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Martha's Vineyard Homes with Guest House

View listings for homes with guest houses on Martha's Vineyard.

Martha's Vineyard Homes for Sale with a Guest House

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25 Vincent Road West Tisbury MA

West Tisbury, MA25 Vincent Road

Price$1,775,000

Est. Mortgage: $/month

MLS Number 37096

  • Residential
  • Square Feet 2820
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Nestled in the woods of West Tisbury and on the market for the first time since the early days of the island's settlement, this heritage Vincent family property is set in the heart of the island on a private drive just off the West Tisbury Road. Conveniently located just 5 minutes from both Alley's General Store and Tisbury Great Pond, this 4.56 acre estate features a newly renovated main house and guest cottage with manicured gardens, spaces for entertainment, and outdoor shower, nature trails, an abundance of wildlife and fields of wild blueberries. The outside space is private and secluded, surrounded by woodlands on all sides and abutted by Sheriff's Meadow Foundation conservation land to the south. The indoor spaces are bright and inviting, particularly in the main house where skylights, windows, wide plank wood flooring and open concept areas come together to create a cheerful space for an inclusive family environment. The newly renovated main house features a laundry mud room, a half bath, a great room with kitchen/ dining / living space, a large first floor master bedroom and bathroom with a two-person shower and a claw soaking tub, and two large second- floor bedrooms with a shared bath. The guest house features a great room as well, along with a bedroom and a newly renovated bath.

Listed by C McManus Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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21 Checamo Path West Tisbury MA

West Tisbury, MA21 Checamo Path

Price$1,350,000

Est. Mortgage: $/month

MLS Number 36997

  • Residential
  • Square Feet 3816
  • Bedrooms 5
  • Bathroom 3
  • Acreage 4.4

A HOME IN THE WOODS - You will enjoy abundant privacy at this large property with main house, guest house and large barn/shop building on 4.4 acres. The property abuts 365 acres of land owned by the town of West Tisbury that has miles of trails and connects to the state forest. Peace and quiet abounds at this oasis that provides the feeling of being in the country, while just ten minutes from all the down Island towns. The first floor of the main house has two living areas plus a sunken solarium. There is access to the large deck form one of the living rooms, as well as the first floor bedroom. There is a full bathroom on the first floor as well. The spacious and sunny kitchen is open to the dining area. On the second level there is a large open living area with steps up to the next level where you will find three large bedrooms, a full bathroom, as well as a laundry room. There is a wonderful third level loft living area that feels like a peaceful sanctuary with a private deck that looks out into the treetops. The charming guest house is 672 square feet and was built in 2015. It features a lovely covered front porch and fenced in back yard. It is set on the opposite side of the lot, allowing for privacy for both the main house and guest house. A 1,584 square foot outbuilding is currently being used as a wood shop, but could easily be converted into a barn or garage. There is also an open front structure that is currently being used to protect the owners boat and tractor. Bring your horses, home business or plans for upgrades - many possibilities exist here.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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
  • Square Feet 10398
  • Bedrooms 9
  • Bathroom 9
  • Half Bath 2

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: 2.96% last updated on Aug 13, 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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31 New York Avenue Oak Bluffs MA

Oak Bluffs, MA31 New York Avenue

Price$1,195,000

Est. Mortgage: $/month

MLS Number 37020

  • Residential
  • Square Feet 2390
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.1733

This East Chop home is a true example of New England's classic shingle style architecture. This 1920's Craftsman style home offers the charm and sophistication of its time with impeccably preserved wainscoting, a traditional foyer and high ceilings throughout the entire first floor. The sun-filled living and dining area share one side of the first floor and is a perfect space for entertaining especially around the beach stone fireplace. The kitchen is at the center of the home and, renovated in 2009, offers a warm and inviting space with top of the line appliances, concrete countertops, custom cabinetry and with many of the same aesthetics of wainscoting and high ceilings. This 4-br home has one bedroom on the first floor, plus a laundry room/office space, mudroom, with three more bedrooms on the second floor. The signature front porch overlooks thoughtfully planned perennial gardens, lawn space and mature plantings. There's also a 1-br guest house and it's equally charming! Built in 2013, its wood walls, high ceilings, concrete floor and en suite bedroom with balcony make this 720 sf dwelling perfect for family overflow, guests wanting privacy or can be used as an income-generating property. The fenced in yard is surrounded by tall privet hedge and offers a private, courtyard feeling among the gardens, dogwoods, and other mature plantings. There's a bluestone patio and firepit for summer and winter evening gatherings alike. Only a short walk to East Chop beach, harbor and downtown shops, this one set up for Vineyard living!

