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$1,749,000

Experience exceptional waterfront living at this stunning Chincoteague Bay retreat, where panoramic bay views, spectacular sunsets, expansive outdoor living spaces, and an impressive private pier create the ultimate Eastern Shore lifestyle. Situated on a private waterfront setting, this remarkable property offers 5 bedrooms, 4.5 baths, over 4,000 square feet of living space, and a floor plan designed to maximize both comfort and breathtaking water views. A welcoming wrap-around porch sets the tone as you arrive, providing the perfect place to relax, entertain, and enjoy the coastal breeze. Inside, walls of windows frame sweeping views of Chincoteague Bay while beautiful hardwood floors, custom wood trim, solid wood doors, and extensive custom cabinetry showcase the home's quality craftsmanship. Throughout the home, thoughtful details reflect the property's coastal setting, including an original hand-painted mural by renowned Chincoteague artist Tracy Taylor featured in one of the guest bedrooms. The first floor offers a spacious family room with fireplace, a separate living room, a flexible office/den space, a full guest bathroom, and generous dining areas designed for both everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, a pantry, and seamless flow into the dining and living areas, making it ideal for both everyday living and entertaining. Nearly every gathering space is positioned to take advantage of the home's exceptional waterfront setting. The second floor features four bedrooms, including a luxurious waterfront primary suite with a vaulted ceiling, an expansive private balcony overlooking the bay, a massive walk-in closet, and a spa-inspired bath featuring a double vanity, soaking tub, separate tiled shower, and extensive custom cabinetry. Three additional guest bedrooms, a full hall bath, and a conveniently located laundry room complete the second level. The third floor serves as a private retreat featuring the fifth bedroom suite with its own full bath, walk-in closet, private waterfront balcony, and panoramic views across Chincoteague Bay. This level also provides access to substantial attic storage space. The outdoor amenities are truly exceptional. Enjoy multiple waterfront balconies, the expansive wrap-around porch, and a waterfront patio with fire pit overlooking the bay. A substantial private pier extends through the marsh to open water and features multiple docking areas with room for several boats, expansive sunning and swimming platforms, and endless opportunities for boating, fishing, crabbing, kayaking, paddleboarding, and entertaining on the water. From the home, porch, balconies, patio, and pier, enjoy breathtaking sunset views across Chincoteague Bay. Additional features include an attached 2-car garage with extra storage space, extensive attic storage, two storage sheds, and a large parking area for guests, boats, and recreational equipment. Rarely does a property combine this level of privacy, panoramic waterfront views, abundant living space, exceptional boating amenities, and spectacular sunset vistas. This is a truly remarkable opportunity to own one of Chincoteague's premier waterfront properties. Roof was replaced five years ago, first floor HVAC was replaced 2025 with a heat pump w/ propane pack, second floor HVAC was replaced a couple of years ago.

5 Beds ⋅ 5 Baths

Experience exceptional waterfront living at this stunning Chincoteague Bay retreat, where panoramic bay views, spectacular sunsets, expansive outdoor living spaces, and an impressive private pier create the ultimate Eastern Shore lifestyle. Situated on a private waterfront setting, this remarkable property offers 5 bedrooms, 4.5 baths, over 4,000 square feet of living space, and a floor plan designed to maximize both comfort and breathtaking water views. A welcoming wrap-around porch sets the tone as you arrive, providing the perfect place to relax, entertain, and enjoy the coastal breeze. Inside, walls of windows frame sweeping views of Chincoteague Bay while beautiful hardwood floors, custom wood trim, solid wood doors, and extensive custom cabinetry showcase the home's quality craftsmanship. Throughout the home, thoughtful details reflect the property's coastal setting, including an original hand-painted mural by renowned Chincoteague artist Tracy Taylor featured in one of the guest bedrooms. The first floor offers a spacious family room with fireplace, a separate living room, a flexible office/den space, a full guest bathroom, and generous dining areas designed for both everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, a pantry, and seamless flow into the dining and living areas, making it ideal for both everyday living and entertaining. Nearly every gathering space is positioned to take advantage of the home's exceptional waterfront setting. The second floor features four bedrooms, including a luxurious waterfront primary suite with a vaulted ceiling, an expansive private balcony overlooking the bay, a massive walk-in closet, and a spa-inspired bath featuring a double vanity, soaking tub, separate tiled shower, and extensive custom cabinetry. Three additional guest bedrooms, a full hall bath, and a conveniently located laundry room complete the second level. The third floor serves as a private retreat featuring the fifth bedroom suite with its own full bath, walk-in closet, private waterfront balcony, and panoramic views across Chincoteague Bay. This level also provides access to substantial attic storage space. The outdoor amenities are truly exceptional. Enjoy multiple waterfront balconies, the expansive wrap-around porch, and a waterfront patio with fire pit overlooking the bay. A substantial private pier extends through the marsh to open water and features multiple docking areas with room for several boats, expansive sunning and swimming platforms, and endless opportunities for boating, fishing, crabbing, kayaking, paddleboarding, and entertaining on the water. From the home, porch, balconies, patio, and pier, enjoy breathtaking sunset views across Chincoteague Bay. Additional features include an attached 2-car garage with extra storage space, extensive attic storage, two storage sheds, and a large parking area for guests, boats, and recreational equipment. Rarely does a property combine this level of privacy, panoramic waterfront views, abundant living space, exceptional boating amenities, and spectacular sunset vistas. This is a truly remarkable opportunity to own one of Chincoteague's premier waterfront properties. Roof was replaced five years ago, first floor HVAC was replaced 2025 with a heat pump w/ propane pack, second floor HVAC was replaced a couple of years ago.

5141 Fish Ln, Chincoteague Island

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$245,000

Welcome to this inviting ranch-style home tucked away at the end of a quiet cul-de-sac in the sought-after Captain's Cove Golf & Yacht Club community. Backing to the golf course, this well-maintained home offers scenic views, recent updates, and the relaxed coastal lifestyle Virginia's Eastern Shore is known for. Inside, you'll find a bright, open floor plan with spacious living and dining areas that flow seamlessly together, making everyday living and entertaining a breeze. The kitchen offers abundant cabinetry, generous counter space, a breakfast bar, and opens to the comfortable family room filled with natural light. Sliding glass doors lead to the rear deck, where you can enjoy peaceful golf course views, morning coffee, or outdoor dining. The split-bedroom floor plan provides privacy, featuring a primary suite with a walk-in closet and en-suite bath, along with two additional bedrooms, a full guest bath, and a dedicated laundry room. Recent improvements include a brand-new AC unit and a brand-new dishwasher. A detached storage building offers plenty of room for tools, lawn equipment, beach gear, and golf clubs. Captain's Cove residents enjoy exceptional amenities, including a marina, indoor and outdoor pools, fitness center, golf course, pickleball and basketball courts, playgrounds, boat launch, fishing, walking trails, and an on-site waterfront restaurant overlooking Chincoteague Bay. Conveniently located just minutes from Chincoteague Island and Assateague National Seashore, this home is ideal as a primary residence, vacation getaway, or investment property. Sold furnished!

3 Beds ⋅ 2 Baths

Welcome to this inviting ranch-style home tucked away at the end of a quiet cul-de-sac in the sought-after Captain's Cove Golf & Yacht Club community. Backing to the golf course, this well-maintained home offers scenic views, recent updates, and the relaxed coastal lifestyle Virginia's Eastern Shore is known for. Inside, you'll find a bright, open floor plan with spacious living and dining areas that flow seamlessly together, making everyday living and entertaining a breeze. The kitchen offers abundant cabinetry, generous counter space, a breakfast bar, and opens to the comfortable family room filled with natural light. Sliding glass doors lead to the rear deck, where you can enjoy peaceful golf course views, morning coffee, or outdoor dining. The split-bedroom floor plan provides privacy, featuring a primary suite with a walk-in closet and en-suite bath, along with two additional bedrooms, a full guest bath, and a dedicated laundry room. Recent improvements include a brand-new AC unit and a brand-new dishwasher. A detached storage building offers plenty of room for tools, lawn equipment, beach gear, and golf clubs. Captain's Cove residents enjoy exceptional amenities, including a marina, indoor and outdoor pools, fitness center, golf course, pickleball and basketball courts, playgrounds, boat launch, fishing, walking trails, and an on-site waterfront restaurant overlooking Chincoteague Bay. Conveniently located just minutes from Chincoteague Island and Assateague National Seashore, this home is ideal as a primary residence, vacation getaway, or investment property. Sold furnished!

37092 Horizon Ct, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$359,000

This inviting 1,532-square-foot ranch offers thoughtful design and genuine comfort in historic Onancock, Virginia located on a private 0.92-acre lot bordering a serene creek. With three bedrooms and two full bathrooms, the home features a smart layout that places the primary suite on one side for privacy, while the two additional bedrooms sit on the opposite end. At the heart of the home, you'll find an open floor plan where the kitchen, living, and dining areas flow together—perfect for everyday living and gathering with loved ones. Step outside to enjoy both a welcoming front porch and a private back porch, ideal for morning coffee or evening relaxation. The two-car garage adds convenience, while the home's single-level design makes everything easily accessible. Located in the charming, historic town of Onancock, within walking distance to Onancock's charming downtown area where you'll find shops, restaurants, and community events. The property is also near Chesapeake Bay for fun water activities and close to Riverside Shore Memorial Hospital. This property offers small-town character with thoughtful modern living space. Taxes are based on assessed value of land only. To be built & photos of the model home may include options.

3 Beds ⋅ 2 Baths

This inviting 1,532-square-foot ranch offers thoughtful design and genuine comfort in historic Onancock, Virginia located on a private 0.92-acre lot bordering a serene creek. With three bedrooms and two full bathrooms, the home features a smart layout that places the primary suite on one side for privacy, while the two additional bedrooms sit on the opposite end. At the heart of the home, you'll find an open floor plan where the kitchen, living, and dining areas flow together—perfect for everyday living and gathering with loved ones. Step outside to enjoy both a welcoming front porch and a private back porch, ideal for morning coffee or evening relaxation. The two-car garage adds convenience, while the home's single-level design makes everything easily accessible. Located in the charming, historic town of Onancock, within walking distance to Onancock's charming downtown area where you'll find shops, restaurants, and community events. The property is also near Chesapeake Bay for fun water activities and close to Riverside Shore Memorial Hospital. This property offers small-town character with thoughtful modern living space. Taxes are based on assessed value of land only. To be built & photos of the model home may include options.

