Edgartown, MA Houses for Sale

/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) 691-8146

29 Slough Cove Rd, 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) 625-9706

25 Lelands Path, Edgartown, MA 02539
/42
$5,995,000
- 3 Beds
- 6 Baths
- 3,608 Sq Ft
385 Barnes Rd, Vineyard Haven, MA 02568

Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

Wendy Harman

Compass

(508) 205-8817

385 Barnes Rd, Vineyard Haven, MA 02568
/40
$5,750,000 Open House 11/28
- 4 Beds
- 4.5 Baths
- 3,643 Sq Ft
4 Somerset Ln, Edgartown, MA 02539

EXPERIENCE BAREFOOT ELEGANCE AT SOMERSET. Welcome to 4 Somerset Lane, a newly completed luxury residence in Edgartown’s exclusive Somerset enclave—perfectly positioned between the charm of Edgartown Village and the surf and sand of South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, this exceptional home embodies the essence of modern coastal living—combining

Wendy Harman

Compass

(508) 715-9594

4 Somerset Ln, Edgartown, MA 02539
/34
$2,250,000
- 6 Beds
- 2.5 Baths
- 1,666 Sq Ft
34 Massasoit Ave, Oak Bluffs, MA 02568

Downtown Oak Bluffs an investment opportunity awaits at the top of Circuit Ave. Dual zoned this is two properties in one. An existing 6 bedroom 3.5 bath Victorian home in the popular Copeland District a couple blocks to the beach even closer to restaurants shops and entertainment. On town sewer it's ideal for weekly rentals. The other side of the property facing Circuit Ave. is zoned Commercial

Lisa Lucier

Anchor Realty of MV

(508) 274-0311

34 Massasoit Ave, Oak Bluffs, MA 02568
/23
$8,995,000
- 11 Beds
- 8.5 Baths
- 6,289 Sq Ft
1 Louis Field Rd, Edgartown, MA 02539

SWEETENED WATER FARM ESTATE. Located just one mile from the heart of historic Edgartown Village, this compound in Sweetened Water Farm presents a rare opportunity to become the next steward of this extraordinary Martha’s Vineyard estate. Privately sited on 4.6 acres of exquisitely cultivated gardens, this remarkable property has been featured in several publications celebrating the island’s most

Wendy Harman

Compass

(508) 715-8610

1 Louis Field Rd, Edgartown, MA 02539
/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
/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
/137
$4,175,000
- 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
/52
$2,575,000
- 4 Beds
- 2.5 Baths
- 1,910 Sq Ft
76 Washque Ave, Edgartown, MA 02539

This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick's most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird's-eye views capture the natural beauty that surrounds you. Thoughtfully renovated, the home blends

Katherine Donahue Sandpiper Realty Inc

76 Washque Ave, Edgartown, MA 02539
/4
$6,295,000 Open House 11/28
- 4 Beds
- 5.5 Baths
- 3,950 Sq Ft
3 Somerset Ln, Edgartown, MA 02539

NEW CONSTRUCTION: LUXURY ISLAND LIVING AT SOMERSET. Construction is nearing completion at Three Somerset Lane, the newest residence (and last to be offered) and perfectly positioned between Edgartown Village and South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, Somerset embodies modern coastal design paired with timeless island charm. Designed by acclaimed

Wendy Harman Compass | Point B

3 Somerset Ln, 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-acre multi-residence estate, with 4 conforming parcels, on Martha's Vineyard's treasured Chappaquiddick Island is

Leslie Floyd Portfolio Properties

56 N Neck Rd, Edgartown, MA 02539
/39
$2,950,000
- 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
/45
$2,825,000
- 3 Beds
- 3.5 Baths
- 2,898 Sq Ft
4 Pip'N Rd, Edgartown, MA 02539

Chappaquiddick charm meets Edgartown elegance at this meticulously maintained property. No detail has been overlooked in this spacious custom home. The foyer entry greets you with a sizable dining room to your right which flows into an open eat in kitchen with a built in banquet, a granite kitchen island overlooking the masonry fireplace and wall of glass sliders in the living room. A wet bar

Michele Casavant Vineyard Village Realty

4 Pip'N Rd, Edgartown, MA 02539
/31
$2,750,000
- 4 Beds
- 3.5 Baths
- 2,566 Sq Ft
28 Marthas Rd, Edgartown, MA 02539

Nestled on a generous corner lot in one of Edgartown's sought-after neighborhoods, this beautifully maintained 4BD, 3.5BA home offers the perfect blend of comfort, convenience, and classic Vineyard charm. The home features a spacious and versatile floor plan, ideal for both year-round living and summer getaways. The light-filled living areas, anchored by a floor to ceiling wood burning fireplace,

Stacy Ickes Donnelly + Co.

