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$465,000
2 Beds ⋅ 2 Baths
Chesapeake by Del Webb. Thurston model single-story in the Easton Club East, 55+ active adult community. This rarely available, single-owner home is move-in ready and boasts the comfort of a recently upgraded kitchen and HVAC system with exceptional views of the Lyons family farm. This desirable model features a spacious layout with Southern exposure and plenty of large windows. The spacious Florida room overlooks the backyard and pastural views. Enjoy every sunset from the comfort of the brick patio surrounded by luscious, mature vegetation. This house features a chef-inspired, open kitchen, plenty of cabinetry and a pantry for storage. Recently upgraded appliances and a gas stove will make meal-prep a cinch. The family room features a gas fireplace, making the room warm and cozy in the wintertime. Entertaining is fun and easy with a pony-wall surrounding the kitchen. On the other side of the kitchen is the formal dining room. The sleeping quarters are separated by the common areas, providing excellent privacy for guests. The main bedroom is in the back of the house with large windows allowing afternoon light into the spacious bedroom and plenty of room for your biggest bed. Unwind in the jetted hot tub while watching the sunset. Two sinks, lots of bathroom storage and an additional shower make getting ready easy. The suite is made complete with a spacious walk-in closet. The second bedroom is perfect for guests or as an office or craft room. And the second bathroom features a tub and shower combo. Roof (2021) and HVAC (2024). Landscaping is made easy with irrigation. The 2-car garage off of the main street makes running errands quick. The community amenities include Clubhouse, pool and tennis/pickleball courts. Care-free maintenance means the HOA fees take care of yard work and snow removal, so the only thing you’ll have to worry about is living.

29720 Lyons Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$295,000
3 Beds ⋅ 1 Baths
Welcome to 21647 Camper Circle in the charming waterfront community of Tilghman Island. This well-maintained home offers a peaceful Eastern Shore lifestyle with easy access to boating, fishing, crabbing, local marinas, and waterfront dining. Enjoy the relaxed island atmosphere while still being just a short drive from historic St. Michaels and other nearby amenities. The property features comfortable living spaces, a spacious yard, and the opportunity to enjoy all that Tilghman Island has to offer. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, this home provides the perfect setting to experience Maryland's Chesapeake Bay lifestyle.

21647 Camper Cir, Tilghman

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$459,900
4 Beds ⋅ 4 Baths
This well-maintained duplex in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractions—all while benefiting from no town taxes. With both units currently 100% leased, this property provides immediate, reliable income, making it a smart addition to any investment portfolio.

104 Madison Ave, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$475,000
2 Beds ⋅ 2 Baths
Showing remarks are always a 10 out of 10. The property reviews always put it at the top of the list. Easton Club East - Where comfort, convenience and leisure meet.. This meticulously maintained 2-bedroom, 2-bathroom home offers an ideal blend of modern elegance and classic charm, perfect for comfortable living. As you enter, you’ll be captivated by the gorgeous hardwood floors and the intricate crown molding, wainscotting and chair rail that grace the main living areas. The inviting living room with cozy fireplace, flows seamlessly into the remodeled kitchen. Step in to your spacious primary bedroom with private bath and walk in closet. The second bedroom is perfect for guests or craft room, with easy access to the second full bath. The den provides additional flexibility for a home office or cozy reading nook. Enjoy morning coffee or evening relaxation in the sunroom, which fills with natural light and provides views of the lovely hardscape patio. This outdoor space is ideal for entertaining or simply unwinding in your private retreat. Additional highlights include a rear entry garage, a well-maintained landscape with a convenient sprinkling system, and a recently replaced roof for peace of mind. Don’t miss your chance to own this exceptional home—schedule your showing today and experience all it has to offer. Bonus - this is in the non age restricted section of Del Webb. MLS square footage does not reflect the sun room.

