West Tisbury Homes For Sale

West Tisbury is the largest of the Vineyard towns in terms of area, stretching from the North Shore hills of Makonikey to the flatlands of the island’s South Shore. Many of the homes for sale in West Tisbury offer residents a great deal of privacy, with a combination of rural and waterfront real estate available. The landscape is also dotted with art galleries, boutiques and renowned Polly Hill Arboretum and residents love West Tisbury’s Lambert's Cove and Long Point Beaches. Learn more about West Tisbury.  

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25 Flint Hill Road

Price$2,449,000

Est. Mortgage: $/month

MLS ID 34103

  • Residential
  • Square Feet 3699
  • Bedrooms 6
  • Bathrooms 4
  • Half Bath 1

Finely crafted West Tisbury estate on 11.95 acres with pool and separate guest suite. Recently renovated and designed by Hutker Architects, this spectacular home features 6 bedrooms and 5 baths. Beautifully built and maintained, the expansive first floor offers plenty of room for easy family living with features that include, a large living room with stone fireplace, dining room lined with multiple windows, gourmet kitchen and pantry, recently updated powder room, first floor master suite and an additional guest bedroom or den. The second floor includes a sitting room, 2 guest bedrooms, renovated guest bath, and a large master bedroom suite with high ceilings and private bath. Venture up to the 3rd level "look-out" that is lined with window seats... a perfect spot for reading a book. This welcoming West Tisbury home also has a detached guest suite complete with a living room, full bath and spacious bedroom. Recent updates include, new roof, updated radiant heating, new decking, renovated baths, refinished maple hardwood floors, and new interior and exterior paint. The outdoor spaces are just as beautiful as the interior, including a circular stone patio with fire-pit, vibrant flower gardens, expansive lawn, and spacious back deck overlooking a gunite pool. The outdoor space is complete with a pool house with changing room, outdoor shower and sauna. With easy access to Lambert's Cove Beach, this is a one-of-a-kind West Tisbury offering.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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41 Naushon Road

Price$5,250,000

Est. Mortgage: $/month

MLS ID 34099

  • Residential
  • Square Feet 4137
  • Bedrooms 6
  • Bathrooms 6
  • Half Bath 1

6-bedroom waterfront home with sweeping water views and a private sandy beach right in front of the house. This 4200 sq ft home in Upper Makonikey was built by the current owner - a construction professional - to the very highest specifications. The house has four main sections - a central great room area, master bedroom wing, guest bedroom wing, and then a “party wing” closest to the water. All the bedrooms have full ensuite bathrooms. Most of the common living space spills out onto wraparound decks and then to a large lawn that stretches to the top of the bluff with the huge water views beyond. There is also a squash court that could be converted into the ultimate kids' rec room. The professional landscaping helps the home feel settled into the environment. Two-car garage completes the package. With 4200 sq ft there are so many opportunities to adapt this home to your family's needs - or to keep it as is. Property cannot be shown until the week of 8/20.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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670 Old County Road

Price$1,750,000

Est. Mortgage: $/month

MLS ID 33788

  • Residential
  • Square Feet 4036
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

A Gentleman's horse farm modeled after an historic Deerfield, MA home. Built in 1994, this replica Federal Colonial sited on 5.02 acres of meadow and pine forest is where you can comfortably call home. The spacious and generous 4000+ square foot colonial style reproduction is reminiscent of yesteryear with all the modern-day comforts. Abundant land could support a guest house and garage. A five (5) bedroom septic is in place. The magnificent radiant-heated kitchen has white marble counter-tops including a butcher-block inlay, a commercial WOLF 6-burner grill-top stove, and 2 kitchen sinks; one unique green soap-stone and a second farm sink. Full of natural light and boasting a cathedral ceiling makes this a kitchen everyone enjoys. You'll enjoy dining al-fresco on the back deck and a cocktail overlooking the in-ground heated PebbleTech pool & spa and picturesque horses grazing beyond. Get cozy in the evenings around the fireplace in the living room. There is a first floor library/office with a separate entrance, perfect for the professional practice. The upstairs master bedroom is the epitome of relaxation with a second fireplace and en suite bath, complete with jacuzzi tub. Two more bedrooms and a shared full bath complete the 2nd floor. The private 3rd floor is a generously sized fully-finished bedroom with work or play space and half-bath. Grand country-living on a striking estate setting complete with a two-stall horse barn with tack room, fully-fenced paddocks and dog run. A frog pond rounds-out the grounds with the sweet sound of pinkletinks on warm evenings. Easy to show.

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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20 Flint Hill Road

Price$2,495,000

Est. Mortgage: $/month

MLS ID 33922

  • Residential
  • Square Feet 4093
  • Bedrooms 5
  • Bathrooms 4
  • Half Bath 1

Country Sophistication - Located at the end of a winding driveway that sweeps through expansive grounds, you will find this gorgeous country estate. The mudroom entrance opens to the well appointed chef's kitchen, with granite counters, top of the line appliances and sitting area with beach stone fireplace. The combined great room and dining room with limestone fireplace, is filled with natural light from oversized windows, transoms and french doors leading to the exterior on both front and rear of the house. The 1st floor offers a master suite that boasts a Jacuzzi tub with a guest bedroom and bath. Upstairs are 2 additional bedrooms with shared bath and a second staircase leading to a large sitting room above the kitchen. The outside is perfect for entertaining on a grand scale with an expansive lawn, as well as a 20 x 40 gunite pool, all nestled in the beautifully landscaped gardens. Completing this tranquil setting is a 2 car garage with brick flooring, a potting shed and upstairs bedroom, sitting room and bath. The 8 acre parcel allows for a full second structure if desired.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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20 Flint Hill Road

