Oak Bluffs Homes from $500k-$800k

Search with Sandpiper Realty, Inc. to find current homes, between $500k-$800k, for sale in Martha's Vineyard's town of Oak Bluffs. Look through a variety of listings to find your new home. Register with us to save your favorite properties, and you can get email updates when new listings match your search criteria.

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29 Simpson Avenue, Oak Bluffs, MA

Price$655,000

Est. Mortgage: $/month

MLS Number 34299

  • Residential
  • Square Feet 1460
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.1

Ideally located above Sunset Lake and Oak Bluffs Harbor in the desirable Copeland District, this 2+bedroom Vintage Island Home is in a lovely residential neighborhood. If the walls of the charming screened in porch could talk you would hear stories of how many generations have enjoyed this beach house. Close to beaches, ferries, shops, restaurants and all that the harbor and downtown Oak Bluffs have to offer. Plans for a four bedroom septic are in place and awaiting approval. This home has been rented to friends and family for 30 years. Your friends and family, and others will love it! ***AGENT MUST BE PRESENT FOR ALL SHOWINGS***

Listed by Point B Realty LLC

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Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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78 Isaac Avenue, Oak Bluffs, MA

Price$610,000

Est. Mortgage: $/month

MLS Number 34302

  • Residential
  • Square Feet 1568
  • Bedrooms 1
  • Bathroom 2
  • Acreage 0.25

Brand New in Oak Bluffs. This thoughtfully designed home is spacious and bright with gleaming hardwood floors throughout the open living room, dining area and kitchen complete with new stainless steel appliances. Lovely bedroom with full bath, two additional bonus rooms and another full bath. Full unfinished basement, large maintenance free deck and out door shower complete this home. Centrally Located, Just minutes to the harbor, town beaches, restaurants and shops.

Listed by Laer Realty Partners

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Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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41 School Street, Oak Bluffs, MA

Price$590,000

Est. Mortgage: $/month

MLS Number 34246

  • Residential
  • Square Feet 1007
  • Bedrooms 3
  • Bathroom 2
  • Half Bath 1

Walk to Oak Bluffs center, beaches, and restaurants from this renovated bungalow. This is a rare opportunity to get an affordable home so close to town. This cozy 3 bedroom 2 1/2 bathroom home is suited for year-round living and is connected to town sewer. Secluded yard includes a deck grassy yard and shed. Private driveway provides plenty of off street parking. Spacious living area with sliding glass doors opening onto the wrap around deck and front porch. The open kitchen and dining area also has a door opening onto the deck. The utility room with laundry and a half bathroom complete the first floor. Upstairs are three bedrooms and 2 full bathrooms. The front bedroom with it's own private balcony and bathroom off the hall. Two other bedrooms each with direct access to a "Jack and Jill" Bathroom.

Listed by Anchor Realty of Martha's Vineyard

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Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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 School House Village, Oak Bluffs, MA

MLS Number 34239

  • Residential
  • Square Feet 1960
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.76

Three bedroom two bath house with two first floor bedrooms. Downstairs includes the kitchen, living room, and large dining room. Upstairs is the third bedroom and family room. The property is built on two full size lots, a one bedroom guest house can be built adjacent to the garage.

Listed by Priestley Smadbeck & Mone

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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 June Avenue, Oak Bluffs, MA

Price$629,000

Est. Mortgage: $/month

MLS Number 34169

  • Residential
  • Square Feet 1274
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.18

Move in ready! This comfortable 3 bedroom 2 bath home has been lovingly maintained through the years. The first floor features an open floor plan with hard wood floors, wood burning fireplace in the living room, dining area and kitchen. The windows throughout the house and the kitchen slider and storm door have all been replaced within the past 2 years. Off the kitchen is a bedroom and full bathroom with stall shower. The second floor has two additional bedrooms and a full bathroom. The home is heated by propane, forced air and has a full basement and outdoor shower. There is central air conditioning on the first floor only. The second floor has electric heat. The yard is beautifully manicured with plantings and flower gardens around the perimeter of the house as well as a split rail fence along the front of the property. A large deck off the kitchen completes the home. The rock driveway clearly defines an area for 2+ cars. This property is close to the Lagoon and bike path. Come take a look!

