Martha's Vineyard Homes with Virtual Tours

Scroll down to find all homes featuring virtual tours on Martha's Vineyard. Select the "Virtual Tour" button below a listing to view the tour. You may find some listings with virtual tours coming soon.

Martha's Vineyard Homes for Sale with Virtual Tours

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Aquinnah | Chilmark | Edgartown | Oak Bluffs | Vineyard Haven | West Tisbury

45 Winter Street

Edgartown, MA45 Winter Street

Price$5,500,000

Est. Mortgage: $/month

MLS ID 38091

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 4.5
  • Acreage 0.1554

Historic 1870's house with a modern feel! This house is located in the heart of Edgartown on Winter Street. A backyard with brick patio, gardens and mature landscape and hedges will give you a sense of privacy from the downtown atmosphere. This tastefully designed house by architect Patrick Ahearn has a very open and inviting floor plan, and a kitchen and dining area with bay windows. Beautiful wood flooring throughout and appealingly styled bathrooms make this home an all-around beauty. Upper and lower decks add a nice touch for the summer months and an intricately crafted stone fireplace by Lew French, is perfect for winter. This property also features a two car garage with apartment above. It has a brick parking area for off-street parking, accessible from N. Summer Street. A must see! Virtual tour video: https://vimeo.com/545570873/d873f02ad7

Listed by Paul Pertile of Match Point Properties

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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Sachem Circle

West Tisbury, MA0 Sachem Circle

Price$899,000

Est. Mortgage: $/month

MLS ID 38090

  • Land
  • Mls Status Active
  • Acreage 1.4

This beautiful, sun-filled shovel-ready property is located in the charming, peaceful Longview Road Association. It is minutes from the gorgeous & iconic Lambert's Cove Beach, that is exclusively for West Tisbury residents only. Owners also enjoy access to the South Shore Long Point Wildlife Refuge and beach. Conveniently located, a short distance to both West Tisbury Center & Vineyard Haven. It is a short trip to Alleys, 7A, the West Tisbury Library and to all that Vineyard Haven has to offer, including shops, restaurants, golf courses and more. The well-maintained, paved roads in Longview Association make travel so much easier. This is an Association with high-value properties that are discreetly sited for enhanced privacy and consideration of the natural beauty of the surroundings. The lot is permitted & approved for a three-bedroom single-family home (not included in list price). Build the home of your dreams or have your own builder construct the home pictured in the renderings (coming soon). New Owner will be given working drawings for the home featured. The build site has engineering and staking complete; well, septic, electric & cable are on site. In addition, there is no need for the NHESPA study. *See "Comments" for further information. Enjoy the wonderful aerial video tour by going to: https://youtu.be/Qsh6peHVyCQ (type or copy/paste this into the browser).

Listed by Kendrick Real Estate

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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170 Waldrons Bottom Road

MLS ID 38052

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 3

GET READY FOR SUMMER! A premier beach house location awaits you. Within minutes, you will be at the summer entrance gate to Long Point Beach – a Trustees of Reservations property with spectacular surf beach, fresh and salt-water ponds, and hundreds of acres of conservation land. Or, if you would like a change of beach scenery, you also have access to Lamberts Cove Beach. This contemporary beach house is situated on 3 secluded wooded acres, with plenty of room for expansion. The dramatic vaulted ceiling grand room with kitchen, living, and dining space, is the focal point of this unique home and a place for all to convene. The primary wing with a cathedral ceiling bedroom, full bath, and outdoor shower was cleverly designed for privacy and has direct access to the screened porch and sliders to the deck for outdoor enjoyment. The guest wing, located on the opposite side of the home, offers 2 bedrooms and a shared full bath. There are 5 sets of sliders in the great room that lead to the deck and second outdoor shower. A new roof and HVAC system were just installed. With no rentals in place for the season, this property is ready for you to move in and enjoy the ultimate in easy Vineyard living!

