Dukes, MA Homes

/39
$3,649,000
- 5 Beds
- 4.5 Baths
- 4,218 Sq Ft
7 Whistling Swan Cir, Edgartown, MA 02539

Located in the sought-after Island Grove neighborhood, this Edgartown home is near Morning Glory Farm, Downtown, and South Beach. Designed for entertaining, the first floor features a custom kitchen, dining and living rooms, den, screened porch, half bath, and a seamless flow to outdoor living and a new heated pool. A spacious first-floor primary suite includes a walk-in closet and full bath.

Jarrett Hurwitz Keller Williams Realty

7 Whistling Swan Cir, Edgartown, MA 02539
/6
$700,500 Sold May 07, 2025
- Land
- 0.55 Acre
- $1,273,636 per Acre
- 0 Days On Market
72 Windsor Dr Unit 99.71, Edgartown, MA 02539

Level building lot ready for your new home ideas. Area of well cared for homes both year round and seasonal use. Bike path at end of street allows easy travel to all down island towns. Ask about a new home package or work with your own builder. Perc test has been done and confirmed it is a 4 bedroom lot with a standard septic design.

Jim Joyce Carroll & Vincent R.E.

72 Windsor Dr Unit 99.71, Edgartown, MA 02539

/32
Est $2,915,965 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,101 Sq Ft
10 Codman Spring Rd, Edgartown, MA 02539

10 Codman Spring Rd, Edgartown, MA 02539

/26
$3,495,000
- 4 Beds
- 6 Baths
- 3,793 Sq Ft
28 Crocker Dr, Edgartown, MA 02539

This beautifully renovated Katama retreat combines refined design, luxurious amenities, and thoughtfully crafted spaces. The main house features three bedrooms, including a peaceful primary suite with private deck access, a second en-suite bedroom, and a cozy bunkroom. The octagonal living room, skylit dining room with a gas fireplace, and a chef’s kitchen with quartz counters and high-end

Jen O'Hanlon Compass | The O'Hanlon Group

28 Crocker Dr, Edgartown, MA 02539
/15
$975,000 Sold May 02, 2025
- 1,056 Sq Ft
- $923/SF
- 55 Days On Market
- 2 Beds
- 2 Baths
- Built 2018
15 14th St N, Edgartown, MA 02539

Great STARTER HOME in EDGARTOWN! The house itself was modular built BRAND NEW just under 7 years ago, so everything is plum, level, well insulated and updated. Featuring 2 beds and 2 baths on the first level, with a unfinished full walk-out basement and unfinished upstairs office space. Lots of room to spread out inside. Just under 1/4 acre lot near Edgartown Vineyard Haven Road, only a 5 minute

Mike Sawyer Sawyer Realty Group

15 14th St N, Edgartown, MA 02539

/19
Est $1,353,179 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
46 Windsor Dr, Edgartown, MA 02539

46 Windsor Dr, Edgartown, MA 02539

/40
$3,400,000
- 4 Beds
- 3.5 Baths
- 4,372 Sq Ft
110 5th St N, Edgartown, MA 02539

Water views with a pool! This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, marries a timeless Vineyard vibe with modern luxury. The mudroom entryway opens to the kitchen with a breakfast island, dining room, and living room

Stephanie Roache Donnelly + Co.

110 5th St N, Edgartown, MA 02539
/35
$900,000 Sold Apr 30, 2025
- 1,092 Sq Ft
- $824/SF
- 1 Day On Market
- 1 Bed
- 1.5 Baths
- Built 2008
53 Anthiers Way, Edgartown, MA 02539

This unique and beautifully handcrafted home in Edgartown is a rare find. It features 1 bedroom, 1.5 bathrooms, and a 3-bedroom septic system, offering the potential for additional bedrooms with town approval. The custom woodwork and fireplace create a warm and inviting atmosphere, while the open-concept kitchen and dining area showcase handmade wood countertops and rustic charm--making it the

Valentina Globa eXp Realty, LLC

53 Anthiers Way, Edgartown, MA 02539

/30
Est $2,453,061 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,404 Sq Ft
10 Gerts Way, Edgartown, MA 02539

10 Gerts Way, Edgartown, MA 02539

/32
$2,999,000
- 8 Beds
- 7.5 Baths
- 3,770 Sq Ft
72 Chappaquiddick Ave, Edgartown, MA 02539

