Dukes, MA Homes in ZIP Code 02568

/37
$1,995,000
- 4 Beds
- 3 Baths
- 3,058 Sq Ft
2 Farm Path, Oak Bluffs, MA 02557

"Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom main, has A/C, a finished basement rec room, a large rear deck that spills forth onto a large yard

Sean Federowicz Landmarks at TODAY Real Estate

2 Farm Path, Oak Bluffs, MA 02557
/14
$14,200 per month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
59 Prospect Ave Ob502, Oak Bluffs, MA 02557

THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped.

Karen Overtoom Karen M. Overtoom R.E.

59 Prospect Ave Ob502, Oak Bluffs, MA 02557
/36
$5,500,000 Sold May 20, 2025
- 3,262 Sq Ft
- $1686/SF
- 295 Days On Market
- 4 Beds
- 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

/19
Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,714 Sq Ft
43 Look St, Vineyard Haven, MA 02568

43 Look St, Vineyard Haven, MA 02568

/24
$2,195,000
- 4 Beds
- 3 Baths
- 2,262 Sq Ft
30 Sengekontacket Rd, Oak Bluffs, MA 02557

Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main

Cassie Bradley Wallace & Co. Sotheby's International Realty

30 Sengekontacket Rd, Oak Bluffs, MA 02557
/28
$38,000 per month
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- House for Rent
17 Otis Bassett Rd, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular

Karen Overtoom Karen M. Overtoom R.E.

17 Otis Bassett Rd, West Tisbury, MA 02575
/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

/18
Est $1,863,909 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,461 Sq Ft
29 Brook Hollow Rd, Vineyard Haven, MA 02568

29 Brook Hollow Rd, Vineyard Haven, MA 02568

/30
$2,195,000
- 4 Beds
- 3 Baths
- 2,730 Sq Ft
5 Pine Tree Ln, Vineyard Haven, MA 02568

Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

Alyssa Halisky Wallace & Co. Sotheby's International Realty

5 Pine Tree Ln, Vineyard Haven, MA 02568
/8
$18,000 per month
- 3 Beds
- 2.5 Baths
- House for Rent
71 Bartmus Luce Road Wt154, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Finest Views on the Island!! This house is set high on a hill surrounded by nature. The expansive views from the front of this house are spectacular. Enjoy the large deck or the screened porch and gaze upon one of the most amazing Vineyard Views available. It is a short

Karen Overtoom Karen M. Overtoom R.E.

71 Bartmus Luce Road Wt154, West Tisbury, MA 02575
/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

/25
Est $1,519,332 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,287 Sq Ft
101 Dunham Ave, Vineyard Haven, MA 02568

101 Dunham Ave, Vineyard Haven, MA 02568

/51
$2,300,000
- 4 Beds
- 4 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
/19
$17,600 per month
- 4 Beds
- 2 Baths
- 1,584 Sq Ft
- House for Rent
50 Carls Way, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Looking for that perfect setting with a water view? This is the one!!This cute cape is privately set with a water view and direct water access to Town Pond. You can dock your canoes and kyacks here and access Tisbury Great Pond and then right out to the beach. There are

Karen Overtoom Karen M. Overtoom R.E.

50 Carls Way, West Tisbury, MA 02575
/26
$1,850,000 Sold May 14, 2025
- 2,610 Sq Ft
- $709/SF
- 8 Days On Market
- 5 Beds
- 4 Baths
- Built 1986
137 Charles Neck Way, Vineyard Haven, MA 02568

Fantastic opportunity to buy a two house compound in West Tisbury close to Long Point Beach access. A perfect investment, rental income generator or to host extended family and guests.Two well built houses on 1.6 acres, that have been impeccably maintained by the original owner. Offering a total of 5 bedrooms, 4 bathrooms, 2 outdoor showers and 2 garages. There is a charming garden shed and low

Rebecca V Conroy Conroy & Company R.E., Inc.

137 Charles Neck Way, Vineyard Haven, MA 02568

/48
Est $1,457,177 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 2,417 Sq Ft
152 Main St, Vineyard Haven, MA 02568

152 Main St, Vineyard Haven, MA 02568

/24
$2,150,000
- 2 Beds
- 2.5 Baths
- 2,137 Sq Ft
30 Franklin Ave, Oak Bluffs, MA 02568

Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

Stacy Ickes Donnelly + Co.

