Edgartown Homes

/37
$1,835,000 Sold May 23, 2025
- 2,391 Sq Ft
- $767/SF
- 59 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2001
41 Smith Hollow Dr, Edgartown, MA 02539

Discover this exquisite, contemporary home nestled in the heart of Edgartown's Smith Hollow, conveniently located just off the bike path and mere minutes from the lively Edgartown Village. Situated in a welcoming, family-oriented neighborhood, this stylish residence boasts a bright and airy open floor plan.The Great Room captivates with its soaring cathedral wood ceiling and robust timber

Marilyn Moses Ocean Park Realty Inc

41 Smith Hollow Dr, Edgartown, MA 02539

/25
Est $3,106,417 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,226 Sq Ft
44 S Summer St, Edgartown, MA 02539

44 S Summer St, Edgartown, MA 02539

/15
$4,800,000
- 4 Beds
- 4.5 Baths
- 3,816 Sq Ft
7 Marthas Rd, Edgartown, MA 02539

Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry

Michele Casavant Vineyard Village Realty

7 Marthas Rd, Edgartown, MA 02539
/33
$1,790,000 Sold May 23, 2025
- 1,674 Sq Ft
- $1,069/SF
- 36 Days On Market
- 2 Beds
- 2 Baths
- Built 1977
8 Massasoit Rd, Edgartown, MA 02539

This incredibly charming Katama Cape Cod-style home that has been completely refreshed top to bottom! An updated kitchen with high-end appliances, including a wine fridge, two brand new bathrooms, central AC, new heating system, and a new second floor deck are just some of the improvements. There are two bedrooms, one on each floor. The second floor has a comfortable lounge area, and a cozy loft

Cheri Mason Landvest MV

8 Massasoit Rd, Edgartown, MA 02539

/15
Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 3,231 Sq Ft
37 Cooke St, Edgartown, MA 02539

37 Cooke St, Edgartown, MA 02539

/52
$4,900,000
- 5 Beds
- 5.5 Baths
- 5,394 Sq Ft
23 Pinehurst Rd, Edgartown, MA 02539

New Construction with POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering seating for at least four. The

Michele Casavant Vineyard Village Realty

23 Pinehurst Rd, Edgartown, MA 02539
/13
$1,195,000 Sold May 22, 2025
- 1,110 Sq Ft
- $1,077/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 2006
34 10th St S, Edgartown, MA 02539

This charming 3 bedroom, 2 bathroom ranch-style Edgartown home offers comfortable single-level living with classic Vineyard appeal. The layout includes a dedicated living room, and an open kitchen and dining area. The primary suite features a private bath, while two additional bedrooms share a full bathroom. Outside, the property provides deck overlooking the yard for enjoying the outdoors.

Rose Ryley Sandpiper Realty Inc

34 10th St S, Edgartown, MA 02539

/19
Est $1,544,196 Not Listed For Sale
- 2 Beds
- 1 Bath
- 893 Sq Ft
67 Simpsons Ln, Edgartown, MA 02539

67 Simpsons Ln, Edgartown, MA 02539

/7
$4,800,000
- 4 Beds
- 4.5 Baths
- 3,816 Sq Ft
7 Martha's Way, Edgartown, MA 02539

Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry

Michele Casavant Vineyard Village Realty

7 Martha's Way, Edgartown, MA 02539
/18
$1,850,000 Sold May 19, 2025
- 1,428 Sq Ft
- $1,296/SF
- 158 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1982
18 Katama Dr, Edgartown, MA 02539

Ocean views - Nestled on a quiet corner lot, this classic beach house offers a reverse floor plan and distant views of the Atlantic Ocean over the Katama Plain . The upper level features the common living space including the dining area, kitchen, living room with fireplace, and large powder room. The lower level is where you find the more private spaces, including the primary bedroom suite plus

Bonnie Pierce Wallace & Co. Sotheby's International Realty

18 Katama Dr, Edgartown, MA 02539

/25
Est $1,934,886 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,195 Sq Ft
61 Simpsons Ln, Edgartown, MA 02539

61 Simpsons Ln, Edgartown, MA 02539

/51
$9,499,000
- 4 Beds
- 7 Baths
- 5,458 Sq Ft
43 Peases Point Way S, Edgartown, MA 02539

Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

Katherine Donahue Sandpiper Realty Inc

43 Peases Point Way S, Edgartown, MA 02539
/39
$4,762,500 Sold May 14, 2025
- 5,103 Sq Ft
- $933/SF
- 411 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2024
69 Division Rd, Edgartown, MA 02539

Welcome to BRAND NEW CONSTRUCTION!! This gorgeous 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

Jennifer DaSilva Compass | Point B

69 Division Rd, Edgartown, MA 02539

/25
Est $3,622,790 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,672 Sq Ft
18 Pent Ln, Edgartown, MA 02539

18 Pent Ln, Edgartown, MA 02539

/3
$925,000
- 2 Beds
90 17th St N, Edgartown, MA 02539

90 Seventeenth Street NorthEdgartown, MassachusettsFOR SALEHere is a chance for you to own a water view property in Edgartown. Property is located just off the Boulevard on a quiet dead end lane. This property has been in the same family for decades and is now offered for sale. It is a blank canvas for you to create your dream home. Interior has been gutted and is ready for

Theodore Saulnier TAS Real Estate, LLC

90 17th St N, Edgartown, MA 02539
/6
$4,200,000 Sold May 09, 2025
- 3,600 Sq Ft
- $1,167/SF
- 11 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2024
20 Mill Hill Rd, Edgartown, MA 02539

