Dukes, MA Homes

/34
$1,590,000
- 4 Beds
- 1.5 Baths
- 1,305 Sq Ft
46 Kennebec Ave, Oak Bluffs, MA 02557

Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbor, a supermarket, and a variety of charming restaurants and shops that contribute to Oak Bluffs' allure as a premier summer destination on Martha's Vineyard. This delightful three-season cottage has been carefully modernized over the years, offering a rare investment opportunity. Located

Michael Schweikert Ocean Park Realty, Inc.

46 Kennebec Ave, Oak Bluffs, MA 02557
/21
$13,000 per month
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
- House for Rent
14 Pulpit Rock Rd, Oak Bluffs, MA 02557

PRICES ARE WEEKLY NOT MONTHLY. Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several walking trails. Just minutes to Farm Neck Golf Course, beaches and town.

Karen Overtoom Karen M. Overtoom R.E.

14 Pulpit Rock Rd, Oak Bluffs, MA 02557
/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

/32
Est $1,319,395 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,118 Sq Ft
58 Hagerty Dr, Vineyard Haven, MA 02568

58 Hagerty Dr, Vineyard Haven, MA 02568

/8
$875,000
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

Bright first-floor, three-bedroom, two bath condo in the popular Vineyard Haven Causeway Harborview association. Easy access to downtown shops, restaurants, harbor, ferry, and beaches. Building amenities include a shared pool, convenient storage, and on-site laundry facilities. The perfect blend of convenience and comfort for year-round living or as your ideal summer retreat.

Emma Kennedy Sandpiper Realty Inc

124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
/15
$40,000 per month
- 6 Beds
- 3 Baths
- 1,704 Sq Ft
- House for Rent
120 Eastville Ave Ob520, Oak Bluffs, MA 02557

THIS IS A SUMMER RENTAL ONLY. Watch the boats come and go from the harbor while you picnic and relax on your beach. This fabulous waterfront three bedroom main house and three bedroom guest house also offers your own dock and mooring.

Karen Overtoom Karen M. Overtoom R.E.

120 Eastville Ave Ob520, Oak Bluffs, MA 02557
/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

/22
Est $1,105,440 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,025 Sq Ft
10 Saddle Club Rd, Edgartown, MA 02539

10 Saddle Club Rd, Edgartown, MA 02539

/59
$6,495,000
- 6 Beds
- 6 Baths
- 3,998 Sq Ft
15 Tamarack Ln, Oak Bluffs, MA 02557

FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

Alan Schweikert Ocean Park Realty Inc

15 Tamarack Ln, Oak Bluffs, MA 02557
/8
$56,000 per month
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
- House for Rent
337 Barnes Rd Ob526, Oak Bluffs, MA 02557

THIS IS A SUMMER RENTAL ONLY. This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened-in porch, enjoying the evening sunsets while grilling and dining al fresco or try a nearby bistro or 5 star restaurant----the choice is

Karen Overtoom Karen M. Overtoom R.E.

337 Barnes Rd Ob526, Oak Bluffs, MA 02557
/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

/32
Est $1,221,911 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,429 Sq Ft
10 Elm St, Vineyard Haven, MA 02568

10 Elm St, Vineyard Haven, MA 02568

/29
$4,500,000
- 5 Beds
- 6 Baths
- 5,598 Sq Ft
71 Stoney Hill Rd, Vineyard Haven, MA 02568

A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by more than 200 acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow

Sheila Morse Island Real Estate

71 Stoney Hill Rd, Vineyard Haven, MA 02568
/8
$12,000 per month
- 3 Beds
- 1.5 Baths
- 820 Sq Ft
- House for Rent
8 Beach Plum Path Ob525, Oak Bluffs, MA 02557

THIS IS A SUMMER RENTAL ONLY. This irresistible home is a 3-minute walk away from a deeded, sandy, sheltered beach and only a 5-minute drive to the center of Oak Bluffs and all the fun activities that Circuit Avenue has to offer. The casual getaway has wonderful ambiance enhanced by its soaring ceilings, a wood-burning fireplace, and delightful furnishings.

