386

Recently Sold Dukes County MA Homes

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  • 2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    /20

    $1,295,000 Sold Sep 05, 2025

    • 1,584 Sq Ft
    • $818/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1988

    2 Upper Douglas Ln, Oak Bluffs, MA 02557

    Are you still looking for a year-round, island home for your family and only finding homes that are either not in your price range or are badly in need of renovation? Look no further because all that work has been done for you with this property. Just move in and enjoy the convenient location -- close to town, schools, hospital and public transportation. This low-maintenance, 4 bedroom, 2 bath

    Lynn Buder Sandpiper Realty

    2 Upper Douglas Ln, Oak Bluffs, MA 02557
  • 31 N Slope Ln, Chilmark, MA 02535
    31 N Slope Ln, Chilmark, MA 02535
    31 N Slope Ln, Chilmark, MA 02535
    /34

    $2,475,000 Sold Sep 05, 2025

    • 2,300 Sq Ft
    • $1,076/SF
    • 117 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1983

    31 N Slope Ln, Chilmark, MA 02535

    Located on a private lane along North Road in the heart of Chilmark, this hilltop four bedroom home was perfectly sited to enjoy fantastic water views of Vineyard Sound toward the Elizabeth Islands. Built in 1983 and lived in seasonally, this home has been meticulously cared for. There is a new forced air HVAC system, and recently upgraded electrical. In addition, there are three working

    Bill Rossi Studio Realty

    31 N Slope Ln, Chilmark, MA 02535
  • 11 Onondaga Ave, Vineyard Haven, MA 02568
    11 Onondaga Ave, Vineyard Haven, MA 02568
    11 Onondaga Ave, Vineyard Haven, MA 02568
    /29

    $991,500 Sold Sep 04, 2025

    • 1,996 Sq Ft
    • $497/SF
    • 21 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    11 Onondaga Ave, Vineyard Haven, MA 02568

    Comfortable Island Home on a Quiet Dead-End Road in Oak Bluffs:Welcome to 11 Onondaga Avenue, the second home on the left on a short, quiet dead-end road in a well-established Oak Bluffs neighborhood enjoyed by both year-round and seasonal residents. This well-cared-for 3-bedroom, 2.5-bathroom home offers space, comfort, and a truly inviting island lifestyle—just a short walk to the Oak

    Rene Ben David Ocean Park Realty Inc

    11 Onondaga Ave, Vineyard Haven, MA 02568
  • 21 Norris Ave, Vineyard Haven, MA 02568
    21 Norris Ave, Vineyard Haven, MA 02568
    21 Norris Ave, Vineyard Haven, MA 02568
    /16

    $800,000 Sold Sep 04, 2025

    • 1,086 Sq Ft
    • $737/SF
    • 16 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    21 Norris Ave, Vineyard Haven, MA 02568

    An Exciting Opportunity for First-Time Buyers or Island Investors.This long-time family homestead offers a rare chance to own a piece of Oak Bluffs at a price point that invites possibility. Set in a quiet, residential neighborhood, the location is just a 25–30 minute walk to the center of town, where you’ll find shopping, restaurants, grocery stores, banks, the ferry terminal, beautiful

    Rene Ben David Ocean Park Realty Inc

    21 Norris Ave, Vineyard Haven, MA 02568
  • 9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    /7

    $2,995,000 Sold Sep 04, 2025

    • Land
    • 3.01 Acres
    • $995,017 per Acre
    • 389 Days On Market

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539

    TURKEYLAND COVE: 3-ACRE ESTATE-SIZED PARCEL IN KATAMA. This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a Main House, Carriage House, pool, tennis court and/or barn. An idyllic Katama lifestyle awaits . .

