Oak Bluffs Homes For Sale

Oak Bluffs, MA, is Martha Vineyard’s original summer resort, dating back to the late Victorian era. Oak Bluffs real estate includes a wide range of homes including quaint capes, charming bungalows, and waterfront estates. You’ll also find homes in Oak Bluffs with the hallmark colorful "gingerbread" aesthetic and views of the ocean. Oak Bluffs residents revel in the lively scene of Circuit Avenue and the harbor front, day and night, while the outlying neighborhoods contrast in serenity. Find some of the most in-demand Martha’s Vineyard real estate including luxurious waterfront houses and vacation condos in Oak Bluffs. We will help you find the right vacation home or year round residence! Learn more about Oak Bluffs.

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43 Tiffany Drive

Price$983,000

Est. Mortgage: $/month

MLS ID 35833

  • Residential
  • Square Feet 2114
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

This handsome 4-bedroom home has deeded access on the Lagoon for swimming and boating just a short distance away. The whole 3-story home has wonderful light through skylights and an abundance of windows. There are separate living spaces on each of the 3 floors; an updated kitchen with handsome cabinetry, a big island and soapstone countertops; nicely-sized guest bedrooms and a lovely, large master suite. Within the last year the owner has replaced flooring and carpeting, installed 8 HVAC units, painted the interior throughout, installed new hardscape and gardens and more! The owner tells me she loves the access to the trails of the Southern Woodlands - one which leads right over to the YMCA. The 1.65 acre lot offers an abundance of privacy and the detached 2-car garage, with its big finished space above and separate driveway, would make an excellent office or studio.

Listed by Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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19 Old Harbor Lane

Price$3,850,000

Est. Mortgage: $/month

MLS ID 35849

  • Residential
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1
  • Acreage 1.9491

Rare Opportunity to build 3 separate dwellings or to build your dream home near the water with private beach access and .3 miles to Farm Neck Golf Club! These properties are currently 3 individual lots which can be combined to offer a large estate lot. A summer home is already in place on lot 7, but is not winterized for year-round living. Renderings shown in photos are for visualization purposes and do not necessarily reflect the HOA specifications for Waterview Farms. For Information regarding 4th lot shown please contact listing agent. Two of these parcels adjoin conservation land offering unobstructed views of Sengy Pond, State Beach and beyond. Waterview Farms provides beach access with boat storage and docking available. Explore quaint nearby walking trails to Pecoy Point, or use your paddle boards or kayaks to enjoy Felix Neck & State beach! The MV biking trails access is at entrance to the community with an easy ride to town! This listing includes 7 Old Harbor Lane which is also listed separately.

Listed by Sierra Properties & Investments

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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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10 Hidden Cove Road

Price$1,725,000

Est. Mortgage: $/month

MLS ID 35859

  • Residential
  • Square Feet 2250
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

TO BE BUILT by SHAWN CHAPPS in HIDDEN COVE - Please note the PHOTOS displayed are not this house in Hidden Cove .. Custom Vineyard Design with STYLISH & SOPHISTICATED FINISHES THROUGHOUT! This home will include 2 master en suites with one on the first floor a total of 4 Bedrooms 4. 5 tiled bathrooms approximately 2250 sq ft . An Open living dining area with a beautiful gas fireplace, ship lap ceiling, wood accent beams and lots of glass! Solid doors, designer hardware, built ins and so much more! PRIVATE TOURS of SIMILAR HOMES BUILT AVAILABLE with NOTICE There will be a walk out finished basement with an additional 800+ sq feet of living space.. A one car garage ! 20 x 40 pool, gas fire pit and landscaped grounds!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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 Winne Avenue

Price$779,000

Est. Mortgage: $/month

MLS ID 35809

  • Residential
  • Square Feet 1620
  • Bedrooms 3
  • Bathrooms 2
  • Half Bath 1

Lovely home set on a corner lot in a quiet neighborhood just minutes to town or the Lagoon. The house has been lightly used and is in great condition offering lots of light and spacious sitting areas to include the living room, formal dining room and eat in kitchen. The spacious master en-suite is on the second floor along with two other large bedrooms easily sleeping up to 7. From the large side deck off the kitchen you can enjoy a beautifully fenced yard that is a backdrop to attractive plantings to include grasses,hydrangeas, daisies and other low maintenance perennials. Sited just minutes from the Lagoon you can easily drop a kayak or take an afternoon dip from a public access point. The home has a strong rental history generating as much as $30,000 per year at $2800-$3000/wk with many repeat tenants. All furnishings included.

Listed by Kelleher R.E.

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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11 Myrtle Avenue

Price$629,000

Est. Mortgage: $/month

MLS ID 35525

  • Residential
  • Square Feet 1050
  • Bedrooms 2
  • Bathrooms 2
  • Acreage 0.2206

Oak Bluffs Ranch Style home located in a very desirable private setting in the East Chop Highlands! There are 2 bedrooms and 2 bathrooms along with a galley style kitchen and enclosed heated sun porch! A partial basement which offers additional storage and or living space. Heat source includes electric baseboard, propane wall unit and wood stove. The lot offers an abundance of parking and private intimate spaces to relax. This property is currently rented with a proven strong rental history! Easy stroll to Oak Bluffs Harbor, public beaches, East Chop Lighthouse, restaurants and galleries! TITLE 5 Report in hand for 2 bedrooms!I Recent improvements include newer interior & exterior painting & newer roof on the converted porch approximately a year ago!

