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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42 Paddock Road Oak Bluffs MA

Price$1,999,000

Est. Mortgage: $/month

MLS Number 35025

  • Residential
  • Square Feet 4200
  • Bedrooms 5
  • Bathroom 4
  • Half Bath 1

OAK BLUFFS - new, luxury enclave - The Preserve at the Woodlands! Enjoy the best of both worlds in this lovely area abutting 200 acres of conservation land yet centrally located off County Road near Farm Neck Golf Club with bike paths that provide EASY ACCESS into downtown Oak Bluffs, Edgartown and Vineyard Haven. Relax and enjoy POND VIEWS and panoramic meadow views. This HIGH QUALITY NEW CONSTRUCTION offers 5 bedrooms and 4.5 bathrooms with 9 foot high ceilings. The wooded 1.8 acre lot offers a spacious backyard with a bluestone patio for entertaining, outdoor shower and borders conservation land for complete privacy. The option to add a POOL is available upon request. An OPEN FLOOR PLAN features a large gourmet kitchen with a Sub-Zero fridge, Wolf range and other professional stainless steel appliances. The living and dining area has lovely views of the pond, custom built-ins and a gas fireplace. A first floor master bedroom contains an en suite bath, dressing area and walk-in closet. For your convenience, there is a first floor laundry room, mud room and powder room. Upstairs there are four SPACIOUS bedrooms - two of which are master bedrooms with en suite baths and vaulted ceilings. The two additional bedrooms share a hallway bathroom with double sinks. Two of the bedrooms offer pond views. There is a set up for an additional washer and dryer upstairs. Enjoy UP-ISLAND PRIVACY with DOWN-ISLAND CONVENIENCE! Don't miss this opportunity to enjoy this beautiful INVESTMENT property and begin to earn income right away. Or enjoy it all year round yourself with family and friends!! MOVE IN READY!!

Listed by Ocean Park Realty Inc

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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439 Neal Way Oak Bluffs MA

Price$839,000

Est. Mortgage: $/month

MLS Number 34999

  • Residential
  • Square Feet 2368
  • Bedrooms 3
  • Bathroom 2
  • Acreage 1.437

Oak Bluffs located at the entrance of Meadow View Farms in Oak Bluffs~Custom Contemporary Design located in desirable sunny location on a sprawling 1.43 acre lot and abuts greenbelt! This attractive residence offers an abundance of light throughout the open spacious living dining area and a sun filled solarium offering picturesque views over a tastefully landscaped backyard! Peaceful setting and meticulously maintained,and recently painted inside! Walk out basement with workshop,office, laundry area and utility room! Strong RENTAL POTENTIAL! Room for a pool and or garage with town approvals! Easy to show call for an appointment to see this unique BEAUTIFUL home!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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15 Peter M. Williamson Boulevard Oak Bluffs MA

MLS Number 34857

  • Residential
  • Square Feet 3100
  • Bedrooms 6
  • Bathroom 5
  • Half Bath 1

BRAND NEW!!! Custom design will be Ready for Occupancy this SEASON. Features over 3100 square feet with another 1000 in finished walkout basement including another bedroom. Beautiful marble/tile work in all bathrooms, wide oak hardwood flooring, gas fireplace with marble mantle, first floor en suite master, 8' sliders with access to sweeping deck, 9' ceilings and cathedral in the living room, and an open kitchen/dining area with Wolf stove, Sub Zero fridge, Bosch dishwasher, large center island. Also, attached 2 car garage with unfinished space above. This house flows comfortably through the intimate spaces offering easy living, privacy, and the yard has room for a pool. A must see!

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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21 Mill Square Road Oak Bluffs MA

Price$2,050,000

Est. Mortgage: $/month

MLS Number 34973

  • Residential
  • Square Feet 2905
  • Bedrooms 5
  • Bathroom 3
  • Half Bath 2

East Chop - Enchanting water views from a coveted location just 300' from the beaches! This charming, vacation or year-round 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. Properties in this highly sought after location come along only once in a generation! This 4-bedroom/3-full plus 2-half bathroom home on 0.45 acres, features active water views, beach stone fireplace, 2-car garage, and an association park behind. A fabulous vacation or year-round home that should be at the top of your list because of its close proximity to beaches, tennis courts, the Oak Bluffs harbor and downtown areas. You're just 300' from the beach but without the risks of a waterfront home near the Bluffs. Living room with beach stone fireplace opens to wrap around porch. First floor features living room, dining room, gourmet kitchen and bedroom with 1/2 bath. Rear deck opens to side patio, garage and parking area. Second floor has 4-bedrooms, plus office/bedroom, two full baths plus full bath in master bedroom. Home comes with or without furnishings and is fully insulated. Recent improvements have included new kitchen, all new plumbing and electric wiring, remodeled bathrooms, new heating system (plus ducting for central AC just needs condensers). Seller agrees to credit the buyer at closing with half the cost of design and installation of Title V septic design for 6-bedrooms up to $12,500. Expansion potential for detached bedroom/bathroom above the garage but please verify with appropriate town departments.

