Vineyard Haven, MA Homes

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  /25

  Est $5,743,824 Not Listed For Sale

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

  135 Capawock Rd, Vineyard Haven, MA 02568

  135 Capawock Rd, Vineyard Haven, MA 02568
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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
• 

  

  

  /19

  $1,449,000 Sold Aug 19, 2025

  • 2,284 Sq Ft
  • $634/SF
  • 263 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1987

  14 High Meadow Ln, Oak Bluffs, MA 02557

  MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The second-level features a bright, open floor plan with cathedral ceilings and 3 sliding doors that

  Michele Moore Island Real Estate

  14 High Meadow Ln, Oak Bluffs, MA 02557
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  /40

  Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 2,520 Sq Ft

  136 Naushon Rd, Vineyard Haven, MA 02568

  136 Naushon Rd, Vineyard Haven, MA 02568
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  /74

  $14,500,000

  • 6 Beds
  • 5 Baths
  • 4,964 Sq Ft

  825 Main St, Vineyard Haven, MA 02568

  Set on 1.75 acres this waterfront home features 200+/- feet of sandy beach on the outer harbor in the community of West Chop. Upon entering the home, the stunning view of the outer harbor and Nantucket Sound is breathtakingly beautiful. Perfect for hosting large parties or intimate family gatherings the spacious living room spills onto the large deck through two sets of French doors. Gleaming

  Judy Federowicz Landmarks at TODAY Real Estate

  825 Main St, Vineyard Haven, MA 02568
• 

  

  /17

  $929,000 Sold Aug 18, 2025

  • 1,286 Sq Ft
  • $722/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  299 Franklin St, Vineyard Haven, MA 02568

  Walkable to downtown Vineyard Haven, offering shops, dining, and waterfront access. Close to everything, yet tucked away on a peaceful corner lot is this classic 3-bedroom, 1.5-bathroom ranch home. The possibilities abound on a spacious .27-acre level yard where you can add more bedrooms and an ADU. The extra long detached 2-car garage with high ceilings is a great spot to store your vehicles or

  Lisa Lucier Anchor Realty of MV

  299 Franklin St, Vineyard Haven, MA 02568
• 

  /2

  Est $2,302,233 Not Listed For Sale

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

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568
• 

  

  /10

  $619,000

  • Land
  • 0.61 Acre
  • $1,014,754 per Acre

  0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568

  Vacant Land - NO LIMIT on bedroom count! You just have to meet setbacks. Once you build your dream home, you will able to explore nature just steps away. Nearby there are two Lagoon access points for kayaking and swimming, as well as walking trails within the Martha's Vineyard Land Bank and Sheriff's Meadow properties. Enjoy the peace of a rural setting, yet remain conveniently close to the ferry

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

  0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568
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  /41

  $1,310,000 Sold Aug 18, 2025

  • 1,964 Sq Ft
  • $667/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  35 E Side Rd, Oak Bluffs, MA 02557

  Close to the Lagoon - This three-bedroom, two-bath home sits on an oversized corner lot and has been lovingly maintained over the years. Recent upgrades include the addition of mini splits, interior painting, and lighting. The sunroom provides additional year-round living space and the wraparound deck is ideal for summer use. Bring your vision to the partially finished lower level where

  Kristin Buck Donnelly + Co

  35 E Side Rd, Oak Bluffs, MA 02557
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  /24

  Est $866,139 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  19 Speed Andrews Way, Vineyard Haven, MA 02568
• 

  

  /28

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  268 Tashmoo Ave, Vineyard Haven, MA 02568

  Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doors that lead to the large outdoor entertaining area which features a lounge area and two eating

  Michele Casavant Vineyard Village Realty

  268 Tashmoo Ave, Vineyard Haven, MA 02568
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  /36

  $1,765,000 Sold Aug 18, 2025

  • 2,450 Sq Ft
  • $720/SF
  • 25 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  34 Tower Ridge Rd, Oak Bluffs, MA 02568

