Oak Bluffs Homes for Sale

If you are looking to purchase a home the town of Oak Bluffs, Breakwater is here to assist you along the way. You will find listings in the famous Martha's Vineyard Camp Grounds "Gingerbread cottages",  along Ocean Park, or on East Chop as well as other areas within the Village.  Purchasing a home in this classic beach town can range from a small summer cottage to a luxury waterfront home.   

Find Homes For Sale in Oak Bluffs

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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
  • Location 41.436238,-70.555927
  • Bedrooms 12

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: 2.72% last updated on Nov 25, 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$3,650,000

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: 2.72% last updated on Nov 25, 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: THREE RESIDENTIAL UNITS + COMMERCIAL SPACES. 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: 2.72% last updated on Nov 25, 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 Oak Bluffs MA

Oak Bluffs, MA3 Pond View Drive

Price$1,950,000

Est. Mortgage: $/month

MLS Number 37052

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

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. The property has deeded access to 25 feet of beach on Lagoon Pond, a short walk from the residence. Owner's abutting parcel of land is available to purchase by the buyer.

Listed by Kendall & Kendall

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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: 2.72% last updated on Nov 25, 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: 2.72% last updated on Nov 25, 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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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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: 2.72% last updated on Nov 25, 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: 2.72% last updated on Nov 25, 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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56 Temahigan Avenue Oak Bluffs MA

Oak Bluffs, MA56 Temahigan Avenue

Price$1,295,000

Est. Mortgage: $/month

MLS Number 36968

  • Residential
  • MlsStatus Active
  • Village Lagoon/Harbor
  • Square Feet 1534
  • Bedrooms 5

Perfect Eastville location, for year-round or vacation living w/distant views to West Chop, Vineyard Sound and Vineyard Haven outer harbor. The property consists of 2.48 acres of elevated land, scenic marshes and woodlands, with numerous wildlife species and lots of privacy. The present raised Ranch style home is sturdy but in need of a major makeover. Remodeling and elevated levels will open up a whole new vista coupled with tree maintenance and brush cutting. Orientation of living and outside activities would be to the rear of the present structure. Property comes with deeded DEEPWATER ACCESS via a co-owned, non-buildable lot, known as #10 (a/k/a #5) Beach Rd. Ext. This gives the Buyer 50% undivided ownership, steps from their frontage and also offers potential for a dock or mooring access. In place is a NEW title V septic for 6bedrooms.... What an opportunity for creative buyer...

Listed by Towne & Country Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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11 Spruce Avenue Oak Bluffs MA

Oak Bluffs, MA11 Spruce Avenue

Price$1,295,000

Est. Mortgage: $/month

MLS Number 37544

  • Residential
  • MlsStatus Active
  • Village Downtown
  • Square Feet 1450
  • Bedrooms 4

Historic Victorian circa 1871. A fully renovated Victorian that retains all of its classic Oak Bluffs character provides glorious views from a highly desirable location. 4 bedrooms, 2 and 1/2 baths plus kitchen/dining room, pantry/back kitchen . The living room with brick fireplace opens to the wrap-around porch overlooking Sunset park to the harbor and distant sound. The enclosed sun porch offers a delightful area for reading and social gatherings. A main staircase and a charming "hidden" back staircase leads to the 3 upstairs bedrooms, one which opens to a covered porch with broad water views. A much sought after location within walking distance to downtown amenities.

Listed by Conroy & Company R.E., Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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22 Siloam Avenue Oak Bluffs MA

Oak Bluffs, MA22 Siloam Avenue

Price$1,290,000

Est. Mortgage: $/month

MLS Number 37357

  • Residential
  • MlsStatus Active
  • Village Downtown
  • Square Feet 1520
  • Bedrooms 4

A Grand and Impressive Victorian Home located in the MVCMA. Steps to the Oak Bluffs Harbor, ferries, and the center of Oak Bluffs. This completely renovated (to the studs) 4 bedroom 2 bath home located in the MVCMA has white oak flooring throughout, central air conditioning, vaulted ceilings on second floor, and is fully insulated and heated. Gas stove in the living room and a bonus room/office on the first floor so you can easily work from home. 4 generous sized bedrooms on the 2nd level, 2 having access to the upper deck. All interior doors are custom made and add to the charm and luxury of this year-round home. Cozy front porch and 2nd floor deck with views of Sunset Lake. There are 2 rear decks with a teak outdoor shower. Outdoor area is tastefully landscaped, which includes an irrigation system. A basement for your storage needs and a walk to town location check all of the boxes for the perfect Vineyard home. Property has a strong rental history and can be purchased turn-key if so desired.

Listed by Ocean Park Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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