Vineyard Haven, MA Homes

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  /47

  Est $2,228,704 Not Listed For Sale

  24 Peacegate Way, Vineyard Haven, MA 02568

  • 6 Beds
  • 4 Baths
  • 3,627 Sq Ft
  • Built 1992

  24 Peacegate Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 20% Above List Price
  • $510/SF
  • 40 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Stephanie Roache Donnelly + Co.
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  /30

  $999,000

  • 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

  Michael Schweikert Ocean Park Realty Inc

  28 Barling Ave, Vineyard Haven, MA 02568
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  /40

  $1,600,000 Sold Jan 06, 2026

  44 Tiffany Dr, Oak Bluffs, MA 02557

  • 4 Beds
  • 4 Baths
  • 3,927 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Below List Price
  • $407/SF
  • 115 Days On Market

  Current Estimated Value $1,677,735

  Last Listing Agent Sheila Morse Island Real Estate

  44 Tiffany Dr, Oak Bluffs, MA 02557
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  /17

  Est $1,350,615 Not Listed For Sale

  165 Weaver Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1974

  165 Weaver Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 10% Above List Price
  • $815/SF
  • 43 Days On Market

  Last Sold Price $1,225,000

  Last Listing Agent John Best John Best Associates
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  /33

  $925,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 987 Sq Ft

  1 Cottage Park, Oak Bluffs, MA 02557

  The Star Spangled Manor, a beautifully restored gem nestled in the heart of Oak Bluffs within the historic Martha's Vineyard Camp Meeting Association. Located on a pedestrian street, you'll be mere steps away from the shops and restaurants of Circuit Ave., Ocean Park, and the Oak Bluffs beaches. This cherished three-bedroom, three-bathroom cottage seamlessly blends vintage charm with modern

  Diana Gilmore Island Real Estate

  1 Cottage Park, Oak Bluffs, MA 02557
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  /18

  $1,000,000 Sold Dec 12, 2025

  1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

  • 2 Beds
  • 2.5 Baths
  • 1 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $1,000,000/SF
  • 13 Days On Market

  Current Estimated Value $1,176,883

  Last Listing Agent Lisa Lucier Anchor Realty of MV

  1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
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  /21

  Est $1,555,114 Not Listed For Sale

  23 Anthiers Way, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,066 Sq Ft
  • Built 1950

  23 Anthiers Way, Edgartown, MA 02539

  Last Sold Summary

  • 22% Above List Price
  • $617/SF
  • 66 Days On Market

  Last Sold Price $1,275,000

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty
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  /35

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  96 Dunham Ave, Vineyard Haven, MA 02568

  This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs you can look over the balcony to the dining area and kitchen below. The first floor bedroom with has

  Peter Cronig Cronigs Real Estate

  96 Dunham Ave, Vineyard Haven, MA 02568
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  /2

  $965,000 Sold Sep 04, 2025

  62 Jernegan Ave, Edgartown, MA 02539

  • 3 Beds
  • 1 Bath
  • 1,886 Sq Ft
  • Built 1998

  Last Sold Summary

  • $512/SF
  • 0 Days On Market

  Current Estimated Value $1,081,293

  Last Listing Agent LINK Email Cache LINK

  62 Jernegan Ave, Edgartown, MA 02539
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  /17

  Est $1,093,447 Not Listed For Sale

  10 Briarwood Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 934 Sq Ft
  • Built 1984

  10 Briarwood Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 14% Above List Price
  • $1,022/SF
  • 78 Days On Market

  Last Sold Price $955,000

  Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate
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  /20

  $640,000

  • 1 Bed
  • 1 Bath
  • 354 Sq Ft

  2 Lincoln Ave, Oak Bluffs, MA 02568

  Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

  Stacy Ickes Donnelly + Co

  2 Lincoln Ave, Oak Bluffs, MA 02568
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  /28

  $2,401,000 Sold Jan 06, 2026

  46 Bold Meadow Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,372 Sq Ft
  • Built 1992

  Last Sold Summary

  • $1,012/SF
  • 14 Days On Market

  Current Estimated Value $2,186,270

  Last Listing Agent Julianna Flanders Flanders Real Estate

  46 Bold Meadow Rd, Edgartown, MA 02539
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  /32

  Est $2,492,093 Not Listed For Sale

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 2,276 Sq Ft
  • Built 1970

  232 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 4% Below List Price
  • $1,142/SF
  • 220 Days On Market

  Last Sold Price $2,600,000

  Last Listing Agent Keith McLaughlin Grade A Realty
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  /14

  $685,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 782 Sq Ft

  10 Siloam Ave, Oak Bluffs, MA 02557

  The cottage has been maintained throughout the years, with a new roof in 2015, at which time it was insulated. The original Campground charm has been preserved thoughtfully. New mahogany boards are on front porch and a new paint job on the exterior of the cottage was done last year. The kitchen cabinets have been crafted by a master wood worker and there is a new kitchen floor and appliances.

