Martha's Vineyard Homes with Pool

Below are current listings for homes with a swimming pool on Martha's Vineyard.

Homes with a Pool for Sale on Martha's Vineyard

If you have any questions or would like to schedule a private tour, call Coldwell Banker Landmarks Real Estate at 508-693-6866.

Save time & effort! Create an account to save your favorite listings & get notifications when similar properties become available.

37 Pasture Gate Road

Vineyard Haven, MA37 Pasture Gate Road

Price$5,250,000

Est. Mortgage: $/month

MLS ID 37071

  • Residential
  • Square Feet 7604
  • Bedrooms 5
  • Bathrooms 4
  • Half Bath 2

THE PERFECT VINEYARD RETREAT THAT HAS IT ALL! This property offers all the room you need for today's "stay-at-home" environment. There are wings, lofts, and a private guest suite above the garage, providing a myriad of independent locations and common areas to gather at the beginning and end of the day. The grand entrance sets the tone of this Vineyard estate located on 3.15 acres of land. The home overlooks pastoral fields with surrounding woodlands to create a peaceful setting to retreat amid the dynamics of today's world. The pool area and custom-designed pool house provide an expansive outdoor living space full of sun and fresh air. The owners chose the location in the Tashmoo Association because of the amenities of the community, which provides tennis, a dock, beach, and the proximity to Vineyard Haven Village. An up-Island property in a down-Island location. A grand foyer invites you to the living room on the right with fireplace and French doors to the back patio. The dining room connects the living room to the kitchen, which is more than generous with a breakfast area overlooking the gardens and pool. Open from the kitchen is a custom family/sunroom with views over the fields and horse farm beyond. Behind the kitchen and powder room is a classic study that can convert from a workspace to a den for a social gathering or to watch the game. There are four bedrooms in the main house on the second floor and a third-floor loft. A guest suite is located above the two-car garage with private access. One of the dramatic additions is another living room with fireplace, vaulted, lighted ceiling, bar and powder room with French doors to the pool. The sale also includes a beach lot (32C/4 and 32D/4) just before the opening to Lake Tashmoo with beach access on the Lake and the Sound. Boating from the association dock to your private location, anchoring your boat for a picnic, or digging clams for dinner puts the frosting on the cake or the Vine in Vineyard. If 7,604 sf is not quite enough for your new "stay-at-home" lifestyle, the renovated 2 bedroom cottage at 19 Chappaquonsett is also available as is the horse farm at 67 Lamberts Cove Road.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

90 School Street

Edgartown, MA90 School Street

Price$3,850,000

Est. Mortgage: $/month

MLS ID 37064

  • Residential
  • Square Feet 3481
  • Bedrooms 6
  • Bathrooms 7
  • Acreage 0.42

Opportunity Knocks in the Heart of the Village - Desirable School Street location offering an oversize parcel, dimensionally suitable for an expansive compound at 100' wide and just over 180' deep, totaling .41 acres of land. There is currently a pleasant dormered cape with a modern kitchen open to the dining area, spacious living room, study, and two en suite bedrooms. Additionally, separate from the house is a cozy two-bedroom cottage with living area and kitchen nook and at the rear of the lot is a structure that houses two one-bedroom apartments and a studio apartment. The landscape is grassy lawn with mature bushes and trees for screening. With so much room, it is easy to envision a more sizable residence, carriage house, pool and accessory structures.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

10 Winemack Street

Oak Bluffs, MA10 Winemack Street

Price$579,000

Est. Mortgage: $/month

MLS ID 37003

  • Residential
  • Square Feet 651
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.3

Charming two story home on a spacious well treed lot in an established neighborhood offering easy access to downtown Oak Bluffs, Eastville Beach, Lagoon Pond ,Vineyard Haven and the Hospital. The house is a campground cottage that was moved to this site and set on four pillars. A narrow covered front porch leads into an open kitchen, dining, living area on the first floor. A door off the kitchen leads to the deck in the backyard to the outdoor entertainment area. It has been a three season retreat for over twenty years by the current owners who use it until Thanksgiving. The property is 100 years old and offers many possibilities only limited by your imagination as well as the building codes. There is a cesspool that would need to be replaced with a septic. The design and installation of the septic is the buyers responsibility. The house is being sold AS IS and includes some of the furnishings.