Listed by Island Real Estate

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Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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446 County Road, Oak Bluffs, MA

Price$779,000

Est. Mortgage: $/month

MLS Number 33957

  • Residential
  • Square Feet 1959
  • Bedrooms 2
  • Bathroom 2
  • Half Bath 1

OAK BLUFFS: WATERVIEW FARMS!! Sweeping MEADOW VIEWS and some distant peek views of Nantucket Sound and Sengekontacket Pond from this spacious year round residence. Short walk to community beach and dock area and potential for a mooring in The Pond with access to the OCEAN for small boats. LOTS OF BANG FOR YOUR BUCK! Open sun-filled living/dining room with cathedral ceilings and access to deck, large eat-in kitchen, 2 ample bedrooms and 2 full bathrooms on the first floor and a finished second floor with a half bathroom, and a full basement. Exterior is good condition with newer cedar shingle roof. A MUST SEE!!!!

Listed by Ocean Park Realty

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Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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115 Dukes County Avenue, Oak Bluffs, MA

MLS Number 33969

  • Residential
  • Square Feet 1435
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.08

Located near the Arts district just a short walk to downtown Oak Bluffs, this home features two first floor bedrooms with a third bedroom on the second floor. Walk in to an open kitchen/dining area with a large pantry off the kitchen. Down the hallway there is a full bathroom and a den/living room. The basement is partially finished with a full bathroom and separate laundry room with a washer and dryer. The backyard is fenced in with a large deck and a shed. There is off-street parking in the gravel driveway with room for 2 cars. Please give 24 hour notice for all showings

Listed by Ocean Park Realty

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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 Fairmont Avenue, Oak Bluffs, MA

Price$699,000

Est. Mortgage: $/month

MLS Number 33805

  • Residential
  • Square Feet 2808
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.1147

Opportunity abounds with this large 3 story home, just off of Barnes Road. The first floor could be either a legal 1 bedroom apartment, or a main floor Master with large entertainment area. The 2nd and 3rd floors were added in 2009. The 2nd floor has an open living/dining/kitchen area with a full bath, and a Master en Suite. The floors throughout the 2nd floor are oak. Kitchen has cherry cabinets, granite countertops and a custom island. The 3rd floor is currently being used as two separate office areas, along with a full bath. It could easily be converted to another large bedroom with a sitting area/office. Extra care has been taken to make it a low maintenance home: Hardie Boarding siding has been installed on the 2nd/3rd floor, with new shingles on the 1st floor. The 2nd/3rd floor windows are Andersen 400 tilt out windows, and the stairs and decking are composite with a Lifetime Guarantee. The owners have taken meticulous care of the home, and have maintained the information on each improvement, along with receipts and warranty information. Truly move in ready.

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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137 Circuit Avenue, Oak Bluffs, MA

Price$680,000

Est. Mortgage: $/month

MLS Number 32750

  • Residential
  • Square Feet 864
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.1915

Fantastic downtown Oak Bluffs location, walk to everything! Beaches, restaurants, parks, ferry, harbor. A rare opportunity for downtown OB. Meticulously maintained by the same family for over 50 years this home has hardwood and cork floors, newer Marvin windows, covered porch, finsished basement and fantastic yard! The home comes fully furnished including a Jeep Cherokee for your Island adventures! 3 first floor bedrooms with full bath, eat in kitchen and living room. Walkout basement is partially finished with another sleeping area, living area full bathroom and extra unfinished space for storage. The home sits perched on a hill overlooking Hiawatha park with a huge 24'x14'covered porch. The home is deceivingly larger than it looks and you have a spacious front and back yard..A great opportunity for downtown living.

Listed by Martha's Vineyard Island-Wide Realty

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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 Spruce Avenue, Oak Bluffs, MA

Price$655,000

Est. Mortgage: $/month

MLS Number 33758

  • Residential
  • Square Feet 1274
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.08

Location! Location! Location! Walk to the ferry, the harbor, the beach, downtown, and library, yet set back from the busy street. Home has been lovingly maintained - redesigned spaces, updated kitchen, and lots of living space! The efficient monitor heat, new insulated tilt-in windows, and relocation of pipes extend the home from seasonal use to year round accommodations! New roof in 2017 with warranty included. Great rental history.

Listed by Martha's Vineyard Real Estate

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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 Nahomon Street, Oak Bluffs, MA

Price$725,000

Est. Mortgage: $/month

MLS Number 33679

  • Residential
  • Square Feet 1131
  • Bedrooms 2
  • Bathroom 2
  • Acreage 0.1199

Don't miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Every inch of this Cape-style home has been well cared for. The home features brazilian cherry floors, updated kitchen with stainless appliances, spacious living room with brick fireplace, first floor bedroom and tile bath. Second floor offers a bedroom suite with jacuzzi tub and tile shower. Enjoy lush gardens, large farmers porch, outdoor deck plus a second grilling area all overlooking an in-ground pool. Just a short distance to Oak Bluffs center and Harbor. Excellent rental history!!

