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857 Scimitar Way, Greenbackville
$399,500
3 Beds ⋅ 2 Baths
The Mayflower is a thoughtfully designed 3-bedroom, 2.5-bath home that offers the space and flow you are looking for—all in the sought-after Captain's Cove resort community. Step through the covered front porch into a welcoming foyer. The first floor opens up to a large great room that flows naturally into the kitchen, where you'll find a nice-sized island with seating for four—perfect for morning coffee or casual meals. An adjacent dining room gives you flexibility for entertaining, and the deck out back extends your living space outdoors. Also on the main level: a convenient first-floor office (ideal for working from home) and a half bath for guests. The two-car garage adds everyday ease. Upstairs, the primary bedroom feels like a true retreat, with a sitting room, en suite bath featuring double sinks, and a large walk-in closet. Two additional bedrooms share a full bath, and a loft area offers bonus space for a reading nook, play area, or home gym. Captain's Cove means resort-style amenities and a relaxed coastal lifestyle—all within reach. 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! Home is to be built and the photos of the model home plan 8937-00119 may include options. Taxes are based on the land only.

857 Scimitar Way, Greenbackville

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

4069 Captains Corridor, Greenbackville
$315,000
3 Beds ⋅ 3 Baths
4/2349 Colonial Brick front home offers 3 BR 2.5 BA,  1,899 sq. ft. of living space with a 2 car attached garage and is ready for a new owner to make it a home. The main living level offers plenty of space to gather, from a Formal Living Room or Office, Dining Room, Family Room, Breakfast Nook area, the whole family can gather together and make memories. The open kitchen area, laundry area and half bath completed the first level. Upstairs features a large primary suite with a walk-in closet and private bathroom with double sinks. Two additional spacious bedrooms, full bathroom and sitting area complete the second level. Home is freshly painted, new carpet & new dishwasher. 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 so much more. Call today for your private showing.

4069 Captains Corridor, Greenbackville

Listing courtesy of Hall Realty. Contact:

343 Meridian Dr, Greenbackville
$20,500
2/343 Cleared, level, golf course lot overlooking the 4th Green, 5th Tee Box & pond. Cert letter for a 3 BR on file, water available. Close to all the amenities. Pick your builder, no builder tie-in and no time frame to build, start enjoying life on the Eastern Shore of VA. Come 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: 9 Hole Pristine Golf Course, indoor/outdoor pools (2), fitness center, basketball & pickle-ball courts, boat ramp, docks, playground, walking & biking trails, dog park, security and so much more. Call for information.

343 Meridian Dr, Greenbackville

Listing courtesy of Hall Realty. Contact:

