Vineyard Haven Homes from $1M-$3M

Scroll down to find $1,000,000-$3,000,000 homes for sale in Vineyard Haven. Contact Sandpiper Realty if you have questions or would like to schedule a showing.

Upgrade Your Search - Create an account to save your favorite listings and to receive email updates for similar properties.

47 North William Street Vineyard Haven MA

MLS Number 35617

  • Residential
  • Square Feet 4537
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.404

Walk to everything “Vineyard Haven” from this gracious "Turn of the Century" home. Beautifully restored and seamlessly integrated interior combines the original with the new. The warm patina of Carolina pine floors, original woodwork and spacious rooms provide a comfortable backdrop for Vineyard living featuring a cook's kitchen with top of the line appliances, multiple living spaces spread throughout three floors, four bedrooms and four baths, plus a partially finished basement with private entrance and studio apartment. The wrap around verandah, bluestone patio surrounded by mature plantings, established gardens and large yard perfect for badminton or croquet complete this most unusual property.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

209 Cove Road Vineyard Haven MA

Price$1,195,000

Est. Mortgage: $/month

MLS Number 35680

  • Residential
  • Square Feet 2283
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Tashmoo Wood Home - Bright and airy Expanded Cape is the best of all worlds. Home is light-filled and features four bedrooms and 3.5 baths which include 2 master bedroom suites and 2 first floor bedrooms. The open living and dining areas have cathedral ceilings. Well-appointed kitchen has a bay window with eating nook, granite counters and ample cabinets. Enjoy indoor/outdoor living on the spacious screened-in porch with skylights and a ceiling fan and provides a glimpse of Mink Meadows golf course. The lower level is a finished family/rec room. Additional features include central air conditioning, irrigation system, alarm system and a 1+ car garage. Laundry room. Two miles to town and close to Mink Meadows Golf Course. Tashmoo Wood Association has a beautiful pool, tennis courts, basketball court, playground and big and small boat access to a Lake Tashmoo with plenty of parking. A perfect home for your life on the Vineyard. Solid rental history.

Listed by Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

455 Herring Creek Road Vineyard Haven MA

MLS Number 35653

  • Residential
  • Square Feet 1770
  • Bedrooms 4
  • Bathroom 2
  • Acreage 2.5

Water views of Vineyard Sound. This charming c. 1832 Cape style home is as good as waterfront with lively views of Vineyard Sound. It also abuts 4-acres of Land Bank Conservation land including Wilfrid's Pond Preserve giving you easy access to the long sandy beach just around the corner. Travel farther down Herring Creek Road, lined with its original beachfront homes between Lake Tashmoo and Vineyard Sound, and you will arrive at the Herring Creek and Tisbury's Lake Tashmoo Town Beach. This 4-bedroom, 2-bath home is well positioned on the 2.5 acres which also contains a 2-story post and beam barn built in the '90s. The perfect spot for boating, swimming, fishing, golfing and more, all within a quarter-mile. Between the location of the home and the views of Vineyard Sound this property is full of year-round “Vineyard Charm”.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

33 Pine Tree Lane Vineyard Haven MA

Price$1,275,000

Est. Mortgage: $/month

MLS Number 35552

  • Residential
  • Square Feet 3076
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 3

Tucked away on peaceful Pine Tree Lane - along Vineyard Haven's outer harbor, sits this lovely three bedroom home with a finished lower level. Meticulous attention to every detail and quality workmanship was used when renovating this home in 2012. You will be surprised when you walk through the front door to find over 3000 square feet, beautiful hardwood floors throughout and open-concept dining room, kitchen and vaulted ceiling living room with fireplace offering a spacious living area. The master bedroom with en suite bath is also located on the first floor with two additional bedrooms on the second floor. Enjoy outdoor living on the back deck overlooking the large, private, grassy yard with mature trees and gardens. Special Note: This property currently has a certified 5 bedroom septic so additional bedrooms are an option.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

