Vineyard Haven Properties for Sale

Address: 11 Macs Lane Town: Vineyard Haven Link ID: 43067

Price: $4,945,000

Property Description:
A unique opportunity to own a one of a kind property with capacity for twenty people complete with fourteen bedrooms, flanked with large picture windows and water views from all three living levels. Currently being run as a state licensed, private pay, assisted living facility. In addition to the fo... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 70 Spring Street and William St. Lot Town: Vineyard Haven Link ID: 42618

Price: $3,800,000

Property Description:
NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Str... Click here for more details

Property description and photographs provided by listing agent: Viewpoints

Address: 36 Tashmoo Avenue Town: Vineyard Haven Link ID: 42136

Price: $3,295,000

Property Description:
This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven’s most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor sh... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 27 Spring Street Town: Vineyard Haven Link ID: 41418

Price: $3,195,000

Property Description:
Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features fi... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

Address: 37 Memphremagog Avenue Town: Vineyard Haven Link ID: 43048

Price: $2,850,000

Property Description:
Beach access, a serene up-island setting and a terrific home make this property a must see! Situated on three acres of land just a half mile from the beach, the spacious, well-laid out and meticulously maintained home is the perfect place to relax and unwind and host family and friends. With over 3,... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 70 Spring Street Town: Vineyard Haven Link ID: 42020

Price: $2,850,000

Property Description:
Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galler... Click here for more details

Property description and photographs provided by listing agent: Viewpoints

Address: 42 Daggett Avenue Town: Vineyard Haven Link ID: 43022

Price: $2,195,000

Property Description:
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 th... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 46 Red Buoy Lane Town: Vineyard Haven Link ID: 41919

Price: $2,095,000

Property Description:
Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an addit... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

Address: 126 Border Road Town: Vineyard Haven Link ID: 42394

Price: $2,000,000

Property Description:
Perfectly sited on a knoll with expansive water views at the head of the Lagoon, it is a few short steps to the private sandy shore for swimming, kayaking or continue down the pond out to open water. Designed by the owner's architect father (Nembhard Culin a renowned watercolor artist,) it worked as... Click here for more details

Property description and photographs provided by listing agent: Conroy & Company R.E., Inc.

Address: 79 Beach Road Town: Vineyard Haven Link ID: 42944

Price: $1,990,000

Property Description:
Rocco's Pizza Restaurant located in the vibrant Tisbury Marketplace. This is an Iconic Island Eatery open year-round! For Sale is this "Turnkey" business along with the 2 commercial retail condominiums totaling 1309 sf, which the business occupies. There is also a water view roof-top deck consisting... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 209 Cove Road Town: Vineyard Haven Link ID: 42044

Price: $1,950,000

Property Description:
Wonderful Tashmoo Wood Association - West Chop. Welcome to this spacious and inviting home in the wonderful Tashmoo Wood Community. Rarely does a Single Family Home come on the market in this Private Association. This four (4) bedroom home, nestled on a private 1 acre lot with a tree lined drivew... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

Address: 150 Cove Road Town: Vineyard Haven Link ID: 43136

Price: $1,895,000

Property Description:
The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain fur... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 150 Cove Road Town: Vineyard Haven Link ID: 43134

Price: $1,895,000

Property Description:
The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain fur... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 82 Skiff Avenue Town: Vineyard Haven Link ID: 42879

Price: $1,798,000

Property Description:
This pristine, recently developed private home is located downtown, just a short walk from shops, the lagoon, the beach, the harbor, the MV Museum, and the ferry. Set back from the road, the home offers a quiet and peaceful luxury living experience—it’s truly a hidden gem. The property boasts s... Click here for more details

Property description and photographs provided by listing agent: Premier Properties

Address: 27 Chapde Lane Town: Vineyard Haven Link ID: 43138

Price: $1,795,000

Property Description:
CLASSIC STYLE MEETS TIMELESS CHARM. Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this meticulously maintained home provides a modern and spacious environment for comfortable island living. Upon entry, the home welcomes you with an open a... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

Address: 54 Lake Street Town: Vineyard Haven Link ID: 42750

Price: $1,725,000

Property Description:
Welcome to this delightful 4-bedroom, 3-bathroom home, perfectly situated in a highly desirable location where convenience meets tranquility. Just a short stroll from town, restaurants, Tashmoo Landing, and tennis courts, this property offers the ideal combination of lifestyle and leisure. Step ont... Click here for more details

Property description and photographs provided by listing agent: Martha's Vineyard Island-Wide Realty

Address: 26 Union Court Town: Vineyard Haven Link ID: 43064

Price: $1,675,000

Property Description:
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 t... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 211 Edgartown - Vineyard Haven Road Town: Vineyard Haven Link ID: 42741

Price: $1,595,000

Property Description:
MULTIFAMILY OPPORTUNITY A wonderful compound on the outskirts of town. Set nicely back off the Edgartown Road, the existing home has 4/5 comfortable bedrooms and 2 baths on a nice 1-acre parcel with a good sense of privacy. Behind the home is a fire pit, a shed and another septic system already in... Click here for more details

Property description and photographs provided by listing agent: Feiner Real Estate

Address: 58 Weaver Court Town: Vineyard Haven Link ID: 42493

Price: $1,595,000

Property Description:
Located near the Lagoon, hiking trails, downtown Vineyard Haven, and Steamship Authority. A private wooded sanctuary sited on 1.5 acres of land with backyard covered patio, covered front porch and new mahogany deck railings at each entry. Many recent updates include hardwood floors on the first floo... Click here for more details

Property description and photographs provided by listing agent: Martha's Vineyard R.E.

