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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.

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140 Vineyard Avenue Marthas Vineyard MA

Oak Bluffs MA 140 Vineyard Avenue, Central

Price: $389,000

Est. Mortgage: $/month

MLS Number 27714

  • Residential
  • Village Oak Bluffs
  • Square Feet 1075
  • Bathroom 2
  • Bedrooms 3

OAK BLUFFS: Here's a super value in this compact cape style residence situated within good proximity to the center of town, shopping, beaches and ferry. Features an open floor plan with hardwood flooring and a first floor bedroom and full bathroom with 2 more ample bedrooms and another full bathroom upstairs. Great SCREENED PORCH for dining and relaxing in privacy.

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: 3.99% last updated on 2014-11-20

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

67 Trinity Park Marthas Vineyard MA

Oak Bluffs MA 67 Trinity Park, Downtown

Price: $325,000

Est. Mortgage: $/month

MLS Number 27594

  • Residential
  • Village Oak Bluffs
  • Square Feet 1125
  • Bathroom 1
  • Bedrooms 2

Quaint and Comfortable --Typical --Campground cottage--with all the charm that decades of enjoyment can provide in a very special setting

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: 3.99% last updated on 2014-11-20

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

39 Norris Avenue Marthas Vineyard MA

Oak Bluffs MA 39 Norris Avenue, Central

Price: $489,000

Est. Mortgage: $/month

MLS Number 27622

  • Residential
  • Village Oak Bluffs
  • Square Feet 1224
  • Bathroom 2
  • Bedrooms 3

Charming Victorian Farmhouse set on a corner lot with private grassy yard and patio. Walk to Oak Bluffs center, and beaches from this well maintained 3 Bedroom 2 bath home. The interior features a sun porch, large living room, dining area, kitchen and bathroom on the first floor. The second floor has a master bedroom with a bonus room, two other bedrooms and another full bathroom off the hall.

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: 3.99% last updated on 2014-11-20

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

21 Kennebec Avenue Marthas Vineyard

Oak Bluffs 21 Kennebec Avenue, Downtown

Price: $569,000

MLS Number 27665

  • Commercial
  • Modification Date 2014-11-07 11:17:21
  • Village Oak Bluffs

Commercial condo unit in OAK BLUFFS center. Located in a B1 Zone this first floor commercial condo unit is in a desirable location with plenty of foot traffic. This unit features 10 foot ceilings, large attractive windows for high visibility, custom cherry wood built-in shelving and display tables, hardwood oak flooring, and a Bose surround system add an upscale look to this great commercial space. A private office and 1/2 bath complete the unit. A large dry storage area in basement also included in square footage. Now's your chance to open up a new business in this inviting space or assume the popular high end boutique "Rouge Luxe." Parking on site.

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: 3.99% last updated on 2014-11-20

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

99 Dukes County Avenue Marthas Vineyard

Oak Bluffs 99 Dukes County Avenue, Downtown

Price: $559,000

MLS Number 27683

  • Commercial
  • Modification Date 2014-11-06 10:06:13
  • Village Oak Bluffs

A premier B1 location is home to this bright and inviting post-Victorian farmhouse in the heart of the Arts District. It offers a rare opportunity for the creative entrepreneur and includes a dramatic two-level apartment upstairs. Whether used as a boutique, gallery, studio, bistro or gourmet to go, it's an exciting place to be right now. New town sidewalk to the Oak Bluffs Harbor makes easy walking access to this ever-evolving arts destination.

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: 3.99% last updated on 2014-11-20

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

8 Circuit Avenue Extension Marthas Vineyard MA

Oak Bluffs MA 8 Circuit Avenue Extension, Lagoon/Harbor

Price: $199,000

Est. Mortgage: $/month

MLS Number 27681

  • Condominium
  • Modification Date 2014-11-05 14:54:47
  • Village Oak Bluffs
  • Square Feet 334
  • Bathroom 1

Located on within a stones throw to the Oak Bluffs Harbor. This Victorian style architecture Condo has Oak hardwood floors and waterviews of O.B. Harbor. Walk to all the ferry's, the SSA, Hyline, Island Queen - beaches, restaurants and or your private boat in the harbor. Fantastic location on the Oak Bluffs Harbor. This Bluffs Walk Condo studio unit is one large room with kitchen and full bathroom (with shower).Its B1 and is an ideal location for starting a small business or boaters looking for dry land.

