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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58 Barnes Road

Price$650,000

Est. Mortgage: $/month

MLS ID 35546

  • Residential
  • Square Feet 1428
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 0.23

This charming Oak Bluffs home is perfectly located in close proximity to downtown Oak Bluffs, Vineyard Haven, and the Sailing Camp. The farmers porch spans the front of the home, and with the privacy of the mature trees is a great spot to sit any time of day. As you enter the front door you walk into an open kitchen, dining room and living area great for everyone to gather in. The second floor, while at the moment is two open rooms set up as bedrooms, could be made into two more private bedrooms or one large master suite. There is a full basement that holds the laundry and other storage, but could be finished off for additional living space. Whether you are looking for a property to rent out, use as a family, or renovate, this home has a lot of potential for any buyer.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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72 Norris Avenue

Price$950,000

Est. Mortgage: $/month

MLS ID 35426

  • Residential
  • Square Feet 1765
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 0.23

This well maintained home has it all! It's perfect for entertaining and convenient to town. Enjoy dinner and a movie, cocktails on the harbor, shopping or catch your ferry, all just a short 5 minute walk from the home. This corner lot is surrounded by landscaping giving you a sense of privacy. Invite friends over for a cookout and enjoy the outdoor fireplace on the chillier nights, or practice your putting game on the green (just don't get caught in the sand trap). If the day gets rained out you can always bring the party inside with the open concept living area and sun room. A smart choice for someone looking for an investment property or someone looking for their Martha's Vineyard home.

Listed by Martha's Vineyard Seacoast Properties

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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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22 Windy Hill Road

Price$590,000

Est. Mortgage: $/month

MLS ID 35561

  • Residential
  • Square Feet 1096
  • Bedrooms 3
  • Bathrooms 1
  • Acreage 0.23

Remarkable well maintained 3 bed ranch in Vineyard Highlands neighborhood of Oak Bluffs on beautiful Marthas Vineyard!! Several updates w/ current owner from new Anderson thermal double hung windows added in 2004 to beautiful custom hand laid rear patio completed just 2 months ago! Warm & inviting bamboo composite hard wood floors to new lower maple cabinetry in kitchen. Home was raised off foundation in 2004 for the current poured concrete foundation to be elevated adding substantial value to it's now 10' extended ceilings in the partially finished basement offering tremendous addtl. storage room for all of your family's, beach, fishing & boating needs! Brand new tiled bathroom floor Just Finished adds to this homes comfort & charm along w/ the gorgeous new re-claimed mahogany front porch! 3 good sized bedrooms on 1st floor w/ a finished 4th bonus room/office in basement. This home offers economical propane primary heating system w/ electric back-up. Addtl. fantastic outdoor shower!

Listed by Boston Green & Vineyard Realty

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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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40 Pinewood Lane

Price$579,000

Est. Mortgage: $/month

MLS ID 35431

  • Residential
  • Square Feet 784
  • Bedrooms 2
  • Bathrooms 1
  • Acreage 0.36

Home Sweet Home- you won't want to miss this special property. The house is situated on a grassy .36 acre lot in a very convenient location, just a short stroll from the Oak Bluffs School, tennis courts and playground and less than a mile into downtown Oak Bluffs. This adorable home has been recently renovated head to toe with new hardwood floors, bathroom and appliances in 2017, and a new roof in 2018. The large deck, storage shed and mature trees add to the well manicured yard. The house features a open dining area leading into the kitchen with a separate living room. The spacious and private living room has a gas-fired stove. Two bedrooms and a full bath with laundry complete the floor plan. There is a strong rental history or make it your own with the ability to expand or add a guest house in the future.

Listed by Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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331 East Chop Drive

Price$859,000

Est. Mortgage: $/month

MLS ID 35522

  • Residential
  • Square Feet 444
  • Bedrooms 1
  • Bathrooms 1
  • Acreage 0.1796

SEASIDE WATER FRONT BEACH Cottage on East Chop! This is the BEST value on Martha's Vineyard today. Just imagine waking up to the sights and sounds of the salty water lapping on the beach outside your bedroom window. The property faces westerly, so sunsets with sailboats in the distance is yours to enjoy. Be sure to bring your kayak or sunfish as you can launch right from your private beach and yes...of course...you can fish here too! Sold mostly furnished, so you can move right in and use. STRONG rental history and fully booked for the summer 2019 season...instant income. This is an outstanding opportunity to own waterfront property...come take a look!

