Homes with Pools on 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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Eastern Parcel at South Shore Estates, West Tisbury, MA

MLS Number 31685

  • Residential
  • Square Feet 3500
  • Bedrooms 4
  • Bathroom 2
  • Acreage 29

This 29.1+/- acre oceanfront property features two lots and 300' of frontage on the Atlantic Ocean. The 16.6 +/- acre front lot contains a four-bedroom residence with salt-water swimming pool, hot tub, Har-Tru tennis court, and an impressive underground 12,000 bottle-capacity wine cellar. The home was designed by Gary Graham of Graham Meus, Inc. to highlight the home's proximity to the beach. The owner of this parcel has exclusive rights to use 300' of private beach. This sandy shoreline is within walking distance from the house and is nestled in between two private beaches of neighboring properties. 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 for close friends or business contacts after a tennis match. The brilliant colors of sunset over the Atlantic Ocean make a perfect backdrop to a cocktail party or al fresco dining on the deck. Each bedroom and living space has wonderful views of the ocean. The residence 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 replaces. The home is divided into three wings, which are connected 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 12.5 +/- rear lot can host an additional residence or guest home. The most attractive building site on this lot offers peaceful views down Jennie's Cove. The owner of this property has rights to use, along with the owner of The Western Parcel and one other owner, the 141 +/- acres of conservation land northwest of the property for hiking, trail running, and nature walks.

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: 3.94% last updated on Dec 21, 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 450+ acre Squibnocket community with 1.5 miles of pond front, 2 miles of ocean front, 300+ 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

{$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: 3.94% last updated on Dec 21, 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

{$agent->Name}

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: 3.94% last updated on Dec 21, 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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96 Beach Road, Edgartown, MA

Price$11,950,000

Est. Mortgage: $/month

MLS Number 33506

  • Residential
  • Square Feet 10804
  • Bedrooms 6
  • Bathroom 6
  • Acreage 1

This dramatic compound is set amidst 150 acres of conservation land. Completed in 2010, and offering over 10,000 square feet of living space, this five-bedroom / seven-bath custom home affords every amenity with exceptional finishes. Some highlights of this remarkable home include a large chef's kitchen and family room with stone fireplace, a formal dining room and a cathedral ceiling great room with French doors opening onto an expansive bluestone patio. A finished lower level offers a gym with sauna, a billiards room and bar with fireplace, a media room and additional living space. Stunning views from every room in the home overlook Sengekontacket Pond and beyond to Nantucket Sound. The property also offers a three-car garage with one-bedroom carriage house above, an outdoor kitchen, screened porch with fireplace and a luxurious infinity edge pool, spa and pool house - all situated on more than 150 feet water frontage with mooring.

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: 3.94% last updated on Dec 21, 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: 3.94% last updated on Dec 21, 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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19 Pierce Lane, Edgartown, MA

Price$6,100,000

Est. Mortgage: $/month

MLS Number 32920

  • Residential
  • Square Feet 5900
  • Bedrooms 4
  • Bathroom 6
  • Acreage 0.44

Elegant and stately custom built home in the heart of Edgartown Village. The home exudes an Old World charm along with all of the amenities required by today's discerning buyers. Extensive detail work throughout, including a whimsical "boat bar" in the basement entertainment area. The main level has ample room for entertaining, with French doors leading from the living room to a covered deck with electric screens for summer comfort. The chef's kitchen features double Sub Zero refrigerators, two Miele dishwashers and an eight burner Viking Stove with griddle and double ovens. The home boasts 4 indoor fireplaces, 4 bedrooms with ensuites, multiple sitting areas, and balconies looking out to the large backyard and pool area, past Sheriff's Meadow to the Vineyard sound.

