Oak Bluffs Real Estate

Downtown Oak Bluffs Martha's Vineyard

Search all listings for sale in this Martha's Vineyard town. Originally called “Cottage City”, the town is known for its historic gingerbread cottages. The classic beach town is home to the largest marina on Martha's Vineyard, as well as the popular East Chop neighborhood.

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52 Eastville Avenue Oak Bluffs MA

Oak Bluffs, MA52 Eastville Avenue

Price$339,000

Est. Mortgage: $/month

MLS Number 36122

  • Land
  • Village East Chop
  • Acreage 0.6198

Large, 27,000sqft, corner home site, level and wooded, is situated on the bike path, short walk to the hospital, is equidistant between the centers of Oak Bluffs and Vineyard Haven. Property is in AE flood zone, but on the very edge of it. It's possible that a land surveyor could have the plot removed from the flood zone via a Letter of Map Amendment (LOMA) to the NFIP, estimated cost to do so would be about $1000-$1500 with no guarantee of success, consult a land surveyor/engineer for more info. We received an estimate for flood insurance of about $1800/year. Debris on the property consists of remnants of construction from a 1950's 3 bedroom structure.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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232 Massachusetts Avenue Oak Bluffs MA

Oak Bluffs, MA232 Massachusetts Avenue

Price$1,875,000

Est. Mortgage: $/month

MLS Number 36118

  • Residential
  • Village East Chop
  • Square Feet 5269
  • Bedrooms 5
  • Bathroom 4

East Chop -- Distinctive, well-loved, multi-generational home, with 5-bedrooms (3-ensuite), looks out over Mill Square Park, with peaks of water in the distance, and surrounded by the best amenities East Chop has to offer -- beaches, yacht club, and tennis club. This graceful home features a large living room with paneled ceiling and beachstone fireplace, large dining room with Dutch tiled fireplace and, two large, sun-filled, family rooms (one upstairs and one downstairs). Ideally located with just a 7-minute walk to the beaches, tennis courts and harbor during the day, and 12-minutes walk to downtown restaurants and night life in the evening, this vacation home is ideal for those extended family stays!

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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21 Kennebec Avenue Oak Bluffs MA

MLS Number 36084

  • Commercial
  • Location 41.456499,-70.557367
  • Half Bath 1

PLAN AHEAD FOR 2020 SEASON!! Year-round, B1 zoned commercial condo at sidewalk level in the already busy and yet getting even busier each year Kennebec Ave situated directly across from the 20 by 9 whiskey bar & restaurant and behind Giordano's restaurant. Big enough for most needs yet small enough for easy maintenance. The actual floor plan encompasses 660 square feet of floor space and the private, lockable storage area in the basement is 300 square feet, hence included in total square footage. There are two over-sized glass windows with UV protection (Owner says this prevents fading of clothing from the sunlight)and high ceilings that make the room feel much larger than it really is. With the strip lighting you will have a room as bright as you will ever need.(Seller taking the smaller lights leaving the bigger lights). Currently,The owner is using as a Vintage Clothing store ( business is not being sold...just the real estate, condo unit#1A). A private office/changing room and a half bath finishes the main floor which is pickled oak hardwood and tile in bathroom. B1 zoning allows for many different types of businesses, so do your "due diligence" then let your imagination create a space that works for you. Commercial units like this is one are a very valuable commodity on the Vineyard.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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111 New York Avenue Oak Bluffs MA

Oak Bluffs, MA111 New York Avenue

Price$1,395,000

Est. Mortgage: $/month

MLS Number 36072

  • Residential
  • Village East Chop
  • Square Feet 4015
  • Bedrooms 6
  • Bathroom 6

