Homes in ZIP Code 02539

/42
$10,995,000 Pending
- 7 Beds
- 3.5 Baths
- 2,957 Sq Ft
117 N Water St, Edgartown, MA 02539

Classic Captain's Home With Deep Water Dock On Edggatown Harbor - Located on prestigious North Water Street in the heart of historic Edgartown Village, this premier harbor front home combines the best of in-town and waterfront living, with deep water dock. On the harbor front side of the home, there are 2 decks with panoramic views across the harbor. There are a total of 7 Bedrooms making the

Wendy Harman

Compass

(508) 715-6592

117 N Water St, Edgartown, MA 02539
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/27
$21,700 per month
- 5 Beds
- 3 Baths
- 2,168 Sq Ft
- House for Rent
97 3rd St N, Edgartown, MA 02539

YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

97 3rd St N, Edgartown, MA 02539
/18
$3,350,000 Sold Jun 05, 2025
- 3,156 Sq Ft
- $1061/SF
- 138 Days On Market
- 6 Beds
- 6 Baths
- Built 1900
25 Simpson's Ln, Edgartown, MA 02539

Nestled in the heart of Edgartown, is this historic residence known as The Lightkeeper’s Inn. This property has five bedrooms, five baths and a separate one bedroom, one bath cottage, on .20 acre. Beautifully decorated in ole Vineyard style, the residence has the island feel of old time Martha’s Vineyard. This 5BD/5BA home sits in the heart of Edgartown close to the waterfront. Known as The

Greg Hartel Hartel Realty

25 Simpson's Ln, Edgartown, MA 02539

/36
Est $2,647,043 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,470 Sq Ft
28 Woodhaven Dr, Edgartown, MA 02539

28 Woodhaven Dr, Edgartown, MA 02539

/2
$800,000 Pending
- Land
- 1.03 Acres
- $776,699 per Acre
8 Baylies Way, Edgartown, MA 02539

Welcome to 8 Baylies Way —a blank canvas awaiting your vision. This expansive one-acre parcel provides ample space for designing your dream home or vacation retreat in a peaceful setting. With no current structures, you have the freedom to envision every detail, from a spacious garden to a cozy patio. Nestled in a serene area, this property offers the perfect opportunity to craft a personalized

Wendy Harman

Compass

(508) 625-5317

8 Baylies Way, Edgartown, MA 02539
/29
$9,500 per month
- 4 Beds
- 2 Baths
- 1,750 Sq Ft
- House for Rent
29 Mercier Way, Edgartown, MA 02539

**SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

29 Mercier Way, Edgartown, MA 02539
/74
$3,284,500 Sold May 23, 2025
- 3,085 Sq Ft
- $1065/SF
- 657 Days On Market
- 6 Beds
- 6 Baths
- Built 2024
9 Hollow Way, Edgartown, MA 02539

EDGARTOWN - NEW CONSTRUCTION with POOL - 6 Bedrooms...in Two Structures.....Plus a 31'6" x 14' heated saltwater pool! 5 Bedroom Main House with 4.5 Bathrooms. Detached 1 bedroom w/Full Bathroom over a Two (2) car garage. Main house has a lovely open floor plan with a large kitchen w/Bosch Stainless Steel Appliances, beautiful Soapstone Island and Carrara Marble counters, a dining room,

Alisan Lohan-Conway Alisan Lohan-Conway Properties

9 Hollow Way, Edgartown, MA 02539

/43
Est $4,488,598 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,932 Sq Ft
12 Norton St, Edgartown, MA 02539

12 Norton St, Edgartown, MA 02539

/41
$9,495,000
- 4 Beds
- 6 Baths
- 4,605 Sq Ft
29 Slough Cove Rd, Edgartown, MA 02539

LUXURIOUS COUNTRY ESTATE IN KATAMA. Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting with stone retaining walls and lush perennial gardens, this elegant country estate, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details

Wendy Harman

Compass

(508) 274-5363

29 Slough Cove Rd, Edgartown, MA 02539
/12
$5,500 per month
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- House for Rent
2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539

THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only

Karen Overtoom Karen M. Overtoom R.E.

