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!

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

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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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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!

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

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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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103 Tashmoo Avenue, Vineyard Haven, MA

MLS Number 32195

  • Residential
  • Village Downtown
  • Square Feet 2439
  • Bedrooms 6
  • Bathroom 2

Imagine the possibilities! Features in this six bedroom, 2,439 sq. ft. home include a dining room with bay window, large living room with Brunswick pool table, and two sun decks. Convenient to downtown and harbor. First floor has 2-bedrooms, spacious living room with fireplace, kitchen, dining room, enclosed porch, family room and full bath. Second floor has 4 bedrooms, family room and bathroom. Needs repairs and renovations so bring your ideas and tools! Six bedroom septic upgraded in 2012. Septic is buyer responsibility.

Listed by RE/MAX on Island

{$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$1,095,000

Est. Mortgage: $/month

MLS Number 32316

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

IN-TOWN GEM: RENOVATED 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 lovingly renovated 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 an impressive rental history ($60k+ per year) 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

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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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96 Sandpiper Lane, Vineyard Haven, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 32148

  • Residential
  • Village Central
  • Square Feet 2064
  • Bedrooms 3
  • Bathroom 2

Tashmoo Woods - Just a short distance from Vineyard Haven Harbor located in a quiet community of well spaced homes that respect privacy . The well managed Association provides a swimming pool, tennis courts, basket ball court and beach . The custom designed home was the dream house of the owners who after many years of visiting The Charlotte Inn, decided to build their own "Charlotte Inn" on the Vineyard. The large farmers porch with comfortable seating and 4 required rockers cause you to pause and linger for a while. What better treat than to sit out there in a gentle, misty rain and enjoy the peaceful tranquility. The welcoming foyer draws your attention to the hand-painted scenic stairs with hydrangeas, rosa ragosa and many Island favorites. The first floor is designed with entertaining in mind. The chefs kitchen serves as central operations allowing the cook and everyone to mingle and be included in all conversation and activity. A quiet den tucked away at the front of the house was designed for the master of the house (he or she?). A generous master bedroom and bath with numerous closets are located on the second floor with two charming bedrooms and guest bath. There is more than adequate storage in the one car garage and full basement . The flow of the house, personalized decor and color are in delightful balance. Everything is in harmony and fits appropriately. An elegant, comfortable house. Your Own Charlotte Inn.

Listed by Sandpiper Realty

{$agent->Name}

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

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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 32113

  • 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 the West Chop neighborhood of 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 peaceful views of the surrounding woods. The condo also features a charming eat-in kitchen, separate formal dining area, a full bathroom, and cozy bonus room (home office, playroom, or den) on the main level. A master suite and guest bedroom, both with ensuite bathroom 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. Central air, a garage, and outdoor shower are also features of the unit. The home has been well cared for and has a strong rental history. The property boasts the additional perks of the private association beach, boat landing, tennis courts, swimming pool and walking trails . 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

{$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$365,000

Est. Mortgage: $/month

MLS Number 32077

  • Condominium
  • Village Central
  • Square Feet 546
  • Bedrooms 1
  • Bathroom 1

Welcome to this Fabulous Stand Alone Condo. This recently renovated Cottage offers vaulted ceilings in both the living and bedroom with updated eat-in kitchen and full bath. Amenities include a kidney shaped inground pool with views of Lagoon Pond from the patio area, outdoor grills and picnic tables. This year round Cottage is conveniently located within easy walking distance to the Ferry and downtown. Year round or Seasonal. Fully Furnished. Comfortably sleeps 4.

Listed by Lena MV Realty

{$agent->Name}

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

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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

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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

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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$356,500

Est. Mortgage: $/month

MLS Number 31531

  • Condominium
  • Village Lagoon
  • Square Feet 754
  • Bedrooms 2
  • Bathroom 1

CONDO at The Causeway Harborview - great location within walking distance to all that Tisbury village has to offer. This second floor, two bedroom unit has hardwood floors throughout and a rental history. Relax by the community pool and enjoy your Island escape yourself, or rent out this income property, either way you come up a winner.

Listed by Coldwell Banker Landmarks

{$agent->Name}

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

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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$799,000

Est. Mortgage: $/month

MLS Number 31348

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

VINEYARD HAVEN...NEW CONSTRUCTION ... DESIGNED AND BUILT BY HUNTINGTON HOMES,... with the finishing touches being completed by GARY BEN DAVID BUILDERS.This Vineyard style residence has all the makings of an upscale custom home. Three bedrooms,First floor master suite with tiled shower, 2.5 baths, granite counters in bathrooms,, Quartz kitchen counters, Maple hardwood flooring on first floor, carpet in master bedroom as well as the two upstairs bedrooms. Full size stackable washer/dryer, outside shower, and central A/C, gas fireplace insert in Living room. This home offers a country living environment. allowing you to enjoy the natural beauty around you from the rear deck or puttering or in the newly landscaped yard. Irrigation is included. 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. Plenty of room for a 2 -car garage and a swimming pool. This is in an area of all new homes. Ready to move in very soon.

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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124 Skiff Avenue, Vineyard Haven, MA

Price$359,000

Est. Mortgage: $/month

MLS Number 31008

  • Condominium
  • Village Lagoon
  • Square Feet 704
  • Bedrooms 2
  • Bathroom 1

CAUSEWAY HARBORVIEW CONDO - This two bedroom end unit condo is just steps from the pool! Well-maintained with seasonal rental history, this unit is being sold furnished with AC units in all windows and can be used year round. A great location within walking distance to Vineyard Haven Village, the ferry, shopping and restaurants. Enjoy the Association amenities that include pleasant grounds, picnic tables, grills and a swimming pool with a peaking view of the Lagoon. Great for personal use or as an investment. There are no tenants in place so the unit is easy to show.

Listed by Sandpiper Realty

{$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$1,595,000

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 with 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 guest or master 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 second master bedroom and bath plus two more bedrooms that share a hall bathroom. As a bonus, there are unfinished large attic spaces waiting to be transformed. A new boiler, electrical service, insulation, sheet rock, and oak floors were all done in in recent years. One could live in this house now with all its period charm, or renovate to your personal tastes. Septic passed Title 5 inspection in 2016 and is designed for five bedrooms. 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$1,499,000

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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