Listed by Stephanie Roache of Donnelly + Co

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Pine Hill Road

West Tisbury, MA15 Pine Hill Road

Price$1,400,000

Est. Mortgage: $/month

MLS ID 38036

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 2.5
  • Acreage 2

A charming post-and-beam home directly across from Nats Farm on County Road in West Tisbury. This immaculately-kept home has 5 bedrooms and the open floor plan is ideal for entertaining friends and family. With its beautiful fir floors and oak beams the home has a warm and welcoming feel. The large living room spills out onto over 600 feet of wood deck which in turn looks out onto a spacious backyard. There is a master bedroom suite located on the first floor. One of the first floor bedrooms is currently being used as a large office. There are three bedrooms upstairs. The location is ideal - a short distance to Alley's and 7A and easy proximity to both north and south shore beaches such as Lambert's Cove and Long Point. Note: Seller can close soon but requires possession of premises through July. Note: Nat's Farm across the road is a 56-acre expanse of field, meadow, oak woods and pasture that is a gateway to the 5,300-acre State Forest and its many miles of trails for hiking, trail biking, mountain biking, cross-country skiing, horseback riding, and hunting.

Listed by Mark Jenkins of Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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312 East Chop Drive

Oak Bluffs, MA312 East Chop Drive

Price$1,695,000

Est. Mortgage: $/month

MLS ID 37959

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.2502

"The Doll House" is an iconic home on East Chop Drive with waterfront on Crystal Lake and views of Vineyard Sound. Once a quaint fishing cottage, this home has been carefully renovated and meticulously maintained over the years. With nearly 150 feet of waterfront on Crystal Lake, you can enjoy swimming, kayaking or paddling from your backyard. The main house features a comfortable sunporch, open living room with a stone fireplace, a sun filled master bedroom with waterviews, updated cook's kitchen and dining room both featuring stunning brick floors. French doors in the kitchen open to a spacious yard for outdoor entertaining and a charming "boathouse" that has been converted to a dining area. A modern spiral staircase takes you to an expansive rooftop deck where you can spend the day bathing in the sun and watching the Ferry boats come and go. A delightful guest cottage offers 2 additional guest bedrooms with high ceilings and a full bath. Other amenities include a private outdoor shower and a one-car garage with an attached artist studio. This wonderful location is also an easy bike ride to the East Chop tennis, beach and yacht clubs and to both downtown Oak Bluffs and Vineyard Haven. Truly a magical island home.

Listed by Alyssa Halisky of Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Tower Ridge Road

Oak Bluffs, MA17 Tower Ridge Road

Price$1,350,000

Est. Mortgage: $/month

Pending

MLS ID 38046

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 2.5
  • Acreage 0.7617

This gorgeous fully renovated cape in Tower Ridge has so much to offer! From the moment one steps in the door of this property, everything feels just right. The home has a beautifully open floor plan, with a central island kitchen with updated appliances and quartz counters. One side of the kitchen leads first to an open dining area, and onward to cozy seating/tv space. There is a primary bedroom suite on the first floor with a beautiful private bathroom. The first level also includes a second sitting room, mud room with laundry and a two car attached garage. Upstairs are two generously sized bedrooms that share the second full bathroom. The full basement is unfinished but excellent for storage. Above the garage is another ~400 sf that may be finished with permitting from the town. Outdoors there are comfortable front and back yards, a back deck and outdoor shower. Overall this is a superb offering that is well-suited for both year-round and seasonal use. The location is convenient to Farm Neck Golf Club and downtown Oak Bluffs, yet still private and quiet on nearly 3/4 of an acre. Furnishings are negotiable.

Listed by Peyton Wallace of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Tower Lane

Chilmark, MA31 Tower Lane

Price$7,100,000

Est. Mortgage: $/month

MLS ID 37882

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 5.5
  • Acreage 3.7

An exceptional new 5-bedroom and 5.5-bath single-story modern style farmhouse nestled among 55 acres of conservation area in Chilmark. Generously entertain family and guests in the open kitchen/family floor plan with 10’-foot ceilings. Designed with entertaining and relaxation in mind, this beautiful timeless design offers expansive views that immediately connects you with nature in a private setting. The artfully designed landscape will feature custom planters, a lively outdoor grill kitchen and pool overlooking views of the Conservation Area beyond. Places like landscapes to experience and inhabit; to welcome guests and feel welcomed ourselves in beautiful, comfortable outdoor surroundings. Tower Farm Chilmark invites the senses to a realm of well-being and pleasurability. [Construction to begin 2021]

