Vineyard Haven, MA Homes

/7
$599,000
- Land
- 0.07 Acre
- $8,160,763 per Acre
112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557

Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

Rose Ryley Wallace & Co. Sotheby's

112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
/44
$1,525,000 Sold Feb 03, 2026

105 Stoney Hill Rd, Vineyard Haven, MA 02568
- 4 Beds
- 2.5 Baths
- 1,815 Sq Ft
- Built 1986
Last Sold Summary
- 8% Below List Price
- $840/SF
- 60 Days On Market
Last Listing Agent Lisa Da Silva Compass | Point B

105 Stoney Hill Rd, Vineyard Haven, MA 02568

/53
Est $1,233,638 Not Listed For Sale

18 Goah Way, Vineyard Haven, MA 02568
- 4 Beds
- 2 Baths
- 1,861 Sq Ft
- Built 1998
18 Goah Way, Vineyard Haven, MA 02568

Last Sold Summary
- 14% Above List Price
- $581/SF
- 117 Days On Market
Last Sold Price $1,081,892

Last Listing Agent Stephanie Burke Portfolio Properties

/15
$560,000
- 1 Bed
- 1.5 Baths
- 591 Sq Ft
21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

Sheila Morse Island Real Estate

21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
/19
$1,330,000 Sold Oct 17, 2025

32 MacHipscat Trail, Vineyard Haven, MA 02568
- 3 Beds
- 1.5 Baths
- 1,404 Sq Ft
- Built 1983
Last Sold Summary
- 11% Below List Price
- $947/SF
- 112 Days On Market
Current Estimated Value $1,297,665

Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.

32 MacHipscat Trail, Vineyard Haven, MA 02568

/35
Est $1,367,263 Not Listed For Sale

26 Heath Hen Ln, Vineyard Haven, MA 02568
- 3 Beds
- 2.5 Baths
- 2,076 Sq Ft
- Built 1983
26 Heath Hen Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 2% Below List Price
- $674/SF
- 84 Days On Market
Last Sold Price $1,400,000

Last Listing Agent Candy DaRosa Feiner Real Estate

/58
$2,495,000
- 3 Beds
- 3.5 Baths
- 3,530 Sq Ft
61 Causeway Rd, Vineyard Haven, MA 02568

Welcome to this fabulous property nestled just a short stroll from all the best of Vineyard Haven. Easily accessible and within close proximity to the ferry, downtown shops, restaurants, galleries, Owen Park Beach, and the MV Playhouse, the location is ideal. This beautifully designed home has been lovingly maintained and offers a wonderful balance of Vineyard charm and modern convenience.

Stephanie Roache Donnelly + Co

61 Causeway Rd, Vineyard Haven, MA 02568
/17
$1,200,000 Sold Oct 28, 2025

211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1987
Last Sold Summary
- 25% Below List Price
- $714/SF
- 209 Days On Market
Last Listing Agent Jim Feiner Feiner Real Estate

211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568

/28
Est $954,303 Not Listed For Sale

280 State Rd, Vineyard Haven, MA 02568
- 4 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1920
280 State Rd, Vineyard Haven, MA 02568

Last Sold Summary
- 19% Above List Price
- $577/SF
- 3 Days On Market
Last Sold Price $800,000

Last Listing Agent Marilyn Moses Ocean Park Realty Inc

/12
$610,000
- 2 Beds
- 1 Bath
- 705 Sq Ft
124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

Here is your chance to be a Homeowner on Martha's Vineyard. MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that

Michele Moore Island Real Estate

124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
/22
$975,000 Sold Jul 07, 2025

128 Manchester Ave, Oak Bluffs, MA 02568
- 1 Bed
- 2 Baths
- 940 Sq Ft
- Built 2025
Last Sold Summary
- $1,037/SF
- 61 Days On Market
Last Listing Agent Michele Moore Island Real Estate

128 Manchester Ave, Oak Bluffs, MA 02568

/45
Not Listed For Sale

15 Canterbury Ln, Vineyard Haven, MA 02568
- 6 Beds
- 3 Baths
- 3,394 Sq Ft
- Built 1987
15 Canterbury Ln, Vineyard Haven, MA 02568