Lot 26 Holly St, Onancock

Listing courtesy of Monument Sotheby's International Realty. Contact: (703) 838-9792

$149,900

This 2-bedroom, 1-bath property in Painter, Virginia presents an approachable entry point into homeownership in one of the Eastern Shore’s most affordable and peaceful communities. The home offers approximately 1,000 square feet and is priced to reflect its condition — creating a genuine opportunity for a buyer who wants to build equity and make a space truly their own. You don’t need to have renovation funds saved separately. This property qualifies for loan programs that combine your purchase price and renovation costs into a single, manageable monthly payment. Financing options mentioned are for informational purposes only. Buyers should consult a licensed mortgage professional to determine eligibility. Not all buyers will qualify for all loan products. Owner Occupied offers will be prioritized, HUD's First Look Period applies for the first 30 days

2 Beds ⋅ 1 Baths

This 2-bedroom, 1-bath property in Painter, Virginia presents an approachable entry point into homeownership in one of the Eastern Shore’s most affordable and peaceful communities. The home offers approximately 1,000 square feet and is priced to reflect its condition — creating a genuine opportunity for a buyer who wants to build equity and make a space truly their own. You don’t need to have renovation funds saved separately. This property qualifies for loan programs that combine your purchase price and renovation costs into a single, manageable monthly payment. Financing options mentioned are for informational purposes only. Buyers should consult a licensed mortgage professional to determine eligibility. Not all buyers will qualify for all loan products. Owner Occupied offers will be prioritized, HUD's First Look Period applies for the first 30 days

15271 Waterfield St, Painter

Listing courtesy of RE/MAX Advantage Realty. Contact:

$340,000

Up to $10,000 in closing cost assistance! Welcome to this beautifully maintained and extensively updated ranch home in Captain's Cove Golf & Yacht Club, offering over 1,800 square feet of comfortable one-level living, exceptional outdoor entertaining space, and resort-style amenities. A welcoming front porch sets the tone for this inviting home. Step inside to a bright foyer that opens to a spacious living room featuring hardwood flooring, vaulted ceilings, and a gas fireplace, creating a warm and comfortable gathering space. French doors lead directly to the expansive rear deck, seamlessly blending indoor and outdoor living. The oversized kitchen and dining area are designed for both everyday living and entertaining, featuring abundant white cabinetry, quartz countertops, stainless steel appliances, updated lighting, a center island with seating, and generous workspace. Just beyond, the sunroom is filled with natural light from multiple windows and provides the perfect place to enjoy morning coffee, read a book, or simply relax while taking in views of the backyard. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike. The spacious primary suite features vaulted ceilings, a walk-in closet, private access to the rear deck, and a luxurious ensuite bath with dual vanities, a jetted soaking tub, separate shower, and glass block window. Two additional bedrooms and a full bath offer comfortable accommodations for family and visitors. Outdoor living is truly exceptional. Enjoy the large screened porch, expansive rear deck with dedicated grilling area, fenced backyard, mature privacy landscaping, and open views beyond the property. Whether hosting gatherings, enjoying outdoor dining, or relaxing with friends, this home offers outstanding space to enjoy the outdoors. An attached two-car garage and electric-equipped storage shed provide ample room for vehicles, hobbies, and storage. Recent improvements include all kitchen appliances, quartz countertops, kitchen sink, updated kitchen and dining room lighting, luxury vinyl plank flooring in all bedrooms and hallway, sliding glass doors, French doors, washer and dryer, sunroom screen replacement, and HVAC replacement. Additional features include a whole-house water filtration system and reverse osmosis drinking water system. Located in Captain's Cove, residents enjoy access to an impressive array of amenities including indoor and outdoor pools, fitness center, golf course, marina, boat ramp, restaurant, playgrounds, pickleball and basketball courts, walking trails, dog park, library, town center, security, and more. Whether you're looking for a full-time residence, retirement retreat, or vacation getaway, this move-in-ready home offers the perfect opportunity to enjoy the Eastern Shore lifestyle.

3 Beds ⋅ 3 Baths

Up to $10,000 in closing cost assistance! Welcome to this beautifully maintained and extensively updated ranch home in Captain's Cove Golf & Yacht Club, offering over 1,800 square feet of comfortable one-level living, exceptional outdoor entertaining space, and resort-style amenities. A welcoming front porch sets the tone for this inviting home. Step inside to a bright foyer that opens to a spacious living room featuring hardwood flooring, vaulted ceilings, and a gas fireplace, creating a warm and comfortable gathering space. French doors lead directly to the expansive rear deck, seamlessly blending indoor and outdoor living. The oversized kitchen and dining area are designed for both everyday living and entertaining, featuring abundant white cabinetry, quartz countertops, stainless steel appliances, updated lighting, a center island with seating, and generous workspace. Just beyond, the sunroom is filled with natural light from multiple windows and provides the perfect place to enjoy morning coffee, read a book, or simply relax while taking in views of the backyard. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike. The spacious primary suite features vaulted ceilings, a walk-in closet, private access to the rear deck, and a luxurious ensuite bath with dual vanities, a jetted soaking tub, separate shower, and glass block window. Two additional bedrooms and a full bath offer comfortable accommodations for family and visitors. Outdoor living is truly exceptional. Enjoy the large screened porch, expansive rear deck with dedicated grilling area, fenced backyard, mature privacy landscaping, and open views beyond the property. Whether hosting gatherings, enjoying outdoor dining, or relaxing with friends, this home offers outstanding space to enjoy the outdoors. An attached two-car garage and electric-equipped storage shed provide ample room for vehicles, hobbies, and storage. Recent improvements include all kitchen appliances, quartz countertops, kitchen sink, updated kitchen and dining room lighting, luxury vinyl plank flooring in all bedrooms and hallway, sliding glass doors, French doors, washer and dryer, sunroom screen replacement, and HVAC replacement. Additional features include a whole-house water filtration system and reverse osmosis drinking water system. Located in Captain's Cove, residents enjoy access to an impressive array of amenities including indoor and outdoor pools, fitness center, golf course, marina, boat ramp, restaurant, playgrounds, pickleball and basketball courts, walking trails, dog park, library, town center, security, and more. Whether you're looking for a full-time residence, retirement retreat, or vacation getaway, this move-in-ready home offers the perfect opportunity to enjoy the Eastern Shore lifestyle.

2353 Yardarm Dr, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$276,000

4/1993 Well maintained 3 bed/2 bath ranch-style home with an open floor plan. The living room features cathedral ceilings, a Quadra Fire cast iron wood burning stove, perfect for nights when you just want to cuddle up with a good book and reduces heating cost. Hardwood floors throughout Main Living Area, Dining Area and Hallway. Kitchen has a breakfast bar, gas stove, & dishwasher and a pantry closet with ample storage space. Primary bedroom has plenty of space with a large walk-in closet, bath with double bowl sinks and walk-in shower. Two additional bedrooms, second full bath and a laundry closet that is conveniently located in the hallway with a dryer on pedestal with drawer complete the layout of the home. Interior of home has been freshly painted. Step outside to the front concrete porch or a back deck with a ramp where you can enjoy the fresh air & peaceful setting. The attached one car garage provides additional storage space. Additional features: Generac Power System, concrete drive and a small shed and two open air firewood sheds to store firewood . Captains Cove Golf & Waterfront Community is the fastest growing Golf & Waterfront Community on the Eastern Shore of VA, Amenities offered: 9 Hole Pristine Golf Course, 3 Pools (2 Outdoor/1 Indoor), Fitness Center, Boat Ramp, Basketball & Pickle-ball Courts, Playground, Picnic Area, Dog Park, Biking & Walking Trails, Security and more. Call for your private showing!

3 Beds ⋅ 2 Baths

4/1993 Well maintained 3 bed/2 bath ranch-style home with an open floor plan. The living room features cathedral ceilings, a Quadra Fire cast iron wood burning stove, perfect for nights when you just want to cuddle up with a good book and reduces heating cost. Hardwood floors throughout Main Living Area, Dining Area and Hallway. Kitchen has a breakfast bar, gas stove, & dishwasher and a pantry closet with ample storage space. Primary bedroom has plenty of space with a large walk-in closet, bath with double bowl sinks and walk-in shower. Two additional bedrooms, second full bath and a laundry closet that is conveniently located in the hallway with a dryer on pedestal with drawer complete the layout of the home. Interior of home has been freshly painted. Step outside to the front concrete porch or a back deck with a ramp where you can enjoy the fresh air & peaceful setting. The attached one car garage provides additional storage space. Additional features: Generac Power System, concrete drive and a small shed and two open air firewood sheds to store firewood . Captains Cove Golf & Waterfront Community is the fastest growing Golf & Waterfront Community on the Eastern Shore of VA, Amenities offered: 9 Hole Pristine Golf Course, 3 Pools (2 Outdoor/1 Indoor), Fitness Center, Boat Ramp, Basketball & Pickle-ball Courts, Playground, Picnic Area, Dog Park, Biking & Walking Trails, Security and more. Call for your private showing!

2347 Mayflower Dr, Greenbackville

Listing courtesy of Hall Realty. Contact: 4109570800

$535,000

You will LOVE the views! Enjoy beautiful views of Chincoteague Bay from this well-maintained coastal home in the desirable Bay Colony community. Situated on a spacious lot, this elevated 3-bedroom, 2-bath home offers the perfect blend of island charm, comfortable living, and outdoor enjoyment. Designed to take advantage of the surrounding scenery, the home features multiple covered porches, balconies, a screened porch, and expansive wraparound decking, providing numerous places to relax, entertain, and enjoy the coastal breezes. Bay views can be enjoyed from multiple areas of the home, creating a true island retreat. Inside, the upper level serves as the heart of the home, featuring an open-concept kitchen, dining area, and family room filled with natural light. The kitchen offers stainless steel appliances, abundant cabinetry, breakfast bar seating, and seamless flow into the living and dining spaces, making it ideal for everyday living and entertaining. Sliding doors lead to the screened porch, creating an inviting extension of the living area. The thoughtfully designed floor plan includes a spacious first-floor primary bedroom with direct access to the covered porch, an additional first-floor guest bedroom and full bath, plus a private upstairs bedroom and full bath with balcony access. A dedicated laundry area adds convenience, while tile flooring throughout the main living areas enhances the home's easy-care coastal appeal. Additional features include vinyl siding, public water, private septic, detached storage shed, enclosed under-house storage, and an outdoor shower—perfect for rinsing off after a day at the beach or on the water. Being sold furnished with appliances included, this move-in-ready property offers a turnkey opportunity as a primary residence, vacation getaway, or investment property. Conveniently located near Chincoteague's shops, restaurants, marinas, wildlife refuge, and Assateague Beach, this is your opportunity to experience the very best of island living with beautiful bay views and easy access to everything the island has to offer.