  Nestled on a beautifully landscaped lot with lush gardens and mature trees, 34 Tower Ridge offers the perfect blend of privacy and convenience. Ideally located just minutes from downtown Oak Bluffs and the Farm Neck Golf Course, this well-maintained property is suited for comfortable year-round living or as a serene Island retreat. Inside, the bright and open layout features an updated kitchen

  Katie Donahue Sandpiper Realty

  34 Tower Ridge Rd, Oak Bluffs, MA 02568
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  /54

  Est $5,086,042 Not Listed For Sale

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

  14 E Sound Ln, Vineyard Haven, MA 02568

  14 E Sound Ln, Vineyard Haven, MA 02568
• 

  

  /40

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 1,822 Sq Ft

  1 Saddle Club Rd, Edgartown, MA 02539

  Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage—perfect for storing vehicles, bikes, and beach gear, or even setting up a

  Madelyn Silvia Wallace & Co. Sotheby's

  1 Saddle Club Rd, Edgartown, MA 02539
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  /4

  $1,350,000 Sold Aug 15, 2025

  • 1,864 Sq Ft
  • $724/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  35 Vineyard Avenue Extension, Oak Bluffs, MA 02568

  Charming Home Steps from Lagoon Pond - This three bedroom, two bath home is just 550 feet from the sandy shores and calm waters of Lagoon Pond, perfect for swimming, boating and shell fishing. Ideal for both year-round living or vacationing, the home offers an open floor plan, a private primary suite with a walk-in closet and en-suite bath, two guest bedrooms plus a den/office. The finished

  Lesley Heidt Sandpiper Realty Inc

  35 Vineyard Avenue Extension, Oak Bluffs, MA 02568
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  /35

  Est $1,945,643 Not Listed For Sale

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

  83 William Norton Rd, Vineyard Haven, MA 02568

  83 William Norton Rd, Vineyard Haven, MA 02568
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  /47

  $5,450,000

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

  8 Paddock Rd, Oak Bluffs, MA 02557

  Refined Vineyard Living in The Preserve - Set gracefully on a knoll with sweeping views of a tranquil pond and surrounding grasslands, this beautiful residence offers a masterful blend of traditional coastal architecture and modern luxury. Located in the prestigious enclave of The Preserve, this sprawling home is designed for effortless elegance, privacy, and indoor-outdoor living.At the heart of

  Lesley Heidt Sandpiper Realty Inc

  8 Paddock Rd, Oak Bluffs, MA 02557
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  /14

  $449,000 Sold Aug 14, 2025

  • Land
  • 0.6 Acre
  • $748,333 per Acre

  • 89 Days On Market

  517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

  A wonderful opportunity to build your island home on this high, level, and beautifully wooded parcel just minutes from town. With electricity and water already in place, the lot is ready for development. Mature trees provide natural privacy and a serene setting. Located next to the trailhead for the Land Bank’s Beech Tree Preserve, you’ll enjoy scenic walks that lead to the Lagoon—perfect for

  Meg Bodnar Tea Lane Associates

  517 Edgartown Rd Unit 8.11, Tisbury, MA 02568
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  /41

  Est $1,791,101 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  93 Hvoslef Way, Vineyard Haven, MA 02568

  93 Hvoslef Way, Vineyard Haven, MA 02568
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  /14

  $799,000

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  60R Carol Ln, Oak Bluffs, MA 02557

  Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full

  Nora Jardin Island Real Estate

  60R Carol Ln, Oak Bluffs, MA 02557
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  /34

  $1,633,000 Sold Aug 14, 2025

  • 1,918 Sq Ft
  • $851/SF
  • 66 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1870

  35 Tuckernuck Ave, Oak Bluffs, MA 02557

  Location, Location, Location! Welcome to your dream retreat in the charming historic area of Oak Bluffs. Walk to Inkwell beach, ferries, restaurants and dining. Sited across the street from Waban Park, this delightful home offers an inviting blend of comfort and convenience.As you step inside, you'll immediately appreciate the spacious layout featuring well-appointed living areas, a

  Jennifer DaSilva Compass | Point B

  35 Tuckernuck Ave, Oak Bluffs, MA 02557
• 

  

