Dukes, MA Homes

/57
$6,900,000
- 7 Beds
- 6 Baths
- 4,730 Sq Ft
180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

A storybook sanctuary in Pilot Hill. For the first time in 37 years, one of the rarest and most beautiful properties within Pilot Hill Farm is being offered for sale.Set on nearly eight acres, this unique estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool, guest house, an art studio, and a carriage house with room for three cars, plus a

Alexis Holden Tea Lane Associates

180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
/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
/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

/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

/4
$675,000
- Land
- 0.22 Acre
- $3,068,182 per Acre
0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

Andrew McElhinney Compass LLC

0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
/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
/30
$2,175,000 Sold Apr 18, 2025
- 2,779 Sq Ft
- $783/SF
- 0 Days On Market
- 5 Beds
- 4 Baths
- Built 1988
55 Old Purchase Rd, Edgartown, MA 02539

Welcome to this fabulous property in a peaceful neighborhood easily accessible to Morning Glory Farm, Edgartown Village, the bike path, and South Beach by way of Meetinghouse Way. Move right in and enjoy the Vineyard lifestyle in this spacious 5 bedroom, 3 and a half bath home, nestled on a beautifully landscaped .61-acre lot. This fabulous home has been completely renovated and thoughtfully

Stephanie Roache Donnelly + Co

55 Old Purchase Rd, Edgartown, MA 02539

/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

/4
$625,000
- Land
- 0.34 Acre
- $1,838,235 per Acre
0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

Andrew McElhinney Compass LLC

0-A California Ave Unit Part lot 79, Oak Bluffs, 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
/29
$1,350,000 Sold Apr 18, 2025
- 1,119 Sq Ft
- $1206/SF
- 123 Days On Market
- 2 Beds
- 3 Baths
- Built 1983
87 Schoolhouse Rd, Edgartown, MA 02539

Sited on a pleasantly landscaped lot in sought-after Edgartown Estates, this desirable Katama location is equidistant between the Village and South Beach, with easy access to the bike path and proximity to Morning Glory Farm. 87 Schoolhouse Road is a charming gem with two large primary suites, loads of natural sunlight, a cathedral-ceiling living room, and slider doors off the kitchen to a patio

Stephanie Roache Donnelly + Co

87 Schoolhouse Rd, Edgartown, MA 02539

/29
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,800 Sq Ft
30 Mill Hill Rd, Edgartown, MA 02539

30 Mill Hill Rd, Edgartown, MA 02539

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

OPEN HOUSE Tuesday 7/22 .. 1pm -3pm...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

Marilyn Moses Ocean Park Realty Inc

26 Tia Anna Ln, Oak Bluffs, MA 02557
/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
/35
$1,837,500 Sold Apr 18, 2025
- 1,654 Sq Ft
- $1111/SF
- 182 Days On Market
- 4 Beds
- 3 Baths
- Built 1984
55 Charles Neck Way, Vineyard Haven, MA 02568

LONG POINT BEACH RETREAT. Privately set on 1.6 acres in the highly-coveted Long Point area of West Tisbury, this reverse style beach house is an idyllic island retreat. The open-designed Great Room features vaulted ceilings and a wall of sliding glass doors that open out to an expansive deck, perfect for indoor-outdoor summer living and entertaining. There are also screened porches on both

Wendy Harman Compass | Point B

55 Charles Neck Way, Vineyard Haven, MA 02568

/17
Est $1,508,587 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,503 Sq Ft
165 Weaver Ln, Vineyard Haven, MA 02568

165 Weaver Ln, Vineyard Haven, MA 02568

/8
$1,350,000
- Land
- 1.62 Acres
- $833,333 per Acre
44 Iron Hill Rd Unit 1.7, Oak Bluffs, MA 02557

Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul-de-sac on Iron Hill Road is filled with possibilities. This 1.6-acre lot has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. There is a current home on the property is in need of renovations or start fresh and build

Cheri Mason Landvest MV

44 Iron Hill Rd Unit 1.7, Oak Bluffs, MA 02557
/25
$13,600 per month
- 2 Beds
- 2 Baths
- 792 Sq Ft
- House for Rent
64 Bartimus Luce Road Wt125, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!!!!Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and the beach at your doorstep.Take

Karen Overtoom Karen M. Overtoom R.E.

