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Homes for Sale in 02539

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  • /26

    $3,895,000

    • 4 Beds
    • 4 Baths
    • 1,590 Sq Ft

    99 Cooke St, Edgartown, MA 02539

    LUXURY COTTAGE-STYLE LIVING IN THE VILLAGE – WITH A POOL! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. The first floor opens out

    Bonnie Pierce Wallace & Co. Sotheby's

    99 Cooke St, Edgartown, MA 02539
  • /23

    $3,100,000

    • 1 Bed
    • 1 Bath
    • 1,250 Sq Ft

    114 Meeting House Way, Edgartown, MA 02539

    3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach

    Rose Ryley Wallace & Co. Sotheby's International Realty

    114 Meeting House Way, Edgartown, MA 02539
  • /39

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 2,064 Sq Ft

    18 Wood Duck Way, Edgartown, MA 02539

    Being sold turnkey and fully furnished, this modern home has four bedrooms and three full baths. Large windows and high ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors complement the cherry stairs and living room built-ins. Open concept second level contains the open concept kitchen, living room,

    Janna O'Loughlin Portfolio Properties

    18 Wood Duck Way, Edgartown, MA 02539
  • /2

    $625,000

    • Land
    • 0.28 Acre
    • $2,232,143 per Acre

    77 Sixth Street N St, Edgartown, MA 02568

    *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system. From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road. From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting. From Wastewater Dept. -

    Sheila Morse Island Real Estate

    77 Sixth Street N St, Edgartown, MA 02568
  • /2

    $625,000

    • Land
    • 0.28 Acre
    • $2,269,426 per Acre

    77 Sixth St N Unit 160, Edgartown, MA 02539

    *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system.From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road.From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting.From Wastewater

    Sheila Morse Island Real Estate

    77 Sixth St N Unit 160, Edgartown, MA 02539
  • /18

    $1,199,000

    • 3 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    60 Saddle Club Rd, Edgartown, MA 02539

    This cozy home on Saddle Club Road offers an inviting layout with vaulted ceilings that create a bright, airy feel. With three bedrooms, including one conveniently located on the first floor—there's plenty of space. The open-concept kitchen and dining area flow to a sunny deck, perfect for outdoor dining or unwinding after a day at the beach. Recent updates bring peace of mind and curb appeal,

    Lesley Heidt Sandpiper Realty

    60 Saddle Club Rd, Edgartown, MA 02539
  • /39

    $4,500,000

    • 4 Beds
    • 3.5 Baths
    • 2,836 Sq Ft

    38 Pinehurst Rd, Edgartown, MA 02539

    NEWLY BUILT 4-BEDROOM HOME WITH POOL,10 Minute walk TO TOWN, beautifully furnished home featuring a heated saltwater pool and a 20' x 30' entertainment barn.The home offers two floors of living space with 3.5 bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas. The sleeping arrangements include an upstairs primary suite with private bath. Also

    Michele Casavant Vineyard Village Realty

    38 Pinehurst Rd, Edgartown, MA 02539
  • /2

    $12,500,000

    • Land
    • 38 Acres
    • $328,947 per Acre

    2 Old Farms Trail, Edgartown, MA 02539

    Thirty-eight (38 acres) of available land in Edgartown! Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and moments from Edgartown Great Pond. This premier parcel offers an unparalleled setting for a world-class residential retreat. The

    Michele Casavant Vineyard Village Realty

    2 Old Farms Trail, Edgartown, MA 02539
  • /3

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    6 Lauras Way, Edgartown, MA 02539

    Coastal Luxury Meets Versatility in EdgartownWelcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary

    Michele Casavant Vineyard Village Realty

    6 Lauras Way, Edgartown, MA 02539
  • /2

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    6 Laura's Way, Edgartown, MA 02568

    Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for

    Michele Casavant Vineyard Village Realty

    6 Laura's Way, Edgartown, MA 02568
  • /36

    $1,900,000 Pre-Foreclosure

    • 4 Beds
    • 6 Baths
    • 2,518 Sq Ft

    32 Norton Orchard Rd, Edgartown, MA 02539

    Being Sold Turnkey/furnished. Prime Edgartown Location close to Downtown Edgartown dining, shopping, Edgartown Golf Club and many popular beaches. This four bedroom home features four private bedrooms all with en suite full baths. Two bedrooms on the first floor and two bedrooms on the second floor. Bright, sunny kitchen with large tall windows and vaulted ceiling. The sunroom leads to the

    Janna O'Loughlin Portfolio Properties

    32 Norton Orchard Rd, Edgartown, MA 02539
  • /8

    $925,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    260 The Blvd, Edgartown, MA 02539

    Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large

    Sean Federowicz Landmarks at TODAY Real Estate

    260 The Blvd, Edgartown, MA 02539
  • /2

    $12,500,000

    • Land
    • 38 Acres
    • $328,947 per Acre

    2 Old Farms Trail Unit 1, Edgartown, MA 02539

    Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and

    Michele Casavant Vineyard Village Realty

    2 Old Farms Trail Unit 1, Edgartown, MA 02539
  • /7

    $3,100,000

    • Land
    • 3.04 Acres
    • $1,019,737 per Acre

    114 Meeting House Way, Edgartown, MA 02539

    3 Acre Katama Building Lot with Existing Guest House.This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South

    Rose Ryley Wallace & Co. Sotheby's

    114 Meeting House Way, Edgartown, MA 02539
  • /4

    $1,100,000

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

    25 Coffins Field Rd, Edgartown, MA 02539

    Per the BOH, this property can accommodate a 3 bedroom home and with appropriate permitting may allow for an additional/separate structure such as a garage or studioProperty is not serviced by a well or septic system. Buyer is responsible for obtaining permits and installation.Association Dues $650.00

    Casandra Hyland Sandpiper Realty, Inc.

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

    $1,100,000

    • Land
    • 1 Acre
    • $1,102,204 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    One acre lot situated in a peaceful, centrally located neighborhood. The parcel will support 3-bedrooms and offers privacy by abutting conservation land, convenience to town and beaches and access to bike paths, public gym, veterinarian, shopping, airport and restaurants.

    Casandra Hyland Sandpiper Realty

    25 Coffins Field Rd Unit 18, 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
  • /7

    $475,000

    • Land
    • 0.52 Acre
    • $913,462 per Acre

    36 Boylston Dr, Edgartown, MA 02539

    Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    36 Boylston Dr, Edgartown, MA 02539
  • /8

    $475,000

    • Land
    • 0.52 Acre
    • $913,462 per Acre

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

    Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

    Mark Jenkins Wallace & Co. Sotheby's

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
  • /47

    $5,500,000

    • 4 Beds
    • 2 Baths
    • 2,808 Sq Ft

    31 Butlers Cove Rd, Edgartown, MA 02539

    This charming farmhouse lies on 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 Atlantic

    Gerrett Conover Landvest MV

    31 Butlers Cove Rd, 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
  • /19

    $1,180,000

    • 3 Beds
    • 1.5 Baths
    • 1 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

    Francine Agnoli The Agency Martha's Vineyard

    14 21st St N, 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
  • /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
  • /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
  • /4

    $445,000

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

    5 Candle Maker Cir, 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 International Realty

    5 Candle Maker Cir, 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
  • /69

    $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

    $9,403,000

    • 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
  • /40

    $1,985,000

    • 4 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

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    36 Smith Hollow Dr, Edgartown, MA 02539
  • /42

    $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

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    76 Washque Ave, Edgartown, MA 02539
  • /63

    $3,995,000

    • 7 Beds
    • 6 Baths
    • 9,686 Sq Ft

    56 N Neck Rd, Edgartown, MA 02539

    A RARE CHAPPAQUIDDICK LEGACY ESTATE WITH 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 size parcels, on Martha’s Vineyard’s treasured Chappaquiddick

    Leslie C. 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
  • /78

    $7,950,000

    • 6 Beds
    • 6.5 Baths
    • 6,927 Sq Ft

    6 Janes Cove Rd, Edgartown, MA 02539

    Waterfront on Edgartown Great Pond with delightful water views, this newly-renovated Coastal Colonial is set on a very private 9.2 acre lot on Janes Cove. You know you are somewhere very special the moment you enter through the gates. As you travel along the cobblestone lined driveway flanked by lush lawns, the gorgeous home rises before you. Stunning the day it was originally completed, it has

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    6 Janes Cove Rd, Edgartown, MA 02539
  • /13

    $6,750,000

    • Land
    • 2.11 Acres
    • $3,199,052 per Acre

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

    Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

    Deb Levin Studio Realty

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
  • /20

    $850,000

    • 2 Beds
    • 1 Bath
    • 834 Sq Ft

    21 Clay Pit Rd, Edgartown, MA 02539

    EDGARTOWN COTTAGE ON A COUNTRY LANE - Nestled on a spacious .56-acre lot in the Lily Pond District, this charming 2-bedroom, 1-bath cottage offers a rare opportunity to create your own Island haven. Renovate or build to suit just a short distance from all that Edgartown village has to offer — shops, restaurants, harbor, and beaches — you’ll enjoy both privacy and convenience in one of the

    Leslie C. Floyd Portfolio Properties

    21 Clay Pit Rd, Edgartown, MA 02539
  • /2

    $10,850,000

    • 7 Beds
    • 8 Baths
    • 12,051 Sq Ft

    14 Trapps Pond Rd, Edgartown, MA 02539

    Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. Thisis one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in aVineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from theoversized

    Gerret Conover LandVest MV

    14 Trapps Pond Rd, Edgartown, MA 02539

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