Homes in ZIP Code 02568

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  /36

  $1,390,000

  • 4 Beds
  • 2 Baths
  • 1,332 Sq Ft

  40 Scotchmans Ln, Vineyard Haven, MA 02568

  A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

  Jim Osmundsen Donnelly + Co.

  40 Scotchmans Ln, Vineyard Haven, MA 02568
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  /8

  $18,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • House for Rent

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Finest Views on the Island!! This house is set high on a hill surrounded by nature. The expansive views from the front of this house are spectacular. Enjoy the large deck or the screened porch and gaze upon one of the most amazing Vineyard Views available. It is a short

  Karen Overtoom Karen M. Overtoom R.E.

  71 Bartmus Luce Road Wt154, West Tisbury, MA 02575
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  /2

  $880,000 Sold Oct 17, 2025

  5 Johns Way, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft
  • Built 1987

  Last Sold Summary

  • $645/SF
  • 0 Days On Market

  Current Estimated Value $973,783

  Last Listing Agent LINK Email Cache LINK

  5 Johns Way, Oak Bluffs, MA 02557
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  /39

  Est $6,872,105 Not Listed For Sale

  103 Main St, Vineyard Haven, MA 02568

  • 5 Beds
  • 6 Baths
  • 6,546 Sq Ft
  • Built 2008

  103 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 43% Below List Price
  • $1,833/SF
  • 202 Days On Market

  Last Sold Price $12,000,000

  Last Listing Agent Tom Wallace Wallace & Co. Sotheby's International Realty
• 

  

  

  /31

  $12,500,000 Pending

  • 6 Beds
  • 4 Baths
  • 4,876 Sq Ft

  44 Forest Rd, Vineyard Haven, MA 02568

  Quintessential Seven Gates waterfront compound offering outstanding views and immediate beachfront access. This exceptional Martha’s Vineyard retreat includes a main residence and barn, thoughtfully designed and built by South Mountain Company. Immaculately maintained, both structures are virtually turn-key.The interiors showcase rich detail, the highest level of craftsmanship, and elegant

  Bill Rossi Studio Realty

  44 Forest Rd, Vineyard Haven, MA 02568
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  /28

  $38,000 total monthly price

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

  17 Otis Bassett Rd, West Tisbury, MA 02575

  THIS IS A WEEKLY RENTAL NOT MONTHLY. AUGUST WEEKLY IS $9,500. SEE OUR WEB SITE FOR WEEKLY PRICING!!!!!Are you looking for the perfect back yard Oasis? Well here it is!! Surrounding a large pool you will be able to relax on the expansive deck areas that include plenty of space for gathering. Inside is an amazing kitchen with every amenity you could want. Coffee lovers will appreciate a regular

  Karen Overtoom Karen M. Overtoom R.E.

  17 Otis Bassett Rd, West Tisbury, MA 02575
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  /2

  $1,100,000 Sold Jun 17, 2025

  17 Front St, Oak Bluffs, MA 02557

  • 2 Beds
  • 2 Baths
  • 2,912 Sq Ft
  • Built 1989

  Last Sold Summary

  • $378/SF
  • 0 Days On Market

  Current Estimated Value $1,187,062

  Last Listing Agent LINK Email Cache LINK

  17 Front St, Oak Bluffs, MA 02557
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  /34

  Est $1,624,842 Not Listed For Sale

  84 Christiantown Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • Built 2018

  84 Christiantown Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 16% Above List Price
  • $964/SF
  • 59 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Candy DaRosa Feiner Real Estate
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  /31

  $5,995,000

  • 3 Beds
  • 3 Baths
  • 2,234 Sq Ft

  43 Sengekontacket Rd, Oak Bluffs, MA 02557

  Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

  Peyton Wallace Studio Realty

  43 Sengekontacket Rd, Oak Bluffs, MA 02557
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  /26

  $50,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,237 Sq Ft
  • House for Rent

  29 Naushon Rd Wt142, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Waterfront home in spectacular location overlooking the Vineyard Sound and the Elizabeth Islands. This casual and comfortable single level 4 BR 3 bath home has central air and heat. Enjoy summer star-studded skies from your patio or through skylights in each bedroom.