  Elise LeBovit Gay Head Realty

  10 Siloam Ave, Oak Bluffs, MA 02557
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  /10

  $4,895,000 Sold Feb 13, 2026

  64 Crowell Ln, Tisbury, MA 02568

  • 5 Beds
  • 6.5 Baths
  • 4,216 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $1,161/SF
  • 307 Days On Market

  Current Estimated Value $1,655,500

  Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

  64 Crowell Ln, Tisbury, MA 02568
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  /36

  Est $1,655,277 Not Listed For Sale

  323 Lamberts Cove Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 1,144 Sq Ft
  • Built 1900

  323 Lamberts Cove Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 2% Below List Price
  • $1,473/SF
  • 331 Days On Market

  Last Sold Price $1,685,000

  Last Listing Agent Diana Gilmore Island Real Estate
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  /61

  $2,250,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,250 Sq Ft

  28 Pine Tree Ln, Vineyard Haven, MA 02568

  Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with New Roof '26, modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520± sq ft finished space over the garage) offers flexible, easy flow to a large fenced

  Lisa Da Silva Compass | Point B

  28 Pine Tree Ln, Vineyard Haven, MA 02568
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  /2

  $600,000 Sold Jul 23, 2025

  84 12th St S, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1978

  Last Sold Summary

  • $383/SF
  • 0 Days On Market

  Current Estimated Value $627,460

  Last Listing Agent LINK Email Cache LINK

  84 12th St S, Edgartown, MA 02539
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  /44

  Est $1,647,334 Not Listed For Sale

  30 Hillside Path, Vineyard Haven, MA 02568

  • 3 Beds
  • 4 Baths
  • 3,114 Sq Ft
  • Built 1999

  30 Hillside Path, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6% Above List Price
  • $501/SF
  • 39 Days On Market

  Last Sold Price $1,560,000

  Last Listing Agent Stephanie Roache Donnelly + Co
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  /15

  $1,495,000

  • Land
  • 3.01 Acres
  • $496,678 per Acre

  11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568

  Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a

  Cassie Courtney Wallace & Co. Sotheby's

  11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568
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  /31

  $1,750,000 Sold Jun 06, 2025

  97 Snake Hollow, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1981

  Last Sold Summary

  • 11% Below List Price
  • $946/SF
  • 226 Days On Market

  Current Estimated Value $1,701,908

  Last Listing Agent Stephanie Roache Donnelly + Co.

  97 Snake Hollow, Vineyard Haven, MA 02568
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  /30

  Est $1,218,422 Not Listed For Sale

  19 Renear St, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 1,901 Sq Ft
  • Built 1985

  19 Renear St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $592/SF
  • 109 Days On Market

  Last Sold Price $1,125,000

  Last Listing Agent Michael Schweikert Ocean Park Realty, Inc.
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  /15

  $1,495,000 Pending

  • 4 Beds
  • 4 Baths
  • 1,999 Sq Ft

  140 Midland Ave, Tisbury, MA 02568

  MULTI-FAMILY HOME- 4 Unit apartments, centrally located. The property features 4- 1-bedroom / 1-bath apartments. Situated on a generous 9,600 sqft. lot with off-street parking, a garage, and a yard with mature plantings. Recent upgrades include a new Nitro septic/wastewater system (2023), roof (2021), solar panels (2022), windows (2013), and hot water heaters (2024)

  Tina Miller Donnelly + Co

  140 Midland Ave, Tisbury, MA 02568
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  /30

  $1,226,500 Sold Oct 16, 2025

  9 Grovedale Rd, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Above List Price
  • $749/SF
  • 6 Days On Market

  Current Estimated Value $1,296,271

  Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

  9 Grovedale Rd, Oak Bluffs, MA 02557
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  /34

  Est $2,262,099 Not Listed For Sale

  338 Bigelow Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft
  • Built 1978

  338 Bigelow Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Above List Price
  • $1,262/SF
  • 68 Days On Market

  Last Sold Price $2,250,000

  Last Listing Agent Emily Flake Viewpoints; Bobbi Flake Reed, Inc.
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  /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
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  /69