Listed by Tea Lane Associates

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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100 Watcha Club Road West Tisbury MA

West Tisbury, MA100 Watcha Club Road

Price$8,500,000

Est. Mortgage: $/month

MLS Number 36565

  • Residential
  • Square Feet 4380
  • Bedrooms 8
  • Bathroom 5
  • Half Bath 1

WATERFRONT ESTATE ON THE SOUTH SHORE. With over 12 acres of land and a large parcel of conservation land directly to the north, this property offers the ultimate in seclusion. There are stunning first floor water views of Watcha Pond and the Atlantic Ocean from the main house and the guesthouse also enjoys water views of Watcha Pond. The 4 members of the Watcha Club Road Association are part owners of a private beach on the Atlantic Ocean half a mile away which you may reach via a quiet dirt road, or simply by traveling the two- tenths of a mile across the pond to the barrier beach from the boat landing at either the main house or guesthouse. Owners also have deeded access to an additional 500+ ft of sandy ocean beach adjoining the east end of the association beach. Ancient moss-covered paths wind their way from both properties down to the pond. The 4-bedroom, 3,000+sq. ft. main house built in 1982 may be used while a future owner designs a new home that takes full advantage of the stunning setting. These cleared views would not be possible if this were an undeveloped building site. The 1,100-sq. ft. guesthouse with 3 bedrooms was designed by architect Joseph Dick and completed in 2013. It has been lightly used and feels brand new. NOTE: A subdivision plan has been drafted and sellers would consider selling the main house on 7.15 acres (guest house would be permitted).

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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
  • Square Feet 2016
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.6322

Do not miss out on this LOWEST PRICED NEW CONSTRUCTION ON THE VINEYARD. Located in beautiful Vineyard Hills Association with deeded Lagoon beach access 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 and full size swimming pool. The property has a 6 bedroom septic system . 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. 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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
  • Square Feet 3958
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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26 Louis Field Road Edgartown MA

Edgartown, MA26 Louis Field Road

Price$1,900,000

Est. Mortgage: $/month

MLS Number 36958

  • Residential
  • Square Feet 900
  • Bedrooms 1
  • Bathroom 2
  • Acreage 2.6

OVERLOOKING BUCOLIC SWEETENED WATER FARM, EDG. - A 2.6 Acre Lot has an existing private 900 sq. ft. luxury Guest House with air conditioning, heat , a fireplace and a separate Home Office in the finished lower level for year-round living. Then you build your 5 bedroom Main House on the last of the pasture lots in this planned farm community with views of scenic open meadows and horses grazing. Located off the paved bike path that leads to to Edgartown downtown and Morning Glory Farm. Fully landscaped yard with garage and two separate driveways for the Guest House and Main House. * Furnishings available for a quick Closing !

Listed by Suzanne Lanzone & Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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34 Bijahs Way Chilmark MA

Chilmark, MA34 Bijahs Way

Price$1,049,000

Est. Mortgage: $/month

MLS Number 36934

  • Residential
  • Square Feet 2293
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Well designed for low maintenance this 4 bedroom home located off Tea Lane in Chilmark has plenty to offer. With over 4 acres and access from 2 different roads a guest house could be added with it's own entrance for total privacy. The open kitchen living floor plan with sliders to a large 25 ft deck offers great entertaining space. Built in bookcases and window seat add to the charm of the room and tie in nicely with the hardwood floors. The kitchen has nice lighting with a lot of counter space and large pantry. There are 2 floors of outside decks overlooking the garden area and the walkout basement adds additional living space or studio. Spacious entryway leads to first floor master bedroom with private bath and 2 additional bedrooms that share a bath. This home is in excellent condition and ready for immediate enjoyment. Many possibilities on this 4+ acre Lot! Easy to show!