226 Golf Club Road Vineyard Haven MA

Price$1,245,000

Est. Mortgage: $/month

MLS Number 35486

  • Residential
  • Square Feet 2142
  • Bedrooms 3
  • Bathroom 2
  • Acreage 2.13

This charming and delightfully designed contemporary home offers three + bedrooms is set on a 2.13 acre lot abutting the 9th fairway at Mink Meadows golf course. As you enter on the first floor, this warm and inviting interior offers two comfortable sitting areas with a wet bar, built in book cases, double sided wood burning fireplace and hard wood floors. This leads to a step down open kitchen & dining area with numerous windows, cathedral ceiling, and the second wood burning fireplace. French doors lead out to the farmer's porch. Two guest bedrooms are on this floor, one with its own deck, and a shared bathroom with a jacuzzi tub and shower. The large master bedroom suite is on the second floor with cathedral ceilings, french doors that open to a private balcony sitting area with views of the golf fairway. Adjoining the bedroom is a spacious bath with a jacuzzi tub, large linen closet, and a small study/den room off the hallway. Hardwood floors throughout. Split A/C units in all rooms. Newly renovated composite Trex decking offering low maintenance, aesthetically pleasing and extended performance . Back up generator and dehumidification system located in the basement. Enjoy the Mink Meadows neighborhood amenities including; golf club membership available to homeowners and use of the Association Beach. The six bedroom installed septic system allows for expansion and for a guest house up to 800 sqft in size with town approval.This is a lovely property, comfortably appointed in a well established area.

Listed by Martha's Vineyard R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

24 William Street Vineyard Haven MA

Price$1,500,000

Est. Mortgage: $/month

MLS Number 34698

  • Residential
  • Square Feet 2036
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.31

A desirable and coveted location on historic William Street in Vineyard Haven. This delightful Greek Revival home has been well maintained over the years and offers a spacious yard, award winning flower gardens and a detached 2 car garage. This 4 bedroom antique features a nice floor plan with formal entertaining areas and cozy living spaces with oversized windows, multiple fireplaces and old-world charm such as wide board antique pine flooring, original molding, doors, and decorative windows throughout. The perfect In-Town location with easy access to downtown Vineyard Haven restaurants, shops, beaches and ferry.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

33 Woodlawn Avenue Vineyard Haven MA

Price$1,195,000

Est. Mortgage: $/month

MLS Number 34434

  • Residential
  • Square Feet 2241
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.64

This CASUALLY ELEGANT IN-TOWN CLASSIC has been brought to life (and up to date) by the current owners. The interior features antique pine floors, renovated bathrooms, a spacious living room for television, a second living room with a wood-burning fireplace for reading and conversation, a formal dining room, and a roomy, cheerful, eat-in kitchen with updated cabinets, butcher block counters, and Bosch and Jenn-Air stainless steel appliances. There is ample space for everyone to spread out - 5 bedrooms and 3 bathrooms total, including a first floor master with private bathroom and deck, and a second bedroom on the first floor which is just by the second full bathroom with laundry. Upstairs are 3 more bedrooms with a large full bathroom to share. The grounds are lush with established rhododendrons, beech trees, a flower garden, and a charming arbor draped in a privet. Plenty of room for all to relax around the incredible 32' x 18' HEATED SWIMMING POOL, complete with a new pump, new heater, new liner, and new red cedar fence! A pool house, storage shed, new roof, and a large deck just perfect for outdoor meals completes the package. A great price for this rare find in down town Vineyard Haven! Solid rental history. Some furnishings available for sale.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

169 Cuttyhunk Avenue Vineyard Haven MA

Price$2,895,000

Est. Mortgage: $/month

MLS Number 35362

  • Residential
  • Square Feet 4047
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Custom Timber Peg Post and Beam Home on a private beautifully landscaped 5.6 Acre Lot located in highly desirable neighborhood of Lower Makonikey. A three minute stroll down your path to the private association North Shore Beach overlooking Vineyard Sound. Four bedrooms, open concept kitchen and dining room, the living room includes a wood burning fireplace and a second charming separate sunny garden room to relax in. A perfect home for summer by the beach, as well as, year round living. The house has been meticulously maintained and there are extensive mature perennial gardens overlooking the many porches and patio's providing easy outdoor care. Bonus - a luxury detached professional Office/ Studio space over the garage. This enchanting setting offers the ultimate Vineyard Lifestyle of having your own heavenly nature retreat !

