$295,000 COMING SOON!! Welcome home...spacious rancher nestled on a beautiful, private 1-acre lot. This home offers 3 bedrooms, 2 full bathrooms, a cozy living room, and an eat-in kitchen perfect for everyday living. The full unfinished basement provides endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the peaceful backyard, featuring a privacy-fenced yard and a paved driveway. The roof, siding, and windows were replaced approximately 10 years ago, offering added value and peace of mind. Stay warm and keep utility costs down during the colder months with both a pellet stove in the living room and a wood-burning stove in the basement. With just a little updating, this home could be everything you've been looking for. Offering privacy, space, and endless potential, it's a great opportunity to make it your own. Located just minutes from the historic waterfront town of Chestertown, you’ll enjoy charming boutiques, local restaurants, seasonal festivals, the popular Farmers Market, and plenty of ways to experience the scenic beauty of the Chester River. The area perfectly captures the charm and lifestyle of Maryland’s Beautiful Eastern Shore. 3 Beds ⋅ 2 Baths COMING SOON!! Welcome home...spacious rancher nestled on a beautiful, private 1-acre lot. This home offers 3 bedrooms, 2 full bathrooms, a cozy living room, and an eat-in kitchen perfect for everyday living. The full unfinished basement provides endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the peaceful backyard, featuring a privacy-fenced yard and a paved driveway. The roof, siding, and windows were replaced approximately 10 years ago, offering added value and peace of mind. Stay warm and keep utility costs down during the colder months with both a pellet stove in the living room and a wood-burning stove in the basement. With just a little updating, this home could be everything you've been looking for. Offering privacy, space, and endless potential, it's a great opportunity to make it your own. Located just minutes from the historic waterfront town of Chestertown, you’ll enjoy charming boutiques, local restaurants, seasonal festivals, the popular Farmers Market, and plenty of ways to experience the scenic beauty of the Chester River. The area perfectly captures the charm and lifestyle of Maryland’s Beautiful Eastern Shore. 240 Round Top Rd, Chestertown Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183
$315,000 Welcome to 109 Parma Road in family-friendly Chester Harbor. This well-maintained home is located on a quiet street and has three generously sized bedrooms with hardwood flooring and 2 full bathrooms. An upgraded kitchen featuries granite countertops, SS appliances, and solid wood cabinets with quiet-close drawers. Spacious living room off the kitchen and dining room combo. Spacious and private backyard is perfect for dogs and children. Mature oak trees provide lots of cool shade. Recent upgrades include: bathroom vanities, ceilings fans, light fixtures, microwave, interior paint, driveway crushed run. Chester Harbor is a quiet community with water access to the Chester River for just $15 per year and NO HOA. 5 minutes to downtown Historic Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market. Enjoy country living on the Eastern Shore. Less than one hour to Annapolis. Much more info and professional photos coming soon. Stay tuned! 3 Beds ⋅ 2 Baths Welcome to 109 Parma Road in family-friendly Chester Harbor. This well-maintained home is located on a quiet street and has three generously sized bedrooms with hardwood flooring and 2 full bathrooms. An upgraded kitchen featuries granite countertops, SS appliances, and solid wood cabinets with quiet-close drawers. Spacious living room off the kitchen and dining room combo. Spacious and private backyard is perfect for dogs and children. Mature oak trees provide lots of cool shade. Recent upgrades include: bathroom vanities, ceilings fans, light fixtures, microwave, interior paint, driveway crushed run. Chester Harbor is a quiet community with water access to the Chester River for just $15 per year and NO HOA. 5 minutes to downtown Historic Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market. Enjoy country living on the Eastern Shore. Less than one hour to Annapolis. Much more info and professional photos coming soon. Stay tuned! 109 Parma Rd, Chestertown Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
$615,000 *Professional pictures should be up by the weekend. In the meantime please enjoy a couple of sneak peak ones!*This is the home for you, if you are ready to experience the Eastern Shore Lifestyle and love coastal vibes!! Welcome to 132 Chesapeake Estates Drive, nestled in the quaint community of Chesapeake Estates. Before pulling into the driveway, you will see a peek-a-boo glimpse of the Chesapeake Bay. If you want to watch the sunset or just enjoy a meal by the water, venture to the waterfront park that is exclusive to the neighborhood. It features a playground and plenty of picnic tables for your enjoyment and convenience. Once you have let your worries melt away by the water, it will be time to head back to your home, to relax and enjoy your brand new construction home! This 4 bedroom, 3 full bath home, has upgrades in every room. It is not your average spec home. One of the highlights of the home, is the open floor plan. The living area, kitchen and dining area are completely open. The living area has a gorgeous, almost 11ft step/trey ceiling with recess lighting throughout, along with crown molding. The kitchen has a classy coastal look, with both white cabinets and a light brown island with room for barstools. The kitchen includes, soft closing cabinets, a farmhouse sink, crown molding, SS Appliances that are Energy Efficient and a subtle, elegant backsplash. If you need extra storage, for food, etc., there is extra space in the pantry, that is conveniently located in the laundry room area, directly off of the garage. Which makes for super easy access after grocery shopping. This lovely home has LVP flooring throughout, making it have a beautiful, seamless flow when touring. Crown molding is included throughout the foyer, dining area, living area, kitchen and hallways. The primary bedroom, includes an ensuite bathroom. The bathroom has a double vanity, a tiled walk in shower with upgraded fixture and a freestanding bathtub. So many other upgrades, that may seem small, but make a huge difference either aesthetically or functionally, some of those include, shiplap tastefully placed throughout the home, cedar shake impressions on the exterior, no wiring shelving in any of the 4 bedroom closets, 2 primary closets, upgraded toilets (to a higher height), etc. The exterior of the home has a nice size front and backyard, landscaping and ample driveway for parking. The attached garage is finished (meaning it has been drywalled and is painted), and includes an electric car charger, remote, keyless entry and a 360 degree camera inside the garage door opener. Which is so convenient when you have a delivery and you will not be home, but want it left in the garage. Of course, the home has a fully conditioned crawlspace (including a sump pump). Lastly, one of my favorite things about this home, is the location! At the beginning of the neighborhood, is access to the South Island Trail (a 7-miled paved trail), that you can enjoy at your convenience, whether you are a walker, runner, biker, etc. You can also be at a beach, park, marina or pier within minutes. (Including the Romancoke Pier and Matapeake Beach). If golf is more your style, you are in luck because again minutes away is the Blue Heron golf course. Don't forget all the amazing restaurants, coffee shops, and other local small business and that are what make KI special! Call today to schedule your private showing! MHBR: 7172 4 Beds ⋅ 3 Baths *Professional pictures should be up by the weekend. In the meantime please enjoy a couple of sneak peak ones!*This is the home for you, if you are ready to experience the Eastern Shore Lifestyle and love coastal vibes!! Welcome to 132 Chesapeake Estates Drive, nestled in the quaint community of Chesapeake Estates. Before pulling into the driveway, you will see a peek-a-boo glimpse of the Chesapeake Bay. If you want to watch the sunset or just enjoy a meal by the water, venture to the waterfront park that is exclusive to the neighborhood. It features a playground and plenty of picnic tables for your enjoyment and convenience. Once you have let your worries melt away by the water, it will be time to head back to your home, to relax and enjoy your brand new construction home! This 4 bedroom, 3 full bath home, has upgrades in every room. It is not your average spec home. One of the highlights of the home, is the open floor plan. The living area, kitchen and dining area are completely open. The living area has a gorgeous, almost 11ft step/trey ceiling with recess lighting throughout, along with crown molding. The kitchen has a classy coastal look, with both white cabinets and a light brown island with room for barstools. The kitchen includes, soft closing cabinets, a farmhouse sink, crown molding, SS Appliances that are Energy Efficient and a subtle, elegant backsplash. If you need extra storage, for food, etc., there is extra space in the pantry, that is conveniently located in the laundry room area, directly off of the garage. Which makes for super easy access after grocery shopping. This lovely home has LVP flooring throughout, making it have a beautiful, seamless flow when touring. Crown molding is included throughout the foyer, dining area, living area, kitchen and hallways. The primary bedroom, includes an ensuite bathroom. The bathroom has a double vanity, a tiled walk in shower with upgraded fixture and a freestanding bathtub. So many other upgrades, that may seem small, but make a huge difference either aesthetically or functionally, some of those include, shiplap tastefully placed throughout the home, cedar shake impressions on the exterior, no wiring shelving in any of the 4 bedroom closets, 2 primary closets, upgraded toilets (to a higher height), etc. The exterior of the home has a nice size front and backyard, landscaping and ample driveway for parking. The attached garage is finished (meaning it has been drywalled and is painted), and includes an electric car charger, remote, keyless entry and a 360 degree camera inside the garage door opener. Which is so convenient when you have a delivery and you will not be home, but want it left in the garage. Of course, the home has a fully conditioned crawlspace (including a sump pump). Lastly, one of my favorite things about this home, is the location! At the beginning of the neighborhood, is access to the South Island Trail (a 7-miled paved trail), that you can enjoy at your convenience, whether you are a walker, runner, biker, etc. You can also be at a beach, park, marina or pier within minutes. (Including the Romancoke Pier and Matapeake Beach). If golf is more your style, you are in luck because again minutes away is the Blue Heron golf course. Don't forget all the amazing restaurants, coffee shops, and other local small business and that are what make KI special! Call today to schedule your private showing! MHBR: 7172 132 Chesapeake Estates Dr, Stevensville Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:
