Homes in ZIP Code 02568

/28
$2,295,000
- 4 Beds
- 3.5 Baths
- 2,690 Sq Ft
151 Tashmoo Ave, Vineyard Haven, MA 02568

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

Brenda Galligan Karen M. Overtoom R.E.

151 Tashmoo Ave, Vineyard Haven, MA 02568
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/8
$6,000 total monthly price
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
33 Kennebago Ave Vh414, Tisbury, MA 02568

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Islands. Plan a sunset picnic on the beach or plan in the morning to see the rays of sun break on the water.

Karen Overtoom Karen M. Overtoom R.E.

33 Kennebago Ave Vh414, Tisbury, MA 02568
/30
$815,000 Sold Nov 14, 2025
- 907 Sq Ft
- $899/SF
- 100 Days On Market
- 3 Beds
- 1 Bath
- Built 1870
17 Siloam Ave, Oak Bluffs, MA 02557

PRISTINE YEAR ROUND COTTAGE RENOVATED THROUGHOUT ~Welcome to 17 Siloam Avenue, a delightful cottage nestled in the historic Martha’s Vineyard Camp Meeting Association, offering spectacular sunset views of Sunset Lake and the distant harbor from its inviting porches. The current owners have cherished this home year-round for 13 years, and it’s easy to see why. This spacious residence features an

Marilyn Moses Ocean Park Realty Inc

17 Siloam Ave, Oak Bluffs, MA 02557

/30
Est $2,449,577 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,555 Sq Ft
10 Crow Hollow Rd, Vineyard Haven, MA 02568

10 Crow Hollow Rd, Vineyard Haven, MA 02568

/38
$1,825,000
- 4 Beds
- 3 Baths
- 3,142 Sq Ft
7 S Meadow Ln, Oak Bluffs, MA 02557

Impressive four-bedroom home with a distinctive floor plan that combines privacy, comfort, and convenience in one of Oak Bluffs' most desirable locations. The main living area, filled with natural light and soaring ceiling, offers an open layout that is warm and inviting. A third floor den and exterior decks on all levels provide ample living space both indoors and out. Set within the

Katherine Donahue Sandpiper Realty Inc

7 S Meadow Ln, Oak Bluffs, MA 02557
/12
$6,180 total monthly price
- 3 Beds
- 3.5 Baths
- 1,872 Sq Ft
- House for Rent
44 Music St Wt153, West Tisbury, MA 02575

PLEASE TAKE NOTE!!!!!THIS IS A WEEKLY SUMMER RENTAL NOT A MONTHLY RENTAL. THE PRICE ON THIS LISTING IS A WEEkLY PRICE!!!!!!!

Karen Overtoom Karen M. Overtoom R.E.

44 Music St Wt153, West Tisbury, MA 02575
/9
$160,000 Sold Nov 14, 2025
- 381 Sq Ft
- $420/SF
- 0 Days On Market
- 1 Bed
- 1 Bath
- Built 1958
60 Beach Rd Unit 105, Vineyard Haven, MA 02568

Not Listed in LINK

Nantucket CompLINK LINK

60 Beach Rd Unit 105, Vineyard Haven, MA 02568

/2
Est $2,469,488 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,527 Sq Ft
230 Pond Rd, Vineyard Haven, MA 02568

230 Pond Rd, Vineyard Haven, MA 02568

/61
$2,250,000
- 5 Beds
- 3.5 Baths
- 3,250 Sq Ft
28 Pine Tree Ln, Vineyard Haven, MA 02568

Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520± sq ft finished space over the garage) offers flexible, easy flow to a large fenced backyard with a

Lisa Da Silva Compass | Point B

28 Pine Tree Ln, Vineyard Haven, MA 02568
/12
$15,000 total monthly price
- 5 Beds
- 6.5 Baths
- 4,137 Sq Ft
- House for Rent
41 Naushon Rd Wt116, Aquinnah, MA 02575

Stunning water views from this expansive beachfront estate in Makonikey off Lambert's Cove Rd. Enjoy the large living area with comfortable couches, floor to ceiling windows and french doors for seamless indoor to outdoor living and dining. There is a fully equipped kitchen. Some folks will enjoy the treadmill and elliptical while watching boats pass by or even play squash in the indoor squash

Karen Overtoom Karen M. Overtoom R.E.

