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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12 Guernsey Lane Edgartown MA

Edgartown, MA12 Guernsey Lane

Price$16,500,000

Est. Mortgage: $/month

MLS Number 34675

  • Residential
  • Square Feet 6346
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 3

This spectacular Edgartown harbor front compound was newly built in 2009 and offers 3 buildings with over 7,000 sq. ft. of classically designed living space offering great flexibility in use. The main residence offers a cathedral ceiling living room with fireplace and antique beams. The home has a very livable floor plan with great flow. The 1st floor also includes a large kitchen, dining room, office, den and screened porch. The second floor has 4 bedrooms with 4 baths, two of which have access to a water facing deck. All of the above offers tremendous views over Edgartown Harbor to Chappaquiddick and across Katama Bay to South Beach. There is also a lower level with media room, large living room, powder room and private entrance from the exterior. There is a 3-car carriage house with an additional 2 bedrooms, living room and kitchenette. The rear yard is beautifully landscaped with a large pool, Jacuzzi, grill area and spacious pool deck. Lastly, there's a pool house with bunk beds and separate laundry and a garden storage shed. The 2.1-acres of property offers expansive manicured lawns sloping down to over 120 ft. of harbor frontage, deep-water pier and mooring. This property is located down a quiet drive, 1 mile from town and represents one of the great Edgartown Harbor properties.

Listed by Landvest MV

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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44 Forest Road West Tisbury MA

West Tisbury, MA44 Forest Road

Price$12,800,000

Est. Mortgage: $/month

MLS Number 34815

  • Residential
  • Square Feet 4436
  • Bedrooms 6
  • Bathroom 4
  • Acreage 4.2

Quintessential Seven Gates waterfront compound. Outstanding Martha's Vineyard retreat. Stunning views and immediate sandy beachfront. The property features a main residence and barn designed and built by South Mountain Company. Immaculately kept, the structures are virtually turn-key. The interiors offer rich details, displaying highest level craftsmanship, and elegant design, perfect for seaside relaxation. Views of the Sound and Elizabeth Islands are readily available from nearly every room, including from the guest suite above the barn. Just off the main house is an inviting pool area, complete with bluestone patio, extensive stone walls and hardscape, and separate hot-tub area. The property is set within one of the most incomparable private areas of the Island. Seven Gates Farm has a rich history, and comprises approximately 1600 acres. In addition to generous private lot sizes, nearly 1000 common acres are held in permanent conservation with The Trustees of Reservations. Many gorgeous open fields, woodlands, ponds and private trails abound. Properties in the farm enjoy access to miles of private beach, two piers and two tennis courts. This is a coveted opportunity to reside within a timeless community, originally a collection of large farms, that has been deeply focused on preservation and stewardship since the late 1800's when the Head of Geology for Harvard University first developed his vision for Seven Gates Farm as a 'civil wilderness' that should be enjoyed, cherished and protected. Note: 2% fee to Seven Gates Farm in addition to purchase price and Land Bank. See below for additional details.

Listed by Compass

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 Briggs Road Edgartown MA

Edgartown, MA9 Briggs Road

Price$12,500,000

Est. Mortgage: $/month

MLS Number 36595

  • Residential
  • Square Feet 5500
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 1

Newly built extraordinary six bedroom, six and a half bath 5500 square foot architect designed home on 4.8 acres of rolling woodlands, open meadow and direct waterfront at Nashamoy Point on Edgartown Great Pond. Home features an elegant first floor Master Suite, an exquisite gourmet kitchen with two center islands, quartz counters, 6 burner Wolf gas stove, Sub Zero freezer, two dishwashers, two wine coolers, and custom cabinetry. There is a spacious living room with gas fireplace and triple arched doors leading out to a covered porch, in ground pool, and blue stone patio in the fenced back yard all with spectacular water views. On the second floor there are four ensuite bedrooms, three of which have private balconies with fantastic water views and for those times when the whole family gathers there is a sixth bedroom and bath in the lower level and room to build two more bedrooms over the garage if desired. For those memorable boating and beach outings there is a boat and motor in the garage for trips to the sand, surf, and sun of an Atlantic Ocean beach minutes away and 6 kayaks for enjoying the blue Herons, Swans, and Osprey while exploring the five fingers of the Great Pond.

