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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42 Paddock Road

Price$1,999,000

Est. Mortgage: $/month

MLS ID 35025

  • Residential
  • Square Feet 4200
  • Bedrooms 5
  • Bathrooms 4
  • Half Bath 1

OAK BLUFFS - new, luxury enclave - The Preserve at the Woodlands! Enjoy the best of both worlds in this lovely area abutting 200 acres of conservation land yet centrally located off County Road near Farm Neck Golf Club with bike paths that provide EASY ACCESS into downtown Oak Bluffs, Edgartown and Vineyard Haven. Relax and enjoy POND VIEWS and panoramic meadow views. This HIGH QUALITY NEW CONSTRUCTION offers 5 bedrooms and 4.5 bathrooms with 9 foot high ceilings. The wooded 1.8 acre lot offers a spacious backyard with a bluestone patio for entertaining, outdoor shower and borders conservation land for complete privacy. The option to add a POOL is available upon request. An OPEN FLOOR PLAN features a large gourmet kitchen with a Sub-Zero fridge, Wolf range and other professional stainless steel appliances. The living and dining area has lovely views of the pond, custom built-ins and a gas fireplace. A first floor master bedroom contains an en suite bath, dressing area and walk-in closet. For your convenience, there is a first floor laundry room, mud room and powder room. Upstairs there are four SPACIOUS bedrooms - two of which are master bedrooms with en suite baths and vaulted ceilings. The two additional bedrooms share a hallway bathroom with double sinks. Two of the bedrooms offer pond views. There is an additional washer and dryer upstairs. Enjoy UP-ISLAND PRIVACY with DOWN-ISLAND CONVENIENCE! Don't miss this opportunity to enjoy this beautiful INVESTMENT property and begin to earn income right away. Or enjoy it all year round yourself with family and friends!! MOVE IN READY!!

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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439 Neal Way

Price$859,000

Est. Mortgage: $/month

MLS ID 34999

  • Residential
  • Square Feet 2368
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 1.437

Oak Bluffs located at the entrance of Meadow View Farms in Oak Bluffs~Custom Contemporary Design located in desirable sunny location on a sprawling 1.43 acre lot and abuts greenbelt! This attractive residence offers an abundance of light throughout the open spacious living dining area and a sun filled solarium offering picturesque views over a tastefully landscaped backyard! Peaceful setting and meticulously maintained,and recently painted inside! Walk out basement with workshop,office, laundry area and utility room! Strong RENTAL POTENTIAL! Room for a pool and or garage with town approvals! Easy to show call for an appointment to see this unique BEAUTIFUL home!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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15 Peter M. Williamson Boulevard

MLS ID 34857

  • Residential
  • Square Feet 3100
  • Bedrooms 6
  • Bathrooms 5
  • Half Bath 1

BRAND NEW!!! Custom design will be Ready for Occupancy this SEASON. Features over 3100 square feet with another 1000 in finished walkout basement including another bedroom. Beautiful marble/tile work in all bathrooms, wide oak hardwood flooring, gas fireplace with marble mantle, first floor en suite master, 8' sliders with access to sweeping deck, 9' ceilings and cathedral in the living room, and an open kitchen/dining area with Wolf stove, Sub Zero fridge, Bosch dishwasher, large center island. Also, attached 2 car garage with unfinished space above. This house flows comfortably through the intimate spaces offering easy living, privacy, and the yard has room for a pool. A must see!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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21 Mill Square Road

Price$2,215,000

Est. Mortgage: $/month

MLS ID 34973

  • Residential
  • Square Feet 2905
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 2

EAST CHOP - WATER VIEWS - GREAT LOCATION! -- Totally renovated, year-round, 4-bedroom, Victorian, overlooks Nantucket Sound. Walk to beaches, harbor, yacht club, tennis courts, ferries and restaurants. Tastefully renovated in 2002 to retain its Victorian charm, its extensive renovations included replacement of all electric, plumbing, heating, many windows, and roof. Features include beach stone fireplace in living room, wrap around front porch, gourmet kitchen appliances, garage and parking for multiple vehicles. Seller agrees to credit buyer at closing, up to $25,000, for the cost of installing a new title five septic system

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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227 Buddys Drive

Price$999,000

Est. Mortgage: $/month

MLS ID 34943

  • Residential
  • Square Feet 3620
  • Bedrooms 6
  • Bathrooms 3
  • Half Bath 1

OAK BLUFFS CUSTOM COLONIAL SITUATED on.59 ACRES 1st floor sf 1820 2nd floor sf 1280 3rd floor sf 520 Total current finished SF 3620 Above garage unfinished sf 750 Basement sf 1428 Two car Garage sf 550 with an UPDATED & RENOVATED BRIGHT & SUN FILLED GREAT ROOM and an EXPANSIVE living/dining area and NEWER kitchen with STAINLESS STEEL APPLIANCES & GLEAMING GRANITE COUNTERS! The interior of the home is inviting and generous with an abundance of ROOMS! This open design has striking natural wood ship lap ceilings. Glass doors offer access to a huge exterior deck and penetrating views into the abutting State Forest ...The attention to detail includes the luxury of 2 Master Suites, on the first floor and second floor.There is a total of 6 bedrooms, 3. 5 bathrooms and a huge unfinished space above the two bay garage!..STRONG EXISTING RENTAL HISTORY in PLACE! OUTSTANDING LOCATION & TERRIFIC VALUE! ROOM for a POOL TOO!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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67 Trinity Park