Listed by Thomas C. Wallace of Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Commonwealth Avenue
Pending

MLS ID 35773

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathrooms 2

Exceptional cottage offering with three distinct outside seating areas! This vintage home boasts stylish renovations with economical systems and charming details. Expanding over a large corner lot, this "Three in One" cottage property is remarkable inside and out. Six heat/ac mini splits and two propane heaters allow for comfort in every room. The picket fenced front yard delights with perennial gardens, an arbor and al fresco dining patio. Balanced with an impressive and useful stone and brick back patio, complete with lounge area, an outdoor shower, storage shed and on site parking for multiple vehicles. Pull up a rocker on the raised front porch before you enter into the parlor with a pellet "wood" stove in the beach stone fireplace and front stairs up. First floor layout is styled with gatherings in mind. Additional den with pocket doors, cook's kitchen, dining, pantry, laundry, a terrific wet bar and full bathroom - all flowing from front to back beautifully. With two staircases leading up, the second floor has four charming bedrooms all with peaked ceilings, one with a front balcony. An office with a rear balcony, a full bathroom plus custom crafted storage and closets add practical features. Superbly planned - in a beloved community setting near beaches, harbor, ferries and all that is whimsical Oak Bluffs village!

Listed by Helena Kirschenbaum of RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Pierce Lane

Edgartown, MA27 Pierce Lane

Price$7,400,000

Est. Mortgage: $/month

MLS ID 37492

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathrooms 4.5
  • Acreage 0.2699

Own a piece of island history with this exquisitely restored 1830’s house which was owned and built by Doctor John Pierce. Stand out on Pierce Lane! This desirable location is within walking distance to downtown Edgartown and sits on a .27 acre lot. The property features ample parking, a single-bay two car garage, beautiful pool with pool house and professionally landscaped yard with patio that overlooks Sheriff's Meadow. Three porches and a spacious sunroom add a nice touch to this home for the summer months and three fireplaces make it ideal for the winter. As you walk through this stately historic house with 3,910 square feet of living space, you will find beautiful hardwood floors, generously sized rooms and a full, very clean brick basement with interior access. Tastefully designed throughout, from top to bottom this home has been preserved in the 1830’s time period with fine craftsmanship and attention to detail. Easy to show. Virtual tour: https://vimeo.com/525761840/a0abe891d4

Listed by Paul Pertile of Match Point Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4 Cottle Lane

Edgartown, MA4 Cottle Lane

Price$4,195,000

Est. Mortgage: $/month

MLS ID 37935

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathrooms 4.5
  • Acreage 0.23

Stunning gut-renovated historic home in the heart of downtown Edgartown! Completely re-imagined to meet modern tastes and comforts, this beautiful brand new home provides welcome respite from the hustle and bustle. With views of the Dr. Daniel Fisher house and gardens, this property has so many rare elements. Architecturally balanced and blended between old and new by Sasha Robinson-White, the residence was rebuilt from top to bottom to an exceptionally high level. The exterior, which includes much of the original ca. 1862 structure, strikes all the right notes for downtown Edgartown, and now includes all new windows, brand new roof and clapboard siding, and over 3,000 square feet of decks on two levels. The interior features traditional elements like a jaw-dropping coffered great room, knotty whitewashed oak floors, a front parlor, butler’s pantry and more. The home also incorporates modern aspects where desired, exemplified by a state of the art kitchen with extensive cabinetry, Wolf and Sub-Zero appliances, and quartz countertops. All four and one half bathrooms offer spa-like experiences, featuring the finest choices in tile and fixtures. Five bedrooms are spread through both levels of the house, with a large den and office providing bonus living areas. Overall, the home is exceptionally bright, airy, and inviting - just the perfect option for in-town living. The oversize lot offers plenty of room to spread out to ample lawn or garden areas.

Listed by Peyton Wallace of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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"Based on information submitted to MA_LINKMV as of May 16, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or MA_LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing."