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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348 Sea View Avenue Oak Bluffs MA

Oak Bluffs, MA348 Sea View Avenue

Price$5,995,000

Est. Mortgage: $/month

MLS Number 35291

  • Multi-Family
  • MlsStatus Active
  • Village State Beach
  • Bedrooms 12
  • Bathroom 6

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 with additional space above, bath and outdoor shower, there is lots of possibilities to to be creative. The garage nicely completes this property. All homes have a solid rental histories with repeat tenants. Sellers would consider a full "turn-key" option. Please view Video of the Property to get a full feel for this one of a kind waterfront property.

Listed by Island Real Estate

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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9 Crescent Road Oak Bluffs MA

Oak Bluffs, MA9 Crescent Road

Price$3,900,000

Est. Mortgage: $/month

MLS Number 37353

  • Residential
  • MlsStatus Active
  • Village East Chop
  • Square Feet 3175
  • Bedrooms 3

EAST CHOP: Dramatic WATER VIEW property features a refined open design with meticulous attention to detail integrating the highest quality materials that makes this offering soundly stand out from other fine homes in this price range. The exquisite landscaping surrounding the residence is an established arboretum of exotic trees, plantings, and stone work highlighted by a crystal clear Koi pond with a soothing waterfall. The interior, both comfortable and visual, flows from one intimate setting to another offering dreamy views of NANTUCKET SOUND complemented by the artistic combination of colors, materials and textures...gleaming Birch flooring throughout, imported marble accents in bathrooms and kitchen, Venetian Plaster ceilings and walls with inset railings in the stairways, broad commercial grade Fleetwood windows, Lutron lighting system, Viking and Sub Zero Appliances, the finest contemporary finishes and fixtures...SO MUCH MORE TO EXPERIENCE....Situated in a protective setting on the Bluffs of East Chop...an easy walk to Beaches, Harbor and Town Center.

Listed by Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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3 Pond View Drive & 11 Poplar Lane Oak Bluffs MA

MLS Number 37052

  • Residential
  • MlsStatus Active
  • Village Lagoon/Harbor
  • Square Feet 4350
  • Bedrooms 3

This listing is for two properties offered for sale together. 3 Pond View has a striking modern 3600 sq.ft home & 750 sq. ft. studio nestled in a private setting abutting a greenbelt of conservation land. The house and studio were designed by Vineyard architect, Bruce MacNelly. It is spacious with high ceilings, white oak floors, an open floor plan which enhances all of its light-filled spaces. The large high windows frame the outdoors, providing visual interest all year long. It is the perfect spot for entertaining and features large walls for exhibiting artwork. The main level offers a large dining room, galley kitchen, living room, large master bedroom, 1.5 baths, laundry & ample closets. Outside the kitchen, there is a bluestone terrace perfect for outdoor dining and entertaining. On the ground floor, there are two walk-out bedrooms, a bath, a large family room & two workrooms that open to a rice stone patio and gardens. The separate spacious studio is ideal for an artist, writer or anyone working remotely. Included in this offering is an abutting, parcel of land that is adjacent to the greenbelt for property protection. 11 Poplar Lane is a .88 acre buildable lot. It abuts the back corner of the house lot. It shares the same green belt along 2 sides of the lot. This allows significant protection & total privacy across the back of the house. The Buyer can also develop it or sell it. Both properties have deeded access to 25 feet of beach on Lagoon Pond, a short walk from the residence.

Listed by Kendall & Kendall

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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90 Dukes County Avenue Oak Bluffs MA

Oak Bluffs, MA90 Dukes County Avenue

Price$2,195,000

Est. Mortgage: $/month

MLS Number 36887

  • Multi-Family
  • MlsStatus Active
  • Village Downtown
  • Bedrooms 5
  • Bathroom 5

