Dukes, MA Homes

/42
$5,995,000 Open Sun 1:30PM - 3:30PM
- 3 Beds
- 6 Baths
- 3,608 Sq Ft
385 Barnes Rd, Vineyard Haven, MA 02568

Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

Wendy Harman

Compass

(508) 274-5363

385 Barnes Rd, Vineyard Haven, MA 02568
/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
/20
$1,525,000 Sold Jul 31, 2025
- 1,411 Sq Ft
- $1081/SF
- 34 Days On Market
- 3 Beds
- 3 Baths
- Built 1973
467 Katama Rd Unit B2, Edgartown, MA 02539

Mattakesett units continue to be in high demand and #B2 is the only unit currently on the market! Take advantage of all the Winnetu Resort amenities and a robust rental program which covers your fees and provides great revenue! This unit offers abundant views of the farm fields out front, open common space next to and behind, and is a short walk or bike to South Beach! There are 3 bedrooms, 2.5

Cheri Mason Landvest MV

467 Katama Rd Unit B2, Edgartown, MA 02539

/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

/39
$2,745,000
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
31 The Blvd, Edgartown, MA 02539

Waterfront Charmer on Sengekontacket Pond - Perched on the shoreline, this contemporary cottage is enveloped by stone walls, lush gardens, and stunning water views. Inside, a bright, airy living space features an open dining area and a well-appointed kitchen. The all-white interior is complemented by hardwood floors, vaulted ceilings, skylights, air conditioning, and ceiling fans. Three sliding

Wendy Harman

Compass

(508) 301-9323

31 The Blvd, 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
/22
$1,000,000 Sold Jul 31, 2025
- 768 Sq Ft
- $1302/SF
- 96 Days On Market
- 2 Beds
- 1 Bath
- Built 1960
130 Wing Rd, Oak Bluffs, MA 02557

This well-maintained property is beautifully landscaped with gardens and generous lawn areas, offering incredible potential for growth and development. Conveniently located close to downtown Oak Bluffs, this property offers easy access to essential amenities and tourist destinations, whether you're driving, biking or relying on public transportation to restaurants, shops, beaches, bike paths and

Lynn Buder Sandpiper Realty Inc

130 Wing Rd, Oak Bluffs, MA 02557

/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

/27
$1,695,000
- 3 Beds
- 2.5 Baths
- 1,740 Sq Ft
27 Chapde Ln, Tisbury, MA 02568

Classic Style Meets Timeless Charm - Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this residence provides a modern and spacious environment for comfortable island living. The home welcomes you with an open and bright layout, featuring sleek finishes and an abundance of natural light. The gourmet kitchen is a chef's delight that

Wendy Harman

Compass

(508) 691-8993

27 Chapde Ln, Tisbury, MA 02568
/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
/44
$1,650,000 Sold Jul 29, 2025
- 2,320 Sq Ft
- $711/SF
- 35 Days On Market
- 4 Beds
- 2 Baths
- Built 1960
26 Manaquayak Rd, Vineyard Haven, MA 02568

Large comfortable and charming expanded Cape in a lovely setting very close to Lambert's Cove Beach and James Pond Preserve with special walking access to Swimming on Ice House Pond in the Manaquayak Preserve as well as deeded walking access to swim and boat on Seth's Pond. The living room is open to the beautiful newly-renovated kitchen and has an often-used wood-burning fireplace. There is a

Candy DaRosa Feiner Real Estate

26 Manaquayak Rd, Vineyard Haven, MA 02568

/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
$5,750,000 Open Thu 3PM - 5PM
- 4 Beds
- 4.5 Baths
- 3,643 Sq Ft
4 Somerset Ln, Edgartown, MA 02539

New Construction: Reimagined Island Living At Somerset. Located in Katama, Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room

Wendy Harman

Compass

(508) 715-9594

4 Somerset Ln, 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
/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

/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

/32
$985,000
- 2 Beds
- 1 Bath
- 990 Sq Ft
37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

Downtown Oak Bluffs Located right in the heart of town. Unit #4 A penthouse condo with a semi-private rooftop deck (shared with unit 5 only). This spacious condo has a panoramic view of the town and surrounding waters sitting high above it all with outdoor seating and separate entrances from either condo. This solid deck adds a whole other dimension to this already desirable unit.The interior

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 514-5238

37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
/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
/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

/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

/24
$935,000
- 1 Bed
- 1 Bath
- 797 Sq Ft
37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

Downtown Oak Bluffs centrally located in the heart of Oak Bluffs. Steps from ferries, shops, restaurants and beaches from this penthouse condo. Escape the hustle and bustle on your semi private rooftop deck shared only with (unit 4 also for sale). Panoramic views of the Nantucket and Vineyard Sounds await you while you relax on the deck or enjoy dinner al fresco. The condo features all wood

Lisa Lucier

Anchor Realty of MV

(508) 422-4131

37 Circuit Ave Unit 5, 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
/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

/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

/26
$2,795,000
- 3 Beds
- 3 Baths
- 2,750 Sq Ft
109 Herring Creek Rd, Edgartown, MA 02539

Coastal Retreat In Katama - Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with

Wendy Harman

Compass

(508) 274-5363

109 Herring Creek Rd, Edgartown, MA 02539
/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
/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

/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

/34
$2,700,000
- 6 Beds
- 2.5 Baths
- 1,666 Sq Ft
34 Massasoit Ave, Oak Bluffs, MA 02568

This is the last B1 undeveloped commercial property on Circuit Avenue's main strip. Previous development plans included mixed use with commercial store front and condos above. Located on the corner of Circuit Ave and Massasoit this property has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms, perfect for a weekly rental or employee housing. Right in the heart of Oak Bluffs walk to

Lisa Lucier

Anchor Realty of MV

(508) 348-7972

34 Massasoit Ave, Oak Bluffs, MA 02568
/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
/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

/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

/45
$1,250,000
- 2 Beds
- 3 Baths
- 1,500 Sq Ft
70 Carol Ln, Oak Bluffs, MA 02557

Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. The first floor has 1500 sq feet with of a large open kitchen, dining area, and living room with plenty of room for large gatherings. The primary bedroom has a bathroom on suite. Another bedroom has easy access to the hall bath. The

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 456-5742

70 Carol Ln, Oak Bluffs, MA 02557
/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
/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

/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

/40
$2,495,000 Pending
- 5 Beds
- 5 Baths
- 3,213 Sq Ft
174 Tashmoo Ave, Vineyard Haven, MA 02568

Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. Over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will find

Lisa Lucier

Anchor Realty of Martha's Vineyard

(508) 901-2347

174 Tashmoo Ave, Vineyard Haven, MA 02568
/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
$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

/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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