Martha's Vineyard Historic Homes

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

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92 Main Street Vineyard Haven MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 34789

  • Residential
  • Square Feet 6330
  • Bedrooms 7
  • Bathroom 6
  • Half Bath 1

The Captain Dexter House, ca. 1843, has a storied history. Originally owned by one of the Island whaling captains, this home has had several iterations, including the most recent in 2004 when a 3 story addition completed the restoration of this charming historic residence set in the heart of the seaside village of Vineyard Haven. The restoration included the preservation of the original architectural details while bringing the home into the present century with the addition of the country kitchen including a large center island and top of the line appliances, informal dining area and family room with a fireplace and access to the garden patio. Conveniences include a walk-in pantry, powder room and full bath, and laundry room. Formal and informal living areas can be found throughout the house as well as seven bedrooms and six and one-half baths. There are five working fireplaces including the master bedroom suite. All mechanical systems have been completely updated including central AC. Exterior living areas feature a balcony off the second floor sitting area, covered porch with views of the harbor, newly fenced bluestone patio with mature plantings, tiered perennial gardens and private parking for 3 cars. Theater, restaurants, boating and the beach are within footsteps of this gracious in-town residence. Walk to the library and elementary school. Offered fully furnished with a list of exclusions, attached. Substantial rental history.

Listed by Coldwell Banker Landmarks

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$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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 North Summer Street Edgartown MA

Price$4,750,000

Est. Mortgage: $/month

MLS Number 34778

  • Residential
  • Square Feet 4360
  • Bedrooms 8
  • Bathroom 5
  • Half Bath 1

Located in the heart of historic downtown Edgartown on a prime commercial street lies this beautiful 1820's Colonial building on nearly 15,000 sq. ft. of property. There is substantial frontage on North Summer Street just a half block from Main Street. In addition, the rear of the property fronts the entire rear length of the town parking area that also offers entrances to a number of commercial businesses, including Espresso Love, Isola Restaurant and the Edgartown Cinemas. This property has tremendous potential to offer the many usages allowed in the Edgartown B1 district and could provide a wonderful mix of retail, office and residential uses. Please call to preview this unique opportunity.

Listed by Landvest MV

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$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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49 Fourteenth Street South Edgartown MA

MLS Number 34728

  • Residential
  • Square Feet 1366
  • Bedrooms 3
  • Bathroom 1
  • Half Bath 1

Property, land and dwelling is being sold "AS-IS". This could be a major renovation or a teardown depending on the Buyer. Currently the lowest priced 3 bedroom house in Edgartown! Location is just off the bike path and Bus Route to town. Tenants in place so all showings need a minimum 24 hour advanced notice. This is reported to be a historic old Train Depot Office Building based in Katama and eventually moved to this site.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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703 Old County Road West Tisbury MA

Price$795,000

Est. Mortgage: $/month

MLS Number 34398

  • Residential
  • Square Feet 1080
  • Bedrooms 4
  • Bathroom 1
  • Acreage 1.5

Charming Cottage in West Tisbury. This 4-bedroom summer cottage is thoughtfully situated on 1.5 acres of well-maintained yard gently rolling toward the Mill Pond. Complete with a garage, an outdoor shower, and a new heat and A/C unit this historic home maintains the charm of the Vineyard, but with a few modern conveniences. This West Tisbury address also allows for the purchase of passes to Lambert's Cove Beach, one of the Island's most beautiful beaches that is for residents only during the summer months.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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36 Morse Street Edgartown MA