3 Beds ⋅ 2 Baths

You will LOVE the views! Enjoy beautiful views of Chincoteague Bay from this well-maintained coastal home in the desirable Bay Colony community. Situated on a spacious lot, this elevated 3-bedroom, 2-bath home offers the perfect blend of island charm, comfortable living, and outdoor enjoyment. Designed to take advantage of the surrounding scenery, the home features multiple covered porches, balconies, a screened porch, and expansive wraparound decking, providing numerous places to relax, entertain, and enjoy the coastal breezes. Bay views can be enjoyed from multiple areas of the home, creating a true island retreat. Inside, the upper level serves as the heart of the home, featuring an open-concept kitchen, dining area, and family room filled with natural light. The kitchen offers stainless steel appliances, abundant cabinetry, breakfast bar seating, and seamless flow into the living and dining spaces, making it ideal for everyday living and entertaining. Sliding doors lead to the screened porch, creating an inviting extension of the living area. The thoughtfully designed floor plan includes a spacious first-floor primary bedroom with direct access to the covered porch, an additional first-floor guest bedroom and full bath, plus a private upstairs bedroom and full bath with balcony access. A dedicated laundry area adds convenience, while tile flooring throughout the main living areas enhances the home's easy-care coastal appeal. Additional features include vinyl siding, public water, private septic, detached storage shed, enclosed under-house storage, and an outdoor shower—perfect for rinsing off after a day at the beach or on the water. Being sold furnished with appliances included, this move-in-ready property offers a turnkey opportunity as a primary residence, vacation getaway, or investment property. Conveniently located near Chincoteague's shops, restaurants, marinas, wildlife refuge, and Assateague Beach, this is your opportunity to experience the very best of island living with beautiful bay views and easy access to everything the island has to offer.

5061 Bay Colony Ln, Chincoteague Island

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$389,000

Step inside this beautifully remodeled 1960's Chincoteague Cottage, offering more space than meets the eye! Centrally located and priced below appraised value. this home was fully updated in 2022 to combine island charm with modern style. The 1st floor features a spacious primary bedroom, a fully remodeled bath with a walk-in shower, a gorgeous, updated kitchen with new appliances and quartz countertop. Upstairs, you'll find additional living space with two oversized bedrooms and a guest bath. Enjoy a large backyard designed for outdoor living, complete with a detached garage and plenty of room to relax, entertain, or garden. Furnishings convey, making this a turnkey opportunity-whether you're looking for a vacation rental, a weekend getaway, or your own beach town home. Live the Dream!

3 Beds ⋅ 2 Baths

Step inside this beautifully remodeled 1960's Chincoteague Cottage, offering more space than meets the eye! Centrally located and priced below appraised value. this home was fully updated in 2022 to combine island charm with modern style. The 1st floor features a spacious primary bedroom, a fully remodeled bath with a walk-in shower, a gorgeous, updated kitchen with new appliances and quartz countertop. Upstairs, you'll find additional living space with two oversized bedrooms and a guest bath. Enjoy a large backyard designed for outdoor living, complete with a detached garage and plenty of room to relax, entertain, or garden. Furnishings convey, making this a turnkey opportunity-whether you're looking for a vacation rental, a weekend getaway, or your own beach town home. Live the Dream!

3284 Colona St, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

$385,000

Don’t miss this income-producing property featuring two well-maintained cottages offered at an attractive price! Centrally located on beautiful Chincoteague Island, this unique setup is perfect for investors or those seeking a multi-unit opportunity. The first cottage offers 2 bedrooms, 1 bath, a kitchen, and living room, with a finished second level providing additional flexible space. The second cottage also features 2 bedrooms, 1 bath, a kitchen, and living room, along with a rear yard, storage shed, and outdoor space. Each unit has separate addresses and electric panels, adding convenience and rental flexibility. Whether you’re looking for long-term rentals, vacation income, or a combination of both, this property delivers strong potential. Excellent Income Potential!

2 Beds ⋅ 1 Baths

Don’t miss this income-producing property featuring two well-maintained cottages offered at an attractive price! Centrally located on beautiful Chincoteague Island, this unique setup is perfect for investors or those seeking a multi-unit opportunity. The first cottage offers 2 bedrooms, 1 bath, a kitchen, and living room, with a finished second level providing additional flexible space. The second cottage also features 2 bedrooms, 1 bath, a kitchen, and living room, along with a rear yard, storage shed, and outdoor space. Each unit has separate addresses and electric panels, adding convenience and rental flexibility. Whether you’re looking for long-term rentals, vacation income, or a combination of both, this property delivers strong potential. Excellent Income Potential!

7158 Bunting Rd, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

$840,000

Thoughtfully designed and built with attention to detail, this custom home, located in beautiful Captains Cove, is situated on a corner lot with water views from every room. The perfect marriage of form and function. Watch the sunrise over the Chincoteague bay and set over the canal. This home boasts almost 2,700 square feet of living space with 4 spacious bedrooms and 3 full bathrooms including a massive primary suite, that features a walk in tile shower, large soaking tub, rear deck access, and dual closets. This home was designed for efficiency with dual zone heat pumps, with propane back up, and a cozy pellet stove. Sturdy 2X10 floor joists and Luxury Vinyl Plank flooring add durability and reduce maintenance. The kitchen is equipped with a 6 burner gas stove, double oven, black stainless steel appliances, beautiful quartz counter tops, a decorative tile back splash, ample cabinet space and a large walk-in pantry, making it a chef's delight. The ground level was very well thought-out with 2 remote controlled garage doors, a workshop area, utility room and dual barn doors that open up to a concrete patio with outdoor shower along the canal front, allowing the breezes from the bay to cool things off in the Summer. The ground level offers indoor parking for multiple vehicles while still having plenty of space for your toys, bikes, and golf cart for exploring the amenity rich community that features golf, pickle ball, tennis, indoor pool, fitness room, 2 outdoor pools and the Marina Club Restaurant. This stunner has a variety of outdoor spaces to choose from for entertaining and relaxing. There are 3 open deck areas, each with their own inviting characteristics whether you want to sun, relax in the shade, or lounge with a book. Additionally there is a large screened porch that makes a perfect outdoor dining space without the hassle from uninvited pests. Last but not least, the viny bulkhead is only 5 years old and the 7,000 lb boat lift will keep your boat high and dry reducing costly maintenance and giving you peace of mind. This home is truly a must see. Most furnishings can convey at no additional cost with an acceptable offer. Minimal exclusions will be provided prior to ratification if desired.

4 Beds ⋅ 3 Baths

Thoughtfully designed and built with attention to detail, this custom home, located in beautiful Captains Cove, is situated on a corner lot with water views from every room. The perfect marriage of form and function. Watch the sunrise over the Chincoteague bay and set over the canal. This home boasts almost 2,700 square feet of living space with 4 spacious bedrooms and 3 full bathrooms including a massive primary suite, that features a walk in tile shower, large soaking tub, rear deck access, and dual closets. This home was designed for efficiency with dual zone heat pumps, with propane back up, and a cozy pellet stove. Sturdy 2X10 floor joists and Luxury Vinyl Plank flooring add durability and reduce maintenance. The kitchen is equipped with a 6 burner gas stove, double oven, black stainless steel appliances, beautiful quartz counter tops, a decorative tile back splash, ample cabinet space and a large walk-in pantry, making it a chef's delight. The ground level was very well thought-out with 2 remote controlled garage doors, a workshop area, utility room and dual barn doors that open up to a concrete patio with outdoor shower along the canal front, allowing the breezes from the bay to cool things off in the Summer. The ground level offers indoor parking for multiple vehicles while still having plenty of space for your toys, bikes, and golf cart for exploring the amenity rich community that features golf, pickle ball, tennis, indoor pool, fitness room, 2 outdoor pools and the Marina Club Restaurant. This stunner has a variety of outdoor spaces to choose from for entertaining and relaxing. There are 3 open deck areas, each with their own inviting characteristics whether you want to sun, relax in the shade, or lounge with a book. Additionally there is a large screened porch that makes a perfect outdoor dining space without the hassle from uninvited pests. Last but not least, the viny bulkhead is only 5 years old and the 7,000 lb boat lift will keep your boat high and dry reducing costly maintenance and giving you peace of mind. This home is truly a must see. Most furnishings can convey at no additional cost with an acceptable offer. Minimal exclusions will be provided prior to ratification if desired.

3352 Scimitar Way, Greenbackville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$829,500

NEW ISLAND LISTING! CHINCOTEAGUE COASTAL WATERFRONT at its finest in the sought-after Oyster Bay community. This custom-built waterfront home is perfectly positioned on a canal with breathtaking bay views and unforgettable sunrises over Assateague Island. Enjoy direct water access with your own private dock plus a floating dock ideal for kayaking, paddleboarding, crabbing, boating, and endless days on the water. Designed to embrace the views, the home offers spacious living areas along with large screened porches on both the front and back of the home, allowing you to take in stunning east and west water views along with refreshing coastal breezes. The first-floor primary suite provides convenient one-level living, while upstairs features two generously sized guest bedrooms, a full bath, and an open balcony overlooking the main living area below. Elevated on pilings, the ground level provides additional flexible living space currently used as a guest bedroom, along with an outdoor shower and abundant storage for all your beach and boating essentials. The oversized lot offers ample parking for vehicles, boats, trailers, and guests. Whether you are looking for a full-time waterfront retreat or the perfect coastal getaway, this home captures the best of life between the beach and the bay!

3 Beds ⋅ 2 Baths

NEW ISLAND LISTING! CHINCOTEAGUE COASTAL WATERFRONT at its finest in the sought-after Oyster Bay community. This custom-built waterfront home is perfectly positioned on a canal with breathtaking bay views and unforgettable sunrises over Assateague Island. Enjoy direct water access with your own private dock plus a floating dock ideal for kayaking, paddleboarding, crabbing, boating, and endless days on the water. Designed to embrace the views, the home offers spacious living areas along with large screened porches on both the front and back of the home, allowing you to take in stunning east and west water views along with refreshing coastal breezes. The first-floor primary suite provides convenient one-level living, while upstairs features two generously sized guest bedrooms, a full bath, and an open balcony overlooking the main living area below. Elevated on pilings, the ground level provides additional flexible living space currently used as a guest bedroom, along with an outdoor shower and abundant storage for all your beach and boating essentials. The oversized lot offers ample parking for vehicles, boats, trailers, and guests. Whether you are looking for a full-time waterfront retreat or the perfect coastal getaway, this home captures the best of life between the beach and the bay!

