Homes in ZIP Code 02539

/16
$879,000
- 1 Bed
- 1 Bath
- 481 Sq Ft
68 Winter St Unit 2, Edgartown, MA 02539

Welcome to 68 Winter Street, a highly sought-after community of six, one bedroom condos located in Edgartown Village. Enjoy seasonal or year-round living at this sophisticated, garden level pied-a-terre. Elegant and well-appointed throughout, this stylish condo features open living with a nicely equipped kitchen, soaring ceilings, crown modeling, over-sized windows, and wood floors. Spacious

Michele Moore Island Real Estate

68 Winter St Unit 2, Edgartown, MA 02539
/13
$27,000 per month
- 4 Beds
- 3.5 Baths
- 1,962 Sq Ft
- House for Rent
20 Bay Lot Circle Ed323, Edgartown, MA 02539

THIS IS A SUMMER RENTAL ONLY. Vacation by the beach in a relaxed contemporary home offering fabulous panoramic views of Edgartown Harbor, Chappiquidick, Katama Bay and South Beach. Our Katama Bay home is located off of Edgartown Bay Road at the quiet cul-de-sac,close to the beaches and boat launch access. For those who love the ocean breezes and sandy beaches, there is great sunbathing,

Karen Overtoom Karen M. Overtoom R.E.

20 Bay Lot Circle Ed323, Edgartown, MA 02539
/25
$2,500,000 Sold Dec 20, 2024
- 2,527 Sq Ft
- $989/SF
- 109 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1990
5 Katama Dr, Edgartown, MA 02539

Discover this Katama gem, a coastal retreat just over a mile from South Beach--an ideal Martha's Vineyard getaway. Conveniently located near the bike path, Edgartown Village, and the Field Club, it combines modern amenities with coastal style. The first floor features an open-concept layout with kitchen, living, and dining areas, creating a spacious feel. This level also includes a laundry room,

Emma Kennedy Sandpiper Realty Inc

5 Katama Dr, Edgartown, MA 02539

/14
Est $1,926,007 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

/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
/28
$1,550,000 Sold Dec 18, 2024
- 1,410 Sq Ft
- $1099/SF
- 8 Days On Market
- 3 Beds
- 4 Baths
- Built 1980
2 Mattakesett Bay Rd Unit M1, Edgartown, MA 02539

Mattakesett Bay Home - South Beach is the place to be, and this wonderful 3 level Mattakesett Bay Home (duplex) is nestled in the woods which is barely a half mile away. Open kitchen, living and dining area with powder room and laundry on the first level. Primary en suite with 2 additional bedrooms and full bathroom on second level. The loft which is accessed thru the primary bedroom has many

Bonnie Pierce Wallace & Co. Sotheby's International Realty

2 Mattakesett Bay Rd Unit M1, 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

/35
$1,250,000
- 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
/42
$2,000,000 Sold Dec 16, 2024
- 2,417 Sq Ft
- $827/SF
- 24 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2002
16 Fisherman's Knot Rd, Edgartown, MA 02539

Welcome to this elegant haven nestled on a generous lot and gracefully buffered by the lush greens of the Edgartown Golf Course. Conveniently located approximately 2.5 miles from Edgartown Village and 1 mile from Morning Glory Farm.Upon entering, you are greeted by a refined living space that seamlessly blends classic charm with modern comforts.The heart of the home features an inviting living

Jennifer B. DaSilva Compass

16 Fisherman's Knot Rd, Edgartown, MA 02539

/19
Est $1,380,310 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,682 Sq Ft
26 Holly Bear Ln, Edgartown, MA 02539

26 Holly Bear Ln, Edgartown, MA 02539

/23
$1,825,000
- 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
/36
$1,860,000 Sold Dec 16, 2024
- 1,668 Sq Ft
- $1115/SF
- 206 Days On Market
- 3 Beds
- 2 Baths
- Built 1979
3 Duncan Close, Edgartown, MA 02539

Charming Saltbox Colonial With Pool + Association Tennis - Nestled in a serene and picturesque setting, this charming saltbox colonial is sited on a private wooded lot, surrounded by lush gardens and a beautiful outdoor living area with pool. The first floor welcomes you with an open and airy layout, featuring a sun-drenched Living Room adorned with vaulted ceilings, a cozy gas fireplace and an

Wendy Harman Compass

3 Duncan Close, Edgartown, MA 02539

/17
Est $1,674,134 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
55 Pinehurst Rd, Edgartown, MA 02539