2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539
/37
$1,835,000 Sold May 23, 2025
- 2,391 Sq Ft
- $767/SF
- 59 Days On Market
- 4 Beds
- 4 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 accent

Marilyn Moses Ocean Park Realty Inc

41 Smith Hollow Dr, Edgartown, MA 02539

/35
Est $7,724,190 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,207 Sq Ft
93 S Water St, Edgartown, MA 02539

93 S Water St, Edgartown, MA 02539

/37
$9,995,000
- 6 Beds
- 7.5 Baths
- 7,205 Sq Ft
25 Lelands Path, Edgartown, MA 02539

Casual Elegance On Katama Bay - Welcome to 25 Leland’s Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappquiddick. This magnificent home offers over 7,200 square feet of living space, six bedrooms, all with en suite baths, and a three-room Owner's Suite with sweeping water views and a private second-floor deck. The

Wendy Harman

Compass

(508) 274-5363

25 Lelands Path, Edgartown, MA 02539
/8
$13,600 per month
- 2 Beds
- 2 Baths
- 1,967 Sq Ft
- Condo for Rent
1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy your company over meals, snacks and games

Karen Overtoom Karen M. Overtoom R.E.

1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539
/33
$1,790,000 Sold May 23, 2025
- 1,674 Sq Ft
- $1069/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

/16
Not Listed For Sale
- 5 Beds
- 3 Baths
- 1,640 Sq Ft
201 Upper Main St, Edgartown, MA 02539

201 Upper Main St, Edgartown, MA 02539

/27
$1,250,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
62 Jernegan Ave, Edgartown, MA 02539

Charming 3-Bedroom, 2-Bath Ranch in Edgartown – Spacious, Private, and Conveniently Located Discover this inviting 3-bedroom, 2 full bath ranch-style home set on a generous .5 acre lot in a quiet, private area of Edgartown. Featuring an open-concept layout, this home offers seamless flow between the living, dining, and kitchen spaces—ideal for both everyday living and entertaining. The spacious

Nicholas Silvestri

Keller Williams Realty Evolution

(508) 290-4981

62 Jernegan Ave, Edgartown, MA 02539
/26
$18,000 per month
- 7 Beds
- 1.5 Baths
- 2,900 Sq Ft
- House for Rent
39 N Neck Rd, Edgartown, MA 02539

Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts the fairways and club house of the ''Royal Ancient Chappaquiddick Links'' Private Golf Course. (You must pay dues to play golf), Great outdoor shower. You can see the fireworks (in 5 locations at

Charles Petitti Coldwell Banker Realty - Newton

39 N Neck Rd, Edgartown, MA 02539
/13
$1,195,000 Sold May 22, 2025
- 1,110 Sq Ft
- $1077/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

/20
Est $1,520,602 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,084 Sq Ft
20 Oakdale Dr, Edgartown, MA 02539

20 Oakdale Dr, Edgartown, MA 02539

/39
$2,895,000
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
31 The Blvd, Edgartown, MA 02539

Waterfront Charmer on Sengekontacket Pond - Perched on the shoreline, this contemporary cottage is enveloped by stone walls, lush gardens, and stunning water views. Inside, a bright, airy living space features an open dining area and a well-appointed kitchen. The all-white interior is complemented by hardwood floors, vaulted ceilings, skylights, air conditioning, and ceiling fans. Three sliding

Wendy Harman

Compass

(508) 301-9323

31 The Blvd, Edgartown, MA 02539
/8
$19,000 per month
- 5 Beds
- 5 Baths
- 3,137 Sq Ft
- House for Rent
19 Morse St, Edgartown, MA 02539

THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street & Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, office/den and a full bath all

Karen Overtoom Karen M. Overtoom R.E.