Listed by Suzanne Lanzone & Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

4B Amelias Crossing Vineyard Haven MA

Price$1,150,000

Est. Mortgage: $/month

MLS Number 35270

  • Residential
  • Square Feet 2450
  • Bedrooms 4
  • Bathroom 4
  • Acreage 0.298

Newly created building lot with a proposed new home in established new subdivision of 8 lots. Walk to town. House construction to begin in July 2019, completion in March 2020. House will be approx. 2450 sq ft, 4 bedrooms, 4 full baths, walk out unfinished basement. Owner is builder. I also do owner financing, 20% down.

Listed by Nab's Corner

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

110 Sandpiper Lane Vineyard Haven MA

Price$1,175,000

Est. Mortgage: $/month

MLS Number 35203

  • Residential
  • Square Feet 2188
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Overlooking the fairway of Mink Meadows golf course this beautifully maintained home provides a delightful lifestyle. Swimming, tennis, boating and private association beach are part of the experience of living in Tashmoo Woods. Perfect for entertaining the bright and open floor plan creates a wonderful area for gathering friends and family. The welcoming living room with fireplace and dining area opens to the rear deck. Retreat to the cozy den offering dappled light from the bay window. Enjoy preparing culinary delights in the cheerful kitchen; powder room off the hall. The second floor features four bedrooms and two baths, including a master en suite. Attached garage, central A/C, hardwood floors and lovely perennial beds encircle this gracious home.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

45 Mitchell Road Vineyard Haven MA

Price$1,725,000

Est. Mortgage: $/month

MLS Number 35263

  • Residential
  • Square Feet 3233
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

This 5-bedroom contemporary on the 8th fairway of Mink Meadows Golf Club has so much to offer. The house sits on one of the largest lots in this distinguished association of properties where the minimum lot size is 2 acres. Residence in Mink Meadows confers use of the pristine 1/2-mile-long North Shore association beach - and advance placement on the Mink Meadows Golf Club's waiting list. With over 3200 square feet of interior space, the home also has an additional 2000 square feet of fir decking and bluestone patio with retractable awning. Mature landscaping comes with an extensive new irrigation system on its own well. The home was recently updated with new HVAC system, shingles, roof, hardwood floors, new hardwood deck, window treatments, and an additional bedroom.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

215 Hines Point Vineyard Haven MA

Price$2,500,000

Est. Mortgage: $/month

MLS Number 34736

  • Residential
  • Square Feet 3328
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.53

Located near the end of "Hines Point", this wonderful water view/waterfront "tri-level" contemporary home looks easterly over the shimmering saltwater of Lagoon Pond and the drawbridge that separates Tisbury from Oak Bluffs. Lagoon Pond is a saltwater inlet that boasts almost 6 miles of shoreline making it perfect for striper fishing, boating, sailing, shell fishing and more! AND...The sunrises and moonrises will dazzle you from the deck! Plus, there are 5 bedrooms ...most with a water view. The floorplan affords panoramic views of the water as you go from room to room and the 3 separate living rooms makes this perfect for multi-generational living. This property has 100 ft of beach frontage on Lagoon Pond for some water fun (boating, fishing, swimming) and the level "grassy" back yard is perfect for your favorite yard games. Newly installed Nitroe brand 5 bedroom septic system. Mooring available for your boat and the kayak rack on the beach is ready for your water "toys". Very seldom do you have an opportunity to purchase in this unique location. Relaxing stroll into town for dinner, shopping or to meet friends at the ferry terminal.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

15 Mitchell Road Vineyard Haven MA

Price$2,995,000

Est. Mortgage: $/month

MLS Number 35197

  • Residential
  • Square Feet 3512
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 1