Last Sold Summary
- $460/SF
- 14 Days On Market
Last Sold Price $1,560,000

Last Listing Agent Nora Jardin Island Real Estate

/43
$1,600,000
- 3 Beds
- 3 Baths
- 1,737 Sq Ft
150 Cove Rd Unit 10, Vineyard Haven, MA 02568

The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with fine finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living

Michele Moore Island Real Estate

150 Cove Rd Unit 10, Vineyard Haven, MA 02568
/24
$1,200,180 Sold Aug 12, 2025

110 Otis Bassett Rd, Vineyard Haven, MA 02568
- 3 Beds
- 1 Bath
- 1,144 Sq Ft
- Built 1972
Last Sold Summary
- $1,049/SF
- 13 Days On Market
Current Estimated Value $1,157,704

Last Listing Agent Jen O'Hanlon Compass | The O'Hanlon Group

110 Otis Bassett Rd, Vineyard Haven, MA 02568

/30
Est $867,211 Not Listed For Sale

7 Elm St, Vineyard Haven, MA 02568
- 2 Beds
- 1 Bath
- 962 Sq Ft
- Built 1969
7 Elm St, Vineyard Haven, MA 02568

Last Sold Summary
- 6% Above List Price
- $852/SF
- 213 Days On Market
Last Sold Price $820,000

Last Listing Agent Jennifer O'hanlon Compass

/27
$2,400,000 Pending
- 3 Beds
- 3.5 Baths
- 1,884 Sq Ft
27 7th St N, Edgartown, MA 02539

27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with

Michele Casavant Vineyard Village Realty

27 7th St N, Edgartown, MA 02539
/9
$160,000 Sold Nov 14, 2025

60 Beach Rd Unit 105, Vineyard Haven, MA 02568
- 1 Bed
- 1 Bath
- 381 Sq Ft
- Built 1958
Last Sold Summary
- $420/SF
- 0 Days On Market
Current Estimated Value $160,384

Last Listing Agent Nantucket CompLINK LINK

60 Beach Rd Unit 105, Vineyard Haven, MA 02568

/29
Est $1,031,177 Not Listed For Sale

18 Lagoon Ave, Vineyard Haven, MA 02568
- 3 Beds
- 2.5 Baths
- 2,160 Sq Ft
- Built 1968
18 Lagoon Ave, Vineyard Haven, MA 02568

Last Sold Summary
- 29% Above List Price
- $370/SF
- 101 Days On Market
Last Sold Price $800,000

Last Listing Agent Rene Jackson Island Real Estate

/22
$925,000
- 2 Beds
- 0.5 Baths
- 953 Sq Ft
50 Canonicus Ave, Oak Bluffs, MA 02557

Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

Michele Moore Island Real Estate

50 Canonicus Ave, Oak Bluffs, MA 02557
/29
$1,150,000 Sold Dec 16, 2025

52 Old Coach Rd, Vineyard Haven, MA 02568
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1988
Last Sold Summary
- 8% Below List Price
- $887/SF
- 18 Days On Market
Current Estimated Value $1,240,511

Last Listing Agent Kathleen Kendrick Kathleen Kendrick

52 Old Coach Rd, Vineyard Haven, MA 02568

/5
Est $1,843,386 Not Listed For Sale

47 Carl Lairs Ln, Vineyard Haven, MA 02568
- 5 Beds
- 3 Baths
- 2,756 Sq Ft
- Built 2002
47 Carl Lairs Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 15% Above List Price
- $581/SF
- 80 Days On Market
Last Sold Price $1,600,000

Last Listing Agent Martha Smith C McManus Realty Group

/67
$2,300,000
- 4 Beds
- 3.5 Baths
- 3,274 Sq Ft
70 Spring St, Vineyard Haven, MA 02568

Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable

June Flake Viewpoints

70 Spring St, Vineyard Haven, MA 02568
/38
$1,875,000 Sold Apr 01, 2025

83 Dolan Ave, Vineyard Haven, MA 02568
- 5 Beds
- 4.5 Baths
- 3,841 Sq Ft
- Built 1994
Last Sold Summary
- 1% Below List Price
- $488/SF
- 24 Days On Market
Current Estimated Value $1,838,313