19 Morse St, Edgartown, MA 02539
/18
$1,850,000 Sold May 19, 2025
- 1,428 Sq Ft
- $1296/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

/32
Est $1,929,675 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,448 Sq Ft
81 Washque Ave, Edgartown, MA 02539

81 Washque Ave, Edgartown, MA 02539

/42
$5,750,000
- 4 Beds
- 4.5 Baths
- 3,643 Sq Ft
4 Somerset Ln, Edgartown, MA 02539

New Construction: Reimagined Island Living At Somerset. Located in Katama, Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room

Wendy Harman

Compass

(508) 715-9594

4 Somerset Ln, Edgartown, MA 02539
/36
$56,800 per month
- 5 Beds
- 4 Baths
- 3,000 Sq Ft
- House for Rent
2 Nonamessett Rd, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool

Karen Overtoom Karen M. Overtoom R.E.

2 Nonamessett Rd, Edgartown, MA 02539
/39
$4,762,500 Sold May 14, 2025
- 5,103 Sq Ft
- $933/SF
- 411 Days On Market
- 6 Beds
- 6 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

/7
Not Listed For Sale
- 4 Beds
53 N Neck Rd, Edgartown, MA 02539

53 N Neck Rd, Edgartown, MA 02539

/26
$2,895,000
- 3 Beds
- 3 Baths
- 2,750 Sq Ft
109 Herring Creek Rd, Edgartown, MA 02539

Coastal Retreat In Katama - Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with

Wendy Harman

Compass

(508) 274-5363

109 Herring Creek Rd, Edgartown, MA 02539
/25
$80,000 per month
- 4 Beds
- 4.5 Baths
- 3,800 Sq Ft
- House for Rent
7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and

Karen Overtoom Karen M. Overtoom R.E.

7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
/6
$4,200,000 Sold May 09, 2025
- 3,600 Sq Ft
- $1167/SF
- 11 Days On Market
- 4 Beds
- 4 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

/14
Est $4,934,969 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,193 Sq Ft
100 Meetinghouse Way, Edgartown, MA 02539

100 Meetinghouse Way, Edgartown, MA 02539

/5
$2,995,000 Pending
- Land
- 3.01 Acres
- $995,017 per Acre
9 Turkeyland Cove Rd, Edgartown, MA 02539

Turkeyland Cove: Three-Acre Estate-Sized Parcel In Katama - This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a Main House, Carriage House, pool, tennis court and/or barn. The property offers easy access to

Wendy Harman

Compass

(508) 252-8527

9 Turkeyland Cove Rd, Edgartown, MA 02539
/23
$36,000 per month
- 3 Beds
- 3 Baths
- 2,556 Sq Ft
- House for Rent
74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The kitchen has granite countertops,

Karen Overtoom Karen M. Overtoom R.E.

74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
/19
$1,110,000 Sold May 08, 2025
- 1,275 Sq Ft
- $871/SF
- 45 Days On Market
- 2 Beds
- 2 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, surrounded

Alyssa Halisky Wallace & Co. Sotheby's

31 9th St N, Edgartown, MA 02539

/29
Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,619 Sq Ft
84 Pennywise Path, Edgartown, MA 02539

84 Pennywise Path, Edgartown, MA 02539

/42
$1,498,000 Pending
- 3 Beds
- 4 Baths
- 2,105 Sq Ft
10 Peases Point Way N, Edgartown, MA 02539

ICONIC EDGARTOWN VILLAGE BEAUTY with elevated style just one block from Main Street! Recent renovations and upgrades give this 1840's classic a fresh and modern vibe for easy maintenance in-town living. Gracious bluestone terrace bordered with hydrangeas provides a private and serene setting for outdoor living and entertaining. Other notable features include: 3-minute walk to the heart of Main

Wendy Harman

Compass

(508) 691-7503

10 Peases Point Way N, Edgartown, MA 02539
/32
$100,000 per month
- 5 Beds
- 4 Baths
- 4,500 Sq Ft
- House for Rent
60 Witchwood Lane Ed317, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy

Karen Overtoom Karen M. Overtoom R.E.

60 Witchwood Lane Ed317, 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

/36
Est $1,633,680 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,122 Sq Ft
62 Whalers Walk, Edgartown, MA 02539

62 Whalers Walk, Edgartown, MA 02539

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Massachusetts Edgartown 02539

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