Listed by Carroll & Vincent R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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71 Davis Lane, 14 Pent Lane, 7 Peases Point Way Edgartown MA

MLS Number 36792

  • Residential
  • Square Feet 8935
  • Bedrooms 13
  • Bathroom 9
  • Half Bath 3

Edgartown Village Compound. Rare opportunity to own an exceptional, one-of-a-kind, family compound in the heart of Downtown Edgartown. Comprised of three distinct properties, located on Davis Lane, Pease's Point Way and Pent Lane, this sprawling estate sits on roughly .87 acres, and encompasses over 8,500 square feet of interior living space that includes the historic 6-bedroom main residence, an elegant 4-bedroom residence along with a guest house, and a charming 3-bedroom cottage. The three properties, each with its own private street access, are perfectly positioned to create this remarkable compound, with abutting property lines that border an expansive yard complete with pristine lawns and mature landscaping. Enjoy your own unparalleled private oasis in one of the most coveted neighborhoods in the village, within close proximity to downtown shops and restaurants, Edgartown Harbor and some of the Vineyard's best beaches. This is one of very few properties with contiguous parcels available in Downtown Edgartown, and this newly created offering represents a unique opportunity for a buyer to fully realize their own vision of the perfect family compound to be enjoyed over generations. With the capacity for expansion, using existing structures as well as the adjacent open land, the possibilities are endless. It's important to disclose that the seller is an Estate and in Massachusetts any contract will reflect "Estate Rules". Please inquire for greater detail if needed.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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138 & 138B State Road Chilmark MA

Chilmark, MA138 & 138B State Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 36861

  • Residential
  • Square Feet 2558
  • Bedrooms 5
  • Bathroom 4
  • Acreage 4

This is an amazing Chilmark waterfront property that sits between Stonewall and Nashaquitsa ponds just past Hariffs Bridge. A 3 bedroom main house and 2 bedroom guest house occupy 4 acres of private natural land, and include access to Stonewall pond and Stonewall beach. The "Lenom" property has been in the same family since the 1970's and is being offered for the first time in over 50 years. The year-round main home has been lovingly maintained over the years and AC was added in 2017, the whole house interior was painted in 2020 which has transformed the space and emphasizes the cathedral height living room and the impressive central stone fireplace. Glass doors and three large picture windows surround the dining area to maximize the water views and summer indoor/outdoor living and entertaining. There's also a lovely patio directly off from the dining area to enjoy the outdoor space. The open kitchen has views over to 'Quitsa pond and was fully renovated in 2013 and painted in 2020. Upstairs there's a loft/TV space and also a great viewing roof deck to enjoy sunrises and sunsets and 360 degree water views all day long. The master bedroom is nicely separated from the other 2 guest bedrooms and there are three bathrooms in total, plus an outdoor shower. The guest cottage was converted from the original boathouse to a comfy one bed plus loft bedroom escape right at the water's edge. The upstairs living room with deck that overlooks the pond, bathroom, (with a second water view outdoor shower), and compact open kitchen/dining make this a great space for extra guests or extended family to stay. A new 2 bed septic has been designed and approved for this building. The property has been a popular rental with many repeat families enjoying the homes for generations.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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129 Great Plains Road West Tisbury MA

MLS Number 36829

  • Residential
  • Square Feet 778
  • Bedrooms 2
  • Bathroom 1
  • Acreage 2.914

Peaceful moments and tranquility await you. A charming farm house style cottage tucked away behind rambling stone walls and mature pines sits on a large plot of land rarely available today. This very private property is located on a 2.9 acre wooded lot offering plenty of space for expansion. Additional structures and additions to the existing 2 bedroom cottage are permitted according to standard town regulations. (A guest house is not allowed). More than 3,000 acres of close by state forest and conservation land excellent for biking and walking assure permanent protection from future surrounding development. Eligible for membership in neighborhood road association pool and tennis court facilities. Bring your own ideas and dreams and take this property to its highest potential.

Listed by Downey Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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88 North Water Street Edgartown MA

Edgartown, MA88 North Water Street

Price$6,450,000

Est. Mortgage: $/month

MLS Number 36728

  • Residential
  • Square Feet 5022
  • Bedrooms 7
  • Bathroom 5
  • Half Bath 1

This classic captain's home lies in the middle of historic North Water Street and offers terrific views of Edgartown Harbor. The stately 1850's residence with its tall ceilings, grand staircase and many fireplaces have retained most of its original character. The ground floor offers gracious living areas and a kitchen with large bay window facing the rear yard while the 2nd floor offers 6 bedrooms. There are steps to the 3rd floor attic and the rooftop windows walk offering views from one of the highest points in town. There is a large rear yard with ample room for a pool if desired and a two bedroom guest house with living room and shared bath. A must see if desiring a fine in town Edgartown water view property.

