Oak Bluffs Cottages

Scroll down to find the latest cottages for sale in Martha's Vineyard, MA's town of Oak Bluffs. Look through a variety of listings to find your new home. Register with our site to save your favorite properties, and you can get email updates when new listings match your search criteria. For more information, questions, or to schedule a showing, please contact us today!

93 Dukes County Avenue, Oak Bluffs, MA

MLS Number 33204

  • Residential
  • Square Feet 1279
  • Bedrooms 3
  • Bathroom 2

Redefining One-Of-A-Kind, this vintage cottage combines all the best of charm, quality, convenience and too many options to even list. A perfect blend of historic beauty, modern convenience and unusual artistic surprises. There are three bedrooms and two full baths. The master is substantial. The open floor plan invites you in to the living room, dinning room area. The kitchen leads out to the deck and landscaped private yard, complete with a bunkhouse/shed with an enchanting arbor and out side shower.This free standing, no fee, charming condo will allow you to enjoy a live/work opportunity in this special B1 zoned Oak Bluffs Art District. Don't miss this chance to create a unique home that will satisfy so many interesting possibilities.

Listed by Tashmoo Realty

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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19 Harrison Avenue, Oak Bluffs, MA

Price$2,640,000

Est. Mortgage: $/month

MLS Number 33213

  • Residential
  • Square Feet 3323
  • Bedrooms 8
  • Bathroom 4
  • Acreage 0.6657

East Chop Antique home and guest cottage perfectly nestled on large water view lot. Never ending views over Nantucket Sound to Chappaquiddick and Cape Cod. Classic summer home design with wrap around porch, stunning beach stone fireplace in the living room and 7 bedrooms. The 8th bedroom is in the guest cottage. Ideal location "on the chop" with easy access to the lighthouse, beach, harbor and town. Expansive 29,000 sq ft lot allows room for pool, gardens and more. Sale includes engineering and plans for a complete renovation; should you choose. Pictures are from a previous time...home is currently unfurnished.

Listed by RE/MAX on Island

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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23 Green Avenue, Oak Bluffs, MA

Price$1,447,500

Est. Mortgage: $/month

MLS Number 33048

  • Residential
  • Square Feet 2923
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.45

EAST CHOP - A meticulously cared for and thoughtfully designed home and guest cottage, well set from the road on almost a half-acre of land with stone walls, beautifully manicured lawn and gardens and mature trees providing excellent privacy. The main house, a perfect blend of traditional character and casual living, is well suited for the island lifestyle. The central core of the home is a beautiful, great-room anchored by an impressive beach stone fireplace and is open to the well-appointed kitchen drenched in sunlight by a full wall of windows. Many rooms flow to the outdoors and the covered and screened porches, providing comfortable space for summer living. The guest cottage is contemporary in design and has unique elements which allow natural light giving both brightness and interest to the space. East Chop is an upscale summer community, an ideal location with the beach, harbor, and town just a short distance away. This home is just a block from East Chop Drive, the iconic East Chop Lighthouse and some of the most dramatic, active water-views on the Vineyard.

Listed by Sandpiper Realty

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Dukes County Avenue, Oak Bluffs, MA

Price$499,000

Est. Mortgage: $/month

MLS Number 32998

  • Residential
  • Square Feet 582
  • Bedrooms 1
  • Bathroom 1
  • Acreage 0.1021

LOCATION-LOCATION-LOCATION!!! This charming year round Camp Ground cottage is a designers delight! A stone's throw to harbor, village & beaches. The BeachStone archway invites you into this magical property. Cathedral ceiling living room has fantastic eyebrow window, beach stoned fireplace & beautiful wood floors. The kitchen counters are artistically designed with local materials. There's two sleeping areas plus a new stove & refrigerator. Stained glass windows, antique bead board and outdoor tub/sink and shower add to the allure. Imagine garden parties in this secret garden w/ huge yard. This enchanting cottage w/ private parking is fabulous for its privacy yet steps to restaurants beaches and all!

Listed by Austin R.E. Properties of MV

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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103 Winemack Street, Oak Bluffs, MA

Price$990,000

Est. Mortgage: $/month

MLS Number 32781

  • Residential
  • Square Feet 1536
  • Bedrooms 4
  • Bathroom 1
  • Acreage 0.35

East Chop Gem: Ranch style 4 Bedroom Vintage Cottage with a gable roof, patio, and charming windows. The center great room boasts a soaring ceiling and separates two wings of the house. There is a grand stone fireplace with wood stove insert, which can be accessed from the rear of the house. The house sits on one third acre of land in a prime neighborhood. There are two small garage buildings and ample room for expansion. This house faces on two streets, Winnemack and West Streets. This property is being sold AS IS.