29689 Lyons Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
$410,000
4 Beds ⋅ 2 Baths
Renovated 4 BR, 2 full bath home close to schools and Idlewild Park. Situated on private 1.54 acres. R10A  zoning which allows up to 5 building lots according to study. Possibility of building your dream home on the back of the property near the pond and stream that runs along the property line while living in the current residence, then sell off the existing house to help offset your building costs. One could also make and sell off additional lots to keep the cost of home ownership down. The zoning also allows for apartments, condos, or townhouses to be built.

29328 Dutchmans Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$495,000
3 Beds ⋅ 2 Baths
Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/- acres in the quaint village of Wittman. Offering 1,662+/- sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry, generous table space and overlooks the backyard, creating the perfect setting for everyday meals or entertaining. The spacious primary bedroom features a large walk-in closet. A convenient side entry leads to the laundry room and a separate full bath. Outside, the open yard offers endless possibilities with plenty of space for gardening, recreation or simply enjoying the outdoors. The oversized detached garage provides abundant room for vehicles, a workshop, hobbies and additional storage, while the blacktop driveway adds convenience and curb appeal. A recently installed 3-ton HVAC system provides added comfort and peace of mind. Located less than ¾ of a mile from the Wittman boat landing, you'll have easy access to Cummings Creek, the Chesapeake Bay, and surrounding tributaries for boating, fishing, crabbing, kayaking, and waterfront dining. Conveniently situated between Tilghman Island and Historic downtown St. Michaels, this property offers the perfect opportunity to enjoy the relaxed lifestyle and natural beauty of Maryland's Eastern Shore.

8658 Cummings Rd, Wittman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$369,000
2 Beds ⋅ 1 Baths
Welcome to 5116 Ocean Gateway, a thoughtfully updated rancher in Trappe offering Eastern Shore charm, comfortable one-level living, 1.5 acres, and an exceptional detached workshop and four-car garage. Conveniently located along Route 50, the property provides easy access to Easton, Cambridge, Oxford, St. Michaels, shopping, dining, waterfront destinations, and everyday conveniences, with Ocean City approximately one hour away. From the moment you arrive, the property makes a memorable impression with its established perennial gardens, expansive landscape, flagpole, security doors, new windows installed in 2022, and a brand-new roof completed in 2026. A 12-by-24 hobby shed with an upper storage level provides even more room for lawn equipment, seasonal items, projects, or recreational gear. Inside, a brand-new, fully insulated 225-square-foot sunroom completed in 2026 expands the home’s living space and creates a bright, inviting place to relax, entertain, or enjoy views of the surrounding property throughout the year. A new whole-house split system installed in 2026 provides energy-efficient heating and air conditioning in addition to the home’s existing baseboard heat. The renovated kitchen combines style, character, and everyday functionality with new cabinetry, granite countertops, a farmhouse sink, recessed lighting, a large island with a Boos Block butcher-block countertop, built-in pot filler, range hood, and a brand-new 36-inch Cosmo gas range. A mudroom, pantry, and butler’s pantry add valuable storage and help keep the home organized. The updated bathroom offers a spa-inspired retreat with a soaking tub, dual-sink vanity, built-in shelving, and a spacious walk-in shower with a built-in bench. The standout feature of this property is the hand-built 24-by-36 heated workshop, barn, and four-car garage. Designed for vehicle access, equipment, hobbies, and serious project space, the building features handcrafted 10-by-10 Ipe wood carriage doors, a rear 8-by-7 roll-up garage door, concrete flooring, a water hookup, high-intensity lighting, 120- and 230-volt receptacles, and 120/230-volt electrical service supported by a 60-amp subpanel. The generous layout provides space for multiple vehicles, boat or RV storage, woodworking equipment, tools, recreational gear, or a dedicated creative workspace. With major improvements, flexible storage, an updated one-level home, a beautiful new sunroom, and a substantial four-car garage and workshop, this unique Trappe property offers a rare combination of comfort, land, character, and utility. Schedule your private tour and experience everything 5116 Ocean Gateway has to offer.

