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$649,000

Island Living at Its Finest on South Main Street! Wake up to breathtaking panoramic views of the Chincoteague Channel and end each day with spectacular sunsets from this beautifully renovated water view retreat. Completely remodeled down to the studs, this turnkey 3-bedroom, 2-bath home features new electrical, plumbing, roof, and added Hardie Plank siding . Inside, you’ll find a first-floor bedroom and full bath, an inviting eat-in kitchen with soft-close cabinetry and drawers, plus a separate breakfast nook perfect for morning coffee with a view. The spacious enclosed front porch is the showpiece, offering front-row seats to the water, passing boats, and the world-famous Chincoteague pony swim parade while the ponies run right in front of the home. Outside, enjoy a fenced backyard, outdoor deck, outdoor shower, and a large storage shed for all your beach and boating gear. Offered fully furnished and turnkey, this established vacation rental is ready to continue generating income or become your own waterview escape. A rare opportunity to own a completely renovated home in one of Chincoteague’s most sought-after water view locations!

3 Beds ⋅ 2 Baths

Island Living at Its Finest on South Main Street! Wake up to breathtaking panoramic views of the Chincoteague Channel and end each day with spectacular sunsets from this beautifully renovated water view retreat. Completely remodeled down to the studs, this turnkey 3-bedroom, 2-bath home features new electrical, plumbing, roof, and added Hardie Plank siding . Inside, you’ll find a first-floor bedroom and full bath, an inviting eat-in kitchen with soft-close cabinetry and drawers, plus a separate breakfast nook perfect for morning coffee with a view. The spacious enclosed front porch is the showpiece, offering front-row seats to the water, passing boats, and the world-famous Chincoteague pony swim parade while the ponies run right in front of the home. Outside, enjoy a fenced backyard, outdoor deck, outdoor shower, and a large storage shed for all your beach and boating gear. Offered fully furnished and turnkey, this established vacation rental is ready to continue generating income or become your own waterview escape. A rare opportunity to own a completely renovated home in one of Chincoteague’s most sought-after water view locations!

3238 Main St, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

$485,000

Experience the charm of Chincoteague Island from this beautifully updated coastal retreat offering water views of Chincoteague Bay and spectacular sunset skies. Located on historic Main Street and sold fully furnished and turn-key, this thoughtfully renovated 3-bedroom, 2-bath home presents an exceptional opportunity as a primary residence, vacation getaway, or investment property. As you arrive, the welcoming covered front porch invites you to sit back, relax, and enjoy views of the bay just across the street. Inside, you'll discover a bright and spacious open-concept living area featuring luxury vinyl plank flooring, updated lighting, and a seamless flow between the living room, dining area, and beautifully refreshed kitchen. The kitchen offers abundant cabinetry, updated appliances, a custom butcher block island, and access to the rear screened porch and expansive deck, creating the perfect indoor-outdoor entertaining space. The main level also features a full bathroom and multiple outdoor living areas, including both front and rear screened porches and a large rear deck overlooking a private, tree-lined backyard retreat. Upstairs, the spacious primary suite features its own private balcony, while two additional bedrooms and a second full bath provide comfortable accommodations for family and guests. A second front balcony captures beautiful bay views and evening sunsets that make Chincoteague living so special. Over the past several years, the home has undergone extensive improvements, including new HVAC systems for both levels, luxury vinyl plank flooring throughout, renovated bathrooms, updated lighting, a new on-demand LP water heater, new appliances, new exterior doors, balcony improvements, a resurfaced screened porch, paved driveway, laundry room improvements, and numerous additional upgrades throughout the property. Located just moments from Chincoteague's restaurants, shops, fishing, boating, carnival grounds, and the natural beauty of the island, this fully furnished and meticulously maintained coastal home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Whether you're seeking a year-round residence, vacation home, or income-producing rental property, this exceptional Main Street retreat is ready to be enjoyed from day one.

