Edgartown Homes with Virtual Tours

Scroll down to find all homes featuring virtual tours in Edgartown 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. View all Edgartown MA real estate here.

Edgartown Homes for Sale with Virtual Tours

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8 Tuthill Lane and 27 Braleys Way

MLS ID 36831

  • Residential
  • Mls Status Active
  • Village Downtown
  • Bedrooms 9
  • Bathrooms 10

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 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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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.

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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

$
$
%
$/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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22 Edgartown Bay Road

Edgartown, MA22 Edgartown Bay Road

Price$5,295,000

Est. Mortgage: $/month

Active With Contract

MLS ID 37839

  • Residential
  • Village Katama
  • Bedrooms 4
  • Bathrooms 5
  • Acreage 1.6

EDGARTOWN BAY ROAD COMPOUND Find your sanctuary, in this expertly renovated home. This idyllic property rests on 1.6 private acres with an exceptional setting abutting Sheriff's Meadow Huckleberry Barrens property. Tucked away behind mature landscaping, the private shell driveway leads you to a luxury Island retreat with designer touches throughout. An open floor plan offers a relaxed flow between living, dining and kitchen areas. Ready to entertain friends and family, the first floor also includes a formal dining room and full bath. Doors lead to bright and airy solarium where you can swim year-round in the indoor lap pool. Another full bath leads to deck with an outdoor shower. The main house boasts 4 bedrooms including an en-suite master bedroom with Juliette balcony on second floor with three more bedrooms and fourth full bath also on second floor. There is an additional 1,440 square feet of living space above the three-car garage which includes a ground level home office/den area with private entrance. On the second level, you will find a bright open living space featuring high ceilings - Great for game room and/or overflow of guests. Full bath and potential for full kitchen. This private and spacious location is ideal to South Beach and bike paths. Rarely do offerings of this caliber become available in the exclusive Edgartown Bay Road area of Katama.

Listed by Trish Lyman of Point B Realty LLC

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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 West Tisbury Road

Edgartown, MA31 West Tisbury Road

Price$4,495,000

Est. Mortgage: $/month

MLS ID 37833

  • Residential
  • Mls Status Active
  • Village Downtown
  • Bedrooms 5
  • Bathrooms 6

GRAND EDGARTOWN VILLAGE RETREAT WITH POOL - BEING OFFERED TURNKEY! This grand colonial-style retreat in Edgartown Village features indoor-outdoor options that take al fresco living to the next level. Imagine starting your day with breakfast on the screened porch and then entertaining family and friends for dinner in your private open air living/dining area with pergola, outdoor fireplace and a gorgeous 20x30-foot gunite pool. This gracious colonial-style home features an open-designed floor plan anchored by a spacious Living Room with wood-burning fireplace and three sets of French doors that open out to the pool area and screened porch. There are two dining areas to accommodate casual and formal occasions or to accommodate larger dinner parties for 20 persons. The beautifully outfitted Chef’s Kitchen features high-end commercial appliances (SubZero®, Wolf® and Bosch®) a center prep island/breakfast bar and gorgeous quartz countertops. A Study/Office is located off the main living area offering a quiet place to read, watch television or work from home. The home features a total of five bedrooms including two, first-floor bedrooms suites plus three, second-floor bedrooms, each with en suite bath. To round out this attractive village compound, there is a detached Carriage House with a two-car garage and a 387-sf second-floor Bonus Room with half bath. This beautifully appointed in-town home is an idyllic retreat for gathering family and friends -- and it's conveniently located within walking distance to Edgartown Village -- and also within close proximity to beaches, the bicycle path and more. The property also boasts an impressive rental history, with $200,000++ in annual income. This property is being offered with RENTAL INCOME IN PLACE for 2021 -- plus furnishings and contents are included for a perfect TURNKEY PURCHASE OPPORTUNITY!

Listed by Wendy Harman of Point B Realty LLC

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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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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

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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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56 North Summer Street

Edgartown, MA56 North Summer Street

Price$3,986,000

Est. Mortgage: $/month

Pending

MLS ID 37945

  • Residential
  • Mls Status Pending
  • Bedrooms 3
  • Bathrooms 3.5
  • Acreage 0.2355

CHARMING VINTAGE GREEK REVIVAL IN THE HEART OF EDGARTOWN – This expanded and updated vintage home located 1 1/2 blocks from Main Street offers an opportunity for someone to create their own oasis in the center of town. If you enjoy plying the waters of the Vineyard Sound, the Edgartown Harbor sits just two blocks away. With ample parking and a three-car garage, entertaining or heading into town for dinner, or shopping is a breeze. Carry on the tradition of greeting passersby while enjoying your morning coffee on the front patio. The beautiful sounds of song and church bells add to the charm of this in-town retreat. Currently arranged as a three-bedroom, with an ensuite Master bedroom and two guest rooms, the first level of the more recent addition could easily be transformed into a first-floor ensuite Master. The property has been well-loved and cared for — from the beautiful gardens that grace the entry to the stately trees, fenced-in, manicured yard, and large stone patio, the pride of ownership is apparent. This home is made for entertaining! Use your imagination for the additional 500 Sq. Ft. tucked away on the third floor with a ½ bath — reading nook, playroom or art studio? The lower level in the new addition is perfect for a media or family room. Did I mention room for a pool? Your inspired, new vision will create a lifetime of memories. This property is being offered turnkey with a few furnishing exceptions, personal effects and artwork.