Exceptional and unique opportunity in East Chop -- walking distance to beaches, restaurants, galleries, harbor and ferries! Known for many years as the Martha's Vineyard Resort, this 6-bedroom/6-bathroom property with enormous 1st floor great room, 5-ensuite bedrooms upstairs (one with living room and fireplace), and connected property manager's office with 1-bedroom plus loft living quarters, speaks to its use as a rental property within walking distance to everything downtown. The inviting and spacious outdoor entertainment spaces include wrap around front covered porch, rear covered porch running the length of the house, and a 2nd floor balcony deck also running the length of the house. The full finished basement, with bar, and bathrooms, adds another 1,600 sq feet. The private property manager's quarters located off the main floor has an open living-kitchen-office area, bedroom and bathroom on the first floor, and a spiral staircase to the 2nd floor loft bedroom. House comes partially furnished. A great investment/rental property, or transform into your vacation or year-round home. Property does not include the tennis courts, which may be leased. An additional 2,500 sq ft of land (25' x 100') running the length of one side of the lot may be purchased separately, for an additional side yard/parking area.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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395 Barnes Road Oak Bluffs MA

Oak Bluffs, MA395 Barnes Road

Price$4,350,000

Est. Mortgage: $/month

MLS Number 36053

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 4330
  • Bedrooms 4
  • Bathroom 4

RARE OPPORTUNITY ON THE LAGOON WITH A DEEP WATER DOCK - It is rare to find a home in a setting like this on Martha's Vineyard. Tucked away just off Barnes Road, it feels as if you are in a remote locale, yet you are so close to all the Island has to offer. Invite your friends and family. This home boasts room to absorb many people without feeling crowded and has plenty of private retreats for the generations to come. West facing views and glorious sunsets help make this a perfect place to spend - and end - a day. Entertaining is a breeze throughout the open concept main floor. Take in a glorious sunset from the screened porch or out near the dock. Clams and scallops are within your reach just offshore. A ball game or two have been known to erupt on the front yard. Sit back and soak in the natural setting - the fish and fowl will keep you entertained. A deep water dock and deep water access, with the added comfort of the protected location. Come for a visit. You will want to stay for a lifetime.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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1 Sengekontacket Road Oak Bluffs MA

Oak Bluffs, MA1 Sengekontacket Road

Price$1,225,000

Est. Mortgage: $/month

MLS Number 35940

  • Residential
  • Village Sengy
  • Square Feet 2577
  • Bedrooms 4
  • Bathroom 3

Sengekontacket -- A Perfect Location for Outdoor Recreation: Nicely situated on 1.8 acres of land in the Sengekontacket Association this spacious, light-filled Contemporary home is set well back from the road and, with Association greenbelt on both the South and West sides of the property, offers great privacy. The 4-bedroom interior has a south-facing living room with wood-burning fireplace and views out to the deck and grounds. The well-appointed kitchen offers plenty of workspace and an adjoining dining area also is accessible to the deck for alfresco dining. Never worry about bringing in the groceries in bad weather with interior entry from the attached two-bay garage. The kitchen connects to a hallway with full bath and a good sized laundry room. The first floor master bedroom with en suite bathroom also provides access to the deck. Another first floor bedroom currently serves as a study/office off the entry. Overlooking the living room on the second level is a large hallway landing with full bath. Two guest bedrooms (one with a finished bonus nook) flank each end of the landing. Completing the house is a partially finished basement with a workroom offering ample shelving and storage space. The grounds are well landscaped and include a garden shed complete with running water. An outdoor shower with changing area is nicely located off the kitchen and garage. Aside from propane heat, there are 5 splits for A/C and supplemental heat, one in the living room and one in each of the 4 bedrooms; and the new 36-panel solar array minimizes the cost for A/C, heat and electricity. Enjoy all the amenities Sengekontacket has to offer with a clubhouse on a pond available for private parties, waterfront access for boating, kayaking and a mooring, plus brand new tennis courts, and well-maintained hiking trails for dog lovers.

