Vineyard Haven Homes with a Pool

Scroll down to find current homes with pools for sale in Martha's Vineyard, MA's town of Vineyard Haven. Look through a variety of listings including luxury homes, cottages, condos and many more. Register with our site to save your favorite properties, and you can get email updates when new listings match your search criteria. For more information, questions, or to schedule a showing, please contact us today!

27 Hatch Road, Vineyard Haven, MA

Price$3,199,000

Est. Mortgage: $/month

MLS Number 34642

  • Residential
  • Square Feet 3875
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

Set in West Chop's most coveted enclave, this newly constructed Hatch Road compound has so much to offer. Move right in and enjoy three floors of beautifully designed living in the main house, which includes generous water views from multiple vantages. The first level provides a warm greeting and comfortable ease, with connected and open living, dining, and kitchen spaces. Master suites are readily available on the first and second levels, and the third level offers the home's fifth bedroom. Complementing the water view decks are a screened porch and bluestone patio. Thoughtfully engineered, the home includes elements of high performance design and efficiency, including quartz and granite countertops, Thermador appliances, tankless hot water heater, Anderson windows, state of the art insulation, and more. A detached two-car carriage house with beautiful full guest apartment above completes the compound. Expansive lawns and superb hardscape bring the buildings together harmoniously. And, while there is room for a pool, the grounds between the main and carriage houses unify the property in an exemplary way, with several noteworthy trees and mature plantings striking all the right chords. For swimming, kayaking and more, access to VH harbor is approx. 500' away via Hatch Road and Cleveland Ave. For a newly built and turn-key option in one of Martha's Vineyard's absolutely best locations, look no farther!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

188 Sandpiper Lane, Vineyard Haven, MA

MLS Number 34523

  • Condominium
  • Square Feet 1780
  • Bedrooms 2
  • Bathroom 3

The best kept secret on the island, Tashmoo Woods offers year-round living in a community of 100 acres and is surrounded by miles of walking trails, 15 acres of association beach on the Vineyard Sound, 4 tennis courts and association swimming pool. This tastefully appointed townhouse has had numerous upgrades over the years. A new gas fireplace is the center piece of the comfortable living area with cathedral ceilings and wonderful light coming from all new Andersen windows. The dining area has newly built in display cabinets. The remodeled eat-in kitchen is finished with granite counter tops and stainless-steel appliances. All three bathrooms have been redone, with the master bath featuring a double sink marble counter top and decorative tile. A new heating system has been installed, with an automatic system for heat control and monitoring while away. There is a partially finished walk out basement that would make a wonderful media room or exercise space. Furnishings are available for purchase separately.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

37 Pasture Gate Road, Vineyard Haven, MA

Price$7,000,000

Est. Mortgage: $/month

MLS Number 33630

  • Residential
  • Village Tashmoo
  • Square Feet 7604
  • Bedrooms 5
  • Bathroom 4

A prestigious home designed by a meticulous owner. Built by the current residents in l988, the property has evolved over the years in updates and numerous expansion projects. When you love where you live, a property such as this is the result. The owners chose the location in the Tashmoo Association because of the tranquil pastoral setting overlooking the grazing fields, the amenities of the community which provide tennis, dock and beach and the close proximity to Vineyard Haven Village; a combined feeling of up and down Island. With 3.15 acres of land there was more than adequate room to create a spacious estate setting. As you approach the house the feeling of relaxed elegance is apparent. It is evident that the expansive home with 7,604 sf of living space will offer room for all. The surrounding landscape and natural, wooded open space creates an exceptional setting. The unusual details in the house are everywhere from the formal living room and dining room, the large well-designed kitchen, the newer addition year round sun porch, the wonderful den to retreat to, and the newest addition, a contemporary incredible living room/dining room with fireplace and custom designed ceiling, to name a few highlights. An exceptionally large pool area has room for many lounge chairs and tables for dining along with a pool house with full kitchen. Beyond the pool area and above the oversized two car garage is a fifth bedroom suite. The second floor is dedicated to the en suite master bedroom, three guest rooms and an unusual common room with high ceilings and many windows to be used as a second floor family room or elegant office. A finished third floor is there for your interpretation. 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. In the event you need more space for your family compound the totally renovated, fully furnished cottage on 1.06 A at 19 Chappaquonsett (54C/ 2) is also available at $1.5M. See photos attached to this listing. This property provides all the components to establish a family estate for generations to come on this magical Island of Martha's Vineyard.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

246 Tashmoo Avenue, Vineyard Haven, MA

MLS Number 33779

  • Residential
  • Village Central
  • Square Feet 2214
  • Bedrooms 3
  • Bathroom 2

Set at the end of a quiet road, this home is within walking distance of the Tashmoo Boat Landing, community Tennis Courts and just a short commute to town, shops, the ferry, Stop & Shop and restaurants. Part of the Baylis Woods Association, this ideal home has room to grow with a BRAND NEW 4 bedroom septic currently in place. The unfinished walk-out basement boasts 10ft high ceilings, and has the potential for a detached garage w/ 1 bedroom apartment above - owner has plans for a 2 car garage with apartment for the lot. The house was being rented year round and had a strong rental history. This could be the investment home you're looking for, or the perfect year round home. Recent updates include a new Microwave and Dishwasher, fresh paint, and more! Purchase the lot next door to create a compound, or have your tennis court and pool!

