Homes for Sale in 02539

/21
$1,795,000
- 3 Beds
- 4 Baths
- 2,312 Sq Ft
7 Candlemaker Cir, Edgartown, MA 02539

3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

Roy Cutrer Jr Laer Realty Partners

7 Candlemaker Cir, Edgartown, MA 02539
/3
$1,795,000
- 3 Beds
- 3.5 Baths
- 2,311 Sq Ft
7 Candle Maker Cir, Edgartown, MA 02539

3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

Roy Cutrer LAER Realty Partners

7 Candle Maker Cir, Edgartown, MA 02539
/30
$1,950,000
- 4 Beds
- 2 Baths
- 1,750 Sq Ft
16 Schoolhouse Rd, Edgartown, MA 02539

Vacation Getaway in Edgartown Estates - This sunny and welcoming contemporary home could be yours this summer! With an open layout, vaulted ceilings, and lots of windows and glass doors, the home feels bright and airy. Step outside to a spacious wrap-around deck--great for relaxing or entertaining. Inside, the living, dining, and kitchen areas flow nicely and are just the right size for

Lesley Heidt Sandpiper Realty Inc

16 Schoolhouse Rd, Edgartown, MA 02539
/18
$1,550,000
- 3 Beds
- 2 Baths
- 2,311 Sq Ft
61 Dodgers Hill Rd, Edgartown, MA 02539

Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space. The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

Ellen Valentgas Sotheby's International Realty

61 Dodgers Hill Rd, Edgartown, MA 02539
/18
$1,550,000
- 3 Beds
- 2 Baths
- 2,311 Sq Ft
61 Dodgers Hole Rd, Edgartown, MA 02539

Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space.The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

Ellen Valentgas Sotheby's International Realty

61 Dodgers Hole Rd, Edgartown, MA 02539
/30
$6,000,000
- 5 Beds
- 7 Baths
- 5,104 Sq Ft
10 Puwal Ln, Edgartown, MA 02539

KATAMA COMPOUND WITH POOL - TURNKEY & READY FOR USE THIS SUMMER! In an enclave of luxury homes in Katama, this 2021-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and most artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two

Mark Jenkins Wallace & Co. Sotheby's

10 Puwal 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 your renovation. The

Theodore Saulnier TAS Real Estate, LLC

90 17th St N, Edgartown, MA 02539
/8
$3,495,000
- Land
- 11 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 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 backyard.

Katie Donahue Sandpiper Realty

0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
/27
$1,795,000
- 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
/2
$199,000
- Land
- 0.52 Acre
- $382,692 per Acre
36 Boylston Dr Unit 1.329, Edgartown, MA 02539

Unique OPPORTUNITY with POSSIBILITIES! .52 acres of flat vacant land in a convenient and super location! Bounds have been flagged. This property is being sold as is and Currently Unbuildable. A Buyer is responsible to confirm what the town will allow. Think creatively! Sellers motivated!

Martha Smith C McManus Realty Group

36 Boylston Dr Unit 1.329, Edgartown, MA 02539
/4
$1,725,000
- Land
- 2.00 Acres
- $862,500 per Acre
501 W Tisbury Rd, Edgartown, MA 02539

Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

Stacy Ickes Donnelly + Co.

501 W Tisbury Rd, Edgartown, MA 02539
/4
$1,725,000
- Land
- 2.00 Acres
- $862,500 per Acre
501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539

Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

Stacy Ickes Donnelly + Co

501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
/32
$999,000
- 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 Match Point Properties

400 Edgartown-Vineyard Haven Rd, 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
/39
$1,195,000
- 3 Beds
- 2 Baths
- 2,046 Sq Ft
9 Sampson Ave, Edgartown, MA 02539

A home for all seasons and multiple purposes --- If you choose to have a comfortable, kick-your-shoes-off, not-fussy, beach home on the tranquil non-commercial island of Chappaquiddick, then this is your destination. The fabulous, pristine, seemingly endless miles of shoreline at East Beach, just over Dike Bridge, is only 1.3 miles distant. The gorgeous beaches at Wasque Point, where you also