  $1,160,000 Sold Jan 05, 2026

  208 Irenes Way, Tisbury, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,961 Sq Ft
  • Built 2005

  Last Sold Summary

  • 24% Below List Price
  • $392/SF
  • 168 Days On Market

  Current Estimated Value $1,293,743

  Last Listing Agent Emma Kiley Bryant Landmarks at TODAY Real Estate

  208 Irenes Way, Tisbury, MA 02568
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  /17

  Est $580,340 Not Listed For Sale

  15 Walker Way, Vineyard Haven, MA 02568

  • 1 Bed
  • 1 Bath
  • 432 Sq Ft
  • Built 1940

  15 Walker Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 11% Above List Price
  • $1,215/SF
  • 30 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Candy DaRosa Feiner Real Estate
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  /28

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,690 Sq Ft

  151 Tashmoo Ave, Vineyard Haven, MA 02568

  The Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped kitchen with a center island, stainless appliances, custom cabinetry and dining room with sliders to

  Brenda Galligan Karen M. Overtoom R.E.

  151 Tashmoo Ave, Vineyard Haven, MA 02568
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  /22

  $1,000,000 Sold Jul 31, 2025

  130 Wing Rd, Oak Bluffs, MA 02557

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1960

  Last Sold Summary

  • 10% Below List Price
  • $1,302/SF
  • 96 Days On Market

  Current Estimated Value $1,025,527

  Last Listing Agent Lynn Buder Sandpiper Realty Inc

  130 Wing Rd, Oak Bluffs, MA 02557
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  /18

  Est $1,088,635 Not Listed For Sale

  10 Canterbury Ln, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 1 Sq Ft
  • Built 1981

  10 Canterbury Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 27% Above List Price
  • $860,439/SF
  • 13 Days On Market

  Last Sold Price $860,439

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc
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  /2

  $625,000 Pending

  • 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
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  /33

  $2,637,500 Sold Dec 12, 2025

  36 Tashmoo Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,770 Sq Ft
  • Built 1888

  Last Sold Summary

  • 20% Below List Price
  • $952/SF
  • 355 Days On Market

  Current Estimated Value $2,330,449

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

  36 Tashmoo Ave, Vineyard Haven, MA 02568
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  /32

  Est $1,305,848 Not Listed For Sale

  58 Hagerty Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft
  • Built 1983

  58 Hagerty Dr, Vineyard Haven, MA 02568

  Last Sold Summary

  • 20% Above List Price
  • $970/SF
  • 167 Days On Market

  Last Sold Price $1,085,000

  Last Listing Agent Neal Stiller Cronigs Real Estate
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  /19

  $1,095,000

  • 3 Beds
  • 1.5 Baths
  • 1,487 Sq Ft

  12 Wheelhouse Way, Oak Bluffs, MA 02557

  Custom-built 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, charming town centers and year-round ferries. Features include a large primary bedroom, a convenient first floor bedroom, and an open kitchen dining area flowing to a spacious wooden deck and outdoor shower—perfect for indoor-outdoor living.

  Dawn Bellante Sandpiper Realty, Inc.

  12 Wheelhouse Way, Oak Bluffs, MA 02557
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  /20

  $1,150,000 Sold Jun 13, 2025

  46 Old Coach Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $837/SF
  • 43 Days On Market

  Current Estimated Value $1,238,580

  Last Listing Agent Lisa Gilberto C McManus Realty Group

  46 Old Coach Rd, Vineyard Haven, MA 02568
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  /18

  Est $1,190,427 Not Listed For Sale

  5 Windsor Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,038 Sq Ft
  • Built 1979

  5 Windsor Dr, Edgartown, MA 02539

  Last Sold Summary

  • 24% Above List Price
  • $925/SF
  • 13 Days On Market

  Last Sold Price $960,000

  Last Listing Agent Katherine Donahue Sandpiper Realty Inc
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  /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
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  /28

  $1,260,000 Sold Nov 03, 2025

  11 Flamingo Dr, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 2002

  Last Sold Summary

  • 16% Below List Price
  • $692/SF
  • 182 Days On Market

  Current Estimated Value $1,283,253

  Last Listing Agent Skip Dostal, Jr Martha's Vineyard Real Estate

  11 Flamingo Dr, Edgartown, MA 02539
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  /22

  Est $1,073,307 Not Listed For Sale

  10 Saddle Club Rd, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,025 Sq Ft
  • Built 1985

  10 Saddle Club Rd, Edgartown, MA 02539

  Last Sold Summary

  • 18% Above List Price
  • $888/SF
  • 102 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Jennifer B. DaSilva Compass

Showing Results 161 - 200, Page 5 of 18