Vineyard Haven Homes

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  /44

  Est $7,292,979

  Not Listed For Sale

  1115 Main St, Vineyard Haven, MA 02568

  • 11 Beds
  • 10 Baths
  • 7,026 Sq Ft
  • Built 1893

  1115 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 280 Days On Market

  Last Listing Agent Gerrett Conover Landvest MV
• 

  

  

  /31

  $1,495,000

  $80K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,072 Sq Ft

  110 Clover Hill Dr, Vineyard Haven, MA 02568

  Minutes to downtown and the ferry, this updated year-round home checks every box buyers are asking for right now: space, flexibility, and a move-in ready setup in a highly convenient location. 3 bedrooms, 4 bathrooms, and over 3,000 sq ft of living space, including a private lower-level apartment ideal for guests, extended family, or income potential. The main level offers hardwood floors, a

  Jim Feiner Feiner Real Estate

  110 Clover Hill Dr, Vineyard Haven, MA 02568
• 

  

  

  /42

  $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
  • 417 Days On Market

  Current Estimated Value $2,621,625

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

  36 Tashmoo Ave, Vineyard Haven, MA 02568
• 

  

  

  /47

  Est $2,400,668

  Not Listed For Sale

  42 Hagerty Dr, Vineyard Haven, MA 02568

  • 4 Beds
  • 4.5 Baths
  • 2,569 Sq Ft
  • Built 1970

  42 Hagerty Dr, Vineyard Haven, MA 02568

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Bobbi Reed Viewpoints
• 

  

  

  /22

  $2,150,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft

  237 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Ideally located at the beginning of Hines Point, this light-filled, well-maintained home offers a central setting with easy access to the Lagoon, the MV Museum, and town. Public water access is just a short walk away, making it easy to enjoy all the benefits of this special area.Set on a gentle rise overlooking the Lagoon, the home is filled with natural light and offers beautiful water

  Alison Rich Carroll & Vincent R.E.

  237 Lagoon Pond Rd, Vineyard Haven, MA 02568
• 

  

  /9

  $1,500,000

  Sold Mar 03, 2026

  515 Edgartown Rd, Vineyard Haven, MA 02568

  • 6 Beds
  • 3 Baths
  • 5,418 Sq Ft
  • Built 1997

  Last Sold Summary

  • $277/SF
  • 0 Days On Market

  Current Estimated Value $2,154,602

  Last Listing Agent LINK Email Cache LINK

  515 Edgartown Rd, Vineyard Haven, MA 02568
• 

  

  /16

  Est $1,363,746

  Not Listed For Sale

  222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

  • 2 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Built 1988

  222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Candy DaRosa Feiner Real Estate
• 

  

  /34

  $1,295,000

  $100K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,783 Sq Ft

  51 Summer St, Vineyard Haven, MA 02568

  NEWLY PRICED AT $1,295,000 — CLASSIC VINEYARD CHARACTER, THOUGHTFUL UPDATES AND MOVE-IN-READY CONVENIENCEJust moments from Main Street, the harbor, ferry, shops and restaurants, 51 Summer Street offers the warmth of a classic Vineyard home with the comfort of meaningful modern improvements. Originally built in 1950 and extensively renovated and expanded in 2014, this four-bedroom,

  Janet Scott eXp Realty

  51 Summer St, Vineyard Haven, MA 02568
• 

  

  /55

  $1,100,000

  Sold Oct 31, 2025

  145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1999

  Last Sold Summary

  • 19% Below List Price
  • $579/SF
  • 91 Days On Market

  Current Estimated Value $1,312,974

  Last Listing Agent Emily Flake Viewpoints

  145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
• 

  

  /28

  Est $1,277,864

  Not Listed For Sale

  208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1988

  208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Perry Patterson MV Luxury Homes
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  /47

  $1,975,000

  • 3 Beds
  • 2.5 Baths
  • 1,902 Sq Ft

  81 Leland Ave, Vineyard Haven, MA 02568

  Close to town with exceptional indoor / outdoor flow & privacy.Consider this beautifully designed home just minutes from town. The first floor features a bright, open kitchen + dining area flowing into a welcoming living room with a fireplace. From there, step onto a spacious deck—ideal for al fresco dining and lounging—complete with direct access to a hot tub and nearby outdoor

  Jill Napior Tea Lane Associates

  81 Leland Ave, Vineyard Haven, MA 02568
• 

  

  /75

  $3,600,000

  Sold Aug 19, 2026

  139 Main St, Vineyard Haven, MA 02568

  • 5 Beds
  • 6.5 Baths
  • 4,372 Sq Ft
  • Built 1840

  Last Sold Summary

  • 4% Below List Price
  • $823/SF
  • 54 Days On Market

  Last Listing Agent Leslie C. Floyd Portfolio Properties

  139 Main St, Vineyard Haven, MA 02568
• 

  

  /86

  Est $1,638,930

  Not Listed For Sale

  176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 2,455 Sq Ft
  • Built 1988

