Vineyard Haven, Massachusetts listings for sale

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$1,295,000 - Vineyard Haven, MA
110 Daggett Avenue Vineyard Haven, MA - 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 expansive yard offers plenty of space for entertaining, gardening, play areas, or potential expansion with required town approval. TITLE V Inspection passed, NOT situated in the TISBURY WATERSHED! Recent upgrades throughout the home ensure modern comfort, with a detailed list of improvements. This home offers excellent potential—perfect for both year-round living and seasonal retreats. Don't miss the opportunity to make this beautiful property your own! Charming Colonial Gem in Desirable Vineyard Haven Discover this historic Colonial home offering over 1,650 sq. ft. of living space, plus 550 sq. ft. of finished basement. Featuring 3 bedrooms (TITLE V approval for 5 bedrooms) and 2 bathrooms, this home sits on a spacious, fenced rear yardideal for entertaining, gardening, or future expansion (town approval required). Located just 0.5 miles from downtown Vineyard Haven, enjoy easy access to Main Street, Owen Park, VH Ferry, and Tisbury School. Recent upgrades throughout ensure modern comfort while preserving the home's timeless character. TITLE V inspection passed. Not in the Tisbury Watershed. Perfect for year-round living or seasonal retreats. Don't miss this opportunity to own a piece of Vineyard Haven's charm!
1920 | 3 | 2 | 1 sqft.
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$1,295,000 - Vineyard Haven, MA
12 Park Avenue Vineyard Haven, MA - Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island's bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you'll find a warm and welcoming open concept, perfect for both relaxing and entertaining. The home boasts a sun-filled living room, a kitchen, and a dining area ideal for gatherings. With one bedroom and bath on the main floor and two additional bedrooms and full bath upstairs, there's room for everyone. Enjoy the tranquility of the expansive yard—ideal for gardening, outdoor play, or simply soaking in the serene surroundings. Whether you're looking for your first home, a retreat from the city, or a place to grow, this charming Cape has it all. Price includes $50k credit to the buyer to bring the septic system into compliance per the Tisbury Board of Health requirements.
1991 | 3 | 2 | 1,469 sqft.
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$1,275,000 - Vineyard Haven, MA
50 Lantern Lane Vineyard Haven, MA - Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you'll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and welcoming layout with an open living and dining area, hardwood floors, and a private backyard and deck. Three spacious bedrooms provide plenty of room for family and guests. Outside, a spacious yard offers space for relaxing or entertaining. Whether you're looking for a year-round residence, a vacation getaway, or an investment property, this home is sure to please!
1981 | 3 | 2 | 1,040 sqft.
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$1,185,000 - Vineyard Haven, MA
200 Sandpiper Lane Vineyard Haven, MA - Ideal Tashmoo Woods Location! Offers private Vineyard Sound Beach, Lake Tashmoo private dock, heated pool, tennis courts, basketball court and playground on 100+ acres of association land. Well loved through the years, this unit is ideal for year-round living or as an investment opportunity. The first floor features a cathedral ceiling living room with fireplace and full of windows creating wonderful natural light. Open floor design connects to dining room, mini bar and eat-in kitchen. There is a separate den with french doors, an adjacent full bath is located across the hall from the den. Large refinished deck off the back. The second floor offers a primary suite with vaulted ceiling, spacious bath with Jacuzzi and large walk-in closet, second floor balcony connects the guest suite with full bathroom and views of living and outdoor space on each side. This unique combination of living space, location and amenities also offer hiking trails leading to both pond side and beach side sunsets! Strong rental history. Adjacent to Mink Meadows Golf Course and minutes from downtown Vineyard Haven.
1988 | 2 | 3 | 1 sqft.
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$1,150,000 - Vineyard Haven, MA
112 West Spring Street Vineyard Haven, MA - This delightful three-bedroom Cape is ideally situated just under a mile from Main Street and the harbor, offering easy access to Tisbury Center. The inviting open floor plan blends comfort and functionality, with multiple seating areas ideal for relaxing or entertaining. A finished basement adds over 600 square feet of living space, complete with a half bath—making it ideal for a home office, playroom, gym, or media area. Whether you're searching for a year-round residence or a seasonal retreat, this charming home delivers comfort, convenience, and classic Vineyard style.
2000 | 3 | 2 | 1,503 sqft.