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!

201 Mitchell Road, Vineyard Haven, MA

Price$2,500,000

Est. Mortgage: $/month

MLS Number 32707

  • Residential
  • Square Feet 5021
  • Bedrooms 6
  • Bathroom 4
  • Acreage 2.58

Private 2.6-acre estate in Mink Meadows with multiple components - main house (3,451 sq ft), swimming pool, 3-bedroom guesthouse (1,540 sq ft), 2-story detached dry studio, and 2-car garage. Extensive landscaping and stonework accentuates the estate feel. The entrance to the half-mile of private association beach is less than 500 yards down a quiet dirt road. There are peeks of Vineyard Sound over the charming golf course views. The field stone chimney is a distinctive landmark for your arriving guests. MAIN HOUSE: There is extensive space for entertaining, including a 600 sq ft great room with cathedral ceiling, 300 sq ft screen porch, 800 sq ft hardwood deck overlooking the golf course, and of course, the beautifully landscaped swimming pool environment with adjacent changing area/outdoor shower. There is a formal dining room for gatherings during the cooler months, as well as an elegant sitting room with fireplace. A dedicated office provides views of the golf course. GUESTHOUSE: A 3-bedroom guesthouse is a rarity, especially one with this much privacy. This one is located almost 200 feet away from the main house, has its own private driveway, and has additional seclusion thanks to mature landscape screening. There is a 600 sq ft main deck overlooking the golf course and woods, and another spacious deck off the master bedroom suite. The guesthouse also has its own outdoor shower and a full basement. STUDIO: The two-level dry studio with hardwood floors is presently being used as a gym and office but it has multiple applications depending on an owner's needs.

Listed by Wallace & Co. Sotheby's

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Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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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124 Skiff Avenue, Vineyard Haven, MA

Price$356,000

Est. Mortgage: $/month

MLS Number 32612

  • Condominium
  • Village Lagoon
  • Square Feet 725
  • Bedrooms 2
  • Bathroom 1

Causeway Harborview: 2BR'S 1 full bath with tub/shower on the first floor with open front porch looking out across beautifully maintained grounds. Association pool, picnic tables and grills, storage area. Easy living within a 15 minute walk to the center of town. Perfect for year round living, seasonal enjoyment,vacation rentals, professional accommodations for employees or a bit of each. Assigned parking space comes with the unit.

Listed by Laer Realty Partners

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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161 Sandpiper Lane, Vineyard Haven, MA

MLS Number 32420

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

Tashmoo Woods - 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. 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 newer stainless appliances and an abundance of cabinets. 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 Wi-Fi 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.

Listed by Island Real Estate

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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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 - NEW CONSTRUCTION: 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

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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33 Woodlawn Avenue, Vineyard Haven, MA

Price$1,045,000

Est. Mortgage: $/month

MLS Number 32316

  • Residential
  • Village Downtown
  • Square Feet 2241
  • Bedrooms 5
  • Bathroom 3

IN-TOWN GEM: ANTIQUE HOME WITH BEAUTIFUL GARDENS AND POOL. Tucked away amid .67-acres of lush, mature gardens -- and located just around the bend from iconic William Street -- this charming 1870's antique home has been updated for ideal in-town living. Special features include 8-foot ceilings, original antique pine floors, large windows that flood the home with sunlight and living spaces that seamlessly integrate formal and casual living. The Main Foyer graciously opens to both a Living Room and adjacent Family Room/Den for easy and comfortable living. Toward the center of the home, a formal Dining Room connects to a sunny, eat-in kitchen with custom milled cabinetry, beautiful butcher block countertops and high-end stainless steel appliances. This charming home features a total five (5) bedrooms, including a spacious first-floor Master Bedroom suite with grasscloth wall coverings, a full bath and glass sliders that open up on to a side porch and yard. The property's park-like setting provides wonderful opportunities for outdoor enjoyment including a large sunny deck for outdoor dining and lounging and a private, fenced swimming pool with terrace . . . the perfect place to enjoy summer days with family and friends. The property boasts a solid rental history and the furnishings are available for turnkey purchase. This property offers expansion possibilities to create a unique in-town compound including a guest house . . . with all the best of the village, and harbor just a stroll away!