Listed by Landvest MV

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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191 Katama Road Edgartown MA

Edgartown, MA191 Katama Road

Price$10,900,000

Est. Mortgage: $/month

MLS Number 36600

  • Residential
  • Square Feet 1632
  • Bedrooms 3
  • Bathroom 2
  • Acreage 5.89

Exciting Opportunity on Edgartown Harbor - A front-row seat from where to enjoy breathtaking and active waterviews out the inner harbor and down the bay. Ideally suited for those that wish to be within close proximity to all the Village offers. With 154' of sandy shoreline and a beach-side “boathouse” that awaits your imagination, this 5.8 acre property is one to explore. Renovate the existing 1970's contemporary or re-site for more options. The over-sized parcel allows for the addition of a guest house, pool and other accessory structures or the potential to develop a future multi-generational compound.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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52 Mill House Way Vineyard Haven MA

Vineyard Haven, MA52 Mill House Way

Price$11,500,000

Est. Mortgage: $/month

MLS Number 36702

  • Residential
  • Square Feet 7101
  • Bedrooms 6
  • Bathroom 6
  • Half Bath 2

This gracious, impeccably detailed, three-story air conditioned home with guest house and garage overlooks Vineyard Haven harbor towards the East Chop lighthouse, steps away from its own sandy beach and an easy stroll to downtown Vineyard Haven. Thoughtfully sited and designed, the 5,787- sf house on 1.55 acres includes four bedrooms, an expansive living and dining room, and multiple porches with spectacular water views. A graceful gambrel designed house was built in 2004 which incorporates an abundance of windows, red cedar shingles, and copper gutters. The first floor boasts an open living room with a dramatic fieldstone fireplace and a wall of French doors with views of the harbor. The gourmet kitchen adjoins a screened in porch for that perfect sunset dinner. Enjoy multiple outside sitting areas including a porch, another screened in porch and an outside kitchen and dining table on a sunny bluestone terrace. The second floor has a breathtaking master suite with an enviable master bathroom. Completing the second floor are three more bedrooms en suite and two sitting rooms. A third floor with large open spaces and sweeping views, especially from the widow's walk, will entice you for that afternoon read. Additional amenities include a full walkout basement with wet bar, an exercise room, a media room, plus a state of the art wine cellar and an elevator. This is a very special offering!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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9 Peases Point Road Edgartown MA

Edgartown, MA9 Peases Point Road

Price$2,385,000

Est. Mortgage: $/month

MLS Number 36506

  • Residential
  • Square Feet 4133
  • Bedrooms 5
  • Bathroom 6
  • Acreage 0.75

Welcome to this Edgartown Family Compound which features a spacious colonial that was designed with an open floor plan for easy island living. The living room, with a gas fireplace, dining area and large gourmet kitchen lends itself to comfortable entertaining. The kitchen features expansive granite countertops, double ovens, a gas stove top, trash compactor and an additional sitting nook. The great room area leads to an outdoor deck for gathering and grilling. The spacious bedrooms and finished third floor bonus area provides ample sleeping space and areas to gather. The two bedroom guest house which was built in 2006 features a front farmers porch, an additional covered porch off the great room and a lower level blue stone patio for dining and grilling. This property is located close to Katama General Store, Edgartown Village and South Beach. Come experience all that this family compound has to offer.

Listed by Vineyard Village Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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41 Road to the Plains Edgartown MA

Edgartown, MA41 Road to the Plains

Price$1,400,000

Est. Mortgage: $/month

MLS Number 36495

  • Residential
  • Square Feet 1800
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.97

Located in sought-after Katama, this inviting and sun filled four-bedroom, two full bath home is uniquely positioned on nearly 1-acre set well back from the main road. The first floor features an open kitchen with recently updated appliances and windows that let the natural light stream in, a wood-burning fireplace living room, a family room, and an office. Adjacent to the living room, with access from 2 sets of French doors, is the large, wraparound deck overlooking the private yard. The second floor offers four bedrooms, including a spacious master bedroom. Once connected to town water and sewer, the Board of Health will allow up to 7-bedrooms and potentially a guest house with special permit. Minutes to South Beach, Edgartown's shopping, and restaurants, this home is perfectly located for convenience and privacy. More photos coming soon!

