Oak Bluffs Homes for Sale

Oak Bluffs has a wonderful array of single family homes on Martha’s Vineyard. From beach cottages and waterfront homes to homes within walking distance to downtown, shops, and restaurants, you’re sure to find the perfect Martha’s Vineyard home in Oak Bluffs. Scroll down to explore Oak Bluffs houses for sale on Martha’s Vineyard. 

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71 Pennacook Avenue Oak Bluffs MA

Price$1,149,000

Est. Mortgage: $/month

MLS Number 34791

  • Residential
  • Square Feet 2108
  • Bedrooms 6
  • Bathroom 2
  • Half Bath 1

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

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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6 Mourning Dove Way Oak Bluffs MA

Price$959,000

Est. Mortgage: $/month

MLS Number 34774

  • Residential
  • Square Feet 1728
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 2

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 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

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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3 Checama Path Oak Bluffs MA

Price$799,000

Est. Mortgage: $/month

MLS Number 34755

  • Residential
  • Square Feet 1818
  • Bedrooms 4
  • Bathroom 2
  • Acreage 1.527

This light-filled, post and beam saltbox home is comfortable, move-in ready, and full of charm. Updated and very well-maintained, the house is worry-free and ready to enjoy both year round and seasonally. The first floor features the living room with a wood-burning fireplace and brick chimney built in 2005 - perfectly cozy on a brisk day. Also on the first floor is the cheerful, granite kitchen with a walk-in pantry, a full bathroom, and the spacious dining room. The second floor has four bedrooms and a full bathroom. Plus there are stairs to a bonus insulated attic space on the third level, which could be transformed to be another living space. The full, dry basement has both interior and exterior egresses. Also, there is refreshing central air and efficient central heat installed in 2005, as well as Harvey windows also installed in 2005. Set on 1.5 acres, it has a generous deck overlooking the large back yard and gardens. The neighborhood has substantial homes and lot sizes. All this plus a very short walk to serene Little Duarte's Pond, perfect for kayaking and canoeing. The central location is convenient to several towns and it is close proximity to miles of bike paths in the State Forest. Don't miss out on this uniquely wonderful property!

Listed by Viewpoints

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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247 County Road Oak Bluffs MA

Price$642,500

Est. Mortgage: $/month

MLS Number 34717

  • Residential
  • Square Feet 1222
  • Bedrooms 1
  • Bathroom 2
  • Acreage 0.26

This charming Cape Style home is sun-filled and delightful. The open living spaces include a modern kitchen with granite counters, center island, living and dining room. There is screened in porch for additional summer living space and a den for TV. The second floor includes a spacious bedroom with cathedral ceiling and full bath. many custom built-ins, wood floors throughout and baths are tiled. The finished basement offers additional living space for a family room, an office and separate laundry. Propane FHA, Central AC. Nicely landscaped yard with in-ground sprinkler, outside shower and detached shed for storage. Centrally located to town and beaches.

Listed by Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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27 Bayes Hill Road Oak Bluffs MA

Price$1,189,000

Est. Mortgage: $/month

MLS Number 34713

  • Residential
  • Square Feet 3000
  • Bedrooms 4
  • Bathroom 4
  • Half Bath 2

A builder's own custom colonial home nestled in a private setting of the Bayes Hill Association in Oak Bluffs. It is a desirable community of substantial homes with private tennis and easy access to the Lagoon & Sailing Camp. This home is situated on a .75 acre lot with an abundance of mature landscaping offering privacy. The home offers a tremendous amount of living space . It has a spacious open kitchen with bar, dining area leading to the a TV room which includes custom built-ins for storage. The first floor also has a gracious living room with woodburning fireplace and a formal dining room with glass doors that lead to the back deck and patio area. The second floor is comprised of a master bedroom suite , three guest bedrooms with a shared bath, and a separate wing that functions as a perfect “in- law suite”. The suite is complemented with a beautiful atrium window, wet bar and bathroom. Designed for year around living, with gas FHA heating zones and central A/C,ample storage ,huge garage and laundry room with sink. In addition,the attic has been converted into a spacious and bright office space with large skylights and built in shelving. The basement is fully finished with a second washer / dryer & bath. Well sited on the lot with a back deck, patio, big yard and garden.Surrounded by an abundance of mature trees and rows of hydrangeas. This home was thoughtfully designed to comfortably accommodate all the family and friends that will come to visit!