Price$550,000

Est. Mortgage: $/month

MLS ID 34914

  • Residential
  • Square Feet 810
  • Bedrooms 2
  • Bathrooms 1
  • Half Bath 1

You can enjoy year round or vacation living in this Martha's Vineyard Camp Ground Cottage. Lovingly Renovated, insulated and full of charm, this two bedroom one and one half bath cottage has beautiful wood floors, custom made kitchen counter tops, mini spits for heating and air conditioning, two second floor bedrooms with vaulted ceilings, full bath on first floor with half bath on the second, a she-shed for storage and summer laundry. Enjoy the views of the park in front and the tabernacle along with it's many events all from the front porch. There are a few weeks rented this summer but the best week of the summer has been reserved for your use as the new owner.

Listed by Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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 Eastville Avenue

Price$1,149,000

Est. Mortgage: $/month

MLS ID 34837

  • Residential
  • Square Feet 1966
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

Walk to Town from this lovely 'Like new' four bedroom Home, with 2 Master Bedroom Suites (6 Bedroom Septic System) on an oversized 15,000 sq.ft. lot. Main living level has an open floor plan with clearly defined spaces. Living room has an Aspen Fieldstone clad fireplace, Bluestone hearth, crown molding, custom cabinetry for audio/visual equipment, recessed downlighters and beautiful rustic American Cherry floors that only get better with age. Breakfast area adjacent to the Kitchen leads directly to mahogany deck. Kitchen cabinets are a lovely Caramel Colored Maple with Giallo granite counter tops. The matching island provides great additional space to work on, or to sit at to keep the chef company. Kitchen leads to a separate dining room with built-in mirror feature and rustic cherry floors. Half bath w/travertine tiles, wainscoting and laundry. Also direct access to a one car garage with an automatic garage door opener. Second floor has two Master Bedrooms each with an ensuite. Two additional guest bedrooms share a guest bathroom. Each bathroom has travertine flooring, custom tiled baths/shower and granite counters. Berber carpet provides a soft touch in each bedroom, along with ceiling fans and recessed downlighters. Propane forced Central Air and Heat throughout. Basement is framed to accommodate two more bedrooms and a bathroom. Egress windows are already place for safety and additional light and ventilation! Town approval required in order to complete. Guest house potential when owner complies with town requirements. Asphalt driveway. Irrigation system around perimeter of house. Mahogany clad outdoor shower! Minutes to Eastville Beach, Oak Bluffs Harbor, the Ferry, Hospital and downtown restaurants and activities. Contents available for purchase separately. Room for a POOL! Easy to show.

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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8 Circuit Avenue Extension

MLS ID 25824

  • Condominium
  • Village Downtown
  • Square Feet 366
  • Bathrooms 1

No question that this property is the most affordable, turnkey, WATERVIEW property on the Vineyard. Perched up high overlooking Oak Bluffs Harbor, the ferry boats and all the action.This Victorian style architecture studio suite with wood and tile flooring, stove top, fridge, shower, bathroom and water views of Nantucket Sound, O.B. Harbor, and Sunset Lake is located in the heart of Town. Walk to the Steamship authority, beaches, restaurants and or your private boat at the harbor. Currently being used as a residential rental. Seller is participating in a 1031 tax deferred exchange. Property is currently rented for the 2019 season. At the present time, we can only show property unit on turnover days.

Listed by Dockside Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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71 Pennacook Avenue

Price$1,149,000

Est. Mortgage: $/month

MLS ID 34791

  • Residential
  • Village Downtown
  • Square Feet 2108
  • Bedrooms 6
  • Bathrooms 2

CLASSIC BEAUTY IN THE HEART OF OAK BLUFFS, The Pennacook House is set on a slight hill on a large landscaped yard. YEAR ROUND 6 bedroom, 2.5 bath home has a lovely eat-in kitchen, formal dining and living rooms with bay windows, den/study, hardwood flooring, outdoor shower, gorgeous period details and many updates throughout. Brand new state of the art propane hot water heating system and new electrical panel. Full walk-out basement with laundry and plenty of storage space. Home is sunny and warm in the winter and catches the cool breezes in the summer. GREAT LOCATION just a few blocks to town center, ferry, Ocean Park, and beaches. VERY STRONG RENTAL HISTORY!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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 Mourning Dove Way

Price$959,000

Est. Mortgage: $/month

MLS ID 34774

  • Residential
  • Village Sengy
  • Square Feet 1728
  • Bedrooms 4
  • Bathrooms 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 and entertaining . 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, 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: 3.75% last updated on Jul 11, 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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