5116 Ocean Gateway, Trappe

Listing courtesy of Keller Williams Flagship. Contact:

$379,000
3 Beds ⋅ 2 Baths
This is a Great Opportunity to make this your Forever Home. Great remodel and expansion potential in this Brick home on a large corner lot with Water Views. Home is in need of a Total Renovation. Just off of St. Michaels Rd. looking across to Oak Creek. With nearly 3/4 of an acre and no Flood Zone this is centrally located between Easton and St. Michaels. Property is being offered "As Is" !

25911 River Rd, Newcomb

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$295,000
3 Beds ⋅ 1 Baths
Welcome to 21647 Camper Circle in the charming waterfront community of Tilghman Island. This well-maintained home offers a peaceful Eastern Shore lifestyle with easy access to boating, fishing, crabbing, local marinas, and waterfront dining. Enjoy the relaxed island atmosphere while still being just a short drive from historic St. Michaels and other nearby amenities. The property features comfortable living spaces, a spacious yard, and the opportunity to enjoy all that Tilghman Island has to offer. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, this home provides the perfect setting to experience Maryland's Chesapeake Bay lifestyle.

21647 Camper Cir, Tilghman

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$1,795,000
3 Beds ⋅ 2 Baths
A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a bonus of lovely hardwood floors throughout the home and 2 full upgraded bathrooms as well as a double sided wood burning fireplace for the cooler nights on the Shore and we all know that last winter was colder than most so it was very much enjoyed! The property includes a heated workshop for hobbies as well as 2 other sheds for extra storage should you need it but also a screened waterside Gazebo for entertainment, wraparound deck, partially covered front porch and a deeded private dock on Broad Creek with 3+ MLW with multiple slips, a boat lift and a great place to catch some fresh crabs for dinner! What are you waiting for? This could be the one you have been waiting to come on the market!

23776 Mount Pleasant Landing, Saint Michaels

Listing courtesy of Shore Living Real Estate. Contact: 4102515291
$1,200,000
3 Beds ⋅ 3 Baths
Unique Tilghman Island Property. Zoned Residential-Commercial. Situated on a 2.74 acre fenced yard. This 2450 sq ft Stone Rancher has many upgrades, new 2 car garage and 24 new commercial slips. The possibilities are endless....... Vacation Rental, 24 brand new slips, typically rent from 175.00-225.00 monthly. Develop a new fishing center, crabbing tours, sunsets cruises. Let's see what you can dream up??

21441 Dogwood Cove Rd, Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$449,900
4 Beds ⋅ 3 Baths
The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a beautiful1-acre parcel, this property is framed by magnificent, beautifully spaced mature trees and a cool gazebo to enjoy the park-like setting. Located in desirable McDaniel, you enjoy the ultimate Eastern Shore lifestyle: peaceful rural privacy, no HOA, and a straight 5-minute drive directly into the heart of historic St. Michaels Harbor.

9818 Tilghman Rd, Mcdaniel

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$2,750,000
4 Beds ⋅ 3 Baths
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$2,750,000
4 Beds ⋅ 3 Baths
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$550,000
3 Beds ⋅ 2 Baths
Nestled on just over 2 acres in Trappe, this spacious 3-bedroom, 2-bath home offers nearly 2,500 square feet of living space with room to grow, gather, and make lasting memories. Inside, you'll find a large eat-in kitchen with center island and abundant wine storage, separate dining room, family room, and living room—providing plenty of space for everyday life, holiday celebrations, and everything in between. The expansive sunroom is sure to become a favorite gathering spot, while the oversized primary suite offers two closets and a unique ensuite bath featuring two showers. A fully floored attic provides exceptional storage and includes a bonus room perfect for a playroom, gaming room, hobby space, or quiet retreat. The previous owner had planned to add direct access from the garage, creating even more potential for this unique space. The walk-out basement with exterior access offers endless possibilities for a workshop, recreation room, home gym, or additional storage. Outside, two spacious decks overlook the property, offering plenty of room for entertaining, backyard adventures, gardening, and enjoying the peaceful Eastern Shore setting. Estate sale. Property sold As-Is

