Cassandrawkellerwilliams.com Search Results

Iron Pony Adventure Park – Business Opportunity! Exceptional opportunity -- the former Iron Pony Adventure Park... Situated on a .32 acre parcel, the property is fully equipped with septic, water, fencing and ample parking for 11+ vehicles. Features a 21x21 (441 sq ft) commercial structure, approximately 5 years old, with Anderson windows, mini-split HVAC systems, and data/internet connectivity for seamless business operations. Two ADA-compliant outdoor restrooms provide added convenience for guests. Zoned C-3 commercial, this property offers versatility and strong income potential. Whether you’re expanding your portfolio or stepping into a unique recreational venture, this is a rare opportunity and a great location!

4368 Pension St, 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:

$30,000

***THIS IS A PIECE OF LAND Lot 10 Metompkin Bay Rd. NOT THE HOUSE THE GIS AND COUNTY HAS DISPLAYED ON THEIR MAPS. A survey is being completed. The Health Department does have record of well/septic. There is a DEEDED Easement recorded with the county and we do have full record.***** Discover the perfect blend of privacy, nature, and coastal living with this beautiful .62-acre homesite on Metompkin Bay Rd. Nestled along the scenic coastal marshlands, this property offers breathtaking marsh and water views with direct access just steps away. Whether you’re dreaming of a peaceful retreat, vacation getaway, or your forever home, this property provides the ideal backdrop to build exactly what you envision. Enjoy serene surroundings, abundant wildlife, and the beauty of waterfront living while still having room to create your own private oasis. Don’t miss this rare opportunity to own a slice of coastal paradise!

Metompkin Bay Rd Unit 10, Parksley

Listing courtesy of Hometown Realty Services, Inc.. Contact:

$4,600,000

Colonial Square is a well-established, income-producing office and retail complex occupying a commanding position on U.S. Route 13 — the primary commercial corridor of Virginia's Eastern Shore. Strategically situated in Belle Haven, Accomack County, this 40-unit complex offers an investor a rare opportunity to acquire a large-scale, multi-tenant asset with a diversified and stable rent roll in an underserved and growing coastal market. The property is being offered at a 7.5% cap rate and is 99% occupied - home to tenants including Enterprise Cars, Legal Aid of VA, H&R Block, Sharp Energy, Virginia Game and Fisheries Police Dept, and many more! Long-term owner/developer will leaseback and assist with a smooth transition to new ownership. The subject parcel spans 11.47 acres and encompasses all improvements, comprising approximately 61,498 square feet of gross building area across a single-story, multi-building campus. The property is served by well and septic. The property enjoys frontage on three roadways: Lankford Highway (Route 13), Merry Cat Lane, and King Street, with two dedicated interior roadways — Arthurs Court and LeCato Road — providing on-site circulation and access. Ample surface parking (100+ designated spaces) accommodates the property's diverse tenant mix. Capital improvements of over $519,000 have been invested across 2023–2025, reflecting the current owner's commitment to maintaining and enhancing the asset. With consistent improvement year over year, the property is well-positioned for a new owner to benefit from stabilized, below-market rents and a captive, long-tenured tenant base. Interior video: https://canva.link/50jjp99yqp9lv02 Exterior video: https://canva.link/nmcpd7sxzeetbw8 *Rent Roll and additional financials are available to qualified buyers with a signed NDA. Please DO NOT DISTURB tenants! Tours can be scheduled with qualified buyers with submitted LOI*

36326 Lankford Hwy, Belle Haven

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

$2,000

7/58 Oversized, wooded lot (10,969 sq ft.) located in Captains Cove that offers Chincoteague Bay views. Lot has water availability. Buy now and build later, take advantage of this great buy! No time frame to build and no builder-tie in, call for builders information. Relax and enjoy all the amenities and the lifestyle on the Eastern Shore of VA. Captains Cove is the Eastern Shore of Virginias fastest growing Golf & Waterfront community; close to Chincoteague Island, Wallops Island and Ocean City MD. HOA amenities: Pristine 9 Hole Golf Course, indoor/outdoor pools (2), fitness center, basketball & pickle-ball courts, boat ramp, docks, playground, walking & biking trails, picnic area, dog park, security and so much more.