Price$4,495,000

Est. Mortgage: $/month

MLS Number 34143

  • Residential
  • Square Feet 3346
  • Bedrooms 6
  • Bathroom 4
  • Half Bath 1

DISTINGUISHED Period Greek Revival Home located in an Historic Edgartown Neighborhood. This 1849 Captain's House style home has been fully renovated and tastefully updated for today's living, while maintaining its authentic historic charm. Period details include, antique wide planked floors, four original fireplaces, period millwork and built-ins throughout, all of which are in exceptional condition. This classic village home blends formal and casual living areas within two floors of multiple living spaces. The inviting eat-in kitchen features high ceilings, updated appliances, refinished wide plank floors, all opening out on to an expansive flagstone terrace and private back yard, perfect for outdoor dining and entertaining. Exterior features include an elegant front porch featuring authentic Greek Revival style columns; windows feature antique French cast iron “Shutter Dogs.” The contemporary Guest Cottage is located at the other end of the backyard and gardens and features a nautical style interior with open living spaces including a full galley kitchen, dining and living area. The second floor bedroom has vaulted ceilings with varnished bead board and balcony overlooking the open first floor living area. The property also has two single car garages. Edgartown Harbor, the lighthouse and all the best of village living awaits, just outside the front door. This precious gem will truly capture your heart.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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125 Main Street Vineyard Haven MA

Price$1,900,000

Est. Mortgage: $/month

MLS Number 33936

  • Residential
  • Square Feet 2770
  • Bedrooms 3
  • Bathroom 3
  • Acreage 0.18

Downtown Vineyard Haven home with harbor views. This historic 3-bedroom home is perfectly located on the outskirts of Downtown Vineyard Haven, next to Owen Park. The outside is well maintained and the two-story deck allows for unobstructed views of Vineyard Haven Harbor, while the inside is just waiting for a buyer to make it their own.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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1153 Main Street Vineyard Haven MA

Price$11,750,000

Est. Mortgage: $/month

MLS Number 33535

  • Residential
  • Square Feet 5345
  • Bedrooms 8
  • Bathroom 6
  • Half Bath 1

This three-story shingle-style home on Vineyard Sound, an easy walk to the West Chop Club, epitomizes the relaxed elegance of late 19th-century seaside living. Beautifully restored and decorated, the 5,345-sf house ideally located on a peaceful private road, includes eight bedrooms, multiple formal and informal gathering areas, and wide porches with spectacular water views. A superb example of traditional coastal New England architecture with its cedar shingles and abundance of windows, gables, and gambrels, this meticulously maintained house was built in 1897 and renovated in the early 1990s, paying tribute to its historical detail while adding many amenities. A spacious gourmet kitchen, outfitted with high-end appliances, adjoins a casual dining/lounging area and connects through a butler's pantry to the formal dining room. Two living rooms, one with a large fireplace, comfortably accommodate a large gathering. The expansive master suite includes a balcony with water views, brick fireplace, spacious master bath, and adjoining sitting room and office. The .59-acre property makes the most of its dramatic setting with graceful perennial gardens and open lawns. A private path leads to the West Chop Trust's north shore beach for lazy days in the sun, tide rides, and fishing. Just two miles from the center of Vineyard Haven, a West Chop classic similar to this home rarely comes on the market, and provides the perfect setting to create memories of your own for generations to come.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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311 East Chop Drive Oak Bluffs MA

Price$2,250,000

Est. Mortgage: $/month

MLS Number 33800

  • Residential
  • Square Feet 1496
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or master suite. Your private 120' dock, mooring and sandy pebbled beach are the perfect place to enjoy all the beauty and water activities that make the Island a special place for generations of family memories. On the ground floor there is an open floor plan with a central kitchen, living and dining area flanked by two bedrooms. The master bedroom is en-suite with a sitting area that opens up to spectacular views of the blue water. The second bedroom on the first floor is a cozy enclave with a private half bath. The open kitchen has ample room to prepare breakfast, lunch and dinner - eat in the attached dining nook or alfresco on the brick patio. Upstairs there are two additional bedrooms and a full bath. There is a detached garage with a large cedar-lined closet for storage. This magnificent home is located within walking or biking distance of downtown Oak Bluffs. Being offered turnkey and has a solid rental history.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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38 Morse Street Edgartown MA

