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Homes for Sale in 02539

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  • /24

    $3,200,000

    • 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
  • /19

    $5,500,000

    • 4 Beds
    • 2 Baths
    • 1,464 Sq Ft

    31 Butlers Cove Rd, Edgartown, MA 02539

    This charming farmhouse lies on nearly 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 1910 as one of the first houses on the storied 200-acre farm with over 2,000 ft of private

    Gerrett Conover Landvest MV

    31 Butlers Cove 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
  • /4

    $1,100,000

    • Land
    • 1 Acre
    • $1,100,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    3 bedroom or 1 bedroom per 15,000 sq ft whichever is greater

    Casandra Hyland Landmarks at TODAY Real Estate

    25 Coffins Field Rd, Edgartown, MA 02539
  • /5

    $1,100,000

    • Land
    • 1 Acre
    • $1,100,000 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    One-Acre Lot in a Peaceful Edgartown Neighborhood. Build your island dream home on this spacious one acre lot, nestled in a quiet, centrally located Edgartown neighborhood. Enjoy the best of both worlds-a tranquil setting that's just minutes from town, beaches, and all the Vineyard's favorite spots.This 3-bedroom lot offers excellent potential. Per the Board of Health, an enhanced septic

    Casandra Hyland Landmarks at TODAY Real Estate

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
  • /15

    $2,490,000

    • Land
    • 7.2 Acres
    • $345,833 per Acre

    3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539

    Build your dream home on the special 7.2 acre North lot 1 private wooded property with 1/2 ownership in the beautiful 4.5 acre meadow in the grand Boldwater Association(BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all

    Robert Kenney Tea Lane Associates

    3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
  • /15

    $2,490,000

    • Land
    • 7.08 Acres
    • $351,695 per Acre

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

    Build your dream home or homes on the special 7.1 acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all convenient to

    Robert Kenney Tea Lane Associates

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
  • /5

    $2,850,000

    • Land
    • 1.52 Acres
    • $1,875,000 per Acre

    39 Slough Cove Rd, Edgartown, MA 02539

    NEWLY LISTED | Build Your Katama Dream ✨Set in one of Martha's Vineyard's most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama.Perfectly positioned near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis

    Francine Agnoli The Agency Martha's Vineyard

    39 Slough Cove Rd, Edgartown, MA 02539
  • /7

    $2,850,000

    • Land
    • 1.52 Acres
    • $1,881,064 per Acre

    39 Slough Cove Rd Unit 12.2 (part of), Edgartown, MA 02539

    NEWLY LISTED | Build Your Katama Dream. Set in one of Martha’s Vineyard’s most sought-after locations, this newly created 1.5-acre parcel offers a rare opportunity to build your custom island retreat in the heart of Katama. Perfectly sited near the pristine shores of South Beach, the level and conforming R60 lot provides endless potential for a main residence and an outdoor oasis designed to your

    Fran Agnoli The Agency

    39 Slough Cove Rd Unit 12.2 (part of), Edgartown, MA 02539
  • /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
  • /9

    $2,000,000

    • Land
    • 1.28 Acres
    • $1,562,500 per Acre

    5 Louis Field Rd Unit 121.3, Edgartown, MA 02539

    CREATE YOUR LEGACY ISLAND RETREAT IN THIS IDYLLIC LOCATION. Nestled within the entrance to Sweetened Water Farm, this 1.28-acre parcel represents a rare opportunity to create your own vision within one of Edgartown’s most sought-after settings. Located just one mile from the heart of historic Edgartown Village, this beautifully sited lot offers the ideal balance of privacy and proximity,

    Wendy Harman Compass | Point B

    5 Louis Field Rd Unit 121.3, Edgartown, MA 02539
  • /9

    $2,000,000

    • Land
    • 1.28 Acres
    • $1,562,500 per Acre

    5 Louis Field Rd, Edgartown, MA 02539

    CREATE YOUR LEGACY ISLAND RETREAT IN THIS IDYLLIC LOCATION. Nestled within the entrance to Sweetened Water Farm, this 1.28-acre parcel represents a rare opportunity to create your own vision within one of Edgartown’s most sought-after settings. Located just one mile from the heart of historic Edgartown Village, this beautifully sited lot offers the ideal balance of privacy and proximity,

    Agent Photo

    Wendy Harman

    Compass

    (508) 694-9959

    5 Louis Field Rd, Edgartown, MA 02539
  • /45

    $1,600,000

    • 4 Beds
    • 3 Baths
    • 1,738 Sq Ft

    10 Dory Cir, Edgartown, MA 02539

    Edgartown Village Opportunity – Main House & New Guest CottageTucked 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

    Stacy Ickes Donnelly + Co

    10 Dory Cir, Edgartown, MA 02539
  • /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
  • /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
  • /10

