Oak Bluffs Real Estate

Downtown Oak Bluffs Martha's Vineyard

Search all listings for sale in this Martha's Vineyard village. 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. Oak Bluffs is also home to the popular East Chop neighborhood.

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Browse All Real Estate For Sale In Oak Bluffs, Martha's Vineyard

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14 Temahigan Avenue, Oak Bluffs, MA

Price$2,950,000

Est. Mortgage: $/month

MLS Number 32282

  • Residential
  • Square Feet 4821
  • Bedrooms 7
  • Bathroom 3
  • Half Bath 2

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

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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, Oak Bluffs, MA

Price$934,900

Est. Mortgage: $/month

MLS Number 32330

  • Residential
  • Square Feet 2780
  • Bedrooms 4
  • Bathroom 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: 4.85% last updated on Oct 18, 2018
* 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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2 Sengekontacket Road, Oak Bluffs, MA

Price$850,000

Est. Mortgage: $/month

MLS Number 32240

  • Residential
  • Square Feet 1900
  • Bedrooms 4
  • Bathroom 3
  • Half Bath 1

JUST REDUCED - Motivated Seller! This property has a lot going for it. Located in the desirable community of Sengekontacket, with access to tennis courts, dock, boat launch and storage, mooring potential, and use of the community Club House located on Fresh Pond. These amenities enhance the many options available with the property. A pleasant four bedroom home that includes a finished lower level and bonus room with full bath above the 2 car garage for expanded living space. This property can be used for personal use with plenty room for extended family and friends, or as an investment property. There is rental history in place. NEW 4 BEDROOM SEPTIC INSTALLED!

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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18 Paddock Road (Lot #8), Oak Bluffs, MA

MLS Number 32114

  • Land
  • Village Central
  • Acreage 2.107

GOING GOING GONE! (14 LOTS SOLD; 4 MORE LOT SALES PENDING!) THE PRESERVE AT THE WOODLANDS - Nestled in a private and beautiful multi-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surrounded by conservation land that connects with miles of walking/hiking trails -- and the property also offers convenient access to the bicycle path, Farm Neck Golf Club and all three down-Island towns and beaches. The Preserve At The Woodlands consists of 26 home sites, ranging in size between 1.8 and 4.0 acres, each designed to provide for privacy and views amidst the natural landscape. There are underground utilities and Town Water in place and each lot has been approved for up to six (6) bedrooms per the Oak Bluffs Board Of Health. Carefully crafted association covenants have been developed to preserve the character, integrity and value of this distinctive property. Note: Please inquire with Broker for information on all available building sites and prices.

Listed by Point B Realty LLC

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$
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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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34 Paddock Road (Lot #15), Oak Bluffs, MA

MLS Number 30677

  • Land
  • Village Central
  • Acreage 2.059

GOING GOING GONE! (14 LOTS SOLD; 4 MORE LOT SALES PENDING!) THE PRESERVE AT THE WOODLANDS - Nestled in a private and beautiful 51-acre woodland setting, The Preserve At The Woodlands is Martha's Vineyard's newest luxury home enclave with beautiful pond, woodlands and golden meadow views. This gorgeous property is surrounded by conservation land that connects with miles of walking/hiking trails -- and the property also offers convenient access to the bicycle path, Farm Neck Golf Club and all three down-Island towns and beaches. The Preserve At The Woodlands consists of 26 home sites, ranging in size between 1.8 and 4.0 acres, each designed to provide for privacy and views amidst the natural landscape. There are underground utilities and Town Water in place and each lot has been approved for up to six (6) bedrooms per the Oak Bluffs Board Of Health. Carefully crafted association covenants have been developed to preserve the character, integrity and value of this distinctive property. Note: Please inquire with Broker regarding information on all available building sites and prices.

Listed by Point B Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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

  • Multi-Family
  • Village State Beach
  • Location 41.436238,-70.555927
  • Bedrooms 10
  • Bathroom 5

150 Feet of PRIVATE BEACH at this WATERFRONT COMPOUND IN HARTHAVEN - Perched high on a bluff 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. Wood-burning fireplace. 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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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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49 Waterview Road, Oak Bluffs, MA

Price$389,000

Est. Mortgage: $/month

MLS Number 30785

  • Land
  • Village Sengy
  • Acreage 0.33

Build your new 5 bedroom house in Waterview Farm on a third of an acre. The 5 bedroom septic system has already been installed, the lot is ready to go. Association waterfront and dock for direct swimming and boating access to Sengekontacket Pond.

Listed by Priestley Smadbeck & Mone

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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112 Park Street, Oak Bluffs, MA

Price$1,755,000

Est. Mortgage: $/month

MLS Number 30743

  • Residential
  • Village East Chop
  • Square Feet 2100
  • Bedrooms 4
  • Bathroom 3

WATER VIEWS and SPECTACULAR SUNSETS are yours from this gorgeous, FULLY FURNISHED, East Chop home nestled on a large double lot in this highly desirable neighborhood. This dazzling home offers classic charm with modern, luxury amenities. The 75 ft. wrap around deck and covered dining rotunda were built for enjoying true Vineyard living. This home has 4 bedrooms and 3 full bathrooms with marble, custom tile and original hard wood floors. Incredible customized high end kitchen and cozy sunroom have double french doors that opens onto a pergola covered deck creating a flowing indoor/outdoor living experience. Make this your year round home or keep as an investment property with over $70,000 a year of rental income in place. Your Island Dream Home Awaits.

Listed by Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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, Oak Bluffs, MA

Price$499,900

Est. Mortgage: $/month

MLS Number 30435

  • Residential
  • Village Central
  • Square Feet 1664
  • Bedrooms 1
  • Bathroom 2

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)

Listed by Dockside Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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