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Oak Bluffs Properties

Originally called “Cottage City”, Oak Bluffs is a classic beach town, filled Downtown Oak Bluffs Martha's Vineyardwith fun restaurants, bars, shops and beaches. It’s one of the island’s principal points of arrival for summer tourists, and is home to the Camp Meeting Association, or “Campgrounds”; a renowned area consisting of hundreds of colorful, unique “gingerbread” cottages in the center of town. Also in Oak Bluffs is Circuit Avenue, the commercial heart of the town with restaurants, souvenirs, and ice cream shops, as well as the spacious waterfront grounds of Ocean Park, and the long stretch of Joseph A. Sylvia State Beach that extends into Edgartown.

Within Oak Bluffs you’ll find properties along the winding roads on East Chop, historic cottages in Ocean Park and the Campground, and waterfront properties along the long stretch of Lagoon Pond.

Contact Sandpiper Realty to learn more about one of the Oak Bluffs real estate listings below. Register with our site if you would like to stay up to date on your favorite Oak Bluffs homes.

You might also like to view Vineyard Haven properties or Chilmark properties.

5 James Place, Oak Bluffs, MA

Oak Bluffs MA5 James Place, Central

Price$699,000

Est. Mortgage: $/month

MLS Number 29063

  • Residential
  • Village Oak Bluffs
  • Square Feet 1740
  • Bathroom 3
  • Bedrooms 3

You'll love this elegant Vineyard farmhouse style home~This home sparkles like new! Built in 2006 with only one owner and very lightly lived in. This homey three bedroom~three bath residence welcomes you with an inviting farmers porch, just the perfect spot to relax on a summer afternoon. The interior features a gracious living room with gas fireplace and a den with French doors that opens to both the living room and kitchen creating more room for gatherings of family & friends. The open kitchen/dining room leads to the sun deck overlooking the back yard with outdoor shower. On the second floor, you'll find bright & airy master suite with two ample sized guest bedrooms. In addition, there's large landing off the stairs that functions well as an office nook with room for a pull- out sofa for extended guest or added tv room for the 2nd floor. This house is well equipped for year around living with an energy efficient gas fired heating system and central air conditioning .Complete with a large walk-out basement, that could easily be converted into a great rec room space. Beautiful lush landscaping with hydrangeas and red roses galore, 1/3 of an acre corner parcel. A peaceful setting near the Lagoon...yet only a 15 minute walk to the town!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

60 Sunset Road, Oak Bluffs, MA

Oak Bluffs MA60 Sunset Road

Price$449,000

Est. Mortgage: $/month

MLS Number 29128

  • Residential
  • Village Oak Bluffs
  • Square Feet 950
  • Bathroom 1
  • Bedrooms 3

Located on the end of a paved road, this charming Cape style home includes 3 bedroom, family kitchen and a living room with fireplace. Full basement, oil heat and nicely landscaped. Close to town, beaches and schools.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

60 Sunset Road, Oak Bluffs, MA

MLS Number 29129

  • Residential
  • Village Oak Bluffs
  • Square Feet 950
  • Bathroom 1
  • Bedrooms 3

All on one floor- A sweet three bedroom - one bath ranch home located on a quiet paved road less than half mile walk to town.Cozy living room with fireplace and three comfortable bedrooms one full bath. Lovingly landscaped with mature perennials. Large back sun deck and spacious yard buffered by trees. You'll love the privacy and convenience this home has to offer. This a great vacation or starter home!

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

68 Front Street, Oak Bluffs, MA

MLS Number 29117

  • Residential
  • Village Oak Bluffs
  • Square Feet 2695
  • Bathroom 3
  • Bedrooms 3

Spacious and modern Cape Cod style home with many fine features including an open floor plan, kitchen with cherry cabinetry cooking island, arched doorways, fireplaced living room, built-in bookcases and more. Many intimate spaces including the den or office, formal dining area and parlor off the kitchen with woodstove all on the first floor. Master bedroom with designer master bath, Jacuzzi tub and tiled shower plus two guest bedrooms and another full bath on the second floor. Full basement and two car garage offers additional space for storage and another office or rec room. This home was expanded and renovated in 2007(almost completed) and would be perfect for someone who wants quality construction and materials and is willing to complete finishing touches.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

68 Front Street, Oak Bluffs, MA

MLS Number 29118

  • Residential
  • Village Oak Bluffs
  • Square Feet 2695
  • Bathroom 3
  • Bedrooms 3

