Waterfront homes for sale & real estate in 02535, MA

16 homes

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Recommended

$2,250,000

4 beds3 baths1,918 sq ft

3.3 acre lot • 4 parking spots • Built 1968

21 & 25 Fulling Mill Rd, Chilmark, MA 02535

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ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
A rare offering on the shores of Nashaquitsa Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Set on 4.9 acres with a private 115-foot deep-water dock, this one-of-a-kind compound features striking modern architecture, walls of glass, and panoramic water views throughout. The main residence offers six ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired baths. Dramatic living spaces with soaring cathedral ceilings open to expansive decks and a screened porch overlooking the pond. Exceptional amenities include two chef’s kitchens, a private theater, wine cellar, outdoor shower, and a hilltop writer’

$45,000,000

7 beds12 baths11,200 sq ft

Waterfront estate • Private theater • Wine cellar

18 Point Inner Way, Chilmark, MA 02535

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ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces and fireplace. Multiple patios and gardens seamlessly connecting the living spaces to the surrounding natural landscape. In addition there is a one bedroom one bath guest cottage. The property features extensive parking and serene, tree-lined privacy back from the main road, serving as a peaceful getaway, investment property or year-round island home. Bring your personal updates and creative touc

$1,600,000

3 beds3 baths2,155 sq ft

Private lot • Extensive parking • Multiple patios

132 South Rd, Chilmark, MA 02535

ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
Horizon House sits atop one of Chilmark's most private and elevated parcels, offering protected and sweeping views of the Atlantic Ocean. Framed by meadow, mature trees, stone walls, and native terrain, the estate holds an extraordinary connection to both land and sea. The 4+ bedroom main house has been thoughtfully reimagined for today's buyer, designed and built by a team of leading architects and artisans. Grounded in its natural setting, the architecture features dramatic design elements and walls of glass to connect seamlessly with the idyllic landscape. An infinity-edge pool overlooks the pastoral ocean horizon that defines Chilmark, while a screened porch and large outdoor living are

$15,400,000

6 beds8 baths6,967 sq ft

Sport court • Outdoor living areas • Protected views

8 Snail Rd, Chilmark, MA 02535

ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
Welcome to an extraordinary coastal retreat within the exclusive gates of Squibnocket Farm, a 450+ acre private community offering access to over two miles of oceanfront, pond frontage, and conservation land. Designed and built by Soikkeli & Company, this elegant home blends timeless New England farmhouse architecture with refined modern luxury. The chef’s kitchen features soapstone countertops, custom cabinetry, premium appliances, and a walk-in pantry. Spacious living areas and a serene primary suite capture breathtaking Atlantic Ocean views. Additional bedrooms occupy a separate wing for added privacy. Outdoors, organic landscaping, historic stone walls, colorful gardens, fen

$12,500,000

5 beds3.5 baths3,700 sq ft

Custom cabinetry • Private community • Pond frontage

18 Spruce Gate Rd, Chilmark, MA 02535

Property at 35 South Bowl Rd, Chilmark, MA 02535, 3 beds, 2 baths

$4,995,000

3 beds2 baths2,710 sq ft

35 South Bowl Rd, Chilmark, MA 02535

Property at 96 Hammett Ln, Chilmark, MA 02535, 3 beds, 3 baths

$3,795,000

3 beds3 baths3,426 sq ft

96 Hammett Ln, Chilmark, MA 02535

Property at 19 Locust Ln, Aquinnah, MA 02535, 7 beds, 4.5 baths

$6,950,000

7 beds4.5 baths6,921 sq ft

19 Locust Ln, Aquinnah, MA 02535

Property at 49 Gosnolds Way, Chilmark, MA 02535, 5 beds, 3.5 baths

$5,200,000

5 beds3.5 baths4,044 sq ft

49 Gosnolds Way, Chilmark, MA 02535

Property at 205 South Rd, Chilmark, MA 02575, 4 beds, 4.5 baths

$4,995,000

4 beds4.5 baths5,402 sq ft

205 South Rd, Chilmark, MA 02575

Property at 4 Noman's Watch Rd, Aquinnah, MA 02535, 3 beds, 2.5 baths

$3,050,000

3 beds2.5 baths2,686 sq ft

4 Noman's Watch Rd, Aquinnah, MA 02535

Property at 26 Bijahs Way, Chilmark, MA 02535, 3 beds, 2 baths

$2,395,000

3 beds2 baths2,510 sq ft

26 Bijahs Way, Chilmark, MA 02535

Property at 47 Quenames Rd, Chilmark, MA 02535, 2 beds, 1 bath

$1,325,000

2 beds1 bath924 sq ft

47 Quenames Rd, Chilmark, MA 02535

Property at 45 Quenames Rd, Chilmark, MA 02535, 2 beds, 1 bath

$1,300,000

2 beds1 bath896 sq ft

45 Quenames Rd, Chilmark, MA 02535

Property at 0 Moshup Trl, Aquinnah, MA 02535

$330,000

Land1.26 acres (lot)

0 Moshup Trl, Aquinnah, MA 02535

Property at 00 Old Field Rd, Aquinnah, MA 02535

$1,150,000

Land2.02 acres (lot)

