Martha's Vineyard, MA Homes

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  /9

  $2,000,000 Pending

  • 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,

  

  Wendy Harman

  Compass

  (508) 694-9959

  5 Louis Field Rd, Edgartown, MA 02539
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  /21

  $7,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  27 Beach Plum Ln, Chilmark, MA 02535

  weekly rental rate negotiable, cost $400-$975 per night depending on season and month 3 night min stay The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt . it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a

  Bryan Hummel Commonwealth Realty Group

  27 Beach Plum Ln, Chilmark, MA 02535
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  /42

  $1,300,000 Sold Feb 13, 2026

  169 Clover Hill Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $719/SF
  • 9 Days On Market

  Current Estimated Value $1,357,691

  Last Listing Agent Stephanie Roache Donnelly + Co

  169 Clover Hill Dr, Vineyard Haven, MA 02568
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  Not Listed For Sale

  38 N Water St Unit R-2, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 797 Sq Ft
  • Built 1890

  38 N Water St Unit R-2, Edgartown, MA 02539

  Last Sold Summary

  • $314/SF
  • 73 Days On Market

  Last Sold Price $250,500

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc
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  /12

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 2,304 Sq Ft

  33 Alyssa Ln, Vineyard Haven, MA 02568

  Country Living so close to Town! Lovely 4 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space . Open kitchen, dining & entertainment area. Sliders open to Large side deck. High Ceilings Wood floors Living Room with additional nook. Half bath. Interior stairs to lower level with office/bedroom, half bath, private exterior entrance and garage. 2nd floor has large primary

  

  Stephanie Burke

  Portfolio Properties

  (508) 687-6441

  33 Alyssa Ln, Vineyard Haven, MA 02568
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  /21

  $9,500 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,579 Sq Ft
  • House for Rent

  155 Skiff Ave, Vineyard Haven, MA 02568

  **SUMMER RENTAL ONLY** RATE IS WEEKLY** Enjoy the serenity of a four bedroom, two full bathroom peaceful oasis complete with private in-ground pool. Close to lively dining and boutiques of downtown Vineyard Haven. Unwind at neighborhood beaches; Eastville, Owen Park, Tashmoo beaches all just a few minutes drive from your vacation retreat.This lovely home spread over 1600ft of living area provides

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  155 Skiff Ave, Vineyard Haven, MA 02568
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  /46

  $3,120,000 Sold Sep 16, 2025

  140 Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 3,669 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $850/SF
  • 84 Days On Market

  Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

  140 Pond Rd, Vineyard Haven, MA 02568
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  /17

  Est $1,204,786 Not Listed For Sale

  22 Briarwood Ln, Vineyard Haven, MA 02568

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 2018

  22 Briarwood Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7% Below List Price
  • $1,048/SF
  • 4 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Carol Shore Donnelly + Co
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  /42

  $10,995,000 Pending

  • 7 Beds
  • 3.5 Baths
  • 2,957 Sq Ft

  117 N Water St, Edgartown, MA 02539

  Classic Captain's Home With Deep Water Dock On Edggatown Harbor - Located on prestigious North Water Street in the heart of historic Edgartown Village, this premier harbor front home combines the best of in-town and waterfront living, with deep water dock. On the harbor front side of the home, there are 2 decks with panoramic views across the harbor. There are a total of 7 Bedrooms making the

  

  Wendy Harman

  Compass

  (508) 715-6592

  117 N Water St, Edgartown, MA 02539
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  /41

  $13,500 total monthly price

  • 5 Beds
  • 5.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  14 Bernard Cir, Vineyard Haven, MA 02568

  ** SUMMER WEEKLY RATE ** Private and luxurious BRAND NEW contemporary chic 5 BED 5.5 BATH home perfectly situated close to downtown Vineyard Haven yet set amongst a rural and peaceful WEST CHOP adjacent neighborhood. Indulge and unwind in the PRIVATE HEATED SALTWATER IN-GROUND POOL surrounded by opulent outdoor living and dining area highlighted by covered al-fresco kitchen, BBQ grill and bar -

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  14 Bernard Cir, Vineyard Haven, MA 02568
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  /3

  $105,000 Sold Sep 05, 2025

  00 Eliot Ave Unit 17, Chilmark, MA 02535

  • Land
  • 0.7 Acre
  • $150,000 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 29 Days On Market

  Last Listing Agent Julianna Flanders Flanders Real Estate

  00 Eliot Ave Unit 17, Chilmark, MA 02535
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  /10

  Not Listed For Sale

  0 Shawanue Ave Unit 32400336, Oak Bluffs, MA 02557

  0 Shawanue Ave Unit 32400336, Oak Bluffs, MA 02557

  Last Sold Summary

  • 70 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty
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  /42

  $1,498,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,105 Sq Ft

  10 Peases Point Way N, Edgartown, MA 02539

  ICONIC EDGARTOWN VILLAGE BEAUTY with elevated style just one block from Main Street! Recent renovations and upgrades give this 1840's classic a fresh and modern vibe for easy maintenance in-town living. Gracious bluestone terrace bordered with hydrangeas provides a private and serene setting for outdoor living and entertaining. Other notable features include: 3-minute walk to the heart of Main