Listed by Ocean Park Realty Inc

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%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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 Meadowview Road

Price$949,000

Est. Mortgage: $/month

MLS ID 35736

  • Residential
  • Square Feet 1957
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

This newly renovated cape in desirable Meadow View Farms is move-in ready and features NEW hardwood floors, NEW kitchen with stainless appliances and granite counter tops, NEW bathrooms, NEW carpets throughout. The floor plan is an open post and beam style with a large kitchen peninsula, dining area and living area with lovely brick hearth. The master suite is on the first floor, with 3 other large bedrooms on the second floor. Outdoor living areas include a covered front porch and private back deck with retractable awning. The property overlooks a peaceful meadow in the front and the rear yard is protected by association common land. A 3/4 acre lot provides plenty of room for a pool or expansion. Grab your piece of the Vineyard and start living the good life right now!

Listed by Sandpiper Realty

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%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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6 Marthas Park Road

Price$1,949,000

Est. Mortgage: $/month

MLS ID 35698

  • Residential
  • Square Feet 2624
  • Bedrooms 3
  • Bathrooms 3
  • Half Bath 1

Harthaven Haven with Views of the Association Harbor. Looking for an immaculate new home with amenities that are unlike any other neighborhood on the island? Welcome to 6 Martha's Park Road in Harthaven, Oak Bluffs. This reverse-style contemporary home features an open-concept floor plan along with 3 bedrooms and 3 1/2 baths. From the moment you pull it to the pea-stone driveway with stone walls, you begin to see the fine details of this home. This home was built the highest quality materials that will insure low-maintenance home. Walk right across the street to the association harbor and beach or hop on the bike path to town. The ground floor features a first-level master, a second bedroom and a full bath off of the hall. The laundry/utility room opens up to a private oasis under the deck with an outdoor shower and soaking tub. take the stairs up to the second level and prepare to be amazed. This home features open-concept living at its best. The gourmet kitchen features marble counters, stainless appliance and an enormous center island with seating. Enjoy peeks at the water from the living and dining room. The spacious master bedroom has a propane fireplace, private deck with water views, walk-in closet. Master bath has a custom-tiled shower with a rain head and a steam shower. Cathedral ceilings. Central air. Ceiling fans. Irrigation. Alarm. 50-year roof. Top of the line Marvin windows. All bathrooms feature custom tile work. A "command center" allows you to control heating, air conditioning and entertainment from an app. This already spectacular property is being sold turn-key. Pack your bags and get ready to enjoy all that this Harthaven home has to offer.

Listed by Island Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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 Beach Road

Price$1,375,000

Est. Mortgage: $/month

MLS ID 35787

  • Residential
  • Square Feet 1622
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.1899

Gorgeous waterfront cottage with deep water dock. This 4-bedroom home is a slice of paradise on Martha's Vineyard. Located on bustling Beach Road close to Eastville Beach, the home is a peaceful oasis once you have entered the home through the covered porch and closed the front door behind you. The property looks westerly over Vineyard Haven harbor and is blessed not just with fabulous water views and sunsets, but also an incredible vista filled with passing ferries, classic wooden sailboats, modern motor yachts, and all manner of small craft from kayaks to paddle-boards. These are also the waters where world class kiteboarders train for international competition and you can enjoy a front row seat to watch them swooping back and forth. The deep water dock has a 7' draft at low tide and has accommodated large boats. There is also a mooring close by. It is fitting that the setting should have such a strong nautical bent - the house was originally "Station #7" of the NY Yacht Club, a place where NYYC members could tie up their tenders and step ashore while visiting the waters around the Vineyard. The interior of the home is as quaint as you could possibly imagine, with painted beams, wainscoting, and the beachstone fireplace creating a distinctly Vineyard ambience. The ground floor master bedroom suite is spacious, and there are three additional bedrooms upstairs, including one with a king size bed. Want to spend the day at the beach but be able to come home for lunch and go back again - well, popular Eastville Beach is virtually next door, just 600 feet away. The current owners have cared for the house well, and made many improvements since purchasing it, including renovating the kitchen and bathrooms, lining the chimney, putting on a 40-year roof, replacing all upstairs windows, replacing the plumbing and wiring, replacing appliances in the last 2 years, replacing Rennai gas monitor in the last 2 years, and more. LEXAN window shutters increase the cottage's 'weather tightness' and allow you to use the cottage from spring to fall. Note that present and future owners of this property have the right to maintain and/or replace their licensed dock and seawall.

Listed by Wallace & Co. Sotheby's

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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16 Prospect Avenue

Price$929,000

Est. Mortgage: $/month

MLS ID 35742

  • Residential
  • Square Feet 2088
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

OAK BLUFFS LIKE NEW CONSTRUCTION....Built in 2018..4BR/3.5 Bathrooms Custom design features a short stroll to Town Center, Harbor, Ferry and Public Beaches. This mint condition residence offers spacious sun-filled rooms with lots of glass throughout. Enter into an inviting open living/dining/kitchen area with gleaming hardwood flooring, gas fireplace, beautiful kitchen, and access to a wonderful screen porch. Master bedroom with full bath on first floor and laundry. The second floor has 2 more large bedrooms with a full bathroom, and another master bedroom with private full bathroom. The tile/marble work is exquisite and the property has excellent rental income history full basement, central AC and the perfect front porch for quiet enjoyment.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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24 Paddock Road

Price$1,995,000

Est. Mortgage: $/month

MLS ID 35641

  • Residential
  • Square Feet 3450
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

New custom home built by Dubin Construction. House includes upstairs and downstairs master bedrooms as well as upstairs and downstairs living rooms. Second floor includes two additional bedrooms with a shared bath. Custom kitchen and cabinets throughout. Hardwood flooring with tile in side entrance, laundry and bathrooms. Large luxurious bathrooms, large deck off living room and dining room. Stone patio off first floor master. Outdoor shower. Still time to customize landscaping.

Listed by Dubin & Reardon

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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