3 Beds ⋅ 2 Baths

Experience the charm of Chincoteague Island from this beautifully updated coastal retreat offering water views of Chincoteague Bay and spectacular sunset skies. Located on historic Main Street and sold fully furnished and turn-key, this thoughtfully renovated 3-bedroom, 2-bath home presents an exceptional opportunity as a primary residence, vacation getaway, or investment property. As you arrive, the welcoming covered front porch invites you to sit back, relax, and enjoy views of the bay just across the street. Inside, you'll discover a bright and spacious open-concept living area featuring luxury vinyl plank flooring, updated lighting, and a seamless flow between the living room, dining area, and beautifully refreshed kitchen. The kitchen offers abundant cabinetry, updated appliances, a custom butcher block island, and access to the rear screened porch and expansive deck, creating the perfect indoor-outdoor entertaining space. The main level also features a full bathroom and multiple outdoor living areas, including both front and rear screened porches and a large rear deck overlooking a private, tree-lined backyard retreat. Upstairs, the spacious primary suite features its own private balcony, while two additional bedrooms and a second full bath provide comfortable accommodations for family and guests. A second front balcony captures beautiful bay views and evening sunsets that make Chincoteague living so special. Over the past several years, the home has undergone extensive improvements, including new HVAC systems for both levels, luxury vinyl plank flooring throughout, renovated bathrooms, updated lighting, a new on-demand LP water heater, new appliances, new exterior doors, balcony improvements, a resurfaced screened porch, paved driveway, laundry room improvements, and numerous additional upgrades throughout the property. Located just moments from Chincoteague's restaurants, shops, fishing, boating, carnival grounds, and the natural beauty of the island, this fully furnished and meticulously maintained coastal home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Whether you're seeking a year-round residence, vacation home, or income-producing rental property, this exceptional Main Street retreat is ready to be enjoyed from day one.

3566 Main St, Chincoteague Island

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

$360,000

Enjoy the relaxed coastal lifestyle of Chincoteague Island from this charming and well-maintained home tucked away on a quiet street. Built in 2003, this inviting two-story home offers comfortable living spaces, attractive outdoor amenities, and a convenient location close to everything the island has to offer. A welcoming covered front porch creates the perfect place to enjoy your morning coffee, visit with neighbors, or unwind after a day at the beach. Step inside to discover a bright and spacious living room with luxury vinyl plank flooring that flows throughout much of the home. The open layout allows the living room, dining area, and kitchen to connect seamlessly, creating an easy flow for everyday living and entertaining. The kitchen offers abundant cabinet and counter space, while the adjacent dining area provides plenty of room for gathering with family and friends. A full bathroom on the main level adds convenience for guests. Upstairs, you'll find three bedroom spaces and a second full bathroom. The generously sized primary bedroom offers ample natural light and room for larger furnishings, while the additional rooms provide flexibility for guests, family members, a home office, hobby room, or other uses. Outside, the fenced backyard offers a private retreat featuring a beautiful gazebo that creates an ideal setting for outdoor dining, entertaining, or simply relaxing in the shade. An outdoor shower provides the perfect place to rinse off after a day at the beach, boating, fishing, or kayaking. A detached storage shed offers plenty of room for bicycles, beach gear, fishing equipment, and other island essentials. Conveniently located within the town limits of Chincoteague, you'll be just minutes from local shops, restaurants, waterfront parks, marinas, boat launches, the Chincoteague National Wildlife Refuge, and Assateague Island's beautiful beaches. Whether you're searching for a year-round residence, vacation getaway, or investment opportunity, this charming island home offers the perfect blend of comfort, convenience, and coastal charm. Please note: The home offers three bedroom spaces; however, the septic system permit is for a two-bedroom dwelling.

