Vineyard Haven MA Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
1,924
Status:
Active
MLS#:
22604597
Type:
Single Family
Lot size:
0.3 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Island Real Estate 508-693-4800
View additional info

ADDITIONAL INFORMATION

Welcome to 7 Fawndale Road in Vineyard Haven. Located just 1 mile from Main St., this delightful property offers comfortable living and flexible spaces. The main level features offers single-story living featuring an open living and dining area with wood beams, a bay window, partial cathedral ceiling, skylight, and wood floors. The galley-style kitchen offers plenty of cabinetry and counter space, while sliding doors open to a partially covered deck overlooking the backyard--an inviting spot for outdoor dining and relaxing. The primary bedroom features an en suite bath, while two additional bedrooms share a hall bath. A unique finished stairway provides easy access to the expansive attic, offering additional storage and potential. The partially finished, walk-out lower level adds even more versatility, with a studio-style living area, alcove bedroom, kitchenette, and full bath. The remaining portion of the lower level houses the utilities and provides ample storage. The backyard is a blank canvas, ready for you to create an outdoor living space of your own. Conveniently located to town, ferry, school, and more, this inviting home is ready for you to make it your own.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,056
Status:
Active
MLS#:
73575143
Type:
Single Family
Lot size:
1.19 Acres
Year built:
2003
Courtesy: Sandpiper Realty, Inc. 508-627-3737
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ADDITIONAL INFORMATION

Nestled on an acre of beautifully landscaped grounds in a tranquil, park-like setting, this home is tucked away on a quiet lane within an established neighborhood. Located just a quarter mile from miles of Land Bank walking trails and less than two miles from Main Street, it offers the perfect opportunity to embrace the Vineyard lifestyle, just minutes from the vibrant center of Vineyard Haven. Thoughtfully designed for both everyday living and entertaining, the main level boasts hardwood floors, high ceilings, and lots of windows that bathe the living areas and bedrooms in natural light. The kitchen serves as the heart of the home, featuring a center island and a dining area that opens onto a deck and attached gazebo—ideal for outdoor dining and gatherings. The inviting living room, complete with a propane fireplace, provides a warm and welcoming space. Three bedrooms—including a primary with ample closet space and a newly refinished bath are all located on the first floor. Additional highlights include new stainless-steel appliances, a Bertazzoni stove, Andersen windows, renovated baths, fresh paint, refinished floors, custom window treatments, plantation shutters, and a generator. This turnkey property is ready for immediate occupancy, allowing you to settle in and enjoy from day one. On the garden level, you'll find versatile space for additional living, relaxation, or exercise. The family room includes a half-bath and sliders that open to the patio and outdoor shower. A separate guest suite complete with bedroom, den, full bath, and kitchenette provides flexible accommodations for visitors. Meticulously maintained inside and out, this home is ready to welcome its next owner.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,876
Status:
Active
MLS#:
73571249
Type:
Single Family
Subdivision:
Lagoon
Lot size:
0.34 Acres
Year built:
2005
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
View additional info

ADDITIONAL INFORMATION

Welcome to 18 Sylvan Avenue, a delightful, custom-crafted four-bedroom, four-bath, contemporary-style home set at the end of a quiet neighborhood road in Vineyard Haven. Surrounded by eight acres of conservation land, the property offers a peaceful setting with a spacious wraparound deck overlooking the natural landscape. It truly feels like its own private enclave, both inside and out. The home is in pristine, move-in-ready condition and has been thoughtfully renovated and meticulously maintained by the current owners. A welcoming entry leads directly into the open-concept space where a well appointed living room with fireplace flows into the dining area and kitchen. Positioned to the right of the entry is the primary bedroom suite, while two additional bedrooms and two bathrooms are tucked beyond the kitchen on the opposite side of the home, creating a functional and well designed layout which maximizes privacy. A finished lower level with a full bathroom and laundry provides additional flexible living space or a fourth bedroom. Skylights and sliders throughout the home fill the interior with natural light and create an easy connection to the multiple decks, beautiful mature gardens and woodlands. With an impressive rental history, this unique property is offered turnkey, making it an ideal opportunity as a year-round residence, Island retreat, or investment property. A true gem, conveniently located only 1.5 miles to Vineyard Haven’s Main Street shops, restaurants and ferry terminal, and only 5 miles to all that downtown Oak Bluffs has to offer! Please note there is ducted HVAC and mini splits for both heat and AC as well as radiant heat in the floors throughout both levels. Property is located in the Lagoon Pond Watershed, septic will require an upgrade after transfer. Seller will include a four bedroom septic design.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,938
Status:
Active
MLS#:
22604150
Type:
Single Family
Lot size:
0.69 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Island Real Estate 508-693-4800
View additional info