30 Franklin Ave, Oak Bluffs, MA 02568
/21
$8,000 per month
- 1 Bed
- 1 Bath
- 936 Sq Ft
- House for Rent
10 James Pond Way, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

Karen Overtoom Karen M. Overtoom R.E.

10 James Pond Way, West Tisbury, MA 02575
/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

/11
Est $1,007,586 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,180 Sq Ft
36 Park Ave, Vineyard Haven, MA 02568

36 Park Ave, Vineyard Haven, MA 02568

/41
$1,995,000 Under Contract
- 3 Beds
- 3 Baths
- 2,210 Sq Ft
26 Tia Anna Ln, Oak Bluffs, MA 02557

Welcome to 26 Tia Anna Lane! This exquisite residence is immaculate, stylish, and fully renovated, ready to welcome its new owners! Situated on a beautifully landscaped 0.30-acre lot adorned with vibrant plantings, the home boasts pristine conditions both inside and out, featuring newer Hardi Plank siding. The inviting farmer's porch, complete with Mahogany decking, sets the tone for this

Marilyn Moses Ocean Park Realty Inc

26 Tia Anna Ln, Oak Bluffs, MA 02557
/26
$50,000 per month
- 4 Beds
- 3 Baths
- 3,237 Sq Ft
- House for Rent
29 Naushon Rd Wt142, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

Karen Overtoom Karen M. Overtoom R.E.

29 Naushon Rd Wt142, West Tisbury, MA 02575
/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

/31
Est $1,461,908 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,999 Sq Ft
48 Puritan Dr, Vineyard Haven, MA 02568

48 Puritan Dr, Vineyard Haven, MA 02568

/8
$695,000
- Land
- 0.29 Acre
- $2,396,552 per Acre
37 Double Ox Rd, Oak Bluffs, MA 02557

This is your opportunity to get in on the ground floor of Lagoon Ridge, a stunning, new development. Several homes are already in place. This beautiful, wooded Lot is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation lands. All utility

Lynn Buder Sandpiper Realty Inc

37 Double Ox Rd, Oak Bluffs, MA 02557
/29
$10,900 per month
- 3 Beds
- 1 Bath
- 936 Sq Ft
- House for Rent
58 Forest Rd Wt140, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,725.. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming rustic home is set within Seven Gates Farm in West Tisbury. Walk down your own path to a beautiful private association beach. There are shared tennis courts and miles of walking trails.

Karen Overtoom Karen M. Overtoom R.E.

58 Forest Rd Wt140, West Tisbury, MA 02575
/13
$2,050,000 Sold May 01, 2025
- 1,007 Sq Ft
- $2036/SF
- 0 Days On Market
- 2 Beds
- 1 Bath
- Built 2016
16 Red Coat Hill Rd, Vineyard Haven, MA 02568

Exquisite West Tisbury Property: A Unique Opportunity.Discover the allure of a truly exceptional property nestled on 4.85 stunning acres in the serene locale of West Tisbury. This opportunity is not one to be missed, as it combines elegance, foresight, and sustainability in perfect harmony.The home is adorned with beautiful beams throughout, with nickelboard and shiplap covering the walls and

Joe & Nicole Holland Vineyard Dream Realty LLC

16 Red Coat Hill Rd, Vineyard Haven, MA 02568

/20
Est $1,725,885 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,240 Sq Ft
11 Pine Tree Ln, Vineyard Haven, MA 02568

11 Pine Tree Ln, Vineyard Haven, MA 02568

/8
$695,000
- Land
- 0.29 Acre
- $2,396,552 per Acre
37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557

This is your opportunity to get in on the ground floor of what will be a stunning, new development --- Lagoon Ridge. Several homes are already in place. This beautiful, wooded parcel is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation

Lynn Buder Sandpiper Realty

37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557
/20
$12,000 per month
- 3 Beds
- 1 Bath
- 1,068 Sq Ft
- House for Rent
76 Ben Chase Rd Wt136, West Tisbury, MA 02575

Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

Karen Overtoom Karen M. Overtoom R.E.

