Edgartown Homes

/23
$4,288,000
- 7 Beds
- 3.5 Baths
- 2,461 Sq Ft
69 School St, Edgartown, MA 02539

Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and guests. The main house features wide plank hardwood flooring and bright and sunny spaces with five

Peyton Wallace Studio Realty

69 School St, Edgartown, MA 02539
/30
$20,000 total monthly price
- 4 Beds
- 3 Baths
- 2,226 Sq Ft
- House for Rent
54 Schoolhouse Road Ed330, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

Karen Overtoom Karen M. Overtoom R.E.

54 Schoolhouse Road Ed330, Edgartown, MA 02539
/18
$995,000 Sold Nov 06, 2025
- 990 Sq Ft
- $1,005/SF
- 5 Days On Market
- 3 Beds
- 1 Bath
- Built 1983
2 Flamingo Dr, Edgartown, MA 02539

Dodger's Hole - Traditional ranch style home with 3 bedrooms and 1 bath, set upon a half acre, corner lot located within a mature association neighborhood. A comfortable outdoor deck and outdoor shower completes the Vineyard experience. Convenient to the waters of Sengekontacket, and immediate access to bikes paths leading to the villages of Edgartown, Oak Bluffs and Vineyard Haven.

Sean Federowicz Landmarks at TODAY Real Estate

2 Flamingo Dr, Edgartown, MA 02539

/20
Est $1,519,817 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,532 Sq Ft
39 Prices Way, Edgartown, MA 02539

39 Prices Way, Edgartown, MA 02539

/27
$5,250,000
- 4 Beds
- 3.5 Baths
- 3,018 Sq Ft
9 Fowler Ave, Edgartown, MA 02539

Edgartown Waterfront - Classic New England architecture meets the timeless allure of Martha’s Vineyard. This exceptional waterfront estate is set on the edge of Sengekontacket Pond, offering a sandy shoreline, panoramic water views, and a private mooring — the perfect setting for boating, paddle boarding, fishing, and clamming.A gated entrance opens to a beautifully landscaped property

Andrew McElhinney Compass LLC

9 Fowler Ave, Edgartown, MA 02539
/17
$48,000 total monthly price
- 4 Beds
- 3.5 Baths
- 2,675 Sq Ft
- House for Rent
9 Thaxter Lane Ed310, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

Karen Overtoom Karen M. Overtoom R.E.

9 Thaxter Lane Ed310, Edgartown, MA 02539
/30
$2,240,000 Sold Nov 06, 2025
- 1,764 Sq Ft
- $1,270/SF
- 27 Days On Market
- 3 Beds
- 2 Baths
- Built 1998
29 Pradas Way, Edgartown, MA 02539

THE PERFECT KATAMA RETREAT. Located just one mile from South Beach and steps from the bike path connecting Edgartown Village and the shoreline, this charming Katama property offers the ultimate Vineyard lifestyle. Beautifully built in 1998 by a respected Island contractor, this well-maintained home sits privately among soaring pines and welcomes you with a classic farmer’s porch. Inside, the

Wendy Harman Compass | Point B

29 Pradas Way, Edgartown, MA 02539

/23
Est $1,944,920 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,704 Sq Ft
31 Pulpit Ln, Edgartown, MA 02539

31 Pulpit Ln, Edgartown, MA 02539

/137
$4,175,000 Open House 12/13
- 6 Beds
- 3.5 Baths
- 3,397 Sq Ft
19 Kitts Field Cir, Edgartown, MA 02539

Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

Michele Casavant Vineyard Village Realty

19 Kitts Field Cir, Edgartown, MA 02539
/23
$36,000 total monthly price
- 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
/28
$1,260,000 Sold Nov 03, 2025
- 1,820 Sq Ft
- $692/SF
- 182 Days On Market
- 4 Beds
- 2 Baths
- Built 2002
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

/48
Est $2,869,894 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 3,440 Sq Ft
8 Coffins Field Rd, Edgartown, MA 02539

8 Coffins Field Rd, Edgartown, MA 02539

/51
$3,995,000
- 4 Beds
- 4 Baths
- 4,920 Sq Ft
56 N Neck Rd, Edgartown, MA 02539

A RARE CHAPPAQUIDDICK LEGACY ESTATE w/BEACH ACCESS -- Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-ac. multi-residence estate, with 4 conforming size parcels, on Martha's Vineyard's treasured Chappaquiddick Island

Leslie Floyd Portfolio Properties

56 N Neck Rd, Edgartown, MA 02539
/28
$29,300 total monthly price
- 3 Beds
- 2.5 Baths
- 1,871 Sq Ft
- House for Rent
76 Mattakesett Way Ed313, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,325. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing.The

Karen Overtoom Karen M. Overtoom R.E.