58 Neptune Dr, Greenbackville

Listing courtesy of Hall Realty. Contact:

$129,000

10 acres of opportunity on Virginia’s Eastern Shore! This expansive parcel offers the perfect blend of investment potential, future homesite possibilities, and agricultural charm. Bordered by Muddy Creek, Mears Station Road, and Mitchell Road, the property enjoys excellent road frontage and a peaceful rural setting with convenient access to Route 13, Chincoteague Island, Wallops Flight Facility, and the beaches of the Eastern Shore. This open and mostly cleared tract has a 4-bedroom approved septic system and is zoned Agricultural within the incorporated town limits, offering flexibility for a variety of potential uses. Zoning may allow for residential homes, agricultural operations, farm-related buildings, and certain limited commercial or conditional uses, subject to town and county approval. Buyers are encouraged to verify intended uses with the Town of Bloxom and Accomack County zoning offices. Located within the Chesapeake/Atlantic Preservation Area overlay. Whether you envision building a private country estate, hobby farm, homestead, agricultural investment, or future development opportunity, this property offers space, visibility, and versatility in a growing area of Virginia’s Eastern Shore. Enjoy tranquil creek frontage, wide-open skies, and the charm of small-town coastal living while remaining just a short drive from shopping, dining, boating, fishing, and NASA Wallops launches. Property is currently leased to a local farmer for soybean cultivation through November 2026. Buyer must honor farmer’s right to harvest crops, and any contract must include language protecting the existing farming agreement.

LOT 84 Mitchell, Bloxom

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

$185,000

3/1364 It's all about location! Protected canal front lot that offers views of the Chincoteague Bay. Cleared, level lot with approx 60' of bulkhead that has ample room for a boat lift and feeds directly out to the Chincoteague Bay.. Come and see for yourself and you will agree, this is where you'll want to build your dream home! No Builder Tie-In and no time frame to build. To appreciate the view I encourage you to step outside your car and walk to the back of the lot. Great value! HOA amenities: Pristine 9 Hole Golf Course, indoor/outdoor pools (2), fitness center, pickle-ball & basketball courts, playground, boat ramp, picnic area, dog park, biking & walking trails, security and so much more. Call for more information.

1364 Billow Ct, Greenbackville

Listing courtesy of Hall Realty. Contact:

$8,500

This beautiful lot nestled on a quiet court is the ideal place to build your new home or vacation get away. There is a 4 bedroom perc letter in the documents. Buy now and build later. No builder tie in. Start enjoying all that Captain's Cove has to offer. Features include 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!

2466 Bounty Ct, Greenbackville

Listing courtesy of Monument Sotheby's International Realty. Contact:

$165,000

*NEW PRICE* Unlock the full potential of this rare vacant lot with sought-after C-1 Neighborhood Commercial zoning, ideally positioned in a prime, high-visibility location near Maddox Blvd and Main Street. This versatile property offers endless possibilities for both residential and commercial use—perfect for a custom homesite with a home-based business, boutique retail space, professional office, café/food truck, or the development of multiple vacation rentals or income-producing properties. With 60.11 feet of road frontage, the lot provides excellent accessibility and exposure, making it an outstanding investment opportunity in a thriving and growing area. A shell/stone/natural driveway is already in place, offering convenient access to the rear of the property and reducing upfront development costs. Located just minutes from local attractions, shopping, dining, and coastal amenities, this property is perfectly suited for those looking to capitalize on strong tourism demand, establish a business presence, or create a private retreat with income potential. Whether you're an investor, entrepreneur, or future homeowner, this is a unique opportunity to build, grow, and thrive in a desirable, centrally located area. Septic system condition is unknown and conveys as-is.

6497 Church St, Chincoteague Island

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

$30,000

Welcome to Lot 1842 Mutiny Drive in Greenbackville, VA. This spacious 65 x 150 ft lot is ideally located in a coastal setting. Just minutes from Chincoteague Bay, it offers a great opportunity to build a primary residence, vacation retreat, or investment property. Enjoy the laid-back lifestyle with easy access to boating, fishing, kayaking, and other water-based activities. Located within the Captain’s Cove Golf & Yacht Club community, property ownership includes access to a variety of amenities such as indoor and outdoor pools, a fitness center, tennis courts, playgrounds, and more. Golf memberships and marina use are available separately. This location also offers convenient access to the unique charm of Chincoteague Island and Virginia’s Eastern Shore. Nearby, you’ll find local seafood restaurants, shops, and coastal boutiques. Assateague Island National Seashore is just a short drive away, offering natural beaches and the famous Chincoteague ponies that roam the island. Explore the possibilities and make your coastal living vision a reality on Virginia’s beautiful Eastern Shore.