Set perfectly in the heart of Mink Meadows, this fabulous turn-key residence offers a remarkably high level of finish and quality. Thanks to extensive renovations by local contractor Joe Grillo and landscape and hardscape design by Kristin Reiman, the property presents as a rare, completely finished product. The main house centers on an expansive great room with open kitchen, dining, and living areas. The master suite occupies its own wing, featuring a private bathroom with all new fixtures and private outdoor shower. Upstairs are two more bedrooms with ensuite bathrooms - both completely renovated. Above the detached two-car garage is an immaculate private guest apartment with the fourth bedroom, bath, and full kitchen. In renovations, the improvements to the structures were all-encompassing, but some of the upgrades include all new electrical systems (everything new from wiring to fixtures, and switches), Lutron system, Sonos sound, new heating and cooling system, refinished hardwood floors, and new cedar shingle roof on both the main and guest/carriage house. The grounds of the property feature exceptional privacy, due to extensive screening and new plantings. Irrigated lawn and gardens are beautifully defined, with blue stone walkways and other custom elements perfectly situating the property's structures in a distinctly calming environment. The location in Mink Meadows is amazing on multiple levels. For the golf enthusiast, Mink Meadows' nine hole course is readily available to enjoy - the property fronts on the golf course's 7th green and 8th tee/fairway. The private association beach on the north shore offers picturesque views, sandy beachfront and pristine waters. The West Chop Club and Lighthouse are close by, as are a number of conservation lands and amenities for trails and other outdoor pursuits.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

636 Franklin Street Vineyard Haven MA

Price$1,295,000

Est. Mortgage: $/month

MLS Number 35114

  • Residential
  • Square Feet 3500
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 1

This 6 bedroom, 6.5 bath home is nicely sited on almost an acre of land close to town and beaches. The house was recently renovated in 2012 and has all the amenities of modern living. Nice features include a fabulous kitchen with granite counters, stainless appliances, a center island and cathedral ceiling. A family room with built-ins and propane fireplace. Grand Media Room with full bath above the 2-car garage. The expansive formal living room with fireplace is centrally located. The en-suite master bedroom is spacious with large walk in closet and full bath. Three other bedrooms occupy the back wing of the house with a separate guest suite with bedroom, living room and full bath.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

139 Hines Point Road Vineyard Haven MA

Price$1,800,000

Est. Mortgage: $/month

MLS Number 34903

  • Residential
  • Square Feet 1911
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.76

Waterfront on Magical Hines Point - Location, location, location! Proximity to town and the ferry, yet on a quiet peninsula in an exceptional neighborhood. Known as Quawk Cottage, built in 1920, the same family has enjoyed this charming vintage home for over 60 years. The relaxed style of the house, tranquil water views of both sides of the Lagoon, and 152' of private sandy beach which provides summer water activities and great clamming are all elements dreams are made. The four-bedroom, 2 bath home with heat and AC has an expansive yard and great lawn that rolls down to the water's edge. The interior is a pleasant step into the past with many casual rooms for separate activities, 2 fireplaces, a master suite on the first floor, along with 3 unique bedrooms on the second floor. The wrap around porch and screened porch overlooking the Lagoon add to the charm of the property. An exceptional offering in a desirable location - a once in a lifetime opportunity.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

46 Stonegate Lane Vineyard Haven MA

Price$1,295,000

Est. Mortgage: $/month

MLS Number 34970

  • Residential
  • Square Feet 3020
  • Bedrooms 5
  • Bathroom 2
  • Half Bath 1

Stonegate is a sought after neighborhood of upscale homes in the Herring Creek Beach and Lake Tashmoo area just outside of town. This Lovely shingle style home is solidly built with charming interior. Entry through the covered farmers porch into an open concept dining room, living room into kitchen with center island. Large custom windows and skylights allow the interior to flood with sunlight in day. Wood floors throughout the first level including large master suite with bath. Upstairs there are two large bedrooms and a shared bath. The basement is finished with 2 bedrooms, an office, media/family room and ample storage closets. Outdoor entertaining on the oversized deck overlooking private yard, gardens and specimen trees. Just a short drive to Herring Creek beach and Lake Tashmoo for swimming, boating and sunsets.

