Luxury homes for sale & real estate in West Tisbury, MA

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ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
West Tisbury Farmhouse with all of the Historic Charm! 1743/1850, once owned by the renowned sailor & author Joshua Slocum. Located on a lush 1.27 acres, this property has all the makings of a perfect family compound with a 4 bedroom, 2 Bathroom Main House and a 1 Bedroom, 1 Bathroom Guest Cottage. From the patio entry you will arrive into the bright, custom kitchen with new appliances, vaulted ceilings, a generous center island and sizable Verona gas range. Enjoy plenty of work space and additional storage in the walk-in pantry. From there the kitchen then opens up to the dining area and additional sitting area, with exposed beams, period plaster walls, wide wooden floorboards and on

$1,892,500

5 beds3 baths2,552 sq ft

10 Dan'ls Way, West Tisbury, MA 02575

Custom kitchen • Period plaster walls • New appliances

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
Prime Martha’s Vineyard location! Nestled on 1.4 acres in the desirable Vineyard Meadow Farms neighborhood, this property offers privacy, convenience, and potential. Ideally situated in West Tisbury near Edgartown and Vineyard Haven, residents enjoy easy access to shops, restaurants, and the island’s scenic beaches—including eligibility for Lambert’s Cove Beach through West Tisbury residency. The home exudes warmth and charm with vaulted ceilings, exposed brick, and beautiful natural wood beams. Living and dining areas center around a classic wood-burning stove. Off the living room, a bright three-season room offers an ideal office or flex space; another off the kitc

$1,100,000

2 beds2 baths1,583 sq ft

25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Fenced yard • Three-season room • Wood-burning stove

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached approved WT Planning Board survey). The proposed survey/subdivision plan has a driveway easement area, a buyer, will acknowledge and agree to the driveway easement location upon completion of a sale. Note: The 2025 taxes for this smaller parcel have not been assessed due to the fact it is currently p

$1,495,000

4 beds2 baths1,332 sq ft

40 Scotchmans Ln, West Tisbury, MA 02575

Covered patio • Mature plantings • Built 1830

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, 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 and pot

$1,599,000

3 beds2 baths1,562 sq ft

111 Charles Neck Way, West Tisbury, MA 02575

1.6 acre lot • 4 garage spots • Built 1999

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main house was recently renovated by a top local contractor and the result is a rustic Vineyard vibe with a sophisticated twist. The cozy and comfortable kitchen and sitting room areas lead to the dramatic Great Room on the north end of the house - the 600 square foot space with its 26'-high ceilings is b

$2,250,000

4 beds2.5 baths2,982 sq ft

157 Ben Chase Rd, West Tisbury, MA 02575

4.01 acre lot • Garage • Built 1980

Property at 53 Stoney Hill Rd, West Tisbury, MA 02575, 3 beds, 3.5 baths

$3,299,000

3 beds3.5 baths3,082 sq ft

53 Stoney Hill Rd, West Tisbury, MA 02575

Property at 9 Beach Pebble Rd, Vineyard Haven, MA 02568

$1,595,000

— beds— baths— sq ft

9 Beach Pebble Rd, Vineyard Haven, MA 02568

Property at 11 Beach Pebble Rd, West Tisbury, MA 02575

$1,495,000

— beds— baths— sq ft

11 Beach Pebble Rd, West Tisbury, MA 02575

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ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
Country Living so close to Town! Lovely 3 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space. with half bath. Open kitchen, dining & entertainment area. Large side deck. Living Room with additional nook. Half bath. Interior stairs to lower level with private exterior entrance and garage. 2nd floor has large primary bedroom with cathedral ceilings, walk through double closet and generous private bath with jacuzzi, separate shower and laundry facilities. Two additional bedrooms. two full baths. Attic. Grassy areas on front and side of property. Small association off West Spring St. R10 Zoning. Propane FHW Heat Pump A/C Radiant Heat on lower level Town Water , T

$1,495,000

3 beds3 baths2,304 sq ft

33 Alyssa Ln, Vineyard Haven, MA 02568

Large side deck • Cathedral ceilings • Jacuzzi

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently located just one mile from the shops and restaurants of downtown Vineyard Haven and less than two miles from the sandy shores of Tashmoo public beach. With a strong rental history, it's perfectly suited as a year-round residence, vacation retreat, or investment property. The property is located within the Tashmoo Watershed District, and the septic system will require upgrades to comply with denitrific

$1,300,000

4 beds2 baths1,566 sq ft

344 Greenwood Ave, Vineyard Haven, MA 02568

Large deck • One mile from shops • Heated pool

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
Custom-built 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, charming town centers and year-round ferries. Features include a large primary bedroom, a convenient first floor bedroom, and an open kitchen dining area flowing to a spacious wooden deck and outdoor shower--perfect for indoor-outdoor living. Beautifully maintained with wood floors, skylights, and abundant natural light throughout, this move-in-ready home blends comfort and style. Ideal for year-round living or seasonal retreat.

