Dukes, MA Homes

/76
$3,995,000
- 5 Beds
- 3 Baths
- 2,791 Sq Ft
20 James Pond Way, Vineyard Haven, MA 02568

Nestled on a serene 4.5-acre parcel of land off Lambert's Cove Road, this exquisite property offers unparalleled privacy, views and direct access to James Pond and beyond to the Land Bank's Lambert's Cove Beach property. In addition to the custom heated Gunite pool, the expansive yard provides space for many outdoor activities while relishing the tranquility of the location. The residence

Sheila Morse Island Real Estate

20 James Pond Way, Vineyard Haven, MA 02568
/17
$17,600 per month
- 4 Beds
- 4 Baths
- 2,676 Sq Ft
- House for Rent
40 Summer Cir, 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. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living

Karen Overtoom Karen M. Overtoom R.E.

40 Summer Cir, West Tisbury, MA 02575
/39
$1,650,000 Sold Jan 07, 2025
- 2,146 Sq Ft
- $769/SF
- 202 Days On Market
- 3 Beds
- 2 Baths
- Built 1982
3 Danls Way, Vineyard Haven, MA 02568

Discover a unique opportunity to own 4.5 acres in the picturesque heart of West Tisbury, complete with the potential for a guest house of up to 1,000 square feet. This property, cherished and maintained by the same family for over two centuries, offers a serene pastoral setting that invites you to embrace the beauty of nature. Enjoy sweeping views of lush meadows adorned with a diverse array of

Marilyn Moses Ocean Park Realty Inc

3 Danls Way, Vineyard Haven, MA 02568

/13
Est $3,903,777 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
144 Pond View Farm Rd, Vineyard Haven, MA 02568

144 Pond View Farm Rd, Vineyard Haven, MA 02568

/35
$13,000,000
- 5 Beds
- 5 Baths
- 3,758 Sq Ft
6 Wakeman Rd, Chilmark, MA 02535

A 1930s-built home that has been remarkably updated to retain its historic charm while incorporating sophisticated and modern amenities. The house overlooks the Chilmark Great Pond and the Atlantic Ocean beyond. The Main House includes 3 bedrooms, 3 beautifully renovated bathrooms, a walk-in closet, a Pantry, a Library/Media room, a full basement, Outdoor showers, and a screened-in porch. The

Julianna Flanders Flanders Real Estate

6 Wakeman Rd, Chilmark, MA 02535
/2
$10,000 per month
- 6 Beds
- 3.5 Baths
- 2,100 Sq Ft
- House for Rent
15 Crowell Lane Wt119, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per

Karen Overtoom Karen M. Overtoom R.E.

15 Crowell Lane Wt119, West Tisbury, MA 02575
/29
$2,250,000 Sold Dec 27, 2024
- 1,705 Sq Ft
- $1320/SF
- 5 Days On Market
- 4 Beds
- 3 Baths
- Built 1976
47 Stonebridge Rd, West Tisbury, MA 02568

Lamberts Cove Beach access, first and second floor water views, and a warm and inviting home in a private West Tisbury location - that is what is on offer here. The home was recently upgraded with a new kitchen and bathrooms. The primary bedroom suite has even better views than those from the first floor. The walkout lower level is a two bedroom suite with full bath, sitting area, kitchenette,

Mark Jenkins Wallace & Co. Sotheby's International Realty

47 Stonebridge Rd, West Tisbury, MA 02568

/6
Est $3,205,257 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,935 Sq Ft
71 Runner Rd, Vineyard Haven, MA 02568

71 Runner Rd, Vineyard Haven, MA 02568

/6
$2,950,000
- Land
- 2.36 Acres
- $1,250,000 per Acre
18 Allen Farm Rd Unit 20-2, Chilmark, MA 02535

This private and serene 2.36 acre property is located one mile from Lucy Vincent Beach. There is a large building envelope located between the eighty and one hundred foot contour with exciting architectural options. The land has open woodlands, a small pasture and a fenced garden area. A charming cottage on the property is offered fully furnished and has everything you need to enjoy your stays

Patty Kendall Kendall & Kendall

18 Allen Farm Rd Unit 20-2, Chilmark, MA 02535
/39
$46,000 per month
- 6 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
99 Pond Road Wt104, West Tisbury, MA 02575

THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin

Karen Overtoom Karen M. Overtoom R.E.