3 Beds ⋅ 2 Baths

Enjoy the relaxed coastal lifestyle of Chincoteague Island from this charming and well-maintained home tucked away on a quiet street. Built in 2003, this inviting two-story home offers comfortable living spaces, attractive outdoor amenities, and a convenient location close to everything the island has to offer. A welcoming covered front porch creates the perfect place to enjoy your morning coffee, visit with neighbors, or unwind after a day at the beach. Step inside to discover a bright and spacious living room with luxury vinyl plank flooring that flows throughout much of the home. The open layout allows the living room, dining area, and kitchen to connect seamlessly, creating an easy flow for everyday living and entertaining. The kitchen offers abundant cabinet and counter space, while the adjacent dining area provides plenty of room for gathering with family and friends. A full bathroom on the main level adds convenience for guests. Upstairs, you'll find three bedroom spaces and a second full bathroom. The generously sized primary bedroom offers ample natural light and room for larger furnishings, while the additional rooms provide flexibility for guests, family members, a home office, hobby room, or other uses. Outside, the fenced backyard offers a private retreat featuring a beautiful gazebo that creates an ideal setting for outdoor dining, entertaining, or simply relaxing in the shade. An outdoor shower provides the perfect place to rinse off after a day at the beach, boating, fishing, or kayaking. A detached storage shed offers plenty of room for bicycles, beach gear, fishing equipment, and other island essentials. Conveniently located within the town limits of Chincoteague, you'll be just minutes from local shops, restaurants, waterfront parks, marinas, boat launches, the Chincoteague National Wildlife Refuge, and Assateague Island's beautiful beaches. Whether you're searching for a year-round residence, vacation getaway, or investment opportunity, this charming island home offers the perfect blend of comfort, convenience, and coastal charm. Please note: The home offers three bedroom spaces; however, the septic system permit is for a two-bedroom dwelling.

5138 Serenity Ln, Chincoteague Island

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

$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

$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

$399,000

Welcome to this beautifully renovated Chincoteague Island home, where classic island charm meets modern comfort. This move-in ready 3-bedroom, 2.5-bath residence offers an inviting open floor plan, original hardwood floors, and thoughtfully updated living spaces throughout. The spacious living room features a cozy wood stove and flows seamlessly into the dining area, highlighted by attractive built-in cabinetry. The updated kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, and a charming breakfast nook filled with natural light. A bright and welcoming sunroom provides additional living space and access to a convenient first-floor half bath. Upstairs, a loft area leads to the private primary suite, complete with a beautifully renovated en-suite bath and access to a second-story deck where you can enjoy bay views and coastal breezes with your morning coffee. Two additional guest bedrooms share a stylishly updated tile bathroom. Outdoor living is just as inviting, with both a front deck and side deck providing the perfect spots to relax and enjoy the island atmosphere. A storage shed offers additional space for beach gear, bicycles, and outdoor equipment. Located in the heart of Chincoteague Island, this exceptional home is just minutes from shops, restaurants, marinas, and the world-famous beaches and wildlife refuge of Assateague Island. Most furnishings convey with the sale, making this an outstanding opportunity for a primary residence, vacation getaway, or investment property. Experience the best of coastal living on Virginia's Eastern Shore.

3 Beds ⋅ 3 Baths

Welcome to this beautifully renovated Chincoteague Island home, where classic island charm meets modern comfort. This move-in ready 3-bedroom, 2.5-bath residence offers an inviting open floor plan, original hardwood floors, and thoughtfully updated living spaces throughout. The spacious living room features a cozy wood stove and flows seamlessly into the dining area, highlighted by attractive built-in cabinetry. The updated kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, and a charming breakfast nook filled with natural light. A bright and welcoming sunroom provides additional living space and access to a convenient first-floor half bath. Upstairs, a loft area leads to the private primary suite, complete with a beautifully renovated en-suite bath and access to a second-story deck where you can enjoy bay views and coastal breezes with your morning coffee. Two additional guest bedrooms share a stylishly updated tile bathroom. Outdoor living is just as inviting, with both a front deck and side deck providing the perfect spots to relax and enjoy the island atmosphere. A storage shed offers additional space for beach gear, bicycles, and outdoor equipment. Located in the heart of Chincoteague Island, this exceptional home is just minutes from shops, restaurants, marinas, and the world-famous beaches and wildlife refuge of Assateague Island. Most furnishings convey with the sale, making this an outstanding opportunity for a primary residence, vacation getaway, or investment property. Experience the best of coastal living on Virginia's Eastern Shore.