41 Naushon Rd Wt116, Aquinnah, MA 02575
/33
$839,000 Sold Nov 14, 2025
- 939 Sq Ft
- $894/SF
- 12 Days On Market
- 2 Beds
- 1 Bath
- Built 1870
16 Cottage Park, Oak Bluffs, MA 02557

Just steps from the iconic Tabernacle and Trinity Park, this charming cottage is nestled in the heart of the historic Martha's Vineyard Camp Meeting Association—a designated National Historic Landmark District. Surrounded by colorful gardens and picturesque pedestrian walkways, it offers an easy stroll to Oak Bluffs Harbor, beaches, ferries, art galleries, restaurants, and all the vibrant charm

Marilyn Moses Ocean Park Realty Inc

16 Cottage Park, Oak Bluffs, MA 02557

/4
Est $2,880,204 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,789 Sq Ft
188 Pond Rd, Vineyard Haven, MA 02568

188 Pond Rd, Vineyard Haven, MA 02568

/9
$2,250,000
- 3 Beds
- 3.5 Baths
- 2,475 Sq Ft
35 Double Ox Rd, Oak Bluffs, MA 02557

Would you love to live or vacation in a brand-new home on Martha’s Vineyard?We have the LOCATION, REPUTABLE LONG-STANDING BUILDER & PROVEN TRACK RECORD!Come take a tour of the newest home under construction in the Lagoon Ridge neighborhood.Easy to show – Call now! To be built with lot purchase$700,000 and building contract $1,550,000.This 3-bedroom dream home is set in an elevated

Marilyn Moses Ocean Park Realty Inc

35 Double Ox Rd, Oak Bluffs, MA 02557
/8
$8,250 total monthly price
- 7 Beds
- 5 Baths
- 3,528 Sq Ft
- House for Rent
227 S Gate Rd Wt120, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY PROPERTY!! Set on 12 acres of peaceful woods, meadows, stone walls and its own pond, this charming 18th century 4 bedroom farmhouse and 3 bedroom rustic barn sleeps 12 and is perfect for larger groups wanting peace and tranquility all within a short distance to private swimming beaches. The setting, on exclusive Seven Gates Farm, offers miles of sandy trails through

Karen Overtoom Karen M. Overtoom R.E.

227 S Gate Rd Wt120, West Tisbury, MA 02575
/32
$1,250,000 Sold Nov 12, 2025
- 1,845 Sq Ft
- $678/SF
- 60 Days On Market
- 6 Beds
- 2 Baths
- Built 1881
1054 State Rd, Vineyard Haven, MA 02568

This historic Sea Captain’s home offers a rare opportunity to own a piece of West Tisbury’s rich heritage. Owned by the same family since 1947, the home exudes warmth, character, and timeless Vineyard charm. The property sits in an ideal in-town location, near beloved local landmarks like Alley's General Store, 7a Foods, the West Tisbury Library, the Field Gallery, and the Grange Hall. The

Stephanie Roache Donnelly + Co.

1054 State Rd, Vineyard Haven, MA 02568

/34
Est $2,309,824 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 1 Sq Ft
248 Pond Rd, Vineyard Haven, MA 02568

248 Pond Rd, Vineyard Haven, MA 02568

/80
$1,892,500
- 5 Beds
- 3 Baths
- 2,552 Sq Ft
10 Danls Way, West Tisbury, MA 02575

HOUSE + GUEST HOUSE: 4-Bedroom 2-Bathroom Main House & 1-Bedroom 1-Bathroom Cottage. Located on a lush 1.27 acres and just a short distance from Alley's General Store, 7a Foods + North Tisbury, this property has all the makings of a perfect family compound. With plenty of space for lawn games and gardens and no shortage of history & charm. There has been so much care put into its thoughtful

Emma Bryant Landmarks at TODAY Real Estate

10 Danls Way, West Tisbury, MA 02575
/8
$18,500 total monthly price
- 4 Beds
- 3.5 Baths
- 1,714 Sq Ft
- House for Rent
4 Windy Way Wt143, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! The 3.3 acre private setting is most picturesque with its positioning in private Upper Makonikey , the long circular driveway , its grassy lawn, and rolling landscape fields . Only a short distance away is over 3,000 feet of PRIVATE sandy association Beaches , directly below , with two nearby parking lot access-ways . Nestled onto this promontory is a

Karen Overtoom Karen M. Overtoom R.E.