$779,900 Welcome to 354 Claiborne Fields Drive, a beautifully updated home offering over 3,100 square feet of thoughtfully designed living space on a picturesque 1.25-acre lot in Centreville, Maryland. Built in 2000, this exceptional two-story residence combines timeless design with modern updates, creating the perfect setting for everyday living and effortless entertaining. Step inside to a welcoming foyer that opens to spacious, light-filled living areas. The flowing floor plan seamlessly connects the living room, dining room, and recently renovated kitchen, creating an inviting atmosphere for family gatherings and entertaining. A cozy fireplace serves as the focal point of the separate family room, while the updated kitchen features quartz countertops, modern stainless steel appliances, abundant cabinetry, a center island, and ample workspace for the home chef. The home offers generously sized bedrooms and three full bathrooms, including a spacious primary suite, large walk-in closet and an en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Throughout the home, you’ll appreciate numerous recent improvements, including new flooring on the main level, an updated bathroom, and a brand-new roof, providing both style and peace of mind for years to come. Step outside to your own private backyard oasis. The beautifully landscaped grounds showcase a spectacular 20’ x 40’ resort-style swimming pool with a waterfall feature, a large lighted pergola perfect for outdoor entertaining, and a separate screened porch for relaxing evenings. The expansive 1.25-acre lot offers exceptional privacy and plenty of space for recreation, gardening, or simply enjoying the outdoors. Additional highlights include a spacious three-car garage and a location that combines country living with convenient access for commuters. This well maintained property offers the perfect blend of comfort, luxury, and outdoor living. With its impressive updates, resort-style backyard, and exceptional setting, 354 Claiborne Fields Drive is truly a place you’ll be proud to call home. 4 Beds ⋅ 3 Baths Welcome to 354 Claiborne Fields Drive, a beautifully updated home offering over 3,100 square feet of thoughtfully designed living space on a picturesque 1.25-acre lot in Centreville, Maryland. Built in 2000, this exceptional two-story residence combines timeless design with modern updates, creating the perfect setting for everyday living and effortless entertaining. Step inside to a welcoming foyer that opens to spacious, light-filled living areas. The flowing floor plan seamlessly connects the living room, dining room, and recently renovated kitchen, creating an inviting atmosphere for family gatherings and entertaining. A cozy fireplace serves as the focal point of the separate family room, while the updated kitchen features quartz countertops, modern stainless steel appliances, abundant cabinetry, a center island, and ample workspace for the home chef. The home offers generously sized bedrooms and three full bathrooms, including a spacious primary suite, large walk-in closet and an en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Throughout the home, you’ll appreciate numerous recent improvements, including new flooring on the main level, an updated bathroom, and a brand-new roof, providing both style and peace of mind for years to come. Step outside to your own private backyard oasis. The beautifully landscaped grounds showcase a spectacular 20’ x 40’ resort-style swimming pool with a waterfall feature, a large lighted pergola perfect for outdoor entertaining, and a separate screened porch for relaxing evenings. The expansive 1.25-acre lot offers exceptional privacy and plenty of space for recreation, gardening, or simply enjoying the outdoors. Additional highlights include a spacious three-car garage and a location that combines country living with convenient access for commuters. This well maintained property offers the perfect blend of comfort, luxury, and outdoor living. With its impressive updates, resort-style backyard, and exceptional setting, 354 Claiborne Fields Drive is truly a place you’ll be proud to call home. 354 Claiborne Fields Dr, Centreville Listing courtesy of Hawkins Real Estate Company. Contact: 2407932485
$897,750 Be part of the fastest growing 55+ community on Marylands Eastern Shore. Bayberry was the first street in Four Seasons Kent Island where construction in 2021 was superior to those today. 320 Bayberry Drive sits on a Premium Lot which abuts lands owned and maintained by the HOA. The developer is charging a Lot Premium of up to $400,000 for the extra space on remaining lots. The seller just completed $80,000 in renovations. Most of the Furniture can be purchased for below half of what it’s value. The optional sunroom area was completely finished as additional living space. There is a massive 256 square foot rear patio with low V lighting and two raised garden beds. Another HOA area is the rear buffer and beautifully landscaped. If they have a dog, the common area next to the home is almost the size of a building lot offering exceptional privacy. FSKI club house offers resort quality from the indoor pool and gym or the outside pool in summer months. FSKI also allows you golf carts! Don’t miss this opportunity to experience resort style living at Four Seasons Kent Island. 3 Beds ⋅ 2 Baths Be part of the fastest growing 55+ community on Marylands Eastern Shore. Bayberry was the first street in Four Seasons Kent Island where construction in 2021 was superior to those today. 320 Bayberry Drive sits on a Premium Lot which abuts lands owned and maintained by the HOA. The developer is charging a Lot Premium of up to $400,000 for the extra space on remaining lots. The seller just completed $80,000 in renovations. Most of the Furniture can be purchased for below half of what it’s value. The optional sunroom area was completely finished as additional living space. There is a massive 256 square foot rear patio with low V lighting and two raised garden beds. Another HOA area is the rear buffer and beautifully landscaped. If they have a dog, the common area next to the home is almost the size of a building lot offering exceptional privacy. FSKI club house offers resort quality from the indoor pool and gym or the outside pool in summer months. FSKI also allows you golf carts! Don’t miss this opportunity to experience resort style living at Four Seasons Kent Island. 320 Bayberry Dr, Chester Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478
$439,900 First Floor Living at it's BEST! Welcome to Symphony Village at Centreville, a sought after Active Adult Community offering an impressive array of amenities and activities. This beautifully maintained three bedroom, two full bath rancher features stunning cathedral ceilings w/custom accent paint, gleaming hardwood and ceramic tile floors. With an open floor plan that offers a living room/dining room combo, a large kitchen with plenty of granite counterspace, separate beverage area with wine rack and mullion cabinets. Right off of the kitchen is an extensive family room with gas fireplace and tons of natural light. Step outside to the brick patio to enjoy a peaceful and private backyard that backs to trees. Additional highlights include a two car garage with a staircase leading to an unfinished bonus room. Come take a look! 3 Beds ⋅ 2 Baths First Floor Living at it's BEST! Welcome to Symphony Village at Centreville, a sought after Active Adult Community offering an impressive array of amenities and activities. This beautifully maintained three bedroom, two full bath rancher features stunning cathedral ceilings w/custom accent paint, gleaming hardwood and ceramic tile floors. With an open floor plan that offers a living room/dining room combo, a large kitchen with plenty of granite counterspace, separate beverage area with wine rack and mullion cabinets. Right off of the kitchen is an extensive family room with gas fireplace and tons of natural light. Step outside to the brick patio to enjoy a peaceful and private backyard that backs to trees. Additional highlights include a two car garage with a staircase leading to an unfinished bonus room. Come take a look! 214 Harmony Way, Centreville Listing courtesy of RE/MAX Executive. Contact:
$615,000 Coming Soon. Welcome to the Country - this beautifully maintained custom-built 3-bedroom, 2.5-bath home, perfectly situated on 3.34 picturesque acres with mature landscaping and plenty of room to relax, entertain, or operate a home-based business. Enjoy peaceful mornings on the inviting front porch or unwind on the cozy screened rear porch while taking in the beauty of nature. Inside, you'll find a warm and welcoming interior featuring a completely renovated kitchen with white cabinetry, quartz countertops, top-of-the-line stainless steel appliances, and stunning new luxury vinyl plank flooring throughout the house. The entire interior has new paint in Sherwin-Williams Agreeable Gray, creating a fresh, timeless feel. The spacious primary suite has an oversized walk-in closet and a luxurious private bath with a spa tub and separate shower. The partially finished basement offers additional heated and air-conditioned living space, perfect for a recreation room, home gym, additional bedroom or office. Recent updates and improvements include: Newer 3.5-ton HVAC system, new Lifetime Luxury Vinyl Plank flooring throughout, new, well pump with continuous pressure system, the tankless water heater professionally serviced, and the chimney professionally cleaned and serviced, Additional attic insulation has been added for improved energy efficiency. Outside, the property continues to impress with two exceptional outbuildings. A detached two-car garage is connected to the home by a convenient breezeway. The impressive 30' x 60' detached building offers endless possibilities with a workshop, 220-volt electric service, storage loft, office, and an expansive gathering/party room—ideal for entertaining, hobbies, car enthusiasts, or a small business. Conveniently located just 18 miles from Chestertown, Centreville, Dover, and Middletown, this one-of-a-kind property offers the perfect blend of country living and accessibility. If you've been searching for privacy, quality, and versatility, this exceptional property is one you won't want to miss! Professional interior pictures to come in about two weeks. 