Oak Bluffs Real Estate

Downtown Oak Bluffs Martha's Vineyard

Search all listings for sale in this Martha's Vineyard town. Originally called “Cottage City”, the town is known for its historic gingerbread cottages. The classic beach town is home to the largest marina on Martha's Vineyard, as well as the popular East Chop neighborhood.

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Browse All Real Estate For Sale In Oak Bluffs, Martha's Vineyard

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25 Paddock Road (Lot#23) Oak Bluffs MA

MLS Number 36340

  • Land
  • Village Central
  • Acreage 2.29

GOING GOING GONE! ONLY A HANDFUL OF LOTS REMAINING. THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surrounded by conservation land that connects with miles of walking/hiking trails -- and the property also offers convenient access to the bicycle path, Farm Neck Golf Club and all three down-Island towns and beaches. The Preserve At The Woodlands consists of 26 home sites, ranging in size between 1.8 and 4.0 acres, each designed to provide for privacy and views amidst the natural landscape. There are underground utilities and Town Water in place and each lot has been approved for up to six (6) bedrooms per the Oak Bluffs Board Of Health. Carefully crafted association covenants have been developed to preserve the character, integrity and value of this distinctive property. Note: See the attached sales brochure with map showing all available lots and pricing.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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40 Paddock Road (Lot #18) Oak Bluffs MA

MLS Number 36338

  • Land
  • Village Central
  • Acreage 1.84

GOING GOING GONE! ONLY A HANDFUL OF LOTS REMAINING. THE PRESERVE AT THE WOODLANDS. Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surrounded by conservation land that connects with miles of walking/hiking trails -- and the property also offers convenient access to the bicycle path, Farm Neck Golf Club and all three down-Island towns and beaches. The Preserve At The Woodlands consists of 26 home sites, ranging in size between 1.8 and 4.0 acres, each designed to provide for privacy and views amidst the natural landscape. There are underground utilities and Town Water in place and each lot has been approved for up to six (6) bedrooms per the Oak Bluffs Board Of Health. Carefully crafted association covenants have been developed to preserve the character, integrity and value of this distinctive property. Note: See the attached sales brochure with map showing all available lots and pricing.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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225 East Chop Drive Oak Bluffs MA

Oak Bluffs, MA225 East Chop Drive

Price$2,790,000

Est. Mortgage: $/month

MLS Number 36309

  • Residential
  • Village East Chop
  • Square Feet 2449
  • Bedrooms 3
  • Bathroom 3

Tempting buy on "Telegraph Hill"! This is the perfect “Nautical Neighborhood” to begin (or continue) your family legacy on Martha's Vineyard. Recently renovated to create a touch of class, this elegant, distinctive home overlooks Vineyard Sound and the East Chop Lighthouse. The home was completely re-designed and rebuilt (by South Mountain Company) in 2014-15 to take advantage of the never-ending water view and finished in custom detail to meet the high standards of the owner. From the moment you enter, you will be “wowed” by the view and quality of craftsmanship. There is beautiful Birch flooring that runs throughout most of the home including the upscale, gourmet “cooks” kitchen. And…What a difference a well-designed kitchen makes! This includes a center island work station where you can chop ingredients, roll out pizza dough or cut fresh flowers from the garden. All appliances are “top of the line” and the custom-built walnut cabinets are 2nd to none. From the kitchen, you will enjoy the water view, a glowing fire in the Stone fireplace and be part of all the activities in the wide-open dining/living room. The substantial rear deck and an expansive green lawn look over Vineyard Sound to Cape and beyond. You will enjoy the lighted evening shorelines along Vineyard Sound, glowing sunsets and sunrises and on the 4th of July, view the numerous firework displays from Edgartown to Falmouth and beyond…simply spectacular! Be sure to see the attached document "Marketing Material" for a list of the property features.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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Putnam Avenue Oak Bluffs MA

Oak Bluffs, MAPutnam Avenue

Price$795,000

Est. Mortgage: $/month

MLS Number 36268

  • Land
  • Village East Chop
  • Acreage 0.43

A mostly flat lot with mature trees, awaiting your new home. Fronting on a paved road with town water and other utilities passing by the frontage. A short walk to tennis courts and a bike ride to beach, harbor and town. Located in a very special residential section of EAST CHOP.

Listed by Towne & Country Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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6 Mourning Dove Way Oak Bluffs MA

Oak Bluffs, MA6 Mourning Dove Way

Price$969,000

Est. Mortgage: $/month

MLS Number 36333

  • Residential
  • Village Sengy
  • Square Feet 1728
  • Bedrooms 4
  • Bathroom 1

SENGEKONTACKET ASSOCIATION ~ CONTEMPORARY Island residence situated in the desirable water front community offers a unique Vineyard design featuring an OPEN BRIGHT GREAT ROOM with an ABUNDANCE of GLASS and SUN LIGHT from the lofty skylit cupola, and the sweeping EXPANSIVE MAHOGANY decks at each end of the room remind you that this is the place where festive people get together to celebrate Summer! Outdoor living with cookouts, sunbathing, entertaining and lots of amenities . The house with natural visuals is tastefully appointed, with an attractive kitchen and intimate sitting areas while the bedrooms and bathrooms conveniently surround this playful setting. This COASTAL CONTEMPORARY BEACH HOME is on the bike path to Town, has been BEAUTIFULLY MAINTAINED, NEW ROOF 3/25/2019, 5 BEDROOM SEPTIC, and includes a community salt water dock offering access to Nantucket Sound, mooring availability, tennis courts, and a spring fed freshwater beach.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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232 Massachusetts Avenue Oak Bluffs MA

Oak Bluffs, MA232 Massachusetts Avenue

Price$1,825,000

Est. Mortgage: $/month

MLS Number 36118

  • Residential
  • Village East Chop
  • Square Feet 5269
  • Bedrooms 5
  • Bathroom 4

East Chop -- Distinctive, well-loved, multi-generational home, with 5-bedrooms (3-ensuite), looks out over Mill Square Park, with peeks of water in the distance, and surrounded by the best amenities East Chop has to offer -- beaches, yacht club, and tennis club. This graceful home features a large living room with paneled ceiling and beach stone fireplace, large dining room with Dutch tiled fireplace and, two large, sun-filled, family rooms (one upstairs and one downstairs). Ideally located with just a 7-minute walk to the beaches, tennis courts and harbor during the day, and 12-minutes walk to downtown restaurants and night life in the evening, this vacation home is ideal for those extended family stays! Upgraded to a 220 electrical system/circuit breakers '88-'89.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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111 New York Avenue Oak Bluffs MA

Oak Bluffs, MA111 New York Avenue

Price$1,395,000

Est. Mortgage: $/month

MLS Number 36072

  • Residential
  • Village East Chop
  • Square Feet 4015
  • Bedrooms 6
  • Bathroom 6

Exceptional and unique opportunity in East Chop -- walking distance to beaches, restaurants, galleries, harbor and ferries! Known for many years as the Martha's Vineyard Resort, this 6-bedroom/6-bathroom property with enormous 1st floor great room, 5-ensuite bedrooms upstairs (one with living room and fireplace), and connected property manager's office with 1-bedroom plus loft living quarters, speaks to its use as a rental property within walking distance to everything downtown. The inviting and spacious outdoor entertainment spaces include wrap around front covered porch, rear covered porch running the length of the house, and a 2nd floor balcony deck also running the length of the house. The full finished basement, with bar, and bathrooms, adds another 1,600 sq feet. The private property manager's quarters located off the main floor has an open living-kitchen-office area, bedroom and bathroom on the first floor, and a spiral staircase to the 2nd floor loft bedroom. House comes partially furnished. A great investment/rental property, or transform into your vacation or year-round home. Property does not include the tennis courts, which may be leased. An additional 2,500 sq ft of land (25' x 100') running the length of one side of the lot may be purchased separately, for an additional side yard/parking area.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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395 Barnes Road Oak Bluffs MA

Oak Bluffs, MA395 Barnes Road

Price$4,350,000

Est. Mortgage: $/month

MLS Number 36053

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 4330
  • Bedrooms 4
  • Bathroom 4

RARE OPPORTUNITY ON THE LAGOON WITH A DEEP WATER DOCK - It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet you are so close to all the Island has to offer. Invite your friends and family. This home boasts room to absorb many people without feeling crowded and has plenty of private retreats for the generations to come. West facing views and glorious sunsets help make this a perfect place to spend - and end - a day. Entertaining is a breeze throughout the open concept main floor. Take in a glorious sunset from the screened porch or out near the dock. Clams and scallops are within your reach just offshore. A ball game or two have been known to erupt on the front yard. Sit back and soak in the natural setting - the fish and fowl will keep you entertained. A deep water dock and deep water access, with the added comfort of the protected location. Come for a visit. You will want to stay for a lifetime.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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40 Hidden Cove Road Oak Bluffs MA

Oak Bluffs, MA40 Hidden Cove Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 36017

  • Condominium
  • Village Sengy
  • Square Feet 2690
  • Bedrooms 3
  • Bathroom 2

This newly renovated Hidden Cove condo unit is located in an area that includes private pool, tennis, and access to a boat launch on Sengekontacket Pond. Many nice features include all new kitchen and baths, new flooring, carpeting and a new heat pump system for heating and cooling. The main level offers an open kitchen and dining room, living room with fireplace both that open to a private deck and offering stunning ocean and pond views. Second floor is the master suite, lower level includes 2 bedrooms, both with access through sliders to a private patio. Stunning ocean and pond views from each floor. There is also an oversized 1-care garage that includes additional storage of bikes and out door furniture.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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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14 South Street Oak Bluffs MA

Oak Bluffs, MA14 South Street

Price$1,895,000

Est. Mortgage: $/month

MLS Number 34860

  • Residential
  • Village Downtown
  • Square Feet 2576
  • Bedrooms 6
  • Bathroom 5

Walk to town, ferry, harbor and beach. A beautiful family compound or investors dream! Pristine newly renovated 4 bedroom 3 bath main home and brand new modern 2 bedroom 2 bath detached guest home. Both dwellings boasts solid hardwood floors, ducted heat and A/C, gas fireplaces, granite and quartz stone counters and tiled bathrooms, open concept floor plan, first floor master bedrooms, walk-in closets, the second floor features vaulted ceilings, a master bedroom with private bath. The dwellings radiates with morning and afternoon sun. The yard includes mature oak trees, custom landscaping, hydrangeas bordering a wrap-around porch, a spacious rear deck with built-in benches, two private parking lots that can accommodate up to 8 vehicles, two private outdoor showers, an automated irrigation system. The property is being sold fully furnished for a complete turnkey solution. The main dwelling has a very strong rental history. Agent is the owner.

Listed by Premier Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.49% last updated on Feb 20, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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