Listed by Martha's Vineyard Island-Wide Realty

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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7 Quail Run Oak Bluffs MA

Price$1,325,000

Est. Mortgage: $/month

MLS Number 34677

  • Residential
  • Square Feet 2877
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

IMMACULATE Residence impeccably maintained is in the desirable Sengekontacket Community of Oak Bluffs! This Exquisite custom design, comfortably on one level, is situated on almost an acre of land with mature landscaping, stone walls and colorful perennial flower beds. Enter an impressive foyer into an OPEN BRIGHT living room highlighted with a beautiful stone European wood burning fireplace and 12 ft ceilings. CENTRAL AC ! The interior design is complemented by attractive furnishings that add to the graceful flow of the floor plan. Gracious Master Suite and 2 additional bedrooms are all spacious and inviting with custom closets, the kitchen is large with high end appliances, and there is a cozy separate den, and a dining room with sunsets. SURPRISE! There is a lower level, fully finished, offering a large media/rec room and multiple gathering spaces along with a full tiled bathroom & spacious workshop with walk out access! TERRIFIC LOCATION with private amenities that include access to both fresh and salt water ponds, community dock, mooring available, with kayak storage and boat ramp, a community clubhouse on the fresh pond (available for private events), tennis courts, and community services such as curbside trash pick-up and snow removal. MUST SEE HOME!

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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52 Pennacook Avenue Oak Bluffs MA

Price$1,050,000

Est. Mortgage: $/month

MLS Number 34697

  • Residential
  • Square Feet 1926
  • Bedrooms 7
  • Bathroom 2
  • Half Bath 1

Downtown Oak Bluffs - Located in the heart of Oak Bluffs and in close proximity to beach, town and ferries is this sprawling Victorian-style home that was thoughtfully renovated in 2012. With 7 bedrooms, there is plenty of space for your family and friends. Enjoy your morning coffee or afternoon cocktail in a rocking chair on the covered porch overlooking a small town park. Walk through the arched doorway into a living area with 2 walls of windows. There is a spacious dining room with a bay window that welcomes in the afternoon light. Continue on into the eat-in kitchen,with large butler's pantry. The kitchen was recently updated with new appliances, cabinets and counter tops. Two bedrooms and a full bath complete the first floor. Upstairs features vaulted ceilings with painted wood paneling throughout the 5 bedrooms. There is a full bath and powder room that round out the second floor. The home features wood floors throughout. Tucked away on the side of the house is a welcoming outdoor living area with a patio. The requisite outdoor shower completes this well-appointed downtown home. Kitchen was renovated in 2017 and the rest of the home was renovated in 2012. Being sold furnished and with summer rentals already in place.

Listed by Island Real Estate

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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8 Pulpit Rock Road Oak Bluffs MA

Price$785,000

Est. Mortgage: $/month

MLS Number 34670

  • Residential
  • Square Feet 1639
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.474

Waterview Farms, a wonderful small community on the shores of Sengecontacket pond is where you will call home. This impeccably furnished and wonderful contemporary farmhouse will delight the senses with its good taste and comfort. Being sold turnkey with 3 spacious bedrooms and a bonus room that opens to a main living area with a soaring cathedral ceiling. There is enough room for the family and friends.The kitchen has stunning stone counter tops with a large under counter stainless sink. Great counter space for the discerning chef who likes to entertain. All rooms are perfect with the bathrooms renovated using quality tile and fixtures. The private deck out back is great for entertaining and grilling. Walk down to the pond and hop into your kayaks for an adventure that will make memories and keep the friends jealous for years to some. Also off Pulpit Rock is Pecoy Point Preserve, a Land Bank property featuring 1100 feet of shoreline, salt marsh and grasslands for stellar bird watching, biking, kayaking or an easy adventure

Listed by Feiner Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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3 Old Dirt Road Oak Bluffs MA

Price$687,000

Est. Mortgage: $/month

MLS Number 34611

  • Residential
  • Square Feet 1440
  • Bedrooms 3
  • Bathroom 1
  • Half Bath 1

Stylish and pristine three bedroom home in Oak Bluffs with deeded access to Lagoon Pond. Extensively renovated in 2014, the home features a new kitchen, new bathrooms, new flooring, new windows, new exterior siding, dual heat pump/ac split system on the main level, new electric heat units in the lower level, mahogany enclosed outside shower and irrigation. The floor plan is a reverse layout with three bedrooms on the first level with full bath and the kitchen, dining room, living room, powder room and deck on the upper level. Stone patio off the bedrooms and beautiful grassy back yard with stone wall accents. Set back in the woods for privacy but just off the main road for super convenience to all down island towns.

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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10 Prospect Park Oak Bluffs MA

Price$995,000

Est. Mortgage: $/month

MLS Number 34585

  • Residential
  • Square Feet 1691
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 1

Classic turn-of-the-century Victorian cottage with beachstone fireplace and distant water views, faces out on to a charming park. The property is located in the heart of East Chop and just a short stroll to the beach, tennis courts,the harbor and downtown. This wood framed house, aptly named The Haven of Bliss, has been lovingly maintained through the years and has two covered porches, a deck off the master bedroom, and a screened, stormed porch off the kitchen. The house has four bedrooms, one and 1/2 bathrooms, and sinks in three of the bedrooms. The living room and dining/sitting rooms have large windows and double doors which are screened or stormed with plexiglass, as are all the windows in the house allowing 3 season use with electric heaters. The outdoor shower is surrounded by mature trees and a landscaped yard.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 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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