Vineyard Haven, MA Homes

/24
Est $1,734,291 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,298 Sq Ft
70 Tashmoo Ave, Vineyard Haven, MA 02568

70 Tashmoo Ave, Vineyard Haven, MA 02568

/24
$1,099,000 Open Sun 11AM - 1PM
- 4 Beds
- 2 Baths
- 1,306 Sq Ft
113 Leonard Cir, Vineyard Haven, MA 02568

This charming four-bedroom Cape features an updated, open-concept design seamlessly connecting the living, kitchen, and dining areas. The first floor includes a bright, well-lit bedroom and an updated shared bathroom. Upstairs, the three additional bedrooms boast soaring cathedral ceilings that maximize natural light, creating a bright and cheerful atmosphere. A shared bath with a shower and

Alyson Parker Karen M. Overtoom R.E.

113 Leonard Cir, Vineyard Haven, MA 02568
/74
$3,284,500 Sold May 23, 2025
- 3,085 Sq Ft
- $1,065/SF
- 657 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2024
9 Hollow Way, Edgartown, MA 02539

EDGARTOWN - NEW CONSTRUCTION with POOL - 6 Bedrooms...in Two Structures.....Plus a 31'6" x 14' heated saltwater pool! 5 Bedroom Main House with 4.5 Bathrooms. Detached 1 bedroom w/Full Bathroom over a Two (2) car garage. Main house has a lovely open floor plan with a large kitchen w/Bosch® Stainless Steel Appliances, beautiful Soapstone Island and Carrara Marble counters, a dining room,

Alisan Lohan-Conway Alisan Lohan-Conway Properties

9 Hollow Way, Edgartown, MA 02539

/19
Est $1,224,846 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,372 Sq Ft
26 Daggett Ave, Vineyard Haven, MA 02568

26 Daggett Ave, Vineyard Haven, MA 02568

/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
/28
$1,270,000 Sold May 23, 2025
- 2,192 Sq Ft
- $579/SF
- 57 Days On Market
- 3 Beds
- 2 Baths
- Built 1940
60 Prospect Ave, Oak Bluffs, MA 02557

OAK BLUFFS ~ APPROVED 4 BEDROOM SEPTIC IN PLACE - This home LIVES LARGE and offers 3 Distinct Structures situated on a BEAUTIFUL landscaped .34 Acre private lot ~EASY WALK or BIKE RIDE to OAK BLUFFS HARBOR, Town, Sandy Beaches, Ferry Ports and Town Parks! Tastefully renovated SPACIOUS Split-Level Home featuring a lovely and functional open floor plan. The main level displays beautiful hardwood

Marilyn Moses Ocean Park Realty Inc

60 Prospect Ave, Oak Bluffs, MA 02557

/23
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,632 Sq Ft
301 Main St, Vineyard Haven, MA 02568

301 Main St, Vineyard Haven, MA 02568

/16
$1,193,000
- 3 Beds
- 1.5 Baths
- 1,040 Sq Ft
50 Lantern Ln, Vineyard Haven, MA 02568

*NOTE: The seller is offering a $25,000 credit towards the required septic upgrade. Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you'll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and

Madelyn Silvia Wallace & Co. Sotheby's International Realty

50 Lantern Ln, Vineyard Haven, MA 02568
/37
$1,835,000 Sold May 23, 2025
- 2,391 Sq Ft
- $767/SF
- 59 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2001
41 Smith Hollow Dr, Edgartown, MA 02539

Discover this exquisite, contemporary home nestled in the heart of Edgartown's Smith Hollow, conveniently located just off the bike path and mere minutes from the lively Edgartown Village. Situated in a welcoming, family-oriented neighborhood, this stylish residence boasts a bright and airy open floor plan.The Great Room captivates with its soaring cathedral wood ceiling and robust timber

Marilyn Moses Ocean Park Realty Inc

41 Smith Hollow Dr, Edgartown, MA 02539

/32
Est $2,298,732 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1 Sq Ft
51 Hatch Rd, Vineyard Haven, MA 02568

51 Hatch Rd, Vineyard Haven, MA 02568

/4
$474,000
- Land
- 0.55 Acre
- $861,818 per Acre
11 Boylston Dr Unit 1.314, Edgartown, MA 02539

