Oak Bluffs Homes For Sale

Oak Bluffs, MA, is Martha Vineyard’s original summer resort, dating back to the late Victorian era. Oak Bluffs real estate includes a wide range of homes including quaint capes, charming bungalows, and waterfront estates. You’ll also find homes in Oak Bluffs with the hallmark colorful "gingerbread" aesthetic and views of the ocean. Oak Bluffs residents revel in the lively scene of Circuit Avenue and the harbor front, day and night, while the outlying neighborhoods contrast in serenity. Find some of the most in-demand Martha’s Vineyard real estate including luxurious waterfront houses and vacation condos in Oak Bluffs. We will help you find the right vacation home or year round residence! Learn more about Oak Bluffs.

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225 East Chop Drive

Price$3,950,000

Est. Mortgage: $/month

MLS ID 33942

  • Residential
  • Square Feet 2449
  • Bedrooms 3
  • Bathrooms 3
  • Half Bath 1

Top of the Chop ~ A stunning contemporary with dramatic sweeping views of Vineyard Sound. A complete transformation by South Mountain & Company of the former residence resulted in a masterpiece of modern living and superb style. Upon entering you are immediately greeted with water views and the breathtaking landscape and it continues to unfold as you go through the home. The single story home was designed with the living and entertaining area at the core with the master wing tucked privately away and a two bedroom guest wing down its own corridor. The baths are luxurious, the kitchen a work of art and the finishes throughout are simply exquisite. East Chop is an upscale summer community, a most ideal location with the beach, harbor and town just a short distance away.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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311 East Chop Drive

Price$2,250,000

Est. Mortgage: $/month

MLS ID 33800

  • Residential
  • Square Feet 1496
  • Bedrooms 4
  • Bathrooms 2
  • Half Bath 1

Smell the sea and touch the sky from this unique vintage waterfront home on East Chop. Extraordinary views of Vineyard Sound from every room with ocean breezes flowing through to Crystal Lake. You can watch the sun rise as you bathe in the antique tub and then watch the sun set from the patio or master suite. Your private 120' dock, mooring and sandy pebbled beach are the perfect place to enjoy all the beauty and water activities that make the Island a special place for generations of family memories. On the ground floor there is an open floor plan with a central kitchen, living and dining area flanked by two bedrooms. The master bedroom is en-suite with a sitting area that opens up to spectacular views of the blue water. The second bedroom on the first floor is a cozy enclave with a private half bath. The open kitchen has ample room to prepare breakfast, lunch and dinner - eat in the attached dining nook or alfresco on the brick patio. Upstairs there are two additional bedrooms and a full bath. There is a detached garage with a large cedar-lined closet for storage. This magnificent home is located within walking or biking distance of downtown Oak Bluffs. Being offered turnkey and has a solid rental history.

Listed by Coldwell Banker Landmarks

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%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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507 Barnes Road

Price$899,000

Est. Mortgage: $/month

MLS ID 33389

  • Residential
  • Square Feet 2592
  • Bedrooms 4
  • Bathrooms 3
  • Acreage 1.3842

.HOUSE, BARN, 2 CAR GARAGE on 1.38 ACRES! Country living in a convenient central "down-island" location (Oak Bluffs-Barnes Road), complete with a 24' x 30' horse barn, main house and an oversized garage plus enclosed storage area, all on 1.38 acres of land abutting 35.3 acres of conservation land. Great property for anyone that wants a country living experience within a 5 minute drive to town or the Ferry. Much of the value lies in the excellent location, degree of privacy, amount of land, and existing two structures. Brand New 4 bedroom Septic System has just been installed. Very close to Featherstone Art Gallery and the Lagoon Pond Herring Run. Only minutes to the VH Ferry. Please call 24 hrs. before a requested showing. House occupied. Dog on premise.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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 Nahomon Street

Price$695,000

Est. Mortgage: $/month

MLS ID 33679

  • Residential
  • Square Feet 1131
  • Bedrooms 2
  • Bathrooms 2
  • Acreage 0.1199

Don't miss this opportunity to own the perfect Oak Bluffs get-away with a pool. Every inch of this Cape-style home has been well cared for. The home features brazilian cherry floors, updated kitchen with stainless appliances, spacious living room with brick fireplace, first floor bedroom and tile bath. Second floor offers a bedroom suite with jacuzzi tub and tile shower. Enjoy lush gardens, large farmers porch, outdoor deck plus a second grilling area all overlooking an in-ground pool. Just a short distance to Oak Bluffs center and Harbor. Excellent rental history!!

Listed by Wallace & Co. Sotheby's

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%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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32 Iron Hill Road

Price$809,000

Est. Mortgage: $/month

MLS ID 33283

  • Residential
  • Square Feet 2934
  • Bedrooms 3
  • Bathrooms 2
  • Acreage 1.517

A must see hidden gem this home lies on 1.52 acres featuring over 100k of reclaimed antique stone work. Located in a very private setting down island, 10 minutes from ferry and 15 minutes from beaches, this home has the feel and tranquility of being up island. The main house offers 3 bedrooms 2 baths with an airy and open floor plan. Beautiful reclaimed wide antique oak flooring as well as other artistic touches truly gives this home the authentic feel of Marhtas Vineyard. An attatched 1400 sq ft 2 story addition with beautiful large stain glass windows ( 4x6ft ) is ready to be easily finished and offers an opportunity to almost double the homes square footage at 2900 sq ft. In addition to added living space it would also make a great home office or artist studio.The property setting is on high ground and overlooks a 9 acre pasture with rights to graze two horses. Access to Little Duarts Pond also accompanies ownership. This property is a great opportunity as a rental/investment home with the additional opportunity to add substantial value with finished addition. Difficult to capture this home in pictures, truly a must see !! And ,YES !, the clock works and keeps perfect time. It is fully modernized with a gps unit for accuracy.

Listed by Jane Brown Assoc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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

Price$850,000

Est. Mortgage: $/month

MLS ID 32781

  • Residential
  • Square Feet 1536
  • Bedrooms 4
  • Bathrooms 1
  • Half Bath 2

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. Approved four bedroom septic design plan in place. This property is being sold AS IS.

Listed by Martha's Vineyard Seacoast Properties

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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

Price$499,000

Est. Mortgage: $/month

MLS ID 32837

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

Oak Bluffs in the VILLAGE! Located on Trinity Park~ is this CHARMING Year Round Campground Cottage 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! VACANT EASY TO SHOW!!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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37 Puritan Drive

Price$934,900

Est. Mortgage: $/month

MLS ID 32330

  • Residential
  • Square Feet 2780
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

Impeccably maintained custom cape in the conveniently located Tower Ridge development.This property features a open floor plan with dining room galley kitchen and living room with a gas fireplace. A bonus family room over the garage with a gas fireplace and full bath. A three level deck which faces east provides a comfortable place for family gatherings and entertaining.

Listed by Ledden Properties LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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281 County Road

Price$499,900

Est. Mortgage: $/month

MLS ID 30435

  • Residential
  • Square Feet 1664
  • Bedrooms 1
  • Bathrooms 2
  • Acreage 0.19

Excellent location for an in home business. Cape style home in good condition within walking distance to Farm Neck Golf Coarse and the elementary school. Easy access to bike path and close to Town. This home features first floor bedroom and full bathroom, mahogany deck, thermal pane windows,heated two car garage, Gas Heat, Central Air Conditioning, Central Vacuum System, full basement and a great room/media room. Home is also equipped with home back-up generator(Generex Guardian Plus 12,000 kw). Please see comments for Seller Terms.

Listed by Dockside Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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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