Vineyard Haven, MA homes for sale & real estate

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ABOUT THIS HOME
Vineyard Haven, MA Homes for Sale
A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by more than 200 acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow from one room to the next, perfect for entertaining or simply enjoying daily living. The great room features a beautiful custom Johnny Hoy stone fireplace, cypress ceiling, white ash flooring, and custom cabinetry. High end chef's kitchen with breakfast bar opens into the dining area. Home has state

$4,500,000

5 beds5 baths5,598 sq ft

71 Stoney Hill Road Rd, Vineyard Haven, MA 02568

Custom cabinetry • Cypress ceiling • White ash flooring

3D WALKTHROUGH

ABOUT THIS HOME
Vineyard Haven, MA Homes for Sale
Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles were rare, these homes were sited with ease of access in mind. Though they have no driveways, convenient on-street parking is always available--local residents often find it easier to stroll, or bike, into town than drive. Both homes are separately deeded, giving you the flexibility to own them joi

$1,830,000

4 beds4 baths1,600 sq ft

12 & 14 Maple Ave, Oak Bluffs, MA 02557

Deeded separately • 4,356 sq ft lot • Built 1909

ABOUT THIS HOME
Vineyard Haven, MA Homes for Sale
East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic charm. At the rear of the property, a one-bedroom guest house provides privacy and, perhaps most importantly, the modern comforts today's lifestyle demands. Set on a generous, level parcel, with an existing seven-bedroom septic system--providing ample opportunity for future expansion and customization. Located in the heart of East Chop, a cherished community known for its neighborly spirit, you're ju

$2,495,000

5 beds2.5 baths2,577 sq ft

16 Atlantic Ave, Oak Bluffs, MA 02557

Minutes from harbor • 0.5 acre lot • Garage

ABOUT THIS HOME
Vineyard Haven, MA Homes for Sale
Outstanding year-round, two-bedroom condo on the ground level with dedicated parking, and close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. The common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. This unit has been delightfully renovated, featuring new hardwood floors, an updated bathroom, updated kitchen appliances, and a freshly painted interior. Being sold furnished, this true gem is ready for immediate occupancy.

$650,000

2 beds1 bath725 sq ft

124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

Picnic tables • Swimming pool • Grills

ABOUT THIS HOME
Vineyard Haven, MA Homes for Sale
Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club, this property offers unparalleled convenience paired with a sense of seclusion. At the heart of the home is a chef-inspired gourmet kitchen with premium appliances, expansive counter space, a generous pantry room, and window-lined separate dining room ideal for both casual or formal dining. Step out

$2,495,000

4 beds3 baths2,562 sq ft

21 Woodlawn Ave, Vineyard Haven, MA 02568

Private deck • Generous pantry room • Screened-in porch

Property at 7 Upper Meadow Ln, Oak Bluffs, MA 02557, 4 beds, 2.5 baths

$1,850,000

4 beds2.5 baths3,268 sq ft

7 Upper Meadow Ln, Oak Bluffs, MA 02557

Property at 385 Barnes Rd, Oak Bluffs, MA 02557, 3 beds, 4.5 baths

$5,995,000

3 beds4.5 baths3,608 sq ft

385 Barnes Rd, Oak Bluffs, MA 02557

Property at 96 Machester Ave, Oak Bluffs, MA 02557, 3 beds, 2 baths

$1,149,000

3 beds2 baths1,596 sq ft

96 Machester Ave, Oak Bluffs, MA 02557

Property at 12 Park Ave, Vineyard Haven, MA 02568, 3 beds, 2 baths

$1,045,000

3 beds2 baths1,469 sq ft

12 Park Ave, Vineyard Haven, MA 02568

Property at 267 Barnes Rd, Oak Bluffs, MA 02557, 3 beds, 5.5 baths

$4,395,000

3 beds5.5 baths4,046 sq ft

267 Barnes Rd, Oak Bluffs, MA 02557

Property at 261 Sandpiper Ln #12, Vineyard Haven, MA 02568, 3 beds, 3 baths

$1,250,000

3 beds3 baths1,628 sq ft

261 Sandpiper Ln #12, Vineyard Haven, MA 02568

Property at 30 Franklin Ave, Oak Bluffs, MA 02557, 2 beds, 2.5 baths

$2,150,000

2 beds2.5 baths2,137 sq ft

30 Franklin Ave, Oak Bluffs, MA 02557

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 47 E Chop Dr, Oak Bluffs, MA 02557, 8 beds, 6 baths