ULTRA LUXE + CHIC: RENTAL INVESTMENT PROPERTY, LIVE/WORK OR CO-HOUSING OPPORTUNITY. Located within walking distance to Oak Bluffs town center and harbor, this designer's own property offers a one-of-a-kind opportunity -- with three residential living spaces, multiple commercial office spaces, plus off-street parking spaces for up to nine (9) cars. Ideal for a multi-generational use, rental income potential and/or a live-work situation with opportunity to do use rental income to offset ownership costs. The property currently generates $120,000+/year in combined commercial and residential rental income. The compound is anchored by a private and beautifully landscaped courtyard. The different spaces are as follows: THE TREE HOUSE (1,668 sq. feet) 3-Bedroom | 3-Bath second-floor unit with private deck; THE GARDEN HOUSE (797 sq. feet): 1-Bedroom | 1-Bath ground-floor unit; THE GATE HOUSE (1,350 sq. feet) 1-Bedroom | 1-Bath ground floor unit; LOWER LEVEL (1,466 sq. feet - not included in total SF shown) and featuring 12-foot ceilings, multiple rooms and a half bathroom. There is also a 1-car garage or storage shed on the first floor of the compound. There are superlative architectural and designer touches throughout this amazing property. Select furnishings are available for separate purchase. There is no other offering like this unique property . . truly a must see!

Listed by Point B Realty LLC

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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7 Old Harbor Lane Oak Bluffs MA

Oak Bluffs, MA7 Old Harbor Lane

Price$1,850,000

Est. Mortgage: $/month

MLS Number 37152

  • Residential
  • MlsStatus Active
  • Village Sengy
  • Bedrooms 4
  • Bathroom 2

Ocean Views and Neighborhood Beach access! This wonderful summer vacation retreat offers amazing view of Sengy Pond, State Beach, Nantucket Sound, & natural preserve open space. This home boasts inviting, spacious, vaulted ceilings, light and bright bedrooms that each look to the water. Take this house and turn it into your dream home! Bask in the rising sun from one deck and the setting sun from the other deck! This parcel adjoins conservation land offering peace and quiet while just an easy drive to the airport or two ferries. Waterview Farms is centrally located between three towns; Oak Bluffs, Vineyard Haven & Edgartown yet still very private being an exclusive community adjacent to Farm Neck Golf Course. This neighborhood provides beach access with boat storage and docking available. This spacious parcel is great for events & parties, or flying kites & out door games. Explore quaint nearby walking trails to Pecoy Point, or use your paddle board or kayak to enjoy Felix Neck & State beach! The MV biking trails access is at entrance to the community with an easy ride to town! Two adjoining build-able lots may be available for purchase, please inquire. Inquire about owner financing Please do not attempt to gain access to the house without being approved by listing agent. Additional photos of interior available upon request, houses are being rented. Thanks!

Listed by Sierra Properties & Investments

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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52 Meshaket Way Oak Bluffs MA

Oak Bluffs, MA52 Meshaket Way

Price$1,625,000

Est. Mortgage: $/month

MLS Number 37335

  • Multi-Family
  • MlsStatus Active
  • Village Central
  • Bedrooms 5
  • Bathroom 3

CONTEMPORARY FARMHOUSE CHIC - with tremendous rental opportunity. Move right in to this bright and gracious, stylish three bedroom Oak Bluffs home with a separate two bedroom apartment above the garage. Built in 2010 with continued improvements, this modern charming multi-family is on a beautifully landscaped 1.4 acre lot offering room for a future pool. Meshaket Way is centrally located, just a hop, skip, and a jump from downtown Oak Bluffs, Edgartown and Vineyard Haven. Easy access to the YMCA, MVRHS and bike path all the while maintaining the quiet privacy of an Island residential neighborhood. The main house is well appointed with a chef's kitchen, large open living room with a new wood stove, a tranquil sunroom, a separate tv/family room, an inviting farmer's porch, two guest bedrooms, and an elegant master suite with with a charming walk in closet/dressing room and private bathroom. The separate apartment has two bedrooms and a private entrance. Both dwellings are fully powered by new solar panels with heat pump ducted heat and AC in the main house, and mini-splits in the apartment.