3407 Blackbeard Rd, Greenbackville
$980,000
4 Beds ⋅ 4 Baths
A truly exceptional bay front estate, this newly constructed 2025 residence offers more than 2,600 square feet of elevated coastal luxury along the pristine waters of Chincoteague Bay. Spanning three beautifully designed levels, the home showcases sweeping water views, a recently installed bulkhead, expansive deck space, and vistas extending toward the Chincoteague Causeway. A soaring two story foyer creates an unforgettable first impression with a statement chandelier and contemporary staircase. Rich wood handrails, sleek black cable railings, and vertical cables extending to the ceiling add architectural interest while preserving natural light and water views. The main living level celebrates its extraordinary setting. A wall of windows and glass doors frames panoramic bay views, while bifold doors open completely to the spacious rear deck, welcoming coastal breezes and creating a seamless connection between the indoor and outdoor living spaces. Inside, a modern aesthetic is complemented by a light coastal palette, wide plank luxury vinyl plank flooring, soft gray walls, recessed lighting, and elegant black and gold accents. The spacious living room features a large picture window with views of an open lot and nearby canal, while the rear windows capture the waterfront scenery. The kitchen makes a bold statement with a substantial black granite island featuring a cooktop and generous gathering space. Stainless steel appliances, a wall oven, abundant cabinetry, open shelving, black hardware, and gold accents complete the contemporary design. The adjoining dining area provides plenty of room for entertaining while remaining connected to the kitchen and bay views. A powder room and laundry area complete this level. The primary bedroom is a private retreat with a walk in closet featuring a built in organization system. Its luxurious bathroom is finished with floor to ceiling blue gray tile showcasing dramatic veining. The wet area includes a freestanding soaking tub, rainfall shower panel, body jets, and handheld sprayer for a spa inspired experience. Three additional bedrooms provide comfortable accommodations for family and guests. Two feature soaring vaulted ceilings, ceiling fans, sliding glass doors opening to a balcony, and beautiful water views. Every bedroom includes a closet organization system. The hall bathroom continues the coastal design with floor to ceiling blue gray tile and distinctive veining. A tub and shower combination features a rainfall showerhead and handheld sprayer, while a sleek vanity with an integrated sink, wall mounted matte black faucet, and geometric mirror adds contemporary style. The bright upper-level loft captures sweeping bay views on one side and picturesque canal views on the other. Vaulted ceilings and expansive architectural windows fill the space with natural light, while light luxury vinyl plank flooring and cable railings enhance its open coastal character. Ideal as a reading retreat, home office, media room, or additional lounge, the loft also features its own mini split system and a full bathroom. Outside, the expansive rear deck is perfect for morning coffee, waterfront dining, or evening cocktails. Beneath the elevated home, sheltered parking accommodates up to three vehicles and includes recessed lighting. Captain’s Cove is a private waterfront community in Greenbackville, Virginia, offering resort style amenities. Residents can enjoy a nine-hole golf course, indoor and outdoor swimming pools, a fitness center, tennis, pickleball, basketball, walking trails, a playground, dog park, boat ramp, library, activity spaces, and the waterfront Marina Club restaurant. Combining dramatic architecture, luxurious modern finishes, flexible living spaces, extensive outdoor areas, and breathtaking Chincoteague Bay views, this remarkable residence presents an extraordinary opportunity to experience refined waterfront living on Virginia’s Eastern Shore. Rooms Virtually Staged.

3407 Blackbeard Rd, Greenbackville

Listing courtesy of Northrop Realty. Contact:

37672 Blue Crab Cir, Painter
$319,000
3 Beds ⋅ 2 Baths
Nestled in the quaint town of Painter, VA, this stunning single-family home at 37672 Blue Crab Cir offers a perfect blend of modern amenities and rural charm. Built in 2026, this newly constructed property boasts a spacious layout with a total finished area of 1,367 sq.ft. The home features 2 bathrooms, providing ample space for families or guests. Situated on an expansive lot spanning 58370.04 sq.ft., this property offers plenty of outdoor space for recreational activities or potential expansion. Upon entering the home, you are greeted by a bright and airy living space that is perfect for entertaining or relaxing after a long day. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating a cohesive and inviting atmosphere. The kitchen is equipped with sleek appliances, ample cabinet space, and a center island, making meal preparation a breeze. The bedrooms in this home are well-appointed, providing comfortable retreats for rest and relaxation. The primary bedroom features an en-suite bathroom for added convenience and privacy. The additional bathroom is spacious and stylish, featuring modern fixtures and finishes. Outside, the property offers endless possibilities for outdoor enjoyment. Whether you want to create a garden oasis, set up a play area for children, or simply enjoy the peaceful surroundings, the expansive lot provides the perfect canvas for your outdoor dreams. Located in the charming town of Painter, VA, this home offers a serene setting with easy access to local amenities and attractions. Enjoy the tranquility of rural living while still being within a short drive of shopping, dining, and entertainment options. Don't miss the opportunity to make this beautiful property your new home. With its modern design, spacious layout, and sprawling lot, 37672 Blue Crab Cir is the perfect place to create lasting memories with your loved ones. Schedule a showing today and experience the beauty and tranquility of this remarkable home for yourself.

37672 Blue Crab Cir, Painter

Listing courtesy of Hawkins Real Estate Services. Contact:

Lot 719 Castaway, Greenbackville
$561,990
3 Beds ⋅ 3 Baths
Take a moment to stop and look at the pictures of the Motts Channel 2. Beautiful isn't it? It could be yours. Two perfect levels of living space & a heated mudroom on the ground floor offering over 2,000 sq ft of living space. Make your way up to the first floor and you will be greeted by two nicely sized bedrooms including the primary bedroom with a walk-in closet and en-suite bathroom. The second bedroom also has it's own bathroom. Perfect for guests. Venture up to the second level and you will find a 3rd bedroom with a walk-in closet, a 3rd full bathroom and huge living room that is open to the dining room & kitchen. Perfect for entertaining. The outdoor living spaces include a covered front porch and 2 covered decks. Taxes are based on assessed value of land only.