  176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

  Last Sold Summary

  • 187 Days On Market

  Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties
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  /16

  $995,000

  • 3 Beds
  • 1 Bath
  • 1,264 Sq Ft

  36 Circuit Ave, Vineyard Haven, MA 02568

  This cared for contemporary is located in a mature neighborhood abutting Sheriff's Meadow. It has a three bedroom, one bath reverse floor-plan design that captures ample natural light from a serene park-like setting. Hardwoods and ceramic tile flooring, A/C mini-split heat-pumps, a rear balcony deck, outdoor shower, and a delightful terraced patio compliment this new opportunity. *Seller is

  Sean Federowicz Landmarks at TODAY Real Estate

  36 Circuit Ave, Vineyard Haven, MA 02568
• 

  

  /25

  $3,925,000

  Sold Sep 24, 2025

  966 Main St, Vineyard Haven, MA 02568

  • 8 Beds
  • 4.5 Baths
  • 3,954 Sq Ft
  • Built 1730

  Last Sold Summary

  • 7% Below List Price
  • $993/SF
  • 4 Days On Market

  Current Estimated Value $4,665,726

  Last Listing Agent Grant Rudolph Viewpoints

  966 Main St, Vineyard Haven, MA 02568
• 

  

  /19

  Est $1,423,546

  Not Listed For Sale

  193 Franklin Terrace, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 1972

  193 Franklin Terrace, Vineyard Haven, MA 02568

  Last Sold Summary

  • 487 Days On Market

  Last Listing Agent Claire Callagy Wallace & Co. Sotheby's
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  /31

  $1,790,000

  • 3 Beds
  • 2.5 Baths
  • 2,347 Sq Ft

  41 & 0 Cook Rd, Vineyard Haven, MA 02568

  Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready to build on immediately or may be sold separately after closing, offering exceptional flexibility for a family compound, second home, or investment. An easement is being established along the existing driveway to

  Jennifer O'hanlon Compass

  41 & 0 Cook Rd, Vineyard Haven, MA 02568
• 

  

  /25

  $1,000,000

  Sold Mar 31, 2026

  113 Leonard Cir, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1997

  Last Sold Summary

  • 26% Below List Price
  • $766/SF
  • 244 Days On Market

  Current Estimated Value $1,036,222

  Last Listing Agent Karen Overtoom Karen M. Overtoom R.E.

  113 Leonard Cir, Vineyard Haven, MA 02568
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  /45

  Est $1,526,935

  Not Listed For Sale

  140 Tashmoo Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft
  • Built 1993

  140 Tashmoo Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate
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  /73

  $3,200,000

  $600K PRICE DROP

  • 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
• 

  

  /7

  $835,000

  Sold Feb 06, 2026

  136 W Spring St, Vineyard Haven, MA 02568

  • 1 Bed
  • 1 Bath
  • 534 Sq Ft
  • Built 2017

  Last Sold Summary

  • 12% Below List Price
  • $1,564/SF
  • 130 Days On Market

  Current Estimated Value $1,349,190

  Last Listing Agent David Dickinson Compass

  136 W Spring St, Vineyard Haven, MA 02568
• 

  

  /22

  Est $1,256,505

  Not Listed For Sale

  110 Daggett Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1921

  110 Daggett Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Kate Burnside Portfolio Properties
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  /12

  $1,195,000

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft

  61 Wood Chips Cir, Vineyard Haven, MA 02568

  Set on a private, wooded lot in Vineyard Haven, this recently built home offers a rare combination of immediate enjoyment and exceptional future potential. Built in 2021, the thoughtfully designed 1-bedroom residence features a bright, modern interior, energy-efficient solar panels, and a peaceful setting surrounded by nature. The true value lies in the property’s remarkable expansion

  Andrew McElhinney Compass LLC

  61 Wood Chips Cir, Vineyard Haven, MA 02568
• 

  

  /47

  $1,250,000

  Sold Sep 25, 2025

  58 Weaver Ct, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 1969

  Last Sold Summary

  • 22% Below List Price
  • $566/SF
  • 230 Days On Market

  Current Estimated Value $1,517,839

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

  58 Weaver Ct, Vineyard Haven, MA 02568
• 

  /2

  Est $1,198,771

  Not Listed For Sale

  284 Daggett Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1970

  284 Daggett Ave, Vineyard Haven, MA 02568
• 

  

  /34

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 1,270 Sq Ft

  21 W Spring St, Vineyard Haven, MA 02568

  Charming Property in the Heart of Vineyard Haven. A rare opportunity to own a beautifully maintained main house and guest house nestled on a generous 25,100 square foot lot in Tisbury. This special offering combines charm, privacy and versatility, surrounded by a stunningly landscaped yard. The main house has three full bedrooms and two full bathrooms. The one-bedroom and one-bathroom guest house

  Casandra Hyland Sandpiper Realty, Inc.