5277 Main St, 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:

$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:

$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:

$535,000

Welcome to your private coastal retreat on Chincoteague Island, where relaxed island living, bay glimpses, and natural surroundings create a peaceful and inviting escape. Set on two lots totaling .647 acres, this property offers exceptional privacy with mature trees, native landscaping, and frequent visits from local wildlife including deer, shorebirds, and other coastal species that make this area so special. A charming front porch welcomes you inside to a light-filled interior featuring a dramatic two-story living room with soaring ceilings, hardwood floors, and a new propane fireplace that adds warmth, comfort, and an inviting focal point to the space. Sunlight filters beautifully through decorative windows, adding character and a truly unique feel. The open floorplan flows effortlessly into the dining area and kitchen, making it ideal for both everyday living and entertaining. The first-floor primary suite provides comfort and convenience, while upstairs features an additional bedroom with vaulted ceilings and an airy loft—perfect as a flexible space for guests, a home office, studio, or additional living area. Outdoor living is a standout feature. Enjoy the spacious screened porch for shaded relaxation, unwind on the welcoming front porch, or head up to the expansive rooftop deck—perfect for enjoying coastal breezes and peaceful water views. The generous yard offers room to spread out, while the natural setting provides a quiet, tucked-away feel. A storage shed adds everyday functionality. Offered partially furnished, this home is ready to enjoy right away—whether as a full-time residence, second home, or vacation getaway. Chincoteague Island offers a unique blend of laid-back coastal living and natural beauty, surrounded by the waters of Chincoteague Bay and the protected landscapes of the Chincoteague National Wildlife Refuge. Known for its famous wild ponies and unspoiled beaches on nearby Assateague Island, the area is a haven for nature lovers, boaters, and outdoor enthusiasts. Enjoy fishing, kayaking, crabbing, biking trails, waterfront dining, and charming local shops, with the added bonus of rocket launches from nearby Wallops Island. If you’re looking for privacy, character, and a true connection to nature—this Chincoteague property delivers.

2 Beds ⋅ 3 Baths

Welcome to your private coastal retreat on Chincoteague Island, where relaxed island living, bay glimpses, and natural surroundings create a peaceful and inviting escape. Set on two lots totaling .647 acres, this property offers exceptional privacy with mature trees, native landscaping, and frequent visits from local wildlife including deer, shorebirds, and other coastal species that make this area so special. A charming front porch welcomes you inside to a light-filled interior featuring a dramatic two-story living room with soaring ceilings, hardwood floors, and a new propane fireplace that adds warmth, comfort, and an inviting focal point to the space. Sunlight filters beautifully through decorative windows, adding character and a truly unique feel. The open floorplan flows effortlessly into the dining area and kitchen, making it ideal for both everyday living and entertaining. The first-floor primary suite provides comfort and convenience, while upstairs features an additional bedroom with vaulted ceilings and an airy loft—perfect as a flexible space for guests, a home office, studio, or additional living area. Outdoor living is a standout feature. Enjoy the spacious screened porch for shaded relaxation, unwind on the welcoming front porch, or head up to the expansive rooftop deck—perfect for enjoying coastal breezes and peaceful water views. The generous yard offers room to spread out, while the natural setting provides a quiet, tucked-away feel. A storage shed adds everyday functionality. Offered partially furnished, this home is ready to enjoy right away—whether as a full-time residence, second home, or vacation getaway. Chincoteague Island offers a unique blend of laid-back coastal living and natural beauty, surrounded by the waters of Chincoteague Bay and the protected landscapes of the Chincoteague National Wildlife Refuge. Known for its famous wild ponies and unspoiled beaches on nearby Assateague Island, the area is a haven for nature lovers, boaters, and outdoor enthusiasts. Enjoy fishing, kayaking, crabbing, biking trails, waterfront dining, and charming local shops, with the added bonus of rocket launches from nearby Wallops Island. If you’re looking for privacy, character, and a true connection to nature—this Chincoteague property delivers.