Lot 719 Castaway, Greenbackville

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

LOT 540 Skipper, Greenbackville
$299,990
3 Beds ⋅ 2 Baths
The Hanover is a modern raised ranch home featuring 3 bedrooms, 2 baths, and a 2-car garage. Offered by Gemcraft Homes New Construction. This home also features an open, split level foyer. Spacious open floor space that contains the Great Room, a Dining area, and a combined Breakfast and Kitchen with an optional island. The owner's suite includes 2 walk-in closets, and an optional luxury bath. This home also offers a a two-car garage and a 4' conditioned crawl space that can be used for extra storage. Home is TO BE BUILT. Call today for a private showing,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 so much more. 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.

LOT 540 Skipper, Greenbackville

Listing courtesy of Hall Realty. Contact:

79 Pieces Of Eight Ct, Greenbackville
$1,000
11/79 Large Wooded lot (14,754 sq ft) at end of quiet cul-de-sac street, nestled in the heart of Captains Cove, and just minutes away from all the amenities with easy access to the main entrance. Lot has 3 BR Cert Letter, Survey and Wetland Determination Study on file with water availability. 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. Captains Cove is the fastest growing Golf & Waterfront community on the Eastern Shore of Virginia. HOA Amenities: Prestine 9 Hole Golf Course, indoor/outdoor pools(2), fitness center, pickle-ball & basketball courts, playground, boat ramp, biking & walking trails, dog park, playground, picnic area, security and so much more .Call for more information

79 Pieces Of Eight Ct, Greenbackville

Listing courtesy of Hall Realty. Contact:

1076 Amidship Dr, Greenbackville
$18,500
Build your coastal getaway in Captain’s Cove with this attractive lot in Section One, offering just under ¼ acre of space for your future home. The property provides access to public sewer and community water and comes with the added flexibility of no builder tie-in, giving you the freedom to choose the builder and plans that best fit your vision. Enjoy the opportunity to create your own retreat in this sought-after resort community. Captain's Cove means resort-style amenities and a relaxed coastal lifestyle—all within reach. Features include indoor & outdoor pools, a restaurant, banquette rooms, fitness center, basketball & tennis courts, boat launch, playground, security and so much more!

1076 Amidship Dr, Greenbackville

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

29 Eagle Dr, New Church
$549,900
3 Beds ⋅ 2 Baths
To-be-built Cape Cod in Bay Watch, a luxury waterfront equestrian community on Virginia’s Eastern Shore! Situated on a picturesque 3.23-acre homesite with a private pond, this proposed 2,272-square-foot residence offers the opportunity to personalize select finishes to reflect your style, including flooring, paint colors, cabinetry, countertops, and more. The thoughtfully designed home features a beautiful wraparound deck, spacious open-air deck, and screened porch overlooking the pond—perfect for relaxing and enjoying the peaceful surroundings. Bay Watch community amenities include a pier on Pitts Creek with access to the Chesapeake Bay, horse stables, and a riding ring. Don’t miss the opportunity to purchase the first home in this distinctive luxury community and create your own Eastern Shore retreat! Home is proposed construction; final specifications, pricing, selections, and completion timeline are subject to the builder’s plans and purchase agreement.