5344 Sunrise Dr, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

$795,000

Welcome to Messongo Farm, a rare 41± acre Eastern Shore retreat offering the perfect blend of rural privacy, modern comfort, and multi-structure versatility. Ideally located near Route 13, this beautifully improved farm compound is designed for relaxed country living, entertaining, guest accommodations, recreation, and everyday enjoyment. From the moment you arrive, the setting feels special—open fields, mature landscaping, peaceful views, and thoughtfully updated spaces create a private sanctuary with room to spread out. The renovated farmhouse is filled with warmth and character, featuring gorgeous hickory flooring, a welcoming living room with fireplace, an elegant dining area, and a bright sunroom that invites you to slow down and enjoy the natural surroundings. The modern kitchen offers granite countertops, stainless steel GE Profile appliances, an ice maker, vaulted ceiling detail, and a comfortable layout for gathering. The main level also includes a full bath, while the upper level offers a spacious bedroom, loft area, and walk-in closet, creating a charming and functional retreat. Extensive improvements add comfort, efficiency, and peace of mind, including new air conditioning in 2025, new 200-amp electric service, full rewiring, replumbing, Silverline/Andersen tilt-out windows with new screens, solid-core Masonite doors, blown-in cellulose insulation, architectural 30-year shingles, propane heat, underground electric and Wi-Fi to the house, and a 500-gallon buried propane tank serving the house, screen house, and Lodge. A standout feature of the property is the incredible screened pavilion, built for entertaining with 6x6 posts, engineered trusses, a hand-laid brick fireplace, propane burners, grill, charcoal grill, ceiling fans, lighting, and plenty of space for memorable gatherings. Nearby, the climate-controlled “Corn-crib” offers additional conditioned flex space with heat and A/C, making it ideal for hobbies, storage, overflow space, or creative use. The detached Lodge/MIL suite adds exceptional flexibility with an open-concept living room, dining area, and kitchen, soaring cathedral ceilings, two bedrooms, a full bath, and an attached garage with laundry area. The large screened porch with hot tub creates the perfect place to unwind after a day outdoors. The Lodge also features propane heat, Andersen/Silverline windows, architectural shingles, vinyl/shake-style siding, insulation, and an on/off generator connection. Outdoors, Messongo Farm continues to impress with beautifully landscaped grounds featuring 16 river birches, 35 crepe myrtles, a 90+ year-old basswood tree, Nellie Stevens hollies, a fig tree, Concord grape vine, loblolly pines, knockout roses, and numerous boxwoods. Two elevated wildlife stands, including one with electric, offer added recreational value. Additional storage and utility space include a large equipment shed with metal sliding doors, plus another shed for tools, equipment, and property maintenance needs. A riding lawn mower, miscellaneous tools, hot tub, appliances, beds, select furnishings, kitchen items, linens, ceiling fans, blinds, attached light fixtures, and more convey, making this an especially appealing opportunity for buyers seeking a well-equipped rural escape. With 41± acres, two living spaces, multiple outbuildings, entertaining areas, modern upgrades, new septic and well upon construction in 2010, and a peaceful Eastern Shore setting, Messongo Farm is more than a property—it is a private retreat, multi-generational living opportunity, recreational getaway, and country lifestyle opportunity all in one.

4 Beds ⋅ 2 Baths

Welcome to Messongo Farm, a rare 41± acre Eastern Shore retreat offering the perfect blend of rural privacy, modern comfort, and multi-structure versatility. Ideally located near Route 13, this beautifully improved farm compound is designed for relaxed country living, entertaining, guest accommodations, recreation, and everyday enjoyment. From the moment you arrive, the setting feels special—open fields, mature landscaping, peaceful views, and thoughtfully updated spaces create a private sanctuary with room to spread out. The renovated farmhouse is filled with warmth and character, featuring gorgeous hickory flooring, a welcoming living room with fireplace, an elegant dining area, and a bright sunroom that invites you to slow down and enjoy the natural surroundings. The modern kitchen offers granite countertops, stainless steel GE Profile appliances, an ice maker, vaulted ceiling detail, and a comfortable layout for gathering. The main level also includes a full bath, while the upper level offers a spacious bedroom, loft area, and walk-in closet, creating a charming and functional retreat. Extensive improvements add comfort, efficiency, and peace of mind, including new air conditioning in 2025, new 200-amp electric service, full rewiring, replumbing, Silverline/Andersen tilt-out windows with new screens, solid-core Masonite doors, blown-in cellulose insulation, architectural 30-year shingles, propane heat, underground electric and Wi-Fi to the house, and a 500-gallon buried propane tank serving the house, screen house, and Lodge. A standout feature of the property is the incredible screened pavilion, built for entertaining with 6x6 posts, engineered trusses, a hand-laid brick fireplace, propane burners, grill, charcoal grill, ceiling fans, lighting, and plenty of space for memorable gatherings. Nearby, the climate-controlled “Corn-crib” offers additional conditioned flex space with heat and A/C, making it ideal for hobbies, storage, overflow space, or creative use. The detached Lodge/MIL suite adds exceptional flexibility with an open-concept living room, dining area, and kitchen, soaring cathedral ceilings, two bedrooms, a full bath, and an attached garage with laundry area. The large screened porch with hot tub creates the perfect place to unwind after a day outdoors. The Lodge also features propane heat, Andersen/Silverline windows, architectural shingles, vinyl/shake-style siding, insulation, and an on/off generator connection. Outdoors, Messongo Farm continues to impress with beautifully landscaped grounds featuring 16 river birches, 35 crepe myrtles, a 90+ year-old basswood tree, Nellie Stevens hollies, a fig tree, Concord grape vine, loblolly pines, knockout roses, and numerous boxwoods. Two elevated wildlife stands, including one with electric, offer added recreational value. Additional storage and utility space include a large equipment shed with metal sliding doors, plus another shed for tools, equipment, and property maintenance needs. A riding lawn mower, miscellaneous tools, hot tub, appliances, beds, select furnishings, kitchen items, linens, ceiling fans, blinds, attached light fixtures, and more convey, making this an especially appealing opportunity for buyers seeking a well-equipped rural escape. With 41± acres, two living spaces, multiple outbuildings, entertaining areas, modern upgrades, new septic and well upon construction in 2010, and a peaceful Eastern Shore setting, Messongo Farm is more than a property—it is a private retreat, multi-generational living opportunity, recreational getaway, and country lifestyle opportunity all in one.

25367 Messongo Rd, Temperanceville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$319,000

PRIVATE FINANANCING AVAILABLE FOR QUALIFIED PURCHASER WITH LARGE DOWN PAYMENT! Step onto the welcoming covered front porch and instantly feel the charm of this lovingly renovated American Craftsman bungalow in the heart of Parksley. Set on 1.5 town lots, this beautifully maintained 3-4 bedroom, 2.5 bath home blends timeless character with thoughtful modern updates. Inside, the classic center-hall floor plan invites you into a spacious living room featuring refinished cross-hatched oak floors, crown molding, abundant natural light, and a cozy propane fireplace perfect for taking the chill off on cool Eastern Shore mornings. Just beyond, the formal dining room offers elegant built-ins and plenty of space for gatherings and holiday dinners. The bright and cheerful kitchen showcases refinished solid wood cabinetry, updated appliances, pantry storage, and easy access to the large laundry/mudroom with extensive shelving and access to the rear deck. The main level also includes a generously sized primary bedroom, a full bath, and a sun-filled study or sitting room that could easily function as a home office, reading room, or guest space. Upstairs, you’ll find two additional bedrooms plus a flexible walk-through bonus room ideal for a playroom, office, nursery, or additional sleeping area, along with a charming retro-style full bath complete with claw-foot porcelain tub and pedestal sink. Throughout the home, you’ll appreciate the warmth of newly refinished oak flooring, fresh interior paint, and 33 replacement Low-E insulated windows that fill the home with natural light. Dual HVAC systems provide comfort for both levels, while the full walk-out basement offers exceptional storage space and endless possibilities for hobbies or workshop use. Outside, the fenced backyard creates a peaceful retreat shaded by a massive pecan tree and complemented by mature landscaping, a spacious rear deck, garden shed/chicken coop, and a raised workshop or artist studio with electric and lighting. The inviting front porch is the perfect place to relax with morning coffee or unwind in the evening while enjoying small-town life. Located just one block from the Parksley town park and close to the Eastern Shore Railway Museum, library, shops, and local restaurants, this home offers easy access to the best of Virginia’s Eastern Shore. Spend your weekends exploring nearby Chincoteague Island, Assateague beaches, boating, fishing, farmers markets, and waterfront dining — all while enjoying the charm and slower pace of Parksley living.

3 Beds ⋅ 3 Baths

PRIVATE FINANANCING AVAILABLE FOR QUALIFIED PURCHASER WITH LARGE DOWN PAYMENT! Step onto the welcoming covered front porch and instantly feel the charm of this lovingly renovated American Craftsman bungalow in the heart of Parksley. Set on 1.5 town lots, this beautifully maintained 3-4 bedroom, 2.5 bath home blends timeless character with thoughtful modern updates. Inside, the classic center-hall floor plan invites you into a spacious living room featuring refinished cross-hatched oak floors, crown molding, abundant natural light, and a cozy propane fireplace perfect for taking the chill off on cool Eastern Shore mornings. Just beyond, the formal dining room offers elegant built-ins and plenty of space for gatherings and holiday dinners. The bright and cheerful kitchen showcases refinished solid wood cabinetry, updated appliances, pantry storage, and easy access to the large laundry/mudroom with extensive shelving and access to the rear deck. The main level also includes a generously sized primary bedroom, a full bath, and a sun-filled study or sitting room that could easily function as a home office, reading room, or guest space. Upstairs, you’ll find two additional bedrooms plus a flexible walk-through bonus room ideal for a playroom, office, nursery, or additional sleeping area, along with a charming retro-style full bath complete with claw-foot porcelain tub and pedestal sink. Throughout the home, you’ll appreciate the warmth of newly refinished oak flooring, fresh interior paint, and 33 replacement Low-E insulated windows that fill the home with natural light. Dual HVAC systems provide comfort for both levels, while the full walk-out basement offers exceptional storage space and endless possibilities for hobbies or workshop use. Outside, the fenced backyard creates a peaceful retreat shaded by a massive pecan tree and complemented by mature landscaping, a spacious rear deck, garden shed/chicken coop, and a raised workshop or artist studio with electric and lighting. The inviting front porch is the perfect place to relax with morning coffee or unwind in the evening while enjoying small-town life. Located just one block from the Parksley town park and close to the Eastern Shore Railway Museum, library, shops, and local restaurants, this home offers easy access to the best of Virginia’s Eastern Shore. Spend your weekends exploring nearby Chincoteague Island, Assateague beaches, boating, fishing, farmers markets, and waterfront dining — all while enjoying the charm and slower pace of Parksley living.

