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!

124 Skiff Avenue, Vineyard Haven, MA

Price$375,000

Est. Mortgage: $/month

MLS Number 33550

  • Condominium
  • Village Lagoon
  • Square Feet 611
  • Bedrooms 2
  • Bathroom 1

This meticulously maintained condo is located in the Causeway Harborview Association with a short walk to town and ferry. There is a distant view of the Vineyard Haven Harbor from your living room window and the community pool is near your back door. This is a fabulous association to be part of and one of the least expensive properties to live year round on Martha's Vineyard. The association has outdoor grilling, picnic tables and coin-operated laundry. Very low maintenance and upkeep for the property owner and this unit comes fully furnished so it is move-in ready! Enter the front door and pass through the galley style kitchen which leads you into the living room and dining area. There are two comfortable bedrooms and a full bath. A parking spot is included where you can keep your on-island car. A great investment for year round or seasonal living.

Listed by Martha's Vineyard R.E.

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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: 4.62% last updated on Jun 14, 2018
* 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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62 Weaver Court, Vineyard Haven, MA

Price$1,495,000

Est. Mortgage: $/month

MLS Number 33549

  • Residential
  • Village Lagoon
  • Square Feet 4557
  • Bedrooms 3
  • Bathroom 4

IDYLLIC ISLAND RETREAT. Privately set on 1.2-acres of beautiful landscaped grounds and gardens, this classically styled New England colonial is an idyllic retreat for gathering family and friends and creating many years of treasured Vineyard memories! Built as a dream home by an accomplished builder/owner, this meticulous home offers over 4500 square feet of living space perfectly designed for easy living and entertaining. The home has plenty of extra space to comfortably accommodate guests -- including an expansive third-floor living space with views of Vineyard Haven Harbor PLUS another private living space above the attached garage. The warm and inviting first floor living areas open out onto an expansive mahogany deck, perfect for alfresco dining and entertaining during the summer months and there is also room to install an in-ground pool (Conservation Commission approvals in-hand). Vineyard Haven Village is just a mile away -- offering convenient access to ferries, restaurants, shopping, movie theaters and more! Enjoy a brisk walk into town for your morning coffee or breakfast at Art Cliff Diner or The Black Dog. Savor quiet afternoon walks at the nearby Land Bank Ramble Trail Preserve. Stroll to the nearby public beach and boat launch on The Lagoon and launch your kayak, canoe or paddle board for an enjoyable afternoon out on the water. This beautifully crafted home embodies all the best of island living and is ideal for seasonal or year round living, a multi-generational retreat or a great vacation rental property. An exceptional home -- at an exceptional value!!

Listed by Point B Realty LLC

{$office->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: 4.62% last updated on Jun 14, 2018
* 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$3,275,000

Est. Mortgage: $/month

MLS Number 33426

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

Rare opportunity to own 3 floors of spectacular water-views! Come view this 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, 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. 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

{$office->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: 4.62% last updated on Jun 14, 2018
* 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 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

{$office->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: 4.62% last updated on Jun 14, 2018
* 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$1,449,000

Est. Mortgage: $/month

MLS Number 33190

  • Residential
  • Village Lambert's Cove
  • Square Feet 2905
  • 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!

Listed by Island Real Estate

{$office->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: 4.62% last updated on Jun 14, 2018
* 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 33137

  • Residential
  • Village West Chop
  • Square Feet 2755
  • Bedrooms 5
  • Bathroom 3

It is RARE to find a charming, traditional home with nearly 2 ACRES of land so close to down town! Located on a lovely, coveted stretch of Main St. between the village and West Chop, the discerning buyer will see that opportunity abounds at this exceptional find. Outside features park-like grounds offering tranquility and privacy. A bonus vintage structure encompassing a single garage and 405 square foot wood shop/studio is in the rear. Inside the appealing front door is a welcoming foyer and stairs to the second floor. On the right is a den (or bedroom) with shelving. On the left are double pocket doors leading into 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 overlooking the park-like grounds. The mudroom, kitchen and pantry are at the back. Upstairs has a master bedroom and bath plus two more bedrooms that share a hall bathroom. Other bonus spaces include two unfinished attics. The boiler, electrical service, insulation, sheet rock, and oak floors were updated 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 the beach and Yacht Club. This is a singular beauty for the buyer with vision.

Listed by Viewpoints

{$office->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: 4.62% last updated on Jun 14, 2018
* 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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201 Mitchell Road, Vineyard Haven, MA

Price$2,500,000

Est. Mortgage: $/month

MLS Number 32707

  • Residential
  • Village West Chop
  • Square Feet 5021
  • Bedrooms 6
  • Bathroom 4

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

{$office->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: 4.62% last updated on Jun 14, 2018
* 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

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.

Listed by Island Real Estate

{$office->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: 4.62% last updated on Jun 14, 2018
* 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

{$office->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: 4.62% last updated on Jun 14, 2018
* 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$339,000

Est. Mortgage: $/month

MLS Number 32047

  • Condominium
  • Square Feet 716
  • Bedrooms 2
  • Bathroom 1

2 Bedroom condo: Causeway Harborview Condominium Unit G-10: Vineyard Haven close to town center and ferries.This unit has been recently renovated. Located on the Causeway side of the complex with convenient parking and near the pool. See the ferry bioat from your bedrooom window. -ready to move in or rent for the summer season.

Listed by Anchor Realty of Martha's Vineyard

{$office->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: 4.62% last updated on Jun 14, 2018
* 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$295,000

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

{$office->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: 4.62% last updated on Jun 14, 2018
* 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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