  Karen Overtoom Karen M. Overtoom R.E.

  29 Naushon Rd Wt142, West Tisbury, MA 02575
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  /2

  $1,390,000 Sold Jul 22, 2025

  57 Colonial Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,299 Sq Ft
  • Built 1984

  Last Sold Summary

  • $1,070/SF
  • 0 Days On Market

  Current Estimated Value $1,190,858

  Last Listing Agent LINK Email Cache LINK

  57 Colonial Dr, Vineyard Haven, MA 02568
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  /39

  Est $3,297,382 Not Listed For Sale

  18 S Pond Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 4.5 Baths
  • 4,239 Sq Ft
  • Built 1999

  18 S Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 14% Above List Price
  • $683/SF
  • 341 Days On Market

  Last Sold Price $2,895,000

  Last Listing Agent Rose Ryley Wallace & Co. Sotheby's
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  /9

  $1,395,000

  • 0.5 Baths
  • 1,283 Sq Ft

  4 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers

  Jarrett Hurwitz Keller Williams Realty

  4 Lagoon Pond Rd, Vineyard Haven, MA 02568
• 

  

  /19

  $17,600 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • House for Rent

  50 Carls Way, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Looking for that perfect setting with a water view? This is the one!!This cute cape is privately set with a water view and direct water access to Town Pond. You can dock your canoes and kyacks here and access Tisbury Great Pond and then right out to the beach. There are

  Karen Overtoom Karen M. Overtoom R.E.

  50 Carls Way, West Tisbury, MA 02575
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  /27

  $1,560,000 Sold Jan 15, 2026

  36 Ferro Way, Tisbury, MA 02568

  • 5 Beds
  • 3.5 Baths
  • 4,032 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $387/SF
  • 33 Days On Market

  Current Estimated Value $1,702,500

  Last Listing Agent Hope O'Brien Compass Massachusetts, LLC

  36 Ferro Way, Tisbury, MA 02568
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  /36

  Est $2,221,449 Not Listed For Sale

  9 Heather Trail, Vineyard Haven, MA 02568

  • 6 Beds
  • 3.5 Baths
  • 2,705 Sq Ft
  • Built 1998

  9 Heather Trail, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6% Above List Price
  • $776/SF
  • 22 Days On Market

  Last Sold Price $2,100,000

  Last Listing Agent Julianna Flanders Flanders Real Estate
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  /36

  $2,900,000 Pending

  • 4 Beds
  • 5 Baths
  • 5,165 Sq Ft

  63 Bayes Hill Rd, Oak Bluffs, MA 02557

  Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

  Casandra Hyland Sandpiper Realty, Inc.

  63 Bayes Hill Rd, Oak Bluffs, MA 02557
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  /17

  $17,600 total monthly price

  • 4 Beds
  • 4 Baths
  • 2,676 Sq Ft
  • House for Rent

  40 Summer Cir, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,400. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This beautiful tasteful modern home has many charming elements. The bright open airy floor plan offers a generous kitchen, welcoming dining room and living room surrounded by windows and decks with an outdoor table and extra seating. An "upside down" house with the living

  Karen Overtoom Karen M. Overtoom R.E.

  40 Summer Cir, West Tisbury, MA 02575
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  /30

  $1,050,000 Sold Oct 06, 2025

  4 Quail Run Unit 2, Oak Bluffs, MA 02557

  • 2 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1972

  Last Sold Summary

  • 11% Below List Price
  • $794/SF
  • 62 Days On Market

  Current Estimated Value $1,031,641

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  4 Quail Run Unit 2, Oak Bluffs, MA 02557
• 

  

  /19

  Not Listed For Sale

  43 Look St, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 1,714 Sq Ft
  • Built 1900

  43 Look St, Vineyard Haven, MA 02568

  Last Sold Summary

  • $592/SF
  • 19 Days On Market

  Last Sold Price $1,015,000

  Last Listing Agent Andrew McElhinney Compass LLC
• 

  

  /21

  $895,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 931 Sq Ft

  22 Montgomery Square, Oak Bluffs, MA 02557

  COMING SOON 3/13 along with new photos..Located in the heart of Wesleyan Grove within the historic Martha's Vineyard Camp Meeting Association, this enchanting year-round Victorian cottage captures the timeless charm and vibrant spirit of Oak Bluffs living. Just steps from lively Circuit Avenue, picturesque Oak Bluffs Harbor, and sandy beaches, the location offers the very best of in-town

  Marilyn Moses Ocean Park Realty, Inc.