Listed by Conroy & Company R.E., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

56 Hatch Road Vineyard Haven MA

Price$2,995,000

Est. Mortgage: $/month

MLS Number 34941

  • Residential
  • Square Feet 2325
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 2

Ready for summer use! Close to downtown on a quiet side street, this 2,325-SF house with water views and magical morning light is steps away from a secluded beach overlooking the town's outer harbor. With three en-suite bedrooms upstairs and a downstairs den, first-floor and upper decks facing the water, and proximity to the Vineyard Haven Yacht Club and West Chop, this architect-designed contemporary offers comfortable and convenient summer living. The open floor plan flows around a floor-to-ceiling central fireplace, with expansive windows and plenty of built-in storage. The .20-acre corner lot features mature landscaping and a large sunny lawn with a field stone wall. Other amenities in this beautifully renovated home include a spacious garage, central air, unfinished basement, and an airy, light-filled mudroom. SELLER is offering a $5000 bonus to the selling agent with a Purchase and Sale executed before October 1, 2019 and with a closing thereafter.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

655 Herring Creek Road Vineyard Haven MA

MLS Number 34854

  • Residential
  • Square Feet 928
  • Bedrooms 2
  • Bathroom 1
  • Acreage 1.26

Embrace the romantic character of Martha's Vineyard and experience true relaxation at this irresistible beachfront cottage. Set amongst the dunes, right on Vineyard Sound, this perfect two bedroom home is absolutely adorable with sandy beach, calm waters and active water views that include fishing and sailing activity, and ferry crossings to Woods Hole. Sunsets on the waterfront deck are sublime, with ample room to enjoy with many. Inside the home, the open, sun-filled living room, with dining and kitchen, is fabulous and features high ceiling, white brick fireplace, hardwood floors, and immediate water views. The property, 1.26 acres in total, also includes waterfront and mooring on Lake Tashmoo - an amazing recreational amenity. Next door is a total of 7 acres in conservation, owned by the Land Bank and the town of Tisbury, with 550' of beach on the Sound and +/-800' of waterfront on Lake Tashmoo.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

92 Main Street Vineyard Haven MA

Price$1,890,000

Est. Mortgage: $/month

MLS Number 34789

  • Residential
  • Square Feet 6330
  • Bedrooms 7
  • Bathroom 6
  • Half Bath 1

The Captain Dexter House, ca. 1843, has a storied history. Originally owned by one of the Island whaling captains, this home has had several iterations, including the most recent in 2004 when a 3 story addition completed the restoration of this charming historic residence set in the heart of the seaside village of Vineyard Haven. The restoration included the preservation of the original architectural details while bringing the home into the present century with the addition of the country kitchen including a large center island and top of the line appliances, informal dining area and family room with a fireplace and access to the garden patio. Conveniences include a walk-in pantry, powder room and full bath, and laundry room. Formal and informal living areas can be found throughout the house as well as seven bedrooms and six and one-half baths. There are five working fireplaces including the master bedroom suite. All mechanical systems have been completely updated including central AC. Exterior living areas feature a balcony off the second floor sitting area, covered porch with views of the harbor, newly fenced bluestone patio with mature plantings, tiered perennial gardens and private parking for 3 cars. Theater, restaurants, boating and the beach are within footsteps of this gracious in-town residence. Walk to the library and elementary school. Offered fully furnished with a list of exclusions, attached. Substantial rental history. VIEW VIDEO UNDER EXTERNAL LINKS AT LOWER RIGHT.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

26 William Street Vineyard Haven MA

Price$1,499,000

Est. Mortgage: $/month

MLS Number 34742

  • Residential
  • Square Feet 2395
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