Mutiny, Greenbackville

Listing courtesy of Northrop Realty. Contact:

$44,000

Long bay views and tranquility await. This wooded lot backs up to the Chincoteague Bay, offering amazing sunrises, and is located in the amenity rich community of Captains Cove featuring 2 outdoor pools, 1 indoor pool with a variety of activities, fitness room, golf, community boat ramp, dog park, tennis, pickleball, and a Marina Club Restaurant featuring live entertainment. Captains Cove is located a short ride from Chincoteague Island, VA and Ocean City, MD. No builder tie-in will allow you to pick your builder and design your dream home. Septic Certification Letter on file.

Lot 43 Neptune, Greenbackville

Listing courtesy of Coldwell Banker Realty. Contact:

$62,000

This well-maintained, amenity-rich neighborhood offers gated access, a community pool, pier/dock for fishing & crabbing, plus dedicated boat & RV storage—perfect for embracing the coastal lifestyle the Eastern Shore is known for. Located in the Chincoteague Island School District with Spectrum high-speed internet available, making it ideal for full-time living & remote work. Just minutes to Wallops Island & NASA, & a short drive to Chincoteague Island’s beaches, boating, dining, & wildlife areas. Easy access north to Pocomoke & Salisbury, MD for shopping, healthcare, & dining. The lot is flat, cleared, approved for 4BR septic, & ready to build, offering space for your dream home, outdoor living, or additional structures. Enjoy peaceful surroundings, open skies, & the best of Shore living!

LOT 61 Olde Mill, New Church

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

$42,500

A lovely pond front setting to build the home of your dreams! This 0.25 acre lot is situated with beautiful views of the tidal pond behind it and the canal across the street! Talk about picturesque! Enjoy all that Captain's Cove has to offer. The many amenities include 2 outdoor pools and 1 indoor pool, tennis courts, the community marina and boat ramp, exercise room, the playground and restaurant at the Marina Club. Minutes to the beach! Just a short ride to Ocean City, MD, Chincoteague Island or Assateague Island. Don't miss out on this opportunity! Buyer to verify water frontage in feet.

1136 Scimitar Way, Greenbackville

Listing courtesy of Monument Sotheby's International Realty. Contact:

$1,799,000

PRICE IMPROVEMENT! 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

PRICE IMPROVEMENT! 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:

$1,700

11/104 Wooded lot with water availability. Wider that most lots allowing for larger home or additional parking for a boat.. Buy now and build later, take advantage of this great buy while it last! No time frame to build & No builder Tie-in, Expired septic permit on file for 3BR septic. Enjoy all the amenities and the lifestyle on the Eastern Shore of VA. Captains Cove is the Eastern Shore of Virginias fastest growing Golf & Waterfront community; close to Chincoteague Island, Wallops Island and Ocean City MD. Amenities offer: Pristine 9 Hole Gold Course, indoor/outdoor pools (2), fitness center, basketball & pickle-ball courts, boat ramp, docks, playground, picnic area, dog park, biking & walking trails, security and so much more.

104 Custom Dr, Greenbackville

Listing courtesy of Hall Realty. Contact:

$15,000

7/265 Cleared, wide, level lot with 3 BR Cert Letter on file. Lot has water availability. This property is in a highly sought after area of Captains Cove and just a short distance to all the amenities. Buy now and build later, take advantage of this great buy! No time frame to build and no Builder Tie-In.. Enjoy all the amenities and the lifestyle on the Eastern Shore of VA. Close to Chincoteague Island, Wallops Island and Ocean City MD. HOA amenities: Pristine 9 Hole Golf Course, indoor/outdoor pools(2), fitness center, basketball & pickle-ball courts, boat ramp, docks, playground, picnic area, biking & walking trail, dog park, playground & picnic area, security and so much more. Call for more Information. Seller has multiple lots and will sell as a package deal.

