Newest Homes for Sale in Edgartown, MA

/41
$2,195,000
- 5 Beds
- 3.5 Baths
- 2,628 Sq Ft
7 Pipn Cir, Edgartown, MA 02539

Life on Chappaquiddick has a rhythm all its own — and this exceptional compound is designed to savor every moment of it.Set on three park-like acres of meadows and woodland, two freshly painted log cabin-style homes offer a private world apart. The three-bedroom main house is open and generous, with living spaces that flow seamlessly from inside to out. The two-bedroom guest house is its own

Dawn Bellante Sandpiper Realty, Inc.

7 Pipn Cir, Edgartown, MA 02539
/30
$6,995,000
- 4 Beds
- 3 Baths
- 2,624 Sq Ft
103 Edgartown Bay Rd, Edgartown, MA 02539

Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an

Bonnie Pierce Wallace & Co. Sotheby's

103 Edgartown Bay Rd, Edgartown, MA 02539
/31
$2,800,000

$445K PRICE DROP
- 4 Beds
- 4.5 Baths
- 4,023 Sq Ft
44 Tiffany Dr, Oak Bluffs, MA 02557

Tucked away in a serene setting and set on 1.38 private acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq. ft. of living space with plenty of room for a backyard pool. The main portion of the house includes a gourmet kitchen, multiple entertaining areas including living room, family room, game room, a screened porch, ensuite bedroom and powder room. An attached one-bedroom

Perry Patterson MV Luxury Homes

44 Tiffany Dr, Oak Bluffs, MA 02557
/35
$3,850,000
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
10 Pease Point Rd, Edgartown, MA 02539

PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Possible fourth-bedroom opportunity with proper permiting and approvals.

Emma Bryant Studio Realty

10 Pease Point Rd, Edgartown, MA 02539
/42
$21,500,000
- 10 Beds
- 14 Baths
- 7,598 Sq Ft
56 N Summer St, Edgartown, MA 02539

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha’s Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant

Alyssa Halisky Wallace & Co. Sotheby's International Realty

56 N Summer St, Edgartown, MA 02539
/26
$925,000
- 2 Beds
- 1.5 Baths
- 1,208 Sq Ft
4 Quail Run Unit 21, Oak Bluffs, MA 02557

Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends relaxed island charm with modern convenience—perfect for year-round living or as an established rental

Emma Bryant Studio Realty

4 Quail Run Unit 21, Oak Bluffs, MA 02557
/5
$439,500
- Land
- 24,393 Sq Ft
- $784,821 per Acre
5 Candle Maker Cir, Edgartown, MA 02539

Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

Alyssa Halisky Wallace & Co. Sotheby's International Realty

5 Candle Maker Cir, Edgartown, MA 02539
/33
$3,150,000
- 4 Beds
- 3.5 Baths
- 2,791 Sq Ft
8 Atwood Cir, Edgartown, MA 02539

This charming and historic home is ideally situated at the head of Atwood Circle, a private neighborhood just off Dunham Road, and only a short stroll to town. Recently renovated, the residence blends classic character with modern comfort. The main level features a spacious living room, a cozy den with fireplace, a dining area, and an updated kitchen—perfect for both everyday living and

Gerrett Conover Landvest MV

8 Atwood Cir, Edgartown, MA 02539
/22
$1,000,000

$100K PRICE DROP
- 2 Beds
- 1 Bath
- 1,118 Sq Ft
4 5th St N, Edgartown, MA 02539

An exciting rare find off the Edgartown / Tisbury road directly across from the bike path. The first floor open plan includes a fire place, family room and kitchen with a walk out to the wrap around porch. Two pleasant bedrooms and a full bath are on the first floor. The upper level loft opens to the living room visually expanding the living space. The house has the benefit of a full basement

Doug Burke Signal House Group at Compass

4 5th St N, Edgartown, MA 02539
/6
$2,795,000
- Land
- 3.05 Acres
- $916,393 per Acre
Lot 4B Browns Farm Ln Unit 10, Edgartown, MA 02539

Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing. Just under 2.5 miles from the Village and South Beach, the location balances seclusion with easy

Courtney Marek Sandpiper Realty

Lot 4B Browns Farm Ln Unit 10, Edgartown, MA 02539
/22
$8,900,000
- 4 Beds
- 8 Baths
- 7,767 Sq Ft
4 Jacobs Neck Rd, Edgartown, MA 02539

Great Potential with Pond & Beach Access ~Set on ten private wooded acres in the Boldwater community, this unique property combines privacy, flexibility, and exceptional potential. It includes a beautifully appointed guest house ready to enjoy, plus an approximately 5,400 sq. ft. structure offering the opportunity to create a custom main residence with a swimming pool. Owners enjoy deeded

Deb Hancock Hancock Real Estate

4 Jacobs Neck Rd, Edgartown, MA 02539
/7
$2,795,000
- Land
- 3.05 Acres
- $916,393 per Acre
Lot 4A Browns Farm Ln Unit Portion of 10, Edgartown, MA 02539

Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore.

Courtney Marek Sandpiper Realty

Lot 4A Browns Farm Ln Unit Portion of 10, Edgartown, MA 02539
/21
$19,900,000
- 5 Beds
- 7 Baths
- 6,577 Sq Ft
33 Boldwater Rd, Edgartown, MA 02539

Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic

Deb Hancock Hancock Real Estate

33 Boldwater Rd, Edgartown, MA 02539
/6
$2,795,000
- Land
- 0 Sq Ft
Lot 4B Browns Farm Ln, Edgartown, MA 02539

Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing. Just under 2.5 miles from the Village and South Beach, the location balances seclusion with easy

Courtney Marek Sandpiper Realty, Inc.

Lot 4B Browns Farm Ln, Edgartown, MA 02539
/3
$1,650,000
- Land
- 1.57 Acres
- $1,050,955 per Acre
63 Division Rd Unit 46, Edgartown, MA 02539

LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new residences will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own

Cheri Mason Landvest MV

63 Division Rd Unit 46, Edgartown, MA 02539
/34
$10,850,000

$400K PRICE DROP
- 7 Beds
- 8 Baths
- 10,142 Sq Ft
14 Trapps Pond Rd, Edgartown, MA 02539

Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from the oversized

Gerrett Conover Landvest MV

14 Trapps Pond Rd, Edgartown, MA 02539
/6
$2,795,000
- Land
- 0 Sq Ft
Lot 4A Browns Farm Ln, Edgartown, MA 02539

Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore.

Courtney Marek Sandpiper Realty, Inc.

Lot 4A Browns Farm Ln, Edgartown, MA 02539
/41
$4,800,000
- 4 Beds
- 3.5 Baths
- 3,715 Sq Ft
9 Martha's Way, Edgartown, MA 02539

Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one.

Michele Casavant Vineyard Village Realty

9 Martha's Way, Edgartown, MA 02539
/37
$14,500,000

$500K PRICE DROP
- 7 Beds
- 9 Baths
- 6,462 Sq Ft
14 Cow Bay Rd, Edgartown, MA 02539

Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of private shoreline, beach cabanas, Trapps Pond and potential mooring. Despite its remarkable seclusion,

Gerrett Conover Landvest MV

14 Cow Bay Rd, Edgartown, MA 02539
/40
$2,895,000

$305K PRICE DROP
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
24 Beetle Swamp Rd, Edgartown, MA 02539

Set in a private community, Sweetened Water Farm offers the pastoral charm of Martha's Vineyard's rural up-island, just minutes from the energy of downtown Edgartown. Residents share access to the association's horse barn and common pastures, ideal for keeping horses or other livestock, adding to the farm's authentic agrarian character. This custom-built home is a true Vineyard gem, crafted over

Kathleen Dawson Donnelly + Co.