NEW CONSTRUCTION, with POOL, walking distance to EDGARTOWN VILLAGE! Approx. 3,600 square feet of open living space. The Great Room has a dramatic Two Story wall of glass, (sliders and an oversized second story window) that overlooks the 14 x 30 foot IN GROUND POOL. In addition to the dramatic Great Room there is a first floor den/lounge area, a first floor primary-en-suite with views to the pool,

Michele Casavant Vineyard Village Realty

20 Mill Hill Rd, Edgartown, MA 02539

/15
Est $4,835,151 Not Listed For Sale
- 5 Beds
- 5 Baths
- 3,515 Sq Ft
60 Davis Ln, Edgartown, MA 02539

60 Davis Ln, Edgartown, MA 02539

/8
$3,495,000
- Land
- 11.39 Acres
- $306,848 per Acre
0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539

CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to 1⁄2 mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your

Katie Donahue Sandpiper Realty

0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
/19
$1,110,000 Sold May 08, 2025
- 1,275 Sq Ft
- $871/SF
- 45 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1972
31 9th St N, Edgartown, MA 02539

Nestled among the trees near the Sengekontacket Pond, this distinctive contemporary home offers privacy while being conveniently close to Downtown Edgartown and the picturesque trails at Felix Neck Sanctuary. Designed by architect Robert Orr, this multi-level residence showcases unique architectural details and striking angled ceilings.The main living area is bathed in natural light,

Alyssa Halisky Wallace & Co. Sotheby's

31 9th St N, Edgartown, MA 02539

/11
Est $1,361,815 Not Listed For Sale
- 2 Beds
- 1 Bath
- 589 Sq Ft
3 Bernard Way, Edgartown, MA 02539

3 Bernard Way, Edgartown, MA 02539

/27
$1,695,000
- 3 Beds
- 2.5 Baths
- 2,236 Sq Ft
71 6th St N, Edgartown, MA 02539

Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm

Erin Leighton Compass

71 6th St N, 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

/43
Est $2,309,491 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,803 Sq Ft
37 W Tisbury Rd, Edgartown, MA 02539

37 W Tisbury Rd, Edgartown, MA 02539

/4
$474,000
- Land
- 0.55 Acre
- $861,818 per Acre
11 Boylston Dr Unit 1.314, Edgartown, MA 02539

A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

Alyssa Halisky Wallace & Co. Sotheby's

11 Boylston Dr Unit 1.314, 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

/33
Est $5,389,191 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,610 Sq Ft
183 Upper Main St, Edgartown, MA 02539

183 Upper Main St, Edgartown, MA 02539

/4
$474,000
- Land
- 0.55 Acre
- $861,818 per Acre
11 Boylston Dr, Edgartown, MA 02539

A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island's top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

Alyssa Halisky Wallace & Co. Sotheby's International Realty

11 Boylston Dr, 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

/29
Est $5,286,329 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,324 Sq Ft
111 Peases Point Way N, Edgartown, MA 02539

111 Peases Point Way N, Edgartown, MA 02539

/34
$950,000
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539

Close to downtown Edgartown, yet far enough away to be in a residential location with a nice yard, this home is a must-see! This is a ranch style home with two bedrooms and two bathrooms, plus an office. Open concept for the living, dining and kitchen area with a slider to the back deck. With a few updates and finishing touches, this could transform into your perfect family home. It is being sold

Kelly Mercier The Agency

400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
/56
$7,926,400 Sold Apr 28, 2025
- 4,520 Sq Ft
- $1,754/SF
- 205 Days On Market
- 5 Beds
- 4.5 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

/48
Est $9,619,721 Not Listed For Sale
- 9 Beds
- 11 Baths
- 10,398 Sq Ft
8 Tuthill Ln, Edgartown, MA 02539

8 Tuthill Ln, Edgartown, MA 02539

/58
$5,999,000
- 4 Beds
- 3.5 Baths
- 2,995 Sq Ft
135 The Blvd, Edgartown, MA 02539

Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a

Stephanie Roache Donnelly + Co.

135 The Blvd, Edgartown, MA 02539
/29
$1,350,000 Sold Apr 18, 2025
- 1,119 Sq Ft
- $1,206/SF
- 123 Days On Market
- 2 Beds
- 2.5 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

/15
Est $1,039,435 Not Listed For Sale
- 1 Bed
- 1 Bath
- 675 Sq Ft
30 Pine St, Edgartown, MA 02539

30 Pine St, Edgartown, MA 02539

/25
$1,895,000
- 4 Beds
- 2.5 Baths
- 2,064 Sq Ft
99 Old Purchase Rd, Edgartown, MA 02539

Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was

Stephanie Roache Donnelly + Co.

99 Old Purchase Rd, Edgartown, MA 02539
/30
$2,175,000 Sold Apr 18, 2025
- 2,779 Sq Ft
- $783/SF
- 0 Days On Market
- 5 Beds
- 3.5 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 $1,634,090 Not Listed For Sale
- 3 Beds
45 Curtis Ln, Edgartown, MA 02539

45 Curtis Ln, Edgartown, MA 02539

/27
$19,900,000
- 5 Beds
- 7 Baths
- 6,577 Sq Ft
33 Boldwater Rd, Edgartown, MA 02539

Exquisite Waterfront Retreat - A rare opportunity to purchase a meticulously crafted 5,600 square-foot stone main house and 900 square-foot stone guesthouse with pool in a naturalized wooded setting. This extraordinary compound redefines the conventions of traditional Vineyard architecture in the most charming and sophisticated of ways. The house was sited to offer views of Edgartown Great Pond

Deb Hancock Hancock Real Estate

33 Boldwater 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

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