    Wendy Harman Compass | Point B

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
  • 62 Jernegan Ave, Edgartown, MA 02539
    62 Jernegan Ave, Edgartown, MA 02539
    62 Jernegan Ave, Edgartown, MA 02539
    /26

    $965,000 Sold Sep 04, 2025

    • 1,512 Sq Ft
    • $638/SF
    • 78 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    62 Jernegan Ave, Edgartown, MA 02539

    Charming 3-Bedroom, 2-Bath Ranch in Edgartown - Spacious, Private, and Conveniently Located. Discover this inviting 3-bedroom, 2 full bath ranch-style home set on a generous 1/2 acre lot in a quiet, private area of Edgartown. Featuring an open-concept layout, this home offers seamless flow between the living, dining, and kitchen spaces--ideal for both everyday living and entertaining. The

    Jason Parisella Keller Williams Realty Beverly

    62 Jernegan Ave, Edgartown, MA 02539
  • 9 Turkeyland Cove Rd, Edgartown, MA 02539
    9 Turkeyland Cove Rd, Edgartown, MA 02539
    9 Turkeyland Cove Rd, Edgartown, MA 02539
    /5

    $2,995,000 Sold Sep 04, 2025

    • Land
    • 3.01 Acres
    • $995,017 per Acre
    • 2 Days On Market

    9 Turkeyland Cove Rd, Edgartown, MA 02539

    Turkeyland Cove: Three-Acre Estate-Sized Parcel In Katama - This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a Main House, Carriage House, pool, tennis court and/or barn. The property offers easy access to

    Wendy Harman Compass

    9 Turkeyland Cove Rd, Edgartown, MA 02539
  • 37 Knoll Dr, Edgartown, MA 02539
    37 Knoll Dr, Edgartown, MA 02539
    37 Knoll Dr, Edgartown, MA 02539
    /26

    $1,500,000 Sold Sep 03, 2025

    • 1,232 Sq Ft
    • $1,218/SF
    • 158 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    37 Knoll Dr, Edgartown, MA 02539

    TURNKEY KATAMA BEACH RETREAT - OWNER FINANCING POSSIBLETucked away on a quiet sandy road in the heart of Katama, this charming and surprisingly spacious home is move-in or rental-ready—offered fully furnished for immediate enjoyment or income. Featuring 3 bedrooms and 2 full baths, the home includes 1,232 square feet of main-level living plus 520 square feet of finished lower level—perfect for a

    Josseph Barkett Compass

    37 Knoll Dr, Edgartown, MA 02539
  • 35 7th St N, Edgartown, MA 02539
    35 7th St N, Edgartown, MA 02539
    35 7th St N, Edgartown, MA 02539
    /35

    $1,295,000 Sold Sep 02, 2025

    • 1,814 Sq Ft
    • $714/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    35 7th St N, Edgartown, MA 02539

    Welcome to this charming Cape-style home, just a short distance from the Village. Set on a spacious half-acre lot, this delightful property has been lovingly maintained. The home features an open layout that seamlessly blends comfort and functionality, making it perfect for both everyday living and entertaining. A sun-filled living room with cathedral ceilings and sliders opens to a multi-level

    Stephanie Roache Donnelly + Co.

    35 7th St N, Edgartown, MA 02539
  • 10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    /28

    $1,320,000 Sold Aug 29, 2025

    • 1,450 Sq Ft
    • $910/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    10 Eagles Nest, Edgartown, MA 02539

    Nestled in the serene setting of the Dodger's Hole community, this home is brimming with natural light, soaring ceilings and clean architectural lines.The open-concept layout features a generous living area with a seamless flow to the dining, kitchen and entertaining spaces, ideal for both everyday living and hosting guests.Kitchen has brand new stainless steel appliances! The spaces are

    Jennifer B. DaSilva Compass

    10 Eagles Nest, Edgartown, MA 02539
  • 27 Watcha Path, Edgartown, MA 02539
    27 Watcha Path, Edgartown, MA 02539
    27 Watcha Path, Edgartown, MA 02539
    /41

    $2,590,000 Sold Aug 29, 2025

    • 3,052 Sq Ft
    • $849/SF
    • 29 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2014