Listed by Martha's Vineyard Seacoast Properties

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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27 Eastville Avenue, Oak Bluffs, MA

Price$499,500

Est. Mortgage: $/month

MLS Number 32786

  • Residential
  • Square Feet 720
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.1147

Centrally located is this adorable Oak Bluffs year round cottage within walking distance to Oak Bluffs Harbor. Property is move in condition with recent replacement of roof shingles and painted exterior. Open floor plan to kitchen, dining, and living with full basement. There is a 3 bedroom Title 5 septic on site so the possibility of an additional bedroom exists.

Listed by Dockside Real Estate

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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76 Trinity Park, Oak Bluffs, MA

Price$525,000

Est. Mortgage: $/month

MLS Number 32837

  • Residential
  • Square Feet 640
  • Bedrooms 2
  • Bathroom 1

Year Round Campground Cottage located on Trinity Circle in HISTORIC MARTHA'S VINEYARD CAMP MEETING ASSOCIATION. Open spacious living area with high painted ceilings, 2 bedrooms one bedroom area is " loft style" with wood floors! Enjoy all the wonderful tabernacle events front your porch overlooking large lawn on Trinity Park and The Tabernacle. Onsite parking outside the back door. Oil forced hot water and a newer hot water heater, cottage is fully insulated. Only a short walk to Circuit Avenue, beaches and ferry ports! NEW PHOTOS COMING SOON! VACANT EASY TO SHOW!!

Listed by Ocean Park Realty Inc

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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34 Samoset Avenue, Oak Bluffs, MA

Price$925,000

Est. Mortgage: $/month

MLS Number 32629

  • Residential
  • Square Feet 2179
  • Bedrooms 6
  • Bathroom 2
  • Acreage 0.0899

One of the grand Victorian cottages that gives Oak Bluffs its distinctive character. This 6 bedroom home with over 2,100 sq.ft. of living space has all the charm and gingerbread detail of a Campground cottage writ large. Situated four houses up from the historic Union Chapel, Salty Towers is just a stone's throw from the town beach in one direction and Circuit Ave in the other. Located in the Copeland District and The Cottage City Historical District with peek views of Ocean Park, this 1870s Carpenter's Gothic house stands on the road just behind Ocean Park and features some peek views of the park and the ocean beyond. Enjoy a cocktail on the wraparound porch as you listen to the Sunday band concert in the gazebo or enjoy your own front row seats for the Oak Bluffs fireworks from the second story balcony or porch. Included is off street parking for up to 4 vehicles. A must see.

Listed by Dockside Real Estate

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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348 Sea View Avenue, Oak Bluffs, MA

Price$6,490,000

Est. Mortgage: $/month

MLS Number 18014

  • Residential
  • Square Feet 3891
  • Bedrooms 10
  • Bathroom 5
  • Acreage 1.5

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - With 180 degree views of Nantucket Sound and beyond, this property offers a rare opportunity for a waterfront family compound or an investor's dream with a private beach. The three homes that make-up this unique 13 bedroom property are as follows: The "Main Deck" is a sprawling cape-style home with 5+ bedrooms, 2 1/2 baths, oil forced hot water heat, air conditioning, wood-burning fireplace, large covered deck overlooking the bluff and a screened-in porch. This home was updated in 1996. This home is considered the main house of the property because of its commanding location perched on the bluff. The "Captain's House" was rebuilt in 1996. It has a reverse-style floor plan to take full advantage of the sweeping water views. Featuring 2 master suites and 2 additional bedrooms that share a bath, this home is light-filled, open and airy. Two wood-burning fireplaces. The craftsmen that created this home gave extra attention to the wood details throughout and made the house worthy of the finest sea "captain". You will notice these details from the moment you walk into the foyer and move your way through the home to enjoy the beamed ceiling in the living room. The "Cottage" completes this property...almost. This home was also fully rebuilt in 1996. It consists of a living room with wood-burning fireplace, eat-in kitchen, first floor bedroom, first floor laundry and bath. The second floor bedroom has breathtaking views from its private deck. A second large deck runs along the back side of the house. All 3 homes have been created to be independent of each other and all feature air conditioning, outdoor showers and more. With plenty of storage and additional space to be creative with, the garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option.

Listed by Island Real Estate

{$agent->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details