Listed by Kendall & Kendall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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40 Hidden Cove Road Oak Bluffs MA

Oak Bluffs, MA40 Hidden Cove Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 36017

  • Condominium
  • Village Sengy
  • Square Feet 2690
  • Bedrooms 3
  • Bathroom 2

This newly renovated Hidden Cove condo unit is located in an area that includes private pool, tennis, and access to a boat launch on Sengekontacket Pond. Many nice features include all new kitchen and baths, new flooring, carpeting and a new heat pump system for heating and cooling. The main level offers an open kitchen and dining room, living room with fireplace both that open to a private deck and offering stunning ocean and pond views. Second floor is the master suite, lower level includes 2 bedrooms, both with access through sliders to a private patio. Stunning ocean and pond views from each floor. There is also an oversized 1-care garage that includes additional storage of bikes and out door furniture.

Listed by Karen M. Overtoom R.E.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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82 Pennsylvania Avenue Oak Bluffs MA

MLS Number 36022

  • Residential
  • Village Central
  • Square Feet 1144
  • Bedrooms 3
  • Bathroom 1

Another " Hidden Gem"! This 3 bedroom, 1.5 bath ranch, built in 1988, is a MUST SEE! Completely renovated in 2019 with the new roof, new Azek exterior trim, shingles have been power washed and look like new, most of the windows have been replaced. You can enter from the front door or New slider off the rear deck, either way you will get that "WOW" factor as soon as you see the beautifully painted interior with the new wood flooring in the living/dining room and kitchen. All new recess lighting set into a well thought out soffit above the white Granite counters.The shine from the Brand new stainless steel appliances is enough to make you squint. If this isn't enough, down the hall is a full bath, 2 guest bedrooms and master with a half bath. Oh!, did I mention each bedroom has new carpet. The full basement has an interior access as well as a bulkhead exterior access. Half the basement is studded and wired waiting for your finishing touches.Use your imagination and gain extra living space if you so choose, maybe a play room or man cave? Also, plumbing and electric are in place for a washer and dryer in the basement. It is hard to believe I am describing an 1144 sq ft home. It shows as a much bigger space on the inside. That is why this is a must see to believe. This is a Corner lot on paved roads. Big driveway can accommodate 3-4 cars. walk to Lagoon Pond and enjoy all the beach has to offer including swimming, shellfishing, boating and best of all The Sunsets. A Prequalification letter from your funding source must accommodate all offers. Very easy to show!!!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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171 Circuit Avenue Oak Bluffs MA

Oak Bluffs, MA171 Circuit Avenue

Price$639,000

Est. Mortgage: $/month

MLS Number 35988

  • Residential
  • Village Downtown
  • Square Feet 1246
  • Bedrooms 3
  • Bathroom 2

Walk to oak bluffs beaches, town, parks & ferry ports! Recent upgrades include, 5 mini splits ductless heating & cooling! Brand new title 5 2018! This farm style "year round" cottage in oak bluffs is conveniently located on circuit avenue close to viera park! There are 3 bedrooms and 2 bathrooms, spacious sun filled living area and private backyard for barbecues and family fun! Brand new title 5 septic 2018, and includes all the furnishings! Terrific value & location!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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14 South Street Oak Bluffs MA

Oak Bluffs, MA14 South Street

Price$1,895,000

Est. Mortgage: $/month

MLS Number 34860

  • Residential
  • Village Downtown
  • Square Feet 2576
  • Bedrooms 6
  • Bathroom 5

Walk to town, ferry, harbor and beach. A beautiful family compound or investors dream! Pristine newly renovated 4 bedroom 3 bath main home and brand new modern 2 bedroom 2 bath detached guest home. Both dwellings boasts solid hardwood floors, ducted heat and A/C, gas fireplaces, granite and quartz stone counters and tiled bathrooms, open concept floor plan, first floor master bedrooms, walk-in closets, the second floor features vaulted ceilings, a master bedroom with private bath. The dwellings radiates with morning and afternoon sun. The yard includes mature oak trees, custom landscaping, hydrangeas bordering a wrap-around porch, a spacious rear deck with built-in benches, two private parking lots that can accommodate up to 8 vehicles, two private outdoor showers, an automated irrigation system. The property is being sold fully furnished for a complete turnkey solution. The main dwelling has a very strong rental history. Agent is the owner.

Listed by Premier Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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