Listed by American Real Estate LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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30 Beach Pebble Road West Tisbury MA

West Tisbury, MA30 Beach Pebble Road

Price$9,985,000

Est. Mortgage: $/month

MLS Number 35654

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 2
  • Acreage 1.2

This stylish waterfront home tucked into the North Shore was designed and built by Tom Tate . The current owners continued to work with Tate Builders to enhance and finish the home to incorporate a completely finished lower level, an infinity swimming pool, pool cabana, two car garage and extensive landscaping with stylized stone work by Vineyard artisan, Eben Armor. The four bedroom home includes a private master wing with huge custom lift-and-slide glass doors that open to the north shore water views. There are three further guest bedrooms, also with luxurious bathrooms, and one that has the same large glass doors that open to the pool side decks and cabana. The bathrooms all have frame-less glass showers and teak finished details. The open contemporary kitchen with solid teak kitchen island that spans the length of the kitchen incorporates the dining area with another set of custom glass sliding doors that open on to the sun deck seamlessly connecting the house with the beautifully landscaped exterior . The living room has a Isokern European fireplace and a set of glass doors to the outside living space and pool. The finished lower level has large living room/entertainment room with a kitchen/bar. A climate-controlled wine tasting room, private office, gym with “natural light wall”, laundry room second TV/Den and storage. State of the art systems have been installed and designed with every consideration to comfort and easy beach front living. One can choose to swim in the ocean from your private beach or take a dip in the heated pool. This elegant home sits high on the bluff overlooking the Vineyard Sound and the Elizabeth Islands. The pool, cabana and patio creates an additional secluded oasis for guests and family to enjoy. No expense has been spared on this beautiful waterfront property which truly has to be seen to understand. This is an incredible opportunity to buy a finished modern home like no other on Martha's Vineyard.

Listed by Tea Lane Associates

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%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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52 Middle Road West Tisbury MA

West Tisbury, MA52 Middle Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number 35777

  • Residential
  • Square Feet 8700
  • Bedrooms 7
  • Bathroom 7
  • Acreage 25.2

The 1719 Tilton House is the perfect blend of authentic early American design and decor with 21st Century comfort and convenience. The Tilton House was lovingly restored and renovated in 2000 to its original splendor and doubled in size adding a modern kitchen, spacious sun room, two bedrooms, two full baths, a 4th fireplace and many other features. The 2006 superbly designed and decorated large cottage and exquisite pool area with incomparable Lew French stone sculptures compliments the 18th Century Tilton House. In addition, there is a large cathedral like barn often called the most stunning barn in the northeast. This combination of two homes, pool and barn on 25 private pastoral acres make this paradise one of the finest Vineyard estates. Words do not do justice to this property which has been a desirable venue for important charitable and cultural events over the last decade.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 Edgartown MA

Edgartown, MA22 Peases Point Way South

Price$7,500,000

Est. Mortgage: $/month

MLS Number 35675

  • Residential
  • Square Feet 9058
  • Bedrooms 5
  • Bathroom 6
  • Half Bath 3

Custom built by and for high end Island builder so endless details abound! The 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 Landvest MV

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%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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93 South Water Street Edgartown MA