28 Marthas Rd, Edgartown, MA 02539
/33
$2,650,000
- 7 Beds
- 5.5 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

357 W Tisbury Rd, Edgartown, MA 02539
/67
$3,125,000
- 4 Beds
- 5 Baths
- 5,165 Sq Ft
63 Bayes Hill Rd, Oak Bluffs, MA 02557

Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

Casandra Hyland Landmarks at TODAY Real Estate

63 Bayes Hill Rd, Oak Bluffs, MA 02557
/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
/27
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty

114 Meeting House Way, Edgartown, MA 02539
/28
$3,100,000
- 1 Bed
- 1 Bath
- 1,028 Sq Ft
114 Meeting House Way, Edgartown, MA 02539

Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

Rose Ryley Sandpiper Realty Inc

114 Meeting House 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
/7
$1,499,000
- 3 Beds
- 2 Baths
- 1,324 Sq Ft
76 Norton Orchard Rd, Edgartown, MA 02539

Located in the hot new area of downtown where new construction and renovation of older homes is making this the most desirable area of in-town. It is a sleepy quiet area near Edgartown Golf Course that still allows you to walk to shops, restaurants, pharmacy, grocery store, library and conservation trails. Come see why this home on town sewer and town water is best value in the Village today.

Jim Joyce Carroll & Vincent R.E.

76 Norton Orchard Rd, Edgartown, MA 02539
/3
$2,100,000
- 3 Beds
- 3.5 Baths
- 2,019 Sq Ft
2 Hope's Way, Oak Bluffs, MA 02557

ESTEEMED BUILDER READY to BREAK GROUND! Purchase this exceptional lot in Lagoon Ridge and start building your ISLAND DREAM 3 BR 3.5 home today! Execute a BUILDING CONTRACT or choose your own builder... Call for details and schedule a tour! Welcome to Oak Bluffs’ newest and most sought-after neighborhood, where you can construct your 3-bedroom home on a lofty setting, 95 feet above Lagoon Pond.

Marilyn Moses Ocean Park Realty Inc

2 Hope's Way, Oak Bluffs, MA 02557
/2
$1,250,000
- 1 Bed
- 1 Bath
- 855 Sq Ft
0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

Peyton Wallace Studio Realty

0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
/18
$1,100,000
- 2 Beds
- 2 Baths
- 1,583 Sq Ft
25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

Prime Martha’s Vineyard location! Nestled on 1.4 acres in the sought-after Vineyard Meadow Farms neighborhood, this property offers an exceptional combination of privacy, convenience, and potential. Ideally situated in West Tisbury, close to Edgartown and Vineyard Haven, residents enjoy easy access to local shops, restaurants, and amenities, as well as the island’s most beautiful

Maranda Post Compass | The O'Hanlon Group

25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
/20
$1,200,000
- 3 Beds
- 1.5 Baths
- 1,304 Sq Ft
14 21st St N, Edgartown, MA 02539

Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well

Fran Agnoli The Agency

14 21st St N, Edgartown, MA 02539
/38
$1,825,000
- 4 Beds
- 3 Baths
- 3,142 Sq Ft
7 S Meadow Ln, Oak Bluffs, MA 02557

Impressive four-bedroom home with a distinctive floor plan that combines privacy, comfort, and convenience in one of Oak Bluffs' most desirable locations. The main living area, filled with natural light and soaring ceiling, offers an open layout that is warm and inviting. A third floor den and exterior decks on all levels provide ample living space both indoors and out. Set within the

Katherine Donahue Sandpiper Realty Inc

7 S Meadow Ln, Oak Bluffs, MA 02557
/44
$2,499,000
- 4 Beds
- 2.5 Baths
- 2,544 Sq Ft
47 Tiffany Dr, Oak Bluffs, MA 02557

Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush

Jennifer DaSilva Compass | Point B

47 Tiffany Dr, Oak Bluffs, MA 02557
/9
$2,250,000
- 3 Beds
- 3.5 Baths
- 2,475 Sq Ft
35 Double Ox Rd, Oak Bluffs, MA 02557

Would you love to live or vacation in a brand-new home on Martha’s Vineyard?We have the LOCATION, REPUTABLE LONG-STANDING BUILDER & PROVEN TRACK RECORD!Come take a tour of the newest home under construction in the Lagoon Ridge neighborhood.Easy to show – Call now! To be built with lot purchase and building contract.This 3-bedroom dream home is set in an elevated enclave 95 feet

Marilyn Moses Ocean Park Realty Inc

35 Double Ox Rd, Oak Bluffs, MA 02557
/20
$1,450,000
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
5 Seth's Path, Oak Bluffs, MA 02557

Desirable picturesque Deer Run location. Just steps from the bike path, this centrally located home is a perfect island retreat. You can enjoy the multi level deck and patio overlooking a wonderful in ground pool. The large lot provides for plenty of room for gardening or games and backs up to an idyllic open field. This house is perfectly set back off of the small cul de sac. Wonderful

Robin Perschel Feiner Real Estate

5 Seth's Path, Oak Bluffs, MA 02557
/39
$1,600,000
- 4 Beds
- 3 Baths
- 1,738 Sq Ft
10 Dory Cir, Edgartown, MA 02539

Edgartown Village Opportunity – Main House & New Guest Cottage Tucked just off Upper Main Street, this unique Edgartown property offers exceptional flexibility with two dwellings—perfect for personal use, rental income, or a combination of both. The main house has been thoughtfully updated with numerous improvements, including a new kitchen, renovated bath, upgraded electrical, and HVAC system

Stacy Ickes Donnelly + Co.