76 Mattakesett Way Ed313, Edgartown, MA 02539
/16
$1,135,000 Sold Oct 31, 2025
- 1,344 Sq Ft
- $844/SF
- 10 Days On Market
- 3 Beds
- 2 Baths
- Built 2002
30 Teaberry Ln, Edgartown, MA 02539

Well-maintained three bedroom, 2 bath home on a level .51 acre lot. Primary en-suite and open floor plan offers the best in first-floor living. Large unfinished basement, outdoor shower and recent Title V inspection of the four bedroom septic system. Deck overlooks the spacious backyard with room for a pool. Convenient to shellfishing or kayaking in Sengekontacket, Caroline Tuthill Preserve and

Dawn Bellante-Holand Sandpiper Realty

30 Teaberry Ln, Edgartown, MA 02539

/52
Est $5,803,013 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,740 Sq Ft
12 Plantingfield Wood Cir, Edgartown, MA 02539

12 Plantingfield Wood Cir, Edgartown, MA 02539

/39
$2,950,000 Open House 12/14
- 3 Beds
- 3.5 Baths
- 2,268 Sq Ft
23 Thaxter Ln, Edgartown, MA 02539

OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites,

Michele Casavant Vineyard Village Realty

23 Thaxter Ln, Edgartown, MA 02539
/10
$11,000 total monthly price
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
15 Price's Way Ed322, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is an inviting and affordable home with air-conditioning. As you see from the pictures the sun is welcomed through many sliders and windows. Inside the furnishings are simple but well chosen. There is a splitter in the living area that cools the downstairs. The

Karen Overtoom Karen M. Overtoom R.E.

15 Price's Way Ed322, Edgartown, MA 02539
/12
$37,500,000 Sold Oct 30, 2025
- 16,209 Sq Ft
- $2,314/SF
- 0 Days On Market
- 9 Beds
- 9.5 Baths
- Built 2000
48 Witchwood Ln, Edgartown, MA 02539

Every nice town has an iconic property that is widely considered the most special and this property might just be it. From the moment one enters the driveway, you’re captured by the extraordinary landscaping, the expansive lawns and the general Gatsbyesque feeling that sweeps over you. The drive through carriage house, the symmetry of the classic architecture and courtyards and the spectacular

Gerrett Conover Landvest MV

48 Witchwood Ln, Edgartown, MA 02539

/23
Est $2,664,048 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,252 Sq Ft
5 Bold Meadow Cir, Edgartown, MA 02539

5 Bold Meadow Cir, Edgartown, MA 02539

/32
$2,999,000
- 8 Beds
- 7.5 Baths
- 3,770 Sq Ft
72 Chappaquiddick Ave, Edgartown, MA 02539

WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL

Michele Casavant Vineyard Village Realty

72 Chappaquiddick Ave, Edgartown, MA 02539
/25
$80,000 total monthly price
- 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
/2
$1,100,000 Sold Oct 29, 2025
- 685 Sq Ft
- $1,606/SF
- 0 Days On Market
- 2 Beds
- 1 Bath
- Built 1940
11 Quammox Rd, Edgartown, MA 02539

Not Listed in LINK

LINK Email Cache LINK

11 Quammox Rd, Edgartown, MA 02539

/42
Not Listed For Sale
- 6 Beds
- 8 Baths
- 4,617 Sq Ft
11 Cummings Way, Edgartown, MA 02539

11 Cummings Way, Edgartown, MA 02539

/12
$2,950,000
- 3 Beds
- 1 Bath
- 936 Sq Ft
9 N Neck Rd, Edgartown, MA 02539

COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

Leslie C. Floyd Portfolio Real Estate, Inc.

9 N Neck Rd, Edgartown, MA 02539
/36
$56,800 total monthly price
- 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
/4
$2,300,000 Sold Oct 29, 2025
- Land
- 1.52 Acres
- $1,513,158 per Acre
- 271 Days On Market
26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539

PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard Title 5 septic system. Nestled in an area of fine homes and ideally located on the edge of famed

Leslie C. Floyd Portfolio Real Estate, Inc.

26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539

/7
Est $4,982,107 Not Listed For Sale
- 6 Beds
- 7 Baths
- 6,783 Sq Ft
3 Duarte Cir, Edgartown, MA 02539

3 Duarte Cir, Edgartown, MA 02539

/24
$3,200,000 Pending
- 2 Beds
- 2 Baths
- 1,112 Sq Ft
43 Cottage St, Edgartown, MA 02539

Charming Edgartown Village GemNestled in the heart of Edgartown Village, this single-level jewel box home blends classic island charm with modern comfort. Set on a lot that can accommodate up to four bedrooms, the property currently features two bedrooms and two full baths, offering a flexible footprint for future expansion subject to ZBA approval.The inviting eat-in kitchen is

Michele Casavant Vineyard Village Realty

43 Cottage St, Edgartown, MA 02539
/21
$14,000 total monthly price
- 4 Beds
- 2 Baths
- 1,505 Sq Ft
- House for Rent
175 Meetinghouse Way Ed321, Edgartown, MA 02539

THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the

Karen Overtoom Karen M. Overtoom R.E.

