Vineyard Haven, MA Homes

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  /20

  $675,000 Sold Apr 23, 2025

  9 Forest Cir, Oak Bluffs, MA 02557

  • 2 Beds
  • 1.5 Baths
  • 508 Sq Ft
  • Built 1868

  Last Sold Summary

  • $1,329/SF
  • 298 Days On Market

  Current Estimated Value $733,463

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  9 Forest Cir, Oak Bluffs, MA 02557
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  /23

  Est $1,898,177 Not Listed For Sale

  171 Otis Bassett Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 2.5 Baths
  • 3,026 Sq Ft
  • Built 1999

  171 Otis Bassett Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6% Above List Price
  • $593/SF
  • 11 Days On Market

  Last Sold Price $1,795,000

  Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.
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  /39

  $2,500,000

  • 3 Beds
  • 4 Baths
  • 2,300 Sq Ft

  229 Oak Ln, West Tisbury, MA 02575

  A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open kitchen and dinning room, with hardwood floors throughout. There are multiple decks leading out to a

  Doug Burke Cronigs Real Estate

  229 Oak Ln, West Tisbury, MA 02575
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  /25

  $917,500 Sold Mar 10, 2025

  40 Hidden Cove Rd, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Below List Price
  • $483/SF
  • 139 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co.

  40 Hidden Cove Rd, Edgartown, MA 02539
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  /16

  Est $1,299,117 Not Listed For Sale

  35 Skiffs Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1980

  35 Skiffs Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 19% Above List Price
  • $778/SF
  • 2 Days On Market

  Last Sold Price $1,095,000

  Last Listing Agent Kathleen Sollitto Karen M. Overtoom R.E.
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  /20

  $1,300,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft

  344 Greenwood Ave, Vineyard Haven, MA 02568

  This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently located just one mile from the shops and restaurants of downtown Vineyard Haven and less than two miles

  Katie Donahue Sandpiper Realty

  344 Greenwood Ave, Vineyard Haven, MA 02568
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  /32

  $1,100,000 Sold May 01, 2025

  10 Nunes Way, Oak Bluffs, MA 02557

  • 2 Beds
  • 3.5 Baths
  • 1,680 Sq Ft
  • Built 2003

  Last Sold Summary

  • 14% Below List Price
  • $655/SF
  • 172 Days On Market

  Current Estimated Value $1,202,298

  Last Listing Agent Neal Stiller Cronigs Real Estate

  10 Nunes Way, Oak Bluffs, MA 02557
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  /37

  Est $1,207,819 Not Listed For Sale

  43 Skiffs Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1991

  43 Skiffs Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $847/SF
  • 32 Days On Market

  Last Sold Price $1,115,000

  Last Listing Agent Chelsea Brennan Lamacchia Realty, Inc.
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  /41

  $8,900,000 Pre-Foreclosure

  • 8 Beds
  • 9 Baths
  • 8,560 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02557

  Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

  Moira Lown Coldwell Banker Realty - Wellesley

  150 E Chop Dr, Oak Bluffs, MA 02557
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  /35

  $1,817,500 Sold Feb 27, 2026

  32 Flamingo Dr, Edgartown, MA 02539

  • 5 Beds
  • 3 Baths
  • 2,432 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Below List Price
  • $747/SF
  • 251 Days On Market

  Current Estimated Value $1,866,387

  Last Listing Agent Skip Dostal Martha's Vineyard R.E.

  32 Flamingo Dr, Edgartown, MA 02539
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  /49

  Est $1,898,513 Not Listed For Sale

  75 Skiffs Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft
  • Built 1984

  75 Skiffs Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $687/SF
  • 186 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent Kelly Mercier The Agency
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  /31

  $4,695,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  16 Frog Hollow, Vineyard Haven, MA 02568

  Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage.Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water

  Rose Ryley Wallace & Co. Sotheby's

  16 Frog Hollow, Vineyard Haven, MA 02568
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  /46

  $6,200,000 Sold Jul 03, 2025

  79 Rachels Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 3,278 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $1,891/SF
  • 0 Days On Market

  Current Estimated Value $6,215,792

  Last Listing Agent Jen O'Hanlon Compass | The O'Hanlon Group

  79 Rachels Way, Vineyard Haven, MA 02568
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  /26

  Est $1,567,996 Not Listed For Sale

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 2.5 Baths
  • 1,968 Sq Ft
  • Built 1980