$10,500,000

8 beds6 baths3,888 sq ft

47 E Chop Dr, Oak Bluffs, MA 02557

Property at 26 Union Ct #7, Vineyard Haven, MA 02568, 2 beds, 2.5 baths

$1,625,000

2 beds2.5 baths1,532 sq ft

26 Union Ct #7, Vineyard Haven, MA 02568

Property at 4 High Meadow Ln, Oak Bluffs, MA 02557, 4 beds, 3.5 baths

$2,260,000

4 beds3.5 baths2,810 sq ft

4 High Meadow Ln, Oak Bluffs, MA 02557

Property at 47 E East Chop Dr #5, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath650 sq ft

47 E East Chop Dr #5, Oak Bluffs, MA 02557

Property at 150 Cove Rd #10, Vineyard Haven, MA 02568, 2 beds, 3 baths

$1,699,000

2 beds3 baths1,737 sq ft

150 Cove Rd #10, Vineyard Haven, MA 02568

Property at 47 E Chop Dr #1, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath731 sq ft

47 E Chop Dr #1, Oak Bluffs, MA 02557

Property at 63 Bayes Hill Rd Rd, Oak Bluffs, MA 02557, 4 beds, 4 baths

$3,150,000

4 beds4 baths5,165 sq ft

63 Bayes Hill Rd Rd, Oak Bluffs, MA 02557

Property at 47 East Chop Dr, Oak Bluffs, MA 02557, 7 beds, 6 baths

$10,500,000

7 beds6 baths3,888 sq ft

47 East Chop Dr, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #3, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,995,000

2 beds1 bath802 sq ft

47 E Chop Dr #3, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #4, Oak Bluffs, MA 02557, 2 beds, 1 bath

$1,995,000

2 beds1 bath879 sq ft

47 E Chop Dr #4, Oak Bluffs, MA 02557

Property at 47 E Chop Dr #2, Oak Bluffs, MA 02557, 1 bed, 1 bath

$1,495,000

1 bed1 bath736 sq ft

47 E Chop Dr #2, Oak Bluffs, MA 02557

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 56 Holmes Hole Rd, Oak Bluffs, MA 02557

$674,000

— beds— baths— sq ft

56 Holmes Hole Rd, Oak Bluffs, MA 02557

Property at 0 Red Buoy Ln Lot 147, Vineyard Haven, MA 02568

$619,000

— beds— baths— sq ft

0 Red Buoy Ln Lot 147, Vineyard Haven, MA 02568

Property at 0 Barnes Rd, Oak Bluffs, MA 02557

$495,000

— beds— baths— sq ft

0 Barnes Rd, Oak Bluffs, MA 02557

Property at 22 Bramble Path, West Tisbury, MA 02575

$799,000

— beds— baths— sq ft

22 Bramble Path, West Tisbury, MA 02575

Property at 37 Double Ox Rd, Oak Bluffs, MA 02557

$599,000

— beds— baths— sq ft

37 Double Ox Rd, Oak Bluffs, MA 02557

Property at 7 Overview Ln, Oak Bluffs, MA 02557

$5,100,000

— beds— baths— sq ft

7 Overview Ln, Oak Bluffs, MA 02557

Property at 0 Weaver Ln, Vineyard Haven, MA 02568

$1,950,000

— beds— baths— sq ft

0 Weaver Ln, 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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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 Nov 29 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.

Average home prices near Vineyard Haven, MA

Cities

Neighborhoods
Zip Codes

Martha's Vineyard homes for sale
$2,250,000

Vineyard Haven, MA real estate trends

$1.8M

Sale price

+4.3%
since last year

$940

Sale $/sq ft

-1.7%
since last year

Under list price

2.1%

Days on market

69.5

Down payment

—

Total homes sold

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