Dukes, MA Homes

/5
$2,995,000 Pending
- Land
- 3.01 Acres
- $995,017 per Acre
9 Turkeyland Cove Rd, Edgartown, MA 02539

Turkeyland Cove: Three-Acre Estate-Sized Parcel In Katama - This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a Main House, Carriage House, pool, tennis court and/or barn. The property offers easy access to

Wendy Harman

Compass

(508) 252-8527

9 Turkeyland Cove Rd, Edgartown, MA 02539
/21
$7,000 per month
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- House for Rent
27 Beach Plum Ln, Chilmark, MA 02535

weekly rental The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt not to long ago it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a chefs Kitchen, living room ,dining area and fireplace area. Walk out the

Bryan Hummel Commonwealth Realty Group

27 Beach Plum Ln, Chilmark, MA 02535
/3
$435,000 Sold Jul 23, 2025
- Land
- 0.29 Acre
- $1,500,000 per Acre
- 96 Days On Market
0 Blackpoint Key Unit 14-13 43139, Chilmark, MA 02535

Blackpoint Beach is an exquisite destination for beach walking, swimming, and access to Blackpoint Pond, which leads to the Tisbury Great Pond. Miles of sandy beach east and west with easy access via a boardwalk to the beach. Grassy parking, private gated beach access on the south shore of Chilmark. Blackpoint is a less common offering. This is a great time of year to include this in your summer

Jill Napior Tea Lane Associates

0 Blackpoint Key Unit 14-13 43139, Chilmark, MA 02535

/3
Est $1,537,478 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,329 Sq Ft
18 Towanticut Ave, Oak Bluffs, MA 02557

18 Towanticut Ave, Oak Bluffs, MA 02557

/42
$1,498,000 Pending
- 3 Beds
- 4 Baths
- 2,105 Sq Ft
10 Peases Point Way N, Edgartown, MA 02539

ICONIC EDGARTOWN VILLAGE BEAUTY with elevated style just one block from Main Street! Recent renovations and upgrades give this 1840's classic a fresh and modern vibe for easy maintenance in-town living. Gracious bluestone terrace bordered with hydrangeas provides a private and serene setting for outdoor living and entertaining. Other notable features include: 3-minute walk to the heart of Main

Wendy Harman

Compass

(508) 691-7503

10 Peases Point Way N, Edgartown, MA 02539
/21
$9,500 per month
- 4 Beds
- 2 Baths
- 1,579 Sq Ft
- House for Rent
155 Skiff Ave, Vineyard Haven, MA 02568

Enjoy the serenity of a four bedroom, two full bathroom peaceful oasis complete with private in-ground pool. Close to lively dining and boutiques of downtown Vineyard Haven. Unwind at neighborhood beaches; Eastville, Owen Park, Tashmoo beaches all just a few minutes drive from your vacation retreat.This lovely home spread over 1600ft of living area provides first and second floor living and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

155 Skiff Ave, Vineyard Haven, MA 02568
/12
$686,000 Sold Jul 23, 2025
- 725 Sq Ft
- $946/SF
- 31 Days On Market
- 2 Beds
- 1 Bath
- Built 1953
124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568

Vineyard Haven Centrally located Causeway Condominiums just a short distance from town and ferries. Lovely grounds and a community swimming pool, a great place to live year-round or use as an investment property that's easy to manage. On ground level this spacious 2 bedroom condo with a tiled eat-in kitchen has a door accessing the back of condo. The tiled bathroom has been recently renovated and

Carleen Cordwell Anchor Realty of Martha's Vineyard

124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568

/36
Est $2,634,274 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,470 Sq Ft
28 Woodhaven Dr, Edgartown, MA 02539

28 Woodhaven Dr, Edgartown, MA 02539

/29
$1,395,000 Pending
- 4 Beds
- 2 Baths
- 2,184 Sq Ft
42 Road To the Plains, Edgartown, MA 02539

Classic Colonial - Located between Edgartown Village and Katama, this classically styled colonial features plenty of traditional charm as well as a world of possibilities for renovations and/or expansion. The main entrance opens up to a center staircase flanked by a formal Living Room and Dining Room and there is also a kitchen with breakfast bar PLUS a first-floor bedroom and full bath. The

Wendy Harman

Compass

(508) 978-3864

42 Road To the Plains, Edgartown, MA 02539
/41
$13,500 per month
- 5 Beds
- 5.5 Baths
- 3,000 Sq Ft
- House for Rent
14 Bernard Cir, Vineyard Haven, MA 02568

