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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.

9 Tori Lane, Oak Bluffs, MA

Oak Bluffs MA9 Tori Lane, Central

Price$474,900

Est. Mortgage: $/month

MLS Number 29236

  • Residential
  • Village Oak Bluffs
  • Square Feet 1632
  • Bathroom 2
  • Bedrooms 3

This three bedroom, two bathroom Home with fireplace in living room is just twenty-one years young and is priced to sell Fast! There is one bedroom on first floor, with full bath, and two bedrooms on second level separated by a full bath. Newer stainless steel appliances in Kitchen, covered porch off living room/entry way and an open patio off dining room thru sliding glass windows, a full basement with bulkhead and this home is on over a half acre in Deer Run! Call Today!

Listed by Towne & Country Realty

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

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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.

21 Island Inn Road, Oak Bluffs, MA

MLS Number 29229

  • Condominium
  • Modification Date 2015-08-20T11:00:04
  • Location 41.43986,-70.55807
  • Village Oak Bluffs
  • Square Feet 856

Rare to the market - One and a half story, two bedroom condo with peaks of the water. This cottage style condo is roomy with kitchen, family room, one bedroom up one bedroom down, AC and fireplace. The Island Inn and is true country club living at this price point making this an exceptional opporutnity. Set among a beautiful landscaped property is the picnic area, pool, tennis courts with pro shop and so much more. Guests are currently renting and better photos will be taken and online soon

Listed by Jane Brown Assoc.

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.

21 Island Inn Road, Oak Bluffs, MA

MLS Number 29222

  • Condominium
  • Modification Date 2015-08-19T10:16:48
  • Location 41.44032,-70.55790
  • Village Oak Bluffs
  • Square Feet 584

Perfect timing and price point to step in to a vacation opportunity whether you choose to use it personally or to rent and collect. This country club has it all - beautiful grounds, swimming pool, tennis, steps to Farm Neck, Steps to Bike path, Bus Route, restaurant and sandy beaches. Cottage Beach style with beamed ceiling, Fireplace, AC, picnic area and so much more. Updated and FULLY FURNISHED! Call for more details -

Listed by Jane Brown Assoc.

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

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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.

40 Waterview Road, Oak Bluffs, MA

MLS Number 29194

  • Land
  • AgentName Stewart, Lisa
  • Village Oak Bluffs
  • Acreage 0.33

One of the last building lots left in the desirable Waterview Farm subdivision. Views stretch over a 10 acre meadow to Sengekontacket Pond and Nantucket Sound. Waterview Farm abuts Farm Neck Golf Course on one side and Pecoy Point Land Bank property on the other. Association benefits include 22 acres of forever wild common land with walking trails and a sandy beach on the pond for swimming, clamming and boating. There is also a permanent dock and plenty of storage for kayaks, canoes and sailboats. 5 bedroom septic plan in hand and building package available. Broker has owner interest.

Listed by Lighthouse Properties

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

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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.

25 Ocean Avenue, Oak Bluffs, MA

Oak Bluffs MA25 Ocean Avenue, Downtown

Price$1,499,000

Est. Mortgage: $/month

MLS Number 29165

  • Residential
  • Village Oak Bluffs
  • Square Feet 1657
  • Bathroom 2
  • Bedrooms 4

OAK BLUFFS: CLASSIC WATER VIEW VICTORIAN situated in the town's most sought after location, OCEAN PARK! Rare Opportunity to purchase this wonderful YEAR ROUND vintage property that over the years was tastefully renovated and updated. Just one block to Town Center, Steamship, Harbor, and Public Beaches. Stunning views over the Park that panorama into NANTUCKET SOUND and all the way to Cape Cod. Relaxing porch, living room with cozy brick fire place, separate dining room, kitchen and first floor bedroom with full bathroom. Upstairs are 3 more ample bedrooms, commanding balcony for observation, and another full bathroom. Great place to watch the fire works! Rental history! A superb value!

Listed by Ocean Park Realty Inc

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

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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.

41 Circuit Avenue, Oak Bluffs, MA

MLS Number 29160

  • Commercial
  • Modification Date 2015-08-07T17:15:04
  • AgentName Schweikert, Alan
  • Village Oak Bluffs
  • Bathroom 2

OAK BLUFFS: CLASSIC VICTORIAN commercial building totally renovated in 1995. HIGH TRAFFIC location in the perfect visual setting with display windows on front and the side on the main entrance to the Camp Meeting Association. Popular LANDMARK has been lovingly maintained and owner operated for over 30 years. Presently retail on both floors with potential for an apartment on the second floor. Sale includes just the building/real estate....Secret Garden business would be separate.

Listed by Ocean Park Realty Inc

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

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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.

2 Pennacook Avenue, Oak Bluffs, MA

MLS Number 29127

  • Condominium
  • Modification Date 2015-08-05T13:23:11
  • Village Oak Bluffs
  • Square Feet 1038
  • Bathroom 2

Sea for yourself.......Enjoy the benefits of condo living. Master suite opens to your deck with views that mesmerize; you will find yourself lost in the view and the stress of daily life washing away. Open living plan maximizes your view of Nantucket sound. Well appointed kitchen features; many new appliances, breakfast bar, and sitting area. 2nd bedroom has an adjacent full bath. Seller has capitalized on their investment with a solid rental history,and gross income of approximately $32,000 per year. Whether you are looking for investment, seasonal or year round living this pristine condo with care free living is picture perfect.

Listed by Laer Realty Partners

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

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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.

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, 1/4 of an acre corner parcel. A peaceful setting near the Lagoon...yet only a 15 minute walk to the town!

Listed by Martha's Vineyard Island-Wide Realty

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 Tea Lane Associates

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 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.