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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9 Victorian Park, Oak Bluffs, MA

Price$559,000

Est. Mortgage: $/month

MLS Number 33378

  • Residential
  • Square Feet 1015
  • Bedrooms 4
  • Bathroom 1

RARE OFFERING in the Martha's Vineyard Camp Meeting Association! This beautiful Victorian Gingerbread Cottage has been in the same family for over 50 years! Terrific location a block to Circuit Avenue easy stroll to public beaches, shopping & dining on a famous Circuit Avenue, Oak Bluffs Harbor, ferry ports and all the Oak Bluffs Town Parks! Classic Camp Ground Cottage located a in quiet section of the Martha's Vineyard Camp-Meeting Association has all of its original charm and character. Relaxing front porch looking out on Victorian Park, living room, dining room, kitchen, full bathroom and bedroom on the first floor. Upstairs are three more ample bedrooms. Private backyard with landscaping a storage shed and on site parking. Unique opportunity! EASY to SHOW! You will love this MAGICAL SETTING! ON -SITE PARKING for 2+ CARS !

Listed by Ocean Park Realty

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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 33310

  • 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: 4.6% last updated on Sep 13, 2018
* 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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30 Fairmont Avenue, Oak Bluffs, MA

Price$559,000

Est. Mortgage: $/month

MLS Number 32699

  • Residential
  • Square Feet 1365
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2299

This three bedroom beautifully landscaped Cape has a four bedroom septic allowing for expansion. At the end of a dead end road, it is quiet , yet close to Farm Neck and a baseball field for kids to play in. It has a new roof and three different heating sources which include a Propane Moniter, Wood Stove and Electric heat for back up. There is an oversize deck which wraps the house with access to and sturdy outside shower. The house has a nice flow to it with an open kitchen dining area and a cozy living room. The basement is partially finished as works as a large play room for both kids and adults! Outside the home there are many different levels of landscaping made with the wood from the original Jaws bridge! At the entrance there are three spectacular burning bushes followed by an exotic mature yellow tea rose shrub. Surrounded by a nice woods belt, there is a comfortable feeling of privacy!

Listed by Jane Brown Assoc.

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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54 Pond View Drive, Oak Bluffs, MA

Price$634,000

Est. Mortgage: $/month

MLS Number 32771

  • Residential
  • Square Feet 1238
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.17

Charming cape in Vineyard Hills neighborhood, set on an ample 1.17 gorgeous acres with immense potential. Vineyard Hills is a sought after, private community, offering paved roads, easy access to Sailing Camp Park, the Lagoon, and less than three miles to Oak Bluffs town center, harbor and beaches. The 5 bedroom septic, on 1.17 acres, allows for expansion of the 3 bedroom house OR, this enormous lot, with the large 5 bedroom septic design, offers the potential to build a two bedroom guest house. This wonderful residence offers 3 bedrooms and 2 full baths. The living room is bright and offers a warm brick hearth with a wood stove hookup. The kitchen and dining room are open and flows outside via sliders to the rear deck for grilling and outside dining. Also, on the first floor, is a full bathroom , and a bedroom with two large closets. The second floor offers two more spacious bedrooms and a bath. Walk out basement with a one car garage offers fabulous potential to finish this space into more living area. This private 1.17 lot is gently sloping to the south. Please check with the Oak Bluffs building inspector to confirm any future building plans for this great opportunity.

Listed by Island Real Estate

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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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98 Park Street, Oak Bluffs, MA

Price$698,000

Est. Mortgage: $/month

MLS Number 31596

  • Residential
  • Square Feet 800
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.2399

Find your perfect foothold in Oak Bluffs with this adorable property in East Chop! Enjoy all that Oak Bluffs has to offer - the lighthouse is just moments away, as are beaches, tennis, downtown and the harbor. Offered with plans for a much larger home with attached garage, this property has outstanding potential, just waiting for your vision. At the same time, the existing home, a quaint cottage, is charming as-is, ideal as a cozy Vineyard retreat. The location is superb, with a number of elegant homes in the immediate surrounds. A fantastic opportunity. Note: there is an existing waterview of the Sound and ferries that was established by clearing, with permission, on a neighboring property.

Listed by Wallace & Co. Sotheby's

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$
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$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 2018
* 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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