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Martha's Vineyard Homes with a Pool

Find all homes with a pool for sale in Martha's Vineyard. Contact Sandpiper Realty if you have questions or would like to schedule a showing.

Martha's Vineyard Homes for Sale with a Pool

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1 Coffins Field Edgartown MA

Edgartown, MA1 Coffins Field

Price$1,575,000

Est. Mortgage: $/month

MLS Number 37297

  • Residential
  • Square Feet 2080
  • Bedrooms 6
  • Bathroom 3
  • Acreage 1.0868

This expanded 6 bedroom 3 bath cape has room for all including the extended family. It is situated on a large piece on land with great privacy and has room for a pool and tennis court! It is much larger than it looks with all three levels finished. Currently it has an extremely high cash flow tenant at will and the septic is new! Convenient to everything it is in a great Edgartown subdivision!

Listed by Jane Brown Assoc.

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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17 High Mark Road Chilmark MA

Chilmark, MA17 High Mark Road

Price$4,900,000

Est. Mortgage: $/month

MLS Number 37278

  • Residential
  • Square Feet 3883
  • Bedrooms 7
  • Bathroom 5
  • Acreage 10.4289

17 High Mark, built in 1928, sits atop Highmark Hill near the center of Chilmark. There's a plaque on the wall in the kitchen commemorating the original owner, architect, builders and neighbors of this estate which reads 'High Mark House - Abode of Ennobling Vision'. This unique Chilmark property is now exclusively offered for the first time in 49 years. Spread across 10.4 acres, the property consists of two parcels. The first parcel is 6.7 acres in size and holds the living quarters. The second parcel is 3.7 acres in size and provides a wide buffer to the main homesite or a suitable lot for further development. Structures on the larger parcel include the main house, guest house, detached bedroom, artist studio or playhouse, in ground pool with outdoor shower and dressing room, tennis court, detached two car garage and long shed workshop. Water views to the Atlantic Ocean, Menemsha Pond, and Nomans Land are seen from many of the rooms of the main house and guest house. The grounds hold specimen plantings in a park like, private setting with wide and long front and rear yards. The main house has both primary and guest bedroom suites, living room with large fireplace, dining room with ample seating for ten, office and gallery, kitchen and laundry room. The lower level has a library/media room (or another bedroom), full bath, utility room, cedar closet and multiple storage rooms. The guest house is 800 square feet with 3 bedrooms, full bath, an eat in kitchen and laundry. The detached bedroom is the perfect bunk house with views to the Atlantic. It is rare to find an estate property in Chilmark that has the features of this compound already in place . Many of the existing amenities found on this property (guest house, pool, etc.) allow for immediate enjoyment without special zoning permits and years of in town residency. Ample acreage provides room for building expansion or relocation.

Listed by Russell Maloney Real Estate

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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112 Peases Point Way South Edgartown MA

MLS Number 37224

  • Residential
  • Square Feet 2299
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

STYLISH + CHIC IN-TOWN RETREAT WITH POOL. Located on a quiet lane on the edge of Edgartown Village, this contemporary post and beam home has been renovated from top to bottom and features chic 70's retro styling combined with modern designer touches. The dramatic open-designed living areas feature vaulted ceilings, white-washed walls, painted parquet wood floors, a large stone fireplace and a wall of sliding glass doors that open to the outdoor living/entertaining area. The all-white gourmet cook's kitchen features glossy cabinets, open shelving, stone countertops, modern hardware and tile and high-end stainless kitchen appliances. There are a total of four bedrooms and three and one-half baths, all updated with new tile, bath fixtures and more! The beautifully designed and private outdoor living/entertaining space features an expansive south-facing deck plus an in-ground pool and pool house surrounded by privacy screening. The property has an established rental history of $150,000/year and the furnishings are available for separate purchase. Note: The property is surrounded by exclusive high-end homes and will support a 6-bedroom residence, including a future 900-sf detached Guest House.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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15 Vickers Street Edgartown MA

