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Oak Bluffs Properties

Originally called “Cottage City”, Oak Bluffs is a classic beach town, filled with 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.

4 Periwinkle Lane Marthas Vineyard MA

MLS Number 28364

  • Residential
  • Village Oak Bluffs
  • Square Feet 1475
  • Bathroom 2
  • Bedrooms 3

NEW HOME! 3 bedroom 2 bath air conditioned home! Tucked away in a private, tranquil setting but just a stroll to Oak Bluffs harbor, ferries, restaurant's and shops. This thoughtfully designed, one floor living home is bright and sunny and boasts gleaming wood floors, stainless steel appliances, 2 full baths with tiled floors, laundry room and a huge walk out basement that would make a great bonus room or home office. Perfect for year round or summer living.

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: 3.67% last updated on 2015-04-16

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

31 New York Avenue Marthas Vineyard MA

MLS Number 28322

  • Residential
  • Village Oak Bluffs
  • Square Feet 1670
  • Bathroom 3
  • Bedrooms 5

Architecturally restored and renovated 1920's Bungalow with new separate guest quarters over garage. Built in the 1920's this traditional 5 bedroom bungalow has been the recipient of many modern upgrades and sophisticated touches by its Architect/Designer owners. Newly renovated kitchen with radiant heated floors is whimsical and functional. Poured concrete countertops offset the stainless appliances. Traditional meets modern with creative cabinetry and features. The open design of the dining and living areas is emphasized by the original woodwork and design. A fireplace with field stone surround is the centerpiece of the living area, in keeping with the creative design of this unique home. Original wood entry way with a grand staircase that leads to the 2nd floor. The sunken master has custom built-ins' skylights and unexpected architectural features. Upstairs bathroom has radiant heated floors and a new oversized shower stall. Two additional smaller bedrooms finish the 2nd floor of the house. The location has the best of both worlds, as the front of house offers the action of Oak Bluffs while the back of house leads to the tranquility of East Chop.

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: 3.67% last updated on 2015-04-16

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

133 Sea View Avenue Marthas Vineyard MA

MLS Number 28341

  • Residential
  • Village Oak Bluffs
  • Square Feet 2650
  • Bathroom 3
  • Bedrooms 5

Oak Bluffs ! Live a Lifestyle you dreamed of...and hear the sounds of the sea! Water views in every direction from this classic Vineyard residence that has been tastefully restored offering a unique blend of the old charm with contemporary sophistication. Easterly panoramic views over Nantucket Sound from the front porch and restored living room with beach stone fireplace. Spacious bright new eat-in kitchen with granite counters and upscale appliances has a sweeping view over Farm Pond to the Southwest. There is a first floor bedroom, 3 more bedrooms with old bead board and stunning views upstairs and a new master bedroom suite that you will never want to leave. Walk across the street to the beach or stroll into town for dinner....this is an outstanding property in the perfect location! STRONG EXISTING RENTAL HISTORY IN PLACE!

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: 3.67% last updated on 2015-04-16

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

10 Richmond Avenue Marthas Vineyard MA

MLS Number 28325

  • Residential
  • Village Oak Bluffs
  • Square Feet 724
  • Bathroom 1
  • Bedrooms 2

A charming Vineyard cottage perfect for summer vacationing... living room with open kitchen and dining area and 2 bedrooms... short walk to the Art's District, shops and restaurants of Circuit Avenue, the harbor and beaches...

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: 3.67% last updated on 2015-04-16

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

23 Keystone Road Marthas Vineyard MA

Oak Bluffs MA23 Keystone Road

Price$799,000

Est. Mortgage:$/month

MLS Number 28276

  • Residential
  • Village Oak Bluffs
  • Square Feet 2132
  • Bathroom 3
  • Bedrooms 3

A 1.9 acre private wooded lot surrounds this 3 bedroom 3 & 1/2 bath contemporary cape that features a living room with fireplace, cathedral ceilings, and oak floors. This home has a separate dining area, kitchen with breakfast area, and a first floor master bedroom with ensuite bath. It is perfect for summer living and entertaining with multiple doors leading to a large deck. Separate wing has a media room, in-home office, plus an attached garage. Walk to over 100 acres of conservation woodlands. Rental income numbers available.

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: 3.67% last updated on 2015-04-16

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

307 East Chop Drive Marthas Vineyard MA

MLS Number 28255

  • Residential
  • Village Oak Bluffs
  • Square Feet 1500
  • Bathroom 2
  • Bedrooms 3

East Chop Waterfront! Come and relax in this Classic Vineyard-style cottage with modern amenities and a designer flair. Many recent upgrades and tasteful renovations have been completed to this delightful four season home offering three bedrooms, two baths, a fieldstone fireplace, refreshing outdoor shower and private beach. Enjoy spectacular views of the Outer Harbor and take in all the boating activity and gorgeous sunsets over West Chop right from your doorstep. A very quiet, serene setting yet just a short drive to both downtown Oak Bluffs or the Center of Vineyard Haven. Simply Delightful!

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: 3.67% last updated on 2015-04-16

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

50 Brush Pond Road Marthas Vineyard MA

MLS Number 28252

  • Residential
  • Village Oak Bluffs
  • Square Feet 1414
  • Bathroom 1
  • Bedrooms 2

Enjoy gorgeous water views from this wonderful home. Relax on the three season porch and watch the beautiful sunsets over Brush Pond and the Lagoon. Kayak or canoe on the pond. What more could you want? There are two spacious bedrooms. A generous sized living room that will be perfect for entertaining. Enjoy the fireplace on those chilly nights. The kitchen offers plenty of room and the eat in dining area boasts a great view of the water. The septic inspection has been done. This home offers a summer cottage feel that is just right for the Vineyard. This home is the perfect vacation spot for countless summers to come.

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: 3.67% last updated on 2015-04-16

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

77 Edgartown-Vineyard Haven Road Marthas Vineyard MA

MLS Number 28202

  • Land
  • Village Oak Bluffs
  • Acreage 1.3800

Lightly wooded property with frontage on Edgartown-Vineyard Haven Rd. Centrally located to many Island amenities including the YMCA, MVRHS, and the Ice Arena. Easy access to the cross-Island bike path, State Forest, VTA and more! Call for more details and to view. All viewings must be accompanied by listing broker!

Listed by Conroy & Company R.E., 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: 3.67% last updated on 2015-04-16

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

71 Edgartown-Vineyard Haven Road Marthas Vineyard MA

MLS Number 28211

  • Land
  • Village Oak Bluffs
  • Acreage 1.6600

Lightly wooded property with frontage on Edgartown-Vineyard Haven Rd. Centrally located to many Island amenities including the YMCA, MVRHS, and the Ice Arena. Easy access to the cross-Island bike path, state forest, VTA and more! Call for more details and to view. All viewings must be accompanied by listing broker!

Listed by Conroy & Company R.E., 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: 3.67% last updated on 2015-04-16

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

71 & 77 Edgartown-Vineyard Haven Road Marthas Vineyard MA

MLS Number 28213

  • Land
  • Village Oak Bluffs
  • Acreage 3.0400

Two lightly wooded properties with frontage on Edgartown-Vineyard Haven Rd. and corner of Gamba Rd. Centrally located to many Island amenities including the YMCA, MVRHS, and the Ice Arena. Easy access to the cross-Island bike path, State Forest, VTA and more! Call for more details and to view. All viewings must be accompanied by listing broker!

Listed by Conroy & Company R.E., 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: 3.67% last updated on 2015-04-16

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

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