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Our Martha's Vineyard Real Estate Listings

Coldwell Banker Landmarks Real Estate has current, prestigious real estate in Martha's Vineyard. Search through our listings, and we can help you find your new permanent home or vacation getaway. From waterfront homes to seasonal rentals, we have the expertise to help you. Save the listings you love when you sign up for an account, and you can get email notifications when similar properties are posted. 

Please contact us online or call 508-693-6866 with questions or to visit any of the Martha's Vineyard properties in person.

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70 Plum Bush Point Road

MLS ID 25786

  • Residential
  • Square Feet 3807
  • Bedrooms 6
  • Bathrooms 5
  • Half Bath 1

Casual elegance abounds in this custom built waterfront home with guest house & dock. Enjoy the views of beautiful Tiahs Cove throughout this expansive 4.3 acre property. The Main House has a blue stone courtyard which makes for the perfect welcoming entry to this lovely home. The open and spacious great room has vaulted ceilings, a custom gourmet kitchen and a large stone fireplace anchoring the living room. A wall of elegant French doors topped with transom windows leads you to the deck to enjoy the water views. The Main House offers you four bedrooms~two of which are master suites. The first floor master suite includes private bath with walk-in closet, cozy adjoining den with gas fireplace and French doors leading you to the deck with private outdoor shower. The second master suite on the upper level is the only room on this floor~offering you even more privacy and includes a master bath and rooftop private deck. A finished basement includes a family room perfect for the kids~ there's even a work shop area for the handy homeowner with plenty of room for storage. The charming 2 bedroom and 2 bath Guest House is set a distance away from the Main House offering you plenty of privacy. Many unique features in the Guest House such as; a stone fireplace, a wall of windows in the living room and a private patio off of the bedroom. This beautiful West Tisbury property offers you a serene location, a stylish and elegant home and plenty of room for family and friends to enjoy the beauty of Martha's Vineyard.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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179 Upper Main Street

Edgartown, MA179 Upper Main Street

Price$3,950,000

Est. Mortgage: $/month

MLS ID 35724

  • Residential
  • Square Feet 4185
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 2

Located just two blocks from Edgartown Village this cottage style home with detached guesthouse has multiple living areas and luxury amenities throughout. The private outdoor living area is beautifully landscaped with a heated Pebble Tech pool and bordered by a bluestone patio. The main level offers a spacious living room with French doors leading out to the pool and patio. There is also a chef's kitchen with breakfast nook, a formal dining area, den and a full bath. There are three bedrooms on the second floor, the master bedroom with en-suite bath and two additional bedrooms sharing a full bath. The lower level hosts a media room with surround sound, wet bar and half bath. The poolside guest cottage features a separate living area, small partial kitchen, bedroom with full bath.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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53 Tia Anna Lane

Oak Bluffs, MA53 Tia Anna Lane

Price$2,300,000

Est. Mortgage: $/month

MLS ID 34752

  • Residential
  • Square Feet 2442
  • Bedrooms 3
  • Bathrooms 3
  • Acreage 1

Never miss a sunset from this custom built waterfront home! Beautifully designed by Breese Architects with a focus on the stunning water views from each room, this three bedroom, three bath home is the perfect property for entertaining family and friends. Set on one acre of land with stairs to the Lagoon for easy water access and a large, grassy lawn area for all your summer games. The custom built home has a lovely open living space with a field stone gas fireplace anchoring the living room, french doors off of the dining area to the deck and an open kitchen with stainless steel appliances, custom cabinetry and granite counter tops. A second floor Master Bedroom Suite is the only room on this level, with water views from the private balcony, a spacious master bath with double vanity, tile floor and heated towel rack and an office/study area off of the bedroom. There are two guest room wings on the first floor along with two full bathrooms, offering your guests plenty of privacy. A den with built-in bookshelves has access to the loft with a private office space. Finishing off this well designed home is the laundry and mud room with access to a casual side door entry~perfect for coming in off the water. Enjoy the beauty of the Island right from your very own home!

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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7 Pennacook Avenue

Oak Bluffs, MA7 Pennacook Avenue

Price$1,790,000

Est. Mortgage: $/month

MLS ID 33956

  • Multi-Family
  • Village Downtown
  • Bedrooms 8
  • Bathrooms 4
  • Half Bath 1

In the coveted Copeland District, steps from beach and town: An unparalleled palace of a property awaits the fortunate investor. Dunmere-by-the-Sea, a soaring, three-story edifice was once an elegant hotel of Oak Bluffs' heyday as a swinging Victorian resort. For the past 40-plus years, this "wedding cake" with panaromic views of Nantucket Sound has served its owners well as a three-unit apartment building with vacation tenants from as near as Boston and as far as Budapest, including many longtime repeaters. Updates over the years have spared many elements of period charm, such as the mansard roof, substantial "gingerbread" trimmings and curvaceous interior stairway. Each unit enjoys bright and spacious floor-through living, with open common areas, full kitchens and baths, two-plus bedrooms and water views. They share use of a laundry, a deep wraparound porch, four parking spaces and generous yard space for lounging and cookouts. The raised finished basement, inclusive of full bath and laundry, has full windows and both indoor and outdoor entries. The opportunities abound: Glamorously upgrade or stay true to the "old school" cottage ambience. Continue the lucrative landlord tradition. Or create condominiums (subject to town permitting). Or go rogue and transform the building into your personal and amazing single-family domain. Property is eligible for tie-in to the town sewer.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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47 North William Street