30050 Beaver Dam Rd, Trappe

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$1,295,000
3 Beds ⋅ 3 Baths
Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/- acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious waterside paver patio.  The water frontage is spectacular complete with additional seating areas on the shoreline to enjoy the river and a dock with 4' MLW with a newer lift. The two car garage has an additional half bath and plenty of room for cars and additional storage. Carpet and paint have just been completed - this is a turnkey house just in time for the season.

9251 Mallard Point Ct, Mcdaniel

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$329,000
3 Beds ⋅ 2 Baths
3 bedroom rancher conveniently located in town on quiet cul-de-sac. Large 1/3 acre lot with fenced in back yard, screened porch, deck ,and small storage shed. Quiet neighborhood. New roof 2021. Walking distance to Rails to-Trails and John Ford Park. Sold As Is. Priced below recent appraisal

818 Applewood Ct, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$309,000
3 Beds ⋅ 2 Baths
Discover this ranch-style home located 1 block to the center of downtown, perfect for those seeking convenience to everything St Michaels has to offer. This 3-bedroom, 2-bathroom residence offers 1,364 sq. ft. of potential, set on a generous 0.17-acre lot. The rails to trails is located right at the end of the street. With a little creativity and vision, this property can be transformed into your dream home. Roof was replaced in 2014, HVAC 2014, hot water heater 2015. Fence panels have been removed, posts remain, they are on the property line. No permit would be needed to add new panels. There is space for a driveway to be added to the left of the home. Embrace the opportunity to invest in a community that values connection and quality of life. Don't miss out on this chance to make it your own!

203 Canton St, St Michaels

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$679,000
4 Beds ⋅ 3 Baths
This sturdy brick ranch sits on a premium lot backing up to The Links at Perry Cabin Golf Course in St. Michaels, MD. A park like setting with mature specimen trees and shrubs. It's a 4 BR, 3 full bath, one level for easy living. New updated flooring. The Martingham Subdivision provides a waterfront community lot to enjoy the Miles River constant boat shows. Wednesday night sailboat races, fourth of July fireworks and thirsty Thursday with your new neighbors. Less than 3 miles to downtown St. Michaels Fine Dining and Shopping. MORE PHOTOS TO COME.

24555 Deepwater Point, Saint Michaels

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$354,900
3 Beds ⋅ 2 Baths
🏡 Cute as a button Updated Rancher Easton – 29316 Will Street 🏡 Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, you’ll love the versatility this property offers: Detached garage complete with a private office space— Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Don’t miss your opportunity to enjoy easy living with extra space where you need it most! 📍 Conveniently located near all that Easton has to offer—shops, dining, and more!

29316 Will St, Easton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$799,999
3 Beds ⋅ 2 Baths
Positioned along the picturesque 5th fairway of the prestigious Talbot Country Club, this comprehensively renovated Easton residence blends timeless Eastern Shore charm with elevated modern design. Privately set on beautifully landscaped grounds with sweeping golf course vistas, the property offers refined one-level living in one of Talbot County’s most desirable country club settings. Thoughtfully reimagined from top to bottom, the home showcases a sophisticated, light-filled interior highlighted by white oak hardwood flooring throughout, curated West Elm lighting, custom millwork, and seamless indoor-outdoor flow. A dramatic 15-foot sliding glass door anchors the rear living spaces, opening effortlessly to the expansive terrace and manicured grounds beyond. At the center of the home is a stunning designer kitchen featuring Borghini Gold quartz countertops, custom cabinetry, premium GE Profile appliances, a 36-inch Verona range, beverage refrigeration, floating wood shelving, and an oversized center island designed for both entertaining and everyday living. Kohler faucets and fixtures throughout the home further elevate the carefully curated finish package. The gracious living room is centered around a striking marble fireplace surround with custom built-ins, creating a warm yet sophisticated focal point for gathering and entertaining. The thoughtfully designed floor plan offers generously sized bedrooms, beautifully renovated baths, and a spacious primary suite retreat with a boutique hotel feel. Beyond the cosmetic renovation, the property also benefits from a brand-new septic system and freshly refreshed gravel driveway, providing both style and peace of mind in equal measure. Combining understated luxury, turnkey condition, and premier golf course positioning just minutes from downtown Easton’s celebrated restaurants, boutiques, galleries, and waterfront amenities, this exceptional offering captures the very best of Eastern Shore living.

