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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47 East Chop Drive Oak Bluffs MA 02557

Oak Bluffs, MA47 East Chop Drive

Price$11,000,000

Est. Mortgage: $/month

MLS Number 40789

  • Residential
  • Mls Status Active
  • Bedrooms 7
  • Bathroom 6
  • Acreage 0.29

East Chop waterfront – Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments, a pre-existing non-conforming use for the past 70+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 6-unit property includes a 106 ft dock with water/electric for 8 slips and a 40’ T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Private outdoor shower with dressing area. On town sewer.

Listed by Perry Patterson of MV Luxury Homes

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Tylers Creek Oak Bluffs MA 02557

Oak Bluffs, MA14 Tylers Creek

Price$6,250,000

Est. Mortgage: $/month

MLS Number 40778

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 5.5
  • Acreage 2.56

Private Farm Neck Retreat. This luxurious and spacious residence offers the perfect balance of comfort, style, and tranquility. With its stunning location on the world-renowned Farm Neck Golf Course, this home is a true gem that is sure to impress even the most discerning buyers. Sited on over 2.5 acres of privacy with spacious water views overlooking the 18th Hole and the extensive Sengekontacket Pond making it the perfect place to unwind and relax. The floor to ceiling windows in the large living room allow you to experience the views of the Pond as soon as you enter the home. The primary bedroom is in its own wing on the first floor and is complete with two office spaces, a full bathroom that flows effortlessly outside to the hot tub and outdoor shower, and many beautifully crafted built-ins for storage. The large kitchen is flanked by a formal dining room on one side and a sunny more casual dining nook on the other. Both allowing for large gatherings and impressive views. The remaining three bedrooms are located on the second floor, each with a private bath, and views of Sengy. The finished basement with movie theater and game room completes this Vineyard retreat. Property includes stockholder membership to Farm Neck Golf Club.

Listed by Cassie Bradley of Wallace & Co. Sotheby's

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Paulding Avenue Oak Bluffs MA 02557

Oak Bluffs, MA1 Paulding Avenue

Price$4,500,000

Est. Mortgage: $/month

MLS Number 40226

  • Residential
  • Mls Status Active
  • Bedrooms 6
  • Bathroom 6.5
  • Acreage 0.35

Walk to town, ferry, harbor and beach from this brand new coastal modern family compound or investors dream property. Enjoy this downtown luxury 6 bedroom, 6 1/2 bath multi-dwelling compound with a brand new outdoor pool, spa, white marble hardscape patio, newly sodded yard, irrigation system and a state of the art self supporting solar system. The two dwellings are being offered fully furnished for a turnkey solution for a family or investor. This estate includes a brand new Main House (2925 sqft.) a second residence (750 sqft). The main house, built in 2022, offers 3 floors of modern coastal living with light oak wide plank wood floors, wide format tile baths, Anderson 400 Series windows and doors, 2 gourmet kitchens, 4 bedrooms, 5 1/2 baths. The first floor includes a master bedroom with a linear fireplace and patio doors overlooking the pool and an upscale wide format tiled en suite bath, an open concept living, dining and gourmet kitchen with top-of-the-line stainless steel appliances including 48” Subzero refrigerator, 36” Wolf range and quartz countertops with another set of patio doors to the pool, another linear fireplace and a 1/2 bath. The second floor includes a beautiful living room with a linear fireplace, 3 gorgeous tiled en suite bedrooms, and a stackable laundry area. The downstairs includes 4 full length glass windows for natural light, a second kitchen/wet bar area with quartz countertop, a third media/living area, a full tiled bathroom, a private study/gym and a Solar Panel utility room. The second dwelling, fully remodeled in 2018, offers an open concept kitchen living room, two bedrooms, 1 tiled bath, expansive deck, outdoor shower and a large wooded newly grass sodded backyard. This estate includes a brand new state of the art solar system. This solar equipment supports the electricity to provide the energy needs for the main house, guest house and the heated the pool. Don't miss out on this fabulous brand new walk to town property.