55 Pinehurst 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. 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
/44
$4,250,000 Sold Dec 13, 2024
- 2,736 Sq Ft
- $1553/SF
- 127 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1974
74 & 75 Jeremiah Way, Edgartown, MA 02539

This exquisite waterfront sanctuary boasts breathtaking views and serene surroundings on Katama Bay. The enchanting home offers ample space for comfortable living both indoors and outdoors. As you step through the front door, you are greeted by an airy and light-filled interior, flanked with windows, that seamlessly blend with the beauty of the outdoors. The spacious living area is perfect for

Madelyn Silvia Wallace & Co. Sotheby's International Realty

74 & 75 Jeremiah Way, 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

/35
$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
/38
$4,325,000 Sold Dec 06, 2024
- 3,345 Sq Ft
- $1293/SF
- 75 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2022
106 Peases Point Way S, Edgartown, MA 02539

COMING SOON: MODERN COASTAL COTTAGE IN EDGARTOWN VILLAGE. Tucked away behind a picket fence and privet hedge, this charming, recently built custom home is within walking distance to Edgartown Village shops, restaurants and harbor, making it an ideal location for those seeking the vibrant atmosphere of downtown Edgartown. Step inside and be captivated by the fresh coastal décor and

Wendy Harman Compass

106 Peases Point Way S, Edgartown, MA 02539

/21
Est $1,508,773 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,066 Sq Ft
23 Anthiers Way, Edgartown, MA 02539

23 Anthiers Way, Edgartown, MA 02539

/21
$1,995,000
- 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
/20
$1,100,000 Sold Dec 05, 2024
- 1,200 Sq Ft
- $917/SF
- 65 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1986
4 Mockingbird Dr, Edgartown, MA 02539

This 3BR, 1 & half BA salt box home in Dodger's Hole has been enjoyed by the same family for thirty years. First floor kitchen, dining and living are open concept with vaulted ceilings over the living and dining room. Also included on the first floor are a nice size bedroom and a half bath with laundry. Upstairs are two more bedrooms and a shared bath. Full unfinished basement. Recent upgrades

Karen Overtoom Karen M. Overtoom R.E.

4 Mockingbird Dr, Edgartown, MA 02539

/37
Est $2,189,997 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,097 Sq Ft
24 Pulpit Ln, Edgartown, MA 02539

24 Pulpit Ln, 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
/19
$2,100,000 Sold Dec 03, 2024
- 680 Sq Ft
- $3088/SF
- 1 Day On Market
- 2 Beds
- 1 Bath
- Built 1978
59 The Blvd, Edgartown, MA 02539

Waterfront Cottage

Jennifer B. DaSilva Compass

59 The Blvd, Edgartown, MA 02539

/42
Est $3,437,242 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,090 Sq Ft
16 Mill St, Edgartown, MA 02539

16 Mill St, Edgartown, MA 02539

/19
$1,795,000
- 5 Beds
- 3 Baths
- 2,020 Sq Ft
16 Hye Rd, Edgartown, MA 02539

Edgartown House and Guest House located close to Morning Glory Farm and less than 2 miles to downtown. The main house was recently freshened up and features an open floor plan with 3 bedrooms/2 baths. Freshly painted throughout. The wood floors on the first floor were refinished. New carpet on the stairs and luxury vinyl flooring with extra cushion on the second floor. The main and guest house

Michele Moore Island Real Estate

16 Hye Rd, Edgartown, MA 02539
/15
$310,000 Sold Dec 02, 2024
- 279 Sq Ft
- $1111/SF
- 231 Days On Market
- 1 Bed
- 1 Bath
- Built 1978
15 Mill St Unit 31F, Edgartown, MA 02539

Edgartown Commons Condo - Seasonal pied de terre and solid investment opportunity. Located steps from charming downtown Edgartown, this beautifully furnished second-floor studio unit is bright, clean, and comfortable. Conveniently located near the pool and hot tub, where you can relax in the sunshine between trips to the beach. Just a short stroll to Edgartown harbor, Fuller Street Beach,

Michele Moore Island Real Estate

15 Mill St Unit 31F, Edgartown, MA 02539

/29
Est $2,179,840 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,552 Sq Ft
22 Kitts Field Cir, Edgartown, MA 02539

22 Kitts Field Cir, Edgartown, MA 02539

/25
$1,495,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
5 Pipn Rd, Edgartown, MA 02539

Tucked away in a quiet, wooded setting on picturesque Chappaquiddick, this charming three-bedroom Cape offers a peaceful island retreat. Designed for laid-back living, the home features a cheerful and versatile floor plan with generous indoor and outdoor spaces. The star of the show? A sprawling screened-in porch with a cozy wood-burning fireplace—perfect for summer nights or crisp fall