ADDITIONAL INFORMATION

Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bedroom septic system. Inside, sun-filled spaces, warm wood floors, built-ins, and a welcoming layout create an easy, comfortable feel. The first floor includes a private bedroom with en suite bath, while upstairs offers three additional bedrooms, two full baths, and laundry. The spacious living room opens to an enormous screened porch and back deck overlooking the beautifully landscaped yard--perfect for morning coffee, summer gatherings, and long Vineyard evenings. A truly special place to make lasting memories.

Beds:
6
Baths:
7.00
Sq.Ft.:
5,034
Status:
Active
MLS#:
73565263
Type:
Single Family
Lot size:
1.15 Acres
Year built:
2003
Courtesy: Donnelly + Co. 508-627-1022
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ADDITIONAL INFORMATION

Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.

Beds:
3
Baths:
1.00
Sq.Ft.:
973
Status:
Active
MLS#:
73564072
Type:
Single Family
Subdivision:
Hines Point
Lot size:
0.38 Acres
Year built:
1951
Courtesy: Donnelly + Co. 508-627-1022
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ADDITIONAL INFORMATION

HINES POINT WATERFRONT GEM with 85 feet of frontage on the Lagoon, offering ever-changing water views and the perfect vantage point to watch the Steamship Authority ferries arrive in Vineyard Haven Harbor. Enjoy the charming, timeless cottage with a one-car garage as an idyllic summer retreat, or bring your Vineyard vision to life with beautiful architectural plans by Sullivan +Associates Architects. Perched atop a gentle embankment, this exceptional property captures expansive views of the Lagoon, harbor, and town. A private staircase leads to the water's edge, where you can launch a kayak, paddle board, or small boat and explore the Lagoon and beyond. Just a short stroll to the Martha's Vineyard Museum, downtown Vineyard Haven, shops, restaurants, and the ferry, this is a rare opportunity to own in one of the Island's most coveted waterfront locations.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,208
Status:
Active
MLS#:
22604285
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Portfolio Properties 508-627-7005
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ADDITIONAL INFORMATION

Great Location Cape Cod style year round home well maintained on a private dead end road close to Tashmoo Landing. New roof 2025, new windows, basement insulation replaced. A solid well built home ready for new owners to enjoy! Open concept kitchen to dining room. Three bedrooms and one full one half bath. Additional living area with full clean dry basement adds 768 SF with egress walkout door and large windows letting in natural light. The house has propane monitors, mini splits for cooling/heating as well as window A/C units on the second floor with backup electric baseboard. The property is in the Tashmoo Watershed and will need an enhanced system per the Town installed by the buyer. This is a fantastic area just minutes to Tashmoo landing, tennis, pickleball, boating, fishing, kayak storage, kayaking, Mink Meadows Golf, Tashmoo Town Beach, Tisbury school, Downtown Main Street and the year round Ferry Terminal.