  

  Wendy Harman

  Compass

  (508) 691-7503

  10 Peases Point Way N, Edgartown, MA 02539
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  /41

  $8,750 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,811 Sq Ft
  • House for Rent

  11 High Meadow Ln, Vineyard Haven, MA 02568

  **SUMMER WEEKLY RATE ** INQUIRE FOR LONG TERM OFFSEASON RATE**Discover the perfect summer retreat in this beautifully updated Meadow View Farms home. Nestled on a private hilltop and minutes from beaches, bike paths, Farm Neck Gand Downtown Oak Bluffs, this home offers a serene escape close to the island’s best attractions. 4 spacious bedrooms, first floor primary ensuite, shared secondary floor

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  11 High Meadow Ln, Vineyard Haven, MA 02568
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  /2

  $10,189,494 Sold Nov 03, 2025

  55 King Point Way, Edgartown, MA 02539

  • 4 Beds
  • 8 Baths
  • 9,900 Sq Ft
  • Built 2021

  Last Sold Summary

  • $1,029/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  55 King Point Way, Edgartown, MA 02539
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  Est $1,082,211 Not Listed For Sale

  18 Brunswick Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft
  • Built 1870

  18 Brunswick Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Above List Price
  • $1,206/SF
  • 115 Days On Market

  Last Sold Price $1,055,000

  Last Listing Agent Cheri Mason LandVest MV
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  /29

  $1,395,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,184 Sq Ft

  42 Road To the Plains, Edgartown, MA 02539

  Classic Colonial - Located between Edgartown Village and Katama, this classically styled colonial features plenty of traditional charm as well as a world of possibilities for renovations and/or expansion. The main entrance opens up to a center staircase flanked by a formal Living Room and Dining Room and there is also a kitchen with breakfast bar PLUS a first-floor bedroom and full bath. The

  

  Wendy Harman

  Compass

  (508) 978-3864

  42 Road To the Plains, Edgartown, MA 02539
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  $21,700 total monthly price

  • 5 Beds
  • 3 Baths
  • 2,168 Sq Ft
  • House for Rent

  97 3rd St N, Edgartown, MA 02539

  YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

  Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

  97 3rd St N, Edgartown, MA 02539
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  /30

  $1,550,000 Sold Oct 16, 2025

  251 State Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $780/SF
  • 114 Days On Market

  Current Estimated Value $1,667,700

  Last Listing Agent Meg Bodnar Tea Lane Associates

  251 State Rd, Vineyard Haven, MA 02568
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  /2

  Not Listed For Sale

  49 Oak Ln, West Tisbury, MA 02575

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft
  • Built 1974

  49 Oak Ln, West Tisbury, MA 02575

  Last Sold Summary

  • $639/SF
  • 6 Days On Market

  Last Sold Price $1,645,000

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc
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  /31

  $1,799,999

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  43 N Slope Ln, Chilmark, MA 02535

  Set on private 3.5-acre wooded parcel, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees, the property provides exceptional privacy and a peaceful natural setting, while remaining conveniently located to island villages, beaches, and amenities. The home is thoughtfully positioned to blend into its surroundings, featuring

  

  Barbara O'Hara

  NorthStar Real Estate, LLC

  (508) 850-0854

  43 N Slope Ln, Chilmark, MA 02535
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  /22

  $20,000 total monthly price

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  55 Samoset Ave, Oak Bluffs, MA 02557

  Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor living, dining, bluestone patio and BBQ grill. Relax on the covered porch surrounded by a lush flower garden or unwind in the outdoor shower. Updated stone and stainless kitchen. Formal dining for eight. A/C, WIFI and

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  55 Samoset Ave, Oak Bluffs, MA 02557
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  /29

  $1,970,000 Sold Jun 26, 2025

  493 Katama Rd Unit E2, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,410 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $1,397/SF
  • 0 Days On Market

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

  493 Katama Rd Unit E2, Edgartown, MA 02539
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  /34

  Est $1,136,715 Not Listed For Sale

  2 Nahomon St, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1978

  2 Nahomon St, Oak Bluffs, MA 02557

  Last Sold Summary

  • 20% Above List Price
  • $731/SF
  • 87 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Jarrod Smith Romano Real Estate
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  /27

  $1,150,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  70 Carol Ln, Oak Bluffs, MA 02557

  Charming Renovated Ranch in the Heart of Oak Bluffs Discover the perfect blend of comfort, convenience, and coastal charm in this beautifully renovated ranch home, ideally located in a central Oak Bluffs neighborhood close to everything down-Island. Set on a spacious 1/3-acre lot, this property offers both privacy and proximity — just minutes from the Oak Bluffs School, town center, and all the

  