29 Eagle Dr, New Church

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

37178 Buoy Ct, Greenbackville
$265,000
2 Beds ⋅ 2 Baths
Enjoy comfortable one-level living in this well-maintained 2-bedroom, 2-bath home in Captain’s Cove. The spacious floor plan offers two separate living areas, including a large living room with a cozy stove and a family room that provides additional space to relax or entertain. The kitchen opens to the dining area and features a peninsula with additional counter space and casual seating. The primary bedroom features its own private bath, while a second bedroom and full bath provide comfortable space for family or guests. A dedicated laundry room adds plenty of useful space, and the attached one-car garage provides convenient parking and storage. Numerous improvements have already been completed, including a new roof, new HVAC furnace system and thermostat, updated propane gas lines to the furnace, extensive tree work, and 7 tons of river rock. Inside, improvements include painted walls, refinished and painted kitchen cabinetry with new hardware, a mother-of-pearl backsplash, and wallpaper in the kitchen and dining area. Additional updates include new exterior lighting, a new bathroom toilet, a new drainpipe under the house from the kitchen sink to the septic, and added insulation along the garage wall adjacent to the house. Surrounded by mature trees, the property also offers a paved driveway and storage shed. Located in Captain’s Cove, enjoy community amenities along with convenient access to Chincoteague Island, boating, fishing, beaches, and all that the Eastern Shore has to offer.

37178 Buoy Ct, Greenbackville

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

4188 Nelson Rd, New Church
$995,000
The Garden and Sea Inn! An exceptional opportunity to own an established bed-and-breakfast property situated on nearly five acres just off Route 13 near the Virginia–Maryland state line... OR your own family compound! Conveniently located within easy driving distance of Chincoteague Island, Wallops Island, and Ocean City, Maryland, this unique property offers tremendous potential for hospitality, events, dining, or future expansion. The property features nine guest rooms with the potential to add more, along with three homes, including a private owner’s residence conveniently located on-site. Guests can enjoy an in-ground swimming pool, hot tub, screened porches, fenced areas, and plenty of outdoor space. The acreage offers a wonderful combination of open land and wooded areas, providing both usable space and privacy. The inn previously operated a successful restaurant that was open to the public, creating an exciting opportunity to reintroduce dining, host weddings or special events, or develop a new business concept. Several outbuildings and garage spaces provide abundant storage. With multiple buildings, flexible living accommodations, generous acreage, and numerous potential income streams, this distinctive Eastern Shore property offers endless creative opportunities for its next owner!

4188 Nelson Rd, New Church

Listing courtesy of Beach Bay Realty. Contact:

2410 Ridge Rd, Chincoteague Island
$215,000
2 Beds ⋅ 2 Baths
This totally renovated 2-bedroom, 2-bath Chincoteague home offers comfortable one-level living with approximately 1,132 sq. ft. of finished living space, including a beautifully remodeled 4-season sunroom with double-hung windows, updated flooring and its own mini-split HVAC. Inside, you'll find a spacious living area with vaulted ceilings and an open kitchen featuring quartz countertops, breakfast bar, gas range and plenty of cabinet space. Major improvements include a newer HVAC system, metal roof, vinyl siding, updated electrical panel and outlets, fresh interior paint, and updated flooring in the bedrooms and sunroom. The extra-large lot offers plenty of room to store your boat and all the toys that come with island living, while three outbuildings provide abundant storage for fishing gear, beach equipment, kayaks, tools and more, with electric already run to two of the sheds. Outdoor living is a highlight, with a deck plus a dedicated entertaining area featuring a fire pit, tiki bar and string lights—the perfect place to gather after a long day on the water. Conveniently located near Chincoteague's restaurants, shops, boating, fishing and the natural beauty of Assateague Island, this property makes a great full-time home or island getaway. Bring the boat, bring the fishing gear, and start enjoying Chincoteague life!