CLASSIC VINEYARD VICTORIAN. Walk to restaurants, stores, the Playhouse, VH Library, the Ferry, in fact anywhere in the Village, from this lovely, bright, comfortable home, complete with white picket fence, on much sought after William Street. This charming vintage home is a perfect combination of old and new. It was renovated in 2000, has had numerous updates, including the most recent improvement of a new roof, yet maintains the appearance and atmosphere of a traditional William Street Home. Entrance hall leads past a lovely sunny sitting room, or parlor and continues on to the main living room which has numerous windows and a covetable Mantle Framed wood burning fireplace and surround - the hearth and the heart of the home! Beyond, there's a third living area, currently used as a dining room, with built in shelving and french doors that take you out to a side yard, shaded by a wooden pergola. The dining room leads to a very large eat-in kitchen, with a wonderful O'Keefe & Merritt propane stove. The eat in kitchen comes with a built in sideboard buffet or workspace. Access to side yard via one door or take another set of Frence Doors to the back yard and outdoor shower. The main living level has oak floors throughout and a neutral color scheme. Generous laundry room and half bath are located off the kitchen. There are two staircases in this Greek Revival home leading up to three large bedrooms. The Master Bedroom is very spacious with vaulted ceilings, soft carpeting, bead board clad ceiling, ceiling fan, a sitting area, a full ensuite bathroom and second dressing/grooming area with a vanity. Very large guest room at the rear of the house, additional guest room in center of house, with a shared bathroom. Carpet throughout the second story provides a very comfy feel. Forced Hot Air heat and Central Air Conditioning throughout. Additional updates including but not limited to; Interior Painting, Landscaping; New roof over entire building in Autumn 2018; new gutters; cobblestone border added to the new gravel driveway and also form the new apron providing off street parking for two cars. Full basement with exterior access. Street parking is also available. TITLE 5 CERTIFICATION IN PLACE.

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

77 Checamo Road Vineyard Haven MA

Price$1,395,000

Est. Mortgage: $/month

MLS Number 34357

  • Residential
  • Square Feet 2801
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Centrally Located. Privacy abounds in this 2,800 sq. ft. home on 4+ acres on a partially cleared lot. Miles of walking trails or horseback riding trails abuts this property making it a perfect place for keeping a horse or farm animals. This 3+ bedroom 4 bath home has been lived in year round and offers warm radiant heat, fireplace, artist room, finished basement, two car garage, loft area, office space and a sunroom for extensive outdoor living space! A builders home with many extras!

Listed by Carroll & Vincent R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

125 Main Street Vineyard Haven MA

Price$1,900,000

Est. Mortgage: $/month

MLS Number 33936

  • Residential
  • Square Feet 2770
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.18

Located at the edge of Downtown Vineyard Haven, this 3-bedroom home sits overlooking Vineyard Sound and Owen Park. The home dates back to 1870 and has been impeccably maintained by each generation of the same family since it was constructed. One Park abuts this property on two sides. This historic park in the heart of Vineyard Haven is one of the few public docks and access points to the water as well as to Vineyard Haven Harbor. It is enjoyed by sailors coming and going, families visiting the beach, and the site of the occasional summer concert under the gazebo. The house has been meticulously maintained and is a glimpse back in history. There are even photos inside of the house with a horse and buggy out from before Main Street was paved. All of the large pane windows are original and still have the distinctive “wavy” glass. The grand staircase that greets you when you enter the front door has not changed and neither have many of the wide plank wood floors. While a new owner will be looking to make updates to this home, the history, character, and location are one of a kind. This landmark Vineyard Haven property will continue to offer accessibility to town, open space, and the water for years to come. It is just waiting for the next owner to put their mark on it.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

229 State Road Vineyard Haven MA

Price$1,149,000

Est. Mortgage: $/month

MLS Number 34012

  • Residential
  • Square Feet 3304
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 2

