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!

113 Dukes County Avenue, Oak Bluffs, MA

Price$1,195,000

Est. Mortgage: $/month

MLS Number 32308

  • Residential
  • Square Feet 2100
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.0826

One of a kind investment opportunity !Commercially zoned, multi family brand new construction! Within walking distance to oak bluffs harbor, beaches, martha's vineyard camp meeting association and circuit avenue! Newly listed on air b & b generating income$$$$$$$$$$$$$ State of the art utilities, energy efficient & low maintenance! Flexible investment -high rents & or condo conversion..$$$$$$$$$$$$$$$ 3 properties being sold as a multi family ! Unit a offers 2 br1.5 bath, living/ dining area closets throughout partial basement, yard , decks, outside shower, energy efficient throughout ! Unit b is attached with 1 bedroom full bath and living area partial basement interior access, outside shower, yard energy efficient throughout! 3rd unit is a stand alone cottage with open bright high vaulted ceiling,1 bedroom and loft full bathroom energy efficient throughout! Terrific location~ luxury style living ~ easy access to everything! Market, town, beaches, ferry ports, galleries, restaurants! Easy to show ! Call today!

Listed by Ocean Park Realty Inc

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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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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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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109 Barnes Road, Oak Bluffs, MA

Price$995,000

Est. Mortgage: $/month

MLS Number 32274

  • Residential
  • Square Feet 682
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.4932

"Vintage Vineyard" accurately describes this delightful cottage set on a bluff overlooking the Lagoon with views to the harbor and Vineyard Sound. Solidly constructed by a well known builder of yesteryear, this two-bedroom, 1-bath home features a comfortable living room with brick fireplace and west facing views of the Lagoon and spectacular sunsets. The porch has been enclosed to provide additional dining space. Step onto the patio, convenient for grilling and outdoor "meals with a view". The galley style kitchen is more than adequate for preparing meals. The requisite outdoor shower completes this charming Island get-away.

Listed by Coldwell Banker Landmarks

{$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: 4.03% last updated on Jul 13, 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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16 Atlantic Avenue, Oak Bluffs, MA

Price$950,000

Est. Mortgage: $/month

MLS Number 32037

  • Residential
  • Square Feet 1785
  • Bedrooms 5
  • Bathroom 1
  • Acreage 0.4971

A Step Back In Time. Take a step back to simpler times through the door of this historic East Chop cottage. This exceptional antique Victorian beauty has been maintained in all of her historic majesty. Appropriately nestled into a small hidden neighborhood, this home is elegant, gracious, and large enough for the whole family. Set on a 1/2 ac lot the 5 bedroom house has a large new kitchen with cathedral ceilings and a screened in porch off the back. A double living room with fireplace has historic architecture and trim, downstairs bedroom and an arched doorway leading upstairs to the 4 remaining bedrooms and upstairs bath. Outdoor shower, a double garage and wrap around farmers porch invite outdoor living and expansion possibilities. An upstairs deck in the rear of property could be finished for star gazing and intimate gatherings. Property is being sold As Is.

Listed by Breakwater 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: 4.03% last updated on Jul 13, 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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317 East Chop Drive, Oak Bluffs, MA

Price$1,750,000

Est. Mortgage: $/month

MLS Number 31601

  • Residential
  • Square Feet 2615
  • Bedrooms 6
  • Bathroom 3
  • Acreage 0.3

Classic East Chop 6-bedroom waterfront cottage with western facing sunset views from your own private beach! Panoramic water views from every room give you front row seating for the races in Vineyard Sound and the swans in Crystal Lake on the other side of the house. Fish off your own jetty, put in your lobster traps or tie up your boat to your own mooring just off the beach. Built in 1935, the meticulously maintained, six bedroom, 3.5 bathroom house, includes original hardwood floors and oak paneling, electric heat for extended 3-season use, fireplace in the living room, two patios one with outdoor fireplace, 200' of private beach, a deep water private mooring, outdoor shower and a two-car garage. Substantial jetty and barrier beach provide ample protection from storms. Strong rental history.This is a must see property. Note: To view the 3D virtual tour on Linkmv, click on the Virtual Tour link and then click on the first photo, at the top of the photo is an icon for the 3D Showcase, click on that icon to see the 3D tour.