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

344 Greenwood Avenue

Vineyard Haven, MA344 Greenwood Avenue

Price$1,100,000

Est. Mortgage: $/month

MLS ID 36465

  • Residential
  • Square Feet 1566
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.3

Impeccable Four bedroom home (one bedroom on ground level) with two full baths. There are many upgrades to this home from a row of full view doors that face the rear pool area, quartz counter tops, beautiful wood floors on the main living area and maple flooring upstairs. Plenty of closet space and beautiful Art niches complete this "forever" home. Cozy up to the fireplace to read a book or swim in the refreshing heated pool. Home comes mostly furnished so move right in and begin to enjoy this end of street location. Close to town which allows easy access to shopping, bus, steamship and ocean swimming.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

132 South Water Street

Edgartown, MA132 South Water Street

Price$4,800,000

Est. Mortgage: $/month

MLS ID 37038

  • Residential
  • Square Feet 4064
  • Bedrooms 6
  • Bathrooms 6
  • Half Bath 1

Prominently sitting on top of South Water Street , this large Colonial family compound offers five bedrooms in the Main House ,plus a detached bedroom suite/carriage house over the two car garage. A blue stone courtyard accents an in-ground heated pool and the 3rd floor suite with a large deck has distant water views of Edgartown Harbor. The master suite has it's own sitting room with fireplace and balcony. The finished lower level offers a gym workout area and plenty of space for a home office. Paved sidewalks to stroll to Main Street and located close to the paved bike path leading to South Beach, Katama. The Lot site goes through from South Water at the front door to South Summer Street in the rear, ensuring complete privacy. A Quintessential Village Home in meticulous condition and the built with the utmost quality construction and architectural details.

Listed by Suzanne Lanzone & Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3 Meetinghouse Circle

Edgartown, MA3 Meetinghouse Circle

Price$1,495,000

Est. Mortgage: $/month

MLS ID 36995

  • Residential
  • Square Feet 1487
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.5

The one you've been waiting for in highly desirable Katama! This legal 4 bedroom property in the heart of Katama has been immaculately maintained and tastefully updated throughout its current ownership. Presently configured as a 3 bedroom home with a bonus office/den, the home is characterized by bright spaces, high ceilings and a comforting ease. The interior features a beautiful open living, kitchen, and dining space that is flooded with light and flows naturally to a beautiful new deck outside. Oak floors on the first floor are in perfect condition, while the two full bathrooms further the sense of quality, with beadboard accents and inviting tile and fixtures. An all new heat/AC system, installed within the past year, provides welcome respite from hot or cold weather outside. Speaking of outdoors, off the deck, which is surrounded by gorgeous hydrangea and other mature plantings, is a huge amount of space for a pool plus pool house, detached bedroom or garage/carriage house if desired. Privately located just off Prada's Way and Herring Creek Road, this quiet setting offers easy access to both South Beach and Edgartown village with bike paths and trails nearby. Being sold turnkey excluding a few personal items, don't miss this opportunity! See the 3D tour under external links for a virtual tour of the interior.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

79 David Avenue

Vineyard Haven, MA79 David Avenue

Price$1,850,000

Est. Mortgage: $/month

MLS ID 37019

  • Residential
  • Square Feet 4156
  • Bedrooms 3
  • Bathrooms 3
  • Half Bath 1

EXCEPTIONALLY CRAFTED, EUROPEAN STYLE SANCTUARY - LAMBERT'S COVE - Rarely does one find a home that is at once approachable and exquisitely styled. Do not let the modest entrance fool you! This property offers an abundance of space to entertain and relax with friends and loved ones. Unique details abound. Margot Datz has painted delightful details throughout the house. With a rambling and unusual floor plan, each unique room leads to yet another inspired space. If you live in the kitchen, you will covet this inspired room adorned with a Turbo Chef oven and every thoughtful detail to assist the artful Chef. In addition to the bedrooms in the main part of the home, there is a private guest wing on the lower level. A fieldstone lined path leads to a lower meadow area that is ready for a pool or tennis court and Guesthouse. A brand new Bocce court was just completed. Engineered plans are being prepared to transform this property for maximum use and enjoyment. Bordered on one side by Vineyard Open Land Foundation property and by the Wakeman Center on another, privacy abounds.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

8 Tuthill Lane and 27 Braleys Way

MLS ID 36831

  • Residential
  • Square Feet 10398
  • Bedrooms 9
  • Bathrooms 9
  • Half Bath 2