Unwind in the private luxury of this BRAND NEW contemporary chic 5 BED 5.5 BATH home perfectly situated close to downtown Vineyard Haven yet set amongst a rural and peaceful WEST CHOP adjacent neighborhood. Indulge and unwind in the PRIVATE HEATED SALTWATER IN-GROUND POOL surrounded by opulent outdoor living and dining area highlighted by covered al-fresco kitchen, BBQ grill and bar - fully

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

14 Bernard Cir, Vineyard Haven, MA 02568
/8
$175,000 Sold Jul 17, 2025
- Land
- 1.60 Acres
- $109,375 per Acre
- 14 Days On Market
00 Oxcart Rd, Aquinnah, MA 02535

Do you love to fish? Beach Lot! Amazing, private, beach on the North Shore. This is a private associate beach and not a buildable parcel. 1/16th ownership. $5,000 membership fee is due at closing

Sheila Morse Island Real Estate

00 Oxcart Rd, Aquinnah, MA 02535

/21
Est $1,103,311 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,176 Sq Ft
10 Lagoon Rd, Oak Bluffs, MA 02557

10 Lagoon Rd, Oak Bluffs, MA 02557

/42
$10,995,000 Pending
- 7 Beds
- 3.5 Baths
- 2,957 Sq Ft
117 N Water St, Edgartown, MA 02539

Classic Captain's Home With Deep Water Dock On Edggatown Harbor - Located on prestigious North Water Street in the heart of historic Edgartown Village, this premier harbor front home combines the best of in-town and waterfront living, with deep water dock. On the harbor front side of the home, there are 2 decks with panoramic views across the harbor. There are a total of 7 Bedrooms making the

Wendy Harman

Compass

(508) 715-6592

117 N Water St, Edgartown, MA 02539
/41
$8,750 per month
- 4 Beds
- 2.5 Baths
- 1,811 Sq Ft
- House for Rent
11 High Meadow Ln, Vineyard Haven, MA 02568

Discover the perfect summer retreat in this beautifully updated Meadow View Farms home. Nestled on a private hilltop and minutes from beaches, bike paths, Farm Neck Gand Downtown Oak Bluffs, this home offers a serene escape close to the island’s best attractions. 4 spacious bedrooms, first floor primary ensuite, shared secondary floor full bath, plus additional half bath on main level. The

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

11 High Meadow Ln, Vineyard Haven, MA 02568
/7
$175,000 Sold Jul 17, 2025
- Land
- 0.90 Acre
- $194,444 per Acre
- 18 Days On Market
00 Oxcart Rd Unit 28, Aquinnah, MA 02535

Beach Lot! Amazing, private, beach on the North Shore. This is a private associate beach on Vineyard Sound and not a buildable parcel. 1/16th ownership. $5,000 membership fee is due at closing. Look no further if you are looking for a fishing location!

Sheila Morse Island Real Estate

00 Oxcart Rd Unit 28, Aquinnah, MA 02535

/31
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,754 Sq Ft
12 Fairway Dr, Vineyard Haven, MA 02568

12 Fairway Dr, Vineyard Haven, MA 02568

/42
$16,975,000
- 6 Beds
- 4.5 Baths
- 3,606 Sq Ft
111 N Water St, Edgartown, MA 02539

Historic captain’s home circa 1850, brilliantly renovated by architect Patrick Ahearn in 2002, on coveted North Water Street. Enjoy sweeping 180 Edgartown Harbor views from bright, sunlit living spaces with heart pine floors and custom millwork. An open-concept first floor flows to an 18x29' mahogany deck, perfect for al fresco dining and entertaining. The rare double-wide lot offers a lawn

Wendy Harman

Compass

(508) 274-5363

111 N Water St, Edgartown, MA 02539
/14
$8,400 per month
- 4 Beds
- 3 Baths
- 2,148 Sq Ft
- House for Rent
39 Old Coach Rd, West Tisbury, MA 02568

Summer weekly rental only! June weekly rate is $8,400 and July weekly rate is $10,000/week - Sunday to Saturday. Recently renovated 4 bedroom, 3 bathroom home that sits on a private 2 acre lot in West Tisbury MA! This large cape house has just been update with new stainless steel appliances, new kitchen cabinets and countertops. Other updates include, new bathroom vanities and hardware,

Joseph D'Amico Dee Development Company

39 Old Coach Rd, West Tisbury, MA 02568
/32
$899,000 Sold Jul 11, 2025
- 955 Sq Ft
- $941/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1871
8 Rock Ave, Oak Bluffs, MA 02557