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL

Michele Casavant Vineyard Village Realty

72 Chappaquiddick Ave, Edgartown, MA 02539
/56
$7,926,400 Sold Apr 28, 2025
- 4,520 Sq Ft
- $1754/SF
- 205 Days On Market
- 5 Beds
- 5 Baths
- Built 1990
32 Boldwater Rd, Edgartown, MA 02539

Spectacular 20.8 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1.5 mile wide main pond and barrier beach to the ocean beyond. The handful of well pruned trees on the property enhance the water views. The sophisticated and charming

Robert Kenney Tea Lane Associates

32 Boldwater Rd, Edgartown, MA 02539

/29
Est $2,140,407 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
165 W Tisbury Rd, Edgartown, MA 02539

165 W Tisbury Rd, Edgartown, MA 02539

/27
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty

114 Meeting House Way, Edgartown, MA 02539
/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

/14
Est $2,001,334 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,519 Sq Ft
2 Lexington Ave, Edgartown, MA 02539

2 Lexington Ave, Edgartown, MA 02539

/27
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty Inc

114 Meeting House Way, Edgartown, MA 02539
/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

/36
Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,780 Sq Ft
52 Marthas Rd, Edgartown, MA 02539

52 Marthas Rd, Edgartown, MA 02539

/12
$3,250,000 Open Mon 4PM - 6PM
- 3 Beds
- 1 Bath
- 936 Sq Ft
9 N Neck Rd, Edgartown, MA 02539

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

Leslie C. Floyd Portfolio Real Estate, Inc.

9 N Neck Rd, 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

/14
Est $1,503,222 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,717 Sq Ft
13 Saddle Club Rd, Edgartown, MA 02539

13 Saddle Club Rd, Edgartown, MA 02539

/11
$4,250,000 New Construction
- 5 Beds
- 6 Baths
- 4,200 Sq Ft
11 Bernard Way, Edgartown, MA 02539

To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

Mark Jenkins Wallace & Co. Sotheby's

11 Bernard Way, Edgartown, MA 02539
/20
$4,565,000 Sold Apr 11, 2025
- 5,063 Sq Ft
- $902/SF
- 109 Days On Market
- 6 Beds
- 6 Baths
- Built 2024
61 Division Rd, Edgartown, MA 02539

KATAMA - CONSTRUCTION IN PROGRESS - This elegant home sits on a spacious lot in a new 5 home luxury private enclave with breathtaking views of the surrounding pastures. The property offers privacy, a serene and picturesque setting, perfect for those seeking tranquility and natural beauty yet a convenient 1.6 mile distance to Edgartown Village. With meticulous attention to detail, this home boasts

Jennifer DaSilva Compass | Point B

61 Division Rd, Edgartown, MA 02539

/17
Est $1,726,442 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
55 Pinehurst Rd, Edgartown, MA 02539

55 Pinehurst Rd, Edgartown, MA 02539

/6
$1,149,000
- 3 Beds
- 2 Baths
- 960 Sq Ft
67 12th St S, Edgartown, MA 02539

This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

Brenda Galligan Karen M. Overtoom R.E.

67 12th St S, Edgartown, MA 02539
/43
$1,675,000 Sold Apr 04, 2025
- 2,094 Sq Ft
- $800/SF
- 276 Days On Market
- 3 Beds
- 3 Baths
- Built 1994
7 N Bog Rd, Edgartown, MA 02539

A private magical setting. Enjoy your morning coffee overlooking a splendid Koi pond surrounded by mature trees, shrubs and perennials. Truly an oasis of nature. This location, on a quiet side street just off the Edgartown/West Tisbury road, is close to town, South Beach and Morning Glory Farm. A beautifully custom built Post and Beam home has been artfuly crafted with a variety of hardwoods

Robin Perschel Feiner Real Estate

7 N Bog 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

/34
$1,795,000
- 3 Beds
- 3 Baths
- 1,914 Sq Ft
78 Whalers Walk, Edgartown, MA 02539

Nestled in a tranquil residential neighborhood, at the top of a curved drive through beautiful trees, this well-maintained home in move-in condition offers an idyllic Martha's Vineyard lifestyle. Custom-built for quality and convenience by a prestigious Island builder, every detail was thoughtfully planned for exclusive use by the family as a cherished year-round vacation home. The open floor

Dawn Bellante-Holand Sandpiper Realty

78 Whalers Walk, Edgartown, MA 02539
/39
$2,803,000 Sold Apr 04, 2025
- 2,254 Sq Ft
- $1244/SF
- 360 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1986
1 Marchants Path, Edgartown, MA 02539

Elegant colonial on lush 1/2 acre parcel near downtown Edgartown offered fully turnkey. Three spacious bedrooms, two full and one-half bathrooms, and over 2,250 sqft of living space. Double height main living/dining with sliding glass doors to outdoor living, new Velux skylights and gas fireplace. Newly refreshed gourmet kitchen with all stainless appliances, quartz countertops, island eatery and

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

1 Marchants Path, Edgartown, MA 02539

/21
Est $1,621,126 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,066 Sq Ft
23 Anthiers Way, Edgartown, MA 02539

23 Anthiers Way, Edgartown, MA 02539

/13
$6,750,000
- Land
- 2.11 Acres
- $3,199,052 per Acre
5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

Deb Levin Studio Realty

5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
/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

/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

/26
$1,700,000
- 2 Beds
- 0.5 Baths
- 601 Sq Ft
108 Bay View Ave, Edgartown, MA 02539

Enchanting 2-bed waterfront cottage in Edgartown's coveted Chappaquiddick neighborhood, Martha's Vineyard. Exuding coastal charm, it features old boat masts as columns, decor from washed-up treasures, and a historic silo from Sweetened Water Farm, rebuilt as a unique bedroom wing. The silo hosts a cozy bedroom on the first level and a second bedroom on the upper level, offering breathtaking

Derick Freitas Amaral & Associates Real Estate

108 Bay View Ave, Edgartown, MA 02539
/19
$2,100,000 Sold Mar 14, 2025
- 2,784 Sq Ft
- $754/SF
- 208 Days On Market
- 3 Beds
- 3 Baths
- Built 2003
30 Deacon Vincent Way, Edgartown, MA 02539

Explore this colonial style home in the ideal Edgartown Estates neighborhood. The upside-down layout maximizes lush tree views and privacy. The main living area awaits—a bright cathedral-ceilinged room that seamlessly blends kitchen, dining, and lounging spaces. Two separate decks with sliding doors off dining and living area perfect for summer gatherings with a fireplace to anchor the open

Tara Ledden Ledden Properties LLC

30 Deacon Vincent Way, Edgartown, MA 02539

/37
Est $2,296,409 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,097 Sq Ft
24 Pulpit Ln, Edgartown, MA 02539

24 Pulpit Ln, Edgartown, MA 02539

/26
$1,700,000
- Land
- 0.96 Acre
- $1,770,833 per Acre
108 Bay View, Edgartown, MA 02539

Enchanting 2-bed waterfront cottage in Edgartown's coveted Chappaquiddick neighborhood, Martha's Vineyard. Exuding coastal charm, it features old boat masts as columns, decor from washed-up treasures, and a historic silo from Sweetened Water Farm, rebuilt as a unique bedroom wing. The silo hosts a cozy bedroom on the first level and a second bedroom on the upper level, offering breathtaking

Derick Freitas Amaral & Associates RE

108 Bay View, Edgartown, MA 02539
/47
$4,650,000 Sold Mar 06, 2025
- 4,084 Sq Ft
- $1139/SF
- 572 Days On Market
- 3 Beds
- 4 Baths
- Built 2005
5 Armstrong Ln, Edgartown, MA 02539

This custom Gambrel-style home sits high atop Manaca Hill on Chappaquiddick Island with views of Edgartown Harbor and Katama Bay. The first-floor features hardwood floors throughout, tall ceilings and lots of windows to maximize the views. Enjoy the spacious open kitchen with top of the line appliances, a large center island and soapstone countertops. Perfect for entertaining, the area opens up

Thomas Leclair Landvest MV

5 Armstrong Ln, Edgartown, MA 02539

/52
Not Listed For Sale
- 6 Beds
- 9 Baths
- 4,962 Sq Ft
31 Eel Pond Ln, Edgartown, MA 02539

31 Eel Pond Ln, Edgartown, MA 02539

/35
$2,010,900
- 4 Beds
- 5 Baths
- 2,518 Sq Ft
32 Norton Orchard Rd, Edgartown, MA 02539

Discover this Edgartown gem! Enjoy a refreshed interior with new flooring, a bright updated bathroom, and modern LED lighting throughout. The kitchen boasts elegant dark green granite countertops. A solid foundation provides peace of mind. The property offers easy access to a nearby restaurant, apartments, and a clothing store, enhancing your daily convenience. **SELLER ASSISTED BY POA. DO NOT

Derek Greene The Greene Realty Group

32 Norton Orchard Rd, Edgartown, MA 02539

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