    27 Watcha Path, Edgartown, MA 02539

    STYLISH VINEYARD LIVING WITH EXCEPTIONAL OUTDOOR AMENITIES. This beautifully landscaped coastal-style home is set on three acres just off the bike path, offering easy access to all Island towns. The highlight? A heated salt water pool surrounded by expansive decking and outdoor gathering spaces—an ideal setup for Vineyard summers. Thoughtfully updated by the current owners, the home features four

    Jen O'Hanlon Compass | The O'Hanlon Group

    27 Watcha Path, Edgartown, MA 02539
  • 26 Box Turtle Ln, Oak Bluffs, MA 02557
    26 Box Turtle Ln, Oak Bluffs, MA 02557
    26 Box Turtle Ln, Oak Bluffs, MA 02557
    /30

    $1,995,000 Sold Aug 29, 2025

    • 2,891 Sq Ft
    • $690/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1980

    26 Box Turtle Ln, Oak Bluffs, MA 02557

    This delightful home is on a scenic lot nestled within the Sengekontacket Association. Every room in the home is filled with natural light and beautiful views. It is a very short walking distance to the community boat dock and kayaking, as well as the walking trails of Sengy.Updated in 2008 by the architect owner, this home has 3 bedrooms in the main house and a lovely bedroom and bathroom in

    Jayne Isford Ocean Park Realty Inc

    26 Box Turtle Ln, Oak Bluffs, MA 02557
  • 1 Thames Ct, Edgartown, MA 02539
    1 Thames Ct, Edgartown, MA 02539
    1 Thames Ct, Edgartown, MA 02539
    /44

    $1,890,000 Sold Aug 29, 2025

    • 3,270 Sq Ft
    • $578/SF
    • 38 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1981

    1 Thames Ct, Edgartown, MA 02539

    Welcome to this spacious and elegant 4- bedroom, 3-bathroom home nestled in a prime central Edgartown location. Offering over 3,200 sq ft of living space, this expansive property is perfect for a large family, accommodating guests, or serving as a lucrative income opportunity.Step inside to an inviting open-concept layout that seamlessly connects the living, dining, and kitchen

    Jon Hartzband Martha's Vineyard Island-Wide Realty

    1 Thames Ct, Edgartown, MA 02539
  • 37 N Neck Rd, Edgartown, MA 02539
    37 N Neck Rd, Edgartown, MA 02539
    37 N Neck Rd, Edgartown, MA 02539
    /56

    $10,750,000 Sold Aug 29, 2025

    • 5,558 Sq Ft
    • $1,934/SF
    • 227 Days On Market
    • 8 Beds
    • 8 Baths
    • Built 2006

    37 N Neck Rd, Edgartown, MA 02539

    An extraordinary waterfront estate on Chappaquiddick complete with 140-ft deepwater dock, 3-bedroom guesthouse, garage barn, and the unique opportunity to own your own 9-hole “links” golf course next door. The home was designed by award-winning Boston architecture firm Albert-Righter-Tittman and built by Doyle Construction - a "dream team" for the owners whose goal was to achieve a superb

    Mark Jenkins Wallace & Co. Sotheby's

    37 N Neck Rd, Edgartown, MA 02539
  • 19 S Vine Ln, Vineyard Haven, MA 02568
    19 S Vine Ln, Vineyard Haven, MA 02568
    19 S Vine Ln, Vineyard Haven, MA 02568
    /21

    $1,325,000 Sold Aug 29, 2025

    • 1,982 Sq Ft
    • $669/SF
    • 89 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    19 S Vine Ln, Vineyard Haven, MA 02568

    This charming Cape-style home, built in 1992, is tucked away in a quiet, subdivision on South Vine Lane. With three bedrooms and two bathrooms, it blends classic Island character with modern comforts. The inviting living room features vaulted ceilings and a double-sided fireplace, creating a bright and spacious atmosphere perfect for both relaxing and entertaining. The kitchen, filled with