Edgartown, MA15 Vickers Street

Price$1,299,000

Est. Mortgage: $/month

MLS Number 37200

  • Residential
  • Square Feet 1532
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.5

A Katama home with outstanding potential! Set on a quiet lane within moments to town and South Beach, this casual beach house is ready for enjoyment as is or perfect for your upgrades. A pool would be a great fit on the property and numerous expansion opportunities exist with town sewer available on site allowing up to 6 bedrooms with connection. Currently the home features 3 bedrooms, 2 bathrooms, and an open loft. The living, dining and kitchen areas are all open and feature tons of light and double height. A spacious deck at the front of the house is ideal for greeting guests, soaking up sun, or enjoying fresh air and summer breezes. Grab your place in Katama today with this fabulous opportunity!

Listed by Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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7 Whalers Walk Edgartown MA

Edgartown, MA7 Whalers Walk

Price$995,000

Est. Mortgage: $/month

MLS Number 37181

  • Residential
  • Square Feet 1456
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.96

Here's an opportunity to create your own Edgartown compound! This very private one acre (0.96) property will accommodate up to 7 bedrooms, guest house and pool when connected to town sewer, subject to permitting. While you're working on your plans, enjoy the 3 Bedroom, 2 Bath Cape with full basement and spacious yard. This home is in a great neighborhood which supports fully developing the expansion possibilities. Located at the end of Whalers Walk the property also has road frontage on Edgartown Meadows Road which creates additional design options. The convenient location is an easy walk or bike ride to Morning Glory Farm and Downtown Edgartown. Vineyard Golf Club is a very short walk down a dirt path located just across the street on Edgartown Meadows Road. This South Shore location also offers traffic free access to South Beach and Norton Point via the newly paved Meeting House Way.

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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10 Puwal Lane Edgartown MA

Edgartown, MA10 Puwal Lane

Price$4,500,000

Est. Mortgage: $/month

MLS Number 37165

  • Residential
  • Square Feet 5116
  • Bedrooms 5
  • Bathroom 5
  • Half Bath 1

KATAMA, KATAMA, KATAMA - NEW CONSTRUCTION - To be built - In an area of existing finer homes, just a stone's throw from The Field Club, within biking distance of South Beach and Downtown Edgartown, and close to path for walking or jogging to either location. Situationed on over half an acre of land, this is the last of 4 building lots in a small Enclave. MAIN HOUSE - 4,716sq.ft. - Four (4) Bedrooms, all of which are Ensuite - private attached bathrooms - 4.5 bathrooms in all. SECOND STRUCTURE: 400 sq.ft. Detached Bedroom with future expansion for a 900sq.ft. Guest House. Two Car Garage. POOL - Gunite Pool and Pool house. Main house has a Ground Floor Primary Suite and three additional Suites upstairs with a Media Room. Main living area has an Open Floor Plan which leads to a 47ft long Mahogany Deck (787sq.ft.) and 26ft long Screened Porch - (364sq.ft.) and a 32' x 16' Gunite pool complete with Pool House. Central Air, Full unfinished basement. PHOTOS ARE NOT OF THIS HOME, PHOTOS ARE OF SIMILAR HOME.

Listed by Alisan Lohan-Conway Properties

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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37 Plain Field Way Edgartown MA

Edgartown, MA37 Plain Field Way

Price$1,100,000

Est. Mortgage: $/month

MLS Number 37162

  • Residential
  • Square Feet 1460
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.96

Almost one acre of land at the end of Plain Field Way. The property has a charming, settled feel with mature specimen evergreens marking the perimeter. There is direct access to town sewer and one can do a total of 6 bedrooms on the site with the ability to build a main house, guesthouse, and pool. It abuts 23 acres of vacant town land. There is currently a small rustic house on the property that was the home and studio of famed local artist Ovid Ward. The house is in disrepair and no entry is permitted. In addition there is a large two-bay garage on the premises with an apartment upstairs. Renters are in place. Highest and best use for this property is all-new improvements. This is an estate sale with cooperating beneficiaries; estate rules apply.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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1 Azalea Lane Chilmark MA