24222 Catherine St, Parksley

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$319,900

Seller is Offering $5,000.00 Toward Purchaser's Closing Costs! Experience refined coastal living in the sought after Waterfront Community of Captain’s Cove, where lifestyle and craftsmanship come together. This brand new Ranch style Beracah Home showcases the Buckley model is an elegant single level design offering 3 bedrooms, 2 baths, and nearly 1,400 square feet of beautifully curated living space. Thoughtfully designed with an open concept layout, the home features a seamless flow between the kitchen, dining, and living areas perfect for entertaining or relaxed coastal living. Quality construction is evident throughout, with 2x6 exterior framing, enhanced insulation, and energy efficient systems designed for both comfort and longevity. Positioned within one of the Eastern Shore’s premier resort style communities, residents of Captain’s Cove enjoy access to a golf course, marina, indoor and outdoor pools, fitness center, and an array of recreational amenities. Whether you’re seeking a primary residence, luxury retreat, or investment property, this home offers an exceptional opportunity to enjoy the best of coastal Virginia living.

3 Beds ⋅ 2 Baths

Seller is Offering $5,000.00 Toward Purchaser's Closing Costs! Experience refined coastal living in the sought after Waterfront Community of Captain’s Cove, where lifestyle and craftsmanship come together. This brand new Ranch style Beracah Home showcases the Buckley model is an elegant single level design offering 3 bedrooms, 2 baths, and nearly 1,400 square feet of beautifully curated living space. Thoughtfully designed with an open concept layout, the home features a seamless flow between the kitchen, dining, and living areas perfect for entertaining or relaxed coastal living. Quality construction is evident throughout, with 2x6 exterior framing, enhanced insulation, and energy efficient systems designed for both comfort and longevity. Positioned within one of the Eastern Shore’s premier resort style communities, residents of Captain’s Cove enjoy access to a golf course, marina, indoor and outdoor pools, fitness center, and an array of recreational amenities. Whether you’re seeking a primary residence, luxury retreat, or investment property, this home offers an exceptional opportunity to enjoy the best of coastal Virginia living.

37348 Doubloon Dr, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 6676612000

$319,900

Seller is Offering $5,000.00 Toward Purchaser's Closing Costs! Stylish coastal living meets smart design in this move-in-ready 3-bedroom, 2-bath home offering 1,395 sq ft of thoughtfully planned space. A light-filled, open concept great room flows into the dining area and kitchen, creating a seamless entertaining zone where family meals and weekend gatherings feel effortless. Large windows and neutral, modern finishes create an airy, welcoming backdrop that’s easy to personalize. Kitchen highlights: generous counterspace, abundant cabinetry for organization, and an efficient layout that keeps cooking and cleanup convenient. The adjacent dining area provides direct access to the outdoor area perfect for morning coffee or grilling on warm evenings. Primary suite: a private retreat with generous closet space and a spa-inspired en-suite bath featuring a contemporary vanity and well appointed fixtures. Two additional bedrooms offer flexible options for guests, a home office, or a hobby room. A second full bath is conveniently located for family and visitors. Practical amenities include dedicated laundry space, ample storage throughout, and an attached garage for secure vehicle parking and extra storage. Low maintenance landscaping and a modest yard make upkeep simple while offering outdoor relaxation space. Located in a tranquil neighborhood with easy access to coastal attractions, local services, and commuter routes, this home blends thoughtful finishes with everyday functionality. Schedule a showing today.

3 Beds ⋅ 2 Baths

Seller is Offering $5,000.00 Toward Purchaser's Closing Costs! Stylish coastal living meets smart design in this move-in-ready 3-bedroom, 2-bath home offering 1,395 sq ft of thoughtfully planned space. A light-filled, open concept great room flows into the dining area and kitchen, creating a seamless entertaining zone where family meals and weekend gatherings feel effortless. Large windows and neutral, modern finishes create an airy, welcoming backdrop that’s easy to personalize. Kitchen highlights: generous counterspace, abundant cabinetry for organization, and an efficient layout that keeps cooking and cleanup convenient. The adjacent dining area provides direct access to the outdoor area perfect for morning coffee or grilling on warm evenings. Primary suite: a private retreat with generous closet space and a spa-inspired en-suite bath featuring a contemporary vanity and well appointed fixtures. Two additional bedrooms offer flexible options for guests, a home office, or a hobby room. A second full bath is conveniently located for family and visitors. Practical amenities include dedicated laundry space, ample storage throughout, and an attached garage for secure vehicle parking and extra storage. Low maintenance landscaping and a modest yard make upkeep simple while offering outdoor relaxation space. Located in a tranquil neighborhood with easy access to coastal attractions, local services, and commuter routes, this home blends thoughtful finishes with everyday functionality. Schedule a showing today.

37322 Doubloon Dr, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 6676612000

$285,000

Discover modern coastal living in this stunning 3-bedroom, 2-bathroom new construction home nestled in the desirable Captain's Cove community. This thoughtfully designed residence combines contemporary style with practical functionality, perfect for today's lifestyle. The home features elegant luxury vinyl plank flooring throughout the entire space, offering both beauty and durability. The beautiful kitchen showcases sleek granite countertops, stainless steel appliances, a convenient center island, and a pantry for all your storage needs. The primary bedroom suite includes a walk-in closet and private en-suite bathroom, while two additional well-appointed bedrooms and a second full bathroom provide ample space for guests and family. Located in the Captain's Cove community in Greenbackville, Virginia, residents enjoy access to resort-style amenities including a marina, golf course, swimming pools, and more. This waterfront community offers the perfect blend of relaxation and recreation. This move-in ready home is waiting for you to make it your own, with the quality of new construction, modern finishes, and the peace of mind that comes with being the first owner. Tax assessed value is for land only. Taxes are based on assessed value of land only.

3 Beds ⋅ 2 Baths

Discover modern coastal living in this stunning 3-bedroom, 2-bathroom new construction home nestled in the desirable Captain's Cove community. This thoughtfully designed residence combines contemporary style with practical functionality, perfect for today's lifestyle. The home features elegant luxury vinyl plank flooring throughout the entire space, offering both beauty and durability. The beautiful kitchen showcases sleek granite countertops, stainless steel appliances, a convenient center island, and a pantry for all your storage needs. The primary bedroom suite includes a walk-in closet and private en-suite bathroom, while two additional well-appointed bedrooms and a second full bathroom provide ample space for guests and family. Located in the Captain's Cove community in Greenbackville, Virginia, residents enjoy access to resort-style amenities including a marina, golf course, swimming pools, and more. This waterfront community offers the perfect blend of relaxation and recreation. This move-in ready home is waiting for you to make it your own, with the quality of new construction, modern finishes, and the peace of mind that comes with being the first owner. Tax assessed value is for land only. Taxes are based on assessed value of land only.

38064 Tiller Ct, Greenbackville

Listing courtesy of Monument Sotheby's International Realty. Contact: (703) 838-9792

$398,500

The Mariner offers 2,083 sq ft of living space including 3 Bedrooms and 2 1/2 Baths. First Level Main Suite has a 5' Shower and walk-In closet. The living room is spacious and has vaulted ceiling. There is also a sunroom on the first floor. The 2nd & 3rd bedrooms, additional loft space and full bath are located on the second floor. The home is set up with dual zone heat and air. Optional Gas Fireplace. This home is located in Captain's Cove & features indoor & outdoor pools, a restaurant, banquette rooms, fitness center, basketball & tennis courts, boat launch, playground, security and so much more all included in the HOA! Home is to be built & the photos of the model home may include options. Taxes based on land only.

3 Beds ⋅ 3 Baths

The Mariner offers 2,083 sq ft of living space including 3 Bedrooms and 2 1/2 Baths. First Level Main Suite has a 5' Shower and walk-In closet. The living room is spacious and has vaulted ceiling. There is also a sunroom on the first floor. The 2nd & 3rd bedrooms, additional loft space and full bath are located on the second floor. The home is set up with dual zone heat and air. Optional Gas Fireplace. This home is located in Captain's Cove & features indoor & outdoor pools, a restaurant, banquette rooms, fitness center, basketball & tennis courts, boat launch, playground, security and so much more all included in the HOA! Home is to be built & the photos of the model home may include options. Taxes based on land only.

Lot 295 Navigator Dr, Greenbackville

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3840

$419,000

Spacious 4-bedroom 2.5-bath home situated on 3.25 acres in Atlantic, VA—just minutes from Chincoteague Island and Wallops Island Flight Facility! This well-appointed home offers generously sized rooms throughout, including a stunning 17x17 primary suite featuring a dream walk-in closet and a private bath with a relaxing garden tub. The first level boasts an open and inviting layout with an 18x15 living room flowing seamlessly into a 24x15 family room, along with a formal dining area and a 13x11 glassed-in three-season sunroom overlooking the peaceful acreage. Zoned agricultural—bring your ponies, goats, or simply enjoy the space and privacy. No HOA or dues make this property even more appealing!

4 Beds ⋅ 3 Baths

Spacious 4-bedroom 2.5-bath home situated on 3.25 acres in Atlantic, VA—just minutes from Chincoteague Island and Wallops Island Flight Facility! This well-appointed home offers generously sized rooms throughout, including a stunning 17x17 primary suite featuring a dream walk-in closet and a private bath with a relaxing garden tub. The first level boasts an open and inviting layout with an 18x15 living room flowing seamlessly into a 24x15 family room, along with a formal dining area and a 13x11 glassed-in three-season sunroom overlooking the peaceful acreage. Zoned agricultural—bring your ponies, goats, or simply enjoy the space and privacy. No HOA or dues make this property even more appealing!

10156 Pineview Ln, Atlantic

Listing courtesy of Beach Bay Realty. Contact:

$829,500

Waterfront Gem with Pier & Sunset Views! Discover the charm of island living w/ this adorable bayfront cottage, perfectly positioned on two parcels—one featuring the home and the other offering direct waterfront access with a private pier and dock complete with a built-in surround bench, ideal for soaking in breathtaking sunset views over the bay. Full of character & classic coastal charm with modern touches. Original hardwood plank flooring, a beautifully updated kitchen with granite countertops, both first and second-floor bedrooms & baths for flexible living. Wake up to serene bay views from the bedroom’s charming bay windows. Enjoy the outdoors from both front & rear screened porches-Great Coastal Breezes. Secluded & Peaceful setting. Large Shed. Pond in Back. Freshly Painted Home.

3 Beds ⋅ 2 Baths

Waterfront Gem with Pier & Sunset Views! Discover the charm of island living w/ this adorable bayfront cottage, perfectly positioned on two parcels—one featuring the home and the other offering direct waterfront access with a private pier and dock complete with a built-in surround bench, ideal for soaking in breathtaking sunset views over the bay. Full of character & classic coastal charm with modern touches. Original hardwood plank flooring, a beautifully updated kitchen with granite countertops, both first and second-floor bedrooms & baths for flexible living. Wake up to serene bay views from the bedroom’s charming bay windows. Enjoy the outdoors from both front & rear screened porches-Great Coastal Breezes. Secluded & Peaceful setting. Large Shed. Pond in Back. Freshly Painted Home.