4 Windy Way Wt143, West Tisbury, MA 02575
/19
$750,000 Sold Nov 07, 2025
- 1,154 Sq Ft
- $650/SF
- 14 Days On Market
- 4 Beds
- 1 Bath
- Built 1867
41 Trinity Park, Oak Bluffs, MA 02557

Step back in time with this quintessential Martha’s Vineyard Campground Cottage, nestled in the heart of Wesleyan Grove. The cottage captures the spirit of the Island’s rich history, with its storybook architecture, vibrant community setting, and proximity to all that Oak Bluffs has to offer. The cottage features classic Victorian-era details, starting with its inviting front porch. The

Stacy Ickes Donnelly + Co.

41 Trinity Park, Oak Bluffs, MA 02557

/25
Est $1,984,778 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,636 Sq Ft
131 Shubael Weeks Path, Vineyard Haven, MA 02568

131 Shubael Weeks Path, Vineyard Haven, MA 02568

/28
$2,825,000
- 5 Beds
- 2 Baths
- 2,386 Sq Ft
187 Lagoon Pond Rd, Vineyard Haven, MA 02568

For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal.Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly

Erin Leighton Compass

187 Lagoon Pond Rd, Vineyard Haven, MA 02568
/8
$4,800 total monthly price
- 3 Beds
- 3 Baths
- 3,279 Sq Ft
- House for Rent
165 Christiantown Rd, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY PROPERTY!! The home is set on six beautifully landscaped acres with original stone walls. It is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. Cedar Tree is a habitat with tumbling streams and freshwater ponds, sandy beaches and rocky cliffs, tall oaks and cool beech

Karen Overtoom Karen M. Overtoom R.E.

165 Christiantown Rd, West Tisbury, MA 02575
/26
$1,600,000 Sold Nov 07, 2025
- 2,115 Sq Ft
- $757/SF
- 35 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2004
96 Pondview Dr, Oak Bluffs, MA 02536

This spacious fully furnished turn key four bedroom colonial style home is nestled on one half an acre of landscaped grounds with a quiet wooded backyard with a recently renovated back deck and outdoor shower. It's located in an excellent location off of Pond View Drive with access to conservation trails, bike path and local bus routes. A spacious design with 2,115 square feet of living space. A

Doug Burke Cronigs Real Estate

96 Pondview Dr, Oak Bluffs, MA 02536

/2
Est $1,698,838 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,102 Sq Ft
26 Old Coach Rd, Vineyard Haven, MA 02568

26 Old Coach Rd, Vineyard Haven, MA 02568

/36
$2,595,000
- 5 Beds
- 4 Baths
- 3,328 Sq Ft
159 Lake St, Vineyard Haven, MA 02568

Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home’s four-level design provides exceptional character and flexibility. The main level features a

Alyssa Halisky Wallace & Co. Sotheby's

159 Lake St, Vineyard Haven, MA 02568
/42
$19,000 total monthly price
- 6 Beds
- 6.5 Baths
- 6,950 Sq Ft
- House for Rent
40 Sweet William Way, West Tisbury, MA 02575

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY! This stunning home is situated right in the heart of West Tisbury, yet set back enough for a completely private feel. On a property that encompasses 10 acres with your own private pond, you will feel the stress melt away as soon as you get to this luxury vacation home. Keys to private Quansoo Beach Association come with the house. Spend your days on the

Karen Overtoom Karen M. Overtoom R.E.

40 Sweet William Way, West Tisbury, MA 02575
/37
$2,100,000 Sold Nov 07, 2025
- 1,608 Sq Ft
- $1,306/SF
- 201 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
22 Greenleaf Ave, Oak Bluffs, MA 02557

Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks.This home blends classic Vineyard character with thoughtful design by Island architect

Jennifer O'hanlon Compass

22 Greenleaf Ave, Oak Bluffs, MA 02557

/2
Est $1,321,507 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,400 Sq Ft
45 Pine Tree Ln, Vineyard Haven, MA 02568

45 Pine Tree Ln, Vineyard Haven, MA 02568

/42
$2,150,000
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
33 Lagoon Pond Rd, Vineyard Haven, MA 02568

Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coastal charm complete with an open floor plan, luxury kitchen featuring quartz countertops, custom

Madelyn Silvia Wallace & Co. Sotheby's International Realty

33 Lagoon Pond Rd, Vineyard Haven, MA 02568
/27
$18,840 total monthly price
- 3 Beds
- 2.5 Baths
- House for Rent
21 William St Vh430, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,710. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely elegant home with wonderful art and furnishings. Once you step in the front door you will fall in love with this lovely home. Each room is a delight. Large nicely appointed kitchen with easy access to a beautiful dining room. A formal living room is next to a less

Karen Overtoom Karen M. Overtoom R.E.