  22 Montgomery Square, Oak Bluffs, MA 02557
• 

  

  /21

  $8,000 total monthly price

  • 1 Bed
  • 1 Bath
  • 936 Sq Ft
  • House for Rent

  10 James Pond Way, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This spacious and well appointed one bedroom guest house has a cozy living area and kitchen which opens up to a large second story deck with outdoor furniture, table and chairs where you can enjoy dining amidst the trees. One A/C unit is in the bedroom along with a

  Karen Overtoom Karen M. Overtoom R.E.

  10 James Pond Way, West Tisbury, MA 02575
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  /23

  $1,800,000 Sold Aug 26, 2025

  12 Martha's Park Rd, Oak Bluffs, MA 02557

  • 4 Beds
  • 1.5 Baths
  • 1,351 Sq Ft
  • Built 1910

  Last Sold Summary

  • 1% Below List Price
  • $1,332/SF
  • 0 Days On Market

  Current Estimated Value $1,783,480

  Last Listing Agent Michele Moore Island Real Estate

  12 Martha's Park Rd, Oak Bluffs, MA 02557
• 

  

  /18

  Est $1,772,244 Not Listed For Sale

  29 Brook Hollow Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,461 Sq Ft
  • Built 1994

  29 Brook Hollow Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 5% Above List Price
  • $683/SF
  • 52 Days On Market

  Last Sold Price $1,680,000

  Last Listing Agent Peyton Wallace Studio Realty
• 

  

  /21

  $1,445,000

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

  22 Oklahoma Ave, Vineyard Haven, MA 02568

  3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! A rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental to offset your mortgage. The main house features a stunning sun-room, a cheerful efficient kitchen, and a

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

  22 Oklahoma Ave, Vineyard Haven, MA 02568
• 

  

  /20

  $12,000 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,068 Sq Ft
  • House for Rent

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575

  Experience a wonderful glimpse of country living in the peaceful, quiet setting of Serene Pond Cottage! This charming Martha's Vineyard retreat features a cozy interior with ample natural light, a private deck where you can take your breakfast and coffee, and a tree-lined backyard to enjoy on lazy summer days. Comfortable three bedroom single story home with one brand new renovated full bath with

  Karen Overtoom Karen M. Overtoom R.E.

  76 Ben Chase Rd Wt136, West Tisbury, MA 02575
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  /12

  $860,000 Sold Feb 09, 2026

  8 Hitchings Cir, Oak Bluffs, MA 02557

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $698/SF
  • 22 Days On Market

  Last Listing Agent Peyton Wallace Studio Realty

  8 Hitchings Cir, Oak Bluffs, MA 02557
• 

  

  /25

  Est $1,487,780 Not Listed For Sale

  101 Dunham Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 2,287 Sq Ft
  • Built 1982

  101 Dunham Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 24% Above List Price
  • $525/SF
  • 0 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent LINK Email Cache LINK
• 

  

  /17

  $725,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  181 Circuit Ave, Oak Bluffs, MA 02557

  Location, location, location!! This chic, turnkey cottage has been completely renovated! Park your car, drop your bags and walk to everything - beaches, shops, restaurants, parks and the ferry! Enjoy the front deck, backyard patio or saunter across to Veira Park. Perfect family getaway or a great investment property with strong rental income history! Enjoy this adorable home all year around!

  Jennifer B. DaSilva Compass

  181 Circuit Ave, Oak Bluffs, MA 02557
• 

  

  /19

  $30,000 total monthly price

  • 5 Beds
  • 4 Baths
  • 3,600 Sq Ft
  • House for Rent

  37 Sachem Cir, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely pastoral setting with an elegant farm house and guest house. Abutting Land Bank property on two sides. Quiet privacy, yet just minutes to Lambert’s Cove Beach. The four bedroom house and separate guest house are impeccably decorated and the floor plan lends itself

  Karen Overtoom Karen M. Overtoom R.E.

  37 Sachem Cir, West Tisbury, MA 02575
• 

  

  /31

  $1,685,000 Sold Oct 09, 2025

  126 Border Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,251 Sq Ft
  • Built 1979

  Last Sold Summary

  • 16% Below List Price
  • $749/SF
  • 337 Days On Market

  Current Estimated Value $1,727,247

  Last Listing Agent Natalie Conroy Conroy & Company R.E., Inc.

  126 Border Rd, Vineyard Haven, MA 02568
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  /35

  Est $2,768,259 Not Listed For Sale

  89 Main St, Vineyard Haven, MA 02568

  • 4 Beds
  • 5 Baths
  • 2,728 Sq Ft
  • Built 1830

  89 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 9% Above List Price
  • $935/SF
  • 445 Days On Market

  Last Sold Price $2,550,000

  Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's International Realty
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  /3

  $857,000

  • Land
  • 0.39 Acre
  • $2,209,902 per Acre

  24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

  OAK BLUFFS - A Rare Opportunity to purchase an Eight (8) Bedroom lot. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time.

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
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  /29

  $10,900 total monthly price

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • House for Rent

  58 Forest Rd Wt140, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,725.. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This charming rustic home is set within Seven Gates Farm in West Tisbury. Walk down your own path to a beautiful private association beach. There are shared tennis courts and miles of walking trails.

  Karen Overtoom Karen M. Overtoom R.E.

  58 Forest Rd Wt140, West Tisbury, MA 02575
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  /2

  $825,000 Sold Dec 03, 2025

  69 Summit Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1998

  Last Sold Summary

  • $661/SF
  • 1 Day On Market

  Current Estimated Value $862,879

  Last Listing Agent Susie Wallo Compass

  69 Summit Ave, Vineyard Haven, MA 02568
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  /48

  Est $1,515,631 Not Listed For Sale

  152 Main St, Vineyard Haven, MA 02568

  • 6 Beds
  • 5.5 Baths
  • 2,417 Sq Ft
  • Built 1720

  152 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 17% Above List Price
  • $538/SF
  • 370 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Elise Ryan LandVest MV
• 

  

  /23

  $1,099,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,306 Sq Ft

  113 Leonard Cir, Vineyard Haven, MA 02568

  This charming four-bedroom Cape features an updated, open-concept design seamlessly connecting the living, kitchen, and dining areas. The first floor includes a bright, well-lit bedroom and an updated shared bathroom. Upstairs, the three additional bedrooms boast soaring cathedral ceilings that maximize natural light, creating a bright and cheerful atmosphere. A shared bath with a shower and

  Alyson Parker Karen M. Overtoom R.E.

  113 Leonard Cir, Vineyard Haven, MA 02568
• 

  

  /22

  $20,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  709 Old County Rd Wt134, West Tisbury, MA 02575

  THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the

  Karen Overtoom Karen M. Overtoom R.E.

  709 Old County Rd Wt134, West Tisbury, MA 02575
• 

  

  /40

  $650,000 Sold Sep 10, 2025

  25 Oak Ave, Oak Bluffs, MA 02557

  • 2 Beds
  • 0.5 Baths
  • 759 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $856/SF
  • 251 Days On Market

  Current Estimated Value $774,585

  Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

  25 Oak Ave, Oak Bluffs, MA 02557
• 

  

  /31

  Est $1,418,757 Not Listed For Sale

  48 Puritan Dr, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft
  • Built 1985

  48 Puritan Dr, Vineyard Haven, MA 02568

  Last Sold Summary

  • 26% Above List Price
  • $565/SF
  • 25 Days On Market

  Last Sold Price $1,130,000

  Last Listing Agent Jennifer B. DaSilva Compass

Showing Results 121 - 160, Page 4 of 18