5174 Winder Ln, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

$649,000

Phenomenally maintained 1.5 story beach cottage. 3BR 2BA with vaulted ceilings. Office/Den/Bonus Room setup on the second floor. 1st Floor Ensuite w/ Walk In Closet & Bath w/ tiled shower. Shiplap walls, SS Appliances. Quartz counters, Butcher block Kitchen Island. Luxury Vinyl Plank Flooring. Ceramic Tile in Baths. Nice Back Porch w/ large outdoor enclosed shower. Detached garage finished w/ epoxy floor. Fantastic Backyard Space w/Stonework & Lighting w/Hot Tub and Privacy Fence. Rennai Tankless Water Heater & Plenty of parking space for vehicles and boats. Located on Chincoteague Island in a great Beach Cottage Community just minutes from Assateague beaches, fishing and coastal living at its finest. Property can be accessed from two streets. A MUST SEE! Sold Unfurnished.

3 Beds ⋅ 2 Baths

Phenomenally maintained 1.5 story beach cottage. 3BR 2BA with vaulted ceilings. Office/Den/Bonus Room setup on the second floor. 1st Floor Ensuite w/ Walk In Closet & Bath w/ tiled shower. Shiplap walls, SS Appliances. Quartz counters, Butcher block Kitchen Island. Luxury Vinyl Plank Flooring. Ceramic Tile in Baths. Nice Back Porch w/ large outdoor enclosed shower. Detached garage finished w/ epoxy floor. Fantastic Backyard Space w/Stonework & Lighting w/Hot Tub and Privacy Fence. Rennai Tankless Water Heater & Plenty of parking space for vehicles and boats. Located on Chincoteague Island in a great Beach Cottage Community just minutes from Assateague beaches, fishing and coastal living at its finest. Property can be accessed from two streets. A MUST SEE! Sold Unfurnished.

7017 Josephine Ln, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

$2,350,000

Along a quiet stretch of Virginia’s Eastern Shore, where the Chesapeake Bay opens wide to endless horizon, lies Thickett Point, a 44.95± acre waterfront estate defined by privacy, scale, and potential. Set along a commanding reach of shoreline, this rare offering captures the essence of coastal living—expansive bay views, estuarian marshland, and a landscape shaped by water, light, and time. With no conservation easement in place, the property offers an uncommon level of freedom and long-term control rarely found among Chesapeake Bay holdings. At the heart of the estate are two distinct waterfront residences—Sunset House and Bayview House—each thoughtfully positioned to embrace the surrounding landscape and water views. Both homes are offered fully furnished, allowing for an immediate, seamless transition for personal use or continued short-term rental operation. Sunset House is oriented to the west, where each evening unfolds in panoramic color across the Bay. Designed with a relaxed coastal aesthetic, it offers an intimate and refined retreat—ideal for quiet escapes and elevated guest experiences. Bayview House reflects the character and charm of the Eastern Shore, with a more traditional design and a larger footprint suited for gatherings, extended stays, and multi-generational living. Together, the homes create a rare and highly functional composition—one that supports both private enjoyment and hospitality-driven income. The property is currently operated as a successful short-term rental, generating average annual income exceeding $100,000, while still allowing for personal use and flexibility. Beyond its current use, Thickett Point offers significant future upside, with identified utility expansion possibilities that present opportunities for further enhancement, additional improvements, or long-term strategic vision. The land itself is as compelling as the residences—nearly 45 acres of shoreline, marsh, and natural wildlife habitat. Owners and guests enjoy private beach access, kayaking along the Bay, hunting, fishing and crabbing just steps from shore, and the ever-changing presence of coastal wildlife across the surrounding marsh. Despite its sense of seclusion, the property is located just minutes from the historic town of Onancock—home to marinas, fine dining, galleries, and ferry access to Tangier Island—offering a seamless blend of privacy and accessibility. Thickett Point is more than a waterfront property—it is a fully furnished, turn-key Chesapeake Bay estate, offering the rare ability to live, host, invest, and create lasting value from day one.

8 Beds ⋅ 6 Baths

Along a quiet stretch of Virginia’s Eastern Shore, where the Chesapeake Bay opens wide to endless horizon, lies Thickett Point, a 44.95± acre waterfront estate defined by privacy, scale, and potential. Set along a commanding reach of shoreline, this rare offering captures the essence of coastal living—expansive bay views, estuarian marshland, and a landscape shaped by water, light, and time. With no conservation easement in place, the property offers an uncommon level of freedom and long-term control rarely found among Chesapeake Bay holdings. At the heart of the estate are two distinct waterfront residences—Sunset House and Bayview House—each thoughtfully positioned to embrace the surrounding landscape and water views. Both homes are offered fully furnished, allowing for an immediate, seamless transition for personal use or continued short-term rental operation. Sunset House is oriented to the west, where each evening unfolds in panoramic color across the Bay. Designed with a relaxed coastal aesthetic, it offers an intimate and refined retreat—ideal for quiet escapes and elevated guest experiences. Bayview House reflects the character and charm of the Eastern Shore, with a more traditional design and a larger footprint suited for gatherings, extended stays, and multi-generational living. Together, the homes create a rare and highly functional composition—one that supports both private enjoyment and hospitality-driven income. The property is currently operated as a successful short-term rental, generating average annual income exceeding $100,000, while still allowing for personal use and flexibility. Beyond its current use, Thickett Point offers significant future upside, with identified utility expansion possibilities that present opportunities for further enhancement, additional improvements, or long-term strategic vision. The land itself is as compelling as the residences—nearly 45 acres of shoreline, marsh, and natural wildlife habitat. Owners and guests enjoy private beach access, kayaking along the Bay, hunting, fishing and crabbing just steps from shore, and the ever-changing presence of coastal wildlife across the surrounding marsh. Despite its sense of seclusion, the property is located just minutes from the historic town of Onancock—home to marinas, fine dining, galleries, and ferry access to Tangier Island—offering a seamless blend of privacy and accessibility. Thickett Point is more than a waterfront property—it is a fully furnished, turn-key Chesapeake Bay estate, offering the rare ability to live, host, invest, and create lasting value from day one.

24227 Thicket Point Ln, Onancock

Listing courtesy of The Land Group. Contact: (410) 934-3478

$459,000

So many styles and colors to choose from! Make sure you look at the photos for 9 beautiful options available to you. Welcome to 12 Jefferson St in the heart of Onancock, where modern design meets the relaxed lifestyle of Virginia’s Eastern Shore. This 3-bd, 2-ba home features an open-concept layout filled with natural light, a spacious living area & a stylish kitchen with island—perfect for everyday living and entertaining. The private primary suite is complemented by two additional bedrooms ideal for guests or a home office. Standard features include SS appliances, quartz countertops, LVP flooring, and 9’ ceilings. Enjoy quiet mornings or sunsets on the covered front porch. Set on a 70x200 lot with public sewer and water, it’s just a short walk/bike ride to downtown shops, dining, and marinas. Offered at $459,000 complete or $105,000 for lot only. Taxes based on land only. See Listing VAAC2002730 for lot.

3 Beds ⋅ 2 Baths

So many styles and colors to choose from! Make sure you look at the photos for 9 beautiful options available to you. Welcome to 12 Jefferson St in the heart of Onancock, where modern design meets the relaxed lifestyle of Virginia’s Eastern Shore. This 3-bd, 2-ba home features an open-concept layout filled with natural light, a spacious living area & a stylish kitchen with island—perfect for everyday living and entertaining. The private primary suite is complemented by two additional bedrooms ideal for guests or a home office. Standard features include SS appliances, quartz countertops, LVP flooring, and 9’ ceilings. Enjoy quiet mornings or sunsets on the covered front porch. Set on a 70x200 lot with public sewer and water, it’s just a short walk/bike ride to downtown shops, dining, and marinas. Offered at $459,000 complete or $105,000 for lot only. Taxes based on land only. See Listing VAAC2002730 for lot.

12 Jefferson St, Onancock

Listing courtesy of Monument Sotheby's International Realty. Contact: (703) 838-9792

$438,750

Wake up to breathtaking, unobstructed views of Chincoteague Bay from this exceptional 3-bedroom, 2-bath canal-front home, where nearly every room captures a stunning waterfront vista. Perfectly positioned with approximately 65 feet of private waterfrontage, this property offers the ideal blend of comfort, coastal charm, and boating lifestyle. The main living level welcomes you with a warm and inviting living room featuring a cozy pellet stove and expansive water views. The adjoining dining area overlooks picturesque Swan Gut, creating the perfect setting for meals with a view. The spacious kitchen offers abundant cabinetry, a breakfast bar, and ample workspace for entertaining family and friends. Also on the main level are a generously sized bedroom and a full bathroom. Sliding glass doors from both the living room and bedroom open onto a large, newly constructed composite deck, providing seamless indoor-outdoor living and the perfect place to enjoy spectacular sunrises, sunsets, and passing wildlife. Upstairs, the waterfront primary bedroom is a true retreat, complete with a private balcony overlooking the bay. A second guest bedroom, loft area ideal for a home office or additional sleeping space, and a second full bathroom complete the upper level. The ground level features an enclosed patio, utility room, and covered concrete parking, offering plenty of storage for your boating and outdoor gear. Whether you're searching for a year-round residence, vacation getaway, or waterfront investment, this remarkable home delivers panoramic water views, direct canal access, and an unbeatable coastal lifestyle in one of the Eastern Shore's most desirable waterfront communities.Located in the amenity-rich Captains Cove community offering golf, pools, waterfront dining, boat launch, fitness center, pickleball, playground, and more.

3 Beds ⋅ 2 Baths

Wake up to breathtaking, unobstructed views of Chincoteague Bay from this exceptional 3-bedroom, 2-bath canal-front home, where nearly every room captures a stunning waterfront vista. Perfectly positioned with approximately 65 feet of private waterfrontage, this property offers the ideal blend of comfort, coastal charm, and boating lifestyle. The main living level welcomes you with a warm and inviting living room featuring a cozy pellet stove and expansive water views. The adjoining dining area overlooks picturesque Swan Gut, creating the perfect setting for meals with a view. The spacious kitchen offers abundant cabinetry, a breakfast bar, and ample workspace for entertaining family and friends. Also on the main level are a generously sized bedroom and a full bathroom. Sliding glass doors from both the living room and bedroom open onto a large, newly constructed composite deck, providing seamless indoor-outdoor living and the perfect place to enjoy spectacular sunrises, sunsets, and passing wildlife. Upstairs, the waterfront primary bedroom is a true retreat, complete with a private balcony overlooking the bay. A second guest bedroom, loft area ideal for a home office or additional sleeping space, and a second full bathroom complete the upper level. The ground level features an enclosed patio, utility room, and covered concrete parking, offering plenty of storage for your boating and outdoor gear. Whether you're searching for a year-round residence, vacation getaway, or waterfront investment, this remarkable home delivers panoramic water views, direct canal access, and an unbeatable coastal lifestyle in one of the Eastern Shore's most desirable waterfront communities.Located in the amenity-rich Captains Cove community offering golf, pools, waterfront dining, boat launch, fitness center, pickleball, playground, and more.