3 Beds ⋅ 3 Baths Coming Soon. Welcome to the Country - this beautifully maintained custom-built 3-bedroom, 2.5-bath home, perfectly situated on 3.34 picturesque acres with mature landscaping and plenty of room to relax, entertain, or operate a home-based business. Enjoy peaceful mornings on the inviting front porch or unwind on the cozy screened rear porch while taking in the beauty of nature. Inside, you'll find a warm and welcoming interior featuring a completely renovated kitchen with white cabinetry, quartz countertops, top-of-the-line stainless steel appliances, and stunning new luxury vinyl plank flooring throughout the house. The entire interior has new paint in Sherwin-Williams Agreeable Gray, creating a fresh, timeless feel. The spacious primary suite has an oversized walk-in closet and a luxurious private bath with a spa tub and separate shower. The partially finished basement offers additional heated and air-conditioned living space, perfect for a recreation room, home gym, additional bedroom or office. Recent updates and improvements include: Newer 3.5-ton HVAC system, new Lifetime Luxury Vinyl Plank flooring throughout, new, well pump with continuous pressure system, the tankless water heater professionally serviced, and the chimney professionally cleaned and serviced, Additional attic insulation has been added for improved energy efficiency. Outside, the property continues to impress with two exceptional outbuildings. A detached two-car garage is connected to the home by a convenient breezeway. The impressive 30' x 60' detached building offers endless possibilities with a workshop, 220-volt electric service, storage loft, office, and an expansive gathering/party room—ideal for entertaining, hobbies, car enthusiasts, or a small business. Conveniently located just 18 miles from Chestertown, Centreville, Dover, and Middletown, this one-of-a-kind property offers the perfect blend of country living and accessibility. If you've been searching for privacy, quality, and versatility, this exceptional property is one you won't want to miss! Professional interior pictures to come in about two weeks. 620 Baxter Rd, Sudlersville Listing courtesy of Taylor Properties. Contact:
$1,100,000 The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace, and professionally designed details such as a feature wall, crown molding, and sliding barn doors that add custom character to each space. As an added benefit, all model home furniture is included, providing a fully move-in-ready experience. The gourmet kitchen is equipped with a Profile range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, elegant pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive finish. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 and the loft for added comfort. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat designed for everyday ease. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. 3 Beds ⋅ 3 Baths The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace, and professionally designed details such as a feature wall, crown molding, and sliding barn doors that add custom character to each space. As an added benefit, all model home furniture is included, providing a fully move-in-ready experience. The gourmet kitchen is equipped with a Profile range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, elegant pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive finish. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 and the loft for added comfort. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat designed for everyday ease. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. 123 Flycatcher Way, Chester Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$1,200,000 The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details—such as barn doors, crown molding, and a custom feature wall—add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The beautifully appointed kitchen features a range, single oven, microwave, range hood, dishwasher, French door refrigerator, stylish pendant lighting, and a coordinating tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a fresh, integrated design. LVP flooring extends across the main level for durability and style, with tile in all full baths and carpet in Bedrooms 2 and 3 for added comfort. The owner’s bath offers a spa-inspired shower with a built-in seat, handheld shower wand, and double sinks—creating a relaxing and functional daily retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. 3 Beds ⋅ 4 Baths The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details—such as barn doors, crown molding, and a custom feature wall—add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The beautifully appointed kitchen features a range, single oven, microwave, range hood, dishwasher, French door refrigerator, stylish pendant lighting, and a coordinating tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a fresh, integrated design. LVP flooring extends across the main level for durability and style, with tile in all full baths and carpet in Bedrooms 2 and 3 for added comfort. The owner’s bath offers a spa-inspired shower with a built-in seat, handheld shower wand, and double sinks—creating a relaxing and functional daily retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. 117 Flycatcher Way, Chester Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$1,200,000 The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indoor–outdoor living. Custom design elements—such as barn doors, ceiling beams, and a striking feature wall—bring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready lifestyle. The chef-inspired kitchen showcases a Profile range, single oven, microwave, range hood, dishwasher, French door refrigerator, elegant pendant lighting, and a stylish tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive look. Hardwood flooring spans the main level for timeless appeal, with tile in all full baths and carpet in Bedroom 2, the loft, and Bedrooms 4 and 5 for added comfort. The owner’s bath features a luxurious shower with a built-in seat, handheld shower wand, and double sinks—creating a serene, spa-like retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. 5 Beds ⋅ 5 Baths The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indoor–outdoor living. Custom design elements—such as barn doors, ceiling beams, and a striking feature wall—bring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready lifestyle. The chef-inspired kitchen showcases a Profile range, single oven, microwave, range hood, dishwasher, French door refrigerator, elegant pendant lighting, and a stylish tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a clean, cohesive look. Hardwood flooring spans the main level for timeless appeal, with tile in all full baths and carpet in Bedroom 2, the loft, and Bedrooms 4 and 5 for added comfort. The owner’s bath features a luxurious shower with a built-in seat, handheld shower wand, and double sinks—creating a serene, spa-like retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. 111 Flycatcher Way, Chester Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$825,000 Welcome to 313 Thomas White Boulevard in the sought-after waterfront community of Gibson's Grant on Kent Island. This beautifully maintained Koch-built home offers more than 3,200 square feet of thoughtfully designed living space with four bedrooms, two-and-a-half baths, and a flexible floor plan tailored to today's lifestyle. The main level features hardwood flooring,crown molding and refined architectural details throughout, a main-level home office, and a spacious family room anchored by a cozy gas fireplace. The gourmet kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich mahogany cabinetry, stainless steel appliances, double wall ovens, a center island, pantry, and a sunny breakfast area. Upstairs, the spacious primary suite offers a walk-in closet and a luxurious en-suite bath with a soaking tub and separate shower, while three additional bedrooms provide plenty of room for family and guests. Above the garage, an expansive bonus room offers endless possibilities for recreation, work, fitness, or guest accommodations, making it one of the home's most versatile spaces. Relax on the welcoming front porch where you can enjoy the neighborhood's charming streetscape and peaceful surroundings, or unwind in the screened porch overlooking the fenced backyard, an inviting space for morning coffee, outdoor dining, or relaxing. A rear-entry two-car garage adds everyday convenience while preserving the home's classic curb appeal. Located in one of Kent Island's premier waterfront neighborhoods, Gibson's Grant offers exceptional resort-style amenities, including a community pool, clubhouse, fitness center, walking trails, kayak launch, fishing pier, pavilion, playgrounds, picnic areas, and water access to Macum Creek and the Chester River. Just minutes from Route 50 and the Chesapeake Bay Bridge, this home provides an easy commute to Annapolis, Baltimore, Washington, D.C., and Maryland's Eastern Shore while offering the relaxed coastal lifestyle that makes Kent Island so desirable. 4 Beds ⋅ 3 Baths Welcome to 313 Thomas White Boulevard in the sought-after waterfront community of Gibson's Grant on Kent Island. This beautifully maintained Koch-built home offers more than 3,200 square feet of thoughtfully designed living space with four bedrooms, two-and-a-half baths, and a flexible floor plan tailored to today's lifestyle. The main level features hardwood flooring,crown molding and refined architectural details throughout, a main-level home office, and a spacious family room anchored by a cozy gas fireplace. The gourmet kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich mahogany cabinetry, stainless steel appliances, double wall ovens, a center island, pantry, and a sunny breakfast area. Upstairs, the spacious primary suite offers a walk-in closet and a luxurious en-suite bath with a soaking tub and separate shower, while three additional bedrooms provide plenty of room for family and guests. Above the garage, an expansive bonus room offers endless possibilities for recreation, work, fitness, or guest accommodations, making it one of the home's most versatile spaces. Relax on the welcoming front porch where you can enjoy the neighborhood's charming streetscape and peaceful surroundings, or unwind in the screened porch overlooking the fenced backyard, an inviting space for morning coffee, outdoor dining, or relaxing. A rear-entry two-car garage adds everyday convenience while preserving the home's classic curb appeal. Located in one of Kent Island's premier waterfront neighborhoods, Gibson's Grant offers exceptional resort-style amenities, including a community pool, clubhouse, fitness center, walking trails, kayak launch, fishing pier, pavilion, playgrounds, picnic areas, and water access to Macum Creek and the Chester River. Just minutes from Route 50 and the Chesapeake Bay Bridge, this home provides an easy commute to Annapolis, Baltimore, Washington, D.C., and Maryland's Eastern Shore while offering the relaxed coastal lifestyle that makes Kent Island so desirable. 313 Thomas White Blvd, Chester Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848