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: 3.94% last updated on Dec 21, 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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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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37 Cooke Street, Edgartown, MA

Price$4,745,000

Est. Mortgage: $/month

MLS Number 32345

  • Residential
  • Square Feet 5584
  • Bedrooms 4
  • Bathroom 6
  • Acreage 0.17

This well-appointed property located just 2 blocks from Main Street and Edgartown Harbor has been completed to the highest of standards. Designed by Patrick Ahearn and built by Rosbeck Builders, the main house sensitively replicates the antique cape that stood previously, while offering all of todays comforts, technology and preferred open floor plan. The 1st floor offers an amazing family/kitchen area with fireplace and fold-away doors facing the pool, a TV room/den with fireplace and a ground floor bedroom with private bath. The 2nd floor offers 2 additional guest bedrooms with private baths and a master suite with French doors to a deck. A full height lower level offers a large media room with wet bar and entertainment area, a wine cellar and multi-use room with full bath. Complimenting the property is a 2-car garage with 2nd floor artist studio with full bath and a pool house with full bath. A pool, Jacuzzi and large patio area are tucked away behind mature planting for privacy and the entire property is professionally landscaped and fenced. A must see when considering a complete in-town compound.

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: 3.94% last updated on Dec 21, 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. Custom built 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. 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: 3.94% last updated on Dec 21, 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: 3.94% last updated on Dec 21, 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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9 Motick Trail, Edgartown, MA

Price$4,200,000

Est. Mortgage: $/month

MLS Number 33376

  • Residential
  • Square Feet 4989
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.6

Katama Estate - Built in 2012 by one of our premier Island contractors. This comfortably gracious home has almost 5,000 sf of living space on a 1.6A parcel of land with a gunite pool and a great deal of privacy; all the components that make this property perfect. It combines the best and highest details and finishes in a thoughtfully designed home that speaks elegance, relaxation, with space for everyone to gather or tuck away. The skills of a seasoned builder and fastidious owner are beautifully combined. An exquisite property in a prime location. The description follows below along with photos however a visit is necessary to appreciate this exceptional property fully.

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: 3.94% last updated on Dec 21, 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 South Street, Edgartown, MA

Price$4,200,000

Est. Mortgage: $/month

MLS Number 33329

  • Residential
  • Square Feet 4752
  • Bedrooms 6
  • Bathroom 5
  • Acreage 0.55

Located in Edgartown Village, this luxurious property beautifully integrates both indoor and outdoor living. It has a fabulous (3700 s.f.) Main House, and a separate to charming (1050 s.f.) 2- bedroom Guest Cottage. It is an easy stroll into the Village ( 4/10 mile) and you can bike to any of the local beaches or stay and swim in your 16' x 34' heated pool. The rental income from 2017 was $183,000. This thoughtfully designed home integrates an open contemporary floor plan. The 1st floor living space includes a Great Room with cathedral ceiling, wide random width knotty oak floors, and a gas fireplace flanked by custom built ins. Large Pella sliders ( 15' X 7.5" ) lead to a Bluestone Patio and a door leading to a screened porch for relaxing in the evening. The dining room also has large Pella sliders ( 12' x 7.5' ) that lead to a bluestone patio overlooking the pool and pool house. The sliders and fixed glass come together from the Dining room and Great room to allow 27' of window wall. The state of the art kitchen has Quartz counters, Sub-Zero Refrigerator ,Wolf 6 burner Gas Range and Wall Oven. Wolf Microwave 2 stainless sinks a wine cooler and dishwasher. It boasts custom cabinets w/pantry, custom brick ceramic backsplash and a raised Quartz counter around the prep area allowing for 6 breakfast stools. This open design is perfect for entertaining family and friends. The Den/ TV room, Laundry Room, large entry, Foyer and Powder Room add to the 1st floor of this home. There is also a Master Bedroom suite with walk in closet and linen closet, beautiful granite master bath,fireplace and doors leading to the bluestone patio and the pool. There is a 2nd Master en suite bedroom on the upper level along with two additional bedrooms and a TV area. The house has Pella windows and doors, custom trim and cabinets, irrigation, professionally landscaped, Ac, heated 16' x 34' Gunite Pebble Tek pool with stone surround. Pool House ( 416 s.f.) Guest house (1050 s.f.) Pool House 416 s.f. totaling 5,168 square feet. All floors are random width wide knotty oak. This property has everything, income, privacy, 6 bedrooms and a walk into town. Offered @ $4,200,000.00

Listed by Point B Realty LLC

{$agent->Name}

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: 3.94% last updated on Dec 21, 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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