Chilmark, MA1 Azalea Lane

Price$7,500,000

Est. Mortgage: $/month

MLS Number 37179

  • Residential
  • Square Feet 2511
  • Bedrooms 5
  • Bathroom 3
  • Half Bath 1

Rarest of the rare - Ocean-view Chilmark home with swimming pool, 440 feet of private ocean beach, and big, beauteous ocean views. The house is being completely renovated and price shown is for the completed product. For buyers interested in purchasing the property at a lower price and taking over the construction project, full documentation is available to show 1) what has been done and how much it cost, 2) what is left to do and how much it will cost, and 3) proposed timeline for the completion of the work. Note that the images shown are of the house BEFORE renovation. Detached garage.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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14 Wisteria Lane Chilmark MA

Chilmark, MA14 Wisteria Lane

Price$1,825,000

Est. Mortgage: $/month

MLS Number 37137

  • Residential
  • Square Feet 2093
  • Bedrooms 5
  • Bathroom 3
  • Half Bath 1

Magical and stunning setting with a luxurious lawn that stretches between ancient stonewalls to a lovely pond. This family compound has it all- a wonderful sunny setting with a pool out the back, private tennis court below the house and a large yard for anything fun outdoors. Also just across pasture road is the Chilmark softball field where sunday games delight the ballplayers young and old. Landbank properties up the road for miles of hiking or mountain biking. With sun beaming in throughout the day, this 5 bedroom home has great spaces for hanging together or alone, and plenty of opportunities to relax and appreciate the scenic surroundings. A short drive to Chilmark's spectacular beaches, its a home to enjoy for generations.

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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515 State Road Aquinnah MA

Aquinnah, MA515 State Road

Price$4,500,000

Est. Mortgage: $/month

MLS Number 36626

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 1

A top-to-bottom 2018 renovation by one of New York's hottest design teams and a top local builder resulted in this "beach chic" waterview home in Aquinnah with a stunning pool area. It is easy to show until September 1! It is being sold turnkey with gorgeous furniture and fixtures. The list of details is too numerous to enumerate, and the house has to be experienced to be truly appreciated. It starts with the dramatic exterior with Shou-Sugi-Bahn finish, which roughly translates to “burnt cedar siding.” The interior images provide an inkling of the quality of the renovation and design choices (see "photo gallery"). A complete list of design specifications is available from the listing broker. Enjoy water views of Quitsa Pond, Menemsha Pond, and the Atlantic Ocean from the main level of the house, and even more breathtaking views from the roof deck. In addition to the completely renovated interior and one of the most divine pool areas on Martha's Vineyard, there is extravagant landscaping and stonework to be enjoyed. Note: Assessment does not reflect multimillion dollar renovation in 2017-2018.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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515 State Road Aquinnah MA

Aquinnah, MA515 State Road

Price$4,500,000

Est. Mortgage: $/month

MLS Number 37159

  • Residential
  • Square Feet 4000
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 1

Set atop a hill overlooking Menemsha, Quitsa and Squibnocket Pond sits this stunning home. A masterful combination of up-island elegance, fine craftsmanship and expert design sets this contemporary apart from other high end homes. Being sold completely turn key, this house was built with the finest of materials and finishes and with entertaining in mind. Large living room with magnificent fireplace, state of the art kitchen and screened in porch overlooking the pool. The family room adjacent to the guest bedrooms offers another entertainment space while affording privacy. This home is at harmony with its natural surroundings, while at the same time sophisticated and extremely comfortable. A bonus pool house with bathroom, lounging area and kitchenette is surrounded by extensive gardens and patio area. A meditation pond at the entry of the house sets the Zen mood as you approach this enchanting home. Easy to show.