Experience the charm of this exquisitely renovated Victorian Gingerbread Cottage, nestled within the historic Martha's Vineyard Camp Meeting Association. Just moments away from Oak Bluffs Harbor, ferry terminals, art galleries, restaurants, public beaches, and vibrant shopping areas, this cottage offers an unparalleled location next to all of Oak Bluffs' picturesque parks.This rare gem

Marilyn Moses Ocean Park Realty Inc

8 Rock Ave, Oak Bluffs, MA 02557

/37
Est $3,508,914 Not Listed For Sale
- 3 Beds
- 5 Baths
- 4,417 Sq Ft
149 Litchfield Rd, Edgartown, MA 02539

149 Litchfield Rd, Edgartown, MA 02539

/22
$1,250,000
- 2 Beds
- 1 Bath
- 742 Sq Ft
47 Winemack St, Oak Bluffs, MA 02557

Oak Bluffs -East Chop-Close to the ocean. Two cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a

Lisa Lucier

Anchor Realty of MV

(508) 403-9601

47 Winemack St, Oak Bluffs, MA 02557
/27
$21,700 per month
- 5 Beds
- 3 Baths
- 2,168 Sq Ft
- House for Rent
97 3rd St N, Edgartown, MA 02539

YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

97 3rd St N, Edgartown, MA 02539
/20
$1,715,000 Sold Jul 11, 2025
- 524 Sq Ft
- $3273/SF
- 72 Days On Market
- 1 Bed
- 1 Bath
- Built 1915
61 Hines Point Rd, Vineyard Haven, MA 02568

Tucked away on the serene shores of Lagoon Pond in Vineyard Haven, this cozy one-bedroom cottage offers the perfect island escape. Located on exclusive Hines Point, the home features stunning water views, direct access to a private beach, and the calming sounds of the tide just steps from your door. Inside, the cottage is thoughtfully designed for comfort and simplicity, with an open living area

Alyssa Halisky Wallace & Co. Sotheby's International Realty

61 Hines Point Rd, Vineyard Haven, MA 02568

/37
Est $1,519,629 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,754 Sq Ft
12 Fairway Dr, Oak Bluffs, MA 02557

12 Fairway Dr, Oak Bluffs, MA 02557

/32
$1,550,000
- 4 Beds
- 2 Baths
- 1,304 Sq Ft
11 John Wesley Ave, Oak Bluffs, MA 02568

East Chop Living in this 4 Bedroom Victorian home perched near the shoreline in Oak Bluffs-just a short stroll to the harbor, the shores of East Chop beaches, and the shops and restaurants of downtown Oak Bluffs. Built in 1905, and updated throughout the years, with its Victorian architecture softened by time and salt air, giving it an inviting, warm charm.The exterior features a wide

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 682-5574

11 John Wesley Ave, Oak Bluffs, MA 02568
/20
$14,000 per month
- 5 Beds
- 3 Baths
- 3,000 Sq Ft
- House for Rent
55 Samoset Ave, Oak Bluffs, MA 02557

Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor living, dining, bluestone patio and BBQ grill. Relax on the covered porch surrounded by a lush flower garden or unwind in the outdoor shower. Updated stone and stainless kitchen. Formal dining for eight. A/C, WIFI and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

55 Samoset Ave, Oak Bluffs, MA 02557
/22
$1,607,000 Sold Jul 10, 2025
- 2,850 Sq Ft
- $564/SF
- 354 Days On Market
- 4 Beds
- 3 Baths
- Built 1978
10 N Abels Hill Rd, Chilmark, MA 02535

A rare opportunity in the iconic Abel's Hill Association which offers private association beach access, three tennis courts and walking trails. This multi-level Chilmark home was designed and built as an homage to architect Frank Lloyd Wright's ethos of open living spaces with flowing sightlines from room to room. The main house has a pocket view to the Atlantic that opens in the fall and winter

Elissa Lash Tea Lane Associates

10 N Abels Hill Rd, Chilmark, MA 02535

/40
Not Listed For Sale
- 4 Beds
- 5 Baths
- 4,500 Sq Ft
1005 State Rd, West Tisbury, MA 02575

1005 State Rd, West Tisbury, MA 02575

/21
$1,795,000
- 3 Beds
- 1 Bath
- 1,033 Sq Ft
9 Brunswick Ave, Oak Bluffs, MA 02557

PRIME LOCATION! LESS THAN A 5-MINUTE WALK TO OAK BLUFFS HARBOR! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively updated inside and out. Enjoy peace of mind with a new septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts new flooring, insulation, fresh paint, a

Alice Pierce

Coldwell Banker Realty - Hingham

(870) 917-0672

9 Brunswick Ave, Oak Bluffs, MA 02557
/29
$9,500 per month
- 4 Beds
- 2 Baths
- 1,750 Sq Ft
- House for Rent
29 Mercier Way, Edgartown, MA 02539

**SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

29 Mercier Way, Edgartown, MA 02539
/44
$37,000,000 Sold Jul 10, 2025
- 7,846 Sq Ft
- $4716/SF
- 39 Days On Market
- 8 Beds
- 5.5 Baths
- Built 1993
41 Cobbs Hill Rd, Chilmark, MA 02535

One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees.