265 Smugglers Way, Greenbackville

Listing courtesy of Hall Realty. Contact:

$234,000

Breathtaking views of the Chincoteague Bay, a front row seat to rocket launches and a protected canal where you can dock your boat 20 feet from your home. This large (15,367 sq ft) cleared, freshly leveled lot with BRAND NEW BULKHEAD has 105 feet of waterfront facing the Chincoteague Bay. Located in the amenity rich community of Captains Cove featuring 2 outdoor pools, 1 indoor pool, fitness room, golf course, community boat ramp, dog park, tennis, pickleball, and a Marina Club Restaurant that features live entertainment. Captains Cove is located a short ride from Chincoteague Island, VA and Ocean City, MD. This lot has water and sewer availability and NO BUILDER TIE-IN, so take your time to design and build your waterfront dream home.

1347 Anchor Ct, Greenbackville

Listing courtesy of Coldwell Banker Realty. Contact:

$3,700

RARE OPPORTUNITY TO OWN A PRIME BUILDABLE HOMESITE IN CAPTAIN'S COVE GOLF & YACHT CLUB — NOW PRICED TO SELL! This LEVEL, SLIGHTLY ELEVATED LOT sits in a LESS DENSELY DEVELOPED SECTION of the community, offering a rare combination of privacy, open space, and easy access to resort-style amenities. The lot is OPEN and GRASS-COVERED with MATURE PINE TREES creating a natural, park-like setting. CORNERS ARE MARKED and NO WETLANDS ARE ON RECORD, giving you the confidence to plan a straightforward, cost-effective build. Whether you're ready to BUILD NOW or SECURE FOR THE FUTURE, this parcel is a smart, affordable entry point into one of the Eastern Shore's most amenity-rich waterfront communities. Discover one of the Eastern Shore's best-kept secrets — Captain's Cove Golf & Yacht Club — where low HOA dues unlock RESORT-STYLE LIVING: a 9-HOLE GOLF COURSE, INDOOR AND OUTDOOR POOLS, TENNIS COURTS, BASKETBALL COURTS, a FULL-SERVICE MARINA and BOAT RAMP with DIRECT ACCESS TO CHINCOTEAGUE BAY, a WATERFRONT RESTAURANT and LOUNGE, a FITNESS CENTER, CLUBHOUSE, COMMUNITY CENTER, CONVENIENCE STORE, and scenic WALKING TRAILS. Just a short drive to CHINCOTEAGUE ISLAND and ASSATEAGUE NATIONAL SEASHORE — known for WILD PONIES and PRISTINE BEACHES — this community offers the best of both worlds: relaxed coastal living with easy access to dining, shopping, and outdoor recreation. Captain's Cove also sits near NASA'S WALLOPS FLIGHT FACILITY — one of only three active orbital launch sites in the U.S. — and the new ROCKET LAB LAUNCH COMPLEX, positioning this area as an emerging hub for aerospace, technology, and defense growth. Residents even enjoy LIVE ROCKET LAUNCH VIEWING right from the community! The economic ripple effects are fueling housing demand and long-term appreciation across northern Accomack County and the Chincoteague corridor — a region truly on the rise. Opportunities like this — a level, buildable lot with marked corners and no wetlands, in a community with this much upside — are becoming harder to find. SECURE YOUR PLACE NOW and start planning your coastal dream home today!

302 Underway Rd, Greenbackville

Listing courtesy of CHC Inc. Contact:

$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:

$344,888

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:

$154,900

Build your dream coastal retreat in the desirable Piney Island community, the closest residential neighborhood to Assateague Island. This mostly cleared homesite offers an exceptional opportunity to create the home you’ve always envisioned in one of the most sought-after locations near Chincoteague and Assateague. A 4-bedroom septic approval letter is already on file, helping streamline the building process and saving valuable time as you plan your new home. Enjoy easy access to the natural beauty that makes this area so special. Assateague Island’s pristine beaches, famous wild ponies, boating, fishing, kayaking, and miles of protected shoreline are just moments away. Wake up to peaceful surroundings, coastal breezes, and abundant wildlife while still being only minutes from the shops, restaurants, marinas, and charm of Chincoteague Island. One of the standout features of this property is the absence of an HOA and HOA fees, giving you greater flexibility and freedom when designing and building your home. Whether you’re looking to build a full-time residence, vacation getaway, or coastal investment property, this homesite provides the perfect setting to enjoy the relaxed Eastern Shore lifestyle. Don’t miss this opportunity to secure a prime building lot in a highly desirable location just minutes from Assateague Island and the best of coastal Virginia living.