Beds:
2
Baths:
1.00
Sq.Ft.:
703
Status:
Active
MLS#:
22604001
Type:
Condo
Year built:
1953
A broker reciprocity listing Courtesy: Anchor Realty of MV 508-696-7777
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ADDITIONAL INFORMATION

Vineyard Haven- Walk to the Ferry from this 2 bedroom condo with pool. Located near the downtown area a desirable place for a rental property or live there year-round. The property features common grounds, picnic tables, and seating by the pool to relax and enjoy the outdoors.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,670
Status:
Active
MLS#:
73563290
Type:
Single Family
Subdivision:
West Chop
Lot size:
0.57 Acres
Year built:
1940
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
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ADDITIONAL INFORMATION

Expanded cottage with in-law suite, garage, and detached studio. On the way to West Chop, it is equidistant to Downtown Vineyard Haven, the flagpole at West Chop, Mink Meadows Golf Club, and Vineyard Haven Yacht Club. This 4 bedroom, 4 bathroom property offers a flexible floor plan, including a private inlaw wing complete with its own entrance, kitchen, living room, full bathroom, and bedroom—perfect for extended family or guests. There are two driveways. The home also features a garage and a finished basement offering excellent storage or future expansion potential. A detached studio at the rear of the property provides wonderful overflow space for a home office, art studio, or guests. The property is only 2/10ths of a mile to the town beach at the end of Grove Ave, and half a mile to the town beach on Owen Little Way. Ready for a new owner's vision and updates, this well-located property presents an exceptional opportunity to enjoy the convenience and charm of this desirable neighborhood. This property is being offered "as-is." *Please note there is only AC in the primary bedroom wing addition.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,480
Status:
Active
MLS#:
73560676
Type:
Single Family
Lot size:
1.16 Acres
Year built:
1997
Courtesy: Donnelly + Co. 508-627-1022
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ADDITIONAL INFORMATION

Ideally situated just minutes from the ferry, downtown Vineyard Haven, and West Tisbury, this charming, meticulously maintained property offers exceptional flexibility for year-round living, seasonal escape, or income potential. The main residence features three bedrooms and an inviting open-concept floor plan, seamlessly connecting an updated kitchen, living room, and dining area, perfect for entertaining or relaxed island living. Expansive decks extend the living space outdoors, overlooking mature plantings and beautifully established garden areas throughout the property. The home is powered by an owned 5kw solar panel system serving the entire property, offering energy efficiency and reduced utility costs. Agent has a list of detailed upgrades upon request. Adding remarkable versatility, a 900 square foot barn style studio offers space for a home office, artist's studio, workshop, or creative retreat, while a private two bedroom garden apartment, complete with its own separate entrance, provides excellent rental income potential or comfortable accommodations for extended family and guests. Ample parking and move-in ready condition round out this rare combination of location, character, and income producing flexibility on Martha's Vineyard. Please note: the property is located within the Vineyard Haven watershed, and a new or upgraded nitrogen-mitigating septic system will be required.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,374
Status:
Active
MLS#:
73560291
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1808
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
View additional info

ADDITIONAL INFORMATION

Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich moldings, and wide-pine floorboards, it has been thoughtfully updated to offer the ultimate in contemporary living. There are 5 total bedrooms, 2 on the first floor and 3 on the second floor. There are 2 en suite bedrooms, 1 on the first floor and 1 on the second floor. In addition, there are 4 full bathrooms (3 newly renovated), and a light-filled, spacious kitchen, designed to blend old world charm with modern needs. Additional updates include central air conditioning, 3 lined chimneys, and an upgraded septic system. A bluestone patio is ideal for al fresco dining and summer barbecues. And a lovely, professionally maintained backyard and garden complete the storybook picture. Perfectly positioned right across from picturesque Owen Park, this property places you at the very heart of Vineyard Haven culture and coastal convenience. Take in water views and the boat activity of scenic Vineyard Haven Harbor. Enjoy front-row access to Owen Park with the newly built town dock and the historic bandstand where you can enjoy the Vineyard Haven Band play Sunday evenings in the summer. When you want to explore further, you are a short walk from the village where there are several exciting new restaurants, a multitude of shops, and the historic Playhouse. Whether you are looking for a gracious year-round island residence, a seasonal getaway, or a desirable vacation rental income producer, this historic gem delivers on every front. Schedule your private tour today and experience the magic of Vineyard Haven living. Offer mostly furnished and equipped with some exclusions.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,347
Status:
Active
MLS#:
73559180
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1890
Courtesy: Compass 617-206-3333
View additional info