Lynn Buder Sandpiper Realty Inc

9 Sampson Ave, Edgartown, MA 02539
/39
$2,650,000
- 4 Beds
- 6 Baths
- 2,694 Sq Ft
16 Mockingbird Dr, Edgartown, MA 02539

Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking appliances, handcrafted soapstone countertops, and a statement Carrara marble island. The spacious

Emma Kennedy Sandpiper Realty Inc

16 Mockingbird Dr, Edgartown, MA 02539
/27
$2,700,000
- 4 Beds
- 3 Baths
- 2,001 Sq Ft
2 Orchard Ln, Edgartown, MA 02539

Welcome to this 4 bedroom home, with a pool, perched on the neighborhood hilltop. This tri-level cape offers an eat in kitchen featuring granite countertops, a Viking gas range, a double basin sink, a built in banquette and views of the front covered porch and hardscaped rear yard. The primary level presents with a living room, a separate bar area offering a wine refrigerator/dishwasher, a full

Michele Casavant Vineyard Village Realty

2 Orchard Ln, Edgartown, MA 02539
/28
$1,550,000
- 3 Beds
- 2 Baths
- 1,965 Sq Ft
16 Majors Cove Ln, Edgartown, MA 02539

Nestled in the prestigious Majors Cove community, this lovingly maintained home offers the perfect blend of comfort, style, and Vineyard charm. Enjoy access to exceptional amenities, including tennis courts, a boat launch ideal for kayaking to State Beach, and proximity to the bike path for easy access to Edgartown, Oak Bluffs, and Vineyard Haven. Set on a pleasantly landscaped lot, this inviting

Stephanie Roache Donnelly + Co.

16 Majors Cove Ln, Edgartown, MA 02539
/5
$1,300,000
- Land
- 0.50 Acre
- $2,600,000 per Acre
58 Marthas Rd Unit 70, Edgartown, MA 02539

Island Grove Building Lot - A highly desirable Edgartown location near Morning Glory Farm, the Village, and South Beach. The 1/2 acre parcel is conforming in nature, allowing for maximum development. With approval for 6 bedrooms with sewer tie-in, the opportunities are endless! A great opportunity to get into this terrific community.

Katie Donahue Sandpiper Realty

58 Marthas Rd Unit 70, Edgartown, MA 02539
/37
$2,275,000
- 4 Beds
- 3.5 Baths
- 2,695 Sq Ft
43C Dark Woods Rd, Edgartown, MA 02539

Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff's Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. Sited on a pleasant .77-acre lot, the property offers expansive space with a floor plan

Stephanie Roache Donnelly + Co.

43C Dark Woods Rd, Edgartown, MA 02539
/36
$2,275,000
- 4 Beds
- 3.5 Baths
- 2,695 Sq Ft
43C Dark Woods Rd, Edgartown, MA 02539

Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. The first floor features a fabulous living room with a gas fireplace and a formal dining

Stephanie Roache Donnelly + Co.

43C Dark Woods Rd, 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
/5
$1,300,000
- Land
- 0.50 Acre
- $2,600,000 per Acre
58 Marthas Rd, Edgartown, MA 02539

Island Grove Building Lot - A highly desirable Edgartown location near Morning Glory Farm, the Village, and South Beach. The 1/2 acre parcel is conforming in nature, allowing for maximum development. With approval for 6 bedrooms with sewer tie-in, the opportunities are endless! A great opportunity to get into this terrific community.

Katherine Donahue Sandpiper Realty Inc

58 Marthas Rd, Edgartown, MA 02539
/75
$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
/25
$1,395,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
5 Pipn Rd, Edgartown, MA 02539

Move-in ready Chappy retreat, just under a mile to swimmable Katama Bay.Tucked beside conservation land in a quiet wooded setting, this private 3 bedroom Cape offers comfort, charm, and relaxed island living— with room to gather, space to breathe, and nature at your doorstep.Designed for easy indoor-outdoor living with an open kitchen, sunny rooftop deck, stone patio, and a screened-in

Katie Donahue Sandpiper Realty

5 Pipn Rd, Edgartown, MA 02539
/46
$14,500,000
- 8 Beds
- 8 Baths
- 8,912 Sq Ft
30 Crackatuxet Cove Rd, Edgartown, MA 02539