Listed by Conroy & Company R.E., Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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2 Dark Hollow Lane Edgartown MA

Edgartown, MA2 Dark Hollow Lane

Price$2,296,000

Est. Mortgage: $/month

MLS Number 36895

  • Residential
  • Square Feet 3200
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 1

Soon to be finished new construction in an idyllic setting. This island classic has been designed by esteemed local architect Chuck Sullivan. It is located on the edge of Edgartown Village in a tranquil neighborhood surrounded by 27 acres of conservation land. This beautiful Cape Cod style home features a Great Room with vaulted ceilings and dormered windows providing an abundance of natural light and features an Optimist fireplace with built-in bookshelves. Soon to be installed Canarywood hardwood floors add to the home's abundant charm. A thoughtfully designed gourmet kitchen features high-end stainless appliances, beautiful tile work and an oversized island for family and friends to gather around. The home includes four en suite bedrooms, including one on the first floor. A formal dining room, private first-floor lounge and a second-floor TV/media room complete this luxury island home. Landscaping choices still available to be made by buyer; the property also has room for a pool if desired.

Listed by Arrowhead Homes

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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56 North Neck Road Edgartown MA

Edgartown, MA56 North Neck Road

Price$11,750,000

Est. Mortgage: $/month

MLS Number 37136

  • Residential
  • Square Feet 9686
  • Bedrooms 7
  • Bathroom 6
  • Half Bath 1

PRIVACY & LUXURY ON MARTHA'S VINEYARD - this is a rare chance to own a sprawling 18.4-acre estate on Chappaquiddick as it has been in the same family for over 40 years. Surrounded by acres of conservation land, and next to the Royal & Ancient Chappaquiddick Links, this multi-generational estate offers an exquisite Main house (8335sqft), a second residence (1319sqft), Gunite pool with outdoor shower, tennis court, and 4 bay garage with finished space (708sqft) over the garage. The main house, remodeled in 2005, offers striking panoramic views of Cape Pogue Sound, gourmet kitchen with upgraded top-of-the-line stainless steel appliances including a wine fridge, 2 full Viking ovens, 2 Sub Zero fridges and granite countertops; multiple decks for outdoor living, a wet bar in the lower level adjacent to the pool & patio and an office perfect for working from home. The second residence has 3 bedrooms, a full kitchen, 2 full bathroom, an outdoor shower, multi-level deck and a screened-in porch. The Bunk House has 1 bedroom, kitchenette, living area & a full bathroom. This estate offers multiple land plots allowing for potential expansion opportunities. This property comes with deeded Beach Access

Listed by Martha's Vineyard Seacoast Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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12 Baylies Way Edgartown MA

Edgartown, MA12 Baylies Way

Price$3,142,000

Est. Mortgage: $/month

MLS Number 37132

  • Residential
  • Square Feet 5347
  • Bedrooms 3
  • Bathroom 4
  • Acreage 1.0347

NEW CONSTRUCTION - Katama - Close to Meeting House Road and Morning Glory Farm. Impressive new custom home currently under construction in the brand new development of BAYLIES WAY. 4,524 sq.ft main house and 803 sq.ft. additional living space above a Two Car Garage, 3 Garages in total! Ground floor living alone is the main structure is 2,262 sq.ft. comprised of an open plan great room, breakfast area, custom kitchen, dining area, Study, full bathroom, laundry and a one car garage. This garage is an additional 424 sq.ft and has soaring ceilings! Three bedrooms upstairs, two ensuite with their own private decks! An additional guest bedroom, loft and fourth full bath! 34 ft. long Mahogany deck leading to a 36' x 19'6" HEATED GUNITE POOL AND SPA, TENNIS COURT with sport top (78' x 27')! OUTDOOR WOOD BURNING FIREPLACE and DINING AREA. Second Building is a Two Car Garage with Bonus room 803sq.ft. in size. Another outdoor living space will be created between the house and second structure! MARVIN® Four over One windows, Wide plank oak floors throughout, Viking® appliances, Quartz counters with custom tiling throughout, fireplace, Central Air Conditioning. 1,800sq.ft. full basement with egress windows which could be finished for an additional price. Bike or drive to SOUTH BEACH, less than a mile to Morning Glory Farm and 2.2 miles to Main Street! Come to see this Oasis! Easy to show! PRICE INCLUDES A FINISHED BASEMENT AND AN OUTDOOR WOOD BURNING FIREPLACE AND DINING AREA.