$1,095,000

3 beds1.5 baths1,487 sq ft

12 Wheelhouse Way, Oak Bluffs, MA 02557

8,861 sq ft lot • Built 1999 • Listed 23 days

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the home is ideal for entertaining. The design is casual but practical, evidenced by the well-appointed kitchen which offers direct access to the rear deck for an eat-in or eat-out option. With separate finished living quarters on the garden level, the home easily accommodates guests, multi-generational living, or a growing famil

$1,650,000

5 beds3 baths1,811 sq ft

22 Old Lighthouse Rd, Vineyard Haven, MA 02568

0.34 acre lot • 5 parking spots • Built 2002

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
The Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped kitchen with a center island, stainless appliances, custom cabinetry and dining room with sliders to a peaceful and private deck. Living room offers a comfortable space for TV and relaxing. There is also nice size first floor primary with walk-in closet and spacious en-suite bathroom. The grand entryway takes you to the second floor which offers a second primary bedroom with walk-in closet and en-

$2,295,000

4 beds3.5 baths2,690 sq ft

151 Tashmoo Ave, Tisbury, MA 02468

Wrap around porch • Open floor plan • Stainless appliances

ABOUT THIS HOME
Luxury Home for sale in West Tisbury, MA:
Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush landscaping with stone walls, specimen trees, and a goldfish pond with a waterfall. Additional amenities include a pool house, a detached one-car garage/workshop, an oversized two-car garage, and a full basement—perfect for extra storage or hobbies. With private access to Lagoon Pond, th

$2,499,000

4 beds2.5 baths2,544 sq ft

47 Tiffany Dr, Oak Bluffs, MA 02557

Pool house • Private oasis • Full basement

Property at 27 Chapde Ln, Vineyard Haven, MA 02568, 3 beds, 2.5 baths

$1,615,000

3 beds2.5 baths1,740 sq ft

27 Chapde Ln, Vineyard Haven, MA 02568

Property at 159 Lake St, Vineyard Haven, MA 02568, 5 beds, 4 baths

$2,595,000

5 beds4 baths3,329 sq ft

159 Lake St, Vineyard Haven, MA 02568

Property at 187 Lagoon Pond Rd, Tisbury, MA 02575, 5 beds, 2 baths

$2,825,000

5 beds2 baths2,386 sq ft

187 Lagoon Pond Rd, Tisbury, MA 02575

Property at 33 Lagoon Pond Rd, Vineyard Haven, MA 02568, 3 beds, 3 baths

$2,150,000

3 beds3 baths1,680 sq ft

33 Lagoon Pond Rd, Vineyard Haven, MA 02568

Property at 34 Davis St, Vineyard Haven, MA 02568, 3 beds, 3.5 baths

$2,195,000

3 beds3.5 baths2,453 sq ft

34 Davis St, Vineyard Haven, MA 02568

Property at 825 Main St, Vineyard Haven, MA 02568, 6 beds, 5 baths

$14,500,000

6 beds5 baths5,867 sq ft

825 Main St, Vineyard Haven, MA 02568

Property at 15 Old Farm Rd, Chilmark, MA 02535, 3 beds, 5 baths

$4,250,000

3 beds5 baths3,171 sq ft

15 Old Farm Rd, Chilmark, MA 02535

Property at 5 Pinetree Ln, Vineyard Haven, MA 02568, 4 beds, 3 baths

$1,999,999

4 beds3 baths2,730 sq ft

5 Pinetree Ln, Vineyard Haven, MA 02568

Property at 128 Spring St, Vineyard Haven, MA 02568, 5 beds, 3.5 baths

$1,575,000

5 beds3.5 baths2,436 sq ft

128 Spring St, Vineyard Haven, MA 02568

Property at 136 Spring St, Vineyard Haven, MA 02568, 1 bed, 1 bath

$850,000

1 bed1 bath534 sq ft

136 Spring St, Vineyard Haven, MA 02568

Property at 139 Main St, Vineyard Haven, MA 02568, 5 beds, 6.5 baths

$3,750,000

5 beds6.5 baths4,372 sq ft

139 Main St, Vineyard Haven, MA 02568

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

$3,995,000

3 beds3 baths3,426 sq ft

96 Hammett Ln, Chilmark, MA 02535

Property at 400 Barnes Rd, Oak Bluffs, MA 02557, 6 beds, 5.5 baths

$6,395,000

6 beds5.5 baths7,000 sq ft

400 Barnes Rd, Oak Bluffs, MA 02557

Property at 25 Coffins Field Rd, Edgartown, MA 02539

$1,100,000

— beds— baths— sq ft

25 Coffins Field Rd, Edgartown, MA 02539

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Tue Dec 02 2025. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Luxury Homes for Sale in West Tisbury

There are currently 8 luxury homes for sale in West Tisbury at a median listing price of $1.89M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in West Tisbury stay on the market for 53 days. Popular neighborhoods include Martha's Vineyard. This map is refreshed with the newest listings in West Tisbury every 15 minutes.

In the past month, 1 home has been sold in West Tisbury. Find your dream home in West Tisbury 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 West Tisbury are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in West Tisbury. Our West Tisbury real estate stats and trends will give you more information about home buying and selling trends in West Tisbury. If you're looking to sell your home in the West Tisbury area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in West Tisbury with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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