24 Beetle Swamp Rd, Edgartown, MA 02539
/47
$5,450,000
- 4 Beds
- 5.5 Baths
- 3,300 Sq Ft
8 Paddock Rd, Oak Bluffs, MA 02557

Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room

Lesley Heidt Sandpiper Realty

8 Paddock Rd, Oak Bluffs, MA 02557
/66
$1,899,000

$101K PRICE DROP
- 5 Beds
- 3.5 Baths
- 2,075 Sq Ft
63 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Set within the coveted Vineyard Meadow Farms community, this West Tisbury property presents a rare opportunity to own a thoughtfully configured compound in one of the island's most peaceful and sought-after settings. Privately sited on a generous parcel, the property is surrounded by natural beauty and offers a sense of calm that defines up-island living.The three-bedroom main residence is

Valene Pires The Agency

63 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
/42
$6,275,000
- 4 Beds
- 5.5 Baths
- 4,136 Sq Ft
10 Tilton Way, Edgartown, MA 02539

This Greek Revival style home blends timeless architecture with a bright, modern open floor plan, all presented in impeccable condition. A welcoming front foyer leads into a beautifully appointed kitchen featuring high-end appliances, a large center island, and seamless flow into the dining and living areas. The living room is anchored by a fireplace and filled with natural light throughout.

Gerrett Conover Landvest MV

10 Tilton Way, Edgartown, MA 02539
/26
$1,850,000
- 4 Beds
- 2 Baths
- 1,833 Sq Ft
22 Old Harbor Ln, Oak Bluffs, MA 02557

Quintessential Waterview Farm! Built as a year-round home with the charm of the original cottages, this well-loved retreat awaits its next chapter. The sunny, open floor plan offers two bedrooms and a full bath on each level, with generous gathering spaces throughout. A skylit kitchen is tucked into a corner of the main living area, where a curved wall of glass opens to a deck and private yard.

Lisa Stewart Sandpiper Realty, Inc.

22 Old Harbor Ln, Oak Bluffs, MA 02557
/26
$7,850,000

$150K PRICE DROP
- 4 Beds
- 6 Baths
- 5,884 Sq Ft
24 Katama Bay View Rd, Edgartown, MA 02539

This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and

Tom Wallace Wallace & Co. Sotheby's International Realty

24 Katama Bay View Rd, Edgartown, MA 02539
/6
$2,300,000
- 3 Beds
- 2.5 Baths
- 2,016 Sq Ft
60 Crocker Dr, Edgartown, MA 02539

Close to South Beach! Close to Katama Airpark and nestled in the heart of Katama, 60 Crocker Drive offers a discerning buyer a unique opportunity to renovate a house and guest house. Bring your creativity. With 2 pre-existing structures and a total of 3 bedrooms, you can renovate the existing structures or start from scratch to make it your own. The main house is a reverse-style home with a

Sheila Morse Island Real Estate

60 Crocker Dr, Edgartown, MA 02539
/14
$5,100,000
- Land
- 2.34 Acres
- $2,182,285 per Acre
7 Overview Ln Unit 47, Oak Bluffs, MA 02557

A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

Alyssa Halisky Wallace & Co. Sotheby's

7 Overview Ln Unit 47, Oak Bluffs, MA 02557
/6
$1,125,000
- Land
- 10,018 Sq Ft
- $4,891,304 per Acre
15 Chapman La, Edgartown, MA 02539

Opportunity Abounds - This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the benefits of

Wendy Harman

Compass

15 Chapman La, Edgartown, MA 02539
/10
$3,750,000

$245K PRICE DROP
- Land
- 1.92 Acres
- $1,956,182 per Acre
98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568

Farm Neck Golf Club – Undeveloped Water View Parcel with Membership A truly rare opportunity to acquire a 1.92-acre undeveloped parcel within the prestigious Farm Neck Golf Club community, one of the last remaining opportunities of its kind. This exceptional offering features sweeping water views over Sengekontacket Pond to the Vineyard Sound, creating a stunning backdrop for your future Martha’s