6524 Oxford Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$993,000
3 Beds ⋅ 2 Baths
Nestled in the serene enclave of Bozman, this exquisite 1940s bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers. Spanning 1,362+/- square feet, this detached residence boasts three spacious bedrooms and two elegantly appointed bathrooms, each designed with high-end finishes that elevate everyday living. The country-style kitchen features rich wood cabinetry and ample counter space, while the family room, conveniently located off the kitchen, invites relaxation with its warm ambiance. The primary bedroom, a true sanctuary, offers breathtaking waterfront views, allowing you to wake up to the gentle sounds of nature. The interior is adorned with beautiful wood floors that exude warmth and sophistication, complemented by ceiling fans that enhance the airy feel throughout. The bathrooms are thoughtfully designed, featuring a luxurious walk-in shower and a stall shower, ensuring a spa-like experience at home. An attic provides additional storage, while the main floor laundry adds convenience to your daily routine. Outside, the property is a true oasis, set on a generous 0.58+/-acre lot that is cleared and beautifully landscaped. The sloping rear yard leads to 98+/- feet of pristine waterfront along Harris Creek, where you can indulge in the tranquility of water views framed by lush trees and woods. This unique setting not only offers a picturesque backdrop but also provides navigable water access, perfect for kayaking or leisurely afternoons by the water. The exterior features include a charming outbuilding and a shed shop, ideal for hobbies or additional storage. An attached garage with front entry and an asphalt driveway ensures ample parking for you and your guests. Located in a peaceful riverfront community, this property is not just a home; it's a lifestyle. Enjoy the serenity of nature while being just a short drive from local amenities and attractions. Experience the perfect blend of luxury, comfort, and natural beauty in this exceptional Bozman residence, where every detail has been meticulously crafted for an exclusive living experience.

8090 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$2,275,000
3 Beds ⋅ 3 Baths
Welcome to Soleil on the Bay! Nestled on nearly 7 acres along the calm, deep waters of Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets and wide-open water views providing the perfect blend of privacy, natural beauty, and endless potential. Ideally located between Easton and St. Michaels, it provides easy access to the best of Maryland’s Eastern Shore. Enter your future family estate down a beautiful, private, tree-lined, fully paved driveway. Extensive site planning and improvements have already been completed, and the County and MDE have approved a septic expansion to support up to 8 bedrooms. The estate is beautifully appointed with mature trees, a 20’x40’ waterside pool, and a brand-new, 185- foot, deep-water dock featuring 6’ mean low water, floating docks, fully connected with electrical and water, a jet ski lift, kayak launch, and a 20,000+ pound boat lift with 30 amp, 220 electrical outlet to charge your boat. Two charming guest cottages totaling approximately 2,600 sq. ft. have been remodeled and enhance the property; providing unique opportunities each with its own fully equipped kitchen and multiple bedrooms and bathrooms. Includes oversized 3 car attached garages. Imagine your friends and family enjoying their own cottage for the utmost in privacy on this family compound. Additional highlights include 550’ of rip-rapped shoreline, extensive stone hardscaping, brick and paver walkways and patios, and a paved blacktop driveway, making this an extraordinary offering with unlimited potential in a prime waterfront setting. The grounds are mostly flat with available buildable lot coverage. The main residence needs to be remodeled or rebuilt and presents a unique opportunity to create your dream home. Architectural plans are already in place for a stunning new main house or design your own dream home. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2 hours from Philadelphia. Just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport.