2410 Ridge Rd, Chincoteague Island

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

26301 Joynes Neck Rd, Accomac
$650,000
5 Beds ⋅ 6 Baths
A quintessential Virginia Eastern Shore country estate, this remarkable five-bedroom , home embodies the region’s distinctive Big House, Little House architectural tradition, its rambling, connected form and gracefully stepped rooflines reflecting generations of ownership expanding the home as families grew and prospered . Set on approximately ten spectacular acres just back from the river, the property feels wonderfully removed from the everyday, approached by a long private drive lined with stately magnolias. Inside, the home is every bit as captivating, with graciously proportioned rooms, beautiful Southern pine floors throughout much of the residence, terracotta tile porch floors, wavy glass windows, exposed beams, handsome original-style woodwork, and an extraordinary seven fireplaces, each fitted with a gas insert. The expansive living room is especially impressive, centered around a magnificent fireplace and enriched by gorgeous wood trim, while a traditional Jersey winder staircase leads to additional storage above. The generous dining room offers another fireplace and an inviting setting for gatherings large and small, and direct access to a screened porch for after dinner conversations. Warm and wonderfully suited to the character of the home, the kitchen features a brick fireplace with raised hearth, rich wood cabinetry, exposed ceiling beams, sandstone countertops, a commercial gas range, new dishwasher, and new flooring. Just beyond is a mudroom/butler’s pantry with a convenient half bath, while a covered porch off the kitchen extends the living space into the peaceful countryside. Five bedrooms are thoughtfully distributed throughout the home. Three are located on the main level, with one equally well suited as a study or library. Upstairs, two additional bedrooms occupy their own private sections of the home, and each enjoys its own bath, creating wonderfully secluded accommodations. The primary suite is particularly enchanting, with exposed ceiling beams, a fireplace, ensuite bath, and its own screened porch and deck overlooking the pastoral surroundings. The grounds elevate the property into a true Eastern Shore country estate. Two pastures provide ample room for horses, complemented by a quality Horizon Structures four-stall barn with four 12' x 10' stalls, tack room, hay room, 10-foot lean-to, full electric, and hot and cold water. One pasture features RAM electric fencing, and a water pump serves the troughs. Additional outbuildings include an utterly charming chicken coop and a separate two-bedroom guest house awaiting renovation. With its broad screened front porch and unmistakable Southern character, the guest house offers tremendous potential to become an exceptional complement to the main residence. Magnolias, mature trees, open pasture, historic architecture, equestrian amenities, and nearly ten acres of extraordinary Eastern Shore countryside come together in a property that feels deeply rooted in its surroundings. Rambling, gracious, and rich with heritage, this is Virginia Eastern Shore country living in its most authentic and captivating form.

26301 Joynes Neck Rd, Accomac

Listing courtesy of Northrop Realty. Contact:

2474 Dry Dock Ct, Greenbackville
$392,990
4 Beds ⋅ 3 Baths
Ruby C Elevation offered by Gemcraft Homes CC LLC New Construction. Two -Story single-family home, 4BR/2.5 BA, 2217 sq ft, 2-car garage, 12 x 12 composite deck. The openness of the first level offers plenty of space for entertaining for the whole family to enjoy. Large open kitchen layout w/plenty of cabinets, kitchen island, granite countertops, deep pantry, SS Appliances. Optional Library, Second level features Owners Suite w/large Walk-in Closet, 4 BR's. and Loft. Pictures may have upgraded features/options not included in base price. Currently Under Construction, expected to be completed November 2026. Call for more information and your private showing. Captains Cove Golf & Waterfront Community amenities offer: 9 Hole Pristine Golf Course, 3 Pools (2 Outdoor/1 Indoor), Fitness Center, Boat Ramp, Basketball, Tennis & Pickle-Ball Courts, Playground, Walking & Biking Trails, Picnic Area, Dog Park, Security and so much more. 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.

2474 Dry Dock Ct, Greenbackville

Listing courtesy of Hall Realty. Contact:

179 Davey Jones Blvd, Greenbackville
$4,750
RARE OPPORTUNITY TO OWN A BUILDABLE HOMESITE IN CAPTAIN'S COVE GOLF & YACHT CLUB — JUST A SHORT STROLL TO CHINCOTEAGUE BAY! This LEVEL, MOSTLY CLEARED LOT offers 9,983 SQUARE FEET (approximately 0.23 ACRES) in a desirable location near the END OF DAVEY JONES BLVD, with WATER VIEWS of Chincoteague Bay and easy walking access to the water's edge. NO WETLANDS ARE ON RECORD, giving you a clean canvas to design your coastal getaway. Public water and septic are not yet installed and will need to be permitted by the buyer, offering the flexibility to plan your home and utilities to fit your vision from the ground up. Discover one of the Eastern Shore's best-kept secrets — Captain's Cove Golf & Yacht Club — where 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. A level, clear, water-view lot this close to the bay and this near the end of the street is a rare find in Captain's Cove. SECURE YOUR PLACE NOW and start planning your coastal retreat today!