00 Old Field Rd, Aquinnah, MA 02535

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Nearby homes that match your criteria

ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious two-bedroom, one-bathroom Guest Studio with a fireplace, offering a combined 3,771 square feet of living space. A gunite swimming pool, gardens, expansive lawn areas, outdoor shower, and one-car garage complete the setting. Renovated in 2013 and equipped with central air conditioning, the property feels wonderfully secluded while remaining centrally located for convenient access to both up an

$2,200,000

4 beds3 baths3,771 sq ft

Private acres • Gunite swimming pool • Future expansion

99 Oak Ln, West Tisbury, MA 02575

ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
Year-round living in the desirable Island Farms Road neighborhood of West Tisbury. This well-built three-bedroom, two-bath home offers a comfortable layout with a first-floor primary bedroom. While ready for your personal updates, it provides a solid foundation to create your forever home. The open kitchen and living area offer a welcoming space for everyday living while the screened porch extends the living area outdoors—perfect for summer dining or simply relaxing in the peaceful surroundings. Mature landscaping, cultivated over many years, creates a private and tranquil setting. Additional amenities include an outdoor shower and garden shed. Ideally located just minutes from Lamber

$1,225,000

3 beds2 baths1,800 sq ft

Screened porch • Outdoor shower • Garden shed

52 Oak Knl, West Tisbury, MA 02575

ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
This stunning 3,200 sq. ft. architectural home features a bright, open layout defined by vaulted ceilings and rich hardwood floors. The gourmet kitchen, appointed with high-end finishes including silestone countertops, flows seamlessly into both a cozy family room and an elegant living room, anchored by a gorgeous dual-sided brick fireplace. With 4 bedrooms, 4 full bathrooms, and 2 dedicated home offices, this residence offers perfect versatility for modern living—whether you require a quiet library or a remote workspace. Step outside onto the welcoming farmer’s porch to take in the beautifully manicured grounds, complete with lush perennial gardens supported by an irrigation sy

$3,495,000

4 beds4 baths3,200 sq ft

In-ground pool • Hot tub spa • Farmers porch

64 Christiantown, West Tisbury, MA 02575

ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
Tucked away on 4.5 acres off Lambert's Cove Road, this unique property offers privacy and peaceful views to James Pond. A private boardwalk leads to a boathouse with direct access to James Pond, perfect for paddling across to Lambert's Cove and enjoying the nearby James Pond Preserve. The home features a spacious living room with cathedral ceilings and a wood burning fireplace, opening onto a patio overlooking the water. The kitchen with casual dining area connects to a screened porch, creating easy indoor-outdoor living. A heated Gunite pool and expansive yard enhance the tranquil setting. Additional features include a first floor bedroom, detached garage, full basement, and a newly instal

$3,600,000

5 beds3 baths2,701 sq ft

Private boardwalk • Boathouse • Screened porch

20 James Pond Way, West Tisbury, MA 02575

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ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
House & Guesthouse near Long Point Beach! The Island's coveted south shore is minutes from this charming West Tisbury compound, where the connection to nature is seamless. The main house sits high atop the trees and overlooks a park-like, fenced-in backyard perfect for kids and dogs. The yard also encompasses a sweet garden, storage shed, and outdoor shower. Inside is open with natural light from windows and skylights. The kitchen flows to the dining area and living room anchored by a wood stove. On this level is the primary BR, and full BA with soaking tub and separate shower. The loft upstairs offers versatile space for reading, television, or spillover guests. Downstairs on ground

$1,800,000

4 beds3 baths3,158 sq ft

Wood stove • Soaking tub • Natural light

188 Vineyard Meadow Farms Rd, Vineyard Haven, MA 02568

ABOUT THIS HOME
Waterfront Home for sale in 02535, MA:
Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen with a center island, and sliding doors that open to a spacious back deck—ideal for outdoor entertaining. The first floor includes a bedroom and a full bathroom, while the second floor offers two large bedrooms and a shared full bathroom. A full-height, dry basement provides excellent storage an

$1,499,000

3 beds2 baths1,562 sq ft

Spacious back deck • 1.6 acre lot • 4 parking spots

111 Charles Neck Way, West Tisbury, MA 02575

Property at 85 North Reservoir Rd, West Tisbury, MA 02575, 5 beds, 6 baths

$7,500,000

5 beds6 baths4,531 sq ft

85 North Reservoir Rd, West Tisbury, MA 02575

Property at 23 Onkokemmy Rd, West Tisbury, MA 02575

$1,200,000

Land3.42 acres (lot)

23 Onkokemmy Rd, West Tisbury, MA 02575

Property at 26 Flint Hill Rd, West Tisbury, MA 02575

$1,575,000

Land3.32 acres (lot)

26 Flint Hill Rd, West Tisbury, MA 02575

Waterfront Homes for Sale in 02535

There are currently 16 waterfront homes for sale in 02535 at a median listing price of $4.39M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 02535 stay on the market for 70 days. This map is refreshed with the newest listings in 02535 every 15 minutes.

In the past month, 1 home has been sold in 02535. In addition to houses in 02535, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in 02535 last month. Find your dream home in 02535 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 02535 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 02535. If you're looking to sell your home in the 02535 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 02535 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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