Karen Overtoom Karen M. Overtoom R.E.

8 Beach Plum Path Ob525, Oak Bluffs, MA 02557
/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

/30
Est $1,535,358 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
88 Hopps Farm Rd, Vineyard Haven, MA 02568

88 Hopps Farm Rd, Vineyard Haven, MA 02568

/114
$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
/35
$112,000 per month
- 6 Beds
- 9 Baths
- 5,732 Sq Ft
- House for Rent
31 Lamberts Cove Road Vh434, Tisbury, MA 02568

Karen Overtoom Karen M. Overtoom R.E.

31 Lamberts Cove Road Vh434, Tisbury, MA 02568
/8
$390,000 Sold Apr 01, 2025
- Land
- 0.25 Acre
- $1,560,000 per Acre
- 83 Days On Market
0 Concord Ave, Oak Bluffs, MA 02568

GROVEDALE BUILD YOUR DREAM OPPORTUNITY - Along a quiet country lane and close to all Oak Bluffs has to offer, this level lot is located in a neighborhood of nicely landscaped homes. The pride of ownership is apparent in this locale. There are not many opportunites like this left on Martha's Vineyard.

Leslie C. Floyd Portfolio Real Estate, Inc.

0 Concord Ave, Oak Bluffs, MA 02568

/22
Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,250 Sq Ft
33 Summer St, Vineyard Haven, MA 02568

33 Summer 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
/38
$1,875,000 Sold Apr 01, 2025
- 3,841 Sq Ft
- $488/SF
- 24 Days On Market
- 5 Beds
- 5 Baths
- Built 1994
83 Dolan Ave, Vineyard Haven, MA 02568

Beautiful Cape style home renovated over the years with an open floor plan, five bedrooms including a first-floor primary with en-suite, and a nicely finished walk-out lower level. There is a 7-bedroom septic system for additional bedrooms and a special permit for the apartment. Manicured yard with mature plantings providing excellent privacy. In-ground heated pool with blue stone patio and lots

Courtney Marek Sandpiper Realty

83 Dolan Ave, Vineyard Haven, MA 02568

/44
Est $4,915,949 Not Listed For Sale
- 6 Beds
- 7 Baths
- 5,034 Sq Ft
59 Hagerty Dr, Vineyard Haven, MA 02568

59 Hagerty Dr, 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
/34
$980,000 Sold Mar 26, 2025
- 1,608 Sq Ft
- $609/SF
- 191 Days On Market
- 2 Beds
- 1 Bath
- Built 1969
11 Fairway Dr, Oak Bluffs, MA 02557

In the well established residential neighborhood of Sea Glen, turn in onto the second street on the right. At the soft curve of the road, just on the other side of the low natural stone wall, the land gently slopes down toward the house where you will find this understated rustic one level home nestled in the midst of lovely seasonal flower beds surrounding the house with mature trees along the

Sandra Grymes Portfolio Real Estate, Inc.

11 Fairway Dr, Oak Bluffs, MA 02557

/15
Est $1,197,123 Not Listed For Sale
- 3 Beds
- 2 Baths
- 966 Sq Ft
73 Leonard Cir, Vineyard Haven, MA 02568

73 Leonard Cir, 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
/111
$4,300,000 Sold Mar 24, 2025
- 4,797 Sq Ft
- $896/SF
- 241 Days On Market
- 4 Beds
- 6 Baths
- Built 2024
18 Bold Meadow Rd, Edgartown, MA 02539

EDGARTOWN - NEW CONSTRUCTION - Just about complete!! Welcome to this exceptionally stylish home with wonderful curb appeal! Luxurious 4 bedroom, 6 bathroom home with timeless features such as black windows, inside and out, complimented by an elegant neutral decor filled with unique features, peppered with lovely details throughout. Abuts 32 acres of Common land which abuts 5,300 acres of State