179 Davey Jones Blvd, Greenbackville

Listing courtesy of CHC Inc. Contact:

LOT 44 Olde Mill Pointe, New Church
$52,500
Build your dream home on this beautiful 1.68-acre pond-front lot in the gated community of Olde Mill Pointe in New Church. This level, cleared homesite is approved for a 4-bedroom septic system and well, taking important steps out of the building process. Enjoy peaceful pond frontage along the rear of the property and paved road access. Olde Mill Pointe offers an array of community amenities, including a swimming pool and pool house, community fishing pier/dock, fishing ponds, and dedicated boat, RV, and trailer storage, along with private gated roads. Conveniently located just minutes from Wallops Island/NASA and a short drive from Chincoteague Island and its beaches, dining, shopping, and recreation. With its generous size, level and cleared terrain, pond-front setting, and septic and well approvals already in place, this property offers a wonderful opportunity to build your Eastern Shore home or getaway.

LOT 44 Olde Mill Pointe, New Church

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

7550 Eastside Rd, Chincoteague Island
$599,000
3 Beds ⋅ 3 Baths
PONIES, PEACE & PREMIUM FINISHES – A WATERFRONT OPPORTUNITY WITH UNFORGETTABLE VIEWS! Experience the best of Chincoteague Island from this prime waterfront townhome, which offers some of the most beautiful scenery the island has to offer. Perched right over the Assateague Channel between Chincoteague and Assateague, this rare location delivers an unobstructed, front-row seat to the iconic Assateague Lighthouse and views of the Chincoteague’s wild ponies grazing directly across the water. Step inside to find a tastefully updated interior featuring custom cabinetry, hardwood built-ins, and easy-care tile flooring perfectly suited for the coastal lifestyle. The heart of the home is a custom renovated kitchen fully equipped with new appliances and a cozy dining area with those stunning hardwood built-ins. Unwind upstairs in the primary bedroom or the main living area—both of which open seamlessly to their own screened decks built overlooking the sparkling water, offering unmatched spaces for enjoying those beautiful sunrise & sunset views. From the upper levels—including the very spacious third-floor bedroom and storage area—the scenery becomes even more spectacular, with views of the ocean in the distance. From your downstairs porch, your 20 feet of private dock space on DEEP NAVIGABLE WATER for your boat, watercraft or kayak (one kayak conveys!) are just steps away. A fish-cleaning station and ladders for easy water access add to the lifestyle, and a nearby public boat ramp makes launching convenient. Watch boats pass by during the day, see the moon shimmer across the water at night, and enjoy morning coffee on your decks as the sun rises. Beach living doesn’t get any better! Lovingly maintained by only its second owner and never used as a vacation rental, this well cared for home offers incredible value. Recent updates adding to ultimate peace of mind include a 2-year-old HVAC, newer roof, siding, septic system, and portions of the home that have been taken down to the studs and beautifully renewed. Set within a welcoming group of just eight homes, this property offers the neighborly feel of a small community along with exceptionally low HOA dues. Its convenient Chincoteague location makes it easy to enjoy everything that draws people to the island—from locally owned shops, restaurants, festivals, and waterfront activities to quiet days spent boating, kayaking, or bicycling. Just a short drive away, Assateague Island offers miles of unspoiled shoreline, scenic nature trails, abundant wildlife, and the beloved wild ponies. Whether you’re searching for a full-time residence, a coastal weekend retreat, or a rewarding investment property this is a wonderful opportunity to embrace the relaxed beauty and distinctive character of island life. (Septic may be for two bedrooms).

7550 Eastside Rd, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

6321 Captains Ln Unit 104, Chincoteague Island
$579,000
3 Beds ⋅ 2 Baths
Wake up to breathtaking views of the Chincoteague Channel from this beautifully maintained first-floor waterfront condominium! Ideally located next to the end unit, Unit 104 offers added privacy, less traffic, and direct access to the marina right from your back door. Boaters will love the dedicated boat slip accommodating up to a 25-foot boat, with the possibility of the seller’s 21’ Triumph center console conveying too. Enjoy expansive decking, attractive landscaping, and a large adjoining grassy common area perfect for cookouts, pets, outdoor games, or simply relaxing by the water. This furnished, turnkey unit is not being used as a vacation rental and has been lovingly cared for. Recent updates include new appliances, making ownership easy from day one. A private outdoor storage shed provides additional space for fishing gear, boating supplies, and beach essentials. Whether you’re looking for a full-time residence, weekend retreat, or waterfront getaway, this exceptional condo offers the perfect blend of comfort, convenience to town, and stunning channel-front living.