3402 Starboard St, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 6676612000

$315,000

Welcome to your coastal retreat in Captain’s Cove Golf & Yacht Club, nestled in the charming waterfront community of Greenbackville, Virginia. This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and relaxed coastal living. Step inside to a bright and airy interior, enhanced by stunning skylights that flood the home with natural light. The thoughtfully designed layout features durable and stylish LVP throughout the main living areas, while the bedrooms offer cozy carpeting for added comfort. The home’s inviting bathrooms include a luxurious soaking tub, perfect for unwinding after a long day. Each space has been designed with comfort in mind, creating a warm and welcoming atmosphere throughout. Outside, you’ll find a spacious outdoor living area ideal for entertaining, relaxing, or simply enjoying the peaceful surroundings. Raised garden beds provide the perfect opportunity to grow your own flowers, herbs, or vegetables making this home especially appealing for nature lovers and those who appreciate outdoor living. Additional highlights include a garage equipped with generator hookup, offering peace of mind and added convenience during power outages. Located in the sought-after Captain’s Cove Golf & Yacht Club community, residents enjoy access to scenic hiking trails, water access, and convenient boat slips, perfect for boating, kayaking, and exploring the natural beauty of the Eastern Shore. Ideally situated just 30 minutes from Chincoteague Island and 45 minutes from Ocean City, Maryland, you’ll have easy access to beaches, dining, and coastal attractions while still enjoying the peace and privacy of your own retreat. Whether you’re searching for a full-time residence, vacation getaway, or investment property, this home offers a unique opportunity to experience the best of coastal and outdoor living. Schedule your private showing today and discover all this coastal gem has to offer!

3 Beds ⋅ 3 Baths

Welcome to your coastal retreat in Captain’s Cove Golf & Yacht Club, nestled in the charming waterfront community of Greenbackville, Virginia. This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and relaxed coastal living. Step inside to a bright and airy interior, enhanced by stunning skylights that flood the home with natural light. The thoughtfully designed layout features durable and stylish LVP throughout the main living areas, while the bedrooms offer cozy carpeting for added comfort. The home’s inviting bathrooms include a luxurious soaking tub, perfect for unwinding after a long day. Each space has been designed with comfort in mind, creating a warm and welcoming atmosphere throughout. Outside, you’ll find a spacious outdoor living area ideal for entertaining, relaxing, or simply enjoying the peaceful surroundings. Raised garden beds provide the perfect opportunity to grow your own flowers, herbs, or vegetables making this home especially appealing for nature lovers and those who appreciate outdoor living. Additional highlights include a garage equipped with generator hookup, offering peace of mind and added convenience during power outages. Located in the sought-after Captain’s Cove Golf & Yacht Club community, residents enjoy access to scenic hiking trails, water access, and convenient boat slips, perfect for boating, kayaking, and exploring the natural beauty of the Eastern Shore. Ideally situated just 30 minutes from Chincoteague Island and 45 minutes from Ocean City, Maryland, you’ll have easy access to beaches, dining, and coastal attractions while still enjoying the peace and privacy of your own retreat. Whether you’re searching for a full-time residence, vacation getaway, or investment property, this home offers a unique opportunity to experience the best of coastal and outdoor living. Schedule your private showing today and discover all this coastal gem has to offer!

2247 Pike Dr, Greenbackville

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100

$375,000

Welcome to this charming coastal-style home located in the sought-after Captain’s Cove Golf & Yacht Club community in Greenbackville, VA. Offering 3 bedrooms, 2.5 baths, and versatile living spaces, this inviting home blends comfort, natural light, and the relaxed lifestyle of Virginia’s Eastern Shore. A welcoming covered front porch sets the tone as you arrive, creating the perfect place to enjoy morning coffee or unwind in the evening. Inside, the spacious living room features soaring vaulted ceilings and beautiful Palladian windows that fill the home with natural light and create an open, airy feel. A cozy gas fireplace adds warmth and character, making the space ideal for both relaxing and entertaining. The kitchen and adjoining dining area provide a functional layout with great flow into the main living space, perfect for everyday living and hosting friends and family. Conveniently located on the main level, the private primary suite offers comfort and ease with its own en-suite bathroom. Upstairs, a loft overlooks the living room and creates additional living space, while two generously sized bedrooms, a full bathroom, and a bonus room provide flexibility for a home office, guest space, hobby room, or playroom. Step outside to the screened-in porch overlooking a peaceful wooded backyard, offering a serene setting for outdoor dining, relaxing, or enjoying nature. An outdoor shower is perfect after a day on the water or exploring nearby beaches, and the attached two-car garage provides ample storage for vehicles, tools, and recreational gear. As a resident of Captain’s Cove, you'll enjoy access to a wide range of amenities, including a waterfront golf course, indoor and outdoor pools, marina with boat launch and slips, waterfront restaurant and tiki bar, fitness center, basketball and pickleball courts, playgrounds, walking paths, and a variety of community activities and events. Ideally located just a short drive from Chincoteague Island and Assateague Island National Seashore, this home offers easy access to beaches, boating, fishing, wildlife refuges, and the famous wild ponies. Whether you're searching for a full-time residence, vacation retreat, or investment property, this home offers an exceptional opportunity to enjoy the best of coastal living on Virginia’s Eastern Shore.

3 Beds ⋅ 3 Baths

Welcome to this charming coastal-style home located in the sought-after Captain’s Cove Golf & Yacht Club community in Greenbackville, VA. Offering 3 bedrooms, 2.5 baths, and versatile living spaces, this inviting home blends comfort, natural light, and the relaxed lifestyle of Virginia’s Eastern Shore. A welcoming covered front porch sets the tone as you arrive, creating the perfect place to enjoy morning coffee or unwind in the evening. Inside, the spacious living room features soaring vaulted ceilings and beautiful Palladian windows that fill the home with natural light and create an open, airy feel. A cozy gas fireplace adds warmth and character, making the space ideal for both relaxing and entertaining. The kitchen and adjoining dining area provide a functional layout with great flow into the main living space, perfect for everyday living and hosting friends and family. Conveniently located on the main level, the private primary suite offers comfort and ease with its own en-suite bathroom. Upstairs, a loft overlooks the living room and creates additional living space, while two generously sized bedrooms, a full bathroom, and a bonus room provide flexibility for a home office, guest space, hobby room, or playroom. Step outside to the screened-in porch overlooking a peaceful wooded backyard, offering a serene setting for outdoor dining, relaxing, or enjoying nature. An outdoor shower is perfect after a day on the water or exploring nearby beaches, and the attached two-car garage provides ample storage for vehicles, tools, and recreational gear. As a resident of Captain’s Cove, you'll enjoy access to a wide range of amenities, including a waterfront golf course, indoor and outdoor pools, marina with boat launch and slips, waterfront restaurant and tiki bar, fitness center, basketball and pickleball courts, playgrounds, walking paths, and a variety of community activities and events. Ideally located just a short drive from Chincoteague Island and Assateague Island National Seashore, this home offers easy access to beaches, boating, fishing, wildlife refuges, and the famous wild ponies. Whether you're searching for a full-time residence, vacation retreat, or investment property, this home offers an exceptional opportunity to enjoy the best of coastal living on Virginia’s Eastern Shore.

37323 Davey Jones Blvd, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$459,000

Waterfront living awaits in the amenity-rich Captain’s Cove Golf & Yacht Club! This charming elevated coastal cottage is perfectly situated on a bulkheaded canal-front lot with beautiful water views and direct access for boating, kayaking, paddleboarding, and fishing — offering the ultimate Eastern Shore lifestyle. Inside, the bright and airy open floorplan features luxury vinyl plank flooring throughout and inviting coastal character. The spacious kitchen and dining area flow seamlessly into the expansive family room with soaring cathedral ceilings, abundant natural light, and a cozy propane corner fireplace. Added in 2019, the oversized family room and screened porch significantly expanded the living space while maximizing the home's connection to the waterfront setting. French doors lead to the screened porch overlooking the canal — the perfect spot to enjoy morning coffee, evening sunsets, and refreshing coastal breezes. Outdoor living shines with multiple spaces designed for relaxing and entertaining. Beneath the screened porch, a large covered patio creates an ideal shaded retreat for gatherings, grilling, or unwinding after a day on the water. The level grassy backyard extends to the bulkheaded canal frontage, providing easy access to the water and plenty of room for outdoor enjoyment. The ground level includes a spacious two-car garage plus a finished studio/workspace ideal for a home office, hobby room, workshop, fitness space, or additional storage. The main level offers a flexible bedroom perfect for guests, an office, or den, along with a full bath and oversized laundry room. Upstairs, two generously sized bedrooms feature walk-in closets and share a convenient half bath, creating comfortable accommodations for family and visitors alike. Partially furnished and move-in ready, this property offers an easy transition to waterfront living. The boat is also negotiable, creating a rare turnkey opportunity to immediately begin enjoying life on the water. Captain’s Cove residents enjoy an impressive array of resort-style amenities including a golf course, marina, boat ramp, indoor and outdoor pools, fitness center, restaurant, pickleball, playgrounds, walking trails, and more.

3 Beds ⋅ 2 Baths

Waterfront living awaits in the amenity-rich Captain’s Cove Golf & Yacht Club! This charming elevated coastal cottage is perfectly situated on a bulkheaded canal-front lot with beautiful water views and direct access for boating, kayaking, paddleboarding, and fishing — offering the ultimate Eastern Shore lifestyle. Inside, the bright and airy open floorplan features luxury vinyl plank flooring throughout and inviting coastal character. The spacious kitchen and dining area flow seamlessly into the expansive family room with soaring cathedral ceilings, abundant natural light, and a cozy propane corner fireplace. Added in 2019, the oversized family room and screened porch significantly expanded the living space while maximizing the home's connection to the waterfront setting. French doors lead to the screened porch overlooking the canal — the perfect spot to enjoy morning coffee, evening sunsets, and refreshing coastal breezes. Outdoor living shines with multiple spaces designed for relaxing and entertaining. Beneath the screened porch, a large covered patio creates an ideal shaded retreat for gatherings, grilling, or unwinding after a day on the water. The level grassy backyard extends to the bulkheaded canal frontage, providing easy access to the water and plenty of room for outdoor enjoyment. The ground level includes a spacious two-car garage plus a finished studio/workspace ideal for a home office, hobby room, workshop, fitness space, or additional storage. The main level offers a flexible bedroom perfect for guests, an office, or den, along with a full bath and oversized laundry room. Upstairs, two generously sized bedrooms feature walk-in closets and share a convenient half bath, creating comfortable accommodations for family and visitors alike. Partially furnished and move-in ready, this property offers an easy transition to waterfront living. The boat is also negotiable, creating a rare turnkey opportunity to immediately begin enjoying life on the water. Captain’s Cove residents enjoy an impressive array of resort-style amenities including a golf course, marina, boat ramp, indoor and outdoor pools, fitness center, restaurant, pickleball, playgrounds, walking trails, and more.