6976 Travelers Rest Cir, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$795,000
4 Beds ⋅ 3 Baths
Stunning One-Level Luxury Living with Golf Course & Pond Views Perfectly positioned in one of St. Michaels' most desirable communities, this exceptional residence offers effortless one-level living with a private backyard overlooking a tranquil pond and the 4th green of The Links at Perry Cabin. Just minutes from the historic charm, fine dining, boutiques, and waterfront attractions of St. Michaels, residents enjoy exclusive access to a beautiful private waterfront park on the Miles River—a treasured amenity that embodies the best of Eastern Shore living. Meticulously maintained and thoughtfully renovated, this home is truly move-in ready. Recent improvements include a beautifully updated kitchen, renovated bathrooms, fresh interior paint, and a new roof installed in September 2025 featuring 30-year architectural shingles. Additional upgrades and features include: Main HVAC system installed in 2021 with an active service agreement New hot water heater (2024) New dishwasher (2024) Electric vehicle charging station in the garage Invisible pet fence surrounding the yard The serene setting, spectacular views, and extensive updates create a rare opportunity to enjoy a low-maintenance lifestyle in a premier St. Michaels location. Whether relaxing on the patio overlooking the pond and golf course or enjoying the community's private waterfront park, this home offers the perfect blend of luxury, comfort, and convenience. A truly turnkey property where every detail has been thoughtfully updated and impeccably maintained.

9359 Martingham, Saint Michaels

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4107450283
$146,500
2 Beds ⋅ 2 Baths
Priced below appraised value! Step into a new chapter of carefree living in the vibrant Hyde Park/ Sun Community located in Easton, MD. This home with 2 generously sized bedrooms and 2 full baths offers spacious, open living/dining /kitchen, separate laundry room and lots of closets. There is a bright three-seasons room—complete with separate side access. The open-concept living, dining, and kitchen areas are perfect for entertaining, while a roomy detached shed adds valuable storage. Hyde Park offers amenities all included in the monthly ground rent: outdoor pool, clubhouse, shuffleboard courts, trash service, water/sewer, property taxes, snow removal on paved streets, and maintenance of common areas—all managed by an on-site office team. Located just minutes from historic downtown Easton via Route 50, you’ll have easy access to medical facilities, the YMCA, restaurants, shopping, and more—blending tranquility with convenience. This is an estate sale and is being sold "as is". Don’t miss the opportunity to enjoy living in this active lifestyle community making new friends!

68 Park Lane, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$450,000
3 Beds ⋅ 2 Baths
Well Maintained Rancher offers 3 bedrooms and 2 full baths with a spacious, well-designed layout. The Kitchen is a standout, featuring granite countertops, abundant cabinetry, a walk-in pantry, center island, and a bar area with seating for six—perfect for entertaining. The cozy living room is filled with natural light and features a warm gas fireplace for relaxing evenings at home. Beautiful wood flooring and an additional flexible room ideal for a home office, den, or relaxation space, complete with sliding doors leading to the rear yard. The primary suite provides a private retreat with a large walk-in closet, double sink vanity, soaking tub, and a separate shower with barn-style door entrance. Relax outdoors on the covered porch, perfect for morning coffee or unwinding at the end of the day. Additional highlights include a separate laundry room, a 2-car garage with epoxy flooring, and a blacktop driveway, all located within an established subdivision. Close to Fine Dining, Grocery, Shopping, Deli's. This is a must see!