Brian Dougherty Corcoran Property Advisors

41 Cobbs Hill Rd, Chilmark, MA 02535

/58
Est $7,053,885 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,945 Sq Ft
394 Lighthouse Rd, Aquinnah, MA 02535

394 Lighthouse Rd, Aquinnah, MA 02535

/41
$3,395,000
- 3 Beds
- 3.5 Baths
- 2,527 Sq Ft
5 Katama Dr, Edgartown, MA 02539

Modern Coastal Retreat In Katama: Freshly reimagined and impeccably styled, this modern coastal residence in the heart of Katama offers a rare opportunity to own a newly renovated home just one mile from South Beach. This appealing retreat has been elevated with curated finishes, high-end systems, and a designer-selected furnishing package that perfectly embodies the relaxed luxury of Vineyard

Wendy Harman

Compass

(508) 274-5363

5 Katama Dr, Edgartown, MA 02539
/30
$28,500 per month
- 9 Beds
- 6.5 Baths
- 3,500 Sq Ft
- House for Rent
9 Tuckernuck Ave, Oak Bluffs, MA 02557

**PEAK SUMMER WEEKLY RATE** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ bath Main and Guest House houses 18 guests. Internet, A/C and cable TV. Coastal chic interior with all new furnishings. Large open floor plan, ample gathering and relaxation spaces. Dining for 10, Wet Bar, gourmet kitchen, gas range, stainless appliances and distinctive design.

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

9 Tuckernuck Ave, Oak Bluffs, MA 02557
/26
$1,400,000 Sold Jul 10, 2025
- 2,019 Sq Ft
- $693/SF
- 8 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1996
73 Dodgers Hole Rd, Edgartown, MA 02539

Situated on .5 acres in established Dodgers Hole, this well-maintained contemporary home has three bedrooms, including a primary ensuite on the first floor with a walk-in closet. Enjoy the cathedral-ceiling living room with a wood-burning fireplace and an adjacent light-filled sunroom with French doors to the deck. The eat-in kitchen is at the back of the house, with direct deck access. A

Stephanie Roache Donnelly + Co.

73 Dodgers Hole Rd, Edgartown, MA 02539

/38
Est $1,055,023 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,120 Sq Ft
287 County Rd, Vineyard Haven, MA 02568

287 County Rd, Vineyard Haven, MA 02568

/23
$8,995,000
- 11 Beds
- 8.5 Baths
- 6,289 Sq Ft
1 Louis Field Rd, Edgartown, MA 02539

SWEETENED WATER FARM ESTATE. Located just one mile from the heart of historic Edgartown Village, this compound in Sweetened Water Farm presents a rare opportunity to become the next steward of this extraordinary Martha’s Vineyard estate. Privately sited on 4.6 acres of exquisitely cultivated gardens, this remarkable property has been featured in several publications celebrating the island’s most

Wendy Harman

Compass

(508) 715-8610

1 Louis Field Rd, Edgartown, MA 02539
/20
$4,250 per month
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- House for Rent
11 Hammett Ln, Chilmark, MA 02535

Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. Affectionately named 'The Blueberry House' by the original owners, this 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime location off North Road

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

11 Hammett Ln, Chilmark, MA 02535
/22
$975,000 Sold Jul 07, 2025
- 940 Sq Ft
- $1037/SF
- 61 Days On Market
- 1 Bed
- 2 Baths
- Built 2025
128 Manchester Ave, Oak Bluffs, MA 02568

This delightful, modern cape-style home features thoughtful and impressive finish details. The covered porch welcomes you into the home where you will find well-appointed spaces. The kitchen has stainless appliances including a 5-burner gas range with pot filler, an LG French-door refrigerator and dishwasher. The kitchen area is finished with shiplap. There is an open dining and living area with

Michele Moore Island Real Estate

128 Manchester Ave, Oak Bluffs, MA 02568

/17
Est $1,551,966 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,298 Sq Ft
19 Quantapog Rd, Vineyard Haven, MA 02568

19 Quantapog Rd, Vineyard Haven, MA 02568

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