99 Pond Road Wt104, West Tisbury, MA 02575
/5
$450,000 Sold Dec 12, 2024
- 708 Sq Ft
- $636/SF
- 21 Days On Market
- 2 Beds
- 1 Bath
- Built 1920
1 Carroll Ln, Chilmark, MA 02535

Discover the perfect blend of comfort and character in this delightful bungalow nestled in the heart of historic Chilmark. Surrounded by scenic landscapes and the serene beauty of Martha's Vineyard. This home will require substantial renovations and improvements or explore possibilities of a complete renovation. This property could be your idyllic escape and is less than a mile from Menemsha

Nicholas Korba Landmarks at TODAY Real Estate

1 Carroll Ln, Chilmark, MA 02535

/32
Not Listed For Sale
- 4 Beds
- 5 Baths
- 4,150 Sq Ft
6 N Vine Ln, Vineyard Haven, MA 02568

6 N Vine Ln, Vineyard Haven, MA 02568

/17
$1,900,000
- Land
- 3.30 Acres
- $575,758 per Acre
32 Stonewall Rd Unit 2.1, Chilmark, MA 02535

South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. There are second floor water views over Squibnocket Point and the Atlantic Ocean. This lot is fully engineered and ready to be built on! Single-family dwelling, plus a detached bedroom and accessory buildings, permitted according to the Chilmark

Jill Napior Tea Lane Associates

32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
/34
$12,000 per month
- 3 Beds
- 2.5 Baths
- 2,240 Sq Ft
- House for Rent
267 Great Plains Road Wt117, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is

Karen Overtoom Karen M. Overtoom R.E.

267 Great Plains Road Wt117, West Tisbury, MA 02575
/26
$1,830,000 Sold Dec 05, 2024
- 1,862 Sq Ft
- $983/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
82 South Rd, Chilmark, MA 02535

This charming Chilmark home sits on over 3 acres and features an updated, move-in ready home, expansive outdoor living space with deck, lawn and firepit area, and a six-bedroom septic system for future expansion. The welcoming foyer opens into the dining room, kitchen and a large airy living room with vaulted ceiling and stone fireplace. Beyond the kitchen there are two bedrooms and a shared

Meg Bodnar Tea Lane Associates

82 South Rd, Chilmark, MA 02535

/24
Est $3,959,705 Not Listed For Sale
- 4 Beds
- 4 Baths
- 4,415 Sq Ft
175 Pond Rd, Vineyard Haven, MA 02568

175 Pond Rd, Vineyard Haven, MA 02568

/37
$7,975,000
- 4 Beds
- 5 Baths
- 3,777 Sq Ft
25 Osprey Ln, Chilmark, MA 02535

Spectacular views from one of the most sought after private enclaves on Chilmark's South Shore. This lovely home was built to take advantage of this magical location. Just steps to the shared dock on the shores of Upper Chilmark Pond and minutes to the extraordinary deeded Atlantic Beach front. The homeowners worked with world renowned architects, Crissman & Solomon, along with revolutionary

Deb Hancock Hancock Real Estate

25 Osprey Ln, Chilmark, MA 02535
/18
$10,000 per month
- 3 Beds
- 2 Baths
- 1,439 Sq Ft
- House for Rent
24 Nat's Farm Lane Wt113, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops.Amenities include High definition TV, wifi

Karen Overtoom Karen M. Overtoom R.E.

24 Nat's Farm Lane Wt113, West Tisbury, MA 02575
/4
$1,350,000 Sold Dec 03, 2024
- 2,179 Sq Ft
- $620/SF
- 0 Days On Market
- 4 Beds
- 2 Baths
- Built 1987
47 Willow Tree Hollow Rd, West Tisbury, MA 02568

SERENE & PRIVATE WEST TISBURY PROPERTY - Down a country lane off West Tisbury Road, this 1.55 acre property is a serene location for a vacation or year round home. Set on a knoll with established gardens, the outdoor spaces are cool and inviting with a large deck, level back yard, and an outdoor shower. Newly painted walls and trim throughout. There is room to spread out and relax after a day

Leslie Floyd Portfolio Real Estate Inc.