Listed by Point B Realty LLC

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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124 Skiff Avenue, Vineyard Haven, MA

Price$329,000

Est. Mortgage: $/month

MLS Number 32050

  • Condominium
  • Village Lagoon
  • Square Feet 551
  • Bedrooms 1
  • Bathroom 1

Harborview Causeway Condominiums. This condo is located off the Causeway Rd. Entrance with a private parking space next to unit. This well established condominium association has many buildings and common areas throughout the manicured property included a Community Pool picnic tables, and grills. A short distance to Vineyard Haven center, it's shops restaurants and ferries. This ground floor one bedroom unit is ready to occupy this summer.

Listed by Anchor Realty of Martha's Vineyard

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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27 Hatch Road, Vineyard Haven, MA

Price$3,650,000

Est. Mortgage: $/month

MLS Number 31876

  • Residential
  • Village West Chop
  • Square Feet 3797
  • Bedrooms 6
  • Bathroom 4

Rare opportunity to own 6 bedroom, 4 1/2 bath brand new construction on Hatch Road. Custom-built, energy-efficient retreat sited on a wooded and landscaped 3/4 acre lot includes a five-bedroom, three-level home and a detached one-bedroom carriage house. Beautifully styled and fully furnished, the main house features an open floor plan, three floors, and stunning views of Vineyard Haven harbor and East Chop. The main floor boasts 9-foot ceilings and crown molding, a great room with 50-inch HDTV and media room set-up, gas fireplace with variable heatilator fan, a stunning chef's style kitchen with center island, granite and quartz countertops, six-burner Thermador gas range, Thermador microwave and dishwasher, a master suite with large walk-in closet, jetted spa tub, tiled shower, and twin French door access to rear bluestone patio, laundry room with frontload washer and dryer, walk-in pantry and 1/2 bathroom. The dining room exits through French doors to large screened-in porch with a cathedral ceiling, fan, and outdoor speakers. Second floor boasts second master suite with twin walk-in closets, tiled shower, and twin French door access to covered side porch with stunning views of the harbor. Second floor also features bedrooms 3 and 4 with third full bath. Third floor features a Nantucket dormer with spectacular views of East Chop and a sliding glass door that open onto a sun deck with sweeping views of East Chop and Vineyard Haven harbor. Rough-in plumbing on third floor can accommodate another bathroom or wet bar. Third floor can serve as fifth bedroom, office, art studio, or entertainment suite. The third floor includes insulated unfinished space offering expansion opportunities. Rich hardwood floors installed throughout entire house. Ceiling fans in great room, all bedrooms, and covered side porch. Relax in rocking chairs on the Nantucket styled front porch. Three-zone FHA heat and A/C, and expanded outdoor shower. Custom landscaped yard features mature trees including one of the few California Sequoia trees in the northeast. There is plenty of room on the property to add a pool with town approval. Gorgeous private brand new Carriage House over a spacious 2-car garage. Custom designed kitchen, stainless appliances with granite countertops, 1 full bath, 1 queen bedroom, hardwood floors throughout, front load washer and dryer, large living room, cable, wireless, 50-inch HDTV with surround sound, private mahogany deck, and outdoor shower.

Listed by Premier Properties

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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46 Border Road, Vineyard Haven, MA

Price$794,900

Est. Mortgage: $/month

MLS Number 31348

  • Residential
  • Village Lagoon
  • Square Feet 2022
  • Bedrooms 3
  • Bathroom 2