A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

Alyssa Halisky Wallace & Co. Sotheby's

11 Boylston Dr Unit 1.314, Edgartown, MA 02539
/13
$1,195,000 Sold May 22, 2025
- 1,110 Sq Ft
- $1,077/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 2006
34 10th St S, Edgartown, MA 02539

This charming 3 bedroom, 2 bathroom ranch-style Edgartown home offers comfortable single-level living with classic Vineyard appeal. The layout includes a dedicated living room, and an open kitchen and dining area. The primary suite features a private bath, while two additional bedrooms share a full bathroom. Outside, the property provides deck overlooking the yard for enjoying the outdoors.

Rose Ryley Sandpiper Realty Inc

34 10th St S, Edgartown, MA 02539

/12
Est $975,834 Not Listed For Sale
- 2 Beds
- 2 Baths
- 976 Sq Ft
50 Old Lighthouse Rd, Vineyard Haven, MA 02568

50 Old Lighthouse Rd, Vineyard Haven, MA 02568

/4
$474,000
- Land
- 0.55 Acre
- $861,818 per Acre
11 Boylston Dr, Edgartown, MA 02539

A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island's top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

Alyssa Halisky Wallace & Co. Sotheby's International Realty

11 Boylston Dr, Edgartown, MA 02539
/27
$1,600,000 Sold May 22, 2025
- 1,594 Sq Ft
- $1,004/SF
- 532 Days On Market
- 3 Beds
- 2 Baths
- Built 1933
2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557

Stunning sunsets await. This quintessential bungalow style Vineyard home has been lovingly maintained and enjoyed by the same family for close to 100 years. Built in 1933, the main house includes three bedrooms, two full baths and hardwood floors throughout. The spacious living area boasts high ceilings, stone fireplace, and expansive water views. Summer days and nights are well spent under

Carol Shore Donnelly + Co

2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557

/15
Est $1,050,178 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,236 Sq Ft
75 Fairfield Ave, Vineyard Haven, MA 02568

75 Fairfield Ave, Vineyard Haven, MA 02568

/39
$2,495,000
- 5 Beds
- 2.5 Baths
- 2,577 Sq Ft
16 Atlantic Ave, Oak Bluffs, MA 02557

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

Katherine Donahue Sandpiper Realty Inc

16 Atlantic Ave, Oak Bluffs, MA 02557
/36
$5,500,000 Sold May 20, 2025
- 3,262 Sq Ft
- $1,686/SF
- 295 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1984
12 Tamarack Ln, Oak Bluffs, MA 02536

This bright and sunny home has a spectacular waterview overlooking the Eighth Fairway of Farm Neck Golf Course, Sengekontacket Pond and Nantucket Sound. Professionaly designed landscaping with perennial beds and charming brick courtyard add to its ambiance. Included are Farm Neck Golf Club stockholder membership (meaning immediate entry into golf membership), tennis and dock & mooring privileges.

Betsy Kessler Rutledge Properties

12 Tamarack Ln, Oak Bluffs, MA 02536

/27
Est $1,030,531 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,081 Sq Ft
90 Holly Tree Ln, Vineyard Haven, MA 02568

90 Holly Tree Ln, Vineyard Haven, MA 02568

/45
$19,500,000
- 7 Beds
- 5.5 Baths
- 3,344 Sq Ft
104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535

This beautiful 2-parcel compound totals 9.5-acre of land and 600 feet of private Vineyard Sound beach. There is a renovated 4-bedroom beach cottage on one of the parcels which includes all modern amenities and offers spectacular views from almost every room. The second parcel has an older 3-bedroom home located high on a ridge. Both parcels offer wonderful walking paths to the sandy beach below.