ADDITIONAL INFORMATION

Just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, this beautifully maintained three-bedroom home combines distinctive character with thoughtfully updated spaces, modern comforts, and a peaceful residential setting. The home offers over 2,300 square feet of living space with three bedrooms, 2.5 baths, central air, and wood flooring throughout. An updated custom kitchen by French Accent, with a walk-in pantry, opens to the dining area, while a first-floor powder room with laundry adds everyday convenience. A substantial 2010 addition expanded the home with a spacious, light-filled living room and a generous second-floor primary suite. Two additional bedrooms and a full bath comfortably accommodate family and guests. Outside, a large deck overlooks landscaped grounds with native plantings, stonework, and a fire pit gathering area. A full walk-out basement is perfect for both a work space and storage. Whether you’re searching for a year-round home, vacation retreat, or investment opportunity, this property offers something increasingly rare on Martha’s Vineyard: a home with genuine character, generous living space, and the comforts of modern living.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,330
Status:
Active
MLS#:
73554212
Type:
Single Family
Lot size:
0.28 Acres
Year built:
2025
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
View additional info

ADDITIONAL INFORMATION

Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, investment potential, and an amenity that is nearly impossible to find in town with expansive parking. 33 Lagoon Pond Road is a newly constructed, thoughtfully designed three bedroom, three bathroom home where luxury meets sophisticated coastal charm. Featuring an open floor plan, a designer kitchen with quartz countertops, custom tile bathrooms, and seamless indoor-outdoor living, the home enjoys water views from the living room, bedrooms, and inviting front porch. A private backyard, spacious rear deck, and attached two car garage provide both privacy and convenience, while the property's impressive rental history adds outstanding investment appeal. Complementing the main residence is 29 Lagoon Pond Road, a beautifully renovated two bedroom, one bath cottage offering its own private retreat with a charming rear patio and outdoor shower. Ideal for extended family, guests, employee housing, or additional rental income, the cottage provides flexibility for a variety of ownership opportunities. A true standout feature of this offering is the oversized rear parking lot at 29 Lagoon Pond Road, accommodating approximately ten vehicles. Parking of this scale is exceptionally rare in downtown Vineyard Haven and significantly enhances the property's versatility. Whether you're seeking a family compound, an income producing investment, or a premier in town property with unmatched flexibility, 29 & 33 Lagoon Pond Road represent a truly one of a kind opportunity in downtown Vineyard Haven. Tenants in place. Showings are limited to turnover days - please inquire with listing agent.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,816
Status:
Active
MLS#:
22603552
Type:
Single Family
Lot size:
2 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Studio Realty LLC 508-687-2699
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ADDITIONAL INFORMATION

Set privately in one of Vineyard Haven's most tranquil enclaves, 30 Water Gate Road is a rare legacy offering defined by pastoral beauty and access to Lake Tashmoo. The nearly 5,000-square-foot residence offers five bedrooms and generous living spaces designed for gathering and quiet retreat, with an effortless indoor-outdoor flow. Bedrooms are thoughtfully arranged in separate wings, with a private primary suite overlooking neighboring lawns, gardens, and conservation land. The inviting living room is anchored by a massive wood-burning fireplace and beautiful hardwood floors, while the chef's kitchen connects seamlessly to indoor and outdoor entertaining spaces. An attached two-car garage adds convenience. Outside, wide lawns, mature plantings, a classic stone wall, and a fenced vegetable garden create a timeless Vineyard setting. A post-and-beam barn offers flexible space for storage, recreation, or a workshop. Ownership includes neighborhood tennis courts and a dock on Lake Tashmoo for boating, paddling, and swimming. A rare opportunity to enjoy an up-island setting with the convenience of nearby Vineyard Haven shops, restaurants, and the ferry.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,330
Status:
Active
MLS#:
22603560
Type:
Single Family
Lot size:
0.28 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
View additional info