64 Bartimus Luce Road Wt125, West Tisbury, MA 02575
/49
$865,000 Sold Apr 17, 2025
- 1,208 Sq Ft
- $716/SF
- 70 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
4 Quail Run Unit 17, Oak Bluffs, MA 02557

LUXURIOUS LIFESTYLE AMENITIES: RENOVATED TOWNHOUSE WITH TENNIS, PICKLEBALL + BOATING ACCESS. Welcome to this beautifully renovated 2-bedroom, 2-bathroom townhouse located in the exclusive Sengekontacket community. This nicely appointed property offers a perfect blend of comfort and convenience, making it an ideal choice for year-round living or as a rental investment opportunity.Spanning 1,208

Wendy Harman Compass | Point B

4 Quail Run Unit 17, Oak Bluffs, MA 02557

/21
Est $1,577,649 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,066 Sq Ft
23 Anthiers Way, Edgartown, MA 02539

23 Anthiers Way, Edgartown, MA 02539

/10
$350,000
- Land
- 0.00 Acre
0 Moshup Trail Unit 32500206, Aquinnah, MA 02535

Enjoy coveted access to one of Martha's Vineyard's most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah's iconic ''Painted House,'' the property includes use of a private gated parking area and a picturesque stretch of shoreline perfect for

Alyssa Halisky Wallace & Co. Sotheby's International Realty

0 Moshup Trail Unit 32500206, Aquinnah, MA 02535
/41
$14,500 per month
- 5 Beds
- 5.5 Baths
- 3,392 Sq Ft
- House for Rent
76 School House Lane Wt101, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced

Karen Overtoom Karen M. Overtoom R.E.

76 School House Lane Wt101, West Tisbury, MA 02575
/42
$865,000 Sold Apr 17, 2025
- 1,208 Sq Ft
- $716/SF
- 2 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
4 Quail Run Rd Unit 17, Edgartown, MA 02539

Luxurious Lifestyle Amenities: Renovated Townhouse With Tennis, Pickleball + Boating Access - This nicely appointed condominium in the exclusive Sengekontacket community offers a perfect blend of comfort and convenience. It features two walls of sliding glass doors that lead out to an expansive 288-square foot deck. The property was updated in 2023 with new Pella® sliding glass doors, new

Wendy Harman Compass

4 Quail Run Rd Unit 17, Edgartown, MA 02539

/17
Est $1,082,396 Not Listed For Sale
- 3 Beds
- 2 Baths
- 934 Sq Ft
10 Briarwood Ln, Vineyard Haven, MA 02568

10 Briarwood Ln, Vineyard Haven, MA 02568

/10
$350,000
- Land
- 1.26 Acres
- $277,778 per Acre
0 Moshup Trail Unit 27 & 146 43498, Aquinnah, MA 02535

Enjoy coveted access to one of Martha's Vineyard’s most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah’s iconic “Painted House,” the property includes use of a private gated parking area and a picturesque stretch of shoreline perfect for

Alyssa Halisky Wallace & Co. Sotheby's

0 Moshup Trail Unit 27 & 146 43498, Aquinnah, MA 02535
/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
/29
$1,662,000 Sold Apr 16, 2025
- 1,794 Sq Ft
- $926/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 2010
395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

Exceptional turnkey year round home opportunity in Edgartown! Relaxing clean updated three bedroom two bath two story Cape Cod style home built by Squash Meadow Construction. Open concept kitchen with stainless steel appliances, dining, living room, sunroom/office nook with high cathedral ceiling. Abundant bright natural light with modern transom windows and skylights. A perfectly designed home

Janna O'Loughlin Portfolio Real Estate, Inc.