OPPORTUNITIES ABOUND. Set behind a handsome stone wall, this beautifully appointed craftsman-style home has been uniquely designed with two separate living areas and two kitchens, making it perfect for multi-generational living, an Airbnb/vacation rental property -- or a highly visible live-work setup. Built in 2008, this custom-crafted home integrates reclaimed architectural details with modern, state-of-the-art construction features including energy efficient insulation, multi-zoned heating and air conditioning, Lutron® lighting as well as superior quality details such as custom milled wood paneling, built-ins, crown molding and wainscoting. In addition, the current owners have made further upgrades to the property (see attached summary). Tisbury zoning bylaws allow for an in-home office/business for a professional services business, tradesperson or artisan -- with visible on-street signage. There is a detached, heated 800-square-foot garage/office/workshop with separate driveway entrance off Martin Road-Foster Road, providing nice separation and privacy from the house. This gorgeous property is currently being used as a successful rental property, with a solid rental history. The property is ideally located within a 10-minute walk to Vineyard Haven village and ferries. Tasteful furnishings and contents are available for separate purchase/negotiation for a TURNKEY OPPORTUNITY. Come and see firsthand how this property can be a smart move toward your personal, business or investment goals!

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

29 Harbor View Lane Vineyard Haven MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 33574

  • Residential
  • Square Feet 2072
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

**RECENTLY INSTALLED 5 BEDROOM SEPTIC ** Rare opportunity to own this vintage, dutch colonial waterfront home situated atop a West Chop bluff offering unparalleled views of Vineyard Haven Harbor, East Chop, and Vineyard Sound. Elevated above a secure bluff, enjoy breathtaking views with your friends and family from every vantage point! This unique property has its own private white sand beach with a private stairway and swimming dock, which was completely rebuilt in the spring of 2015. Enjoy the feeling of seclusion from your oasis within walking distance of shopping, restaurants, the ferry and all that downtown Vineyard Haven has to offer. Also includes a detached one car garage, lush landscaping and grass, mature trees and an extra downstairs toilet and shower for after beach use (not included in 2.5 bath figuring). Owned by a single family since 1955 and while it has been updated over the years, the original charm of this delightful home remains entirely intact. This house could not be replicated today in its current location. Don't miss this opportunity!

Listed by Elevated Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

108 William Street Vineyard Haven MA

Price$2,795,000

Est. Mortgage: $/month

MLS Number 31993

  • Residential
  • Square Feet 5534
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.657

Location, Location, Location! Walk or bike to everything. This majestic harbor view property offers living at its best in a vibrant area of well maintained and preserved period homes just one block to Main Street or Owen Park's deep water dock, beach, bandstand, and boat moorings. Enjoy all the benefits with the village mere steps away, clay tennis courts around the corner, and two blocks to the Tisbury school. The Steamship ferry dock is ultra convenient for commuters and excursions to the mainland. Located in the heart of William Street, this Bracketed-Italianate style gem is known as the Capt. Benjamin Cromwell House and was carefully sited on the highest point of the property. Perfectly proportioned cross gable and cupola, impeccably renovated and updated throughout, features include 6 bedrooms, 5 baths, chef's kitchen, oil heat, a/c, spacious finished attic with soaring peaks. Don't forget the adorable cabin guest house with its climbing roses plus the two car garage while overlooking the .66 acre manicured grounds. Skip over to Owen Park to your dinghy or kayak, grab a morning swim or stretch on the beach, or simply soak up a magical sunrise or reflective sunset while the sea ebbs and flows nearby. As the captain of the old Island Line transportation service with steam-powered side-wheelers, the Eagle's Wing and later the Monohansett, this property was an emblem of the Captain's success and enhanced by its prominent physical setting with surrounding decorative caste iron fencing. The architectural details, water views, spacious veranda, gleaming wood floors, 9' ceilings, crown molding, and more will captivate the attention of the most discerning buyer. The historic port of Holmes Hole became Vineyard Haven in 1871 and later Tisbury. William Street was the second street laid out by the village in 1831 and has consistently maintained its look. Truly a rare, in-town, luxury opportunity, in turn-key condition - a property which needs to be seen to be appreciated. Furnishings available separately.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

View Our

Recommended Searches

View Categories