This dramatic contemporary styled house lies on 6.5-acres of beautiful pond front land in the exclusive Herring Creek Farm. The home features cathedral ceilings throughout and an open floor plan with large living room, dining room and kitchen, all with clear story light, fireplaces and 20 ft. breakaway Nana walls. The spiral staircase leads from the living room to a large roof deck with expansive

Gerrett Conover Landvest MV

30 Crackatuxet Cove Rd, Edgartown, MA 02539
/26
$1,395,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
5 Pip'N Rd, Edgartown, MA 02539

Move-in ready Chappy retreat, just under a mile to swimmable Katama Bay.Tucked beside conservation land in a quiet wooded setting, this private 3 bedroom Cape offers comfort, charm, and relaxed island living-- with room to gather, space to breathe, and nature at your doorstep.Designed for easy indoor-outdoor living with an open kitchen, sunny rooftop deck, stone patio, and a screened-in porch

Katherine Donahue Sandpiper Realty Inc

5 Pip'N Rd, Edgartown, MA 02539
/30
$7,450,000
- 5 Beds
- 7 Baths
- 5,454 Sq Ft
54 Fuller St, Edgartown, MA 02539

This stately Greek Revival home lies on beautiful Fuller Street and a short walk to the beach. This 5-bedroom / 5.5-bath home features a beautiful foyer with arches and paneling leading past a grand staircase to a beautiful family room, kitchen and screened porch overlooking the backyard. There is an ensuite ground first floor bedroom and office off the hall as well as a side mudroom entry and

Gerrett Conover Landvest MV

54 Fuller St, Edgartown, MA 02539
/37
$3,300,000
- 5 Beds
- 4.5 Baths
- 4,115 Sq Ft
357 W Tisbury Rd, Edgartown, MA 02539

Here is the Edgartown compound you've been waiting for - a 5-bedroom main house, 2-bedroom guest house, and elevated swimming pool area located on 1.5 acres. Next door there is 25 acres of conservation land. The property is barely 2/10s of a mile to Morning Glory Farm, and just a mile and a half to the village on the bike path. The house combines island country charm with modern amenities - honey

Bonnie Pierce Wallace & Co. Sotheby's International Realty

357 W Tisbury Rd, Edgartown, MA 02539
/40
$7,500,000
- 6 Beds
- 7 Baths
- 5,166 Sq Ft
74 Turkeyland Cove Rd, Edgartown, MA 02539

This distinguished Edgartown Great Pond compound presents an exceptional collection of features and amenities. Situated within a highly desirable, secluded enclave on Turkeyland Cove, the 4.8-acre property includes two residences, a bespoke private in-ground swimming pool, approximately 400 feet of waterfront, outstanding water views, and a private beach lot on the Atlantic Ocean. The principal

Peyton Wallace Studio Realty

74 Turkeyland Cove Rd, Edgartown, MA 02539
/39
$2,290,000
- 3 Beds
- 2 Baths
- 1,608 Sq Ft
22 Greenleaf Ave, Oak Bluffs, MA 02539

Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha’s Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill

Jen O'Hanlon Compass | The O'Hanlon Group

22 Greenleaf Ave, Oak Bluffs, MA 02539
/4
$550,000
- Land
- 0.33 Acre
- $1,666,667 per Acre
32 14th St S, Edgartown, MA 02539

This is a fabulous opportunity to build your vineyard home. Only minutes to Edgartown Village shops, restaurants, and the Edgartown ferry. With a short 6 minute drive to Edgartown Beach for great summer fun! This lot is close to Vineyard Golf Club, as well as Edgartown Golf Club. Lot will accommodate a 2-3 bedroom home. Buyer of this lot will need to have it engineered, and seller has engaged a

Rebecca Putnam Putnam Realty

32 14th St S, Edgartown, MA 02539
/4
$550,000
- Land
- 0.33 Acre
- $1,666,667 per Acre
32 Fourteenth St S, Edgartown, MA 02539