This incredibly private waterfront compound, uniquely located just minutes from historic Downtown Edgartown, is being offered for the first time in more than 30 years. This classic Martha's Vineyard retreat offers it all: a private sandy beach, boat access, more than 10,000-sq. ft. of living space in two homes, pool, barn, and endless sunsets. This unique combination would typically only be found in remote locations up island, yet here you can feel completely out of town while being a short stroll or bike ride into Edgartown and all it has to offer. Sited on three meticulously landscaped acres overlooking Eel Pond and Edgartown Harbor, nearly every room from the five-bedroom main house and four-bedroom guest house enjoys unobstructed water views. A sophisticated yet comfortable setting, this Island compound offers unmatched privacy. The main residence features multiple living areas and a restful primary bedroom suite with sun deck, spacious bathroom and a private office with fireplace. Other features include a gourmet kitchen with sitting area, home office, study, pool room, four guest bedroom suites, and an oversized screened porch, perfect for summer entertaining. The guest house is equally inviting and offers welcoming living and dining area, a screened porch, family room, playful bunkroom, two additional guest bedrooms, oversized primary bedroom suite with private deck, and a three-car garage. The gunite pool and spa provide panoramic water views are surrounded by a bluestone patio, classic stonewalls, and lush plantings of colorful roses and hydrangeas. The expansive lawn leads to the water's edge on Eel pond where you can enjoy easy access to Edgartown Harbor and beyond from your private beach where the owners can keep a boat. This desirable private waterfrontage allows you to spend summers clamming, kayaking, paddle boarding, swimming and boating. A truly remarkable Island escape in Edgartown that epitomizes the best of Martha's Vineyard in one of its most coveted locations.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

40 Pankhanne Street

Oak Bluffs, MA40 Pankhanne Street

Price$1,469,000

Est. Mortgage: $/month

MLS ID 35812

  • Residential
  • Square Feet 2624
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

THIS HOUSE IS IMMACULATE - It has never been lived in. Energy Saving and Environmentally Friendly! Beautifully Built, Outstanding Quality and Wonderfully stylish, 4 Bedroom (5 Bedroom Septic), 4.5 Bathroom home with tremendous attention to detail and energy saving. Huge open plan living room with a fabulous white, streamlined kitchen with custom cabinets, quartz countertops and stainless steel Bosch appliances. Large island with gorgeous wood, handmade counter top, storage and plenty of room for seating. Wood burning fireplace in very bright living room with an abundance of Anderson Architectural Series windows throughout and 5" wide solid White Oak flooring throughout. Ground floor Bedroom with Full Bathroom with radiant heat and private screened porch, outdoor shower and patio. There's also half bath and a separate laundry room on this floor. Upstairs - A SECOND Bedroom Suite with Full Bathroom, two guest bedrooms and a guest bathroom. All bathrooms have ceramic tiles with radiant heat in the floors. 5" wide sold white oak floors throughout. Central Air plus and RenewAir whole house Energy Recovery ventilator system! As much as R40 in the walls. All interior walls are insulated and as much as R65 in the roof! Copper gutters and downspouts. Front porch with Douglas Fir and tension wires for balusters. Impressive Three car garage with full bathroom on lower level. Use as a garage, Use as a giant entertainment area, or use part for a 5th Bedroom. There's already a Fifth Full bath in place! This house has been meticulously finished with unique attention to detail both aesthetically and in the construction of this home. Please see attached list for details. Easy to Show! Adjacent 10,000sq.ft. lot may be purchased separately. Preference to person who purchases the house. Create a compound with second house, a pool or a future guest house!

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

86 Pond View Drive

Oak Bluffs, MA86 Pond View Drive

Price$1,999,000

Est. Mortgage: $/month

MLS ID 36797

  • Residential
  • Square Feet 4136
  • Bedrooms 6
  • Bathrooms 6
  • Half Bath 1

A sprawling custom built 6 bedroom, 6.5 bath home in the bucolic Vineyard Hills community with conservation open space and common areas. There is a gently sloping manicured lawn with irrigation system and two car garage with bedroom above, currently used as an office. This home was built with top of the line finishes and attention to detail. Gleaming white oak floors and custom tile throughout; radiant heat in bathrooms. Stunning entryway with high ceiling, wrought iron and crystal chandelier, and gently curving stairway to second floor. The first and second floors have an infrared UV light system that kills germs and promotes a healthy enviornment. Featuring a 13K solar panel system that results in a tax credit and no electrical bills. Ample room for a pool. Deeded rights to Lagoon Pond, directly across Barnes Road. More pictures to follow!

Listed by Vera Thornton MV INC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details