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: 4.03% last updated on Jul 13, 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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22 Siloam Avenue, Oak Bluffs, MA

Price$799,000

Est. Mortgage: $/month

MLS Number 31676

  • Residential
  • Square Feet 1520
  • Bedrooms 4
  • Bathroom 2

OAK BLUFFS 4BR 2 BATH IN the VILLAGE~Impeccable Pristine Year Round High End Campground Cottage located in the Historic Martha's Vineyard Camp Meeting Association a stroll to Oak Bluffs Harbor, waterviews over SUNSET LAKE and distant views of Washington Park..totally renovated throughout ..This home includes forced hot air and central AC , 2 brand new bathrooms with tile one shower one tub-one up one down; 4 bedrooms, a study with pull out twin sleeper couch, vaulted ceilings wood floors, completely gutted and rebuilt- all new electrical, plumbing etc. , front porch and balcony, two rear decks, outdoor shower , all new vinyl glad double pane tilt in Windows, cedar dipped exterior shingles, custom interior white oak doors, all white oak wood floors, brand new high end maple kitchen with glass built ins in kitchen and dining room, new period lights, sconces in all rooms, washer drier on 2nd floor, fenced in yard, beach stone hearth, gas stove for secondary heating- window blinds , wooden storm doors, security, landscaping in front with flowering plants and along side and back, two patio areas....MUST SEE! YOU WILL LOVE THIS PLACE! Basement accessible from house and from bulkhead.

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: 4.03% last updated on Jul 13, 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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41 & 43 Ocean Avenue, Oak Bluffs, MA

Price$2,300,000

Est. Mortgage: $/month

MLS Number 30901

  • Residential
  • Square Feet 2451
  • Bedrooms 7
  • Bathroom 2
  • Acreage 0.1

Oak Bluffs ~2 homes with 2 separate deeds however sellers are selling both 43 & 41 Ocean Avenue.. 43 Ocean Ave -5 BR 1.5 baths! AMAZING BREATH TAKING COLORFUL SUNRISES from your wrap around porch! One of the 5 bedrooms is on the first floor and first floor laundry! Spacious and SUN FILLED living room and dining area! Beautiful STYLISH & RENOVATED eat in kitchen with lots of cabinets and cottage details throughout! This home is in impeccable condition and truly is a rare offering! 43 Ocean Avenue includes 1987 sq. feet..This RENOVATED HOME is a block to the Village of Oak Bluffs to explore and enjoy all the wonderful restaurants, galleries, shopping and ferry ports! 41 Ocean Ave is a Year Round Ranch Style home with 464 sq ft 1 bedroom and 1 bath & enclosed sun porch(an additional 184sq.ft.)! WONDERFUL WATERVIEWS OVER HISTORIC OCEAN PARK ALL the WAY TO VINEYARD SOUND! ACTIVE VIEWS OF PARK and located a block to Oak Bluffs Circuit Avenue, ferry ports and beach across the street! STUNNING VIEWS of FAMOUS GAZEBO..watch all the boats and Summer Activity from your porch!..Enjoy your wonderful private fenced in grassy yard..onsite parking in garage.. 2 houses 41 & 43 Ocean Avenue ...both houses are being sold together..for $2,300,000

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: 4.03% last updated on Jul 13, 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: 4.03% last updated on Jul 13, 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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12 John Wesley Avenue, Oak Bluffs, MA

Price$647,500

Est. Mortgage: $/month

MLS Number 30226

  • Residential
  • Square Feet 1630
  • Bedrooms 5
  • Bathroom 2
  • Acreage 0.1399

EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part of the Vineyard Highlands. Enjoy the sweet scented breezes all summer from the quintessential wrap around porch. Five bedrooms (plus a small single room called the Birdcage) and two full bathrooms allow for many friends and family to visit along with a cozy, bright vintage kitchen. Oak Bluffs is a strolling paradise and this location is only a short walk to the beaches, ferry, bike path, restaurants, harbor activity and public transportation. This is a house of distinctive "Carpenter Gothic" construction built by the architect G.A. Rice on one of the highest points of Oak Bluffs.

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: 4.03% last updated on Jul 13, 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