Homes with Pools in Martha’s Vineyard

Find Martha’s Vineyard homes with pools in Aquinnah, Chilmark, Edgartown, West Tisbury, Oak Bluffs, and Vineyard Haven. Martha’s Vineyard offers a wonderful seaside experience with world-class beaches, beautiful conservation areas, and a laid back lifestyle. Whether you’re looking for a permanent residence or a vacation home, Hancock Real Estate can help you find your island dream home.

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Parcel D at South Shore Estates, West Tisbury, MA

MLS Number 31685

  • Residential
  • Square Feet 5600
  • Bedrooms 4
  • Bathroom 2
  • Acreage 27

This 27 +/ acre oceanfront property features a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court, and an impressive, underground 10,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. With the exception of the bathrooms, each room has wonderful views of the ocean. The home features a media room, exercise room, office, two sitting rooms, three full bathrooms, two half bathrooms (one with adjacent steam bath and a separate cedar sauna), two outdoor showers, and five fireplaces. The home is divided into three large sections which are connected to each other by decks on both the first and second floors. This thoughtful layout provides the owner and his or her guests with ample privacy and the opportunity for solitude, if desired. The main outdoor deck is the perfect place to entertain or to relax by the pool. Enjoy a peaceful morning reading the newspaper and sipping coffee poolside, or host an elegant luncheon on the deck for close friends after a tennis match. The brilliant colors of sunset over the Atlantic Ocean make a perfect backdrop for al fresco dining on the deck. The owner of this parcel has exclusive rights to use 300' of private beach that is within walking distance from the house. This beach abuts two private beaches and is therefore exceptionally private. The owner of Parcel D has rights to use the 35-acre private pond for swimming, fishing, and boating The parcel contains two lots and can host additional residences and/or guest homes in the northern section of the property. The owner of Parcel D has rights to use, along with the other owners of South Shore Estates on Martha's Vineyard, the 141 +/- acres of conservation land in the northern section of the property for hiking, trail running, horseback riding and recreation.

Listed by South Light Property LLC

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Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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79 Turkeyland Cove Road, Edgartown, MA

Price$19,250,000

Est. Mortgage: $/month

MLS Number 32073

  • Residential
  • Square Feet 6892
  • Bedrooms 7
  • Bathroom 8
  • Acreage 20

This stunning custom home sits on 20 +/- private acres directly on the Edgartown Great Pond. Custom-designed by Bradenburger Taylor Lombardo Architects from San Francisco, and built by reputable Island builder, John Early, this unique & lavish home is in a league by itself. The long and winding driveway, sprawling lawn and incredible water views make for the perfect family compound setting for generations to come. The nearly 7,000 sq ft main residence is finished with the finest details and is designed with 7 bedrooms, and 8.5 baths, multiple seating and entertaining spaces, a modern Chef's kitchen, and a formal circular dining room surrounded by a wall of windows overlooking the grounds. The spacious and dramatic living room space boasts vaulted ceilings with exposed steel beams and a focal point stone fireplace. There are two guest wings and an impressive master suite with fireplace, private sun deck and spectacular water views. Your summer days can be spent poolside in a garden-like setting with the sounds of the waves lapping in the distance, or exploring the expansive Great Pond and outer barrier beach for a full day on the water. A property of this stature needs to be seen to be experienced.

Listed by Landvest MV

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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8 Snail Road, Chilmark, MA

Price$17,750,000

Est. Mortgage: $/month

MLS Number 28958

  • Residential
  • Square Feet 6967
  • Bedrooms 6
  • Bathroom 5
  • Acreage 9.5

Majestically perched 120 feet above the Atlantic Ocean, the magnificent Chilmark House is an award-winning triumph of design and execution. Designed by Seattle architect Rick Sundberg, Falmouth landscape architect Steve Stimson and built by master builder Andrew Flake, the house flows continuously between interior and exterior spaces. A comfortable yet luxurious seaside retreat that celebrates panoramic ocean views of the South Shore and Chilmark Pond. This home features gracious skylights, huge windows and wonderful detail in both design and materials. Oak and radiant-heated limestone floors, marble baths, precast concrete fireplace mantles and top quality appliances support a relaxed yet sophisticated experience for residents and guests. Views from the grand entrance encompass the ocean and infinity pool. The foyer leads past an exquisitely appointed dining room to the great room with soaring ceilings, floor to ceiling windows and an oversized wood burning fireplace. The impeccable attention to detail is highlighted in the chef's kitchen with sitting area, fireplace and custom casework. Heated infinity pool, half-basketball court, large screened porch and outdoor terraces provide a breezy and beautiful venue for all. This secluded residence and 2 bedroom guest cottage sit on 9.5 acres of wooded hillside and includes access to a private Atlantic Ocean beach accessed by boat across Chilmark Pond from your private dock. A presidential paradise, this estate served as the 2013 summer White House. An exquisite Vineyard home!