Edgartown, MA93 South Water Street

Price$7,500,000

Est. Mortgage: $/month

MLS Number 33715

  • Residential
  • Square Feet 5207
  • Bedrooms 5
  • Bathroom 5
  • Half Bath 1

Located within Edgartown's charming Historic District and offering magical views across a tidal pond to Edgartown Harbor, lies this unique 5 bedroom residence. The home underwent a complete renovation in 2010 preserving every historic detail while introducing a fresh and stylish flair. The first floor offers a gourmet kitchen, family room, dining room and large living room with fireplace and French doors leading to the harbor facing deck. The 2nd floor offers 4 bedrooms and 3 baths. There is an entire wing offering an dramatic master bedroom suite with a 20 foot high, cathedral ceiling, an office, sitting room and luxurious bathroom. The lower level offers a second living space, bathroom and walkout to the covered grill area, exterior shower and pool / terrace area. Complimenting the property is a 2-car garage and perfectly landscaped lot which stretches from South Water Street to the waters edge, all located less than three blocks from Main Street.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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31 Lamberts Cove Road Vineyard Haven MA

MLS Number 35174

  • Residential
  • Square Feet 5732
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 3

Tashmoo Farm, originally built before the Revolutionary War, has been meticulously and tastefully restored to preserve the historic character and grandeur. This gracious home is in pristine condition and now features 6 bedrooms, 5 full baths, 3 half baths, several sitting rooms, a more formal living room, dining room and family room. All new heating and A/C. The newly renovated kitchen includes 2 Sub Zero refrigerators, a Bosche dishwasher, Thermador double ovens and a five burner stove top. Many complimenting features include original moldings, 7 fireplaces, wide pine and fir floors and all new windows. A har-tru tennis court, gunite pool and a delightful pool house were added in the late 1990's. The pool house is accessible to both tennis and pool through oversized doors that lead to private patios covered by a pergola. It's is well equipped for entertaining with grill area and wet bar, a changing room and full bath. Beautifully landscaped grounds with expansive lawns overlooking rolling meadows, extensive perennial gardens surrounded by stone walls offers exceptional privacy. Access to Lake Tashmoo and the association dock.

Listed by Karen M. Overtoom R.E.

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$
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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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17B East Pasture Road Aquinnah MA

Aquinnah, MA17B East Pasture Road

Price$6,350,000

Est. Mortgage: $/month

MLS Number 33320

  • Residential
  • Square Feet 5000
  • Bedrooms 5
  • Bathroom 6
  • Half Bath 2

Perched above Menemsha Pond, this exquisite new five-bedroom home combines state-of-the-art construction with all the elements for the ideal Vineyard experience including some of the best water views on the island, Menemsha Pond access via walking path, heated Gunite pool, and the privacy and protection of abutting conservation land with no building allowed between this house and Menemsha Pond. This substantial and tasteful home with contemporary style has been thoughtfully designed into the surroundings. Only the finest craftsmanship and materials were used including Lutron lighting, Will Parry custom doors, local custom cabinetry, walnut floors, and two solar flowers which track the sun as a 5kw system. With an open floor plan for everyday living and plenty of room to expand when entertaining guests, this smart layout includes all bedroom/bathroom suites and a dedicated gym or yoga room with full bathroom. Flowing from the indoors out, through the screened porch and expansive deck, to the rolling landscape beyond, stone walls and pathways lead you from the main house to the detached guest suite and on to the pool and pool house where sliding cedar barn doors reveal an outdoor kitchen area and indoor changing room and bathroom. From there, the walking path to the pond awaits. Deeded view easement and deeded pond access with beach usage included. This section of Menemsha Pond is lovely and shallow, where little ones could spend hours playing safely and being entertained by the wildlife. Seller currently has two moorings on the pond and will transfer. Additionally, Aquinnah home ownership gives you Philbin Beach on the south shore and dog-friendly Lobsterville beach on the north shore. This is a rare opportunity for new high-end construction and an unparalleled combination of elements creating an experience that is truly the best of up-island living!