5119 Blake Point Rd, Chincoteague Island

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

$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

$998,000

Located in the sought-after Oyster Bay community on Chincoteague Island, this canal-front home offers sweeping views of the canal and Oyster Bay, creating a peaceful coastal setting from the moment you arrive. Enter through the bright and airy foyer and step into an open, welcoming living space highlighted by high ceilings and luxury vinyl plank flooring throughout. The kitchen is thoughtfully designed with quartz countertops, stainless steel appliances, and a casual bar area, flowing seamlessly into the living and dining spaces. Large windows frame the water views, while direct access to the expansive deck invites indoor-outdoor living. The deck is well-equipped for entertaining, including an exterior propane connection for a grill, making it easy to enjoy meals overlooking the canal. The main level features two bedrooms and a shared guest bathroom, along with a convenient laundry room. A dedicated office is located just off the living space and offers both canal views and direct access to the deck, providing a quiet and inspiring workspace. Upstairs, an open loft adds flexible living space and leads to a fourth bedroom that can easily function as a media room or bonus area. The primary suite is generously sized and opens to a private balcony with beautiful views of the canal and Oyster Bay. The en suite bathroom includes a large jetted tub, a walk-in tiled shower with rainfall showerhead, and ample space to unwind. Below the main living areas, an expansive unfinished basement provides exceptional storage capacity to accommodate virtually any need. Outside, enjoy bulkheaded canal access with a ladder allowing for boating, kayaking, and fishing directly from your property. Ideally located near Chincoteague’s charming shops, dining, and island attractions, with easy access to Assateague Island and its beaches and wildlife. Make this island home yours today!

4 Beds ⋅ 2 Baths

Located in the sought-after Oyster Bay community on Chincoteague Island, this canal-front home offers sweeping views of the canal and Oyster Bay, creating a peaceful coastal setting from the moment you arrive. Enter through the bright and airy foyer and step into an open, welcoming living space highlighted by high ceilings and luxury vinyl plank flooring throughout. The kitchen is thoughtfully designed with quartz countertops, stainless steel appliances, and a casual bar area, flowing seamlessly into the living and dining spaces. Large windows frame the water views, while direct access to the expansive deck invites indoor-outdoor living. The deck is well-equipped for entertaining, including an exterior propane connection for a grill, making it easy to enjoy meals overlooking the canal. The main level features two bedrooms and a shared guest bathroom, along with a convenient laundry room. A dedicated office is located just off the living space and offers both canal views and direct access to the deck, providing a quiet and inspiring workspace. Upstairs, an open loft adds flexible living space and leads to a fourth bedroom that can easily function as a media room or bonus area. The primary suite is generously sized and opens to a private balcony with beautiful views of the canal and Oyster Bay. The en suite bathroom includes a large jetted tub, a walk-in tiled shower with rainfall showerhead, and ample space to unwind. Below the main living areas, an expansive unfinished basement provides exceptional storage capacity to accommodate virtually any need. Outside, enjoy bulkheaded canal access with a ladder allowing for boating, kayaking, and fishing directly from your property. Ideally located near Chincoteague’s charming shops, dining, and island attractions, with easy access to Assateague Island and its beaches and wildlife. Make this island home yours today!

5403 Pearl Dr, Chincoteague Island

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