Alisan Lohan-Conway Alisan Lohan-Conway Properties

18 Bold Meadow Rd, Edgartown, MA 02539

/41
Est $4,069,861 Not Listed For Sale
- 5 Beds
- 6 Baths
- 4,521 Sq Ft
89 Pond Rd, Vineyard Haven, MA 02568

89 Pond Rd, 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
/30
$1,175,000 Sold Mar 20, 2025
- 1,389 Sq Ft
- $846/SF
- 173 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
12 W Farm Rd, West Tisbury, MA 02575

Welcome to 12 West Farm Road, a delightful classic cape nestled among beautiful mature evergreens in the Coffins Field neighborhood of West Tisbury. This well-kept home features 3 bedrooms and 2 bathrooms, offering 1,389 square feet of cozy and inviting living space. Skylighted ceilings and an open first-floor living/cooking/dining area combination provide a spacious feeling for everyday

Carson Crissman Compass | Point B

12 W Farm Rd, West Tisbury, MA 02575

/20
Est $1,337,713 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,730 Sq Ft
225 Longview Rd, Vineyard Haven, MA 02568

225 Longview Rd, Vineyard Haven, MA 02568

/11
$1,350,000
- 3 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
/34
$1,136,250 Sold Mar 19, 2025
- 1,152 Sq Ft
- $986/SF
- 239 Days On Market
- 3 Beds
- 2 Baths
- Built 1999
41 Towanticut Ave, Oak Bluffs, MA 02557

What a wonderful opportunity to own a Contemporary Ranch style home on this beautiful Island of Martha’s Vineyard. It is well maintained with three bedrooms, two full baths, central a/c, and a full unfinished basement. Ideal location in a very quiet neighborhood, just a short distance to bike path, Town, ferry, restaurants, beaches, shops all that you could ask for. Living room is light, bright

JoJo Lambert Island Home Realty Inc.

41 Towanticut Ave, Oak Bluffs, MA 02557

/2
Est $2,311,716 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,269 Sq Ft
59 Field View Ln, Vineyard Haven, MA 02568

59 Field View Ln, 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
/22
$1,115,000 Sold Mar 14, 2025
- 1,286 Sq Ft
- $867/SF
- 212 Days On Market
- 2 Beds
- 1 Bath
- Built 1955
496 Lamberts Cove Rd, Vineyard Haven, MA 02568

Two peaceful acres on coveted Lamberts Cove Road with access to Lamberts Cove Beach and proximity to West Tisbury Center and Conservation Land. This property boasts mature plantings, various trees, and much Mother Nature offers, including a small pond. The home has been completely renovated and enjoys hardwood floors, skylights, a wood stove, and other special features such as antique

Stephanie Roache Donnelly + Co

496 Lamberts Cove Rd, Vineyard Haven, MA 02568

/31
Est $1,485,747 Not Listed For Sale
- 6 Beds
- 4 Baths
- 2,655 Sq Ft
99 Summer St, Vineyard Haven, MA 02568

99 Summer St, Vineyard Haven, MA 02568

/35
$12,500,000
- 5 Beds
- 2.5 Baths
- 2,794 Sq Ft
33 Goethals Way, Vineyard Haven, MA 02568

A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

Lynn Buder Sandpiper Realty Inc

33 Goethals Way, Vineyard Haven, MA 02568
/19
$1,265,000 Sold Mar 11, 2025
- 1,682 Sq Ft
- $752/SF
- 357 Days On Market
- 3 Beds
- 2 Baths
- Built 2010
62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568

A must see property located in the heart of Vineyard Haven. This three-bedroom, two bath, colonial style condo boasts expansive living spread over three floors. Completed in 2019, this energy efficient 1682 sq ft home includes a 5 KW solar PV system. The open layout of the first floor includes a modern, galley style kitchen with stainless steel appliances and extensive counter space. The three

Allison Fisher Snowden Donnelly + Co

62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568

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