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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21 Bankers Way Edgartown MA

Edgartown, MA21 Bankers Way

Price$4,895,000

Est. Mortgage: $/month

MLS Number 36313

  • Residential
  • Square Feet 7621
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 3

AVAILABLE FOR OCCUPANCY 2020 Season ! Living the Active Life in Style - This impressive and impeccably designed 6,721 square foot home is situated halfway between Edgartown Village and Atlantic South Beach, within the exclusive private Field Club. Purchased by renowned interior designer, Gil Walsh, the house has undergone complete architectural upgrades and renovation in 2018. Tailored to enhance the MV coastal lifestyle and comfort. Marble countertops and top of the line appliances, Wolf, Sub-Zero and Bosch complete the chef's kitchen. A total of four bedrooms, with the Master Suite located on the first floor with french doors out to patio, Living Room displays a custom fireplace mantel and oak floors run throughout the entire house and finished lower level den/media room. The second floor includes other bedrooms plus a common family room separating the two wings. An office space is nearby. The professionally designed two car garage with studio above is accented by wooden bead board walls, brick floors and a half bath. Architectural moldings, screens and an AC/ Heat unit transforms the space additional living square footage- perfect as an office or party room for summer entertaining. Custom created trellis screening and professional landscaping adds full privacy to the heated pool and deck. A blue stone patio, window flower boxes, period lanterns bring out the beauty of this outdoor oasis. Stone steps in the rear lead direct access to the Field Club. A membership is included with this Deed of Sale. The Club amenities include nine tennis courts, racket sports, lawn games, a kids club, teen activities , and the fitness center offering classes , personal trainers,Spa services - Family pool and Adult only pool. There is a daytime Field Club Restaurant and Pool Bar providing a social resource for summer fun !

Listed by Suzanne Lanzone & Associates LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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115 South Summer Street Edgartown MA

Edgartown, MA115 South Summer Street

Price$4,850,000

Est. Mortgage: $/month

MLS Number 36505

  • Residential
  • Square Feet 3864
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

Stately on South Summer Street, this 2004-built residence features over 4500 sq ft of nicely designed living spaces. Encompassing three floors and a finished lower level, the home has 4 bedrooms, 3 baths, an open concept kitchen/dining area, two fireplaces and polished hardwood floors throughout. Step outside to enjoy the screened porch, bluestone patio, pool, putting green and private yard. The classic brick driveway greets the 2-car detached garage with carriage suite above. This desirable address sits only a few blocks to Main Street and an easy 3-mile ride to South Beach.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 Katama Point Road Edgartown MA

Edgartown, MA17 Katama Point Road

Price$4,795,000

Est. Mortgage: $/month

MLS Number 36487

  • Residential
  • Square Feet 3832
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 3

KATAMA POINT: MOVE-IN READY FOR SUMMER 2020! Located in the highly-coveted Edgartown Bay Road area -- and a stone's throw away from the Town Landing access to Katama Bay -- this custom-built coastal chic home offers a superlative location plus top-notch amenities for the ultimate Vineyard lifestyle. Enjoy morning coffee on the covered porch before you head out on a brisk morning walk or bike ride. Launch your power boat or kayaks from the nearby Town Landing and enjoy a glorious day out on the water. Grab your gear and head out on Katama Bay for a clamming or fishing adventure OR enjoy the afternoon relaxing on nearby South Beach. Prepare a grilled dinner on the expansive back deck while family and friends enjoy time lounging around the Pool House or deck and swimming in the pool before dinner. This "builder's own" custom residence has been lovingly crafted using only top-grade materials and featuring exceptional architectural details such as an authentic fieldstone fireplace, shiplap paneling, a custom gunite pool with Pebbletech® finish, a detached Pool House with wet bar, half bath and outdoor shower . . . PLUS too many other extras to mention (see attached Specifications Overview). The property has also been tastefully outfitted with all brand new designer-selected furnishings, area rugs and custom window coverings in fresh summer-inspired colors and patterns (approx. value $250,000), all included in this perfect move-in ready, turnkey offering and opportunity.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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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