Luxury homes for sale & real estate in Martha's Vineyard, MA

123 homes

Sort:

Recommended

NEW 6 HRS AGO

ABOUT THIS HOME
Luxury Home for sale in Martha's Vineyard, MA:
Downtown Oak Bluffs located in the Copeland District this Victorian home combines historic charm with modern comfort. Offering 6 spacious bedrooms and 3.5 bathrooms, this home provides ample living space for family and guests. Also making an ideal rental property Sleeping 12 comfortably just a block to the restaurants and shops of Circuit Ave. and a couple of blocks to the beach it's the perfect location for leaving your car behind and enjoy the best the Island has to offer at your doorstep. With a three-sided porch overlooking Hartford Park, one of the many grassy parks throughout the historic Copeland district perfect for entertaining, dining al fresco or just relaxing outdoors on the man

$1,650,000

6 beds3.5 baths1,617 sq ft

34 Massasoit Ave, Oak Bluffs, MA 02557

Three-sided porch • Modern comfort • Perfect location

COMING SOON

ABOUT THIS HOME
Luxury Home for sale in Martha's Vineyard, MA:
Set on a serene 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, charm, and excellent potential. The maintained 2-bedroom house features first-floor living, an open kitchen and living area, two spacious bedrooms, a full bath with tub, and an outdoor deck overlooking the natural woodland setting. With strong rental income and expansion options subject to approvals, the property is convenient to South Road, West Tisbury's village center, and Chilmark's iconic Lucy Vincent and Squibnocket Beaches.

$1,575,000

2 beds1 bath924 sq ft

47 Quenames Rd, Chilmark, MA 02535

3.02 acre lot • Built 1992

COMING SOON

ABOUT THIS HOME
Luxury Home for sale in Martha's Vineyard, MA:
Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two spacious bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with utility sink. With strong rental income and expansion potential, it's close to South Road, West Tisbury's village center, and Chilmark's iconic town beaches Squibnocket and Lucy Vincent.

$1,575,000

2 beds1 bath896 sq ft

45 Quenames Rd, Chilmark, MA 02535

3.02 acre lot • Built 1992

ABOUT THIS HOME
Luxury Home for sale in Martha's Vineyard, MA:
Located on a cul-de-sac in a serene neighborhood, this classic Cape-style home is less than 1.5 miles from Main Street, Vineyard Haven. The location is ideal—close to restaurants, shopping, and the ferry. The three-bedroom home offers a comfortable and functional layout. The first floor features a spacious living room with a wood-burning fireplace, an adjacent dining room, and a fabulous three-season room off the kitchen, filled with an abundance of natural light. A bedroom and a full bath with laundry complete the main level. Upstairs, there are two generous bedrooms and a shared full bathroom. One bedroom includes a flexible bonus area suitable for a den, office, or overflow. The ot

$1,350,000

3 beds2 baths1,809 sq ft

169 Clover Hill Dr, Vineyard Haven, MA 02568

Flexible bonus area • Three-season room • 0.86-acre lot

ABOUT THIS HOME
Luxury Home for sale in Martha's Vineyard, MA:
An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining room. The kitchen is at the back of the house with the mudroom and side entrance beyond. Enjoy the beautiful natural light in the spacious sun room at the front of the house with French doors leading to the side yard. The property offers charm and potential in a sought-after location. Several updates w

$875,000

2 beds1 bath861 sq ft

24 School St, Oak Bluffs, MA 02557

Spacious sun room • 0.24 acre lot • Garage

Property at 12 Wheelhouse Way, Oak Bluffs, MA 02557, 3 beds, 1.5 baths

$1,095,000

3 beds1.5 baths1,487 sq ft

12 Wheelhouse Way, Oak Bluffs, MA 02557

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

$3,350,000

3 beds2.5 baths2,686 sq ft

4 Noman's Watch Rd, Aquinnah, MA 02535

Property at 33 Alyssa Ln, Vineyard Haven, MA 02568, 3 beds, 3 baths

$1,495,000

3 beds3 baths2,304 sq ft

33 Alyssa Ln, Vineyard Haven, MA 02568

Property at 10 Dan'ls Way, West Tisbury, MA 02575, 5 beds, 3 baths

$1,892,500

5 beds3 baths2,552 sq ft

10 Dan'ls Way, West Tisbury, MA 02575

Property at 7 South Meadow Ln, Oak Bluffs, MA 02557, 4 beds, 3 baths

$1,825,000

4 beds3 baths3,142 sq ft

7 South Meadow Ln, Oak Bluffs, MA 02557

Property at 22 Old Lighthouse Rd, Vineyard Haven, MA 02568, 5 beds, 3 baths

$1,650,000

5 beds3 baths1,811 sq ft

22 Old Lighthouse Rd, Vineyard Haven, MA 02568

Property at 18 Spruce Gate Rd, Chilmark, MA 02535, 5 beds, 3.5 baths

$12,500,000

5 beds3.5 baths3,700 sq ft

18 Spruce Gate Rd, 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 344 Greenwood Ave, Vineyard Haven, MA 02568, 4 beds, 2 baths