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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66,57,59 Jernegan Pond Road Edgartown MA

MLS Number 36329

  • Residential
  • Square Feet 1680
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

Terrific Edgartown location abutting acres of Sherriff's Meadow conservation land. A combined parcel totaling 1.77 gently sloping acres upon which is a charming 3 bedroom 2 1/2 bath home. With Town approvals, and septic upgrades, there is ample room for a 1 bedroom guest house. Just off the West Tisbury Road, near Morning Glory Farm, the bike path, and with easy access to Downtown and South Beach, this property is tucked away in a private, park like setting. Easy to show. Exclusive.

Listed by Match Point Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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16 Witchwood Lane Edgartown MA

Edgartown, MA16 Witchwood Lane

Price$3,995,000

Est. Mortgage: $/month

MLS Number 36125

  • Residential
  • Square Feet 4724
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 2

Katama with deepwater dock slip - Five bedroom Katama house with swimming pool and a slip on a deepwater dock. This property in the distinguished Witchwood neighborhood is nestled on 3.5 acres and is set back from the road for ultimate privacy. The large stately home awaits your updates or can be lived in its current well-maintained condition. There are multiple living spaces both formal and casual. On the first level there is a large master bedroom en suite; a large living room with double-sided wood-burning fieldstone fireplace; a formal dining room; and a casual dining area with open kitchen. The second level has 2 bedroom en suites along with 2 more bedrooms that share a full bath. To complete this offering there is an attached 3-car garage, gunite pool, and a large deck for outdoor dining and relaxation amidst the mature plantings. A guest house is permitted. Enjoy the amenities of the Witchwood Association which include the use of 2 tennis courts and an assigned slip on the deep-water pier that accommodates boats up to 35'. House can be occupied right away.

Listed by Wallace & Co. Sotheby's

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%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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, 30, 31 Tower Lane Chilmark MA

Chilmark, MA27, 30, 31 Tower Lane

Price$2,950,000

Est. Mortgage: $/month

MLS Number 35757

  • Residential
  • Square Feet 4967
  • Bedrooms 6
  • Bathroom 3
  • Acreage 63.3

Over 63 acres in Chilmark. As you turn off of Middle Road you are met by a cobblestone driveway that leads you through 7+acres of conservation land and up to the towering Carriage House archway that is the entryway to this majestic property. Emerging through the archway you are greeted by a unique assemblage of structures including the contemporary main house, guest house, and studio. These are surrounded by old stonewalls and newer detailed stonework that creates a harmonious balance between old farmland and new modern design. The Main House contains 4-bedrooms, large open living space and a rooftop deck. The nearby Guest House with 2-bedrooms and full kitchen overlooks raised bed gardens and rolling hills. Also located on the property is another 2-bedroom cottage with a full kitchen and an unfinished pool with pool house. On the far side of the property is over 45 acres of conservation land including portions of the Tiasquam River, all creating the utmost in privacy. There is potential to build one more single-family home on a portion of the property, or simply update the existing structures and enjoy the pristine land that surrounds you. The options for this property are many and varied.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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 Vickers Street Edgartown MA

Edgartown, MA7 Vickers Street

Price$1,250,000

Est. Mortgage: $/month

MLS Number 35710

  • Residential
  • Square Feet 1768
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.54

A classic Katama beach house in an excellent location just a mile and a half from the beach and the Village… The Gambrel Cape has a spacious and open kitchen and dining area with a cozy fireplace. The living room is adjacent to the dining room and offers privacy for reading or television viewing. A bedroom and full bath complete the first floor. Two, very large bedrooms with a full bath occupy the second story. There are the required deck and patio for summer lounging and grilling and an outdoor shower. The back yard is private and surprisingly large with an in-ground pool and storage shed and plenty of room for lawn games. Town sewer connection is available and would allow for future expansion to 6 bedrooms, a detached carriage or guest house with proper permitting - lots of options and potential!

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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 Jethro Lane Chilmark MA

Chilmark, MA8 Jethro Lane

Price$15,000,000

Est. Mortgage: $/month

MLS Number 35593

  • Residential
  • Square Feet 7000
  • Bedrooms 7
  • Bathroom 6
  • Half Bath 1

Stunning Chilmark north shore 4 acre waterfront paradise with wonderful sunsets and unique privacy nestled between a large wooded hill and a 200 acre private estate. The 5 bedroom 4 1/2 bath TWO kitchen main house and 2 bedroom (with 2 dormers) 2 bath guest house enjoy dramatic views of the Elizabeth Islands from the Gay Head Lighthouse to Woods Hole from every room. The property is beautifully manicured with an enchanting contour stretching to the bluff overlooking a dreamy private cove and sandy beach. Four cleared acres are very rare on the heavily wooded north shore. Waterfront values on the rugged, elevated and protected Vineyard north shore are attracting more interest after Hurricane Sandy damaged the low elevation fragile south shore NY, NJ and New England coast line. The property is in the highly desirable 335 acre Spring Point community with 38 home sites with 135 acres of common land, 3/4 mile of private beach, 2 tennis courts and endless dirt roads and trails.

