Oak Bluffs Real Estate

Oak Bluffs is a classic beach resort town on the northeast shore of Martha's Vineyard. Real estate in Oak Bluffs includes condos, single family homes, homes with dock access, acreage, and more. Whether you’re looking for a permanent residence or a vacation home, Hancock Real Estate can help you find your island dream home.

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65 Columbian Avenue Oak Bluffs MA

Price$1,095,000

Est. Mortgage: $/month

MLS Number 34807

  • Residential
  • Square Feet 2300
  • Bedrooms 3
  • Bathroom 3
  • Half Bath 1

Located on a lovely, quiet road less than 1.5 miles from downtown Oak Bluffs and moments from access to the Lagoon sits this beautifully designed new house waiting for you to call it home. Entry the side door, hang up your coat in the mudroom and make your way into the welcoming open floor plan of this not so traditional Colonial-style home. It is said that the kitchen is the heart of the home. With an expansive Quartz island and countertops, all-wood white cabinets and a stainless steel appliance package, that is true here. The open living and dining areas open out to expansive back deck with seat rail surround. The focal point of the living room is a gas fireplace with custom mantel. There are two master suites, one on each level, and a third bedroom that shares a bath with a second floor den/family room. All bathrooms feature custom tile work and glass surrounds. Great outdoor features include space to spread out and relax. Some additional features include 5" Ash hardwood flooring throughout. Berber carpet in two second floor bedrooms and on basement stairs Central air. Lawn with irrigation. Native stone driveway. No Vineyard home would be complete without an outdoor shower. Home includes a one year warranty for peace of mind. It's a custom built year-round home waiting for your family to take ownership and enjoy it. Ready for end of Summer occupancy! Please check back for updated photos!

Listed by Island Real Estate

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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12 Mae Avenue Oak Bluffs MA

Price$1,049,000

Est. Mortgage: $/month

MLS Number 35560

  • Residential
  • Square Feet 1700
  • Bedrooms 3
  • Bathroom 2
  • Acreage 0.2252

If location is what you're looking for then you found it with this Island beach house with water views of Lagoon pond. This reverse floor plan home is nestled just a block from the water. The master bedroom suite, with two other spacious bedrooms that share a bathroom are on the first floor. Built for entertainment in mind the second floor has a fantastic living room with four skylights and a beach stone fireplace. Enjoy the waterview from a wall of sliding glass doors opening onto the newly refinished mahogany deck. You'll want to spend all your time here with Two 15 foot retractable motorized awnings which create great summertime shade as you dine alfresco watching the sunset over the water. A light filled dining room with a large transom window and sliding glass doors look out towards the water. The well designed kitchen is fully equipped. With central air conditioning, an attached garage, and a full partially-finished basement this property has so much to offer. A welcoming front porch also provides nice views of the water. The manicured lawn features a windowed shed, tree swing, and rock retaining wall along the front of the property. Walk to a swimming beach and less than a mile and a half to Oak Bluffs center.

Listed by Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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10 Prospect Park Oak Bluffs MA

Price$995,000

Est. Mortgage: $/month

MLS Number 34585

  • Residential
  • Square Feet 1691
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 1

East Chop -- Meticulously maintained 4-bedroom/1 ½-bathroom home on 0.17 acres, with distant water views, large open floor plan, beach stone fireplace, landscaped yard fronting on a peaceful 1-acre park. This 3-season home should be at the top of your list because of its close proximity to beaches, tennis courts, the Oak Bluffs harbor and downtown areas. Living room with beach stone fireplace opens to covered front porch running the length of the house. First floor features living room, dining room, kitchen with bedroom above. Rear enclosed porch dining area opens to back deck sitting area and great side yard looking out across the park. Second floor has 3 additional bedrooms, with shared full bath. Deck off master bedroom looks out across the park and has water views. Lovingly maintained throughout the years, this home offers expansion potential. Parking on Brewster Ave and Lincoln Park Road allows for deeded access for renters and homeowners alike across the paved park path just 200' from the street. Service vehicles have drive-in access through the park from East Chop Drive.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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43 Tiffany Drive Oak Bluffs MA

Price$983,000

Est. Mortgage: $/month

MLS Number 35833

  • Residential
  • Square Feet 2114
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

This handsome 4-bedroom home has deeded access on the Lagoon for swimming and boating just a short distance away. The whole 3-story home has wonderful light through skylights and an abundance of windows. There are separate living spaces on each of the 3 floors; an updated kitchen with handsome cabinetry, a big island and soapstone countertops; nicely-sized guest bedrooms and a lovely, large master suite. Within the last year the owner has replaced flooring and carpeting, installed 8 HVAC units, painted the interior throughout, installed new hardscape and gardens and more! The owner tells me she loves the access to the trails of the Southern Woodlands - one which leads right over to the YMCA. The 1.65 acre lot offers an abundance of privacy and the detached 2-car garage, with its big finished space above and separate driveway, would make an excellent office or studio.