3290 Scimitar Way, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$364,888

Topaz "C" Model offered by Gemcraft Homes New Construction, MOVE-IN READY. Two-Story Single Family home featuring 4BR/2.5 BA, 1,911 sq ft., 2 Car garage. Main level offers an expansive open floor plan great room, kitchen and breakfast nook perfect for entertaining. Choice room on first level would make a great office space/reading room. Second level includes a large owners suite with walk-in closet, 3 additional BR's, hall bath and laundry area. Options available to add your own personal touch. Pictures may have upgraded features. Captains Cove Golf & Waterfront Community amenities offer: 9 Hole Pristine Golf Course, 3 Pools (2 Outdoor/1 Indoor), Fitness Center, Boat Ramp, Basketball & Pickle Ball Courts, Playground, Walking & Biking Trails, Picnic Area, Dog Park, Security and such much more. Call today for your private showing. Captains Cove is located on Virginia's Eastern Shore and conveniently located close to major Metropolitan Areas along the East Coast. Within 3 Hours of Baltimore MD/Washington DC/Philadelphia PA, 5 hours from New York, 1 Hour from Ocean City MD, 2 hours from Virginia Beach/Norfolk/Hampton VA and only 20 minutes from the notorious Chincoteague Island VA.

4 Beds ⋅ 3 Baths

Topaz "C" Model offered by Gemcraft Homes New Construction, MOVE-IN READY. Two-Story Single Family home featuring 4BR/2.5 BA, 1,911 sq ft., 2 Car garage. Main level offers an expansive open floor plan great room, kitchen and breakfast nook perfect for entertaining. Choice room on first level would make a great office space/reading room. Second level includes a large owners suite with walk-in closet, 3 additional BR's, hall bath and laundry area. Options available to add your own personal touch. Pictures may have upgraded features. Captains Cove Golf & Waterfront Community amenities offer: 9 Hole Pristine Golf Course, 3 Pools (2 Outdoor/1 Indoor), Fitness Center, Boat Ramp, Basketball & Pickle Ball Courts, Playground, Walking & Biking Trails, Picnic Area, Dog Park, Security and such much more. Call today for your private showing. Captains Cove is located on Virginia's Eastern Shore and conveniently located close to major Metropolitan Areas along the East Coast. Within 3 Hours of Baltimore MD/Washington DC/Philadelphia PA, 5 hours from New York, 1 Hour from Ocean City MD, 2 hours from Virginia Beach/Norfolk/Hampton VA and only 20 minutes from the notorious Chincoteague Island VA.

3238 Amidship Dr, Greenbackville

Listing courtesy of Hall Realty. Contact: 4109570800

$998,000

Premier Chincoteague Bay waterfront with private dock, wide open bay views, breathtaking sunsets, and 1.45 acres in sought-after Smuggler’s Cove! This beautifully designed custom home offers exceptional coastal living surrounded by sweeping water views and incredible natural beauty. Inside, the home features vaulted ceilings, abundant natural light, a spacious kitchen, and a large dining space perfect for gathering with family and friends. Comfortable living areas and a cozy gas fireplace create a welcoming place to relax after a day on the water. A private studio/office located in a separate area of the home provides flexible space ideal for working, creating, or potentially transforming into a separate apartment or additional living space. The owner’s suite is a peaceful retreat with its own waterfront deck, two walk-in closets, and a spacious bath. Two additional guest bedrooms and a full bath offer comfortable accommodations for family and visitors. Outdoor living is truly special with a screened porch, open deck, and private dock along Chincoteague Bay—perfect for boating, kayaking, fishing, crabbing, or simply enjoying spectacular sunsets and wide open water views. The expansive property offers privacy and a front-row seat to the island’s incredible wildlife, including migratory birds and the natural beauty that makes nearby Assateague so special. Additional highlights include a large garage with EV charging station and an adjacent ground-level storage space ideal for water gear, tools, or workshop use. Recent roof and HVAC upgrades complete this exceptional waterfront offering. This is more than a home — it’s a lifestyle. Waterfront. Private. Unforgettable.

3 Beds ⋅ 4 Baths

Premier Chincoteague Bay waterfront with private dock, wide open bay views, breathtaking sunsets, and 1.45 acres in sought-after Smuggler’s Cove! This beautifully designed custom home offers exceptional coastal living surrounded by sweeping water views and incredible natural beauty. Inside, the home features vaulted ceilings, abundant natural light, a spacious kitchen, and a large dining space perfect for gathering with family and friends. Comfortable living areas and a cozy gas fireplace create a welcoming place to relax after a day on the water. A private studio/office located in a separate area of the home provides flexible space ideal for working, creating, or potentially transforming into a separate apartment or additional living space. The owner’s suite is a peaceful retreat with its own waterfront deck, two walk-in closets, and a spacious bath. Two additional guest bedrooms and a full bath offer comfortable accommodations for family and visitors. Outdoor living is truly special with a screened porch, open deck, and private dock along Chincoteague Bay—perfect for boating, kayaking, fishing, crabbing, or simply enjoying spectacular sunsets and wide open water views. The expansive property offers privacy and a front-row seat to the island’s incredible wildlife, including migratory birds and the natural beauty that makes nearby Assateague so special. Additional highlights include a large garage with EV charging station and an adjacent ground-level storage space ideal for water gear, tools, or workshop use. Recent roof and HVAC upgrades complete this exceptional waterfront offering. This is more than a home — it’s a lifestyle. Waterfront. Private. Unforgettable.

4443 Shady Ln, Chincoteague Island

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$359,000

Secluded island charm meets in-town convenience on Chincoteague Island. Tucked away yet just moments from the shops, restaurants, parks, waterfront, and everyday amenities of downtown, this delightful 2-bedroom, 1½-bath Colonial offers the rare combination of privacy, flexibility, and an exceptional location. The welcoming main level features a spacious living room filled with natural light, warm wood flooring, and recessed lighting—ideal for both relaxing and entertaining. The large eat-in kitchen is rich with character, showcasing knotty pine cabinetry and generous space for gatherings. A dedicated office/laundry room adds versatility for remote work, hobbies, or everyday convenience. Upstairs, both bedrooms feature vaulted ceilings with exposed beams, creating architectural interest and a cozy coastal-cottage feel that perfectly complements the island setting. Outside is where this property truly stands out. Set on a double lot, the expansive fenced yard offers endless possibilities for outdoor living, gardening, expansion, or future enhancements. Enjoy evenings on the rear deck or take advantage of the bonus cottage, complete with a screened porch and a flexible entertainment/storage building—ideal as a guest retreat, studio, workshop, or creative space. The owner has completed extensive exterior improvements, enhancing curb appeal and long-term value, allowing the next owner to move in and immediately enjoy the best of island living. Whether you’re searching for a full-time residence, a weekend getaway, or an investment opportunity, this property delivers location, versatility, and character—all just minutes from everything downtown Chincoteague has to offer.

2 Beds ⋅ 2 Baths

Secluded island charm meets in-town convenience on Chincoteague Island. Tucked away yet just moments from the shops, restaurants, parks, waterfront, and everyday amenities of downtown, this delightful 2-bedroom, 1½-bath Colonial offers the rare combination of privacy, flexibility, and an exceptional location. The welcoming main level features a spacious living room filled with natural light, warm wood flooring, and recessed lighting—ideal for both relaxing and entertaining. The large eat-in kitchen is rich with character, showcasing knotty pine cabinetry and generous space for gatherings. A dedicated office/laundry room adds versatility for remote work, hobbies, or everyday convenience. Upstairs, both bedrooms feature vaulted ceilings with exposed beams, creating architectural interest and a cozy coastal-cottage feel that perfectly complements the island setting. Outside is where this property truly stands out. Set on a double lot, the expansive fenced yard offers endless possibilities for outdoor living, gardening, expansion, or future enhancements. Enjoy evenings on the rear deck or take advantage of the bonus cottage, complete with a screened porch and a flexible entertainment/storage building—ideal as a guest retreat, studio, workshop, or creative space. The owner has completed extensive exterior improvements, enhancing curb appeal and long-term value, allowing the next owner to move in and immediately enjoy the best of island living. Whether you’re searching for a full-time residence, a weekend getaway, or an investment opportunity, this property delivers location, versatility, and character—all just minutes from everything downtown Chincoteague has to offer.

4145 Hur Ln, Chincoteague Island

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$995,000

Exquisite 5BR/4.5BA waterfront retreat in a gated community! 3,678 SF on 3.8 acres with sweeping ocean, marsh & creek views. Watch sunrises and rocket launches from screened porches and open decks with fireplaces. Private pier w/ boat lift and barrier island boat shuttle. Extended pier & floating dock. Large open floor plan with panoramic vistas. Theater, game room, multiple suites & garage for toys. New Appliances, Full home generator, Furnished & Turn-Key. High Speed Internet! Dues only $800/year. Enjoy the peacefulness of the setting of this well- appointed home. Even the Deer love it here! There is no need to leave when you reach this paradise. Elevator Shaft is built in... It's an absolute must see property!

5 Beds ⋅ 5 Baths

Exquisite 5BR/4.5BA waterfront retreat in a gated community! 3,678 SF on 3.8 acres with sweeping ocean, marsh & creek views. Watch sunrises and rocket launches from screened porches and open decks with fireplaces. Private pier w/ boat lift and barrier island boat shuttle. Extended pier & floating dock. Large open floor plan with panoramic vistas. Theater, game room, multiple suites & garage for toys. New Appliances, Full home generator, Furnished & Turn-Key. High Speed Internet! Dues only $800/year. Enjoy the peacefulness of the setting of this well- appointed home. Even the Deer love it here! There is no need to leave when you reach this paradise. Elevator Shaft is built in... It's an absolute must see property!

25323 Oceanview Ct, Accomac

Listing courtesy of Beach Bay Realty. Contact: