Oak Bluffs Real Estate

Oak Bluffs is the classic seaside Victorian resort town located in the heart of the Vineyard and famous for its warm pristine water and popular sandy beaches where the public is invited. Originally visited and settled in the early 1800s by religious leaders who made camp each year in the lofty oak groves where thousands of people would partake in the sermons. The campsites evolved into tents and cottages and the settlement became known as Cottage City until 1907 when it was renamed Oak Bluffs.

Homes for sale in Oak Bluffs are very popular because the area explodes with excitement in the Summer.  Oak Bluffs is The Camp Grounds filled with gingerbread cottages, it’s the Ink Well beach, it’s the Farm Neck Golf Course, the fireworks, Illumination Night, the Harbor, East Chop, and Circuit Avenue with wonderful restaurants and shopping. There is always something to do and someplace to go and it’s the only Down Island town with no traffic jams.

Learn more about Life in Oak Bluffs

Oak Bluffs MA Real Estate

Call Ocean Park Realty at 508-693-4210 if you have questions about any of these properties or would like to set up a private tour.

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East Chop | Harthaven

Oak Bluffs Real Estate Statistics

2019 Tax Rate: $7.69
2018 Tax Rate: $7.83
2017 Tax Rate: $8.15
2016 Tax Rate: $8.11
2016 Average Sale Price: $670,293

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Men diving into ocean at Oak Bluffs beachOak Bluffs waterfront

Oak Bluffs Golf

Farm Neck Golf Club Oak Bluffs

 

52 Eastville Avenue Oak Bluffs MA

Oak Bluffs, MA52 Eastville Avenue

Price$299,000

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, and is equidistant between the centers of Oak Bluffs and Vineyard Haven. Property is in AE flood zone, but on the very edge of it; consult an engineer for building requirements. The 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: 3.65% last updated on Jan 16, 2020
* 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$1,825,000

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 peeks 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 beach stone 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! Upgraded to a 220 electrical system/circuit breakers '88-'89.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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: 3.65% last updated on Jan 16, 2020
* 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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9 Stone Pound Way Oak Bluffs MA

Oak Bluffs, MA9 Stone Pound Way

Price$985,000

Est. Mortgage: $/month

MLS Number 35827

  • Residential
  • Village Sengy
  • Square Feet 2839
  • Bedrooms 3
  • Bathroom 2

An ideal location with pleasant waterviews and an opportunity to remodel a home to your specifications. Located in Hidden Cove Community, close to the bike path, offering tennis courts, and coveted for its incredible water experience to enjoy boating and kayaking on Sengekontacket Pond. With access to the association dock, boat storage and launch, what could be better? This three story home takes advantage of the views on all levels. Great living space on the main level with fireplace and sliders to the spacious deck overlooking the pond. The extensive master suite with fireplace, oversized walk in closet, and bath occupy the upper level. The lower level is dedicated to two guest rooms and a full bath. A detached one car garage for all the tools and toys finishes the property. Priced appropriately to allow you to design and update the interior in time for next season.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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15 Bay View Avenue Oak Bluffs MA

Oak Bluffs, MA15 Bay View Avenue

Price$325,000

Est. Mortgage: $/month

MLS Number 35942

  • Land
  • Village Lagoon/Harbor
  • Acreage 0.1899

Looking to build your own home? Just 1.5 miles to town and close to the public access on the Lagoon is this blank canvas for you to create your dream home. Perc test was completed in 2008 and should support a 3 bedroom home. Close to town, bike path, ferries and more, this lovely piece of the Vineyard could be your future home.

Listed by Island Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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38 Tiffany Drive Oak Bluffs MA

Oak Bluffs, MA38 Tiffany Drive

Price$869,000

Est. Mortgage: $/month

MLS Number 35936

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 1892
  • Bedrooms 4
  • Bathroom 3

On a beautiful 1.38 acre lot in a quiet subdivision off Barnes road lies this private four bedroom 3 bath home. There is a lofted great room with a warm fireplace for entertaining which opens to a dining large kitchen area so that whether your in the kitchen dining room or great room your in the conversation! Two first floor bedrooms for easy living and two large master bedroom suites make for very comfortable living with everything only a short ride away! A full poured basement will store all the summer toys!

Listed by Jane Brown Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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7 East Meadow Lane Oak Bluffs MA

Oak Bluffs, MA7 East Meadow Lane

Price$1,089,900

Est. Mortgage: $/month

MLS Number 35873

  • Residential
  • Village Central
  • Square Feet 2500
  • Bedrooms 5
  • Bathroom 4

Meadow View Farms- Perched on top of the hill sits this contemporary home with room for all. The first level offers two bedrooms and two full bathrooms with access to the fully finished basement. As you ascend up the stairs you will find a great mix of living and dining. In addition to that, a full bathroom, laundry, and one bedroom. The third level is the master's quarters with stunning views of the meadows and partial distant pond view. Close proximity to beaches, Oak Bluffs town, and Farm Neck Golf Club.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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