Listed by Tea Lane Associates

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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3 Hidden Cove Road Oak Bluffs MA

Oak Bluffs, MA3 Hidden Cove Road

Price$1,600,000

Est. Mortgage: $/month

MLS Number 36927

  • Residential
  • MlsStatus Active
  • Village Sengy
  • Square Feet 3016
  • Bedrooms 4

If you have been waiting for your opportunity to live in Hidden Cove, this beautiful contemporary house is the answer. It is complete with four bedrooms and three and one half bathrooms plus an outdoor shower to accommodate the needs of a busy three generation household. Custom modern kitchen with high end appliances. granite countertops, and backsplash; large tiled floor bathrooms, central air, efficient propane heat and electric heat as a back up, hardwood floors, marble floors on the lower level, central vacuum system throughout. The landscaped backyard has an irrigation system plus an invisible fence for your dog. There is a kayak on the rack at the community dock that goes with the house. The tennis courts are a short walk away. There is a one car garage. Many impressive features that make life on the Vineyard the ideal place to call home.

Listed by Martha's Vineyard Seacoast Properties

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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232 Massachusetts Avenue Oak Bluffs MA

Oak Bluffs, MA232 Massachusetts Avenue

Price$1,599,000

Est. Mortgage: $/month

MLS Number 36118

  • Residential
  • MlsStatus Active
  • Village East Chop
  • Square Feet 5269
  • Bedrooms 5

East Chop -- Expansive 5-bedroom/4-bathroom (3-ensuite) home, looks out over Mill Square Park, with peeks of water in the distance, and surrounded by the best amenities East Chop has to offer -- beaches, yacht club, and tennis club. This graceful home features a large living room with paneled ceiling and beach stone fireplace, large dining room with Dutch tiled fireplace and, two large, sun-filled, family rooms (one upstairs and one downstairs). Ideally located with just a 7-minute walk to the beaches, tennis courts and harbor during the day, and 12-minutes walk to downtown restaurants and night life in the evening, this vacation home is ideal for those extended family stays! Upgraded to a 220 electrical system/circuit breakers '88-'89.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Tower Ridge Road Oak Bluffs MA

Oak Bluffs, MA21 Tower Ridge Road

Price$1,475,000

Est. Mortgage: $/month

MLS Number 35358

  • Residential
  • MlsStatus Active
  • Village Central
  • Square Feet 3957
  • Bedrooms 3

Incredible investment opportunity in the highly desirable Tower Ridge neighborhood. This lovingly maintained home has undergone many sensible upgrades and is ready for a new owner's stress-free enjoyment. The property is situated on a quiet and private street, and is located close to Farm Neck Golf Club, bike path and miles of hiking trails. New windows, renovated gourmet kitchen, copper gutters, red cedar siding, 2-sided granite fireplace, renovated tile baths, sun-room, sauna, fireplace in master bedroom, cathedral ceilings, finished basement, and plenty of outdoor space, are among the many features this home offers. A detached 2-car garage with 15ft ceilings is perfect for boat storage. Above the garage is a spacious studio with cathedral ceilings and private second floor deck. A picture-perfect garden shed was fully renovated and features a covered porch, wood detail throughout, loft storage space, updated windows and is set up for year-round use. This is an investment opportunity not to be missed!

Listed by Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Wood Duck Way Oak Bluffs MA

Oak Bluffs, MA14 Wood Duck Way

Price$1,399,000

Est. Mortgage: $/month

MLS Number 37420

  • Residential
  • MlsStatus Active
  • Square Feet 1477
  • Bedrooms 3
  • Bathroom 2

A picture perfect water view and access to all Sengekontacket Association amenities make this unique three bedroom ranch style home an amazing opportunity for building a life here on Martha's Vineyard. The wide open living and dining space create a welcoming setting for relaxing while enjoying a big view of Fresh Pond. The bedroom wing offers a nice buffer between living and sleeping spaces, and each bedroom has easy access to two full bathrooms. The primary bedroom has gorgeous views of the pond and a lofty cathedralled ceiling. Believe it or not, there are two extra finished rooms on the lower level, with amazing light, and privacy. These rooms are perfectly suited for a separate home office and a gym studio. The detached garage provides plenty of room to store beach gear, and an island car. The little footpath down to the shore of Fresh Pond couldn't be more magical. Come experience this lovely hidden location yourself, and be captivated by all that Sengekontacket offers, tennis, water access, boat dock, clubhouse and privacy.