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 18% Above List Price
  • $673/SF
  • 73 Days On Market

  Last Sold Price $1,325,000

  Last Listing Agent Elissa Lash Tea Lane Associates
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  /40

  $1,295,000 Open House 3/28

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  9 Brunswick Ave, Oak Bluffs, MA 02557

  PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively UPDATED inside and out. Enjoy peace of mind with a NEW septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts NEW flooring, insulation, fresh paint, a stylishly renovated kitchen, and efficient new

  Alice Pierce Coldwell Banker Realty - Martha's Vineyard

  9 Brunswick Ave, Oak Bluffs, MA 02557
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  /35

  $2,025,000 Sold Sep 30, 2025

  1 Rowland Ave, Oak Bluffs, MA 02557

  • 6 Beds
  • 3 Baths
  • 3,009 Sq Ft
  • Built 1853

  Last Sold Summary

  • 7% Above List Price
  • $673/SF
  • 5 Days On Market

  Current Estimated Value $1,935,307

  Last Listing Agent Lynn Buder Sandpiper Realty Inc

  1 Rowland Ave, Oak Bluffs, MA 02557
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  /30

  Est $2,311,297 Not Listed For Sale

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft
  • Built 1981

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 4% Below List Price
  • $945/SF
  • 335 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.
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  /30

  $985,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  22 Clark Ave, Vineyard Haven, MA 02568

  A Sweet Spot to call Home. West Chop charms are many in this delightful setting. Acres upon acres of nearby conservation trails make walks, hikes and bike rides an easy daily appeal. Equal distance to Owen Little Way town beach and Vineyard Haven Main Street shops and amenities as well as harbor and ferry port. This move-in ready Clark Avenue abode offers the magic formula of single level living

  Helena Kirschenbaum Studio Realty

  22 Clark Ave, Vineyard Haven, MA 02568
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  /18

  $980,000 Sold Aug 11, 2025

  249 County Rd, Oak Bluffs, MA 02557

  • 1 Bed
  • 2 Baths
  • 1,401 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $700/SF
  • 64 Days On Market

  Current Estimated Value $1,032,823

  Last Listing Agent Katherine Donahue Sandpiper Realty Inc

  249 County Rd, Oak Bluffs, MA 02557
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  /45

  Est $1,073,176 Not Listed For Sale

  5 Rock Pond Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Built 1999

  5 Rock Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $612/SF
  • 145 Days On Market

  Last Sold Price $990,000

  Last Listing Agent Kerry Quinlan-Potter Breakwater MV
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  /46

  $1,200,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

  Experience sun-drenched living in one of Tashmoo Woods’ most desirable floor plans. This beautifully maintained 3-bedroom, 3-bath home offers full access to the coveted Tashmoo Woods amenities, including a pristine pool and pool house, multiple tennis courts, a children’s play area, a private launch on Lake Tashmoo, and a beautiful Association beach on the Sound. Inside, soaring ceilings and

  Candy DaRosa Feiner Real Estate

  185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
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  /2

  $1,500,000 Sold Aug 13, 2025

  82 Christiantown Rd Unit R, West Tisbury, MA 02575

  • Land
  • 7.42 Acres
  • $202,156 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  82 Christiantown Rd Unit R, West Tisbury, MA 02575
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  /30

  Est $1,514,032 Not Listed For Sale

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft
  • Built 1991

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7% Below List Price
  • $1,042/SF
  • 198 Days On Market

  Last Sold Price $1,625,000

  Last Listing Agent Richard Rooney Rooney & Company
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  /7

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

  Enjoy effortless year-round living with easy access to Vineyard Haven’s downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities—including a shared pool, ample storage, and on-site laundry—that support a comfortable lifestyle in

  Emma Kennedy Sandpiper Realty, Inc.

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
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  /27

  $1,735,000 Sold Sep 29, 2025

  56 Bridle Path Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 4 Baths
  • 2,526 Sq Ft
  • Built 1996

  Last Sold Summary

  • 13% Below List Price
  • $687/SF
  • 2 Days On Market

  Current Estimated Value $1,868,051

  Last Listing Agent Tina Miller Donnelly + Co.

