Dukes, MA Homes

/48
$5,495,000
- 3 Beds
- 3.5 Baths
- 4,131 Sq Ft
36 Crocker Dr, Edgartown, MA 02539

Stunning Katama Retreat ~ Welcome to this newly constructed architectural gem, nestled on half an acre abutting serene common land in the heart of Katama. Perfectly positioned just blocks from the Field Club, close to South Beach, the bike path, and Edgartown Village, this home offers the ultimate indoor-outdoor Martha's Vineyard lifestyle. The elegant entryway sets the tone, leading into a

Stephanie Roache Donnelly + Co.

36 Crocker Dr, Edgartown, MA 02539
/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
/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

/14
Est $1,915,255 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,519 Sq Ft
2 Lexington Ave, Edgartown, MA 02539

2 Lexington Ave, Edgartown, MA 02539

/30
$6,595,000
- 4 Beds
- 4 Baths
- 3,052 Sq Ft
20 Eliot Ave, Chilmark, MA 02535

Waterfront home on Stonewall Pond. Nestled along the serene shores of Stonewall Pond, this waterfront home is located in one is Chilmark’s most idyllic locations. This remarkable property offers an unparalleled living experience with breathtaking Atlantic Ocean views and exclusive access to Stonewall Beach. Step inside and be greeted by a seamless fusion of elegance and comfort. The interior

Alyssa Halisky Wallace & Co. Sotheby's

20 Eliot Ave, Chilmark, MA 02535
/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
/39
$4,762,500 Sold May 14, 2025
- 5,103 Sq Ft
- $933/SF
- 411 Days On Market
- 6 Beds
- 6 Baths
- Built 2024
69 Division Rd, Edgartown, MA 02539

Welcome to BRAND NEW CONSTRUCTION!! This gorgeous home sits on a spacious lot in a new 5 home luxury private enclave with breathtaking views of the surrounding pastures. The property offers privacy, a serene and picturesque setting, perfect for those seeking tranquility and natural beauty yet a convenient 1.6 mile distance to Edgartown Village. With meticulous attention to detail, this home

Jennifer DaSilva Compass | Point B

69 Division Rd, Edgartown, MA 02539

/18
Est $1,913,708 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

/54
$1,830,000
- 4 Beds
- 4 Baths
- 1,600 Sq Ft
12 & 14 Maple Ave, Oak Bluffs, MA 02557

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

Leslie Floyd Portfolio Properties

12 & 14 Maple Ave, Oak Bluffs, MA 02557
/36
$56,800 per month
- 5 Beds
- 4 Baths
- 3,000 Sq Ft
- House for Rent
2 Nonamessett Rd, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool

Karen Overtoom Karen M. Overtoom R.E.

2 Nonamessett Rd, Edgartown, MA 02539
/6
$4,200,000 Sold May 09, 2025
- 3,600 Sq Ft
- $1167/SF
- 11 Days On Market
- 4 Beds
- 4 Baths
- Built 2024
20 Mill Hill Rd, Edgartown, MA 02539

NEW CONSTRUCTION, with POOL, walking distance to EDGARTOWN VILLAGE! Approx. 3,600 square feet of open living space. The Great Room has a dramatic Two Story wall of glass, (sliders and an oversized second story window) that overlooks the 14 x 30 foot IN GROUND POOL. In addition to the dramatic Great Room there is a first floor den/lounge area, a first floor primary-en-suite with views to the pool,

Michele Casavant Vineyard Village Realty

20 Mill Hill Rd, Edgartown, MA 02539

/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

/7
$1,199,000
- 3 Beds
- 1 Bath
- 1,176 Sq Ft
13 County Rd, Oak Bluffs, MA 02557

Welcome to an inviting single-story ranch nestled in the heart of Oak Bluffs. This cozy and charming home offers a comfortable living space and is set on a generous, water view landscaped lot with mature trees and natural privacy.Inside, the home features a functional layout with a mix of wood and carpet flooring, a cozy wood-burning fireplace, and abundant natural light throughout. The

Jennifer DaSilva Compass | Point B

13 County Rd, Oak Bluffs, MA 02557
/25
$80,000 per month
- 4 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and

Karen Overtoom Karen M. Overtoom R.E.

7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
/19
$1,110,000 Sold May 08, 2025
- 1,275 Sq Ft
- $871/SF
- 45 Days On Market
- 2 Beds
- 2 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, surrounded

Alyssa Halisky Wallace & Co. Sotheby's

31 9th St N, Edgartown, MA 02539

/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

/34
$1,795,000
- 3 Beds
- 3 Baths
- 1,914 Sq Ft
78 Whalers Walk, Edgartown, MA 02539

Nestled in a tranquil residential neighborhood, at the top of a curved drive through beautiful trees, this well-maintained home in move-in condition offers an idyllic Martha's Vineyard lifestyle. Custom-built for quality and convenience by a prestigious Island builder, every detail was thoughtfully planned for exclusive use by the family as a cherished year-round vacation home. The open floor

Dawn Bellante-Holand Sandpiper Realty

78 Whalers Walk, Edgartown, MA 02539
/23
$36,000 per month
- 3 Beds
- 3 Baths
- 2,556 Sq Ft
- House for Rent
74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The kitchen has granite countertops,

Karen Overtoom Karen M. Overtoom R.E.