Listed by Sandpiper Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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111 New York Avenue Oak Bluffs MA

Oak Bluffs, MA111 New York Avenue

Price$1,395,000

Est. Mortgage: $/month

MLS Number 36072

  • Residential
  • MlsStatus Active
  • Village East Chop
  • Square Feet 4015
  • Bedrooms 6

Exceptional and unique opportunity in East Chop -- walking distance to beaches, restaurants, galleries, harbor and ferries! Known for many years as the Martha's Vineyard Resort, this 6-bedroom/6-bathroom property with enormous 1st floor great room, 5-ensuite bedrooms upstairs (one with living room and fireplace), and connected property manager's office with 1-bedroom plus loft living quarters, speaks to its use as a rental property within walking distance to everything downtown. The inviting and spacious outdoor entertainment spaces include wrap around front covered porch, rear covered porch running the length of the house, and a 2nd floor balcony deck also running the length of the house. The full finished basement, with bar, and bathrooms, adds another 1,600 sq feet. The private property manager's quarters located off the main floor has an open living-kitchen-office area, bedroom and bathroom on the first floor, and a spiral staircase to the 2nd floor loft bedroom. House comes partially furnished. A great investment/rental property, or transform into your vacation or year-round home. Property has recently received town approval for subdivision of the lot which expands the lot to approximately 17,252 sq ft, or by adding an additional approx. 7,234 sq ft of land (this includes 4,161 sq ft running the length of the driveway side of the lot to rectify the setbacks, and another 3,071 sq ft behind the house to expand the back yard). See subdivision plan in the documents section.

Listed by RE/MAX on Island

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Worcester Avenue Oak Bluffs MA

Oak Bluffs, MA55 Worcester Avenue

Price$1,389,000

Est. Mortgage: $/month

MLS Number 35514

  • Residential
  • MlsStatus Active
  • Village Lagoon/Harbor
  • Square Feet 2446
  • Bedrooms 3

NEW CONSTRUCTION - WALK TO WATER - Custom Three Bedroom, Three and a Half Bath Home with extensive interior trim including wainscoting, coffered ceilings and rustic beams. This house has a significant amount of features not typically found in this price range! The entire ground floor is L-Shaped with two living areas on opposite sides of the house, the kitchen being the central point. The main Living Room has a Coffered Ceiling, Hardwood floors, direct access to a huge mahogany deck and a propane Fireplace. The Custom Kitchen has Quartz counters, Stainless Steel Appliances and Rustic Beams. Two dining areas, one formal, one informal, provide a transition into each of the living areas. (See Floor Plans in Photos). Second Living Area/Den with built-in bookcases. Shiplap clad entrance hallway with half bath. Wainscoting throughout the main living level. Upstairs, a dramatic, two story landing, with coffered ceiling and shiplapped feature wall overlooks the entrance hallway. There are Two Bedrooms with Ensuite - each have their own private bathrooms and private balconies. A loft, third living area upstairs which leads to a Third bedroom, both of which share the full guest bathroom. Custom tile work throughout. Full size windows in full basement and exterior access to back yard and outdoor shower. Forced Hot Air heat and Central Air-Conditioning. Huge mahogany Deck 12ft x 40ft. Two Car Garage with custom doors and off street parking. A short walk to the end of the road and you'll be at the Beach on the Lagoon - Great for swimming and boating - a Big Plus for renters! Minutes to bike or to drive to downtown Oak Bluffs and Ferry. Progress photos will be added regularly. Easy to Show! (Taxes only reflect land assessment.) PRICE INCLUDES A FINISHED BASEMENT and Cool Firepit with hardscape.

Listed by Alisan Lohan-Conway Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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