Last Listing Agent Courtney Marek Sandpiper Realty

83 Dolan Ave, Vineyard Haven, MA 02568

/22
Not Listed For Sale

189 Winyah Ln, Vineyard Haven, MA 02568
- 3 Beds
- 1.5 Baths
- 576 Sq Ft
- Built 1974
189 Winyah Ln, Vineyard Haven, MA 02568

Last Sold Summary
- $2,378/SF
- 50 Days On Market
Last Sold Price $1,370,000

Last Listing Agent Sheila Morse Island Real Estate

/21
$995,000 Pending
- 3 Beds
- 1 Bath
- 1,380 Sq Ft
95 Tashmoo Ave, Vineyard Haven, MA 02568

This terrific in-town neighborhood allows you easy access to Main Street, the library, shops, restaurants, the Steamship Authority and more. Hardwood floors throughout. Spacious and combined living/dining room. The attached garage measures 14’ x 23’ . With a good size yard for the outside activities. So much potential in this 1960’s starter home. Seller will provide a credit of up to $50,000 for

Peter Cronig Cronigs Real Estate

95 Tashmoo Ave, Vineyard Haven, MA 02568
/13
$1,195,000 Sold May 22, 2025

34 10th St S, Edgartown, MA 02539
- 3 Beds
- 2 Baths
- 1,110 Sq Ft
- Built 2006
Last Sold Summary
- $1,077/SF
- 8 Days On Market
Current Estimated Value $1,155,430

Last Listing Agent Rose Ryley Sandpiper Realty Inc

34 10th St S, Edgartown, MA 02539

/35
Est $1,372,244 Not Listed For Sale

53 Weaver Ln, Vineyard Haven, MA 02568
- 1 Bed
- 1.5 Baths
- 1,123 Sq Ft
- Built 1996
53 Weaver Ln, Vineyard Haven, MA 02568

Last Sold Summary
- 9% Below List Price
- $1,336/SF
- 27 Days On Market
Last Sold Price $1,500,000

Last Listing Agent Beth Welch Viewpoints; Bobbi Flake Reed, Inc.

/8
$700,000
- Land
- 0.26 Acre
- $2,670,736 per Acre
35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

Welcome to Lagoon Ridge.....Oak Bluffs’ newest and most sought-after neighborhood! Build your 3 bedroom dream home on this lofty setting, 95 feet above Lagoon Pond, featuring sweeping sky views, colorful sunsets, and refreshing salty sea breezes. This exceptional building lot is among the last of the remaining opportunities in this thriving new community. Utilities are already at the site,

Marilyn Moses Ocean Park Realty Inc

35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
/16
$800,000 Sold Sep 04, 2025

21 Norris Ave, Vineyard Haven, MA 02568
- 2 Beds
- 1 Bath
- 1,086 Sq Ft
- Built 1948
Last Sold Summary
- $737/SF
- 16 Days On Market
Current Estimated Value $816,410

Last Listing Agent Rene Ben David Ocean Park Realty Inc

21 Norris Ave, Vineyard Haven, MA 02568

/20
Est $1,020,637 Not Listed For Sale

33 Renear St, Vineyard Haven, MA 02568
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1950
33 Renear St, Vineyard Haven, MA 02568

Last Sold Summary
- 6% Above List Price
- $803/SF
- 7 Days On Market
Last Sold Price $964,000

Last Listing Agent Tina Miller Donnelly + Co.

/2
$799,000
- Land
- 0.91 Acre
- $878,022 per Acre
22 Bramble Path, West Tisbury, MA 02568

Flat building lot centrally located in West Tisbury. A perc test has been done that supports a four bedroom title five system. It is the buyers responsibility to install utilities, well and septic.

