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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76 Trinity Park, Oak Bluffs, MA

Price$499,000

Est. Mortgage: $/month

MLS Number 32837

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

In town Oak Bluffs on Famous TRINITY CIRCLE! 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: 4.63% last updated on Dec 13, 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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32 Temahigan Avenue, Oak Bluffs, MA

Price$4,350,000

Est. Mortgage: $/month

MLS Number 32756

  • Residential
  • Square Feet 6441
  • Bedrooms 6
  • Bathroom 5
  • Half Bath 2

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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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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28 Beach Road, Oak Bluffs, MA

Price$1,595,000

Est. Mortgage: $/month

MLS Number 32752

  • Residential
  • Square Feet 1800
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

VIEWS, VIEWS & MORE VIEWS! Designed to not only capture the views of Vineyard Sound and beyond to Woods Holes as well as a straight shot down the Lagoon, but this home was also created to be a comfortable home for year-round and summer living. Newly built 4 bedroom/2.5 bath home has commanding views from almost EVERY room with 2-levels of covered decks on the Vineyard Sound side of the home and 2-levels of decks on the Lagoon side. First level features 3 bedrooms, spacious family room, a full bath with laundry and ample storage. The second level features a sun-drenched open floor plan with a gourmet kitchen with stainless Thermador appliances, Silestone counters and an abundance of cabinets. Take in the long view down the Lagoon from the living area with gas fireplace and custom mantel. The master en suite has high ceilings with bathroom features that include a double-sink vanity with marble counters and glass shower enclosure finish this level of the home. There are sliding doors on both levels that open to the front and side decks. High-efficiency heat pump system, central air, HOT TUB and more. Home is ready for you to pack your bags and move in. Did we mention the views? Come tour this unique home and see them for yourself. Rentals in place for the Summer of 2019. Purchase the home and get the rental income at the closing! Home is solar-ready.

Listed by Island Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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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10 Elliott Avenue, Oak Bluffs, MA

Price$499,000

Est. Mortgage: $/month

MLS Number 32661

  • Residential
  • Square Feet 996
  • Bedrooms 2
  • Bathroom 1
  • Acreage 0.1

Charming two bedroom Cape style ranch property located on a dead end street within close proximity to downtown Oak Bluffs, public transportation, beaches, and East Chop tennis courts. Upon entry, you are welcomed into the sunlit living room with fireplace, kitchen with lots of cabinet and counter space includes small dining area. Front deck running the length of the house and and grassy yard are the perfect compliments to this move in ready, year-round home. New Title V septic for 2-bedroom house installed April 2018. Easy to show.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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: 4.63% last updated on Dec 13, 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! (15 LOTS SOLD; 2 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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! (15 LOTS SOLD; 2 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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: 4.63% last updated on Dec 13, 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: 4.63% last updated on Dec 13, 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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