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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131 North Water Street Edgartown MA

Edgartown, MA131 North Water Street

Price$699,000

Est. Mortgage: $/month

MLS Number 37127

  • Condominium
  • Village Downtown
  • Square Feet 514
  • Bedrooms 1
  • Bathroom 1

OWN AT THE HARBOR VIEW CAPTAIN'S COTTAGE SUITES: THE ULTIMATE IN LUXURY and CAREFREE ISLAND LIVING. ***1-BEDROOM | 1-BATH PRISTINE CONDOMINIUM*** Near the end of North Water Street, overlooking Edgartown's picturesque harbor and steps to the iconic lighthouse, sits the most storied hotel on Martha's Vineyard. Built in the 1890s and now sparkling after recent renovations, the Harbor View Hotel is the "Grande Dame'' of the island and a beloved destination for those who love the unpretentious charm of the Vineyard. You can enjoy the best of both worlds - the sophistication and charm of iconic Vineyard ownership, with all the services, amenities and convenience that come with a private, fully-managed cottage suite at the Harbor View. Interior designer Linda Woodrum, known for her work on HGTV "Dream Homes'' and Coastal Living Idea Houses, has created fresh, inviting, interior spaces with furnishings that evoke Vineyard style and life lived near the sea. Beautiful and durable, solid Black Walnut floors. The v-groove paneled walls are painted summer white which gives the suites a light airy appeal year-round. The color scheme varies from warm blue, soft beige, browns and white or coral red, beige, and browns. The suite comes fully furnished with an additional queen size pull-out sofa in the large living room. This suite is fully equipped with top of the line amenities. The bathroom has marble and/or mini ceramic tiled, vanity and bathtub with exceptional quality hardware appointments. The bedroom is furnished with king size bed and other delicate decorative appointments. The cottage put you in the heart of all the hotel's refined amenities while giving you an exclusive private way to enjoy your time on the Vineyard. Stroll to Fuller Street Beach or the Edgartown Lighthouse for a relaxing day at the beach. Recline on your private deck while the kids head to the hotel pool or activities on the lawn. Gather on the spacious veranda for sunset cocktails from the pool bar, or grab your favorite table at Bettini restaurant, while the Chef prepares your favorite dinner. Ownership at the cottages has been thoughtfully contemplated to offer fine service and unsurpassed experiences for Vineyard lovers of all ages -- the Harbor View Hotel also offers a fully-managed Rental Program.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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27 Meshacket Road Edgartown MA

Edgartown, MA27 Meshacket Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 37130

  • Residential
  • Village Katama
  • Square Feet 3792
  • Bedrooms 5
  • Bathroom 4

PRE-CONSTRUCTION OPPORTUNITY. Welcome to Edgartown's newest luxury community, Meshacket Woods, nestled in a lovely woodland setting. EXCELLENT LOCATION - short distance (approximately 1.5 miles) to Edgartown Village and offering easy access to South Beach. Build your brand new dream home designed by premier architect Chuck Sullivan. (Floor plans are included in the price). ROOM FOR A POOL at an additional cost! Connection to town sewer allows EXPANSION POSSIBILITIES of up to 6 bedrooms under current Edgartown zoning regulations. Your Vineyard oasis awaits you!

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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103 Main Street Vineyard Haven MA

Vineyard Haven, MA103 Main Street

Price$13,500,000

Est. Mortgage: $/month

MLS Number 37110

  • Residential
  • Village West Chop
  • Square Feet 7046
  • Bedrooms 5
  • Bathroom 4