NEW CONSTRUCTION. Quiet location,Out of town yet close enough to shopping, restaurants, ferries and Lagoon Pond. OPEN STYLE LIVING..This Vineyard style residence has all the makings of an upscale custom home. Three bedrooms,2.5 bathrooms. First floor master suite with tiled shower, granite counters in bathrooms,, Quartz kitchen counters, All State of the art stainless steel Samsung appliances. Open kitchen/dining/living room with solid 3/4" pre-finished Maple hardwood flooring on first floor, Enjoy the warmth and coziness of the gas fireplace in the living room. Bedrooms all have Carpet. State of the art Samsung full size stackable washer/dryer in downstairs bathroom, Top of the line Bryant forced hot air/AC system,as well as an energy efficient rainni tankless hot water heater. This home offers a country living environment yet close to town allowing you to enjoy the natural beauty around you from the large rear deck or puttering in the newly landscaped yard. A Hunter 8 zoned Irrigation system already in place.. All of this is convenient to the three down island towns,schools,airport,beaches,bike path and public transportation. This 1.16 acre Lot is nicely treed with a gently rolling terrain on one side with a beechtree grove. Plenty of room for a 2 -car garage and a swimming pool. This neighborhood is established mostly yearround families and some seasonal. Ready to move in. This listing shows on the market almost a year, please be aware this was put on the "MLS" the first day construction started. Last month construction was completed and Home is ready to move in. Wouldn't you love to have a finished basement or Screened in porch on the rear deck?, The Seller is willing to work with a buyer to make any add on's you would like. A new shed is coming as well, estimated size is 6'x10', perfect to store your mower, and outdoor tools.

Listed by Ocean Park Realty Inc

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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484 Main Street, Vineyard Haven, MA

Price$1,495,000

Est. Mortgage: $/month

MLS Number 24845

  • Residential
  • Village West Chop
  • Square Feet 2651
  • Bedrooms 5
  • Bathroom 3

This welcoming classic Colonial home is located equal distance between Vineyard Haven village and West Chop Lighthouse. Sitting on 1.87 acres, the property offers privacy and tranquility. Outside features a back yard patio and a detached garage with a 405 square foot wood working shop. Inside the charming double front door is a welcoming foyer and stairs to the second floor; a den or bedroom with built-in shelving; and double pocket doors to the expansive living room with wood-burning fireplace. Off the living room is a first floor bedroom and bathroom. Also off the living room is a large light-filled dining room with a lovely bank of windows. Then the mudroom, kitchen and pantry are beyond. Upstairs has a master bedroom and bath plus two more bedrooms that share a hall bathroom. Bonus spaces include two unfinished attic spaces waiting to be transformed. The boiler, electrical service, insulation, sheet rock, and oak floors were updated in in recent years. You could live in this house now with all its period charm, or renovate to your personal tastes. Septic is designed for five bedrooms and passed Title 5 inspection. There is enough land for a guest house and/or pool and it is a short walk to Grove Ave. beach and the Vineyard Haven Yacht Club. This is a rare beauty.

Listed by Viewpoints

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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64 West Pasture Lane, Vineyard Haven, MA

Price$1,470,000

Est. Mortgage: $/month

MLS Number 30830

  • Residential
  • Village Lambert's Cove
  • Square Feet 2952
  • Bedrooms 4
  • Bathroom 2

Pilot Hill Farm with Private Association Beach less than 1 mile from the house. Perched on a hill in the desirable neighborhood of Pilot Hill Farm is an enchanted and tranquil home that has gone through a masterful transformation since 2014. The front porch wraps its arms around you as it ushers you into the tiled foyer. At first glance, you can tell that this is no ordinary home. Take a right and enter into the open eat-in kitchen, family and dining rooms. The newly renovated gourmet kitchen with a 6-burner Thermador range will make every chef and would-be chef smile. Marble countertops, farm sink, panelized appliances, pantry/office space are just a few of the other special features in this space. Open to a casual dining area, family room and formal dining area, meals can be prepared while enjoying the company of friends and family. The abundance of windows and skylights in this home have been thoughtfully placed throughout to take full advantage of the day's light. Enjoy your morning coffee in the screened-in porch overlooking the private backyard or venture out onto the sprawling deck. Spacious living room has a wood burning fireplace and French doors that open to the deck. This home is uniquely designed with 2 second floor wings: Tucked up a private staircase is the master suite with newly updated bath with a double vanity, Jacuzzi tub and separate shower. Up the second staircase are three more bedrooms with a newly updated bath and laundry room. Spend warm days at the Pilot Hill association beach and cool evenings in the hot tub. The grounds have been brought to life with the many gardens and stone walls. You must see to appreciate that this property is truly a special "peace" of Martha's Vineyard. Please see the attached list of the many improvements this home has received since 2014 which includes a new septic. There is plenty of room to add a pool. Hot tub is currently not included in the sale. Seller is willing to negotiate it separately.

Listed by Island Real Estate

{$agent->Name}

Sandpiper Realty, Inc.
60 Winter Street
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

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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