6321 Captains Ln Unit 104, Chincoteague Island

Listing courtesy of Beach Bay Realty. Contact:

5190 Pine Tree Way, Chincoteague Island
$515,000
3 Beds ⋅ 2 Baths
Experience the relaxed coastal lifestyle of Chincoteague Island in this beautifully reimagined elevated home, tucked away on a cul-de-sac in the desirable Oyster Bay II community. Completely gutted and renovated approximately three years ago, the home was transformed from the inside out with updated finishes, fixtures, appliances, and furnishings, giving it the fresh, polished feel of a much newer home. Step inside to bright, open living spaces highlighted by soaring vaulted ceilings and abundant natural light. The spacious great room flows seamlessly into the updated kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, subway tile backsplash, and a large peninsula with bar seating. The adjoining dining area provides a welcoming space for everyday meals and entertaining. The functional floor plan features a private primary suite and two additional bedrooms served by a second full bath. Vaulted ceilings enhance the home's open, airy feel, while thoughtful updates throughout create a cohesive, comfortable interior that's truly ready to enjoy. Outdoor living is just as inviting, with multiple composite decks, a patio, and an enclosed outdoor shower that's perfect for rinsing off after a day at the beach, boating, or fishing. A storage shed provides convenient space for bicycles, fishing gear, beach chairs, and other outdoor essentials. Sold furnished and turnkey, this beautifully updated home delivers the feel of a practically new home in an established Chincoteague location—simply arrive, unpack, and start enjoying island life. Ideal as a primary residence, vacation retreat, or investment property, it's conveniently located just minutes from Chincoteague's beaches, marinas, restaurants, shops, and the Chincoteague National Wildlife Refuge.

5190 Pine Tree Way, Chincoteague Island

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

33030 Garrison Ln, Painter
$345,000
3 Beds ⋅ 2 Baths
Enjoy the space and privacy of country living in this nearly new double-wide home in Painter, situated on approximately 5 acres. Less than a year old, this well-maintained home offers a spacious and inviting layout with plenty of room to spread out both inside and out. The heart of the home is the open kitchen, dining, and living area, featuring abundant cabinetry, a large center island with seating, farmhouse-style sink, stainless steel appliances, and plenty of counter and storage space. The open design makes the main living areas feel bright and connected, while a separate family room with a fireplace provides an additional comfortable space to relax. The primary suite offers a generously sized bedroom, walk-in closet, and private bath with dual sinks and a large shower. Two additional bedrooms and a second full bath provide flexible space, while the dedicated laundry room with exterior access adds everyday convenience. Step outside to the spacious rear deck overlooking the expansive, level yard and surrounding countryside—the perfect spot to enjoy the peaceful setting and wide-open views. With approximately 5 acres, there is plenty of outdoor space for gardening, recreation, pets, or simply enjoying a little extra breathing room. A storage shed provides convenient space for lawn equipment, tools, and outdoor gear. Tucked away on a quiet unpaved road in Painter, this property offers the appeal of a nearly new home combined with the privacy, space, and relaxed pace of Eastern Shore country living.

33030 Garrison Ln, Painter

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

PART OF LOT 110 Part Of, Chincoteague
$125,000
Build your island getaway on this newly created homesite tucked away on the peaceful east side of Chincoteague Island. Situated on a quiet dead-end road, this vacant, buildable lot offers the perfect balance of privacy and convenience. Enjoy a tranquil setting surrounded by established homes while remaining just minutes from downtown Chincoteague's shops, restaurants, marinas, and waterfront attractions. Escape the hustle and bustle of the summer crowds without sacrificing easy access to everything the island has to offer. On clear evenings, homeowners may even catch a glimpse of the iconic Assateague Lighthouse beacon as it sweeps across the night sky. This offering consists of Lot 1, a newly subdivided parcel of approximately 11,286± square feet (0.26± acres). A septic system has not been installed, giving buyers the flexibility to design a system to accommodate their future home.

PART OF LOT 110 Part Of, Chincoteague

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

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