    $2,450,000

    • Land
    • 5.37 Acres
    • $456,238 per Acre

    9 Maqua Way Unit 107.13, Edgartown, MA 02539

    Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

    Katie Donahue Sandpiper Realty

    9 Maqua Way Unit 107.13, Edgartown, MA 02539
  • /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
  • /9

    $2,450,000

    • Land
    • 5.37 Acres
    • $456,238 per Acre

    9 Maqua Way, Edgartown, MA 02539

    Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

    Katherine Donahue Sandpiper Realty Inc

    9 Maqua Way, Edgartown, MA 02539
  • /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
  • /4

    $445,000

    • Land
    • 0.56 Acre
    • $794,643 per Acre

    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539

    Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

    Alyssa Halisky Wallace & Co. Sotheby's

    5 Candle Maker Cir Unit 1.331, 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
  • /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
  • /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
  • /40

    $1,985,000

    • 6 Beds
    • 2.5 Baths
    • 2,836 Sq Ft

    36 Smith Hollow Dr, Edgartown, MA 02539

    Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and

    Katherine Donahue Sandpiper Realty Inc

    36 Smith Hollow Dr, 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

    • Land
    • 0.5 Acre
    • $12,590,000 per Acre

    3 Somerset Ln, Edgartown, MA 02539

    COMING SOON: LUXURY ISLAND LIVING AT SOMERSET - Construction is underway at Three Somerset Lane, part of an exclusive enclave of five luxury homes between Edgartown Village and South Beach. Developed by Stanmar, owner of Winnetu Resorts, Somerset blends modern coastal design with island charm. Designed by Dudley Cannada and built by Adam Moran Construction, this 4-bedroom, 5.5-bath home offers

    Agent Photo

    Wendy Harman

    Compass

    (508) 419-9057

    3 Somerset Ln, Edgartown, MA 02539
  • /9

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 1,959 Sq Ft

    48 Edgartown - West Tisbury Rd, Edgartown, MA 02539

    This rare multi-family residence offers a unique investment opportunity or the perfect island retreat. Whether you're looking to generate rental income, host guests, or settle into island life, this 3-bedroom, 3-bathroom property checks all the boxes. With numerous bonus spaces, off-street parking, a cozy backyard, and expansion potential (pending town approval), this is a truly exceptional

    Mavis Francis eXp Realty

    48 Edgartown - West Tisbury Rd, Edgartown, MA 02539
  • /8

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 1,959 Sq Ft

    48 W Tisbury Rd, Edgartown, MA 02539

    This rare multi-family residence offers a unique investment opportunity or the perfect island retreat. Whether you're looking to generate rental income, host guests, or settle into island life, this 3 bedrooms, 3 bathrooms property checks all the boxes. With lots of bonus spaces, off-street parking, a cozy backyard, and expansion potential (pending town approval) this is a truly exceptional find.

    Mavis Francis eXp Realty

    48 W Tisbury Rd, Edgartown, MA 02539
  • /26

    $8,500,000

    • 4 Beds
    • 6 Baths
    • 3,497 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England waterview home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room

    Tom Wallace Wallace & Co. Sotheby's International Realty

    24 Katama Bay View Rd, Edgartown, MA 02539
  • /76

    $2,345,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    15 Night Heron Rd, Edgartown, MA 02539

    KATAMA - NEWLY RENOVATED! This Quintessential Martha’s Vineyard saltbox blends timeless island character with wonderful thoughtful updates, having been recently renovated. Set in a quiet location, Island Grove, one of the most popular locations in Edgartown, you're just a short drive to Wilson's Landing, South Beach and downtown Edgartown, an ideal location for summer escapes, year-round living,

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    15 Night Heron 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
  • /14

    $4,950,000

    • Land
    • 14.4 Acres
    • $343,750 per Acre

    3 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

    Build your dream home or homes on a special two lot 14+ acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all

    Robert Kenney Tea Lane Associates

    3 Jacob's Neck Rd Unit 2, 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
  • /42

    $1,750,000

    • 4 Beds
    • 2 Baths
    • 1,342 Sq Ft

    58 Road To the Plains, Edgartown, MA 02539

    KATAMA BEACH HOUSE - This turnkey Katama retreat blends coastal charm with modern comfort, offering a rare combination of location, amenities, and style. A 19-foot heated swim spa with current, and beautiful wooden deck, lets you swim year-round or unwind in the attached Jacuzzi. The property comes fully furnished, making it an effortless purchase, and boasts a strong rental history for

    Dawn Bellante Sandpiper Realty Inc

    58 Road To the Plains, Edgartown, MA 02539
  • /24

    $995,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    67 12th St S, Edgartown, MA 02539

    This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

    Brenda Galligan Karen M. Overtoom R.E.

    67 12th St S, Edgartown, MA 02539
  • /41

    $1,475,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    1 Saddle Club Rd, Edgartown, MA 02539

    Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage--perfect for storing vehicles, bikes, and beach gear, or even setting up a

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    1 Saddle Club Rd, Edgartown, MA 02539

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