$475,000 Everything has been done—just move in and start enjoying the Eastern Shore lifestyle! This beautifully renovated 4-bedroom, 3 full bath home blends modern finishes with functional living spaces, offering room to spread out both inside and out. ✨ Completely renovated throughout ✨ Gorgeous new kitchen with center island, butcher block countertops & high-end stainless steel appliances ✨ New flooring throughout ✨ Beautifully updated bathrooms ✨ Finished walk-out lower level featuring a spacious rec room with fireplace, fourth bedroom & full bath—perfect for guests, a home office or multi-generational living ✨ Large deck overlooking an expansive, fenced backyard ✨ Oversized driveway with room for multiple vehicles, your boat, RV and more Located in the desirable Kent Island Estates community, you'll enjoy the option to join the voluntary civic association with access to community beaches, all while being just minutes from shopping, dining, marinas and the Chesapeake Bay Bridge for an easy commute. This is the kind of turnkey home buyers have been waiting for—updated, spacious, and perfectly positioned to enjoy everything Kent Island has to offer. 4 Beds ⋅ 3 Baths Everything has been done—just move in and start enjoying the Eastern Shore lifestyle! This beautifully renovated 4-bedroom, 3 full bath home blends modern finishes with functional living spaces, offering room to spread out both inside and out. ✨ Completely renovated throughout ✨ Gorgeous new kitchen with center island, butcher block countertops & high-end stainless steel appliances ✨ New flooring throughout ✨ Beautifully updated bathrooms ✨ Finished walk-out lower level featuring a spacious rec room with fireplace, fourth bedroom & full bath—perfect for guests, a home office or multi-generational living ✨ Large deck overlooking an expansive, fenced backyard ✨ Oversized driveway with room for multiple vehicles, your boat, RV and more Located in the desirable Kent Island Estates community, you'll enjoy the option to join the voluntary civic association with access to community beaches, all while being just minutes from shopping, dining, marinas and the Chesapeake Bay Bridge for an easy commute. This is the kind of turnkey home buyers have been waiting for—updated, spacious, and perfectly positioned to enjoy everything Kent Island has to offer. 231 Wicomico Rd, Stevensville Listing courtesy of Samson Properties. Contact: 7033788810
$525,000 Welcome to this much loved 19-acre property that offers pastures, trees and about 50+' feet of shoreline on the Chester River. Launch your kayak, johnboat or fish from your shoreline! This charming home was built in 1920 and provides 3-bedrooms and 2-baths. Versatile floor plan, currently set up as 2 living spaces to accommodate generational living. The spacious family room is filled with natural light and overlooks the pastures and trees. The main kitchen is open to the family room. The spare room off the kitchen could be perfect for a dining room. Take a moment to relax on the welcoming front porch before exploring the second living area, complete with its own family/living room, kitchen, two bedrooms, and a full bath. Also, this home has a huge walk-up attic and the roof is New 2026! Don't miss the large outbuilding with electricity. It has excellent space for a workshop, storage, etc. This private country residence offers acreage, water access, and flexibility in one peaceful setting. Providing endless opportunities for recreation, gardening, horses, livestock, or simply relaxing.. No HOA. Close to Chestertown, Centreville and Middletown Delaware. 3 Beds ⋅ 2 Baths Welcome to this much loved 19-acre property that offers pastures, trees and about 50+' feet of shoreline on the Chester River. Launch your kayak, johnboat or fish from your shoreline! This charming home was built in 1920 and provides 3-bedrooms and 2-baths. Versatile floor plan, currently set up as 2 living spaces to accommodate generational living. The spacious family room is filled with natural light and overlooks the pastures and trees. The main kitchen is open to the family room. The spare room off the kitchen could be perfect for a dining room. Take a moment to relax on the welcoming front porch before exploring the second living area, complete with its own family/living room, kitchen, two bedrooms, and a full bath. Also, this home has a huge walk-up attic and the roof is New 2026! Don't miss the large outbuilding with electricity. It has excellent space for a workshop, storage, etc. This private country residence offers acreage, water access, and flexibility in one peaceful setting. Providing endless opportunities for recreation, gardening, horses, livestock, or simply relaxing.. No HOA. Close to Chestertown, Centreville and Middletown Delaware. 204 Groff Rd, Millington Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$747,900 Welcome Home! JUST LISTED & OPEN Sunday 8/9 from 9am-11am OR by APPT DAILY! Barely lived in, this home still looks like new, offering all the benefits of new construction without the wait. The thoughtfully designed floor plan of the Simone model offers exceptional flexibility. The main level features a stunning gourmet kitchen with crisp white cabinetry, a large center island, stainless steel appliances, a wall oven/microwave combination, a propane gas range, all within an open-concept layout that flows into the light-filled dining room. The lovely living room is anchored by a cozy stone fireplace, while the screened porch provides the perfect place to relax and unwind. The main-level primary suite features tray ceilings and offers a spa-inspired bath with an expansive walk-in closet, dual vanities, and a large walk-in shower. One additional bedroom and a private office/den (or optional 5th bedroom), as well as a full bath and laundry room, are all located on the main level. Upstairs, you'll find a loft/family room, perfect for entertaining. Two additional bedrooms and a full bath accommodate family and guests. The attached garage provides added convenience and storage. Beyond the home, you'll enjoy an unmatched resort-style lifestyle with incredible community amenities, including a 23,000-square-foot clubhouse, gym, indoor and outdoor pools, billiard room, tennis and pickleball courts, a community pier, outdoor bar, fire pit, and a full calendar of social events. The nearby Cross Island Trail is perfect for walking, running, or biking, and you're just minutes from shopping, dining, and everything Kent Island has to offer. If you're looking for a home that combines luxury, space, and an exceptional lifestyle, 209 Harrier is one you won't want to miss. 4 Beds ⋅ 3 Baths Welcome Home! JUST LISTED & OPEN Sunday 8/9 from 9am-11am OR by APPT DAILY! Barely lived in, this home still looks like new, offering all the benefits of new construction without the wait. The thoughtfully designed floor plan of the Simone model offers exceptional flexibility. The main level features a stunning gourmet kitchen with crisp white cabinetry, a large center island, stainless steel appliances, a wall oven/microwave combination, a propane gas range, all within an open-concept layout that flows into the light-filled dining room. The lovely living room is anchored by a cozy stone fireplace, while the screened porch provides the perfect place to relax and unwind. The main-level primary suite features tray ceilings and offers a spa-inspired bath with an expansive walk-in closet, dual vanities, and a large walk-in shower. One additional bedroom and a private office/den (or optional 5th bedroom), as well as a full bath and laundry room, are all located on the main level. Upstairs, you'll find a loft/family room, perfect for entertaining. Two additional bedrooms and a full bath accommodate family and guests. The attached garage provides added convenience and storage. Beyond the home, you'll enjoy an unmatched resort-style lifestyle with incredible community amenities, including a 23,000-square-foot clubhouse, gym, indoor and outdoor pools, billiard room, tennis and pickleball courts, a community pier, outdoor bar, fire pit, and a full calendar of social events. The nearby Cross Island Trail is perfect for walking, running, or biking, and you're just minutes from shopping, dining, and everything Kent Island has to offer. If you're looking for a home that combines luxury, space, and an exceptional lifestyle, 209 Harrier is one you won't want to miss. 209 Harrier Way, Chester Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$1,995,000 Welcome to 92 Long Creek Drive, an extraordinary Kent Island waterfront estate where luxury living meets exceptional investment potential. Perfectly positioned on more than 2.5 private acres with approximately 250 feet of shoreline, this remarkable property offers the opportunity to enjoy a waterfront retreat while benefiting from an established, successful short-term vacation rental with proven income history. Profit and loss statements are available upon request, and the home is available fully furnished for a truly turnkey experience. Spanning nearly 4,000 square feet across four finished levels, the home features five bedrooms, four full baths, multiple living and entertaining spaces, and sweeping water views from nearly every room. The beautifully renovated kitchen is the heart of the home, offering white cabinetry, granite countertops, a commercial-grade refrigerator, custom pantry, shiplap accents, generous dining space, and stunning waterfront vistas. The primary suite is a peaceful retreat with panoramic water views and a luxurious bath featuring a soaking tub and tiled shower. Multiple living areas—including a lower-level recreation room with a full bar and full bath—provide abundant space for entertaining family and guests. Outside, every detail has been designed to embrace the Chesapeake Bay lifestyle. Enjoy the in-ground pool, outdoor kitchen and pavilion, expansive waterside deck and patio, beautifully landscaped grounds, and a private pier with boat lift and new electric service for enjoying boating, fishing, crabbing, paddleboarding, and kayaking. The property also includes an attached garage and a heated detached three-car garage, providing exceptional storage for vehicles, boats, water toys, and recreational equipment. Whether you're searching for a full-time waterfront residence, an unforgettable family retreat, or an investment property with an established rental history, 92 Long Creek Drive delivers an exceptional lifestyle just minutes from the Bay Bridge, Annapolis, and the rest of Maryland's Eastern Shore. 