Spacious 3 bedroom 3 bathroom home with 2 car garage. This 2695 square foot home is located a half mile from Farm Neck Golf course and a mile and a half from Oak Bluffs center. The house has many desirable features including; large open rooms; a designer's kitchen with granite countertops and center island, a formal dining room, den and living room with custom built-ins and fireplace, a master bath with Jacuzzi tub and Palladium window, wood stove, spacious back deck, and two car garage to name a few. Privately located on a dead end street yet close enough to the Lagoon and Oak Bluffs center.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

270 Sea View Avenue, Oak Bluffs, MA

MLS Number 29064

  • Residential
  • Village Oak Bluffs
  • Square Feet 2189
  • Bathroom 4
  • Bedrooms 5

Waterfront Harthaven beach house with a new private dock and access to the deep waters of Nantucket Sound off Martha's Vineyard island. Sitting on your wrap around deck or relaxing inside the spacious main living areas of your home, you have commanding views of sunrises, moonrises, firework displays, State Beach, Edgartown, and Chappaquiddick. Just imagine the splendor of life on the beach at this 5 bedroom 4 full bath coveted waterfront property. Access to private association sandy beach adjacent to the property. If you like, you can paddle over to the beach from your own dock. The dock has power, lighting, and plumbing to end. Private and protected inlet is a boaters' and water sports enthusiasts' paradise. Tennis at the association courts is minutes away, and the bike path and Farm Neck Golf Course are across the street. Oak Bluffs restaurants and ferry are walking distance from home.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4 Winemack Avenue, Oak Bluffs, MA

MLS Number 28990

  • Residential
  • Village Oak Bluffs
  • Square Feet 857
  • Bathroom 1
  • Bedrooms 2

This charming vintage cottage, located on a quiet street, sits on a wooded, shaded lot surrounded by Rhododendrons. Features include wood floors throughout, kitchen, living room with wood burning stove for those cool, early spring and late fall days, and a full bath on the first floor. Both bedrooms are on the second floor. Front porch, side deck, outdoor shower and shed complete the cottage, reportedly moved from the Camp Ground behind the Wesley Hotel in the 1920s-30s. Roof replaced in 2004. Property being sold as is. Title V installed in early 1990s, but buyer is responsible for inspection. Property is large enough to allow for expansion with town approval.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

6 Munroe Avenue, Oak Bluffs, MA

MLS Number 29074

  • Land
  • AgentName Lucier, Lisa
  • Village Oak Bluffs
  • Acreage 0.13

Oak Bluffs Highlands. Walk to Oak Bluffs center and East Chop beaches from this property. This buildable lot is 5663 square feet. Three bedroom lots in this price range are hard to find -don't miss out on building your own dream home. You can also purchase the 3 bedroom house next door for $349,000.

Listed by Anchor Realty of Martha's Vineyard

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

10 Munroe Avenue, Oak Bluffs, MA

MLS Number 29104

  • Residential
  • Village Oak Bluffs
  • Bathroom 1
  • Bedrooms 3
  • Acreage 0.0714

Walk to Oak Bluffs center and East Chop beaches from this 1900's bungalow. This 3 bedroom home has a screened in porch, and back patio. The house is in need of some work but with a little effort you could have a nice home or rental property within walking distance to the Oak Bluffs Harbor, beaches shops and restaurants.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3 Hudson Avenue, Oak Bluffs, MA

MLS Number 29053

  • Multi-Family
  • Village Oak Bluffs
  • Bathroom 2
  • Bedrooms 3

First-time buyers and DIYers: Now THIS is an opportunity! A residential duplex, featuring a bright two-bedroom apartment plus an attached studio with its own private entry and deck. Just add TLC. And maybe even combine two dwellings into one? The quarter-plus acre feels more like a third, thanks to the corner siting plus the bike path separating the parcel from the main road. Ample space to add a garage, shed or workshop. You'll still have room leftover to garden or just kick back and relax. In an area of tidy homes within easy biking distance to town and walking distance to school via the Tradewinds Road shortcut. The dog park is just a woof away. NOTE: The buyer will be required to assume the necessary septic upgrade within six months after closing. To help out, the seller will credit $10k to the buyer at closing.

Listed by Sandpiper Realty, Inc.

Sandpiper Realty, Inc.
P.O. Box 2248
Edgartown MA, 02539
Office: 508.627.3737

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.