175 Meetinghouse Way Ed321, Edgartown, MA 02539
/4
$2,300,000 Sold Oct 29, 2025
- Land
- 1.52 Acres
- $1,513,158 per Acre
- 267 Days On Market
26 Mill Hill Rd, Edgartown, MA 02539

PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard Title 5 septic system. Nestled in an area of fine homes and ideally located on the edge of famed

Leslie Floyd Portfolio Properties

26 Mill Hill Rd, Edgartown, MA 02539

/20
Est $1,723,617 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,971 Sq Ft
21 Bold Meadow Ln, Edgartown, MA 02539

21 Bold Meadow Ln, Edgartown, MA 02539

/44
$3,195,000 Pending
- 4 Beds
- 3.5 Baths
- 4,372 Sq Ft
110 5th St N, Edgartown, MA 02539

Water views with a pool! This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, is flooded with light, open to breezes, and marries a timeless Vineyard vibe with modern luxury. The mudroom entryway opens to the kitchen with an

Stephanie Roache Donnelly + Co

110 5th St N, Edgartown, MA 02539
/32
$100,000 total monthly price
- 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
/19
$975,000 Sold Oct 24, 2025
- 1,092 Sq Ft
- $893/SF
- 6 Days On Market
- 2 Beds
- 1 Bath
- Built 2000
79 E Cape Pogue Ave, Edgartown, MA 02539

CHAPPY CAPE — TWO BEDROOM HIDEAWAY Step into your own slice of Chappy serenity with this sweet and stylish 2-bedroom Cape-style home—an affectionate wink to classic New England charm, with clean lines, a comfortable footprint, and room to play. Perched on Chappaquiddick Island, a slender peninsula (or island, depending on the tides) just off the eastern flank of Martha’s Vineyard. Connected by

Leslie C. Floyd Portfolio Real Estate, Inc.

79 E Cape Pogue Ave, Edgartown, MA 02539

/32
Est $2,694,607 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,101 Sq Ft
10 Codman Spring Rd, Edgartown, MA 02539

10 Codman Spring Rd, Edgartown, MA 02539

/37
$3,850,000 Pending
- 5 Beds
- 4 Baths
- 3,840 Sq Ft
8 High St, Edgartown, MA 02539

A Coveted Village OpportunitySet on one of Edgartown’s most cherished streets, this in-town property offers an exceptional blend of charm, location, and potential. Just moments from Main Street, the harbor, and the Island’s finest dining and shops, 8 High Street features both a main residence and a guest cottage quietly nestled on a well-positioned lot. Inside, the home is filled with warmth

Valene Pires The Agency

8 High St, Edgartown, MA 02539
/42
$15,725,000 Sold Oct 22, 2025
- 3,606 Sq Ft
- $4,361/SF
- 41 Days On Market
- 6 Beds
- 4.5 Baths
- Built 1850
111 N Water St, Edgartown, MA 02539

Historic captain’s home circa 1850, brilliantly renovated by architect Patrick Ahearn in 2002, on coveted North Water Street. Enjoy sweeping 180 Edgartown Harbor views from bright, sunlit living spaces with heart pine floors and custom millwork. An open-concept first floor flows to an 18x29' mahogany deck, perfect for al fresco dining and entertaining. The rare double-wide lot offers a lawn

Wendy Harman Compass

111 N Water St, Edgartown, MA 02539

/19
Est $1,286,014 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
46 Windsor Dr, Edgartown, MA 02539

46 Windsor Dr, Edgartown, MA 02539

/52
$1,675,000
- 2 Beds
- 2.5 Baths
- 2,000 Sq Ft
7 Meetinghouse Village Way, Edgartown, MA 02539

Experience refined coastal living in this impeccably renovated 2022 modern condominium nestled within the tranquil enclave of Meetinghouse Village. This sophisticated end-unit residence lives with the ease of new construction, offering bright, sun-washed interiors and an elevated design sensibility throughout.Every detail has been meticulously upgraded — from the all-new appliances, lighting,

Paul Pertile The Agency

7 Meetinghouse Village Way, Edgartown, MA 02539

Showing Results 41 - 80, Page 2 of 18

Massachusetts Dukes County Marthas Vineyard Edgartown

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage