Oak Bluffs Real Estate Listings

Men diving into ocean at Oak Bluffs beachOAK BLUFFS is the classic seaside Victorian resort 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 1800’s by religious leaders who made camp each year in the lofty oak groves where thousands of people would partake in the sermons. The camp sites evolved into tents and cottages and the settlement became known as Cottage City until 1907 when it was renamed Oak Bluffs.

Oak Bluffs explodes with excitement in the Summer offering something for everyone who visits.  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.

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Oak Bluffs Real Estate Statistics

2017 Tax Rate: $8.15
2016 Tax Rate: $8.11
2016 Average Sale Price: $670,293

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Oak Bluffs waterfront

Oak Bluffs Golf

Farm Neck Golf Club Oak Bluffs

 

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

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Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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$
$
%
$/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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32 Temahigan Avenue, Oak Bluffs, MA

Price$4,995,000

Est. Mortgage: $/month

MLS Number 32756

  • Residential
  • Square Feet 6441
  • Bedrooms 6
  • Bathroom 5
  • Acreage 3.197

HISTORIC EAST CHOP WATERFRONT ESTATE WITH BOATHOUSE AND DEEP WATER DOCK. Originally built in 1870 with all of the grandeur of a 19th century seaside estate, this grand historic home features over 6,000 square feet of finished interior living space which was meticulously renovated from top to bottom in the year 2000, under the direction of noted architect, Joseph Dick and island builder, Everett Whorton. Today, this luxurious home maintains all of the original character and architectural details of the era, including beautiful coffered ceilings, gorgeous custom wood paneling, and finely crafted millwork throughout. The property boasts sweeping views from three floors of living space -- plus a spacious outdoor deck -- across the 3.2-acre property with rolling lawn, patio with stone fireplace and beautifully landscaped grounds to Vineyard Haven Harbor and Vineyard Sound beyond. A wooden boardwalk crosses over a small pond, leading to the water's edge where a 750-sf boathouse with stone fireplace, kitchen and bath sits adjacent to a deep water dock and moorings. The property also includes a detached 2-car garage with unfinished living space above which can be easily transformed into a beautiful Guest House, also with water views. This iconic property is the ultimate place to gather family and friends and create treasured Vineyard memories for years to come. Furnishings are available separately.

Listed by Point B Realty LLC

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Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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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30 Kennebec Avenue, Oak Bluffs, MA

MLS Number 30953

  • Commercial
  • Village Downtown
  • Bathroom 1

Offshore Ale. Restaurant, Brewpub, MV institution and anchor tenant of downtown Oak bluffs is for sale. Includes Real Estate, Brand, beer business, turn key restaurant fully staffed. All equipment and assets included, celebrating it's 20th year of success this summer! This is a very exciting opportunity, an incredibly solid business with lots of potential for growth but priced at a point where it makes sense for the next owner. Detailed financials and info available.

Listed by Hartzband, Jon of Martha's Vineyard Island-Wide Realty

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Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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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14 Temahigan Avenue, Oak Bluffs, MA

Price$3,300,000

Est. Mortgage: $/month

MLS Number 32282

  • Residential
  • Village East Chop
  • Square Feet 4821
  • Bedrooms 7
  • Bathroom 3

Historic Water View Home with views of endless sunsets and sailboat races! On the market for the first time in over 50 years. Originally built in 1915, this stately Dutch Colonial has been enjoyed as a family gathering and celebration place every summer. Everything about this house....the 7 bedrooms, grand foyer, imposing dining and living rooms (both with water view), the original hand crafted woodwork details and the full length wrap around covered veranda overlooking West Chop and Vineyard Sound....will help you create your own family legacy and memories on the island. You will be amazed by the classic architecture of the home and the sweeping back yard inviting games for the young and old alike. A deeded walkway to the beach is included where you can keep a dingy to row out to your moored boat, sit and watch the sun set over West Chop or take a quick dip in the Sound. Remember...this is a home where porch parties are a must!

Listed by RE/MAX on Island

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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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89 East Chop Drive, Oak Bluffs, MA

Price$3,295,000

Est. Mortgage: $/month

MLS Number 32036

  • Residential
  • Village East Chop
  • Bedrooms 7
  • Bathroom 5
  • Acreage 0.8

This spectacular direct ocean front residence is located in East Chop an exclusive area of historic Oak Bluffs on Martha's Vineyard. With nearly once acre of land there are endless opportunities to keep the home as is or build the new home of your dreams. Enjoy spectacular unobstructed views of Nantucket Sound. Wake up to amazing sunrises, enjoy the daily "boat show" and watch the sun go down as you roast marshmallows on your own private beach area. An easy stroll takes you to the harbor, town, great restaurants, shops and an abundance of other activities that make Oak Bluffs a very special place for the whole family to enjoy. Great rental history.

Listed by Vineyard Realty Group

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Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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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23 East Chop Drive, Oak Bluffs, MA

Price$2,995,000

Est. Mortgage: $/month

MLS Number 30153

  • Residential
  • Village East Chop
  • Square Feet 2702
  • Bedrooms 5
  • Bathroom 3

East Chop - This charming harbor front home has been EXTENSIVELY RENOVATED over the winter. It now features a completely new, modern kitchen that includes an island breakfast bar and opens to the waterside sun porch. New hardwood floors in many of the bedrooms and the bathrooms have also been renovated with new fixtures, tiling and bead board with chair rail - These improvements along with updated electric and plumbing and more make the “Red House” feel like a whole new home. Plus the new outside shower is a welcome addition for beach goers. With five spacious bedrooms and stunning water views from almost every room, this is where summer memories are made. Extra space for overflow can be found over the boathouse/garage and let's not forget the covered veranda - the place where all will convene to admire the views and enjoy the harbor activity. A private deep water dock and 175' of harbor frontage make this the perfect property for the boating enthusiast. Enjoy the luxury of living on the water with the town and beach just a stroll away. (Please see "List of Improvements" under Documents tab for a complete list of improvements).

Listed by Sandpiper Realty

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Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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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15 Dover Street, Oak Bluffs, MA

Price$2,850,000

Est. Mortgage: $/month

MLS Number 32137

  • Residential
  • Village East Chop
  • Square Feet 3484
  • Bedrooms 5
  • Bathroom 4

Enjoy panoramic water views from all levels. Offered turnkey, this relatively new 5-bedroom home is in amazing condition, and boasts a gourmet kitchen, 2-living rooms, two-sided fireplace, AC, 2-car garage, full-basement and a third floor master suite with balcony and water views. Elegant, and comfortable, this 3,384 sq. ft. home has the wood shingled style of the Vineyard with all the modern enhancements of a home of elegance. See the ferries pass this privately located home, with vistas of the Vineyard sound. Additionally this award winning professionally landscaped yard, provides easy accessibility to both Oak Bluffs and Vineyard Haven ferries, beaches and downtown shops.

Listed by RE/MAX on Island

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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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55 Ocean Avenue, Oak Bluffs, MA

Price$2,395,000

Est. Mortgage: $/month

MLS Number 32742

  • Residential
  • Village Downtown
  • Square Feet 2997
  • Bedrooms 4
  • Bathroom 5

Possible OWNER FINANCING AVAILABLE for this BEAUTIFUL, FULLY RENOVATED LUXURIOUS Victorian home with waterviews from almost every room. Enjoy two stories of verandas overlooking Ocean Park and Nantucket Sound. Attention to detail has been paid throughout all three floors of living which feature a gourmet kitchen, all new bathrooms, a parlor/livingroom with waterviews, a walk out lower level with full bath and laundry, four bedrooms and a brick terrace. This in-town property offers off-street parking on Kennebec Avenue, which can accomodate 2-3 cars.

Listed by Vineyard Village Realty

{$agent->Name}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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

41 & 43 Ocean Avenue, Oak Bluffs, MA

Price$2,300,000

Est. Mortgage: $/month

MLS Number 30901

  • Residential
  • Village Downtown
  • Square Feet 2451
  • Bedrooms 7
  • Bathroom 2

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}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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 31605

  • Residential
  • Village Downtown
  • Square Feet 2451
  • Bedrooms 7
  • Bathroom 2

41 & 43 Ocean Park ~2 BEAUTIFUL PROPERTIES LOCATED ON HISTORIC OCEAN PARK~43 Ocean Ave - 5 BR 1.5 bathrooms~Located on Historic Ocean Park with PANORAMIC WATER VIEWS of VINEYARD SOUND, OCEAN PARK and all the way to CAPE POGUE! 43 Ocean Avenue includes 1987 sq feet ..with 5 bedrooms 1.5 baths 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 Ocean Park Ranch Style home with 464 sq ft 1 bedroom and 1 bath & enclosed sun porch(an additional 184 sq ft.)! WONDERFUL WATER VIEWS 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..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}

Ocean Park Realty
69 Circuit Avenue
PO Box 182
Oak Bluffs MA, 02557
Office: 508-693-4210

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