47 Willow Tree Hollow Rd, West Tisbury, MA 02568

/31
Est $1,260,936 Not Listed For Sale
- 1 Bed
- 1.5 Baths
- 855 Sq Ft
16 Elias Ln, Vineyard Haven, MA 02568

16 Elias Ln, Vineyard Haven, MA 02568

/28
$1,695,000
- 4 Beds
- 1.5 Baths
- 1,592 Sq Ft
5 Scottys Ln, Vineyard Haven, MA 02568

Attention Developers and Island Lovers! Take note of this rare opportunity in a prime West Tisbury Location with a new price! This mid-century home with excellent bones fronts on Seth's Pond, a beloved locale perfect for swimming, paddle-boarding, and kayaking. 5 Scotty's Lane has an existing 4-bedroom main house with the first floor and lower walk-out level equaling 2,704 of finished space. This

Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

5 Scottys Ln, Vineyard Haven, MA 02568
/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
/48
$7,650,000 Sold Nov 21, 2024
- 3,834 Sq Ft
- $1995/SF
- 48 Days On Market
- 6 Beds
- 5 Baths
- Built 1995
49 Tilton Rd, Chilmark, MA 02535

Unique opportunity to enjoy a remarkable, secure, elevated Chilmark north shore 4 acre waterfront property with dramatic 180 degree year round sunset water views over the one mile Spring Point sandy coastline to Great Rock Bight, Menemsha Hills, Aquinnah shore, Gay Head Lighthouse and the Elizabeth Islands stretching almost to Woods Hole. This wide expanse of the Vineyard Sound enjoys endless

Robert Kenney Tea Lane Associates

49 Tilton Rd, Chilmark, MA 02535

/28
Est $1,285,495 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,536 Sq Ft
175 Oak Ln, Vineyard Haven, MA 02568

175 Oak Ln, Vineyard Haven, MA 02568

/35
$2,495,000
- 4 Beds
- 3 Baths
- 2,968 Sq Ft
9 Beetlebung Grove Way, Chilmark, MA 02535

Beautifully sited on 3.4 acres, this distinctive Chilmark home offers a rare blend of privacy, comfort, and expansive living space, ideal for entertaining, both inside and outside. From the welcoming foyer, step into the dramatic vaulted living room, where wood-paneled ceilings, a gas fireplace, and abundant natural light from skylights and picture windows create a warm and inviting atmosphere.

Stephanie Roache Donnelly + Co.

9 Beetlebung Grove Way, Chilmark, 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
/31
$1,180,000 Sold Nov 21, 2024
- 2,356 Sq Ft
- $501/SF
- 21 Days On Market
- 3 Beds
- 3 Baths
- Built 1974
43 Pin Oak Cir, West Tisbury, MA 02575

West Tisbury with bells and whistles! This well tended to property has seen a LONG LIST of recent IMPROVEMENTS to make ownership easy and up-island life a breeze! Nicely tucked in and off of Old County Road means easy access to up island and down. The raised ranch style provides terrific living space duality. BOTH LEVELS have living rooms with fireplaces as well as renovated bathrooms and

Grace Bishop Compass

43 Pin Oak Cir, West Tisbury, MA 02575

/23
Est $1,906,079 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,026 Sq Ft
171 Otis Bassett Rd, Vineyard Haven, MA 02568

171 Otis Bassett Rd, Vineyard Haven, MA 02568

/37
$3,400,000
- 5 Beds
- 2 Baths
- 3,133 Sq Ft
19 Old Woods Rd, Chilmark, MA 02535

Nestled in the heart of Chilmark, this 12.5-acre property offers two charming dwellings, each with 3 bedrooms, set in a landscape of privacy and timeless Vineyard character. Built in 1950 and 1963 for American artist, Thomas Hart Benton, the homes were lovingly created as a compound for friends and family to return to year after year. Tucked down a quiet driveway, the two share a special legacy

Cheri Mason Landvest MV

19 Old Woods Rd, Chilmark, MA 02535
/22
$3,000 per month
- 4 Beds
- 2.5 Baths
- 2,703 Sq Ft
- House for Rent
41 Oak Lane Wt147, West Tisbury, MA 02575

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

Karen Overtoom Karen M. Overtoom R.E.

41 Oak Lane Wt147, West Tisbury, MA 02575
/3
$275,000 Sold Nov 19, 2024
- Land
- 1.80 Acres
- $152,778 per Acre
- 143 Days On Market
0 Lamberts Cove Rd, Vineyard Haven, MA 02568

Wooded parcel in Vineyard Haven located off scenic Lamberts Cove Road. Conveniently located to Tisbury Center and neighboring Vineyard Open Land Foundation's Cranberry Acres. A recent survey has been completed, identifying right of way and wetlands, all other engineering and permitting is the responsibility of the buyer. A License to Sell issued by the Dukes Probate and Family Court is a

Katherine Donahue Sandpiper Realty Inc

0 Lamberts Cove Rd, Vineyard Haven, MA 02568

/16
Est $1,448,560 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
35 Skiffs Ln, Vineyard Haven, MA 02568