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: 3.99% last updated on 2014-11-20

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

24 Meadow View Road Marthas Vineyard MA

Oak Bluffs MA 24 Meadow View Road, Sengy

Price: $959,000

Est. Mortgage: $/month

MLS Number 27670

  • Residential
  • Village Oak Bluffs
  • Square Feet 2253
  • Bathroom 3
  • Bedrooms 4

This contemporary farmhouse is well set from the road by a stone terraced garden and circular drive for ultimate privacy. A front wrap around porch is welcoming and a perfect spot for an afternoon read. Open the door into the entry foyer with powder room that flows through to the well appointed kitchen and spacious dining area. The great room, anchored by a lovely fireplace and built-in's, is found off the kitchen and through interior glassed french doors. The first floor is complete with an en suite master bedroom. All rooms open to the patio surrounded by mature hydrangea and lavender plants. Three guest rooms and two full baths are located on the second and third floors. The home as been most tastefully renovated over the years and the decor and finishes are light and airy and very attractive and make for a classic Vineyard beach house. The lawn is perfect for games and there is even a gazebo from which to sit and observe. The property lightly slopes toward the rear property line where it meets acres of protected common land and makes for a truly lovely and private setting. The Meadow View neighborhood offers private tennis courts to its residents and their guests. Meadow View Farms is located within a half mile to Farm Neck Golf Course and on the bike path for an easy ride into 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: 3.99% last updated on 2014-11-20

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

63 Park Street Marthas Vineyard MA

Oak Bluffs MA 63 Park Street, East Chop

Price: $2,490,000

Est. Mortgage: $/month

MLS Number 27650

  • Residential
  • Village Oak Bluffs
  • Square Feet 2966
  • Bathroom 4
  • Bedrooms 6

Enjoy water views across Crystal Lake and beyond to the outer Vineyard Haven Harbor from this gracious East Chop home. Private, quiet location. Custom-designed contemporary farmhouse which features 5+ bedrooms, 4 full and 1 half baths and more than 4,500 square feet of living space spread out on 3 levels and a detached bedroom. So many custom details throughout this home that you must see to truly appreciate it. Any chef would be happy in the gourmet eat-in kitchen with soapstone counters, high-end cabinetry and appliances. A spacious and elegant living room has a wood-burning fireplace. French doors open to the formal dining room. The family room, which looks out over the deck, has a built-in window seat, gas fireplace and plenty of gathering space for family and friends. The wide staircase leads the way to a welcoming second floor where you arrive to a landing. French doors open to an office or guest room. A romantic master suite has a private balcony overlooking the deck, lawn, and beyond to the waterviews. The master bath is a tranquil retreat where you can enjoy a rain shower or relax in the soaking tub. Suite also includes a walk-in closet and laundry. Two spacious bedrooms, each with cathedral ceilings and double closets, finish off this level. There is central air conditioning plus a sophisticated heating system that combines radiant heating along with high efficiently baseboard hydronic heating. Home has cherry floors throughout the first floor and pine on the second. Tiled baths. Full, finished basement. Ample closets and storage throughout. Walk out through the screened porch and across the deck to the detached bedroom suite where any guest or in-law would be happy to stay. Building features a cathedral ceiling with ceiling fan, full bath and kitchenette. The deck is home to a 19 ft. Swimspa lap pool/hot tub. Truly an exquisite property! While the property is about one-half acre, a 50' wide "paper street" and a one acre open, unbuildable wooded town park make this a great location feel open and spacious. (Please see attached plot plan.)

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: 3.99% last updated on 2014-11-20

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

35 Island Inn Road Marthas Vineyard MA

Oak Bluffs MA 35 Island Inn Road

Price: $139,000

Est. Mortgage: $/month

MLS Number 27631

  • Condominium
  • Modification Date 2014-10-30 11:47:26
  • Village Oak Bluffs
  • Square Feet 584
  • Bathroom 1

This is the way to go!! You own your own condo. Your free 2 week island vacation is secure every year - you choose the weeks and this includes all the bells and whistles! If you want more time - you can stay longer. Reguarly updated, FULLY FURNISHED, AC, Fireplace, Beach, Tennis, Pool, parking and so much more! This is a great ownership price and buying this time of year lets you collect 2015 rental income. Easy to show -

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: 3.99% last updated on 2014-11-20

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

Oak Bluffs MA 50 Brush Pond Road, Lagoon/Harbor

Price: $750,000

Est. Mortgage: $/month

MLS Number 27603

  • 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: 3.99% last updated on 2014-11-20

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

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