Listed by Tea Lane Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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16 Meshacket Road Edgartown MA

Edgartown, MA16 Meshacket Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 35586

  • Residential
  • Square Feet 3002
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Unique, Expansive 3000 sq. ft. home remodeled in 2014, has a solar heated in-ground pool, 1000 sq. ft. heated free standing building, a 3 bay garage that has an unfinished attic and solar panels galore. Perfect for any on-site business...Music/Recording Studio, Yoga Studio, wood working workshop, writers or dancer studio , home office. Come take a look and use your imagination. Make this your Edgartown Compound by connecting to town sewer that allows up to 6 bedrooms and converting one of the accessory structures into your guest house. Kitchen is finished with exposed reclaimed beams in the cathedral ceiling, "wormy" chestnut flooring, walnut counter top and outfitted with TWO "Viking" brand appliances, one a commercial gas range and the other an indoor BBQ! Please read further interior description below. The 3/4 acre lot adjoins Edgartown Water district land so there are no neighbors behind, providing serene privacy. Close to the village and easy, quick access to South Beach. Connection to town sewer (buyer responsibility) will allow for up to 6 bedrooms on the property!

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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252 Middle Road Chilmark MA

Chilmark, MA252 Middle Road

Price$1,060,000

Est. Mortgage: $/month

MLS Number 35294

  • Residential
  • Square Feet 2106
  • Bedrooms 4
  • Bathroom 3
  • Acreage 1.3

House and guest house on a hilltop sanctuary. The mid-century modern main house designed by Ronald Gourley offers open-living space with a glorious wall of windows that bring in dramatic light throughout the day. Main house has a first floor en suite master with private office space. Two upstairs bedrooms are connected by a loft hallway. The one-bedroom guest cottage is privately tucked away down the hill. Both houses offer expansive decks and outdoor showers. The large lower yard is hidden from the main road and surrounded by stone walls. Mature landscaping offers privacy and solitude.

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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 Eastville Avenue Oak Bluffs MA

Oak Bluffs, MA10 Eastville Avenue

Price$1,149,000

Est. Mortgage: $/month

MLS Number 34837

  • Residential
  • Square Feet 1966
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

Walk to Town from this lovely 'Like new' four bedroom Home, with 2 Master Bedroom Suites (6 Bedroom Septic System) on an oversized 15,000 sq.ft. lot. Main living level has an open floor plan with clearly defined spaces. Living room has an Aspen Fieldstone clad fireplace, Bluestone hearth, crown molding, custom cabinetry for audio/visual equipment, recessed downlighters and beautiful rustic American Cherry floors that only get better with age. Breakfast area adjacent to the Kitchen leads directly to mahogany deck. Kitchen cabinets are a lovely Caramel Colored Maple with Giallo granite counter tops. The matching island provides great additional space to work on, or to sit at to keep the chef company. Kitchen leads to a separate dining room with built-in mirror feature and rustic cherry floors. Half bath w/travertine tiles, wainscoting and laundry. Also direct access to a one car garage with an automatic garage door opener. Second floor has two Master Bedrooms each with an ensuite. Two additional guest bedrooms share a guest bathroom. Each bathroom has travertine flooring, custom tiled baths/shower and granite counters. Berber carpet provides a soft touch in each bedroom, along with ceiling fans and recessed downlighters. Propane forced Central Air and Heat throughout. Basement is framed to accommodate two more bedrooms and a bathroom. Egress windows are already place for safety and additional light and ventilation! Town approval required in order to complete. Guest house potential when owner complies with town requirements. Asphalt driveway. Irrigation system around perimeter of house. Mahogany clad outdoor shower! Minutes to Eastville Beach, Oak Bluffs Harbor, the Ferry, Hospital and downtown restaurants and activities. Contents available for purchase separately. Room for a POOL! Easy to show.

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 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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