ADDITIONAL INFORMATION

Rare downtown Vineyard Haven compound offering! A unique opportunity to own two separate properties offered together just moments from the ferry, harbor, restaurants, and shops. 33 Lagoon Pond Road is a newly built 3BR/3BA home featuring an open floor plan, designer kitchen with quartz countertops, custom tile baths, water views, private backyard, spacious deck, attached two-car garage, and strong rental history. Complementing 33 Lagoon Pond Road, is 29 Lagoon Pond Road originally built in 1950 and beautifully renovated in 2020. This 2BR/1BA cottage with a private patio and outdoor shower, is ideal for guests, extended family, employee housing, or additional rental income. A rare highlight is the oversized rear parking lot accommodating approximately 10 vehicles--an exceptional amenity in downtown Vineyard Haven. Whether you're seeking a family compound, investment property, or luxury in-town retreat with unmatched flexibility and income potential, this one-of-a-kind offering is not to be missed. Note: Tenants in place, showings are only during turnovers. First opportunity to see both properties is 7/26.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,270
Status:
Active
MLS#:
73551628
Type:
Single Family
Lot size:
0.58 Acres
Year built:
1950
Courtesy: Sandpiper Realty, Inc. 508-627-3737
View additional info

ADDITIONAL INFORMATION

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 has a kitchen, loft, private deck, and outside shower. Enjoy easy access to the town's vibrant waterfront, boutique shops, local restaurants, cafés, galleries, and the ferry terminal, making it an ideal location for both year-round living and seasonal escapes. Per the Board of Health, there is no land area restriction; therefore, if a new septic system can be installed without variances, the approved bedroom capacity may be increased.The main house and the guest house each have their own basements. Each basement has a washer and dryer and lots of room for storage. The main house has a nice, finished area for storage.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,347
Status:
Active
MLS#:
73536989
Type:
Single Family
Lot size:
0.69 Acres
Year built:
1890
Courtesy: Compass 617-206-3333
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ADDITIONAL INFORMATION

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 provide access to the residence while allowing the buildable lot to remain an independent parcel.Situated just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, the beautifully maintained home offers over 2,300 square feet with 3 bedrooms, 2.5 baths, central air, an updated kitchen with walk-in pantry, and a substantial 2010 addition featuring a spacious living room and second-floor primary suite. A detached studio, landscaped grounds, large deck, and full walk-out basement complete this rare Vineyard Haven offering.

Beds:
6
Baths:
9.00
Sq.Ft.:
5,732
Status:
Active
MLS#:
73525014
Type:
Single Family
Lot size:
10.69 Acres
Year built:
1790
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
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ADDITIONAL INFORMATION

Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation home for a client list that included Lady Diana Spencer. The historic main house has been completely modernized. There are 6 bedrooms spread out over almost 6000 square feet, a detached pool house, swimming pool, and Har-Tru tennis court. Wherever you are in this gracious home you will be blessed with sweeping views of the open fields, stone walls, and horses in the neighboring farm, a scene as if from a painting done in a previous century. Included within the 10 acres is a separate 3.3-acre parcel of land that will accommodate a full-size home. Association located dock on Lake Tashmoo!

Beds:
3
Baths:
1.00
Sq.Ft.:
998
Status:
Active
MLS#:
73524099
Type:
Single Family
Lot size:
1.13 Acres
Year built:
1999
Courtesy: Karen M. Overtoom R.E. 508-693-7832
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ADDITIONAL INFORMATION

This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was an artist from Norway. It’s located about a mile to town in one direction and the beach in the other. Many attractive features include hardwood floors and Indian tile throughout, a large inviting mahogany deck off the front of the house overlooking a koi pond, fully owned solar panels that have covered the electrical costs for the past five years, a nitrogen reducing septic system, a full unfinished walkout basement and a large detached shed. This property is deed restricted to year-round housing and is part of the Daggett Ave. Homeowner’s Association which has a ninety-nine-year ground lease agreement.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,328
Status:
Active
MLS#:
73511187
Type:
Single Family
Subdivision:
Vineyard Haven
Lot size:
0.71 Acres
Year built:
1999
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
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ADDITIONAL INFORMATION