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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68 Vineyard Avenue

Price$735,000

Est. Mortgage: $/month

MLS ID 35409

  • Residential
  • Square Feet 1460
  • Bedrooms 2
  • Bathrooms 2
  • Acreage 0.2617

This well loved ranch style home has many wonderful features. Starting with a cozy front porch. The interior features include a large eat in kitchen with pine flooring, open den area off the kitchen, separate large living room with pine flooring, four season sun room with hickory floors which is very light and bright and added in 2012, master bedroom with a newly added handicapped accessible bathroom , a second large bedroom and full bathroom off the hall. Full basement with bulkhead access. There our heat/air conditioner wall units in the bedrooms and the four season sun room. Other updates include newer furnace in past 2 years, electric hot water heater in past four years and new trek deck. Over sized attached one car garage. Out door shower. Beautiful shrubs and trees around the house. Very close to the library, business district, campground association, harbor ,town and beach. * Portion of the septic system has failed. Researching options.*

Listed by Island Real Estate

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$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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55 Worcester Avenue

Price$1,389,000

Est. Mortgage: $/month

MLS ID 35514

  • Residential
  • Square Feet 2446
  • Bedrooms 3
  • Bathrooms 3
  • Half Bath 1

NEW CONSTRUCTION - WALK TO WATER - Custom Three Bedroom, Three and a Half Bath Home with extensive interior trim including wainscoting, coffered ceilings and rustic beams. The entire ground floor is L-Shaped with two living areas on opposite sides of the house, the kitchen being the central point. The main Living Room will have a Coffered Ceiling, Hardwood floors, direct access to a huge deck and a propane Fireplace. The Custom Kitchen will have Quartz counters, Stainless Steel Appliances and Rustic Beams. Two dining areas, one formal, one informal provide a transition into each of the living areas. (See Floor Plans in Photos). Second living area with built-in bookcases. Shiplap clad entrance hallway with half bath. Wainscoting throughout the main living level. Upstairs, two story landing overlooks the entrance hallway. There are Two Master Bedrooms - they each have their own private bathrooms and private balconies. There's also a third living room upstairs which leads to a Third bedroom, sharing the full guest bathroom. Custom tile work throughout. Full size windows in part of the full basement. Forced Hot Air heat and Central Air-Conditioning. Huge mahogany Deck 12ft x 40ft.. Two Car Garage and off street parking. A short walk to the end of the road and you'll be at the Beach on the Lagoon - Great for swimming and boating - a Big Plus for renters! Minutes to bike or to drive to downtown Oak Bluffs and Ferry. Progress photos will be added regularly. Completion end of Sumer 2019. Easy to Show! (Taxes only reflect land assessment.)

Listed by Alisan Lohan-Conway Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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1 Hebron Avenue

Price$459,000

Est. Mortgage: $/month

MLS ID 35475

  • Residential
  • Square Feet 687
  • Bedrooms 2
  • Bathrooms 1

Sea Side Cottage! Walk to beaches, harbor, ferries and Oak Bluffs town. Original charm paired perfectly with comfortable amenities. Terrific location with views of the Oak Bluffs harbor and Falmouth beyond. This tastefully remodeled 2 bedroom corner cottage is light filled and airy and ready for summertime fun! With a newer roof, windows, patio and propane heater, it's ideal for shoulder season enjoyment as well. The Martha's Vineyard Camp Meeting Association is a treasured setting with over 300 antique gingerbread cottages, historic Tabernacle and beautiful park grounds. Community benefits, activities and municipalities are many - cottage museum and a year round office too. Come see this sweet vintage abode - you'll want to move right in!

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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4 Quail Run

Price$550,000

Est. Mortgage: $/month

MLS ID 35487

  • Condominium
  • Village Sengy
  • Square Feet 1292
  • Bedrooms 2
  • Bathrooms 2

Vineyard living at it's best! The Sengekontacket community is centrally located to all Oak Bluffs, Edgartown and Vineyard Haven have to offer and is a mix of townhouses and private homes. Amenities include beautifully landscaped NEW tennis/pickleball courts, RARE private water access to Sengekontacket pond with an even rarer private boat launch - mooring your boat is possible. There is also a private dock for swimming, fishing or kayaking with kayak racks just steps away. A clubhouse on Fresh Pond is available to host private events. The beautifully landscaped and maintained grounds could not be more inviting for a leisurely stroll and the nearby bike trails round out this carefree lifestyle. This lovingly maintained and updated unit is two bedrooms, two bathrooms with an additional loft on the third floor for sleeping or an office. It's a unique corner unit with a verdant, private deck for relaxing and entertaining. Washer and dryer located in the unit. 3 car parking with a large storage closet is also included. Best value on the island!

Listed by Feiner Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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 Tower Ridge Road

Price$1,795,000

Est. Mortgage: $/month

MLS ID 35358

  • Residential
  • Village Central
  • Square Feet 3957
  • Bedrooms 4
  • Bathrooms 4

Incredible investment opportunity in the highly desirable Tower Ridge neighborhood. This lovingly maintained home has undergone many sensible upgrades and is ready for a new owner's stress-free enjoyment. The property is situated on a quiet and private street, and is located close to Farm Neck Golf Club, bike path and miles of hiking trails. New windows, renovated gourmet kitchen, copper gutters, red cedar siding, 2-sided granite fireplace, renovated tile baths, sun-room, sauna, fireplace in master bedroom, cathedral ceilings, finished basement, and plenty of outdoor space, are among the many features this home offers. A detached 2-car garage with 15ft ceilings is perfect for boat storage. Above the garage is a spacious studio with cathedral ceilings and private second floor deck. A picture-perfect garden shed was fully renovated and features a covered porch, wood detail throughout, loft storage space, updated windows and is set up for year-round use. This is an investment opportunity not to be missed!

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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