Listed by Wallace & Co. Sotheby's

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Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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81 Squibnocket Farm Road, Chilmark, MA

Price$15,250,000

Est. Mortgage: $/month

MLS Number 32757

  • Residential
  • Square Feet 4852
  • Bedrooms 4
  • Bathroom 4
  • Acreage 5.9

Home, water and community are the highlights of this extraordinary property. Award winning architect Bernard Wharton & Allan Shope designed a breathtaking 4 bedroom 4 bath home. Each room enjoys marvelous ocean and meadow views and is complimented by exquisite floor to ceiling design details which make it the most interesting home on the Vineyard. The multi year collaboration of architect, interior designer, builder and owners ceated a home beyond stunning -- this collective genius created a home which is exciting, charming and livable. Like a great artistic masterpiece, it gets better over time. The owners have felt this way every day for 20 years. This exquisite home on 6 private acres embraces the natural wonder of the endless Chilmark, West Tisbury and Edgarown shoreline with the Edgartown Water Tower in clear view 14 miles away. The home and coastline splendor is further enhanced by the private 550+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 350+ acres of conservation and shared with only 12 other homes. 123 of these conservation acres abut this property on one side and 17 conservation acres abut on another side. This paradise is considered the finest waterfront community on the east coast. (see Virtual Tour)

Listed by Tea Lane Associates

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Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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12 Boldwater Road, Edgartown, MA

Price$12,750,000

Est. Mortgage: $/month

MLS Number 30656

  • Residential
  • Square Feet 11900
  • Bedrooms 7
  • Bathroom 8
  • Acreage 10

This unique and remarkable Martha's Vineyard retreat is one of the Island's finest private compounds, on 10 acres of beautifully landscaped and natural grounds. The home, designed by noted architecture firm Robert AM Stern, includes over 11,000 sq. ft. of exquisite living areas, sweeping decks, and porches. The expansive great room has 10 ft. windows and a fireplace up to the 20 ft. cathedral ceiling. Every interior space is appointed with the highest level of detail and craftsmanship. A curved staircase leads up to the private master suite, with a beautifully appointed cathedral ceiling bedroom, covered deck, and 2 full bathrooms with walk-in closets. There are an additional 6 bedrooms, with 5 full bathrooms and 3 half-baths in the main house. The large gourmet kitchen is exquisitely outfitted. The octagonal dining room has a fireplace, and provides a 270-degree view of the expansive rear gardens and pool. There is a library with fireplace, a private office with fireplace, large decks off the great room and dining room for outdoor entertaining and dining, and a grill area. The finished lower level includes a children's playroom, wine cellar, recreation area, laundry room, and storage closets. The heated garage accommodates 2 cars and storage. There is ample additional parking for guests. The lawn area features flower gardens, and further back, an organic vegetable garden, adjoining blueberry patch, and flower-cutting garden. The 20 ft. by 60 ft. pool and Jacuzzi are nestled between the main house and the pool house, which has an enclosed heated porch, gym, massage room, sauna, and full bathroom. The compound offers extraordinary privacy, bounded in back by a large forest preservation area, while located within a ten-minute drive to downtown Edgartown, the airport, and golf club. The Boldwater Association provides tennis courts, convenient private access to Edgartown Great Pond for small boating, and a private south shore beach. Additional adjacent 12-acre lot offering ponds, meadows and additional building flexibility available separately.

Listed by Landvest MV

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Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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22 Peases Point Way South & 11 Tilton Way, Edgartown, MA

MLS Number 32348

  • Residential
  • Square Feet 11190
  • Bedrooms 10
  • Bathroom 9
  • Acreage 0.29

Custom built by and for high end Island builder so endless details abound! This LEED CERTIFIED house measures over 9,000 square feet with 5 ample bedrooms, 6 full baths and 3 powder rooms. It is wide open with rambling qualities to accommodate generational family gatherings. Easy going and aristocratic simultaneously blending old with new using sustainable materials including 200 year old flooring and beams. Perfect for summer entertaining with large covered porch complete with dining for 12, 2 fireplaces and wonderful living area overlooking the pool, yard and gardens. Every amenity possible including steam shower, sauna, 2 outside showers, hot tub, gym, theater, game room, mahogany inside/outside bar, office and breathtaking Lew French living room fireplace set in an inverted hull mahogany ceiling with 3 balconies overlooking this Great Room. Absolutely spectacular and a must see!

Listed by Hob Knob Realty, LLC

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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90 Manaquayak Road, West Tisbury, MA

Price$6,495,000

Est. Mortgage: $/month

MLS Number 32024

  • Residential
  • Square Feet 8575
  • Bedrooms 17
  • Bathroom 17
  • Acreage 7.6

Lambert's Cove Inn, Farm, and Restaurant. A premier 17 room luxury boutique hotel and award winning 70 seat restaurant. Just under 8 acres of sprawling grounds, including beautiful gardens, salt mineral pool and spa, tennis courts, and 2 luxury guest cottages. The Inn can be a cleverly adapted private retreat, residence and spa for anyone looking for a farm or a compound with multiple buildings for staff or family.