29770 Captain Adamouski St, Easton

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265
$329,000
3 Beds ⋅ 1 Baths
This easy one level living rancher is located in a quiet neighborhood between Easton and Cambridge on the scenic eastern shore of Maryland. There is a pond and playground within the community for residents use. You will enjoy relaxing on the rear screened in deck that overlooks a generous backyard. Appliances, window treatments, and 2 outdoor storage sheds convey with sale. This would make a wonderful starter or retirement home.

3900 Harrison Cir, Trappe

Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478
$519,000
3 Beds ⋅ 2 Baths
Barely lived in totally maintenance free rancher on a 3+/- acre lot with broad water views. Freshly painted with new landscaping it is vacant and available for immediate occupancy! Main area has beautiful wood laminate flooring with carpet in all bedrooms. Bonus room to be used as an office/family room, granite counters with wine refrigerator and all nearly new appliances with utility room and washer and dryer. Located at the end of a cul de sac with mature trees and a great water view of Harris Creek and Sherwood landing. A truly unique opportunity!

21869 Albie Rd, Sherwood

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$719,500
3 Beds ⋅ 2 Baths
Wake up to peaceful views of Peachblossom Creek and enjoy the best of Eastern Shore living from this well-maintained 3-bedroom home in the highly sought-after Oxford Road corridor. Included is access to a private waterfront lot, providing the perfect spot to launch a kayak, fish, watch wildlife, or simply take in the beauty of the water. Designed for easy one-level living, the home offers a bright and welcoming floor plan with an open kitchen featuring a marble island, spacious walk-in pantry, and adjoining living room with a gas fireplace. A heated semi-enclosed porch creates an inviting space to enjoy creek views and outdoor living throughout the seasons. The primary suite features a large walk-in closet with custom built-ins and a well-appointed bath with a no-threshold tile shower and double-sink vanity. Additional amenities include a dedicated laundry room, partially floored attic storage, updated metal roof sections installed in 2025, and a fenced rear yard with storage shed. Just minutes from downtown Easton, shopping, the YMCA, parks, and miles of bike trails, this property offers a rare opportunity to enjoy a relaxed waterfront lifestyle without the maintenance and expense of a traditional waterfront home. Excluded : One peony plants and 2 lilies.

28567 Holden Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$925,000
5 Beds ⋅ 3 Baths
Set on a peaceful two-acre lot in Wye Mills, 28715 Jacks Field Road has been thoughtfully updated from top to bottom, offering the space, functionality, and modern finishes today’s buyers are looking for. This spacious five-bedroom, three-bath home features a newly reimagined interior with new flooring throughout, custom blinds, and a series of high-impact upgrades that elevate both everyday living and entertaining. The kitchen serves as the heart of the home, showcasing brand-new stainless steel appliances, a gas cooktop with downdraft, double ovens, new countertops, and an oversized center island with new cabinetry. Part of the kitchen and dining area has been remodeled to create a more open, connected floor plan, complemented by updated lighting throughout the kitchen, dining area, office, laundry room, and four bedrooms. The primary suite offers a relaxing retreat with heated floors in the master bath and a newly installed walk-in closet organizer. Two additional bathrooms have been completely remodeled, providing fresh, modern finishes throughout the home. Major system upgrades include two brand-new HVAC heat pump systems with new exterior components and a new asphalt driveway, ensuring both comfort and peace of mind. Practical features abound with new laundry room cabinetry, ample storage, and flexible spaces for work, guests, or hobbies. Outside, the property truly shines. A 20’ x 20’ brick-lined patio seamlessly matches the existing covered patio, creating an ideal setting for outdoor entertaining. The expansive backyard is anchored by a 16’–20’ diameter gas fire pit with stone surround, perfect for gatherings under the stars. In addition to the two-car attached garage with walk-up attic storage, the property also includes a two-car detached garage, offering exceptional storage and workspace options. With its generous acreage, extensive updates, and move-in-ready condition, 28715 Jacks Field Road delivers a rare blend of privacy, functionality, and modern comfort in a sought-after Eastern Shore setting.

28715 Jacks Field Rd, Wye Mills

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665