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 a sunken living room with floor-to-ceiling windows overlooking the trees. A large screened porch extends the living space outdoors. Two bedrooms, a full bath, and laundry complete this floor. Upstairs, a dramatic hallway leads to a generous primary suite with a spacious bath and additional laundry. The third level offers a private guest suite with living area and bath. The finished lower level includes added living space, bath, and walkout. Convenient to the public boat landing on Lake Tashmoo, the Lake Street tennis and pickleball courts and just a short distance to Downtown Vineyard Haven.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,532
Status:
Active
MLS#:
73497681
Type:
Condo
Year built:
2023
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
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ADDITIONAL INFORMATION

Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower, perfect after a day at the beach. Also on this level is a comfortable guest bedroom with peaks of the harbor, a stylish full tile bath with a glass-enclosed shower, a cozy living area, and washer/dryer for convenience. Upstairs, cathedral ceilings and a gas fireplace create an inviting open-concept living space. The gourmet kitchen is outfitted with sleek Bosch appliances, a large center island ideal for entertaining, and an adjoining dining area. Enjoy panoramic water views of the harbor, passing ferry boats, and Vineyard Sound from the entire second floor, or step out onto your private deck, perfect f

Beds:
4
Baths:
3.00
Sq.Ft.:
1,738
Status:
Active
MLS#:
73481062
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1960
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
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ADDITIONAL INFORMATION

HOUSE + APARTMENT NEAR LAGOON! Discover a rare opportunity in a convenient Vineyard Haven neighborhood. This clean and bright, move-in ready property features a 3 BR, 1 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 the mortgage. The main house, featuring a wonderful sun-room, a cheerful efficient kitchen, and a comfortable living room anchored by a beautiful stone fireplace, has been emptied and awaits the new owner's touch (please refer to images showing digital staging). Both the main house and the apartment have been freshly painted throughout. Situated on a spacious corner lot, and located a short distance to down town and public Lagoon access, this property is a super value. SELLER WILL CREDIT BUYER THE COST OF A BRAND NEW 4BR SEPTIC SYSTEM AT CLOSING.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
73481021
Type:
Single Family
Lot size:
0.13 Acres
Year built:
2025
Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
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ADDITIONAL INFORMATION

Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coastal charm complete with an open floor plan, luxury kitchen featuring quartz countertops, custom tile bathrooms and seamless living both indoors and out. Enjoy water views from the living room, bedrooms and the inviting front porch, perfect for relaxing or entertaining, while the private backyard and spacious back deck provide the privacy many desire. The two-car garage provides a rare in-town convenience, for both parking and storage of your island car and beach gear. The property also boasts impressive rental history, look no further for your next in town purchase - an exceptional, well-rounded offering! Note: 29 and 33 Lagoon Pond Road are also available as a package offering for $3,295,000. Showings are limited to turnover days - please inquire with listing agent.

Beds:
2
Baths:
2.50
Sq.Ft.:
1,460
Status:
Active
MLS#:
32600013
Type:
Single Family
Lot size:
0.29 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Sandpiper Realty Inc 508-627-3737
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ADDITIONAL INFORMATION

MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT - Extensively renovated mixed-use property offering commercial + residential use in a high-visibility location on State Road in Tisbury. This versatile property presents a true live-work opportunity with strong income-producing potential.The first floor offers four offices including a reception area, 1.5 baths, and a kitchenette, with both front and side entrances. The second floor features a bright and sunny two-bedroom apartment with a full bath, living room, and kitchen--ideal for owner occupancy or rental income.The entire building has been renovated and includes heat and air conditioning throughout, off-street parking for multiple vehicles in the rear, and a yard. Seller financing available, please inquire!