THE ULTIMATE WATERFRONT RETREAT - The Vineyard has always been the place to go for R&R, and if you needed it in the past, you certainly need it now. It is the oasis of beauty and tranquility in a vintage community. This property offers the best of the Island. Located on Vineyard Haven Harbor, the home sits on a large 1.7A parcel of land, which provides privacy, spectacular views of harbor activity, yet steps away from the Village for your morning coffee, afternoon shopping, and dinner and theater in the evening. A unique feature is proximity to the ferry to come to and leave the Island easily. Think of it - the kids who will probably be with you a lot more, Mom and Dad, who will visit, and the family workforce can easily use the Vineyard home as "operation center," adjusting to the new lifestyle perfectly. Designed by premier architect Patrick Ahearn, with 7,045 sf, the home is warm and friendly with space to accommodate everyone's needs. The large kitchen with sitting room and fireplace opens to a screened porch. A dramatic stone fireplace is the focal point of the sitting area on the porch with generous room for dining for twelve with views of Harbor activity. This space is the hub of the house. There is a large, quiet office on the first floor for serious work along with a smaller office space off the kitchen. A grand formal dining room with a fireplace and living room is designed for special occasions. Another all-season sun porch on the first floor provides additional space for a variety of activities. The informal and formal areas connect with an outdoor patio. The master bedroom suite with a sitting area occupies the south wing of the second floor and is cleverly separated from the activity of the household. Three more bedrooms are in the north wing of the house. Another expansive deck connects both wings. The views from the first floor are spectacular, and they become panoramic and magnificent on the second floor. There is a guest suite over the two car garage which can be accessed from the outside or the adjoining deck on the second floor. The piece de resistance is the widow's walk offering the most brilliant views. The terraced pool and built-in outside grill overlooking the Harbor complete this perfect Vineyard home.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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37 Pasture Gate Road Vineyard Haven MA

Vineyard Haven, MA37 Pasture Gate Road

Price$5,250,000

Est. Mortgage: $/month

MLS Number 37071

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

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 proximity to Vineyard Haven Village and the amenities of the community, which provides tennis, and a dock. 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: 2.87% last updated on Sep 17, 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.

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10 Winemack Street Oak Bluffs MA

Oak Bluffs, MA10 Winemack Street

Price$579,000

Est. Mortgage: $/month

MLS Number 37003

  • Residential
  • Village Downtown
  • Square Feet 651
  • Bedrooms 2
  • Bathroom 1

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: 2.87% last updated on Sep 17, 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.

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344 Greenwood Avenue Vineyard Haven MA

Vineyard Haven, MA344 Greenwood Avenue

Price$1,100,000

Est. Mortgage: $/month

MLS Number 36465

  • Residential
  • Village Tashmoo
  • Square Feet 1566
  • Bedrooms 4
  • Bathroom 2

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: 2.87% last updated on Sep 17, 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.

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79 David Avenue Vineyard Haven MA

Vineyard Haven, MA79 David Avenue

Price$1,850,000

Est. Mortgage: $/month

MLS Number 37019

  • Residential
  • Village Lambert's Cove
  • Square Feet 4156
  • Bedrooms 5
  • Bathroom 3

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 for a six bedroom septic are complete and a permit pending 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: 2.87% last updated on Sep 17, 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.

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8 Tuthill Lane and 27 Braleys Way Edgartown MA

MLS Number 36831

  • Residential
  • Village Downtown
  • Square Feet 10398
  • Bedrooms 9
  • Bathroom 9

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: 2.87% last updated on Sep 17, 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.

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30 Pondview Drive Oak Bluffs MA

Oak Bluffs, MA30 Pondview Drive

Price$1,279,000

Est. Mortgage: $/month

MLS Number 36606

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 2016
  • Bedrooms 5
  • Bathroom 3