74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
/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

/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

/44
$6,395,000
- 6 Beds
- 6 Baths
- 7,000 Sq Ft
400 Barnes Rd, Vineyard Haven, MA 02568

Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

Jennifer DaSilva Compass | Point B

400 Barnes Rd, Vineyard Haven, MA 02568
/32
$100,000 per month
- 5 Beds
- 4 Baths
- 4,500 Sq Ft
- House for Rent
60 Witchwood Lane Ed317, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy

Karen Overtoom Karen M. Overtoom R.E.

60 Witchwood Lane Ed317, Edgartown, MA 02539
/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

/36
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,780 Sq Ft
52 Marthas Rd, Edgartown, MA 02539

52 Marthas Rd, Edgartown, MA 02539

/3
$110,000
- Land
- 0.70 Acre
- $157,143 per Acre
00 Eliot Ave Unit 17, Chilmark, MA 02535

Enjoy access to beautiful Stonewall Beach located in Chilmark. It has great swimming and fishing!This is not a buildable lot.

Julianna Flanders Flanders Real Estate

00 Eliot Ave Unit 17, Chilmark, MA 02535
/10
$11,000 per month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
15 Price's Way Ed322, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is an inviting and affordable home with air-conditioning. As you see from the pictures the sun is welcomed through many sliders and windows. Inside the furnishings are simple but well chosen. There is a splitter in the living area that cools the downstairs. The

Karen Overtoom Karen M. Overtoom R.E.

15 Price's Way Ed322, Edgartown, MA 02539
/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

/31
Est $1,490,607 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

/26
$3,695,000
- Land
- 7 Acres
- $551,493 per Acre
32 Stonewall Road and 4 Cedar Ln Unit 2.1 and 2.2, Chilmark, MA 02535

Discover an exceptional opportunity with this rare combination of two abutting parcels spanning more than 6 acres in a coveted location offering water views and Atlantic Ocean private beach access. Surfers and fishermen delight in this location! The Stonewall Association is a beloved area of Chilmark in a supreme location for easy Chilmark living close to the Chilmark Store, the Chilmark

Jill Napior Tea Lane Associates

32 Stonewall Road and 4 Cedar Ln Unit 2.1 and 2.2, Chilmark, MA 02535
/21
$14,000 per month
- 4 Beds
- 2 Baths
- 1,505 Sq Ft
- House for Rent
175 Meetinghouse Way Ed321, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the

Karen Overtoom Karen M. Overtoom R.E.

175 Meetinghouse Way Ed321, Edgartown, MA 02539
/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

/14
Est $1,581,261 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,717 Sq Ft
13 Saddle Club Rd, Edgartown, MA 02539

13 Saddle Club Rd, Edgartown, MA 02539

/8
$3,200,000
- Land
- 19 Acres
- $165,803 per Acre
32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575

A Rare Offering in West Tisbury — Over 19 Acres of OpportunityAn exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally situated near all island towns, the property is also just minutes from the

Jill Napior Tea Lane Associates

32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
/28
$29,300 per month
- 3 Beds
- 2.5 Baths
- 1,871 Sq Ft
- House for Rent
76 Mattakesett Way Ed313, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,325. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing.The

Karen Overtoom Karen M. Overtoom R.E.

76 Mattakesett Way Ed313, Edgartown, MA 02539
/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

/31
$1,350,000
- 3 Beds
- 3 Baths
- 1,900 Sq Ft
145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

Enjoy effortless island living in this beautifully renovated 3-bedroom, 2.5-bath condo, tucked within a quiet and well-maintained association. Thoughtfully updated with modern finishes and quality craftsmanship, this spacious unit offers comfort, style, and functionality. The open-concept living area features a cozy wood pellet fireplace, perfect for cooler evenings, and flows seamlessly into a

Emily Flake Viewpoints

145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
/17
$48,000 per month
- 4 Beds
- 3.5 Baths
- 2,675 Sq Ft
- House for Rent
9 Thaxter Lane Ed310, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

Karen Overtoom Karen M. Overtoom R.E.

9 Thaxter Lane Ed310, Edgartown, MA 02539
/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

/17
Est $1,693,008 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
55 Pinehurst Rd, Edgartown, MA 02539

55 Pinehurst Rd, Edgartown, MA 02539

Showing Results 241 - 280, Page 7 of 18

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