Michele Casavant Vineyard Village Realty

22 Bramble Path, West Tisbury, MA 02568
/31
$941,000 Sold Oct 03, 2025

4 Quail Run Unit 7, Oak Bluffs, MA 02557
- 2 Beds
- 1.5 Baths
- 1,323 Sq Ft
- Built 1972
Last Sold Summary
- $711/SF
- 52 Days On Market
Current Estimated Value $945,708

Last Listing Agent Janna O'Loughlin Portfolio Properties

4 Quail Run Unit 7, Oak Bluffs, MA 02557

/17
Est $1,010,609 Not Listed For Sale

146 Edgartown Rd, Vineyard Haven, MA 02568
- 2 Beds
- 2 Baths
- 1,214 Sq Ft
- Built 1958
146 Edgartown Rd, Vineyard Haven, MA 02568

Last Sold Summary
- 5% Below List Price
- $873/SF
- 163 Days On Market
Last Sold Price $1,060,000

Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

/30
$2,950,000
- 3 Beds
- 2.5 Baths
- 1,845 Sq Ft
33 Ocean Ave, Oak Bluffs, MA 02557

A rare offering on iconic Ocean Park. This beautifully renovated Victorian cottage sits in the heart of historic Oak Bluffs with unencumbered views of Ocean Park and Vineyard Sound. Completely rebuilt in 2024, this 3-bedroom, home blends classic Vineyard charm with modern comforts, featuring a welcoming wraparound porch, a beach-stone wood-burning fireplace, new kitchen, baths, windows, doors and

Marcia Sullivan Garvey Donnelly + Co.

33 Ocean Ave, Oak Bluffs, MA 02557
/26
$782,000 Sold Mar 06, 2026

24 School St, Oak Bluffs, MA 02557
- 2 Beds
- 1 Bath
- 861 Sq Ft
- Built 1925
Last Sold Summary
- 11% Below List Price
- $908/SF
- 86 Days On Market
Current Estimated Value $881,297

Last Listing Agent Stephanie Roache Donnelly + Co.

24 School St, Oak Bluffs, MA 02557

/2
Est $3,758,871 Not Listed For Sale

36 Burts Way, Vineyard Haven, MA 02568
- 4 Beds
- 7 Baths
- 4,342 Sq Ft
- Built 2004
36 Burts Way, Vineyard Haven, MA 02568

Last Sold Summary
- 27% Above List Price
- $679/SF
- 116 Days On Market
Last Sold Price $2,950,000

Last Listing Agent Lynn Buder Sandpiper Realty Inc

/7
$700,000 Pending
- 3 Beds
- 1 Bath
- 1,168 Sq Ft
10 Putnam Way, Vineyard Haven, MA 02568

Raised ranch style house on a corner lot near the lagoon. This could be the ''fixer upper'' buyers always ask about. Location is in the Lagoon Pond watershed and BUYER will have to replace the septic system to bring up to latest environmental requirements.

Kathleen Dawson Donnelly + Co.

10 Putnam Way, Vineyard Haven, MA 02568
/42
$1,250,000 Sold Sep 25, 2025

58 Weaver Ct, Vineyard Haven, MA 02568
- 4 Beds
- 3 Baths
- 2,210 Sq Ft
- Built 1969
Last Sold Summary
- 22% Below List Price
- $566/SF
- 137 Days On Market
Current Estimated Value $1,429,917

Last Listing Agent Skip Dostal, Jr Martha's Vineyard Real Estate

58 Weaver Ct, Vineyard Haven, MA 02568

/16
Est $1,763,527 Not Listed For Sale

39 Burts Way, Vineyard Haven, MA 02568
- 3 Beds
- 3 Baths
- 2,068 Sq Ft
- Built 1965
39 Burts Way, Vineyard Haven, MA 02568

Last Sold Summary
- 1% Below List Price
- $858/SF
- 141 Days On Market
Last Sold Price $1,775,000

Last Listing Agent Lynn Buder Sandpiper Realty Inc

/16
$1,045,000 Pending
- 3 Beds
- 2 Baths
- 1,469 Sq Ft
12 Park Ave, Vineyard Haven, MA 02568

Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island’s bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you’ll find a warm and welcoming open concept, perfect for both relaxing and

Sheila Morse Island Real Estate

12 Park Ave, Vineyard Haven, MA 02568

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Massachusetts Dukes County Vineyard Haven

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