Chilmark Classified Ad Listings

85 Edgewater Dr W. Coastal Cape Cod character defines this four-bedroom, two-bathroom residence, where 1,512 square feet and seven rooms provide a versatile framework for year-round living or a seasonal retreat. Set across two levels, the home offers welcome separation between gathering areas and private accommodations while retaining an efficient, approachable scale. Inside, the floor plan sup...

15 Stone Pound Way. Over 2700 plus square feet of living space~ Located in the desirable Hidden Cove Association, this meticulously maintained home offers waterfront access for boating, swimming, kayaking, and paddleboarding. Explore Major's Cove, Felix Neck, the Herring Run, and Sengekontacket Pond, with access beyond to Vineyard and Nantucket Sounds. Clamming, fishing, and days on the water i...

393 North Falmouth Hywy # 1. Single Family Home for sale in Falmouth, MA for $625,000 with 2 bedrooms and 2 full baths. This 1,170 square foot home was built in 1999.. Beachwood Condo! Discover the best of North Falmouth living in this cute & cozy contemporary ranch-style end unit! Tucked away in a peaceful 10 unit community. This special hidden gem is ready for its next owner! The inviting int...

16 Millfield St. Charming Eel Pond Front Home in the Heart of Woods Hole, MA. A rental opportunity not to be missed. Experience the magic of Woods Hole from this charming Eel Pond-front home, offering sweeping views across the Eel Pond harbor and village. From the inviting porch, take in the quintessential sights and sounds of Woods Hole-watch the ferries come and go, catch the drawbridge in ac...

Weaver Ln Lot 5. This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and heavily wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, and an enhanced septic system should allow at least four bedrooms. This quiet...

264 Hill And Plain Rd. A private sanctuary in the sought-after Ballymeade Estates, this custom-built post-and-beam contemporary offers nearly 4,000 sq. ft. of distinctive living space surrounded by mature landscaping and natural beauty. The dramatic post-and-beam construction, soaring ceilings and expansive windows create a warm, open atmosphere filled with natural light. Generous living and en...

57 McKenna Ridge Dr. Welcome to this 4,700 sq. ft. Cape-style home in the desirable year-round Rolling Hills neighborhood, a quiet loop tucked away off Old Campus Road in a wonderfully central East Falmouth location. The main level offers a first-floor primary suite, renovated open-concept kitchen with granite countertops, cathedral-ceiling living and dining areas, gas fireplace, home office, a...

350 Old Barnstable Rd # 3A. Condo for sale in Falmouth, MA for $595,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,560 square foot condo was built in 2004 on a lot size of 2.84.. Come discover this beautifully maintained end-unit townhouse overlooking the 3rd fairway at Falmouth Country Club. Built in 2004, this spacious 3-bedroom, 2.5-bath home offers an inviting open floor plan, be...

Sailaway Ln Lot 3. Discover the epitome of Coastal Charm in this exquisite New Construction farmhouse-style home. Nestled in the new subdivision of Sea Salt Estates, this stunning 4-bedroom, 3.5-bathroom home with 2 car garage offers the perfect blend of modern comfort and classic Cape Cod elegance. Featuring spacious open-concept living bathed in natural light, ideal for entertaining family an...

11 Palm St. *** PLEASE NOTE THAT THE OPEN HOUSE SCHEDULED FOR SUNDAY 10/25 HAS BEEN CANCELLED ***Escape to the Cape in this beautifully renovated ranch, ideally situated in sought-after Maravista with breathtaking views across Little Pond to Bristol Beach and Martha's Vineyard. Meticulously updated with high-end materials and exceptional attention to detail, this sophisticated three-bedroom ret...

17 Cranberry Ln. Come see this contemporary home and be amazed at the peaceful, private setting on nearly 3 acres, abutting the Coonamessett River. The home has 3 bedrooms, 2 baths and a bonus room, and has been renovated and well maintained. The main level features updated kitchen and baths, cathedral ceiling, skylights and a sunroom. French doors lead to a deck overlooking the river. Addition...

14 School St. On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the 1820s, this classic New England home spans three separate dwellings - each with sweeping water views: a main 5-bedroom residence with a separate ...

96 Dunham Ave. NESTLED ON AN OVERSIZED LOT in a highly convenient Vineyard Haven location, this classic 1972 center-entrance Colonial offers timeless charm and exceptional potential. Inside, an inviting open-concept living space is anchored by a wood-burning fireplace, while soaring vaulted ceilings over the dining area and kitchen create an airy, light-filled atmosphere ideal for gathering wit...

52 Heath Hen Ln. GOOD TO GO! This sunny 13,000-square-foot lot is ready for your Vineyard home. The property comes with a complete six-bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process. Conveniently l...

37 Plain Field Way. Sophisticated Katama Retreat with Pool and Custom Finishes - Tucked at the end of a lightly traveled road, this modern farmhouse blends sophisticated design, generous living spaces, and exceptional backyard privacy. Thoughtfully customized by the owners in collaboration with the builder, the home features distinctive design details and elevated finishes throughout. A dramati...

122 Ostrom Rd. Privately nestled on an expansive lot in East Falmouth, 122 Ostrom Road is a rare Cape Cod offering where privacy, space, and tranquil marsh views create an exceptional setting. This distinctive 4-bedroom, 4-bath residence offers a relaxed coastal lifestyle with thoughtfully designed living spaces, beautiful natural surroundings, and exceptional flexibility for both entertaining ...

49 Gosnolds Way. Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level...

7 Fawndale Rd. Welcome to 7 Fawndale Road in Vineyard Haven. Located just 1 mile from Main St., this delightful property offers comfortable living and flexible spaces. The main level features offers single-story living featuring an open living and dining area with wood beams, a bay window, partial cathedral ceiling, skylight, and wood floors. The galley-style kitchen offers plenty of cabinetry ...

237 Lagoon Pond Rd. Ideally located at the beginning of Hines Point, this light-filled, well-maintained home offers a central setting with easy access to the Lagoon, the MV Museum, and town. Public water access is just a short walk away, making it easy to enjoy all the benefits of this special area. Set on a gentle rise overlooking the Lagoon, the home is filled with natural light and offers be...

27 Crooked Meadow Rd. 27 Crooked Meadow Road is a charming three-bedroom Ranch with a comfortable layout and a spacious backyard. A full basement provides plenty of storage as well as room for future finished space. Conveniently located close to Falmouth High School and Falmouth Center. Outside, the backyard offers plenty of room for gardening, entertaining, play, or simply enjoying the outdoor...