Listed by Susan Lemoie-Zarba of Premier Properties

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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0 Eastville Avenue Oak Bluffs MA 02557

Oak Bluffs, MA0 Eastville Avenue

Price$4,299,000

Est. Mortgage: $/month

MLS Number 40762

  • Land
  • Mls Status Active
  • Acreage 4.8

EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.4 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastville Avenue, when finished will link Vineyard Haven and Oak Bluffs for walking and cycling. Septic permits in place for two lots. Lot #1 - 147.2 (45,782sq.ft.) Permit in place for a 6 Bedroom Septic System; Lot #2 - 147.3 - (31,320sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #3 - 147.4 - (34,824sq.ft.) 6 Bedroom Septic System Designed and submitted, NOT YET approved; Lot #4 - (52,451sq.ft.) 6 Bedroom Septic System Designed, NOT YET submitted; Lot #5 - (45,074sq.ft.) - Permit in place for a 4 Bedroom Septic System. Lot # 5 - May have access directly from Wapello Street. Ten (10) Bedrooms have been approved. Applications for an additional Twelve (12) Bedrooms are in process. Lot#2 - Application for 6 bedrooms. Lot#3 - Application for 6 Bedrooms. Lot #4 is undetermined at this point. Access may be allowed via Sunset Road or Eastville Avenue. Water is available via Sunset Road, at the property. Electricity is on site. Currently clarifying height restriction and whether or not basements are allowed. Buyer is responsible for verifying any and all information on this property.

Listed by Alisan Lohan-Conway Properties

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Mill Square Oak Bluffs MA 02557

Oak Bluffs, MA15 Mill Square

Price$4,295,000

Est. Mortgage: $/month

MLS Number 40841

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 3
  • Acreage 0.2928

Unparalleled views from Wood's Hole and Cape Cod across the Sound to Chappaquiddick and beyond. Active harbor views, ferry crossings, boating of all varieties and beaching are at your fingertips from this 5 bedroom 3 bath sophisticated farmhouse style home. Perched high over the water with a sloped, extensive yard, a small olive tree grove buffers the walkers and bikers on East Chop drive keeping the focus on the ocean and the serenity of this ideal location. This home was built in 1968, and is a elegant version of an oversized Farmhouse. The wide rough hewn plank floors enhance the open living and dining areas that surround the wood burning fireplace, anchoring the great room on the ground floor. You can see the ocean from every window as you move through this house. The extra large bedrooms were created for extended family living and an enormous front porch adds living space, holding extra seating, a full dining area or any number of other configurations. There is a convenient 1st floor bedroom with stunning views, and the upstairs master with private deck is its own oasis of serenity. A clean and dry basement encourages expansion as does the 3rd floor unfinished attic space that would make an incredible master suite. The gardens are sophisticated and local plantings keep them low maintenance and ample, blooms are constant. Lovely groupings of trees are placed all over this special property adding to its allure, natural beauty and simplicity. This property is in great shape and is being sold as-is.

Listed by Breakwater MV

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Namas Avenue Oak Bluffs MA 02557

Oak Bluffs, MA30 Namas Avenue

Price$3,450,000

Est. Mortgage: $/month

Pending

MLS Number 40522

  • Residential
  • Mls Status Pending
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.9729

EAST CHOP ~ The ULTIMATE FAMILY ENTERTAINER/Investment Opportunity~ Enjoy the comforts of living in this COASTAL CHIC Beautiful, Modern and Spacious Home that is SKILLFULLY RENOVATED and designed for Island Living with total comfort and relaxation in this QUINTESSENTIAL EAST CHOP LOCATION......situated on a meticulously landscaped with colorful gardens and lush greenery. In Perfect Proximity are 3 Spacious Sunny first floor bedrooms complemented by 2 Completely Renovated Bathrooms. On the Second Floor is an Impressive Primary Suite with Sweeping Distant Water Views of Vineyard Haven Outer Harbor. Top Quality Features include 7" Light Oak Beach Flooring, Pella Windows, Newer Roof, Mahogany Porch (2022), Designer Lighting and Brand New Kitchen with Miele Appliances 2022. The 6 Bedroom Title 5 Septic System is currently servicing just 4 BEDROOMS; So there are EXPANSION Possibilities and ROOM for a POOL with Town Approvals. This wonderful residence is a walk or short bike ride to Jetty Beach, East Chop Beach Club, Lighthouse, Oak Bluffs Harbor and Ferry Ports! An Absolute Must See!

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME ! of Ocean Park Realty Inc

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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34 Windemere Road Oak Bluffs MA 02557

Oak Bluffs, MA34 Windemere Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 40654

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.72

Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to the boardwalk to reach the beach, swim, kayak, canoe, and sunbathe. Two story Beach Cottage, first floor kitchen leads to the dining, living and sun room, Queen bedroom and a full bath. Second floor features three bedrooms. Master Queen en-suite with water view, Guest Bunk bedroom and Twin bedroom which share full bath. Wood floors, water views throughout, new outdoor shower. In the morning enjoy what mother nature has in store for you. The cry of gulls,deer running on the beach, it is just solitude. Property is being sold with 2 unbuildable lots. You will never have to worry about losing your view. This is a property worth seeing. Leases are in place for 2023 to be transferred to Buyer at closing. Showings only on Sunday from 12:00pm until 2:30pm during the rental season.

Listed by JoJo Lambert of Island Home Realty Inc.

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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4 High Meadow Lane Oak Bluffs MA 02557

Oak Bluffs, MA4 High Meadow Lane

Price$2,850,000

Est. Mortgage: $/month

MLS Number 39624

  • Residential
  • Mls Status Active
  • Bedrooms 5
  • Bathroom 4.5
  • Acreage 0.8899

This incredibly insulated sun bathed SIP Post and Beam is state of the art Vineyard living. A 5 bedroom septic in the ground this 4 bedroom 4.5 bath home is finished magnificently! Central a/c and radiant heat through the floors make for perfect temperature control of whatever you desire! Mature landscaping with a large garage and bonus room over the garage there is room for everyone. The master bedroom suite is ground level and has a wonderful large bath/spa area. If furnishings are agreeable they can be negotiated and this home could be sold turn key! A must see! Updates include: *New septic system. *New variable speed domestic water pump. *New designed and installed asphalt driveway. *All new fill and designed landscaping. *Newly installed 13 zone irrigation system. *New basement stairs, stained and urethaned. *Basement cleaned and profes- sonally painted. *New professionally built outdoor shower. *Electric, wastewater piping and water brought into garage for future expansion. *Three new flat screen tvs. *New bulkhead stairs and clam shell bulkhead, professionally installed. *Meadows being (real time) Professionally assessed and vegetation being added. *New association tennis courts. *All new asphalt roads.

Listed by Fred Mascolo of Jane Brown Assoc.

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Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA3 Canonicus Avenue

Price$2,750,000

Est. Mortgage: $/month

MLS Number 39932

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 3
  • Acreage 0.0899

Oak Bluffs Copeland Beach House just steps to inkwell beach, just a few blocks from downtown shops, restaurants, and entertainment. The house and adjacent garage are insulated for year round living. An inviting wrap around porch affords calming views of the ocean. Beautiful original cherry and oak wood flooring throughout this four bedroom home. The home features a sun filled front room with a gas fireplace, dining room with a monitor heater that opens into a living room. The kitchen leads to a mud room with laundry, bathrooms, and access to the patios and out door shower. Up the front staircase to the primary bedroom which has a balcony to sit back and relax as you take in the views of the ocean. Off the hall are 2 more bedrooms and a half bathroom. The back bedroom with a private staircase is light filled with a full length window looking onto the deck. Between the house and the converted garage is a stone patio for grilling, The cherry on top is on the roof, this spacious deck is solidly sitting on top of the house, one of just a few actual "widows walks" in Oak Bluffs with amazing panoramic views of Nantucket sound. The finished garage provides addition gathering space, used as an office, it has a full bathroom and could serve as an art studio, retreat space, or to park a vehicle! The driveway provides off street parking for 2 cars.

Listed by Lisa Lucier of Anchor Realty of Martha's Vineyard

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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4 Camp Street Oak Bluffs MA 02557

Oak Bluffs, MA4 Camp Street

Price$2,500,000

Est. Mortgage: $/month

MLS Number 40815

  • Residential
  • Mls Status Active
  • Bedrooms 4
  • Bathroom 2
  • Acreage 0.28

Situated high atop the Oak Bluffs Peninsula, this solid log Cabin style Cape assures solid construction from the enormous 1300 sq. ft. rear outside deck to the soaring post and beam cathedral ceilings throughout the interior of the home. The first floor features a bright spacious kitchen with breakfast bar, dining area, gas stove, and huge copper sink, all looking over to a floor to ceiling Cape Cod thin cut stone gas fire place. Two large bedrooms, a laundry room and full bath, complete the first floor. The second floor consists of two large bedrooms, including a Master suite with "his" and "her" walk in closets, jacuzzi, make up desk, and shower. The poured concrete basement is home to a new furnace and hot water heater, loads and loads of storage space, bulkhead access, and a finished room which could be converted into a home office, gym, media room, or artist studio. All just a short bike ride to Oak Bluffs Harbor, Ferry Terminal, Inkwell or Town beaches, and restaurant and shops along Circuit Avenue. An equal 10 minute ride in the other direction will bring you to Main Street Vineyard Haven. The 6 bedroom in ground septic system, with Town approval, will allow for future expansion of the home and the lot, with town approval if desired, can accommodate a garage or in ground pool. In addition there are Solar panels on the South facing back roof and a great Summer rental income history from $7,000 to $10,000/WK . A fabulous opportunity! Easy to show: Call Bob Sparks to schedule an appointment, 508-932-2657.

Listed by Bob Sparks of American Real Estate LLC

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$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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 Canonicus Avenue Oak Bluffs MA 02557

Oak Bluffs, MA11 Canonicus Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 40826

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 1.5
  • Acreage 0.16

LOCATION, LOCATION, LOCATION! This adorable 3-bedroom house is walking distance to Inkwell Beach, downtown Oak Bluffs and the ferry! Located in a fantastic neighborhood with TONS of potential and possible room for expansion! This house has been in the same family for almost 100 years. The yard has mature plantings, large detached shed with a cedar closet and a wonderful front porch. Title 5 in hand. Owners in residence so please allow 24-hour notice for all showings. Owners want to close no sooner than October. This is a MUST SEE!

Listed by Wendy Westman (978) 391-9903 of Anchor Realty of Martha's Vineyard

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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28 Rogers Way Oak Bluffs MA 02568

Oak Bluffs, MA28 Rogers Way

Price$2,100,000

Est. Mortgage: $/month

MLS Number 40849

  • Residential
  • Mls Status Active
  • Bedrooms 3
  • Bathroom 3.5
  • Acreage 0.2299

UNDER CONSTRUCTION, contemporary farmhouse style home with wrap around deck and outdoor shower. This home features a first floor en-suite bedroom with a full bath, a half bath off the foyer entry, an open kitchen/dining and living room area with a gas fireplace, a wall of glass with windows and sliding glass doors from the dining area and living room area. There is a well designed mudroom area with a first floor laundry, a large overflow pantry and a built in bench seating area. The second offers two en-suite bedrooms, a large second floor living room area and a second laundry area. A full poured foundation with a walk out door completes this new construction offering. The property location offers close proximity to the center of town, beaches, and bike paths. This quiet location, with attractive homes, is convenient to everything that Oak Bluffs has to offer. Come and enjoy NEW CONSTRUCTION with COASTAL STYLE!

Listed by Michele Casavant of Vineyard Village Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 2023
* 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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Based on information submitted to LINKMV as of June 1, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.