Price$3,200,000

Est. Mortgage: $/month

MLS Number 33522

  • Residential
  • Square Feet 3526
  • Bedrooms 7
  • Bathroom 4
  • Half Bath 2

Premier location on the north side of the village. This sprawling property has so much to offer. The main house has impressive historic details including a dramatic Great Room with an interior mezzanine balcony and a 23'-high ceiling featuring backlit 1920s-era stained glass. There are four bedrooms and two and a half baths in the main house. The oversized guesthouse has two bedrooms and one and a half baths plus a large living room spread out over 1000 sq ft. There is a spacious private lawn shaded by a majestic copper beech tree estimated to be over 200 years old. Privacy for the guesthouse is accentuated by its separate entrance off North Summer Street. The charming bunkhouse known as the "Sugar Shack" is tucked in the corner of the lot. All the charms of the village are but a short distance away, including Fuller Street Beach, stores, restaurants, and the Yacht Club. The property offers wide scope to create a compound in one of the island's most distinguished enclaves.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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108 William Street Vineyard Haven MA

Price$2,795,000

Est. Mortgage: $/month

MLS Number 31993

  • Residential
  • Square Feet 5534
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.657

Reduced & Ready for Sale! Location, Location, Location in the historic seaside village of Vineyard Haven. This majestic water view property offers living at its best in a vibrant area of year-round, well maintained and preserved period homes, one block to Main Street and Owen Park with deep water dock, beach, bandstand, and town moorings. Enjoy magical sunrise and moon rise over the ocean. All the benefits of in-town ownership are mere steps away plus clay tennis courts and the elementary school. The ferry dock is ultra convenient for commuters and excursions to the mainland. Located in the heart of the William Street Historic District with Bracketed-Italianate style, this beauty is known as the Captain Benjamin Cromwell House, later as the Clough House. Perfectly proportioned cross gable and cupola, impeccably renovated and maintained, features include 6 bedrooms, 5 baths, oil heat, a/c, spacious vaulted third floor loft, and cupola, plus guest cabin studio-style with kitchenette, full bath, a/c unit, and Rinnai heat. A two car garage, original out house, and his & hers outside shower complete the .66 acre manicured grounds. As the captain of the Island Line transportation service with steam-powered side-wheelers, the Eagle's Wing and later the Monohansett, this property was an emblem of Captain Cromwell's success and enhanced by its prominent physical setting with surrounding decorative caste iron fencing and grounds. The architecture, water views, spacious front veranda, interior spaces with 9' and 10' ceilings, crown molding, gleaming antique wood floors, and history will captivate the attention of the most discerning buyer. The original village of Holmes Hole became the Town of Vineyard Haven in 1871 and later Tisbury. William Street was the second street laid out by the village in approximately 1831 and has consistently maintained its look with its historic 19th century homes. Truly a rare in-town opportunity. Furnishings available separately. In summary, this property needs to be seen to be fully appreciated. Please see floor descriptions for more detail.

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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54 Mayhew Norton Road West Tisbury MA

Price$1,250,000

Est. Mortgage: $/month

MLS Number 33055

  • Residential
  • Square Feet 1747
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.6

This lovely, unique home, nestled at the top of enchanting Indian Hill road, is warm with country charm and historic character. Recent extensive renovations include new windows, kitchen, bathroom and heating system, making this home comfortable for year round living. A covered porch welcomes you into the country kitchen complete with custom cabinets, soapstone counter tops and stainless steel appliances. The sun filled living room and wood paneled dining room each have fireplaces, beautiful wide pine floors and exposed timber ceilings. A cathedral post and beam addition houses the master bedroom suite with its own private bath, study and laundry. On the opposite end, is a second bright new bedroom and a charming renovated bathroom. The upper floor is its own separate sanctuary with a dormer ceiling bedroom and skylit sitting area. The heated walk out basement features exposed granite foundation walls and a beehive oven. A few steps from the house is the post and beam “Studio” which can also be used as an office and guest bedroom. The timber frame garage is spacious enough for a workshop and for storing bikes, surfboards and kayaks all conveniently accessible from the driveway. This 1.6 acre property is surrounded by pastoral beauty with mature trees, rolling hills and stone walls, all within a short distance of the trails of Cedar Tree Neck and hundreds of acres of conservation land.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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76 Trinity Park Oak Bluffs MA