  21 W Spring St, Vineyard Haven, MA 02568
• 

  

  /49

  $1,230,000

  Sold Dec 17, 2025

  21 Cromwell St, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Below List Price
  • $647/SF
  • 0 Days On Market

  Current Estimated Value $1,315,496

  Last Listing Agent Nya Clarke Martha's Vineyard Island-Wide Realty

  21 Cromwell St, Vineyard Haven, MA 02568
• 

  

  /44

  Est $1,411,081

  Not Listed For Sale

  4 Lady Slipper Way, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 1,781 Sq Ft
  • Built 1997

  4 Lady Slipper Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent June Flake Viewpoints
• 

  

  /79

  $5,950,000

  Pending

  • 6 Beds
  • 6.5 Baths
  • 5,424 Sq Ft

  41 Hagerty Dr, Vineyard Haven, MA 02568

  Welcome to your Vineyard dream home in the highly sought-after West Chop neighborhood. This exceptional brand-new construction offers 6 bedrooms, 6 full baths, and 1 half bath, thoughtfully designed with timeless coastal elegance and modern luxury. Filled with natural light, the home’s bright and airy interior showcases impeccable craftsmanship, spacious living areas, and a gourmet chef’s kitchen

  Joe & Nicole Holland Vineyard Dream Realty LLC

  41 Hagerty Dr, Vineyard Haven, MA 02568
• 

  /2

  $625,000

  Sold Dec 03, 2025

  0 Lyle Ln Unit 2B, Vineyard Haven, MA 02568

  • Land
  • 31,184 Acres
  • $20 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  0 Lyle Ln Unit 2B, Vineyard Haven, MA 02568
• 

  

  /31

  Est $1,338,607

  Not Listed For Sale

  191 Spring Hill Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 4 Baths
  • 2,292 Sq Ft
  • Built 1992

  191 Spring Hill Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Madelyn Silvia Wallace & Co. Sotheby's
• 

  

  /31

  $2,195,000

  $205K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,328 Sq Ft

  159 Lake St, Vineyard Haven, MA 02568

  Tucked back from scenic Lake Street, this distinctive home offers privacy and charm on a landscaped 0.7 acre lot with mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm, inviting feel. The four-level design provides flexibility and character. The main level features a spacious kitchen with a center island open to the dining area, and

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  159 Lake St, Vineyard Haven, MA 02568
• 

  

  /20

  $2,000,000

  Sold May 28, 2026

  151 Tashmoo Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,690 Sq Ft
  • Built 2022

  Last Sold Summary

  • 13% Below List Price
  • $743/SF
  • 128 Days On Market

  Current Estimated Value $1,989,784

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

  151 Tashmoo Ave, Vineyard Haven, MA 02568
• 

  

  /19

  Est $1,081,585

  Not Listed For Sale

  160 Spring Hill Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft
  • Built 1983

  160 Spring Hill Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Rene Jackson Island Real Estate
• 

  

  /26

  $949,000

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

  96 Dunham Ave, Vineyard Haven, MA 02568

  NESTLED ON AN OVERSIZED LOT in a highly convenient Vineyard Haven location, this classic 1972 center-entrance Colonial offers timeless charm and exceptional potential. Inside, an inviting open-concept living space is anchored by a wood-burning fireplace, while soaring vaulted ceilings over the dining area and kitchen create an airy, light-filled atmosphere ideal for gathering with family and

  Leslie C. Floyd Portfolio Properties

  96 Dunham Ave, Vineyard Haven, MA 02568
• 

  

  /68

  $6,400,000

  Sold Aug 11, 2026

  180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

  • 7 Beds
  • 5.5 Baths
  • 4,730 Sq Ft
  • Built 1730

  Last Sold Summary

  • 1% Below List Price
  • $1,353/SF
  • 0 Days On Market

  Last Listing Agent Alexis Holden Tea Lane Associates

  180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
• 

  

  /72

  Est $1,198,382

  Not Listed For Sale

  18 Goah Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft
  • Built 1998

  18 Goah Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 135 Days On Market

  Last Listing Agent Stephanie Burke Portfolio Properties
• 

  

  /28

  $950,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,395 Sq Ft

  119 N William St, Vineyard Haven, MA 02568

  A rare opportunity to own a historic Martha’s Vineyard home just moments from town. Originally built in 1900, this charming 3-bedroom, 1.5 bath home in Vineyard Haven offers 1,395 sq ft of living space on a 0.20-acre lot, blending classic island character with an unbeatable location! Enjoy the ease of walk-to-town living in Vineyard Haven, with nearby access to shops, restaurants, the harbor and

  Kelly Mercier The Agency

  119 N William St, Vineyard Haven, MA 02568
• 

  /2

  $500,000

  Sold Oct 02, 2025

  00 Tashmoo Ave Unit 19.3, Tisbury, MA 02568

  • Land
  • 14,422 Sq Ft
  • $1,510,118 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  00 Tashmoo Ave Unit 19.3, Tisbury, MA 02568
• 

  

  /35

  Est $1,431,817

  Not Listed For Sale

  26 Heath Hen Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 1983

  26 Heath Hen Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Candy DaRosa Feiner Real Estate

Showing Results 121 - 160, Page 4 of 18