  Lisa Lucier

  Anchor Realty of Martha's Vineyard

  (508) 456-5742

  70 Carol Ln, Oak Bluffs, MA 02557
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  /29

  $11,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  29 Mercier Way, Edgartown, MA 02539

  **SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  29 Mercier Way, Edgartown, MA 02539
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  /18

  $4,250,000 Sold Sep 09, 2025

  420 Lamberts Cove Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 4,125 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $1,030/SF
  • 21 Days On Market

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

  420 Lamberts Cove Rd, Vineyard Haven, MA 02568
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  /3

  Est $1,591,742 Not Listed For Sale

  18 Towanticut Ave, Oak Bluffs, MA 02557

  • 4 Beds
  • 2.5 Baths
  • 2,329 Sq Ft
  • Built 1989

  18 Towanticut Ave, Oak Bluffs, MA 02557

  Last Sold Summary

  • 6% Above List Price
  • $644/SF
  • 13 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.
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  /34

  $3,250,000

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  6 Brewster Ave, Oak Bluffs, MA 02557

  Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving the home's original charm and character. The guest cottage, tucked to the rear of the property,

  Katherine Donahue Sandpiper Realty Inc

  6 Brewster Ave, Oak Bluffs, MA 02557
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  /30

  $28,500 total monthly price

  • 9 Beds
  • 6.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  9 Tuckernuck Ave, Oak Bluffs, MA 02557

  **SHORT TERM ONLY - WEEKLY RATE ADVERTISED ** Water view Victorian fronting Waban Park, steps to Inkwell Beach. Newly restored 9-bed, 6+ bath Main and Guest House houses 18 guests. Internet, A/C and cable TV. Coastal chic interior with all new furnishings. Large open floor plan, ample gathering and relaxation spaces. Dining for 10, Wet Bar, gourmet kitchen, gas range, stainless appliances and

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  9 Tuckernuck Ave, Oak Bluffs, MA 02557
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  /2

  $3,300,000 Sold Dec 09, 2025

  1 Muskoday Way, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,194 Sq Ft
  • Built 1972

  Last Sold Summary

  • $1,504/SF
  • 0 Days On Market

  Current Estimated Value $2,911,827

  Last Listing Agent LINK Email Cache LINK

  1 Muskoday Way, Edgartown, MA 02539
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  Est $2,617,652 Not Listed For Sale

  28 Woodhaven Dr, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 3,470 Sq Ft
  • Built 2013

  28 Woodhaven Dr, Edgartown, MA 02539

  Last Sold Summary

  • 14% Above List Price
  • $663/SF
  • 261 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Stephanie Roache Donnelly + Co.
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  /23

  $3,988,000

  • 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
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  /20

  $6,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • House for Rent

  11 Hammett Ln, Chilmark, MA 02535

  ** WEEKLY SUMMER RATE** Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. Affectionately named 'The Blueberry House' by the original owners, this 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  11 Hammett Ln, Chilmark, MA 02535
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  $4,750,000 Sold Nov 21, 2025

  36 Crocker Dr, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 4,131 Sq Ft
  • Built 2024

  Last Sold Summary

  • 14% Below List Price
  • $1,150/SF
  • 84 Days On Market

  Current Estimated Value $4,686,585

  Last Listing Agent Stephanie Roache Donnelly + Co.

  36 Crocker Dr, Edgartown, MA 02539
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  Est $3,785,612 Not Listed For Sale

  149 Litchfield Rd, Edgartown, MA 02539

  • 3 Beds
  • 5 Baths
  • 4,417 Sq Ft
  • Built 2011

  149 Litchfield Rd, Edgartown, MA 02539

  Last Sold Summary

  • 21% Above List Price
  • $711/SF
  • 12 Days On Market

  Last Sold Price $3,140,000

  Last Listing Agent Peyton Wallace Compass
• 

  

  /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
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  /10

  $20,000 total monthly price

  • 5 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • House for Rent

  55 Samoset Ave Unit 1, Oak Bluffs, MA 02557

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood flooring, outdoor shower, wrap around porch, blue stone

  Karen Overtoom Karen M. Overtoom R.E.

  55 Samoset Ave Unit 1, Oak Bluffs, MA 02557
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  /38

  $2,860,000 Sold Mar 10, 2025

  49 William St, Vineyard Haven, MA 02568

  • 5 Beds
  • 4.5 Baths
  • 3,752 Sq Ft
  • Built 1836

  Last Sold Summary

  • 12% Below List Price
  • $762/SF
  • 290 Days On Market

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

  49 William St, Vineyard Haven, MA 02568
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  Est $3,592,917 Not Listed For Sale

  53 Pinehurst Rd, Edgartown, MA 02539

  • 4 Beds
  • 5.5 Baths
  • 3,916 Sq Ft
  • Built 2018

  53 Pinehurst Rd, Edgartown, MA 02539

  Last Sold Summary

  • $916/SF
  • 50 Days On Market

  Last Sold Price $3,589,000

  Last Listing Agent Michele Casavant Vineyard Village Realty

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