This is a fabulous opportunity to build your vineyard home. Only minutes to Edgartown Village shops, restaurants, and the Edgartown ferry. With a short 6 minute drive to Edgartown Beach for great summer fun! This lot is close to Vineyard Golf Club, as well as Edgartown Golf Club. Lot will accommodate a 2-3 bedroom home. Buyer of this lot will need to have it engineered, and seller has engaged a

Rebecca Putnam Putnam Realty

32 Fourteenth St S, Edgartown, MA 02539
/12
$2,349,000
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
11 Norton St, Edgartown, MA 02539

EDGARTOWN HISTORIC DISTRICT - Terrific opportunity for an INVESTOR, and HOMEOWNER alike, to have an in town House and Guest house in a wonderful part of Edgartown. Norton Street is such a lovely Street! Two cottages - One at the front and one at the rear of lot. Yard and parking for each cottage. Presently a three (3) bedroom lot but Town Sewer is available on Norton Street and once connected

Alisan Lohan-Conway Alisan Lohan-Conway Properties

11 Norton St, Edgartown, MA 02539
/23
$1,650,000
- 4 Beds
- 2 Baths
- 1,666 Sq Ft
60 Windsor Dr, Edgartown, MA 02539

Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy

Alyssa Halisky Wallace & Co. Sotheby's International Realty

60 Windsor Dr, Edgartown, MA 02539
/28
$1,299,500
- 4 Beds
- 2 Baths
- 1,820 Sq Ft
11 Flamingo Dr, Edgartown, MA 02539

Located in the Dodger's Hole subdivision is this inviting four bedrooms plus office, two-bathroom cape style home. The property has been well cared for and is a delight to view. Sited on .5 acres of land with a pea stone driveway, wraparound deck, and outdoor shower with new enclosure. The antique garage is a great storage space for lawn equipment, garden supplies or small vehicle. The living

Skip Dostal, Jr Martha's Vineyard Real Estate

11 Flamingo Dr, Edgartown, MA 02539
/39
$1,895,000
- 5 Beds
- 3 Baths
- 2,432 Sq Ft
32 Flamingo Dr, Edgartown, MA 02539

This well-maintained country farmhouse is centrally located and is situated on just over one acre of land. A circular driveway welcomes you to the home with plenty of parking. There is a garden storage shed, irrigation system, playground, fire pit with outdoor seating, and wraparound covered porch. The rear entry door from the kitchen leads to the outdoor shower and spacious sunny deck. The first

Skip Dostal, Jr Martha's Vineyard Real Estate

32 Flamingo Dr, Edgartown, MA 02539
/31
$1,750,000
- 2 Beds
- 2 Baths
- 2,042 Sq Ft
15 Jernegan Pond Rd, Edgartown, MA 02539

Nestled at the end of a quiet drive, 15 Jernegan Pond Road offers the opportunity to create your Vineyard retreat. The existing home and small barn sit on a private and serene lot overlooking a small, picturesque pond -- an ideal setting for those seeking privacy, natural beauty, and potential. The current structures require significant renovation or rebuild, and with a sewer tie-in, can be

Lesley Heidt Sandpiper Realty Inc

15 Jernegan Pond Rd, Edgartown, MA 02539
/42
$19,900,000
- 8 Beds
- 7.5 Baths
- 6,041 Sq Ft
114 N Water St, Edgartown, MA 02539

The property is currently rented; showings require a minimum of 48 hours’ notice. Move-In Ready – CONSTRUCTION COMPLETE - This stunning 8-bedroom, 7.5-bath generational home, completed in 2025, is fully furnished and move-in ready. The property features a 6-bedroom, 5.5-bath main residence, a 1-bedroom, 1-bath guest house with its own kitchen, and a 2-car carriage house with 1-bedroom living

Erin Hegarty Compass

114 N Water St, Edgartown, MA 02539
/3
$1,750,000
- Land
- 1.57 Acres
- $1,114,650 per Acre
63 Division Rd, Edgartown, MA 02539

LOT #4 - One of the last lots available in this newly created 5-lot Edgartown subdivision! This group of residences will feature over-sized lots with utilities in place. 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

Cheri Mason LandVest MV

63 Division Rd, Edgartown, MA 02539

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