5 Pipn Rd, Edgartown, MA 02539
/25
$2,675,000 Sold Nov 22, 2024
- 2,226 Sq Ft
- $1202/SF
- 186 Days On Market
- 4 Beds
- 3 Baths
- Built 1780
44 S Summer St, Edgartown, MA 02539

Located within the heart of the highly sought-after historic district of Edgartown, this 4-bedroom residence on South Summer Street offers a unique blend of timeless elegance and historical detail. Built in 1780, this home stands as a testament to Edgartown's rich architectural heritage with its classic New England design, complete with a white picket fence. Enter through the welcoming foyer,

Alyssa Halisky Wallace & Co. Sotheby's International Realty

44 S Summer St, Edgartown, MA 02539

/39
Est $1,577,746 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,740 Sq Ft
68 Tower Ln, Edgartown, MA 02539

68 Tower Ln, Edgartown, MA 02539

/37
$2,390,000
- 3 Beds
- 2 Baths
- 1,608 Sq Ft
22 Greenleaf Ave, Oak Bluffs, MA 02539

Tucked away on one of Oak Bluffs' most sought-after streets, Fairview on Greenleaf Avenue offers an extraordinary location with stunning views of Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound. From the highest point on Greenleaf, enjoy vibrant sunrises and a front-row seat to the town's iconic fireworks.This home blends classic Vineyard character with thoughtful design by Island architect

Jennifer O'hanlon Compass

22 Greenleaf Ave, Oak Bluffs, MA 02539
/38
$2,580,000 Sold Nov 18, 2024
- 2,328 Sq Ft
- $1108/SF
- 141 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1973
56 Pinehurst Rd, Edgartown, MA 02539

CHARMING EDGARTOWN CAPE WITH GUEST COTTAGE + POOL. Step into this stylish in-town compound, featuring a charming Main House with a nicely updated kitchen and bathrooms, accompanied by a newly constructed, coastal chic Guest Cottage -- a perfect retreat for visiting family and friends. The two homes are centered around a spacious landscaped yard and a refreshing 16x34-foot gunite pool with a

Wendy Harman Compass

56 Pinehurst Rd, Edgartown, MA 02539

/32
Est $1,699,890 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,440 Sq Ft
261 W Tisbury Rd, Edgartown, MA 02539

261 W Tisbury 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

30 Crackatuxet Cove Rd, Edgartown, MA 02539
/16
$2,994,000 Sold Nov 13, 2024
- 2,996 Sq Ft
- $999/SF
- 126 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2010
5 Llewellyn Way, Edgartown, MA 02539

This cape style home offers numerous gathering spaces for multi-generational living. The open kitchen/dining floor plan flows seamlessly into the cathedral ceiling family room which showcases a fireplace surrounded by stone. An additional first floor living room offers two separate seating areas. Both first floor living rooms sport french doors that lead to an inviting outdoor living space of

Michele Casavant Vineyard Village Realty

5 Llewellyn Way, Edgartown, MA 02539

/42
Est $4,379,583 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,467 Sq Ft
8 Jennifer Way, Edgartown, MA 02539

8 Jennifer Way, Edgartown, MA 02539

/26
$1,495,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
5 Pip'N Rd, Edgartown, MA 02539

Tucked away in a quiet, wooded setting on picturesque Chappaquiddick, this charming three-bedroom Cape offers a peaceful island retreat. Designed for laid-back living, the home features a cheerful and versatile floor plan with generous indoor and outdoor spaces. The star of the show? A sprawling screened-in porch with a cozy wood-burning fireplace--perfect for summer nights or crisp fall

Katherine Donahue Sandpiper Realty Inc

5 Pip'N Rd, Edgartown, MA 02539
/21
$2,750,000 Sold Nov 13, 2024
- 2,200 Sq Ft
- $1250/SF
- 184 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2023
5 Ogden Ln, Edgartown, MA 02539

Discover your next Edgartown home within this new construction project, only minutes to Main Street. Offering 4 bright and sunny bedrooms and 3.5 well-appointed baths, this home combines traditional design and casual elegance. Upon entry, a bright open-concept living space flows from the well-designed kitchen, with large center Island, stainless appliances, and great cabinetry to an inviting

Cheri Mason LandVest MV

5 Ogden Ln, Edgartown, MA 02539

/18
Est $1,125,474 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,038 Sq Ft
5 Windsor Dr, Edgartown, MA 02539

5 Windsor Dr, Edgartown, MA 02539

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Massachusetts Edgartown 02539

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