  56 Bridle Path Rd, Vineyard Haven, MA 02568
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  /25

  Est $5,054,546 Not Listed For Sale

  135 Capawock Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft
  • Built 2001

  135 Capawock Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 12% Below List Price
  • $1,969/SF
  • 7 Days On Market

  Last Sold Price $5,750,000

  Last Listing Agent Jill Napior Tea Lane Associates
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  /134

  $3,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,274 Sq Ft

  70 Spring St, Vineyard Haven, MA 02568

  NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach, tennis,

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
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  /42

  $2,900,000 Sold Jul 03, 2025

  67 Hidden Village Rd, Vineyard Haven, MA 02568

  • 7 Beds
  • 5.5 Baths
  • 4,476 Sq Ft
  • Built 1997

  Last Sold Summary

  • 24% Below List Price
  • $648/SF
  • 347 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co.

  67 Hidden Village Rd, Vineyard Haven, MA 02568
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  /2

  Est $2,472,307 Not Listed For Sale

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 2,396 Sq Ft
  • Built 2001

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7% Above List Price
  • $960/SF
  • 40 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Rose Ryley Sandpiper Realty Inc
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  /24

  $2,195,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,262 Sq Ft

  30 Sengekontacket Rd, Oak Bluffs, MA 02557

  Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main

  Cassie Bradley Wallace & Co. Sotheby's International Realty

  30 Sengekontacket Rd, Oak Bluffs, MA 02557
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  /2

  $1,500,000 Sold Feb 11, 2026

  34 Massasoit Ave, Oak Bluffs, MA 02557

  • 6 Beds
  • 3.5 Baths
  • 1,617 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Below List Price
  • $928/SF
  • 31 Days On Market

  Current Estimated Value $1,648,312

  Last Listing Agent Lisa Lucier Anchor Realty of MV

  34 Massasoit Ave, Oak Bluffs, MA 02557
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  /24

  Est $884,738 Not Listed For Sale

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Built 1972

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 4% Above List Price
  • $837/SF
  • 20 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Grace Bishop Compass
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  /4

  $675,000

  • Land
  • 0.23 Acre
  • $2,941,176 per Acre

  0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568

  Oak Bluffs Buildable Lot – Prime LocationThis flat 3-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to

  Andrew McElhinney Compass LLC

  0-B California Ave Unit Part lot 79, Oak Bluffs, MA 02568
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  /28

  $1,400,000 Sold Nov 26, 2025

  5 Scottys Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft
  • Built 1968

  Last Sold Summary

  • 22% Below List Price
  • $879/SF
  • 126 Days On Market

  Current Estimated Value $1,448,099

  Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  5 Scottys Ln, Vineyard Haven, MA 02568
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  /54

  Est $5,035,614 Not Listed For Sale

  14 E Sound Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 2,470 Sq Ft
  • Built 1978

  14 E Sound Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 10% Above List Price
  • $1,852/SF
  • 635 Days On Market

  Last Sold Price $4,574,000

  Last Listing Agent Candy DaRosa Feiner Real Estate
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  /32

  $22,950,000

  • 7 Beds
  • 8.5 Baths
  • 8,200 Sq Ft

  60 Bartimus Luce Rd, Vineyard Haven, MA 02568

  This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

  Gerrett Conover Landvest MV

  60 Bartimus Luce Rd, Vineyard Haven, MA 02568
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  /25

  $917,500 Sold Mar 10, 2025

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Below List Price
  • $483/SF
  • 140 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557
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  /35

  Est $1,826,091 Not Listed For Sale

  83 William Norton Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 1,907 Sq Ft
  • Built 1999

  83 William Norton Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Below List Price
  • $970/SF
  • 62 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Alexis Holden Tea Lane Associates
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  /8

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

  Enjoy effortless year-round living with easy access to Vineyard Haven’s downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities—including a shared pool, ample storage, and on-site laundry—that support a comfortable lifestyle in

  Emma Kennedy Sandpiper Realty

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
• 

  

  /15

  $975,000 Sold May 02, 2025

  15 14th St N, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2018

  Last Sold Summary

  • 19% Below List Price
  • $923/SF
  • 55 Days On Market

  Current Estimated Value $1,169,654

  Last Listing Agent Mike Sawyer Sawyer Realty Group

  15 14th St N, Edgartown, MA 02539

Showing Results 241 - 280, Page 7 of 18