35 Skiffs Ln, Vineyard Haven, MA 02568

/108
$4,800,000
- 6 Beds
- 5 Baths
- 2,960 Sq Ft
104 Pond View Farm Rd, Vineyard Haven, MA 02568

An exceptional Waterfront Compound on Tisbury Great Pond. Located across the Tisbury Great Pond from the exclusive Blue Heron Farm, this remarkable waterfront property offers a rare opportunity to own a serene compound with two homes and a private permitted dock—ideal for boating to the Atlantic barrier beach, fishing, kayaking, and enjoying the peaceful beauty of the pond.Both the main house and

Alexis Holden Tea Lane Associates

104 Pond View Farm Rd, Vineyard Haven, MA 02568
/21
$11,000 per month
- 2 Beds
- 1.5 Baths
- 800 Sq Ft
- House for Rent
55 Dr Fisher Rd Unit 1, West Tisbury, MA 02575

THIS IS A SUMMER RENTAL ONLY. Nestled on a quiet country lane, this charming two BR guest house will enchant you with its inviting character and custom features throughout. From the cathedral living area and newly furnished interior to the covered front porch and expansive deck, this lovely cottage has it all. Privately situated , yet convenient to the village, bike path and local

Karen Overtoom Karen M. Overtoom R.E.

55 Dr Fisher Rd Unit 1, West Tisbury, MA 02575
/35
$1,995,000 Sold Nov 15, 2024
- 1,995 Sq Ft
- $1000/SF
- 47 Days On Market
- 4 Beds
- 3 Baths
- Built 2003
159 Charles Neck Way, Vineyard Haven, MA 02568

The Whale House: Coastal-Inspired Living Near Long Point - This beautifully appointed residence is an ideal sanctuary for family and friends to indulge in relaxation and seaside splendor. The first floor welcomes you with a sun-filled open layout. A Living Area adorned with a gas fireplace sets the stage for cozy gatherings. The well-appointed Kitchen boasts a prep counter/breakfast bar and

Wendy Harman Compass

159 Charles Neck Way, Vineyard Haven, MA 02568

/26
Est $5,766,614 Not Listed For Sale
- 8 Beds
- 4 Baths
- 4,800 Sq Ft
48 Forest Rd, Vineyard Haven, MA 02568

48 Forest Rd, Vineyard Haven, MA 02568

/63
$5,975,000
- 5 Beds
- 4 Baths
- 4,050 Sq Ft
78 Hammett Rd, Chilmark, MA 02535

Wonderful elevated Chilmark north shore 3.8 acre secure waterfront property with dramatic year round sunset water views to the Gay Head Lighthouse and Elizabeth Islands. The Vineyard Sound expanse enjoys peaceful sailing, fishing and other boating activity to enhance the ocean splendor. The 5 bedroom 3 1/2 bath 4,050 sq ft home is literally in move-in condition. Architect designed and built by

Robert Kenney Tea Lane Associates

78 Hammett Rd, Chilmark, MA 02535
/22
$10,000 per month
- 3 Beds
- 1.5 Baths
- 1,500 Sq Ft
- House for Rent
21 Leona Lane Wt115, West Tisbury, MA 02575

THIS IS A SUMMER RENTAL ONLY. This very charming post & beam home is the perfect getaway for those who appreciate West Tisbury's rural character. The home is very nicely furnished and equipped, has a lovely, big yard, and the location, adjacent to the bike path, is central to up-Island shopping and the fantastic sandy beaches of Lambert's Cove and Long Point Reservation. There is no land line

Karen Overtoom Karen M. Overtoom R.E.

21 Leona Lane Wt115, West Tisbury, MA 02575
/23
$2,300,000 Sold Nov 08, 2024
- 2,229 Sq Ft
- $1032/SF
- 11 Days On Market
- 6 Beds
- 4 Baths
- Built 1989
51 Blueberry Ridge Ln, Chilmark, MA 02535

Rare opportunity to purchase a compound on large 8 acre parcel in Chilmark. Main House is 4 bedrooms, 2 1/2 baths on two levels. Oak floors, fieldstone fireplace and large screened in three season porch. Lower level offers a one car garage, workshop, large laundry room and storage room.The "Dinghy" is a detached cottage with 2 bedroom & full bath. The third building is a charming "pool house"

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

51 Blueberry Ridge Ln, Chilmark, MA 02535

/26
Est $1,618,362 Not Listed For Sale
- 5 Beds
- 3 Baths
- 1,968 Sq Ft
33 Hidden Village Rd, Vineyard Haven, MA 02568

33 Hidden Village Rd, Vineyard Haven, MA 02568

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