$1,300,000

4 beds2 baths1,566 sq ft

344 Greenwood Ave, Vineyard Haven, MA 02568

Property at 10 Dory Cir, Edgartown, MA 02539, 4 beds, 3 baths

$1,600,000

4 beds3 baths1,738 sq ft

10 Dory Cir, Edgartown, MA 02539

Property at 47 Tiffany Dr, Oak Bluffs, MA 02557, 4 beds, 2.5 baths

$2,499,000

4 beds2.5 baths2,544 sq ft

47 Tiffany Dr, Oak Bluffs, MA 02557

Property at 25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,583 sq ft

25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Property at 1 Saddle Club Rd, Edgartown, MA 02539, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths1,822 sq ft

1 Saddle Club Rd, Edgartown, MA 02539

Property at 67 12th St S, Edgartown, MA 02539, 3 beds, 1 bath

$969,000

3 beds1 bath960 sq ft

67 12th St S, Edgartown, MA 02539

Property at 14 Twenty First St N, Edgartown, MA 02539, 3 beds, 1.5 baths

$1,200,000

3 beds1.5 baths1 sq ft

14 Twenty First St N, Edgartown, MA 02539

Property at 35 Double Ox Rd, Oak Bluffs, MA 02557, 3 beds, 3.5 baths

$2,250,000

3 beds3.5 baths2,475 sq ft

35 Double Ox Rd, Oak Bluffs, MA 02557

Property at 61 Butlers Cove Rd, Edgartown, MA 02539, 9 beds, 10 baths

$33,000,000

9 beds10 baths7,190 sq ft

61 Butlers Cove Rd, Edgartown, MA 02539

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 151 Tashmoo Ave, Tisbury, MA 02468, 4 beds, 3.5 baths

$2,295,000

4 beds3.5 baths2,690 sq ft

151 Tashmoo Ave, Tisbury, MA 02468

Property at 50 Canonicus Ave, Oak Bluffs, MA 02557, 2 beds, 0.5 baths

$970,000

2 beds0.5 baths953 sq ft

50 Canonicus Ave, Oak Bluffs, MA 02557

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 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 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 52 S Summer Street South, Edgartown, MA 02539, 6 beds, 6 baths

$9,795,000

6 beds6 baths6,135 sq ft

52 S Summer Street South, Edgartown, MA 02539

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 8 Paddock Rd, Oak Bluffs, MA 02557, 4 beds, 5.5 baths

$5,450,000

4 beds5.5 baths3,300 sq ft

8 Paddock Rd, Oak Bluffs, MA 02557

Property at 9 Brunswick Ave, Oak Bluffs, MA 02557, 3 beds, 1 bath

$1,429,000

3 beds1 bath1,033 sq ft

9 Brunswick Ave, Oak Bluffs, MA 02557

Property at 46 Tercel Ln, Chilmark, MA 02535, 2 beds, 1 bath

$1,650,000

2 beds1 bath716 sq ft

46 Tercel Ln, Chilmark, MA 02535

Property at 56 N Neck Rd, Edgartown, MA 02539, 4 beds, 3 baths

$3,995,000

4 beds3 baths4,920 sq ft

56 N Neck Rd, Edgartown, MA 02539

Property at 46 Tiercel Ln, Chilmark, MA 02535, 2 beds, 1 bath

$1,650,000

2 beds1 bath716 sq ft

46 Tiercel Ln, Chilmark, MA 02535

Property at 24 Katama Bay View Rd, Edgartown, MA 02539, 4 beds, 5 baths

$8,500,000

4 beds5 baths3,497 sq ft

24 Katama Bay View Rd, Edgartown, MA 02539

Property at 150 East Chop Dr, Oak Bluffs, MA 02557, 8 beds, 8 baths

$8,900,000

8 beds8 baths8,560 sq ft

150 East Chop Dr, Oak Bluffs, MA 02557

Property at 113 Leonard Cir, Vineyard Haven, MA 02568, 4 beds, 2 baths

$1,099,000

4 beds2 baths1,306 sq ft

113 Leonard Cir, Vineyard Haven, MA 02568

Property at 6 Brewster Ave, Oak Bluffs, MA 02557, 4 beds, 3 baths

$3,250,000

4 beds3 baths1,728 sq ft

6 Brewster Ave, Oak Bluffs, MA 02557

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

$3,990,000

3 beds5 baths3,171 sq ft

15 Old Farm Rd, Chilmark, MA 02535

Viewing page 1 of 3

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 Sat Dec 06 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 Martha's Vineyard

There are currently 123 luxury homes for sale in Martha's Vineyard at a median listing price of $2.17M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Martha's Vineyard stay on the market for 148 days. Popular neighborhoods include Edgartown Village Historic District, Chappaquiddick, Upper Cape, and East Chop. This map is refreshed with the newest listings in Martha's Vineyard every 15 minutes.

In the past month, 24 homes have been sold in Martha's Vineyard. In addition to houses in Martha's Vineyard, there were also 8 condos, 2 townhouses, and 5 multi-family units for sale in Martha's Vineyard last month. Find your dream home in Martha's Vineyard 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 Martha's Vineyard are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Martha's Vineyard. If you're looking to sell your home in the Martha's Vineyard area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Martha's Vineyard with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Martha's Vineyard, MA

Nearby Neighborhoods

Cities

Nearby Neighborhoods with Luxury Homes

Nearby Cities with Luxury Homes

More to explore in Martha's Vineyard, MA

How to buy a house in Martha's Vineyard, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.