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    19 S Vine Ln, Vineyard Haven, MA 02568
  • 50 Bradley Martin Rd, Vineyard Haven, MA 02568
    50 Bradley Martin Rd, Vineyard Haven, MA 02568
    50 Bradley Martin Rd, Vineyard Haven, MA 02568
    /37

    $1,925,000 Sold Aug 28, 2025

    • 1,736 Sq Ft
    • $1,109/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    50 Bradley Martin Rd, Vineyard Haven, MA 02568

    Two level contemporary residence located in West Tisbury off Tiah's Cove Road, close to the 174 Acre Land Bank Sepiessa Point Reserve on Tisbury Great Pond. Light filled rooms with high ceilings, solarium, large screened in porch & fireplace in this completely renovated home. Private 3 acre site is laden with specimen trees, walking trails and meditation gardens. Close proximity to West Tisbury

    Rebecca V Conroy Conroy & Company R.E., Inc.

    50 Bradley Martin Rd, Vineyard Haven, MA 02568
  • 118 William St, Vineyard Haven, MA 02568
    118 William St, Vineyard Haven, MA 02568
    118 William St, Vineyard Haven, MA 02568
    /50

    $4,295,000 Sold Aug 27, 2025

    • 2,792 Sq Ft
    • $1,538/SF
    • 64 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1880

    118 William St, Vineyard Haven, MA 02568

    The Captain George Harding Home sits gracefully on the westerly side of iconic William Street overlooking Vineyard Haven village with distant views of the harbor. This immaculate and re-imagined Gothic Revival offers both timeless elegance and modern luxury. Completed in 2024, the comprehensive down-to-the-studs renovation includes all new systems like central air and dehumidification. Every

    Alexis Holden Tea Lane Associates

    118 William St, Vineyard Haven, MA 02568
  • 212 Charles Neck Way, Vineyard Haven, MA 02568
    212 Charles Neck Way, Vineyard Haven, MA 02568
    212 Charles Neck Way, Vineyard Haven, MA 02568
    /27

    $1,875,000 Sold Aug 27, 2025

    • 1,728 Sq Ft
    • $1,085/SF
    • 71 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    212 Charles Neck Way, Vineyard Haven, MA 02568

    This beautifully renovated South Shore retreat, located in a tranquil setting, features 3 bedrooms, 2 1/2 bathrooms, central air, all new Bosch appliances, in ground pool and mature perennial gardens galore! Sitting on 1.5 acres, this location provides easy access to Long Point Beach and the Red Pony Farm equestrian center and, includes access to the coveted Lamberts Cove Beach. The first floor

    Perry Patterson MV Luxury Homes LLC

    212 Charles Neck Way, Vineyard Haven, MA 02568
  • 42 Daggett Ave, Vineyard Haven, MA 02568
    42 Daggett Ave, Vineyard Haven, MA 02568
    42 Daggett Ave, Vineyard Haven, MA 02568
    /37

    $2,100,000 Sold Aug 27, 2025

    • 3,310 Sq Ft
    • $634/SF
    • 60 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2009

    42 Daggett Ave, Vineyard Haven, MA 02568

    This elegant farmhouse awaits your arrival! Nestled in the heart of Vineyard Haven, the desirable location is within close proximity to the Vineyard Haven Yacht Club and harbor, public beach access, ferry, downtown shops & restaurants, MV Playhouse, Owen Park Beach, new public tennis courts. Open the door to be greeted by a lovely entry way that leads into a light filled living area with

    Rene Jackson Island Real Estate

    42 Daggett Ave, Vineyard Haven, MA 02568
  • 0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    /21

    $435,000 Sold Aug 26, 2025

    • Land
    • 0.10 Acre
    • $4,350,000 per Acre
    • 20 Days On Market

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Bryant Landmarks at TODAY Real Estate

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
  • 0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    /22

    $435,000 Sold Aug 26, 2025

    • Land
    • 0.10 Acre
    • $4,350,000 per Acre
    • 18 Days On Market

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Kiley Bryant Landmarks at TODAY Real Estate