10 Dory Cir, Edgartown, MA 02539
/30
$1,049,000
- 2 Beds
- 1 Bath
- 1,232 Sq Ft
28 Barling Ave, Vineyard Haven, MA 02568

Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

Alan Schweikert Ocean Park Realty Inc

28 Barling Ave, Vineyard Haven, MA 02568
/27
$2,400,000
- 3 Beds
- 3.5 Baths
- 1,884 Sq Ft
27 7th St N, Edgartown, MA 02539

27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers an island with

Michele Casavant Vineyard Village Realty

27 7th St N, Edgartown, MA 02539
/22
$970,000
- 2 Beds
- 0.5 Baths
- 953 Sq Ft
50 Canonicus Ave, Oak Bluffs, MA 02557

Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

Michele Moore Island Real Estate

50 Canonicus Ave, Oak Bluffs, MA 02557
/37
$1,250,000
- 3 Beds
- 2 Baths
- 1,196 Sq Ft
112 3rd St N, Edgartown, MA 02568

Nestled on a lush and private parcel close to The Boulevard, this contemporary three-bedroom, two-bath residence offers the perfect blend of style and comfortable living. Highlights include a gas fireplace, wood floors, an expansive deck to relax on, and established gardens. There’s even a shed to store all your summer gear. Enjoy this oasis as is or use as a foundation for future

Kristin Buck Donnelly + Co.

112 3rd St N, Edgartown, MA 02568
/24
$2,150,000
- 4 Beds
- 2.5 Baths
- 2,547 Sq Ft
8 Old Purchase Way, Edgartown, MA 02539

Private, yet close to town. Located at the end of a paved road on a cul-de-sac that abuts 25 acres of conservation land. Enjoy miles of walking/bike trails and ancient roads just out the door. The first floor has an open floor plan with comfortable living / dining area / kitchen areas. There is also a first-floor bedroom/office, new sun room and 1/2 bathroom. Upstairs, there is a large primary

Tjark Aldeborgh eXp Realty, LLC

8 Old Purchase Way, Edgartown, MA 02539
/18
$1,500,000
- 3 Beds
- 2 Baths
- 1,188 Sq Ft
8 Court St, Edgartown, MA 02539

Nestled in Katama, this vacation home offers easy access to South Beach, Edgartown Great Pond/Wilson's Landing, and Edgartown Village. The property includes three bedrooms, two baths, a cozy living room with a fireplace, a kitchen, and a sunroom/dining area--ready for your personal touch. An excellent opportunity for a relaxed Island lifestyle, second home, or vacation rental.

Emma Kennedy Sandpiper Realty Inc

8 Court St, Edgartown, MA 02539
/51
$9,795,000
- 6 Beds
- 7 Baths
- 6,135 Sq Ft
52 S Summer St, Edgartown, MA 02539

The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown’s celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence

Alyssa Halisky Wallace & Co. Sotheby's

52 S Summer St, Edgartown, MA 02539
/17
$1,950,000
- 3 Beds
- 1.5 Baths
- 1,984 Sq Ft
19 Katama Dr, Edgartown, MA 02539

Just over a mile from South Beach, this inviting Katama retreat is a perfect getaway. This sunlit home offers three bedrooms, one and half baths. Set on a landscaped 3/4-acre lot with pastoral views and peeks of the Ocean from the upper-level deck, the property features a wraparound deck for barbecues and a spacious backyard for games or stargazing. Conveniently close to Edgartown Village, the

Emma Kennedy Sandpiper Realty Inc

19 Katama Dr, Edgartown, MA 02539
/21
$1,950,000
- 3 Beds
- 2 Baths
- 2,237 Sq Ft
10 Duende Ln, Edgartown, MA 02539

Experience the quintessential Martha's Vineyard lifestyle at this charming residence perfectly nestled in a private yet convenient Katama location. This inviting 3-bedroom plus loft, 2-bathroom home is situated on a .52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-filled interior featuring multiple windows and skylights that invite the sunshine in. Convenience is

Idalyn Macchia Gilstad Wallace & Co. Sotheby's

10 Duende Ln, Edgartown, MA 02539

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Massachusetts Dukes County Edgartown

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In Edgartown, there are currently 104 houses for sale, offering an array of options for potential buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Edgartown, MA and find the perfect place to call home.

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