5 Beds ⋅ 5 Baths Welcome to 92 Long Creek Drive, an extraordinary Kent Island waterfront estate where luxury living meets exceptional investment potential. Perfectly positioned on more than 2.5 private acres with approximately 250 feet of shoreline, this remarkable property offers the opportunity to enjoy a waterfront retreat while benefiting from an established, successful short-term vacation rental with proven income history. Profit and loss statements are available upon request, and the home is available fully furnished for a truly turnkey experience. Spanning nearly 4,000 square feet across four finished levels, the home features five bedrooms, four full baths, multiple living and entertaining spaces, and sweeping water views from nearly every room. The beautifully renovated kitchen is the heart of the home, offering white cabinetry, granite countertops, a commercial-grade refrigerator, custom pantry, shiplap accents, generous dining space, and stunning waterfront vistas. The primary suite is a peaceful retreat with panoramic water views and a luxurious bath featuring a soaking tub and tiled shower. Multiple living areas—including a lower-level recreation room with a full bar and full bath—provide abundant space for entertaining family and guests. Outside, every detail has been designed to embrace the Chesapeake Bay lifestyle. Enjoy the in-ground pool, outdoor kitchen and pavilion, expansive waterside deck and patio, beautifully landscaped grounds, and a private pier with boat lift and new electric service for enjoying boating, fishing, crabbing, paddleboarding, and kayaking. The property also includes an attached garage and a heated detached three-car garage, providing exceptional storage for vehicles, boats, water toys, and recreational equipment. Whether you're searching for a full-time waterfront residence, an unforgettable family retreat, or an investment property with an established rental history, 92 Long Creek Drive delivers an exceptional lifestyle just minutes from the Bay Bridge, Annapolis, and the rest of Maryland's Eastern Shore. 92 Long Creek Dr, Stevensville Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$868,000 A must see home! Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat in breakfast area. Formal Dining room, main level fourth bedroom or office with half bath and exterior entrance, perfect for occasional client or guest. Large 17x13 1st level Living Rm with hardwoods & display center. Inside entrance to the four car garage with additional built-in storage & shelving! Upper level primary bedroom suite featuring 2 walk in closets, gorgeous primary bath with double vanity, huge walk in shower, quartz counters and trim, jetted soaking tub and wainscoting & chair rail finishes. Bedroom #2 w/walk in closet & double entry full bath. Bedroom #3 w/walk in closet, ceiling fan and upper deck access. Upper level laundry area with washer, dryer, shelving and deep sink. Exterior features include 1 Acre lot, beautiful pool with adjoining deck, screen porch, patio w/hot tub and garden shed. Front porch with covered sitting area. Oversized driveway w/side parking area perfect for boat or RV storage. Exterior audio & video system currently in use but not included in the sale. Your super opportunity for a wonderful home! 4 Beds ⋅ 3 Baths A must see home! Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat in breakfast area. Formal Dining room, main level fourth bedroom or office with half bath and exterior entrance, perfect for occasional client or guest. Large 17x13 1st level Living Rm with hardwoods & display center. Inside entrance to the four car garage with additional built-in storage & shelving! Upper level primary bedroom suite featuring 2 walk in closets, gorgeous primary bath with double vanity, huge walk in shower, quartz counters and trim, jetted soaking tub and wainscoting & chair rail finishes. Bedroom #2 w/walk in closet & double entry full bath. Bedroom #3 w/walk in closet, ceiling fan and upper deck access. Upper level laundry area with washer, dryer, shelving and deep sink. Exterior features include 1 Acre lot, beautiful pool with adjoining deck, screen porch, patio w/hot tub and garden shed. Front porch with covered sitting area. Oversized driveway w/side parking area perfect for boat or RV storage. Exterior audio & video system currently in use but not included in the sale. Your super opportunity for a wonderful home! 113 Bentons Pleasure Rd, Chester Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$856,000 Welcome to Your Dream Home at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Lille Loft model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors. A chef's dream, the Gourmet Kitchen is the heart of the home, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining, and a separate beverage center! Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers a spacious loft, a flexible area perfect for a second family room, hobby space, and an additional bedroom and bathroom for overnight guests. Also, the large above attic storage room is fully finished. More storage is available in the oversized fully finished two car garage with extra room for a golf cart. Off the dining area is a screened-in porch and patio, and the community run irrigation system to keep your lawn lush and green! You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis (17 miles), DC (45 miles), Baltimore (45 miles), and BWI (30 miles). Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by endless views of the Chester River. 3 Beds ⋅ 3 Baths Welcome to Your Dream Home at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Lille Loft model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors. A chef's dream, the Gourmet Kitchen is the heart of the home, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining, and a separate beverage center! Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers a spacious loft, a flexible area perfect for a second family room, hobby space, and an additional bedroom and bathroom for overnight guests. Also, the large above attic storage room is fully finished. More storage is available in the oversized fully finished two car garage with extra room for a golf cart. Off the dining area is a screened-in porch and patio, and the community run irrigation system to keep your lawn lush and green! You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis (17 miles), DC (45 miles), Baltimore (45 miles), and BWI (30 miles). Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by endless views of the Chester River. 193 Spinnaker Way, Chester Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$599,900 Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a backyard that creates a setting for relaxation and entertaining. Community amenities include a playground, open green space for neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Oxford, Tilghman Island, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon! 5 Beds ⋅ 3 Baths Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a backyard that creates a setting for relaxation and entertaining. Community amenities include a playground, open green space for neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Oxford, Tilghman Island, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon! 106 Pixie Ct, Grasonville Listing courtesy of HomeSmart. Contact: 3013524065
$555,000 Eastern Shore living begins here! Welcome to 532 Cross Creek Court in the desirable Claybourne Woods community of Chester. This beautifully maintained 4-bedroom, 2.5-bath home offers plenty of space to gather, relax, and create lasting memories. Whether you're hosting gatherings, enjoying quiet evenings at home, or entertaining friends, this home provides the perfect setting. Located on Kent Island, you'll enjoy the best of both worlds peaceful neighborhood living with convenient access to waterfront dining, marinas, shopping, recreation, and major commuter routes. Just minutes from the Bay Bridge, this home is ideal for those seeking the charm of the Eastern Shore without sacrificing convenience. 4 Beds ⋅ 3 Baths Eastern Shore living begins here! Welcome to 532 Cross Creek Court in the desirable Claybourne Woods community of Chester. This beautifully maintained 4-bedroom, 2.5-bath home offers plenty of space to gather, relax, and create lasting memories. Whether you're hosting gatherings, enjoying quiet evenings at home, or entertaining friends, this home provides the perfect setting. Located on Kent Island, you'll enjoy the best of both worlds peaceful neighborhood living with convenient access to waterfront dining, marinas, shopping, recreation, and major commuter routes. Just minutes from the Bay Bridge, this home is ideal for those seeking the charm of the Eastern Shore without sacrificing convenience. 532 Cross Creek Ct, Chester Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$415,000 Welcome home to this beautifully maintained Colonial nestled in the desirable Meadows community of Church Hill. Ideally located between historic Chestertown and Centreville and within the sought-after Queen Anne's County School District, this home offers the perfect blend of comfort, convenience, and timeless style. Step inside through the impressive two-story foyer that welcomes you into a bright and inviting floor plan. The spacious primary suite serves as a private retreat, complete with a, separate shower, and relaxing soaking tub. The home has been exceptionally well cared for and features numerous updates, including a newer roof and HVAC system, providing peace of mind for years to come. New HVAC system installed and serviced by Dixieland energy January 2025, operated by Nest technology. New Roof in July 2025 installed by Economy Roofing with GAF Timberline HDX Lifetime Shingles. New 16x12 Trex Deck with a large poured concrete patio installed in 2024-2025. The partially finished full basement offers endless possibilities with plenty of room for a recreation area, home gym, office, or additional storage. Outside, you'll fall in love with the beautifully landscaped backyard oasis—perfect for entertaining, summer barbecues, or simply relaxing after a long day. With its outstanding condition, thoughtful updates, attached garage, and prime location just minutes from shopping, restaurants, and easy access to Route 301, this is a home that truly checks all the boxes. Schedule your private showing today and experience everything 116 Reeand Lane has to offer! 3 Beds ⋅ 3 Baths Welcome home to this beautifully maintained Colonial nestled in the desirable Meadows community of Church Hill. Ideally located between historic Chestertown and Centreville and within the sought-after Queen Anne's County School District, this home offers the perfect blend of comfort, convenience, and timeless style. Step inside through the impressive two-story foyer that welcomes you into a bright and inviting floor plan. The spacious primary suite serves as a private retreat, complete with a, separate shower, and relaxing soaking tub. The home has been exceptionally well cared for and features numerous updates, including a newer roof and HVAC system, providing peace of mind for years to come. New HVAC system installed and serviced by Dixieland energy January 2025, operated by Nest technology. New Roof in July 2025 installed by Economy Roofing with GAF Timberline HDX Lifetime Shingles. New 16x12 Trex Deck with a large poured concrete patio installed in 2024-2025. The partially finished full basement offers endless possibilities with plenty of room for a recreation area, home gym, office, or additional storage. Outside, you'll fall in love with the beautifully landscaped backyard oasis—perfect for entertaining, summer barbecues, or simply relaxing after a long day. With its outstanding condition, thoughtful updates, attached garage, and prime location just minutes from shopping, restaurants, and easy access to Route 301, this is a home that truly checks all the boxes. Schedule your private showing today and experience everything 116 Reeand Lane has to offer! 116 Reeand Ln, Church Hill Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:
$449,000 Fantastic Eastern Bay waterview from this wonderful Kent Island, 3 bedroom, 1.5 bathroom Ranch/Rambler in Romancoke on the Bay, with a near half acre. This cute home will surprise you with how spacious it is on the inside! Stepping in the front door, you'll notice the LVP flooring throughout the entire space. The front living area is quiet and cozy and faces the Eastern Bay water view! The open kitchen has stainless steel appliances and opens to the spacious dining room. Off the dining room you'll find the fantastic great room, perfect for large gatherings and plenty of cozy furniture. The sliders in the great room lead to a covered deck and patio centered on the fully fenced backyard. A stone pathway leads to a shed with electric. Back inside, down the hall from the kitchen is the remodeled full bath and the 3 bedrooms, two of which connect to a half bath. The property also offers an oversized attached single car garage, a fully encapsulated crawlspace, fresh paint throughout, established sunny raised garden beds, beautifully green spacious back yard (one side is fully treelined) and a circle driveway out front providing plenty of parking. Last but not least, the wide-open water view visible from the living room and two bedrooms! Romancoke on the Bay has wonderful amenities, including a Community Center that hosts regular events and can be rented out, a Boat Ramp, a Pier, a Beach and a Tot-Lot, all located right at the end of Allegany Rd. The Romancoke Pier is just up the street and so is the start of the South Island Trail which runs for miles through the trees and fields of Southern Kent Island. A list of updates follows. Don't miss this one! It is a perfect gem on Kent Island! Crawlspace encapsulated 2025, New sump pump 2025, New well pump 2026, New roof 2013, New HVAC 2013, SKI Sewer connected, New hot water heater 2016, New appliances 2016, Full bathroom renovation 2017 3 Beds ⋅ 2 Baths Fantastic Eastern Bay waterview from this wonderful Kent Island, 3 bedroom, 1.5 bathroom Ranch/Rambler in Romancoke on the Bay, with a near half acre. This cute home will surprise you with how spacious it is on the inside! Stepping in the front door, you'll notice the LVP flooring throughout the entire space. The front living area is quiet and cozy and faces the Eastern Bay water view! The open kitchen has stainless steel appliances and opens to the spacious dining room. Off the dining room you'll find the fantastic great room, perfect for large gatherings and plenty of cozy furniture. The sliders in the great room lead to a covered deck and patio centered on the fully fenced backyard. A stone pathway leads to a shed with electric. Back inside, down the hall from the kitchen is the remodeled full bath and the 3 bedrooms, two of which connect to a half bath. The property also offers an oversized attached single car garage, a fully encapsulated crawlspace, fresh paint throughout, established sunny raised garden beds, beautifully green spacious back yard (one side is fully treelined) and a circle driveway out front providing plenty of parking. Last but not least, the wide-open water view visible from the living room and two bedrooms! Romancoke on the Bay has wonderful amenities, including a Community Center that hosts regular events and can be rented out, a Boat Ramp, a Pier, a Beach and a Tot-Lot, all located right at the end of Allegany Rd. The Romancoke Pier is just up the street and so is the start of the South Island Trail which runs for miles through the trees and fields of Southern Kent Island. A list of updates follows. Don't miss this one! It is a perfect gem on Kent Island! Crawlspace encapsulated 2025, New sump pump 2025, New well pump 2026, New roof 2013, New HVAC 2013, SKI Sewer connected, New hot water heater 2016, New appliances 2016, Full bathroom renovation 2017 202 Allegany Rd, Stevensville Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$375,000 Priced within a desirable range, sitting on almost half an acre, this home offers exceptional value for those looking to build equity! This colonial style home has 2 bedrooms, 2 bathrooms, is conveniently districted with some of the best schools in QA County and has quick access to the bay bridge and route 50. This property is a **short sale** and is being sold AS IS. Don't miss the opportunity to own and build equity in your home at an attractive price!! 2 Beds ⋅ 3 Baths Priced within a desirable range, sitting on almost half an acre, this home offers exceptional value for those looking to build equity! This colonial style home has 2 bedrooms, 2 bathrooms, is conveniently districted with some of the best schools in QA County and has quick access to the bay bridge and route 50. This property is a **short sale** and is being sold AS IS. Don't miss the opportunity to own and build equity in your home at an attractive price!! 123 Kentmorr Rd, Stevensville Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$599,999 Experience coastal living at its finest in this stunning 2024-built home located in the sought-after Romancoke community, just steps from the Chesapeake Bay. This beautifully appointed 4-bedroom, 2.5-bath home offers the perfect combination of modern design, comfort, and convenience. The spacious open-concept floor plan is ideal for entertaining, featuring seamless flow between the living, dining, and kitchen areas. High-end custom window blinds add a touch of elegance throughout, while the fully fenced backyard creates the perfect private retreat for relaxing, hosting gatherings, or enjoying time with family and pets. Perfectly situated on a quiet private road, this home offers a peaceful setting with easy access to the bay, making it ideal for boating, fishing, kayaking, or simply enjoying breathtaking waterfront sunsets. Connected to public sewer and built in 2024, you'll enjoy the benefits of newer construction with the peace of mind that comes with modern systems and finishes. Don't miss this opportunity to own a like-new coastal retreat in one of Kent Island's most desirable waterfront communities! 4 Beds ⋅ 3 Baths Experience coastal living at its finest in this stunning 2024-built home located in the sought-after Romancoke community, just steps from the Chesapeake Bay. This beautifully appointed 4-bedroom, 2.5-bath home offers the perfect combination of modern design, comfort, and convenience. The spacious open-concept floor plan is ideal for entertaining, featuring seamless flow between the living, dining, and kitchen areas. High-end custom window blinds add a touch of elegance throughout, while the fully fenced backyard creates the perfect private retreat for relaxing, hosting gatherings, or enjoying time with family and pets. Perfectly situated on a quiet private road, this home offers a peaceful setting with easy access to the bay, making it ideal for boating, fishing, kayaking, or simply enjoying breathtaking waterfront sunsets. Connected to public sewer and built in 2024, you'll enjoy the benefits of newer construction with the peace of mind that comes with modern systems and finishes. Don't miss this opportunity to own a like-new coastal retreat in one of Kent Island's most desirable waterfront communities! 200 Ackerman Dr, Stevensville Listing courtesy of Rise Real Estate, LLC. Contact: 2025569721
$645,000 Your private resort awaits. From the moment you arrive, this stunning home commands attention with its timeless curb appeal, oversized corner lot, and impressive presence. Offering over 5,000 square feet across three levels, this is the perfect blend of luxury, comfort, and everyday functionality. Step inside to soaring ceilings, abundant natural light, and an open floor plan designed for both entertaining and daily living. The spacious two-story family room with a cozy fireplace flows seamlessly into the heart of the home, a beautifully appointed kitchen featuring a large center island, granite countertops, stainless steel appliances, abundant cabinetry, beverage refrigerator, and an oversized breakfast area overlooking the backyard. Whether you're hosting holiday dinners in the formal dining room, enjoying quiet mornings in the sun-filled living spaces, or gathering with friends around the kitchen island, every room has been thoughtfully designed for making memories. Upstairs, the expansive primary suite offers a true retreat with a spa-inspired ensuite bath, generous walk-in closet, and plenty of room to unwind. Spacious secondary bedrooms provide flexibility for family, guests, or a home office. The basement level adds even more living space with endless possibilities for a recreation room, fitness area, media room, or additional guest accommodations. Then step outside... The backyard is where this home truly shines. Imagine summer afternoons spent in the sparkling in-ground pool, evenings under the custom pavilion complete with an outdoor kitchen and bar, relaxing around the fire pit, and entertaining on the expansive paver patio, all surrounded by a fully fenced backyard offering privacy and space to enjoy. This isn't just a backyard, it's your own private vacation destination. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this exceptional home offers the lifestyle you've been waiting for. Luxury. Space. Resort-style living. Welcome home. 5 Beds ⋅ 3 Baths Your private resort awaits. From the moment you arrive, this stunning home commands attention with its timeless curb appeal, oversized corner lot, and impressive presence. Offering over 5,000 square feet across three levels, this is the perfect blend of luxury, comfort, and everyday functionality. Step inside to soaring ceilings, abundant natural light, and an open floor plan designed for both entertaining and daily living. The spacious two-story family room with a cozy fireplace flows seamlessly into the heart of the home, a beautifully appointed kitchen featuring a large center island, granite countertops, stainless steel appliances, abundant cabinetry, beverage refrigerator, and an oversized breakfast area overlooking the backyard. Whether you're hosting holiday dinners in the formal dining room, enjoying quiet mornings in the sun-filled living spaces, or gathering with friends around the kitchen island, every room has been thoughtfully designed for making memories. Upstairs, the expansive primary suite offers a true retreat with a spa-inspired ensuite bath, generous walk-in closet, and plenty of room to unwind. Spacious secondary bedrooms provide flexibility for family, guests, or a home office. The basement level adds even more living space with endless possibilities for a recreation room, fitness area, media room, or additional guest accommodations. Then step outside... The backyard is where this home truly shines. Imagine summer afternoons spent in the sparkling in-ground pool, evenings under the custom pavilion complete with an outdoor kitchen and bar, relaxing around the fire pit, and entertaining on the expansive paver patio, all surrounded by a fully fenced backyard offering privacy and space to enjoy. This isn't just a backyard, it's your own private vacation destination. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this exceptional home offers the lifestyle you've been waiting for. Luxury. Space. Resort-style living. Welcome home. 122 Fair Brook Way, Centreville Listing courtesy of RE/MAX Executive. Contact: 4432741900
$529,900 Enjoy Chesapeake Bay breezes, amazing water views and sunsets! Why pay waterfront prices and taxes when you can enjoy the same coastal lifestyle just steps from the water? Built in 2025 and impeccably maintained, this beautifully upgraded 3 bedroom, 2.5 bath home backs directly to Kentmorr Marina, offering beautiful Bay and marina views along with the rare opportunity to enjoy one of Kent Island's most desirable waterfront communities. The open-concept floor plan features luxury vinyl plank flooring throughout the main level, quartz countertops, an oversized farmhouse sink, white shaker cabinetry with soft-close drawers and cabinets, Craftsman-style interior doors, black designer fixtures, framed mirrors, and a spacious primary suite with a beautifully tiled shower and double vanity. A composite rear deck with vinyl railings provides the perfect place to relax and enjoy the marina views, while fresh landscaping, raised garden beds, and an expanded asphalt driveway add to the home's exceptional curb appeal. Located on a quiet street with no through traffic, you'll love being just steps from the private community beach where breathtaking Chesapeake Bay sunsets become part of everyday life. Bring your boat! Kentmorr Marina is right outside your back door (contact the marina for slip availability and pricing) or take a short stroll to Channel Side Restaurant for waterfront dining, live music, sandy beach seating, and a lively tiki bar. The Kent Island South Trail, nearby kayak launches, fishing piers, and Blue Heron Golf Course offer even more opportunities to enjoy the outdoors. Why wait for new construction? This exceptional property offers something a new build can't: a truly established waterfront community where the marina, private beach, waterfront dining, and unforgettable sunsets are all just steps from your front door. Ideally situated just minutes from the Bay Bridge, you'll enjoy convenient access to the Western Shore while embracing the relaxed coastal lifestyle of Kent Island. 3 Beds ⋅ 3 Baths Enjoy Chesapeake Bay breezes, amazing water views and sunsets! Why pay waterfront prices and taxes when you can enjoy the same coastal lifestyle just steps from the water? Built in 2025 and impeccably maintained, this beautifully upgraded 3 bedroom, 2.5 bath home backs directly to Kentmorr Marina, offering beautiful Bay and marina views along with the rare opportunity to enjoy one of Kent Island's most desirable waterfront communities. The open-concept floor plan features luxury vinyl plank flooring throughout the main level, quartz countertops, an oversized farmhouse sink, white shaker cabinetry with soft-close drawers and cabinets, Craftsman-style interior doors, black designer fixtures, framed mirrors, and a spacious primary suite with a beautifully tiled shower and double vanity. A composite rear deck with vinyl railings provides the perfect place to relax and enjoy the marina views, while fresh landscaping, raised garden beds, and an expanded asphalt driveway add to the home's exceptional curb appeal. Located on a quiet street with no through traffic, you'll love being just steps from the private community beach where breathtaking Chesapeake Bay sunsets become part of everyday life. Bring your boat! Kentmorr Marina is right outside your back door (contact the marina for slip availability and pricing) or take a short stroll to Channel Side Restaurant for waterfront dining, live music, sandy beach seating, and a lively tiki bar. The Kent Island South Trail, nearby kayak launches, fishing piers, and Blue Heron Golf Course offer even more opportunities to enjoy the outdoors. Why wait for new construction? This exceptional property offers something a new build can't: a truly established waterfront community where the marina, private beach, waterfront dining, and unforgettable sunsets are all just steps from your front door. Ideally situated just minutes from the Bay Bridge, you'll enjoy convenient access to the Western Shore while embracing the relaxed coastal lifestyle of Kent Island. 520 Chesapeake Ave, Stevensville Listing courtesy of Samson Properties. Contact: 7033788810
$1,900,000 Steeped in history and surrounded by the timeless beauty of Maryland’s Eastern Shore, 1130 Old Love Point Road presents a once-in-a-generation opportunity to own an extraordinary family farm in the heart of Kent Island. Spanning approximately 36.73 acres, this remarkable property blends agricultural heritage, historic character, and exceptional future potential in one of the Shore’s most storied locations. At the center of the property sits an historic Victorian farmhouse dating to circa 1896, recognized by the Maryland Historical Trust as a historically contributing structure representative of the classic 19th-century Delmarva farmhouse. The home and grounds reflect generations of stewardship and offers tremendous opportunity for its next generation renovation, rehabilitation and future development prior to occupancy. Old Love Point Road itself carries a rich and fascinating history. Before the Chesapeake Bay Bridge connected Maryland to the Eastern Shore, Love Point served as one of the principal gateways to the Shore. Ferries, steamships, and rail lines once brought travelers from Baltimore and Annapolis to Kent Island, where they continued eastward across Maryland and Delaware. Love Point became known as a romantic waterfront destination and transportation hub, welcoming visitors arriving by ferry and the historic Queen Anne’s Railroad. The property’s location captures the spirit of that history while offering exceptional convenience to today’s modern traveler. Situated just minutes from Route 50 and the Chesapeake Bay Bridge, the farm offers easy access to Annapolis, Washington D.C., Baltimore, and the Delaware beaches while maintaining the peaceful charm of Eastern Shore living. Currently farmed and designated as prime farmland, the property is ideally suited for a gentleman’s farm, equestrian estate, vineyard, winery, agritourism venue, or luxury country retreat. The Development Analysis Report identifies a winery as one of the site’s most favorable and viable uses, noting that agritourism operations such as vineyards and wineries are specifically encouraged within Queen Anne’s County’s future agricultural economy plans. In addition to its agricultural and lifestyle appeal, the property, perhaps most importantly, offers substantial long-term development potential. Located within the County’s Suburban Estate zoning district and designated growth area, the site may support future residential subdivision opportunities, including large-lot estate development, clustered single-family communities, multifamily concepts, or additional residential lots under current moratorium guidelines. Whether envisioned as a private family compound, vineyard and winery destination, legacy investment, or future development opportunity, 1130 Old Love Point Road represents a rare chance to own a meaningful piece of Maryland’s Eastern Shore history — where the past, present, and future converge along one of Kent Island’s most iconic roads. 3 Beds ⋅ 2 Baths Steeped in history and surrounded by the timeless beauty of Maryland’s Eastern Shore, 1130 Old Love Point Road presents a once-in-a-generation opportunity to own an extraordinary family farm in the heart of Kent Island. Spanning approximately 36.73 acres, this remarkable property blends agricultural heritage, historic character, and exceptional future potential in one of the Shore’s most storied locations. At the center of the property sits an historic Victorian farmhouse dating to circa 1896, recognized by the Maryland Historical Trust as a historically contributing structure representative of the classic 19th-century Delmarva farmhouse. The home and grounds reflect generations of stewardship and offers tremendous opportunity for its next generation renovation, rehabilitation and future development prior to occupancy. Old Love Point Road itself carries a rich and fascinating history. Before the Chesapeake Bay Bridge connected Maryland to the Eastern Shore, Love Point served as one of the principal gateways to the Shore. Ferries, steamships, and rail lines once brought travelers from Baltimore and Annapolis to Kent Island, where they continued eastward across Maryland and Delaware. Love Point became known as a romantic waterfront destination and transportation hub, welcoming visitors arriving by ferry and the historic Queen Anne’s Railroad. The property’s location captures the spirit of that history while offering exceptional convenience to today’s modern traveler. Situated just minutes from Route 50 and the Chesapeake Bay Bridge, the farm offers easy access to Annapolis, Washington D.C., Baltimore, and the Delaware beaches while maintaining the peaceful charm of Eastern Shore living. Currently farmed and designated as prime farmland, the property is ideally suited for a gentleman’s farm, equestrian estate, vineyard, winery, agritourism venue, or luxury country retreat. The Development Analysis Report identifies a winery as one of the site’s most favorable and viable uses, noting that agritourism operations such as vineyards and wineries are specifically encouraged within Queen Anne’s County’s future agricultural economy plans. In addition to its agricultural and lifestyle appeal, the property, perhaps most importantly, offers substantial long-term development potential. Located within the County’s Suburban Estate zoning district and designated growth area, the site may support future residential subdivision opportunities, including large-lot estate development, clustered single-family communities, multifamily concepts, or additional residential lots under current moratorium guidelines. Whether envisioned as a private family compound, vineyard and winery destination, legacy investment, or future development opportunity, 1130 Old Love Point Road represents a rare chance to own a meaningful piece of Maryland’s Eastern Shore history — where the past, present, and future converge along one of Kent Island’s most iconic roads. 1130 Old Love Point Rd, Stevensville Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 746-2090
$222,000 Property is located on an acre in a rural setting yet within a 1/2 mile to Route 50. Detached 2 car garage with electric in rear of property. Built-ins remain for extra storage throughout home. Some updates have been made to bath but still elements of the past give it a vintage vibe. Property strictly sold as is. HUD CASE 244-033541. Please see website hudhomestore for details 3 Beds ⋅ 1 Baths Property is located on an acre in a rural setting yet within a 1/2 mile to Route 50. Detached 2 car garage with electric in rear of property. Built-ins remain for extra storage throughout home. Some updates have been made to bath but still elements of the past give it a vintage vibe. Property strictly sold as is. HUD CASE 244-033541. Please see website hudhomestore for details 518 Arrington Rd, Queenstown Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact: 4103206785
$379,000 Charming Cape Cod home offering both residential comfort and commercial potential, beautifully updated with modern finishes while maintaining its classic character. This move-in-ready property features 2 bedrooms, 1 full bathroom, an inviting sunroom entry, and luxury vinyl plank flooring throughout. The updated kitchen showcases stainless steel appliances, an induction range, new refrigerator, granite countertops, and refreshed cabinetry. Recent improvements include the bathroom, double-pane windows, roof, siding, HVAC system, well system, electrical panel, and front entry door. The property also features an oversized detached garage with side entry and a spacious asphalt driveway for added convenience. Minutes to Kent Island, close to major hwy. A rare opportunity to own a versatile property with endless possibilities! 2 Beds ⋅ 1 Baths Charming Cape Cod home offering both residential comfort and commercial potential, beautifully updated with modern finishes while maintaining its classic character. This move-in-ready property features 2 bedrooms, 1 full bathroom, an inviting sunroom entry, and luxury vinyl plank flooring throughout. The updated kitchen showcases stainless steel appliances, an induction range, new refrigerator, granite countertops, and refreshed cabinetry. Recent improvements include the bathroom, double-pane windows, roof, siding, HVAC system, well system, electrical panel, and front entry door. The property also features an oversized detached garage with side entry and a spacious asphalt driveway for added convenience. Minutes to Kent Island, close to major hwy. A rare opportunity to own a versatile property with endless possibilities! 3801 Main St, Grasonville Listing courtesy of Fairfax Realty Select. Contact: 7035932381
$675,000 Welcome to this beautifully maintained one-level rancher, perfectly situated on a private 1-acre lot. Offering 2,441 square feet of comfortable living space, this home provides 4 bedrooms, 2 full baths, and has an inviting open floor plan designed for everyday living and entertaining. Thoughtful architectural details, including coffered ceilings and heavy crown molding, add character and elegance throughout the main living areas. The spacious living room is anchored by a fireplace with a wood-burning insert, creating a warm and welcoming atmosphere. The well-appointed kitchen offers abundant cabinet and counter space and opens seamlessly to the main living areas. The dining area is spacious, ideal for hosting family and friends. A large four-season room, complete with heating and cooling, provides additional year-round living space and overlooks the lovely backyard. Step outside to enjoy the expansive deck and pergola-covered seating area, perfect for relaxing or entertaining. The fully fenced backyard offers plenty of room for outdoor activities while maintaining a sense of privacy. A detached two-car garage features a heated and cooled bonus room above, ideal for a home office, gym, hobby room, or additional flex space. Major improvements completed within the past five years include a newer HVAC system, roof, gutters, and kitchen updates, providing added value and peace of mind. This exceptional property combines the convenience of one-level living with modern updates, versatile spaces, and a peaceful setting—ready for you to call it home. 4 Beds ⋅ 2 Baths Welcome to this beautifully maintained one-level rancher, perfectly situated on a private 1-acre lot. Offering 2,441 square feet of comfortable living space, this home provides 4 bedrooms, 2 full baths, and has an inviting open floor plan designed for everyday living and entertaining. Thoughtful architectural details, including coffered ceilings and heavy crown molding, add character and elegance throughout the main living areas. The spacious living room is anchored by a fireplace with a wood-burning insert, creating a warm and welcoming atmosphere. The well-appointed kitchen offers abundant cabinet and counter space and opens seamlessly to the main living areas. The dining area is spacious, ideal for hosting family and friends. A large four-season room, complete with heating and cooling, provides additional year-round living space and overlooks the lovely backyard. Step outside to enjoy the expansive deck and pergola-covered seating area, perfect for relaxing or entertaining. The fully fenced backyard offers plenty of room for outdoor activities while maintaining a sense of privacy. A detached two-car garage features a heated and cooled bonus room above, ideal for a home office, gym, hobby room, or additional flex space. Major improvements completed within the past five years include a newer HVAC system, roof, gutters, and kitchen updates, providing added value and peace of mind. This exceptional property combines the convenience of one-level living with modern updates, versatile spaces, and a peaceful setting—ready for you to call it home. 2200 Bennett Point Rd, Queenstown Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$1,250,000 Classic Colonial Overlooking the Golf Course in Prospect Bay. Welcome to this beautifully maintained brick-front Colonial, perfectly positioned with picturesque golf course views in the sought-after Prospect Bay community. Filled with natural light from oversized windows, the open floor plan offers the perfect balance of comfortable everyday living and elegant spaces for entertaining. The home features four spacious bedrooms upstairs, plus a first-floor office or optional fifth bedroom, making it ideal for guests, multi-generational living, or working from home. Hardwood floors, two fireplaces, a formal dining room, and generously sized living spaces create timeless appeal throughout. The spacious primary suite offers a peaceful retreat with a walk-in closet and private bath. A three-car garage provides ample storage and convenience. Step outside to your private backyard oasis, where a heated swimming pool, expansive deck with a covered awning, and sweeping golf course views create the perfect setting for relaxing or entertaining. Enjoy watching golfers from your backyard while soaking in the peaceful surroundings. Living in Prospect Bay means enjoying resort-style amenities, including an 18-hole championship golf course, clubhouse with members-only restaurant and bar, marina with boat launch, swimming pool, tennis and pickleball courts, playground, and a full calendar of year-round social events. This exceptional home offers the perfect blend of classic elegance, modern comfort, and an unbeatable lifestyle. 5 Beds ⋅ 3 Baths Classic Colonial Overlooking the Golf Course in Prospect Bay. Welcome to this beautifully maintained brick-front Colonial, perfectly positioned with picturesque golf course views in the sought-after Prospect Bay community. Filled with natural light from oversized windows, the open floor plan offers the perfect balance of comfortable everyday living and elegant spaces for entertaining. The home features four spacious bedrooms upstairs, plus a first-floor office or optional fifth bedroom, making it ideal for guests, multi-generational living, or working from home. Hardwood floors, two fireplaces, a formal dining room, and generously sized living spaces create timeless appeal throughout. The spacious primary suite offers a peaceful retreat with a walk-in closet and private bath. A three-car garage provides ample storage and convenience. Step outside to your private backyard oasis, where a heated swimming pool, expansive deck with a covered awning, and sweeping golf course views create the perfect setting for relaxing or entertaining. Enjoy watching golfers from your backyard while soaking in the peaceful surroundings. Living in Prospect Bay means enjoying resort-style amenities, including an 18-hole championship golf course, clubhouse with members-only restaurant and bar, marina with boat launch, swimming pool, tennis and pickleball courts, playground, and a full calendar of year-round social events. This exceptional home offers the perfect blend of classic elegance, modern comfort, and an unbeatable lifestyle. 4 Prospect Bay Dr W, Grasonville Listing courtesy of Coldwell Banker Realty. Contact: 4102638686