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

161 Sandpiper Lane, Vineyard Haven, MA

MLS Number 33338

  • Condominium
  • Village West Chop
  • Square Feet 1780
  • Bedrooms 2
  • Bathroom 3

A wonderful opportunity to purchase a property in Tashmoo Woods, a private community of single family homes and condominiums on more than 100 acres in Vineyard Haven. This well appointed townhouse is bright, open and spacious with large windows, a fireplace, and a cathedral ceilings. The sun-filled living room opens onto a raised deck with a peaceful view of the surrounding woods. The condominium also features a charming eat-in kitchen, separate dining area, full bathroom, and cozy bonus room (currently being used as a home office) on the main level. A master suite and guest bedroom, both with ensuite bathrooms and ample closet space make up the second floor. Adding to the living space is a finished walkout basement, currently being used as a family room and space for overflow guests. This home was built as part of Phase One of Tashmoo Woods, which means it offers additional features like charming built-in shelving and a full walk out basement. Central air, a garage, and outdoor shower are other features of the unit. The home has been well cared for and has a strong rental history. The association boasts a community pool, tennis courts, a private boat landing and dock onto Lake Tashmoo, walking trails and access to both town and association beaches. Nearby is Mink Meadows Golf Club and the port of Vineyard Haven for dining and shopping. The Property Owners Association takes care of the condo exterior, the roads, and community spaces (pool, tennis courts, beach access) so you can enjoy all the Island has to offer with less of the stress of property ownership.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

161 Sandpiper Lane, Vineyard Haven, MA

MLS Number 32420

  • Condominium
  • Village West Chop
  • Square Feet 1750
  • Bedrooms 2
  • Bathroom 3

Spacious Tashmoo Woods Condo with Full Basement! - Just over a mile from town nestled in a private area on the way to West Chop is the exclusive Tashmoo Woods, a community with a mix of townhouse style condos and single family homes. This private, end unit townhouse is simply a step above the rest with many features not found in other units. This unit it one of the premiere units on the property. The light and bright living room has soaring cathedral ceilings with a fireplace, hardwood floors and French doors that open to a large deck. Eat-in kitchen has stainless appliances and an abundance of cabinets and a pantry. A den and full bath finish the first floor. The second level features two spacious bedrooms with en suites. The master has a tiled bath with Jacuzzi tub, double vanity and shower. One of the unique features of this unit is the full, partially finished basement with large windows. There is an additional storage area and the detached garage just outside the front door. An outdoor shower too! This lovely condo is conveniently located to all of the Tashmoo Woods Association amenities include swimming pool with pool house, wifi and lounging chairs, tennis courts, playground, basketball court, private beach on the Vineyard Sound plus 15 acres of land with frontage and a small dock on Lake Tashmoo. Central air conditioning plus a full dehumidification system. Easy access to town, ferries, Mink Meadows and more. Empty and ready for immediate occupancy.

Listed by Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

48 Sandpiper Lane, Vineyard Haven, MA

Price$1,299,000

Est. Mortgage: $/month

MLS Number 32353

  • Residential
  • Village Tashmoo
  • Square Feet 2260
  • Bedrooms 4
  • Bathroom 3

WEST CHOP - Elegant and uniquely styled home in desirable Tashmoo Woods, on the last remaining lot within view of Mink Meadows Golf Course. This home has tremendous curb appeal. Front entrance via a vestibule, creating a nice transition into the home. Main living level has an Open Floor Plan, 9 foot high ceilings, striking 'two over two' oversized windows, Custom Trim Detail, Wood Burning fireplace and Wide Oak flooring throughout. Living room flows seamlessly to the dining area and kitchen. Large Custom Kitchen with Cream Cabinets (including oversized upper cabinets and numerous roll out shelves) beautiful mink colored Quartz counter tops, complementary Sea Glass backsplash and Stainless Steel appliances with a Cook's gas stove. Kitchen looks out over back yard and woodlands towards Mink Meadows and is adjacent to the garage for ease of access with groceries! Ground Floor Master Suite with Custom Trim and Wainscoting throughout, Walk in Closet, Double Vanity, Large Custom Tiled shower with Seamless Glass door. Upstairs to the Second Master Bedroom Suite, also with a Double Vanity, Quartz counters, Custom Closets, Custom Tiled floors and Shower with Seamless Glass Enclosure, Separate Water Closet and Custom Trim Detail! Two additional guest bedrooms share a bathroom with Tiled Tub and Wainscoting. Access to large storage area over garage. Second floor also has Wide Oak Flooring throughout, not a carpet in sight!! Multi zone Central Air-conditioning and forced hot air Heat. Full Basement. Front porch with Mahogany deck and Blue Stone Patio in rear yard off dining area. Mahogany clad Outdoor shower. Tashmoo Woods has numerous amenities including Association Tennis, Swimming Pool, Clubhouse, Dock and Private Beach Access. Minutes to Lake Tashmoo, Mink Meadows Golf, West Chop Club, Vineyard Haven Yacht Club, Restaurants, Shopping and Ferry. Move in ready. Empty and easy to show! Tax figure is for land only. Building is too new and has not yet been assessed.

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details