LOT 19E Oak, Chincoteague Island

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

$2,850,000

Encompassing approximately 224+/- acres in Accomack County, Virginia, this exceptional waterfront farm offers a rare opportunity to own a large-acreage retreat with deep-water access on Pitts Creek, providing direct passage to the Pocomoke Sound and the Chesapeake Bay. The property's diverse landscape, consisting of approximately 40+/- acres of productive tillable land, 40+/- acres of timber, and expansive tidal marsh, creates an ideal setting for those seeking a private rural estate with unmatched outdoor and waterfront enjoyment. The varied habitat supports abundant wildlife, including waterfowl, whitetail deer, and wild turkey, while the tidal tributaries provide excellent opportunities for fishing, crabbing, and boating. Whether envisioning a peaceful primary residence, a family compound, or a legacy recreational property, the land offers both beauty and long-term versatility. Improvements include a 2,400+/- square foot residence constructed in 2019, a 38' x 50' masonry and timber garage, and a separate 1,900+/- square foot home originally built in the early 1900s and recently renovated - providing flexible living arrangements for guests, extended family, or caretakers. This property seamlessly blends large acreage, quality improvements, and navigable water access, making it a standout offering for buyers seeking a refined country lifestyle with direct access to the Chesapeake Bay watershed.

26297 Pitts Creek Rd, New Church

Listing courtesy of National Land Realty, LLC. Contact:

$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:

$5,000

5/2375 Oversized (12,539 sq ft), level wooded lot with water availability & 3BR Cert Letter on file. Just off Captains Corridor and close to the entrance. Buy now and build later, take advantage of this great buy! No time frame to build, and no builder tie-in. Come and enjoy all the amenities and the lifestyle on the Eastern Shore of VA. Captains Cove is the Eastern Shore of Virginia's fastest growing Golf & Waterfront community; close to Chincoteague Island, Wallops Island and Ocean City MD. Amenities offered at Captains Cove: 9 Hole Pristine Golf Course, indoor/outdoor pools (2), fitness center, basketball & pickle ball courts, boat ramp, docks, playground, biking & walking trails, dog park, playground, picnic area, security and so much more. Call today for more information

2375 Brigantine Blvd, Greenbackville

Listing courtesy of Hall Realty. Contact:

$20,000

3/1601 Elevated, cleared corner lot with conventional septic system already installed with some views of Swan Gutt Creek in the distance. Lot has water availability and could possibly be connect to sewer with approval from AQUA VA. ESBVA. This lot is in a highly sought after area of Captains Cove, just a short distance to all the amenities. Seller owns additional lot Sec 4/Lot 2296 Buccaneer Blvd. and is willing to sell as a package deal $25,000. Buy now and build later, take advantage of this great buy! No time frame to build, and no Builder Tie-In. Enjoy all the amenities and the lifestyle on the Eastern Shore of VA. Close to Chincoteague Island, Wallops Island and Ocean City MD. HOA amenities: 9 Hole Pristine Golf Course, indoor/outdoor pools (2), fitness center, basketball & pickle-ball courts, biking & walking trails, boat ramp, docks, playground,dog park, picnic area, security and so much more.

1601 High Seas Dr, Greenbackville

Listing courtesy of Hall Realty. Contact:

$1,500

4/2200 Level, wooded lot that backs to a Park area for additional privacy and ready for you to build your dream home. Lot has water availability and a 4BR Cert Letter on file. Buy now and build later, take advantage of this great buy! No time frame to build, No builder tie-in. Call for builder information. Relax and enjoy all the amenities and the lifestyle on the Eastern Shore of VA. Captains Cove is the Eastern Shore of Virginias fastest growing Golf & Waterfront community; close to Chincoteague Island, Wallops Island and Ocean City MD. Amenities: Pristine 9 Hole Golf Course, indoor/outdoor pools (2), fitness center, basketball & pickle-ball courts, boat ramp, walking & biking trails, dog park, picnic area, playground, security & more.