Listed by Karen M. Overtoom R.E.

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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227 Buddys Drive Oak Bluffs MA

Price$975,000

Est. Mortgage: $/month

MLS Number 34943

  • Residential
  • Square Feet 3620
  • Bedrooms 6
  • Bathroom 3
  • Half Bath 1

OAK BLUFFS CUSTOM COLONIAL SITUATED on.59 ACRES 1st floor sf 1820 2nd floor sf 1280 3rd floor sf 520 Total current finished SF 3620 Above garage unfinished sf 750 Basement sf 1428 Two car Garage sf 550 with an UPDATED & RENOVATED BRIGHT & SUN FILLED GREAT ROOM and an EXPANSIVE living/dining area and NEWER kitchen with STAINLESS STEEL APPLIANCES & GLEAMING GRANITE COUNTERS! The interior of the home is inviting and generous with an abundance of ROOMS! This open design has striking natural wood ship lap ceilings. Glass doors offer access to a huge exterior deck and penetrating views into the abutting State Forest ...The attention to detail includes the luxury of 2 Master Suites, on the first floor and second floor.There is a total of 6 bedrooms, 3. 5 bathrooms and a huge unfinished space above the two bay garage!..STRONG EXISTING RENTAL HISTORY in PLACE! OUTSTANDING LOCATION & TERRIFIC VALUE! ROOM for a POOL TOO!

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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6 Mourning Dove Way Oak Bluffs MA

Price$959,000

Est. Mortgage: $/month

MLS Number 34774

  • Residential
  • Square Feet 1728
  • Bedrooms 4
  • Bathroom 1
  • Half Bath 2

SENGEKONTACKET ASSOCIATION ~ CONTEMPORARY Island residence situated in the desirable water front community offers a unique Vineyard design featuring an OPEN BRIGHT GREAT ROOM with an ABUNDANCE of GLASS and SUN LIGHT from the lofty skylit cupola, and the sweeping EXPANSIVE MAHOGANY decks at each end of the room remind you that this is the place where festive people get together to celebrate Summer! Outdoor living with cookouts, sunbathing, entertaining and lots of amenities . The house with natural visuals is tastefully appointed, with an attractive kitchen and intimate sitting areas while the bedrooms and bathrooms conveniently surround this playful setting. This COASTAL CONTEMPORARY BEACH HOME is on the bike path to Town, has been BEAUTIFULLY MAINTAINED, NEW ROOF 3/25/2019, 5 BEDROOM SEPTIC, and includes a community salt water dock offering access to Nantucket Sound, mooring availability, tennis courts, and a spring fed freshwater beach.

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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 Winemack Street Oak Bluffs MA

Price$949,900

Est. Mortgage: $/month

MLS Number 35329

  • Multi-Family
  • Village Downtown
  • Bedrooms 4
  • Bathroom 2
  • Half Bath 1

Main house plus apartment above 2-car garage. Charming, Victorian style main house built in 1999, has 3 bedrooms, 1 ½ bathrooms, in great condition. Detached 2-car garage with a 1-bedroom/1-bathroom apt above it. Main house has a wrap-around farmer's porch, open floor plan on the first floor with kitchen and living room, and separate dining room, and a landscaped back yard with patio. Garage and guest apt built in 2017. Title V septic for 5-bedrooms installed 2017. Property comes mostly furnished, is located at the end of a quiet street, walking distance to Lagoon Pond and Eastville Point beach, downtown Oak Bluffs, restaurants, the ferries, and harbor. Rentals in place through end of September. Please allow for 24-hour notice required for showings.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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38 Meadowview Road Oak Bluffs MA

Price$949,000

Est. Mortgage: $/month

MLS Number 35736

  • Residential
  • Village Sengy
  • Square Feet 1957
  • Bedrooms 4
  • Bathroom 2

This newly renovated cape in desirable Meadow View Farms is move-in ready and features NEW hardwood floors, NEW kitchen with stainless appliances and granite counter tops, NEW bathrooms, NEW carpets throughout. The floor plan is an open post and beam style with a large kitchen peninsula, dining area and living area with lovely brick hearth. The master suite is on the first floor, with 3 other large bedrooms on the second floor. Outdoor living areas include a covered front porch and private back deck with retractable awning. The property overlooks a peaceful meadow in the front and the rear yard is protected by association common land. A 3/4 acre lot provides plenty of room for a pool or expansion. Grab your piece of the Vineyard and start living the good life right now!

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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59 Naushon Avenue Oak Bluffs MA

Price$945,000

Est. Mortgage: $/month

MLS Number 35379

  • Residential
  • Square Feet 1845
  • Bedrooms 3
  • Bathroom 4
  • Acreage 0.1699

IN-TOWN INVESTMENT OPPORTUNITY!! Just a short walk to Town Center, Public Beach, Ferry and Harbor, this versatile year round residence, renovated over the last 10 years, offers excellent potential for seasonal rentals and a comfortable place to live. Features beautiful landscaping all around, a sweeping deck that attaches house to garage, private yard with gardens galore, 2 car garage has a surprising second floor with 2 sleeping areas, gorgeous tiled bathroom, and gleaming fir flooring. The country kitchen is efficient and well equipped, and all of the bedrooms are ample and attractive. This is a sweet place with lots of options and must be seen.

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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16 Prospect Avenue Oak Bluffs MA

Price$929,000

Est. Mortgage: $/month

MLS Number 35742

  • Residential
  • Village Central
  • Square Feet 2088
  • Bedrooms 4
  • Bathroom 3

OAK BLUFFS LIKE NEW CONSTRUCTION....Built in 2018..4BR/3.5 Bathrooms Custom design features a short stroll to Town Center, Harbor, Ferry and Public Beaches. This mint condition residence offers spacious sun-filled rooms with lots of glass throughout. Enter into an inviting open living/dining/kitchen area with gleaming hardwood flooring, gas fireplace, beautiful kitchen, and access to a wonderful screen porch. Master bedroom with full bath on first floor and laundry. The second floor has 2 more large bedrooms with a full bathroom, and another master bedroom with private full bathroom. The tile/marble work is exquisite and the property has excellent rental income history full basement, central AC and the perfect front porch for quiet enjoyment.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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72 Norris Avenue Oak Bluffs MA

Price$899,000

Est. Mortgage: $/month

MLS Number 35426

  • Residential
  • Village Central
  • Square Feet 1765
  • Bedrooms 3
  • Bathroom 2

This well maintained home has it all! It's perfect for entertaining and convenient to town. Enjoy dinner and a movie, cocktails on the harbor, shopping or catch your ferry, all just a short 5 minute walk from the home. This corner lot is surrounded by landscaping giving you a sense of privacy. Invite friends over for a cookout and enjoy the outdoor fireplace on the chillier nights, or practice your putting game on the green (just don't get caught in the sand trap). If the day gets rained out you can always bring the party inside with the open concept living area and sun room. A smart choice for someone looking for an investment property or someone looking for their Martha's Vineyard home.

Listed by Martha's Vineyard Seacoast Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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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507 Barnes Road Oak Bluffs MA

Price$889,000

Est. Mortgage: $/month

MLS Number 33389

  • Residential
  • Village Lagoon/Harbor
  • Square Feet 2592
  • Bedrooms 4
  • Bathroom 3

COUNTRY LIVING in a location within about a 5 minute drive to 3 towns. A convenient central "down-island" location (Oak Bluffs-Barnes Road), complete with a 2 level 24' x 30' Horse Barn, Main house with full basement and an oversized Garage plus enclosed storage area, all on 1.38 acres of land abutting 35.3 acres of conservation land. Great property for anyone that wants a large lot, abundant storage and a 4 bedroom house, all within a 5 minute drive to town or the Ferry. Much of the value lies in the excellent location, degree of privacy, amount of land, and Brand New 4 bedroom Septic System has just been installed. Very close to Featherstone Art Gallery and the Lagoon Pond Herring Run. Only minutes to the VH Ferry. Great property for those wanting extra land and privacy in a convenient location. Please call a minimum of 24 hrs. before a requested showing. House occupied and security device is active.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Sep 12, 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