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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67 Trinity Park Oak Bluffs MA

Price$550,000

Est. Mortgage: $/month

MLS Number 34914

  • Residential
  • Square Feet 810
  • Bedrooms 2
  • Bathroom 1
  • Half Bath 1

You can enjoy year round or vacation living in this Martha's Vineyard Camp Ground Cottage. Lovingly Renovated, insulated and full of charm, this two bedroom one and one half bath cottage has beautiful wood floors, custom made kitchen counter tops, mini spits for heating and air conditioning, two second floor bedrooms with vaulted ceilings, full bath on first floor with half bath on the second, a she-shed for storage and summer laundry. Enjoy the views of the park in front and the tabernacle along with it's many events all from the front porch. There are a few weeks rented this summer but the best week of the summer has been reserved for your use as the new owner.

Listed by Laer Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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20 Paddock Road (Lot #9) Oak Bluffs MA

MLS Number 34889

  • Land
  • Village Central
  • Acreage 2.02

GOING GOING GONE . . . 18 LOTS SOLD (1 SALE 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: See the attached sales brochure with map showing all available lots and pricing.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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36 Paddock Road (Lot #16) Oak Bluffs MA

MLS Number 34830

  • Land
  • Village Central
  • Acreage 2.12

GOING GOING GONE . . . 18 LOTS NOW SOLD (1 SALE 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: Note: See the attached sales brochure with map showing all available lots and pricing.

Listed by Point B Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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21 Kennebec Avenue Oak Bluffs MA

MLS Number 34874

  • Commercial
  • Village Downtown
  • Half Bath 1

Commercial condo located in the heart of the OAK BLUFFS business center. Tired of paying rent for your office space? This B1 Zoned first floor condo unit centrally located with plenty of foot traffic. Ideal for a retail shop, day spa, hair salon, or ultra convenient office space. Just steps to other commercial businesses, restaurants and the hustle and bustle of downtown Oak Bluffs. It's easy to be creative in this inviting space featuring 10 foot ceilings, large attractive front windows offering high visibility. Custom cherry wood shelving and display tables, oak flooring, accent lighting, and a Bose sound system enhance this space and create an upscale retail atmosphere. Off the main room you'll find a small private office and 1/2 bath. A 300 square foot additional room is located in the basement with security camera in place (included in the square footage.) A loading zone is located in front of building.

Listed by Anchor Realty of Martha's Vineyard

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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 Eastville Avenue Oak Bluffs MA

Price$1,149,000

Est. Mortgage: $/month

MLS Number 34837

  • Residential
  • Village Central
  • Square Feet 1966
  • Bedrooms 4
  • Bathroom 3

Walk to Town from this lovely 'Like new' four bedroom Home, with 2 Master Bedroom Suites (6 Bedroom Septic System) on an oversized 15,000 sq.ft. lot. Main living level has an open floor plan with clearly defined spaces. Living room has an Aspen Fieldstone clad fireplace, Bluestone hearth, crown molding, custom cabinetry for audio/visual equipment, recessed downlighters and beautiful rustic American Cherry floors that only get better with age. Breakfast area adjacent to the Kitchen leads directly to mahogany deck. Kitchen cabinets are a lovely Caramel Colored Maple with Giallo granite counter tops. The matching island provides great additional space to work on, or to sit at to keep the chef company. Kitchen leads to a separate dining room with built-in mirror feature and rustic cherry floors. Half bath w/travertine tiles, wainscoting and laundry. Also direct access to a one car garage with an automatic garage door opener. Second floor has two Master Bedrooms each with an ensuite. Two additional guest bedrooms share a guest bathroom. Each bathroom has travertine flooring, custom tiled baths/shower and granite counters. Berber carpet provides a soft touch in each bedroom, along with ceiling fans and recessed downlighters. Propane forced Central Air and Heat throughout. Basement is framed to accommodate two more bedrooms and a bathroom. Egress windows are already place for safety and additional light and ventilation! Town approval required in order to complete. Guest house potential when owner complies with town requirements. Asphalt driveway. Irrigation system around perimeter of house. Mahogany clad outdoor shower! Minutes to Eastville Beach, Oak Bluffs Harbor, the Ferry, Hospital and downtown restaurants and activities. Contents available for purchase separately. Room for a POOL! Easy to show.

Listed by Alisan Lohan-Conway Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 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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