2200 Spinnaker St, Greenbackville

Listing courtesy of Hall Realty. Contact:

$499,000

Prime Development Opportunity on Lankford Hwy with Seller Financing Option! Positioned along the high-visibility business corridor of Lankford Highway in New Church, VA, this 7.24-acre parcel offers a rare, fully approved mobile home park with significant infrastructure already in place. The property is approved for 18 mobile home lots, featuring two wells with water mains run throughout the park, new electric hookups for all 18 lots, and nine 4-bedroom septic systems already installed. An additional barn on the property provides flexible use for storage, maintenance, or future operations. This property offers a great owner-occupied option. Renovate the existing double-wide as an owner's residence and build out the remaining lots over time to pay your mortgage. With major approvals secured and substantial upfront development costs already completed, this is an exceptional opportunity for investors or operators seeking immediate and scalable income potential in a growing Eastern Shore corridor.

Sharoak Rd, New Church

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

$6,500

Large, buildable lot available in the sought-after Captains Cove community! Located at Lot 4 Brigantine Blvd, this spacious parcel offers nearly 16,000 square feet, making it about one-third larger than the average lot in the neighborhood. Best of all, there is no builder tie-in, giving you the freedom to design and build your dream home on your own timeline. Residents enjoy an impressive lineup of amenities, including three pools (two outdoor, one indoor), a fitness room, golf course, boat launch, fishing pier, dog parks, walking trails, playground, and pickleball and basketball courts. Don’t miss your chance to own a piece of this coastal oasis—call today for more details about this lot and everything the community has to offer!

4 Brigantine Blvd, Greenbackville

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

$395,000

Practically brand new, this beautifully rebuilt rancher on Chincoteague Island offers the perfect blend of modern comfort and coastal charm—just moments from downtown and directly across the street from the beloved Church St Produce, famous for its homemade pies and local favorites. Inspections are available Rebuilt from the studs, this home features all-new roofing, windows, electrical, plumbing, and more—giving you the peace of mind of new construction with the character of an established setting. Situated on three lots, the property offers generous space, privacy, and plenty of parking with a large driveway and carport. Inside, enjoy true one-level living with a bright, open layout. The spacious living room welcomes you with a vaulted ceiling, exposed beams, a cozy fireplace (as is), and a beautifully finished wood planked ceiling that adds warmth and character to the space. Luxury vinyl plank flooring flows throughout the main living areas, while fresh carpet adds comfort to both bedrooms. The large eat-in kitchen provides ample space for gatherings and everyday living. This home features a convenient half bath, a dedicated laundry room for added efficiency, and a spacious full bath designed for comfort. Step outside to enjoy the covered front porch or unwind on the expansive rear deck overlooking the peaceful pond backdrop. A storage shed offers additional room for tools, beach gear, or hobbies. Located close to Chincoteague’s shops, dining, parks, and waterfront attractions, this home delivers the ideal island lifestyle—whether you're seeking a full-time residence, vacation retreat, or investment opportunity. Move-in ready and thoughtfully upgraded, this is a rare chance to own a like-new home in one of the island’s most convenient and charming locations.

2 Beds ⋅ 2 Baths

Practically brand new, this beautifully rebuilt rancher on Chincoteague Island offers the perfect blend of modern comfort and coastal charm—just moments from downtown and directly across the street from the beloved Church St Produce, famous for its homemade pies and local favorites. Inspections are available Rebuilt from the studs, this home features all-new roofing, windows, electrical, plumbing, and more—giving you the peace of mind of new construction with the character of an established setting. Situated on three lots, the property offers generous space, privacy, and plenty of parking with a large driveway and carport. Inside, enjoy true one-level living with a bright, open layout. The spacious living room welcomes you with a vaulted ceiling, exposed beams, a cozy fireplace (as is), and a beautifully finished wood planked ceiling that adds warmth and character to the space. Luxury vinyl plank flooring flows throughout the main living areas, while fresh carpet adds comfort to both bedrooms. The large eat-in kitchen provides ample space for gatherings and everyday living. This home features a convenient half bath, a dedicated laundry room for added efficiency, and a spacious full bath designed for comfort. Step outside to enjoy the covered front porch or unwind on the expansive rear deck overlooking the peaceful pond backdrop. A storage shed offers additional room for tools, beach gear, or hobbies. Located close to Chincoteague’s shops, dining, parks, and waterfront attractions, this home delivers the ideal island lifestyle—whether you're seeking a full-time residence, vacation retreat, or investment opportunity. Move-in ready and thoughtfully upgraded, this is a rare chance to own a like-new home in one of the island’s most convenient and charming locations.

6498 Church St, Chincoteague Island

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

$334,500

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:

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