395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

/34
Est $1,241,357 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,230 Sq Ft
38 Lake St, Vineyard Haven, MA 02568

38 Lake St, Vineyard Haven, MA 02568

/25
$1,295,000
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
140 Longview Rd, Vineyard Haven, MA 02568

Nestled in the hills of Longview, less than 1 mile from beautiful Lambert's Cove Beach, this 3-bedroom retreat is a cozy year-round home or an airy summer getaway - whatever your needs might be. The vaulted ceilings throughout the home allow it to live much larger than its square footage - and the expansive front deck stretches the living space all through the spring, summer and even fall

Candy DaRosa Feiner Real Estate

140 Longview Rd, Vineyard Haven, MA 02568
/40
$16,400 per month
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- House for Rent
20 Katama Bay Rd Ed350, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,100. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely Edgartown Bay Road area. This 3 bedroom newly decorated home is very close to South Beach. Easy access to town. Large grassy yard for the kids to play on.

Karen Overtoom Karen M. Overtoom R.E.

20 Katama Bay Rd Ed350, Edgartown, MA 02539
/11
$749,000 Sold Apr 14, 2025
- 240 Sq Ft
- $3121/SF
- 0 Days On Market
- 1 Bed
- 1 Bath
- Built 1980
488 Lighthouse Rd, Aquinnah, MA 02535

This is truly a once-in-a-lifetime opportunity…Step back in time, and away from any stress, into this magical beach shack in the dunes in Aquinnah with deeded walking path to Dog Fish Bar beach. As you follow a boardwalk toward the Sound, hidden away in the coastal brush, you’ll find this sweet little retreat with one cheery open room including kitchen, built-in bed and storage, and a

Meg Bodnar Tea Lane Associates

488 Lighthouse Rd, Aquinnah, MA 02535

/32
Est $2,625,554 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,276 Sq Ft
232 Lagoon Pond Rd, Vineyard Haven, MA 02568

232 Lagoon Pond Rd, Vineyard Haven, MA 02568

/11
$1,350,000
- 2 Beds
- 1.5 Baths
- 1,496 Sq Ft
44 Iron Hill Rd, Oak Bluffs, MA 02557

Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

Cheri Mason LandVest MV

44 Iron Hill Rd, Oak Bluffs, MA 02557
/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
/14
$640,000 Sold Apr 11, 2025
- 647 Sq Ft
- $989/SF
- 178 Days On Market
- 2 Beds
- 1 Bath
- Built 1880
56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

OAK BLUFFS REAL ESTATE OPPORTUNITY~Explore this spacious first-floor condo, complete with two bedrooms and a full bath. Perfectly located just a leisurely stroll from the beach, a variety of restaurants, charming campgrounds, coffee shops, and the harbor with ferry access. Boasting coveted B1 zoning, this property offers an outstanding opportunity for savvy investors. Its potential as a rental

Marilyn Moses Ocean Park Realty Inc

56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

/36
Est $1,789,495 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,144 Sq Ft
323 Lamberts Cove Rd, Vineyard Haven, MA 02568

323 Lamberts Cove Rd, Vineyard Haven, MA 02568

/16
$1,350,000
- 3 Beds
- 2 Baths
- 1,496 Sq Ft
44 Iron Hill Rd, Vineyard Haven, MA 02568

Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

Cheri Mason Landvest MV

44 Iron Hill Rd, Vineyard Haven, MA 02568
/30
$20,000 per month
- 4 Beds
- 3 Baths
- 2,226 Sq Ft
- House for Rent
54 Schoolhouse Road Ed330, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

Karen Overtoom Karen M. Overtoom R.E.

54 Schoolhouse Road Ed330, Edgartown, MA 02539
/22
$1,150,000 Sold Apr 11, 2025
- 1,264 Sq Ft
- $910/SF
- 216 Days On Market
- 3 Beds
- 2 Baths
- Built 1983
41 Old County Rd, Vineyard Haven, MA 02568

Let your imagination run wild with this peaceful, pastoral property centrally located between down and up-island. This home is perfectly sited on just over 2 acres and is ready for your vision. The cape-style main house features a spacious wrap around deck and an open floor plan on the first level. The entire home is outfitted with hardwood floors. According to the West Tisbury Board of Health,

Jared Bicknell Compass | The O'Hanlon Group

41 Old County Rd, Vineyard Haven, MA 02568

/33
Est $2,082,075 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,400 Sq Ft
119 Herring Creek Rd, Edgartown, MA 02539

119 Herring Creek Rd, Edgartown, MA 02539

Showing Results 281 - 320, Page 8 of 18

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