  /16

  Est $1,764,962 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  585 Herring Creek Rd, Vineyard Haven, MA 02568

  585 Herring Creek Rd, Vineyard Haven, MA 02568
• 

  

  /15

  $799,000

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  60 -R Carol Ln, Oak Bluffs, MA 02557

  Charming Ranch-Style Cottage nestled on an 8,438 sq ft lot, this cozy ranch-style cottage offers easy, single-story living, ideal for those seeking the simplicity and charm of island life. The bright and open-concept kitchen and living area features a breakfast bar, creating a warm and welcoming space for everyday living or entertaining. The home includes two comfortable bedrooms and one full

  Sheila Morse Island Real Estate

  60 -R Carol Ln, Oak Bluffs, MA 02557
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  /24

  $1,200,180 Sold Aug 12, 2025

  • 1,144 Sq Ft
  • $1,049/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1972

  110 Otis Bassett Rd, Vineyard Haven, MA 02568

  MOVE-IN READY ISLAND HOME ON DOUBLE LOT WITH EXPANSION OPTIONS—Nestled in a highly desirable West Tisbury neighborhood, this 3-bedroom, 1-bath ranch offers the perfect blend of convenience, privacy, and access to some of Martha’s Vineyard’s most sought-after amenities.Set on a spacious and private 1.7-acre (double) lot, the property is just minutes from Down-Island towns while enjoying

  Jen O'Hanlon Compass | The O'Hanlon Group

  110 Otis Bassett Rd, Vineyard Haven, MA 02568
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  /44

  Est $7,776,027 Not Listed For Sale

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

  1115 Main St, Vineyard Haven, MA 02568

  1115 Main St, Vineyard Haven, MA 02568
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  /4

  $600,000

  • Land
  • 0.23 Acre
  • $2,614,379 per Acre

  00 Bernard Cir Unit 10, Tisbury, MA 02568

  Rare opportunity to build your dream home in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as will fit within the allowable footprint, governed by 20-foot front and rear setbacks and 10-foot sides. Not located in the watershed district, the property does not require an enhanced septic

  Patrick McCarthy Grace Hagerty Real Estate Inc

  00 Bernard Cir Unit 10, Tisbury, MA 02568
• 

  

  /22

  $1,164,000 Sold Aug 12, 2025

  • 1,650 Sq Ft
  • $705/SF
  • 106 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1921

  110 Daggett Ave, Vineyard Haven, MA 02568

  Colonial historical home with over 1,650 square feet of living space, plus 550 square feet of finished basement space, featuring 3 bedrooms ( TITLE V approval 5 bedrooms) and 2 bathrooms all in a highly desirable location, convenient , yet private and tranquil. Located just 0.5 miles from downtown Vineyard Haven, enjoy easy access to Main Street, Owen Park, VH Ferry and Tisbury School. The

  Kate Burnside Portfolio Real Estate, Inc.

  110 Daggett Ave, Vineyard Haven, MA 02568
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  /47

  Est $2,222,186 Not Listed For Sale

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

  42 Hagerty Dr, Vineyard Haven, MA 02568

  42 Hagerty Dr, Vineyard Haven, MA 02568
• 

  

  /28

  $1,325,000

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  170 Barnes Rd, Oak Bluffs, MA 02557

  Calling water and boating enthusiasts. Solid Cape-style home one block from Sailing Camp Park, water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundry, a den with French-doors that leads to the living room with a slider opening out to the back

  Christine Rose Martha's Vineyard Island-Wide Realty

  170 Barnes Rd, Oak Bluffs, MA 02557
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  /18

  $980,000 Sold Aug 11, 2025

  • 1,401 Sq Ft
  • $700/SF
  • 64 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 2005

  249 County Rd, Oak Bluffs, MA 02557

  This charming Cape-style home is ideally located just over a mile from downtown Oak Bluffs, offering the perfect blend of relaxed living and convenience. The open and inviting layout features spacious first-floor living areas, complemented by high ceilings and wood floors. A versatile second-story loft space provides an additional nook, perfect for a home office. Fronting the bike bath, enjoy

  Katherine Donahue Sandpiper Realty Inc

  249 County Rd, Oak Bluffs, MA 02557
• 

  

  /16

  Est $1,311,141 Not Listed For Sale

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

  222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

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

  

  /23

  $969,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  67 12th St S, Edgartown, MA 02539

  This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

  Brenda Galligan Karen M. Overtoom R.E.

  67 12th St S, Edgartown, MA 02539
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  /21

  $910,000 Sold Aug 08, 2025

  • 1,935 Sq Ft
  • $470/SF
  • 149 Days On Market

  • 1 Bed
  • 3.5 Baths
  • Built 1994

  119 Alpine Ave, Oak Bluffs, MA 02557

  Oak Bluffs Residence with guest house. Centrally located in Oak Bluffs, this property offers the rare opportunity to own a home in a prime residential location complemented with a detached cabin. The main house features, on the first floor, an inviting living/dining area, functional kitchen, and sun-filled parlor room with stunning floor-to-ceiling windows providing plenty of natural light and

  Michael Schweikert Ocean Park Realty Inc

  119 Alpine Ave, Oak Bluffs, MA 02557
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  /28

  Est $1,308,027 Not Listed For Sale

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

  208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

  208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
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  /8

  $599,000

  • Land
  • 0.29 Acre
  • $2,065,517 per Acre

  37 Double Ox Rd, Oak Bluffs, MA 02557

  This is your opportunity to get in on the ground floor of Lagoon Ridge, a stunning, new development. Several homes are already in place. This beautiful, wooded Lot is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation lands. All utility

  Lynn Buder Sandpiper Realty Inc

  37 Double Ox Rd, Oak Bluffs, MA 02557
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  /41

  $1,850,000 Sold Aug 04, 2025

  • 2,210 Sq Ft
  • $837/SF
  • 22 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  26 Tia Anna Ln, Oak Bluffs, MA 02557

  Welcome to 26 Tia Anna Lane! This exquisite residence is immaculate, stylish, and fully renovated, ready to welcome its new owners! Situated on a beautifully landscaped 0.30-acre lot adorned with vibrant plantings, the home boasts pristine conditions both inside and out, featuring newer Hardi Plank siding. The inviting farmer's porch, complete with Mahogany decking, sets the tone for this

  Marilyn Moses Ocean Park Realty Inc

  26 Tia Anna Ln, Oak Bluffs, MA 02557
• 

  

  /18

  Est $1,400,011 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  76 Boxberry Ave, Vineyard Haven, MA 02568

  76 Boxberry Ave, Vineyard Haven, MA 02568
• 

  

  /38

  $1,575,000

  • 5 Beds
  • 3.5 Baths
  • 2,436 Sq Ft

  128 W Spring St, Vineyard Haven, MA 02568

  128 Spring Street—just moments from the Tisbury School and downtown Vineyard Haven. Built in 2013 and sited on an ample 1/4-acre lot, the house features four bedrooms and two-and-a-half bathrooms, along with a separate first floor one-bedroom in-law apartment complete with a full bath—ideal for extended family, guests, or added rental flexibility. The central location offers convenience to

  David Dickinson Compass

  128 W Spring St, Vineyard Haven, MA 02568
• 

  

  /22

  $1,000,000 Sold Jul 31, 2025

  • 768 Sq Ft
  • $1,302/SF
  • 96 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  130 Wing Rd, Oak Bluffs, MA 02557

  This well-maintained property is beautifully landscaped with gardens and generous lawn areas, offering incredible potential for growth and development. Conveniently located close to downtown Oak Bluffs, this property offers easy access to essential amenities and tourist destinations, whether you're driving, biking or relying on public transportation to restaurants, shops, beaches, bike paths and

  Lynn Buder Sandpiper Realty Inc

  130 Wing Rd, Oak Bluffs, MA 02557
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  /46

  Est $1,404,208 Not Listed For Sale

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

  140 Tashmoo Ave, Vineyard Haven, MA 02568

  140 Tashmoo Ave, Vineyard Haven, MA 02568

Showing Results 241 - 280, Page 7 of 18