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

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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3 Dunes Road, Edgartown, MA

Price$5,500,000

Est. Mortgage: $/month

MLS Number 32393

  • Residential
  • Square Feet 4700
  • Bedrooms 4
  • Bathroom 5
  • Acreage 1.5

Situated just steps from South Beach, this stunning home on Dunes Road is the perfect blend of seaside comfort and classic sophistication. The home is beautifully appointed and the outside amenities create a resort-like compound. Interior and exterior spaces flow seamlessly making a perfect environment for entertaining and relaxation.

Listed by Sandpiper Realty

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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2 Pierce Lane, Edgartown, MA

Price$5,269,000

Est. Mortgage: $/month

MLS Number 31207

  • Residential
  • Square Feet 5658
  • Bedrooms 5
  • Bathroom 7
  • Acreage 0.1899

LUXE IN-TOWN LIVING: SOPHISTICATED + CHIC RETREAT. Beyond the facade of this classically styled and meticulously restored 1870's Greek Revival is a chic and sophisticated retreat that transcends all expectations. Fresh, modern styling has been artfully layered within the classic historic architecture -- and superbly executed with impeccable quality and top-notch craftsmanship. A sleek floating staircase with cable railing, coffered ceilings, reclaimed knotted oak floors with Rubio finish, 12-zone Sonos® sound system, custom millwork, moldings, cabinetry and built-ins -- plus gorgeous custom stone, marble and tile work throughout -- are just some of the features that set this home in a class of its own. Three floors of living space, perfectly designed for easy and luxurious living and entertaining, expand during the summer months to include a large mahogany deck, an expansive bluestone terrace, a beautiful 15x30-foot gunite pool and Pool House with wet bar and half bath. This property is being offered WITH FURNISHINGS . . . a TURNKEY opportunity for luxurious in-town living in the heart of historic Edgartown Village and easy access to village shops, restaurants, the harbor and beaches.

Listed by Point B Realty LLC

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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 Peases Point Way North, Edgartown, MA

Price$4,700,000

Est. Mortgage: $/month

MLS Number 30306

  • Residential
  • Square Feet 3160
  • Bedrooms 5
  • Bathroom 6
  • Acreage 0.18

New construction in Edgartown Village within walking distance to all shops and restaurants. Patrick Ahearn designed home with family and entertaining in mind. Main home and detached garage/Carriage house look out onto the lawn and pool area. Main house first floor has an open concept with a chef's kitchen that opens out via French doors onto the pool area as well as a second set opening to an outdoor Portico with fireplace. Carriage house has a main level cabana with bathroom, wet bar and fireplace. High Efficiency and Smart Technology with controls to remotely manage utilities, emergency power, lighting and security. Elegant touches include Coffered Ceilings, Beadboard trim, marble and granite counter tops and multiple built-ins throughout the house. Please look at the drawings under documents as well as in Photos.

Listed by Wallace & Co. Sotheby's

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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15 Tilton Way, Edgartown, MA

Price$4,350,000

Est. Mortgage: $/month

MLS Number 28206

  • Residential
  • Square Feet 5000
  • Bedrooms 5
  • Bathroom 4
  • Acreage 0.23

Custom designed and built house by Patrick Ahern and Hob Knob Construction. No detail overlooked! Turn key Village Home. Hand crafted architectural details through out. Gourmet cooks kitchen with sunroom overlooking the yard and pool. Formal dining room, living room and antique paneled library all with wood burning fireplaces. Four bedrooms upstairs with access to outside decks. Master bedroom has wood burning fireplace. Lower level complete with one bedroom private bath, billiards room and large laundry room. A must see fabulous house!

Listed by Hob Knob Realty, LLC

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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8 Oyster Pond Road, Edgartown, MA

Price$4,100,000

Est. Mortgage: $/month

MLS Number 32698

  • Residential
  • Square Feet 2959
  • Bedrooms 4
  • Bathroom 3
  • Acreage 7.2

This dramatic contemporary farmhouse is being offered for the first time and features 4 bedrooms, 3.5 baths and two story cathedral ceiling living spaces, which offers an abundance of light and views across the 7+ acres of pristine meadows and lush treetops. The house was built in 1996 by one of the Island's more prominent builders and is filled with innovative design features as well as quality craftsmanship. Complementing the property with its spectacular vistas is a large in-ground pool, attached garage with second floor office/artists studio, private tennis courts, and a 6-stall horse stable perfectly nestled at the far side of the property. This building could be converted into a legal guest house if preferred, or a new two bedroom guest house could be built additionally. This property is being offered fully furnished. All of the above is located within the exclusive Oyster Pond Association offering pond and beach access and conveniently located just minutes to downtown Edgartown, Vineyard Golf Club, and the Martha's Vineyard Airport.

Listed by Landvest MV

{$agent->Name}

Hancock Real Estate
PO Box 460
Chilmark MA, 02535
Office: 508-645-2544

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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