MLS ID 35617

  • Residential
  • Village Downtown
  • Square Feet 4537
  • Bedrooms 5
  • Bathrooms 4

Walk to everything “Vineyard Haven” from this gracious "Turn of the Century" home. Beautifully restored and seamlessly integrated interior combines the original with the new. The warm patina of Carolina pine floors, original woodwork and spacious rooms provide a comfortable backdrop for Vineyard living featuring a cook's kitchen with top of the line appliances, multiple living spaces spread throughout three floors, four bedrooms and four baths, plus a partially finished basement with private entrance and studio apartment. The wrap around verandah, bluestone patio surrounded by mature plantings, established gardens and large yard perfect for badminton or croquet complete this most unusual property.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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33 Pine Tree Lane

Vineyard Haven, MA33 Pine Tree Lane

Price$1,275,000

Est. Mortgage: $/month

MLS ID 35552

  • Residential
  • Village West Chop
  • Square Feet 3076
  • Bedrooms 3
  • Bathrooms 2

Tucked away on peaceful Pine Tree Lane - along Vineyard Haven's outer harbor, sits this lovely three bedroom home with a finished lower level. Meticulous attention to every detail and quality workmanship was used when renovating this home in 2012. You will be surprised when you walk through the front door to find over 3000 square feet, beautiful hardwood floors throughout and open-concept dining room, kitchen and vaulted ceiling living room with fireplace offering a spacious living area. The master bedroom with en suite bath is also located on the first floor with two additional bedrooms on the second floor. Enjoy outdoor living on the back deck overlooking the large, private, grassy yard with mature trees and gardens. Special Note: This property currently has a certified 5 bedroom septic so additional bedrooms are an option.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

21 Looks Pond Way

West Tisbury, MA21 Looks Pond Way

Price$998,000

Est. Mortgage: $/month

MLS ID 36042

  • Residential
  • Village Central
  • Square Feet 3166
  • Bedrooms 4
  • Bathrooms 4

A piece of history just off Music Street in the heart of West Tisbury Village a contemporary craftsman post and beam style home. Architect homeowner designed "with a barn-like look", who also designed The Field Gallery. This 3,166 sq/ft home hosts four bedrooms with first floor master bedroom, four bathrooms, eat in kitchen with fireplace, pantry and laundry room. The south facing living room features a stone fireplace, cathedral ceilings, expansive windows, deck and distant pond view. An additional west facing dining space with wood stove is part of the original 1966 build. An early 2000's addition included a garage, office space and second floor art studio. A private rural experience just steps away from town, the Farmer's market, Alley's, library or Field Gallery. Lambert's Cove beach access.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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37 Madaline Lane

Vineyard Haven, MA37 Madaline Lane

Price$685,000

Est. Mortgage: $/month

MLS ID 34444

  • Residential
  • Village Tashmoo
  • Square Feet 1560
  • Bedrooms 3
  • Bathrooms 2

Making your way to school, ferry and all the conveniences of downtown will be a breeze from this super-bright and inviting home on a barely trafficked dead-end lane. Built in 2000, the house is charmingly appointed, smartly laid out and impeccably maintained. Maple floors, oversized windows and a handsome wood stove are among the quality finishes. And what a relaxing backyard you'll enjoy from your deck and patio. Mature lilacs, butterfly bushes, hydrangea, a showy Rose of Sharon and a host of perennials burst forth in color, in season. The parcel is generous enough to add a detached garage and, with town approvals, perhaps an apartment above? A Title V 3BR septic system is in place. If replaced by an enhanced system, the property can qualify for additional bedrooms, per the Tisbury BOH.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Main Street Lot 2

Vineyard Haven, MAMain Street Lot 2

Price$525,000

Est. Mortgage: $/month

MLS ID 35227

  • Land
  • Village Downtown
  • Acreage 0.2873

One of the last un-built, in-town, Main Street parcels available. The property is within walking distance to all things the village has to offer; shopping, eateries, movie theater, ferry service, the harbor-front, and a quick walk to the Vineyard Haven Yacht Club. Some engineering already performed, the potential exists to erect a 5 bedroom house and guest house configuration subject to Town Zoning Board approval.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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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Main Street Lot 1

Vineyard Haven, MAMain Street Lot 1

Price$475,000

Est. Mortgage: $/month

MLS ID 35226

  • Land
  • Village Downtown
  • Acreage 0.3421

One of the last un-built parcels available on Main Street. This desirable corner lot is within walking distance to all things the village has to offer; shopping, eateries, movie theater, ferry service, the harbor-front, and a mere skip to the Vineyard Haven Yacht Club. Some engineering has already occurred to build a 5 bedroom main house and guest house configuration. Permits are subject to receiving Town Zoning Board approval.

Listed by Coldwell Banker Landmarks

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details