Andrew McElhinney Compass LLC

98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568
/6
$550,000

$100K PRICE DROP
- Land
- 1.02 Acres
- $538,529 per Acre
23 Calebs Common Ln Unit 101, Edgartown, MA 02539

CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an

Katherine Donahue Sandpiper Realty

23 Calebs Common Ln Unit 101, Edgartown, MA 02539
/6
$550,000

$100K PRICE DROP
- Land
- 1.02 Acres
- $539,216 per Acre
23 Calebs Common Ln, Edgartown, MA 02539

CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an

Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

23 Calebs Common Ln, Edgartown, MA 02539
/27
$869,000
- 1 Bed
- 1 Bath
- 797 Sq Ft
37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

In the heart of Downtown Oak Bluffs walk to everything from this Circuit Avenue location Unit #5 comes with an amazing roof top deck that is only shared with one other condo (#4). This well appointed sleeps 4 with custom wood features and a staircase to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area,, large bedroom with alcove, a sleep nook, a tiled

Lisa Lucier Anchor Realty of MV

37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
/20
$899,000
- 2 Beds
- 1 Bath
- 990 Sq Ft
37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest

Lisa Lucier Anchor Realty of MV

37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
/46
$2,400,000
- 5 Beds
- 3.5 Baths
- 3,873 Sq Ft
50 Hidden Cove Rd, Edgartown, MA 02539

Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering

Sean Federowicz Landmarks at TODAY Real Estate

50 Hidden Cove Rd, Edgartown, MA 02539
/28
$2,950,000
- 4 Beds
- 3 Baths
- 2,927 Sq Ft
2 Bold Meadow Rd, Edgartown, MA 02539

Nestled on a private 1.7-acre parcel in the Bold Meadow neighborhood, this classic Cape offers a perfect blend of comfort and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from Edgartown. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a

Stacy Ickes Donnelly + Co.

2 Bold Meadow Rd, Edgartown, MA 02539
/20
$2,495,000
- 1 Bed
- 1.5 Baths
- 1,236 Sq Ft
218 Upper Main St, Edgartown, MA 02539

Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find

Madelyn Silvia Wallace & Co. Sotheby's International Realty

218 Upper Main St, Edgartown, MA 02539
/41
$2,225,000

Open Sun 12:30PM - 2PM $125K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,630 Sq Ft
81 Whalers Walk, Edgartown, MA 02539

Experience the ease of summer living in your own Martha’s Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home with four levels of lifestyle. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom

Dawn Bellante Sandpiper Realty, Inc.

81 Whalers Walk, Edgartown, MA 02539
/21
$1,499,000

$100K PRICE DROP
- 3 Beds
- 2 Baths
- 1,562 Sq Ft
111 Charles Neck Way, Vineyard Haven, MA 02568

Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

Emma Kennedy Sandpiper Realty, Inc.

111 Charles Neck Way, Vineyard Haven, MA 02568
/60
$11,900,000

$1M PRICE DROP
- 5 Beds
- 4.5 Baths
- 3,466 Sq Ft
14 Thayer St, Edgartown, MA 02539

Set within the historic fabric of Edgartown Village, 14 Thayer Street is a property of uncommon scale and quiet distinction. Occupying a 0.62-acre parcel, rare for this in-town setting, the grounds offer a sense of space and privacy just moments from the harbor and village center.The residence is attributed to Frederick Baylies Jr., the builder of the Whaling Church, and reflects the enduring

Paul Pertile The Agency

14 Thayer St, Edgartown, MA 02539
/48
$4,695,000
- 7 Beds
- 4.5 Baths
- 5,320 Sq Ft
8 Fresh Pond Rd, Oak Bluffs, MA 02557

The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

Jarrett Hurwitz Keller Williams Realty

8 Fresh Pond Rd, Oak Bluffs, MA 02557

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