Thomas Leclair Landvest MV

104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
/18
$1,200,000 Sold May 19, 2025
- 2,080 Sq Ft
- $577/SF
- 590 Days On Market
- 3 Beds
- 2 Baths
- Built 1972
193 Franklin Terrace, Vineyard Haven, MA 02568

Perched on a sunny sloping lot, this 3-bedroom, 2-bath year-round home in a quiet established neighborhood is walking distance to the heart of town and close to everything. Septic can accommodate 4 bedrooms. Deck with grilling area and outdoor shower looking over the landscaped side yard. On the main level, open kitchen with a large island. On the lower level, 3 bedrooms, 2 have walkout access. A

Claire Callagy Compass

193 Franklin Terrace, Vineyard Haven, MA 02568

/26
Est $3,963,529 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,686 Sq Ft
137 Massasoit Ave, Vineyard Haven, MA 02568

137 Massasoit Ave, Vineyard Haven, MA 02568

/32
$22,950,000
- 7 Beds
- 8.5 Baths
- 8,200 Sq Ft
60 Bartimus Luce Rd, Vineyard Haven, MA 02568

This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

Gerrett Conover Landvest MV

60 Bartimus Luce Rd, Vineyard Haven, MA 02568
/45
$1,225,000 Sold May 19, 2025
- 1,725 Sq Ft
- $710/SF
- 338 Days On Market
- 3 Beds
- 2 Baths
- Built 1986
51 Head of the Pond Rd, Vineyard Haven, MA 02568

Iron Hill, Centrally located with convenient access to Island villages. 3 Bedroom, 2 Bath Ranch on 1.5+ acres. An empty canvas with limitless possibilities. Mature landscaping designed for privacy, aesthetics, and low maintenance. Paved private road access, with generous setback for residence. Bike path, Bus stop, State Forest, & Walking Trails nearby. Association covenants allow up to two

Bruce Stuart Bruce Stuart and Associates

51 Head of the Pond Rd, Vineyard Haven, MA 02568

/24
Est $2,118,123 Not Listed For Sale
- 5 Beds
- 3 Baths
- 1,830 Sq Ft
125 Massasoit Ave, Vineyard Haven, MA 02568

125 Massasoit Ave, Vineyard Haven, MA 02568

/15
$5,100,000
- Land
- 2.34 Acres
- $2,179,487 per Acre
7 Overview Ln, Oak Bluffs, MA 02557

A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

Alyssa Halisky Wallace & Co. Sotheby's International Realty

7 Overview Ln, Oak Bluffs, MA 02557
/19
$1,110,000 Sold May 08, 2025
- 1,275 Sq Ft
- $871/SF
- 45 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
31 9th St N, Edgartown, MA 02539

Nestled among the trees near the Sengekontacket Pond, this distinctive contemporary home offers privacy while being conveniently close to Downtown Edgartown and the picturesque trails at Felix Neck Sanctuary. Designed by architect Robert Orr, this multi-level residence showcases unique architectural details and striking angled ceilings.The main living area is bathed in natural light,

Alyssa Halisky Wallace & Co. Sotheby's

31 9th St N, Edgartown, MA 02539

/18
Est $1,196,228 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,764 Sq Ft
46 Lake Ave, Edgartown, MA 02539

46 Lake Ave, Edgartown, MA 02539

/44
$2,649,000
- 6 Beds
- 4 Baths
- 2,400 Sq Ft
111 Eastville Ave, Oak Bluffs, MA 02557

Motivated Seller!Just steps from the beach and minutes to both downtown Oak Bluffs and Vineyard Haven, this FULLY FURNISHED, turnkey home offers an unbeatable location and an impressive rental history. Set on an oversized lot only two parcels from the beach, this residence features six bedrooms and four bathrooms, providing plenty of space for family, friends, or guests. Enjoy panoramic 180

Ed Charter Arrowhead Homes

111 Eastville Ave, Oak Bluffs, MA 02557
/6
$700,500 Sold May 07, 2025
- Land
- 0.55 Acre
- $1,273,636 per Acre
- 0 Days On Market
72 Windsor Dr Unit 99.71, Edgartown, MA 02539

Level building lot ready for your new home ideas. Area of well cared for homes both year round and seasonal use. Bike path at end of street allows easy travel to all down island towns. Ask about a new home package or work with your own builder. Perc test has been done and confirmed it is a 4 bedroom lot with a standard septic design.

Jim Joyce Carroll & Vincent R.E.

72 Windsor Dr Unit 99.71, Edgartown, MA 02539

/23
Est $1,238,611 Not Listed For Sale
- 1 Bed
- 1 Bath
- 1,184 Sq Ft
4 Fowler Ave, Edgartown, MA 02539

4 Fowler Ave, Edgartown, MA 02539

/15
$5,100,000
- Land
- 2.34 Acres
- $2,182,285 per Acre
7 Overview Ln Unit 47, Oak Bluffs, MA 02557

A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy

Alyssa Halisky Wallace & Co. Sotheby's

7 Overview Ln Unit 47, Oak Bluffs, MA 02557
/19
$1,095,000 Sold May 02, 2025
- 1,945 Sq Ft
- $563/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
31 Davis St, Vineyard Haven, MA 02568

Ideal location within close proximity to the lagoon, post office, Steamship Authority, and all the downtown area has to offer. This cape home is perched on a hill and a great distance from the road. The features include a large living room with brick fireplace, kitchen with breakfast bar, separate dining area, first floor bedroom, study and full bathroom. The second-floor features two bedrooms,

Sheila Morse Island Real Estate

31 Davis St, Vineyard Haven, MA 02568

/12
Est $1,382,574 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,624 Sq Ft
75 Anthiers Way, Edgartown, MA 02539

75 Anthiers Way, Edgartown, MA 02539

/16
$1,495,000
- 1 Bed
- 1 Bath
- 650 Sq Ft
47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557

East Chop Waterfront Luxury Cond -- This 1-BR, 1st floor, waterfront condominium, the ''Captain's Quarters'', features outstanding water views of the harbor and sound beyond, private entrance, cathedral ceilings and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine condition, the unit includes new kitchen with Bosch appliances, living

Perry Patterson MV Luxury Homes, LLC

47 E East Chop Dr Unit 5, Oak Bluffs, MA 02557
/15
$975,000 Sold May 02, 2025
- 1,056 Sq Ft
- $923/SF
- 55 Days On Market
- 2 Beds
- 2 Baths
- Built 2018
15 14th St N, Edgartown, MA 02539

Great STARTER HOME in EDGARTOWN! The house itself was modular built BRAND NEW just under 7 years ago, so everything is plum, level, well insulated and updated. Featuring 2 beds and 2 baths on the first level, with a unfinished full walk-out basement and unfinished upstairs office space. Lots of room to spread out inside. Just under 1/4 acre lot near Edgartown Vineyard Haven Road, only a 5 minute

Mike Sawyer Sawyer Realty Group

15 14th St N, Edgartown, MA 02539

/21
Est $837,616 Not Listed For Sale
- 2 Beds
- 1 Bath
- 600 Sq Ft
52 10th St N, Edgartown, MA 02539

52 10th St N, Edgartown, MA 02539

/12
$1,995,000
- 2 Beds
- 1 Bath
- 879 Sq Ft
47 E Chop Dr Unit 4, Oak Bluffs, MA 02568

East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the ''Tivoli'', features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown, this unit includes new kitchen with Bosch appliances, living and dining areas and a

Perry Patterson MV Luxury Homes, LLC

47 E Chop Dr Unit 4, Oak Bluffs, MA 02568
/26
$1,665,000 Sold May 02, 2025
- 2,408 Sq Ft
- $691/SF
- 300 Days On Market
- 3 Beds
- 3 Baths
- Built 1986
33 Clay Ave, Oak Bluffs, MA 02557

East Chop - Tucked away on a quiet tree-lined street, you will find this contemporary three-bedroom home. A distinctive floor plan provides ample living spaces on all three levels. The expansive outdoor deck and large yard expand the living space and are the perfect places to enjoy the quiet setting. The unique layout and five-bedroom septic allows easy reconfiguration. A fantastic opportunity to

Katherine Donahue Sandpiper Realty Inc

33 Clay Ave, Oak Bluffs, MA 02557

/20
Est $2,059,637 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,547 Sq Ft
29 Bold Meadow Rd, Edgartown, MA 02539

29 Bold Meadow Rd, Edgartown, MA 02539

Showing Results 361 - 400, Page 10 of 18

Massachusetts Dukes County Vineyard Haven

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage