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 13
  • 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: 2.79% last updated on Jan 14, 2021
* 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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220 East Chop Drive Oak Bluffs MA

Oak Bluffs, MA220 East Chop Drive

Price$1,995,000

Est. Mortgage: $/month

MLS Number 37706

  • Residential
  • MlsStatus Active
  • Village East Chop
  • Square Feet 1977
  • Bedrooms 4

Prime home in desirable East Chop diagonally across from one of the Vineyard's most photogenic lighthouses, the East Chop Light. With dramatic views from this uniquely designed 4-bedroom, 2 ½ bathroom, year-round or vacation house, this property should be at the top of your list if you're looking for water views, sunsets over West Chop, and close proximity to beaches, tennis courts, the Oak Bluffs harbor and downtown areas. The home -- known locally as "Pilot House", was built true to its name to replicate the bridge of a ship's Pilot House to allow the Captain views of a wide sweep of the sea. Wrap around decks off the second floor provide panoramic water views, in addition to the roof-top Widow's Walk which boasts 180-degree water views of Nantucket and Vineyard Sounds. Built to take advantage of the views, the second floor's open floor plan has walls of large windows in the living room, dining room and kitchen which provide ample water views, sunsets to the west, sunrises to the east and night-time starry evening viewing. A master bedroom and full bath complete the floor. First floor includes 3 bedrooms, and 1 ½ bathrooms, in addition to access to the basement storage areas and garage. Property includes outdoor shower, and parking for several cars on each side of the house. Title V septic certified 12/19/2020. Deck is in need of repairs/replacement and is the buyer's responsibility, as it can either be repaired or redesigned to suit the buyer's taste. The house is being sold fully furnished. The lot is large enough to allow for expansion of the house but please confirm any plans with appropriate town offices.

Listed by RE/MAX on Island

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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: 2.79% last updated on Jan 14, 2021
* 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: 2.79% last updated on Jan 14, 2021
* 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$1,725,000

Est. Mortgage: $/month

MLS Number 35358

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

Located in the highly desirable Tower Ridge neighborhood offering, privacy, tennis, and easy access to Farm Neck Golf Club, the Island bike path and miles of hiking trails. This lovingly maintained home has undergone many sensible upgrades and recent renovations including, 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 incredible investment opportunity not to be missed!

Listed by Wallace & Co. Sotheby's

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%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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: 2.79% last updated on Jan 14, 2021
* 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/B&B, this 6-bedroom/8-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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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29 Bayes Hill Road Oak Bluffs MA

Oak Bluffs, MA29 Bayes Hill Road

Price$1,349,000

Est. Mortgage: $/month

MLS Number 37440

  • Residential
  • MlsStatus Active
  • Village Lagoon/Harbor
  • Square Feet 3396
  • Bedrooms 4

Extraordinary attention to detail! This spacious and open Contemporary home in the desirable Bayes Hill community is move-in ready, offering a unique blend of multiple gathering spaces and privacy. Continuously renovated, the home is in "cherry" condition---cherry wood floors and railings throughout all three levels; cherry cabinetry in the custom kitchen and all baths; and cherry bookcases in the finished lower level library/den. But the heart of this home is the intelligently designed gourmet kitchen with its quartzite counters, French porcelain tile backsplash, custom cherry cabinets, specialty lighting and quality stainless steel appliances including a commercial grade SubZero refrigerator/freezer, Wolf propane cooktop and double ovens, warming drawer, Bosch dishwasher, built-in microwave and even a built-in coffee maker! The essentials, plus some, are new------all new mechanicals including propane furnace, HVAC, geo/thermal hot water heater, roof, floors, windows, skylights, doors, bathrooms, lighting, ceiling fans etc. Too many details to mention. A must see!

Listed by Sandpiper Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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. Deed reference for beach lot is Bk12Page413. 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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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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309 County Road Oak Bluffs MA

Oak Bluffs, MA309 County Road

Price$1,289,000

Est. Mortgage: $/month

MLS Number 37448

  • Residential
  • MlsStatus Active
  • Village Central
  • Bedrooms 4
  • Bathroom 6

The Opportunity You Have Been Waiting For! This conveniently located four-bedroom home is situated on a double size lot and offers space for everyone. The primary dwelling is four bedrooms and four full bathrooms. To the left of the foyer, there is a bedroom with a completely renovated luxurious bathroom. To the right of the foyer, there is a family room, wet bar, bedroom, full bathroom, and a private deck. Upstairs one will find an expansive family / living room, oversized bedroom, full bathroom, and kitchen. A large deck provides privacy and plenty of room for outdoor dining / lounging. The lower level offers additional living space, a large bedroom, a full bathroom, and a wet bar. The detached garage offers an oversized three-bay garage + office space above. There is a coin-operated laundry room, shed for additional storage, and plenty of parking. This property generated $142.8K of rental income in 2020.

Listed by Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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30 Firehouse Lane Oak Bluffs MA

Oak Bluffs, MA30 Firehouse Lane

Price$1,250,000

Est. Mortgage: $/month

MLS Number 34247

  • Multi-Family
  • MlsStatus Active
  • Village Central
  • Bedrooms 4
  • Bathroom 4

This Spacious 4 bedroom Colonial House has been mostly remodeled. New kitchen appliances, cabinets, newly repainted interior, wood and tile flooring. Separate laundry room with New Washer and Dryer. Large Master Suite with double vanity bath, 2 walk in closets, and private Master Balcony. Attached 3 car Garage with legal one bedroom, easy to rent, furnished apartment above with A/C, (which you've got to come see to believe). This location is very convenient to all up and down island towns. Walking distance to Oak Bluffs, Lagoon, School and Beach !! There is a full, unfinished, dry basement. All nicely organized works and a new burner ! The property provides ample parking, at the end of a dead end street. Proven rental income for the investment buyers. This is a safe location for kids to play without worrying about traffic. Owner has started some outdoor renovations. Encouraging all offers !

Listed by Martha's Vineyard Seacoast Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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 Bird Street Oak Bluffs MA

Oak Bluffs, MA1 Bird Street

Price$1,095,000

Est. Mortgage: $/month

MLS Number 36463

  • Residential
  • MlsStatus Active
  • Village Lagoon/Harbor
  • Square Feet 2330
  • Bedrooms 4

This year 'round four-bedroom home has efficient systems and generous spaces! Tucked away yet minutes to Oak Bluffs village amenities, harbor and beaches. The stonework, gardens and tidy brick path lead to the door of this sturdy, lightly used expanded cape. Facing South the sunshine streams in and the many stylish details shine bright! Welcoming great room, exceptional kitchen design with quartz countertops and custom cabinetry. Two Bedrooms on the first floor take advantage of easy access with glass doors to the private yard and mini oasis of easy care plantings. Newly completed second floor has two enormous bedrooms, each en-suite with tons of closet space. All this plus a fabulous cedar outdoor shower and an attached garage - come see how sweet Island life can be!

Listed by RE/MAX on Island

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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