Price$499,000

Est. Mortgage: $/month

MLS Number 32837

  • Residential
  • Square Feet 640
  • Bedrooms 2
  • Bathroom 1

Oak Bluffs in the VILLAGE! Located on Trinity Park~ is this CHARMING Year Round Campground Cottage in HISTORIC MARTHA'S VINEYARD CAMP MEETING ASSOCIATION. Open spacious living area with high painted ceilings, 2 bedrooms one bedroom area is " loft style" with wood floors! Enjoy all the wonderful tabernacle events front your porch overlooking large lawn on Trinity Park and The Tabernacle. Onsite parking outside the back door. Oil forced hot water and a newer hot water heater, cottage is fully insulated. Only a short walk to Circuit Avenue, beaches and ferry ports! VACANT EASY TO SHOW!!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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556 Edgartown West Tisbury Road West Tisbury MA

MLS Number 32768

  • Residential
  • Square Feet 1428
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 1

If you are looking for a property with character, "The Suzie Scott House" has more than you can imagine. Built in circa 1850, the current owner purchased this well maintained home as part of a long time family owned Estate. This sweet Antique sits on 1.4 acres with several out buildings (including the original out house converted to a shed). This is a property to really make your own, while keeping the character of the era, and still putting your stamp on it. Enter through a screened porch which leads into the Main Living space. A large room at the front of the house, off the Living Room (now being used as a bedroom) could be easily converted into a Family room / Office. The cozy Kitchen with dishwasher, washing machine and extra large gas stove could be a beautiful restoration project. A dining, sitting room and 2 more bedrooms finish off the main level. A small staircase leads to 2 second Floor bedrooms and 1/2 bath complete this very special listing. When the current owner purchased this home, the community was thrilled to learn that he was keeping the house, with all its character, in tact. Any way you choose to go, this is a beautiful piece of property ! There is something to be said for mixing some old with new to create a unique "Vineyard Home".

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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508 North Road Chilmark MA

Price$750,000

Est. Mortgage: $/month

MLS Number 32266

  • Residential
  • Square Feet 900
  • Bedrooms 3
  • Bathroom 1
  • Acreage 0.1

Historically known as the Cooper Gallery, this endearing icon of Menemsha has remained in the same family for years. A 3 bedroom cottage with a wonderful location, centrally located to all things Menemsha has to offer. Large Kitchen space with dining space, spacious living room, full bathroom and a bedroom make up the first floor plus a large deck space. Upstairs is two bright bedrooms with skylights.

Listed by Flanders Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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74 North Water Street Edgartown MA

Price$3,750,000

Est. Mortgage: $/month

MLS Number 29350

  • Residential
  • Square Feet 3360
  • Bedrooms 7
  • Bathroom 3
  • Half Bath 1

PRECIOUS ANTIQUE GEM ON NORTH WATER STREET. Sitting majestically on North Water Street, this circa 1830's Captain's House has been tastefully updated while maintaining its authentic historic charm. Period details include an open staircase, antique wide planked floors, six original fireplaces, period millwork and built-ins, all of which are in exceptional condition. This classic village home blends formal and casual living areas within three floors of generous living spaces for easy living and entertaining. The inviting eat-in kitchen features vaulted ceilings and a cozy sitting area, which make it the perfect gathering spot of the home. French doors open from the kitchen onto a brick terrace and expansive private yard, which is perfect for outdoor dining, entertaining and family plan during the summer months. The backyard will nicely accommodate an in-ground pool and terrace. Another unique feature of this charming property is a covered second-floor porch where you can relax with a cup of coffee or a good book and enjoy the sparkling water views of Edgartown Harbor just across the way. Of course, Edgartown Harbor, the lighthouse and all the best of village living awaits, just outside the front door. This precious gem will truly capture your heart.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.31% last updated on Mar 14, 2019
* 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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