Get the most for your investment with this lowest priced new construction 5 bedroom and 3 bath Colonial in an upscale neighborhood with deeded Lagoon access. Located in beautiful Vineyard Hills Association boasts this custom built 5 bedroom 3 bathroom NEW CONSTRUCTION. The colonial style home flares its character and curb appeal with its large farmers porch, beautiful 3rd floor dormers, and circular driveway. More than 2,000 sq. ft. of living space that was custom designed with an open floor plan to the Living, Dining and Kitchen on the first floor and a first floor bedroom and bath. There are 4 additional bedrooms on the second floor with a master suite with another full bathroom. The 3rd floor has an additional 500 plus sq. ft of unfinished living space that can be finished off for the entertainment/media/game room. The HVAC system is propane FHA and central AC with blown open cell insulation. Site plan includes future site for guest house that can have up to an additional 750 sq. ft. of living space. Property is also sited for an 18 x 36 foot swimming pool. The septic system is for 6 bedrooms. The custom kitchen cabinets are a white shaker style of solid maple with a gorgeous Silestone Quartz counter top. Beautiful stainless steel appliances with an island bar in the center of the kitchen. 5 inch plank solid oak flooring and tile throughout the entire home with Andersen windows (400 series) and Jeld-Wen doors. Spacious yard with irrigation to entertain guests for large gatherings. All mahogany decking throughout the farmers porch, sun deck and the outdoor shower complete this home to enjoy many Vineyard memories. Easy to show.

Listed by Dockside Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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12 Boldwater Road Edgartown MA

Edgartown, MA12 Boldwater Road

Price$8,750,000

Est. Mortgage: $/month

MLS Number 36993

  • Residential
  • Village South Shore
  • Square Feet 12800
  • Bedrooms 7
  • Bathroom 9

This unique and remarkable Martha's Vineyard retreat is one of the Island's finest private compounds, on 10 acres of beautifully landscaped and natural grounds. The home, designed by noted architecture firm Robert AM Stern, includes over 11,000 sq. ft. of exquisite and recently renovated living areas, sweeping decks, and porches. The expansive great room has 10 ft. windows and a fireplace up to the 20 ft. cathedral ceiling. Every interior space is appointed with the highest level of detail and craftsmanship. A curved staircase leads up to the private master suite, with a beautifully appointed cathedral ceiling bedroom, covered deck, and 2 full bathrooms with walk-in closets. There are an additional 6 bedrooms, with 5 full bathrooms and 3 half-baths in the main house. The large gourmet kitchen is exquisitely outfitted. The octagonal dining room has a fireplace, and provides a 270-degree view of the expansive rear gardens and pool. There is a library with fireplace, a private office with fireplace, large decks off the great room and dining room for outdoor entertaining and dining, and a grill area. The finished lower level includes a children's playroom, wine cellar, recreation area, laundry room, and storage closets. The heated garage accommodates 2 cars and storage. There is ample additional parking for guests. The lawn area features flower gardens, and further back, an organic vegetable garden, adjoining blueberry patch, and flower-cutting garden. The 20 ft. by 60 ft. pool and Jacuzzi are nestled between the main house and the pool house, which has an enclosed heated porch, gym, massage room, sauna, and full bathroom. The compound offers extraordinary privacy, bounded in back by a large forest preservation area, while located within a ten-minute drive to downtown Edgartown, the airport, and golf club. The Boldwater Association provides tennis courts, convenient private access to Edgartown Great Pond for small boating, and a private south shore beach.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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69 Kanomika Road Edgartown MA

Edgartown, MA69 Kanomika Road

Price$5,650,000

Est. Mortgage: $/month

MLS Number 36839

  • Residential
  • Village Katama
  • Square Feet 3958
  • Bedrooms 6
  • Bathroom 4

Edgartown Great Pond waterfront home with 6 bedrooms, 5.7 acres, over 400' of pond frontage, and boating access to the Atlantic barrier beach. Look no further than this beautiful home designed by Sherman & Associates if looking for a move-in ready option on the great pond. Set privately in Kanomika, a hidden enclave that occupies one of the few true peninsulas on Edgartown Great Pond, this property offers room for family and friends, with options available for pool and guest house. The interior features brilliant light and volume, with huge windows and high ceilings throughout. Fabulous views of the water from many rooms. All of the bedrooms and living spaces offer generous proportions. A brand new boardwalk out to the waterfront provides a sublime connection between the house, land, and water, and the experience of boating, paddleboarding, kayaking, swimming and beach-going on the pond to the Atlantic is second to none on Martha's Vineyard. Built in 2000 and enjoyed by one family for the past 20 years, this property is ready to help create your island memories.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

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