Price$2,495,000

Est. Mortgage: $/month

MLS ID 33918

  • Residential
  • Square Feet 4093
  • Bedrooms 6
  • Bathrooms 4
  • Half Bath 1

Immaculate 6 bedroom home with heated pool in beloved Indian Hill area of West Tisbury. Smart decisions throughout ensuring an easy fit for any buyer. Two master bedrooms on the first floor with separation from the additional two bedrooms upstairs. The chefs kitchen is set up nicely with quality appliances, counter top work space, loads of cabinetry and storage and a large pantry. Open to the kitchen is a cozy living room with a fireplace making a great sociable family living space.The great room has vaulted ceilings and French doors to decks on the front and back of the home. At one end of the great room is a fireplace with dining area and the other end houses custom built-ins with entertainment center. The whole space offers various easy options for summer/winter change of use. In addition to the 4 bedrooms there's an additional bedroom/office/ storage room in the main house, plus guest suite comprising of large bedroom/bathroom above the two car garage (with brick flooring) . The property has a tasteful in ground 20x40 gunite pool that fits organically into the landscape with easy access from different areas of the home. The land allows for an additional home to be built as well as generous accessory structures. Excellent rental history makes this property a great investment or a wonderful year round family home.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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63 Boghouse Way

Price$3,100,000

Est. Mortgage: $/month

MLS ID 33732

  • Residential
  • Square Feet 2745
  • Bedrooms 8
  • Bathrooms 5
  • Acreage 2

Spectacular waterfront setting on Vineyard Sound with private sandy beach. Enjoy unobstructed waterviews from almost every corner of this 2.0 acre site. This home features Old-Vineyard charm and boasts 8 bedrooms. Enjoy as-is or create your Vineyard dream home. A magical setting not to be missed!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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40 Norton Farm Road

Price$1,895,000

Est. Mortgage: $/month

MLS ID 33579

  • Residential
  • Square Feet 3664
  • Bedrooms 3
  • Bathrooms 4
  • Half Bath 1

A COUNTRY MANOR HIGH ON A HILL - Designed by owners who understand that elegance and relaxation can co-exist. A graceful stone wall and circular drive create a sophisticated setting on a large parcel of land. The community provides two private beaches within a ½ mile of the property. One beach is at the bottom of a dramatic overlook with spectacular water views and the other, more user-friendly with an ability to walk directly on the beach. As you enter the home, the crafted stairway separates the living space. The living room is enhanced with a classic Vineyard stone fireplace. The piece de resistance is the wood paneled sunken library beyond which becomes a quiet space for reading, games and creative chatter. A casual den leads to an en suite master bedroom with fireplace and private balcony. The meaning of “cook's kitchen” is not wasted here - there are two stoves and two refrigerators and an over-sized island. There are also a breakfast room and a grand formal dining room. French doors and windows overlook the expansive back yard and pool. Two en suite guest bedrooms with private balconies, one with a fireplace, occupy the second floor and enjoy distant water views. With a 5 bedroom septic in place, the third floor with more capacious water views, a full bath and balcony can be used as another living room or converted to a fourth bedroom. Chic, European flavor on the Vineyard or transform to chic coastal contemporary. Click on the video tour in the listing under External Links for preview of the property.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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20 Leona Lane

Price$1,095,000

Est. Mortgage: $/month

MLS ID 32678

  • Residential
  • Square Feet 2338
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 1.38

Sunny contemporary home in Nat's Farm offers a central kitchen/dining/living area with cathedral ceilings, living room with fireplace and granite seat, wood floors and a row of glass doors and windows overlooking the South facing sun deck and grassy lawn. Master bedroom suite with fireplace and balcony plus an open loft room all on the top floor. Two guest bedrooms on one side of the great room and a third guest bedroom with private bath and private outside access all on the first floor. Pleasant private yard with native mature plantings and manicured lawns surround the house. The sun deck is the full length of the South side and offers many areas for lounging and space for a bbq. Built-in hot tub and outdoor shower. As part of Nat's Farm, there is a private trail head to access State Forest trials. Also, ball field and tennis courts are across the street at West Tisbury School.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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74 Pond Road

Price$1,395,000

Est. Mortgage: $/month

MLS ID 33588

  • Residential
  • Square Feet 4194
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

Located in the highly desirable Deep Bottom Pond Association, offering both tennis and deeded access to Tisbury Great Pond, no detail was overlooked or amenity missed at this expansive custom built four bedroom home. The open floor plan, oversized deck with hot tub, and generous sized bedrooms are ideal for easy summer living. Affording privacy and convenience, located within a short distance from Long Point Reserve and providing access to coveted Lambert's Cove Beach, this property can't be missed!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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17 Otis Bassett Road

Price$1,150,000

Est. Mortgage: $/month

MLS ID 32867

  • Residential
  • Square Feet 3678
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

From the moment you enter this property, one is struck by the beautiful landscaping and high end finishes of this custom home. From the inviting gourmet kitchen / family room with gas fireplace to the private MBR wing and spacious studio above the attached two car garage, this house lives large with generous living areas and attention to detail throughout.. An expansive wrap-around deck overlooks the enclosed back yard with in-ground pool, blue stone patio and lovely landscaped grounds. Truly, a must see!

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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.

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