76 Ben Chase Rd Wt136, West Tisbury, MA 02575
/32
$1,100,000 Sold May 01, 2025
- 1,680 Sq Ft
- $655/SF
- 172 Days On Market
- 2 Beds
- 4 Baths
- Built 2003
10 Nunes Way, Oak Bluffs, MA 02557

On approximately .40 of an acre this 21 year old home has much to offer. In a very convenient location close to theFarm Neck golf course, O.B. elementary school, and a land bank conservation property - the 72 acre Tradewinds Field Reserve dog park. Two decks provide summertime fun and the walk out basement with bath offers an opportunity to finish off more living space. An excellent floor plan

Neal Stiller Cronigs Real Estate

10 Nunes Way, Oak Bluffs, MA 02557

/47
Est $2,356,806 Not Listed For Sale
- 6 Beds
- 4 Baths
- 3,627 Sq Ft
24 Peacegate Way, Vineyard Haven, MA 02568

24 Peacegate Way, Vineyard Haven, MA 02568

/6
$950,000
- 1 Bed
- 1 Bath
- 534 Sq Ft
136 W Spring St, Vineyard Haven, MA 02568

136 Spring Street - Sited on 0.32 acres and just moments from the Tisbury School and downtown Vineyard Haven, this one bedroom, one bathroom home is serviced by a 4-bedroom septic system, allowing for immediate expansion.Note: This property is also being marketed as a compound with the abutting 4BR/2.5BA home at 128 Spring Street.

David Dickinson Compass | Point B

136 W Spring St, Vineyard Haven, MA 02568
/22
$20,000 per month
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
- House for Rent
709 Old County Rd Wt134, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the

Karen Overtoom Karen M. Overtoom R.E.

709 Old County Rd Wt134, West Tisbury, MA 02575
/50
$3,000,000 Sold Apr 29, 2025
- 3,311 Sq Ft
- $906/SF
- 3 Beds
- 3 Baths
- Built 2000
34 S Pond Rd, Vineyard Haven, MA 02568

Stunning Deep Bottom Pond property with an oversized 3.77-acre lot surrounded by Mother Nature’s beauty, with exclusive association access to Tisbury Great Pond and private tennis courts. This beautiful home is lovingly maintained and ready for immediate occupancy. Through the welcoming grand foyer, a cathedral-ceiling living room with a fabulous wood-burning fireplace, and slider doors leading

Stephanie Roache Donnelly + Co

34 S Pond Rd, Vineyard Haven, MA 02568

/40
Est $6,802,646 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,581 Sq Ft
733 Main St, Vineyard Haven, MA 02568

733 Main St, Vineyard Haven, MA 02568

/32
$1,750,000
- 5 Beds
- 4 Baths
- 2,436 Sq Ft
128 W Spring St, Vineyard Haven, MA 02568

128 Spring Street—just moments from the Tisbury School and downtown Vineyard Haven. Built in 2013 and sited on an ample 1/4-acre lot, the house features four bedrooms and two-and-a-half bathrooms, along with a separate first floor one-bedroom in-law apartment complete with a full bath—ideal for extended family, guests, or added rental flexibility. The central location offers convenience to

David Dickinson Compass | Point B

128 W Spring St, Vineyard Haven, MA 02568
/19
$30,000 per month
- 5 Beds
- 4 Baths
- 3,600 Sq Ft
- House for Rent
37 Sachem Cir, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself

Karen Overtoom Karen M. Overtoom R.E.

37 Sachem Cir, West Tisbury, MA 02575
/20
$675,000 Sold Apr 23, 2025
- 508 Sq Ft
- $1329/SF
- 298 Days On Market
- 2 Beds
- 2 Baths
- Built 1868
9 Forest Cir, Oak Bluffs, MA 02557

The Size will Surprise~ Cloud Nine~ Located on a quiet hidden circle with 14 enchanting cottages in the Historic Martha's Vineyard Camp Meeting Association. Steps to Circuit Avenue, beaches, shops, ferries, and restaurants. This YEAR ROUND RENOVATED Charming Cottage is FULLY INSULATED with spray foam and in 2022 Brennan and Co. installed a Daikin Multi Position Air Handler with thermostat to

Marilyn Moses Ocean Park Realty Inc

9 Forest Cir, Oak Bluffs, MA 02557

/16
Est $1,345,870 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,150 Sq Ft
31 Music St, Vineyard Haven, MA 02568

31 Music St, Vineyard Haven, MA 02568

Showing Results 121 - 160, Page 4 of 18

Massachusetts Dukes County Vineyard Haven 02568

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