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
  • 12 Martha's Park Rd, Oak Bluffs, MA 02557
    12 Martha's Park Rd, Oak Bluffs, MA 02557
    12 Martha's Park Rd, Oak Bluffs, MA 02557
    /23

    $1,800,000 Sold Aug 26, 2025

    • 1,351 Sq Ft
    • $1,332/SF
    • 0 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1910

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

    Harthaven Cottage - This magical cottage, tucked away just 2/10's of a mile from the private association beach, is waiting for you to call it your own. A covered porch welcomes you. Once inside, you begin to take in the charming details of this classic 3-season home. There are cathedral ceilings with exposes painted beams. Home features 4 bedrooms, 1 1/2 baths and outdoor shower. Both bathrooms

    Michele Moore Island Real Estate

    12 Martha's Park Rd, Oak Bluffs, MA 02557
  • 61 Dodgers Hill Rd, Edgartown, MA 02539
    61 Dodgers Hill Rd, Edgartown, MA 02539
    61 Dodgers Hill Rd, Edgartown, MA 02539
    /18

    $1,450,000 Sold Aug 26, 2025

    • 2,311 Sq Ft
    • $627/SF
    • 85 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    61 Dodgers Hill Rd, Edgartown, MA 02539

    Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space. The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

    Ellen Valentgas Sotheby's International Realty

    61 Dodgers Hill Rd, Edgartown, MA 02539
  • 61 Dodgers Hole Rd, Edgartown, MA 02539
    61 Dodgers Hole Rd, Edgartown, MA 02539
    61 Dodgers Hole Rd, Edgartown, MA 02539
    /17

    $1,450,000 Sold Aug 26, 2025

    • 2,311 Sq Ft
    • $627/SF
    • 78 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    61 Dodgers Hole Rd, Edgartown, MA 02539

    Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space.The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

    Ellen Valentgas Sotheby's International Realty

    61 Dodgers Hole Rd, Edgartown, MA 02539
  • 174 Tashmoo Ave, Vineyard Haven, MA 02568
    174 Tashmoo Ave, Vineyard Haven, MA 02568
    174 Tashmoo Ave, Vineyard Haven, MA 02568
    /40

    $2,300,000 Sold Aug 21, 2025

    • 3,213 Sq Ft
    • $716/SF
    • 75 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2011

    174 Tashmoo Ave, Vineyard Haven, MA 02568

    Welcome to your dream home! The perfect blend of comfort and luxury awaits you in this custom-designed 5-bedroom, 4.5-bathroom residence. Over 3200 square feet of spacious living, upscale furnishings, finished basement with entertainment bar, and all the right touches to make every day feel like a retreat. Conveniently located under a half mile from downtown Vineyard Haven, where you will find

    Lisa Lucier Anchor Realty of Martha's Vineyard

    174 Tashmoo Ave, Vineyard Haven, MA 02568
  • 14 High Meadow Ln, Oak Bluffs, MA 02557
    14 High Meadow Ln, Oak Bluffs, MA 02557
    14 High Meadow Ln, 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
  • 35 E Side Rd, Oak Bluffs, MA 02557
    35 E Side Rd, Oak Bluffs, MA 02557
    35 E Side Rd, Oak Bluffs, MA 02557
    /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
  • 299 Franklin St, Vineyard Haven, MA 02568
    299 Franklin St, Vineyard Haven, MA 02568
    299 Franklin 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
  • 34 Tower Ridge Rd, Oak Bluffs, MA 02568
    34 Tower Ridge Rd, Oak Bluffs, MA 02568
    34 Tower Ridge Rd, Oak Bluffs, MA 02568
    /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
  • 7 Whistling Swan Cir, Edgartown, MA 02539
    7 Whistling Swan Cir, Edgartown, MA 02539
    7 Whistling Swan Cir, Edgartown, MA 02539
    /39

    $3,515,000 Sold Aug 18, 2025

    • 4,218 Sq Ft
    • $833/SF
    • 60 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2010

    7 Whistling Swan Cir, Edgartown, MA 02539

    Located in the exclusive Island Grove neighborhood, this Edgartown retreat is conveniently located near Morning Glory Farm, Downtown Edgartown, and South Beach. The home was designed with entertaining in mind. The first floor offers a den, custom kitchen, a large dining room, living room, half bathroom, and screened porch, all while flowing seamlessly to the outdoor living areas and pool. In

    Jarrett Hurwitz Keller Williams Realty

    7 Whistling Swan Cir, Edgartown, MA 02539
  • 35 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    35 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    35 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    /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
  • 00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    /7

    $650,000 Sold Aug 14, 2025

    • Land
    • 0.20 Acre
    • $3,250,000 per Acre
    • 7 Days On Market

    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535

    Spectacular Hancock beach lot on the Atlantic Ocean. Ownership of this lot allows you access to one of the world's most beautiful beaches, plenty of parking and away from the crowds. It is a most enjoyable spot to spend a relaxing day on the Vineyard, sunbathing, fishing, kayaking, canoeing, etc. as you also gain access to Chilmark Pond. Any property on the Vineyard would be greatly enhanced by

    Deb Hancock Hancock Real Estate

    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
  • 517 Edgartown Rd Unit 8.11, Tisbury, MA 02568
    517 Edgartown Rd Unit 8.11, Tisbury, MA 02568
    517 Edgartown Rd Unit 8.11, Tisbury, MA 02568
    /14

    $449,000 Sold Aug 14, 2025

    • Land
    • 0.60 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
  • 35 Tuckernuck Ave, Oak Bluffs, MA 02557
    35 Tuckernuck Ave, Oak Bluffs, MA 02557
    35 Tuckernuck Ave, Oak Bluffs, MA 02557
    /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
  • 110 Otis Bassett Rd, Vineyard Haven, MA 02568
    110 Otis Bassett Rd, Vineyard Haven, MA 02568
    110 Otis Bassett Rd, Vineyard Haven, MA 02568
    /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
  • 36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    /2

    $137,200 Sold Aug 12, 2025

    • Land
    • 0.52 Acre
    • $263,846 per Acre
    • 77 Days On Market

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

    Unique OPPORTUNITY with POSSIBILITIES! .52 acres of flat vacant land in a convenient and super location! Bounds have been flagged. This property is being sold as is and Currently Unbuildable. A Buyer is responsible to confirm what the town will allow. Think creatively! Sellers motivated!

    Martha Smith C McManus Realty Group

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
  • 110 Daggett Ave, Vineyard Haven, MA 02568
    110 Daggett Ave, Vineyard Haven, MA 02568
    110 Daggett Ave, Vineyard Haven, 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
  • 249 County Rd, Oak Bluffs, MA 02557
    249 County Rd, Oak Bluffs, MA 02557
    249 County Rd, Oak Bluffs, MA 02557
    /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
  • 7 Attaquin Way, Aquinnah, MA 02535
    7 Attaquin Way, Aquinnah, MA 02535
    7 Attaquin Way, Aquinnah, MA 02535
    /40

    $3,295,000 Sold Aug 08, 2025

    • 2,992 Sq Ft
    • $1,101/SF
    • 12 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1973

    7 Attaquin Way, Aquinnah, MA 02535

    This unique hilltop property is located at the end of a private drive, surrounded by the natural beauty of Aquinnah. It consists of two separate contemporary "Acorn houses," creating airy, light-filled environments and offers views over the expansive, meadow-like lawn that extends toward the ocean. From this vantage point, you can enjoy breathtaking views of the Atlantic Ocean, the Elizabeth

    Heidi Vanderhoop Tea Lane Associates

    7 Attaquin Way, Aquinnah, MA 02535
  • 119 Alpine Ave, Oak Bluffs, MA 02557
    119 Alpine Ave, Oak Bluffs, MA 02557
    119 Alpine Ave, Oak Bluffs, MA 02557
    /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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