Address: 249 State Road Town: Vineyard Haven Link ID: 41409

Price: $1,495,000

Property Description:
You haven't missed the boat. And if you live here, you will never miss the boat. This fully furnished, classic Vineyard-style home can be your home in time for spring. This beautifully restored 3-bedroom, 2-bath home has touches from the old Vineyard—a sun porch for napping or reading, a large y... Click here for more details

Property description and photographs provided by listing agent: Laer Realty Partners

Address: 110 Daggett Avenue Town: Vineyard Haven Link ID: 42957

Price: $1,450,000

Property Description:
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 V... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 4 Lagoon Pond Road Town: Vineyard Haven Link ID: 42148

Price: $1,445,000

Property Description:
Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the ... Click here for more details

Property description and photographs provided by listing agent: Keller Williams Realty

Address: 261 Sandpiper Lane Town: Vineyard Haven Link ID: 42968

Price: $1,295,000

Property Description:
ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! Welcome to this meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association. The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to a ... Click here for more details

Property description and photographs provided by listing agent: Compass | The O'Hanlon Group

Address: 261 Sandpiper Lane Town: Vineyard Haven Link ID: 42969

Price: $1,295,000

Property Description:
ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! This meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association has it ALL! The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to a... Click here for more details

Property description and photographs provided by listing agent: Compass | The O'Hanlon Group

Address: 211 Edgartown - Vineyard Haven Road Town: Vineyard Haven Link ID: 42971

Price: $1,215,000

Property Description:
A wonderful home on the outskirts of town. This property is being offered as part of a 2 unit condo. Set nicely back off the Edgartown Road, the existing home has 4/5 comfortable bedrooms and 2 baths on a nice shared 1-acre parcel with a good sense of privacy. Behind the home is a fire pit, a shed... Click here for more details

Property description and photographs provided by listing agent: Feiner Real Estate

Address: 160 Bernard Circle Town: Vineyard Haven Link ID: 43051

Price: $1,195,000

Property Description:
Charming, four bedroom home with impressive rental history, new roof and septic in 2021/2022. Being offered turn-key, fully furnished with coastal décor, ready to move in and enjoy. Soaring cathedral ceilings highlight the open floor plan of the main living area on the second floor. Granite counte... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 200 Sandpiper Lane Town: Vineyard Haven Link ID: 42525

Price: $1,185,000

Property Description:
Ideal Tashmoo Wood Association, located adjacent to Mink Meadows Golf Course and minutes from downtown Vineyard Haven. This location offers a private association beach on Vineyard Sound, access to Lake Tashmoo and association dock, heated pool, tennis courts, basketball court, and playground, all on... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 200 Sandpiper Lane Town: Vineyard Haven Link ID: 42568

Price: $1,185,000

Property Description:
Ideal Tashmoo Woods Association, located adjacent to Mink Meadows Golf Course and minutes from downtown Vineyard Haven. This location offers private association beach on Vineyard Sound, access to Lake Tashmoo and association dock, heated pool, tennis courts, basketball court and playground, all on 1... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

Address: 96 Dunham Avenue Town: Vineyard Haven Link ID: 39390

Price: $1,150,000

Property Description:
This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs y... Click here for more details

Property description and photographs provided by listing agent: Cronigs Real Estate

Address: 00 Kennebago Avenue - 65-E-1 Town: Vineyard Haven Link ID: 41044

Price: $868,000

Property Description:
This 3 + acre Lower Makonikey lot with mature trees is a short distance away from a deeded private association beach. A quiet friendly community with protective covenants. The lot has been surveyed and a building envelope has been established. To date no testing or septic design has been performed.

Property description and photographs provided by listing agent: Donnelly + Co

Address: 0 Red Buoy Lot 147 Town: Vineyard Haven Link ID: 42926

Price: $735,000

Property Description:
Embrace the Essence of Martha's Vineyard on Red Buoy Lane. This idyllic vacant lot in Vineyard Haven offers a gateway to serene island living. 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... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

Address: 126 Border Road Town: Vineyard Haven Link ID: 42438

Price: $700,000

Property Description:
Sublime hillside site with old growth trees and walking easement to 16' of sandy lagoon pond beach. This property is in the lagoon pond water shed and will require a NitROE denitrification component on the septic system. All information should be verified by the Vineyard Haven Building Department an... Click here for more details

Property description and photographs provided by listing agent: Conroy & Company R.E., Inc.

Address: 00 Tashmoo Avenue @ Baylis Woods Town: Vineyard Haven Link ID: 42900

Price: $628,500

Property Description:
Prime Building Lot on Tashmoo Avenue just minutes to Downtown! This 0.33-acre perfectly shaped building lot in the coveted paved Baylis Woods Subdivision in Vineyard Haven offers 14,374 SQFT of ready-to-build land. With a preliminary septic design for six (6) bedrooms you can build a Main House and ... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 211 Edgartown Road Town: Vineyard Haven Link ID: 42977

Price: $499,000

Property Description:
With Land Bank in your back yard, this well located and convenient property is part of a newly formed condominium sharing an acre with the neighboring home. The south facing hillside is a great place to build a home with a walk-out basement and up to 5 bedrooms. Room for a nice yard, gardens etc. ... Click here for more details

Property description and photographs provided by listing agent: Feiner Real Estate