Listed by Leslie C. Floyd 508-221-4643 of Point B Realty LLC

$
$
%
$/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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30 Mill Hill Road

Edgartown, MA30 Mill Hill Road

Price$3,950,000

Est. Mortgage: $/month

Active With Contract

MLS ID 37397

  • Residential
  • Village Katama
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 13.93

MILL HILL FARM - Breathtaking pastoral estate less than a mile from Main St. - It is so rare that a property such as this comes available. Standing at the homestead, one has the feeling of stepping back in time to a simpler way of life. This 1800’s farm has been lovingly maintained while stewarded by one family for three generations. The Farmhouse, bunkhouse and additional outbuildings are surrounded by nearly 14 protected acres of rolling, open fields filled with wildflowers and native wooded edge . During a recent subdivision of the family property, there was foresight to protect the remaining acreage and preserve the unspoiled magnificence of Mill Hill Farm. No further subdivision will be allowed for 300 years. The original three bedroom Farm house was moved to this location and served as the residence and office of a local Doctor. A more recent addition of a kitchen, dining area and 3-season porch grace the southern end of the home leading out to a large, level yard. A thoughtful renovation and expansion to at least five bedrooms or more could result in a superlative and rare estate this close to town. The existing bunkhouse has more recently served as a one bedroom guest house that could be easily renovated to suit or returned to its original use as a barn. The opportunity is endless for the savvy buyer who chooses to act decisively.

Listed by Brian Smith of Point B Realty LLC

$
$
%
$/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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7 Katama Farm South

Edgartown, MA7 Katama Farm South # 7B

Price$2,350,000

Est. Mortgage: $/month

Active With Contract

MLS ID 36087

  • MultiFamily
  • Village Katama
  • Bedrooms 6
  • Bathrooms 4
  • Acreage 1.5

Katama. Rare opportunity! 4 Bedroom Main House and 2 Bedroom Guest House on 1.5 acres bordering Katama Farm on 2 sides and within a 5 minute walk to South Beach. Both houses are built in the Upside down style to take advantage of the views and incredible sunsets. Spacious second story decks on both houses welcome you to relax to the sounds of the Atlantic Ocean while reading, sunbathing or entertaining. The houses are nicely set apart to allow privacy for both. Each house has been well maintained with many improvements through the years including renovation of the Main House in 2018. This is an opportunity that does not come available often. Great potential for a family compound or rental investment. Excellent rental history for both houses. Being sold Turnkey. Zoning is R60 Multi Houses.

Listed by Linda Hathaway of Martha's Vineyard Seacoast Properties

$
$
%
$/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

99 Cooke Street

Edgartown, MA99 Cooke Street

Price$2,249,000

Est. Mortgage: $/month

Pending

MLS ID 37794

  • Residential
  • Mls Status Pending
  • Village Downtown
  • Bedrooms 4
  • Bathrooms 4.5

LUXURIOUS COTTAGE-STYLE LIVING – WITH ROOM FOR A POOL! Opportunity abounds with this charming cottage-style home in the heart of Edgartown Village. The welcoming porch and French door entry open to a dramatic two-story foyer and open-designed Living/Dining/Kitchen area with gleaming hardwood floors, tasteful accents and a nicely appointed kitchen with classic white cabinets, stone countertops and stainless appliances. French doors open from the Dining area out to a gracious brick terrace and private fenced backyard, ideal for outdoor living and dining. There are a total of FOUR BEDROOMS, each with full bath, including a first-floor Owner’s Suite with full en suite bath and French doors that open out to the large mahogany porch and deck. The partially finished Lower Level includes an additional 540-sf of finished space including the 4th bedroom/bonus room with legal egress, a full bath and a separate laundry/utility room. This wonderful in-town cottage LIVES LARGE with over 2,000-s.f. of living space perfectly designed for indoor-outdoor living. There is established rental history with strong recurring demand – plus potential to boost rental income to $125,000+/year with the addition of a SWIMMING POOL (there is a pool permit already in-hand). Furnishings and contents are available separately for a turnkey purchase opportunity. This charming home is a perfect in-town residence or investment property - make it yours!

Listed by Wendy Harman of Point B Realty LLC

$
$
%
$/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

"Based on information submitted to MA_LINKMV as of May 18, 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."