21 William St Vh430, Tisbury, MA 02568
/39
$2,100,000 Sold Nov 07, 2025
- 1,608 Sq Ft
- $1,306/SF
- 197 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
22 Greenleaf Ave, Oak Bluffs, MA 02539

Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha’s Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill

Jen O'Hanlon Compass | The O'Hanlon Group

22 Greenleaf Ave, Oak Bluffs, MA 02539

/36
Est $2,328,792 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,436 Sq Ft
377 State Rd, Vineyard Haven, MA 02568

377 State Rd, Vineyard Haven, MA 02568

/26
$2,195,000
- 3 Beds
- 3.5 Baths
- 2,453 Sq Ft
34 Davis St, Tisbury, MA 02568

NEW CONSTRUCTION - Designed by Outlands Design and built by McElhinney Construction, this home exemplifies modern coastal design. 34 Davis Street delivers the perfect balance of sophistication and relaxed island living. Positioned to offer both privacy and proximity to the Island's harbors, shops, and beaches. Spread across two thoughtfully designed levels, the interiors are bathed in natural

Andrew McElhinney Compass Massachusetts, LLC

34 Davis St, Tisbury, MA 02568
/28
$32,000 total monthly price
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
- House for Rent
37 Mempremagog Ave Vh410, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $8,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Fabulous custom designed and decorated four bedroom home is located in a wooded setting that offers total privacy and is with-in walking distance to a private association beach. And yet is only 3 miles from downtown Vineyard Haven. This lovely home offers a gourmet eat-in

Karen Overtoom Karen M. Overtoom R.E.

37 Mempremagog Ave Vh410, Tisbury, MA 02568
/19
$835,000 Sold Nov 05, 2025
- 960 Sq Ft
- $870/SF
- 119 Days On Market
- 1 Bed
- 1 Bath
- Built 2000
1 Onondaga Ave, Oak Bluffs, MA 02557

Charming Single Story Cottage on a Beautiful Oak Bluffs Lot – Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception, this property offers a fantastic opportunity for both comfortable living and future expansion.

Leslie C. Floyd Portfolio Real Estate, Inc.

1 Onondaga Ave, Oak Bluffs, MA 02557

/14
Est $2,771,008 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,926 Sq Ft
30 Pond Ln, Vineyard Haven, MA 02568

30 Pond Ln, Vineyard Haven, MA 02568

/26
$1,850,000
- 4 Beds
- 2.5 Baths
- 3,268 Sq Ft
7 Upper Meadow Ln, Oak Bluffs, MA 02557

Meadowview Farms - Tucked at the end of a quiet cul-de-sac, this spacious Colonial offers more than 3,200 square feet of comfortable living space. This home is ideal for those who love to host lively gatherings while providing ample accommodations. Inside, you’ll find four well-sized bedrooms and two and a half baths, including a generous primary suite with double walk-in closets and a private

Lesley Heidt Sandpiper Realty

7 Upper Meadow Ln, Oak Bluffs, MA 02557
/18
$10,000 total monthly price
- 3 Beds
- 1.5 Baths
- 1,144 Sq Ft
- House for Rent
100 Franklin Terrace Vh411, Tisbury, MA 02568

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming 3 bedroom home offers open living, dining and kitchen space that open to a screened-in porch and patio. You are located in a peaceful setting yet with-in walking distance to Lake Tashmoo, town beaches, and the Vineyard Haven Village for dining, shopping and

Karen Overtoom Karen M. Overtoom R.E.

100 Franklin Terrace Vh411, Tisbury, MA 02568
/42
$1,700,000 Sold Nov 03, 2025
- 2,558 Sq Ft
- $665/SF
- 118 Days On Market
- 3 Beds
- 4 Baths
- Built 1986
35 Tower Ridge Rd, Oak Bluffs, MA 02557

Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as inviting, with an oversized deck overlooking mature plantings and a generous side yard--perfect for

Katherine Donahue Sandpiper Realty Inc

35 Tower Ridge Rd, Oak Bluffs, MA 02557

/36
Est $1,179,160 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,780 Sq Ft
16 Rock Pond Rd, Vineyard Haven, MA 02568

16 Rock Pond Rd, Vineyard Haven, MA 02568

Showing Results 41 - 80, Page 2 of 18

Massachusetts Dukes County Vineyard Haven 02568

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