Beds:
5
Baths:
3.50
Sq.Ft.:
4,068
Status:
Active
MLS#:
32600014
Type:
Single Family
Lot size:
1.19 Acres
Year built:
2012
A broker reciprocity listing Courtesy: Wallace & Co. Sotheby's International Realty 508-627-3313
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ADDITIONAL INFORMATION

Built in 2016 by Squash Meadow Builders, this exceptional five-bedroom Colonial is ideally located moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Spanning four thoughtfully designed levels, the home blends timeless architecture with modern comfort. The main level features an open plan with a spacious living room and gas fireplace anchored by a gourmet kitchen with custom built-ins and bench seating. The kitchen flows into a sunlit sunroom, perfect for relaxed coastal living. A generous first-floor primary suite offers privacy and convenience. Upstairs, a bedroom suite with private bath accompanies three guest rooms sharing a stylishly updated bath. The finished third level provides an expansive bunk room for family or guests. The lower level is tailored for entertainment and wellness with media room, gym, and storage. The sunroom opens to a pergola-covered stone patio overlooking a saltwater pool and classic stone wall. Lush landscaping, blue hydrangeas, perennials, native sea grass, outdoor stone fireplace, one-car garage, and solar panels complete this turnkey Martha's Vineyard retreat near one of the island's most beloved beaches.

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod and Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Xome are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor this broker shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. Copyright 2026 Cape Cod and Islands MLS, Inc. All rights reserved.
Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.
Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067



All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Martha’s Vineyard Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than Xome include the name of the listing broker. Neither the listing company nor Xome shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026© Martha’s Vineyard Multiple Listing Service. All rights reserved.



Vineyard Haven 02568 Real Estate

Vineyard Haven is located in Massachusetts. Vineyard Haven, Massachusetts 02568has a population of 2,258. Vineyard Haven 02568 is less family-centric than the surrounding county with 26.79% of the households containing married families with children. The county average for households married with children is 27.66%.

The median household income in Vineyard Haven, Massachusetts 02568 is $60,080. The median household income for the surrounding county is $77,392 compared to the national median of $69,021. The median age of people living in Vineyard Haven 02568 is 58.8 years.

Vineyard Haven Weather

The average high temperature in July is 80.1 degrees, with an average low temperature in January of 22.6 degrees. The average rainfall is approximately 47.4 inches per year, with 24.2 inches of snow per year.

Vineyard Haven Map

Vineyard Haven Real Estate Market Conditions

  • Median sales price

    $1,400,000
    23%
    change since last quarter
  • # Active listings

    45
    30-day change

Vineyard Haven Schools and Demographics

Education near Vineyard Haven, MA

City County
High School Graduates 95.62 95.81
College Degree - 2 year 3.27 7.81
College Degree - 4 year 33.93 46.05
Graduate Degree 11.48 12.52
Expenditures per Student 36,217 36,217
Students per Teacher 8.7 8.7

Elementary Schools near Vineyard Haven, MA

Grades Students P/T Ratio ZIP
Edgartown Elementary School PK - 08 359 9.2 02539
Oak Bluffs Elementary School PK - 08 411 9.4 02557
Tisbury Elementary School PK - 08 331 9.1 02568
West Tisbury Elementary School PK - 08 298 8.2 02575

Middle Schools near Vineyard Haven, MA

Grades Students P/T Ratio ZIP
Cuttyhunk Elementary School 04 - 05 2 1.3 02713

High Schools near Vineyard Haven, MA

Grades Students P/T Ratio ZIP
Martha's Vineyard Regional High 09 - 12 687 9.1 02557

Ungraded Schools near Vineyard Haven, MA

Grades Students P/T Ratio ZIP
Martha's Vineyard Charter School KG - 12 177 9.8 02575

Demographics near Vineyard Haven, MA 02568

Zip Code City
Neighborhood Type Small town
Population 2,258 20,277
Population Density 1,830 197
Median Age 58.8 47.9
People per Household 2.5 3
Median Household Income 60,080 77,392
Average Income per Capita 41,421 51,354

Real estate near Vineyard Haven