Oak Bluffs Classified Ad Listings

27 Crooked Meadow Rd. 27 Crooked Meadow Road is a charming three-bedroom Ranch with a comfortable layout and a spacious backyard. A full basement provides plenty of storage as well as room for future finished space. Conveniently located close to Falmouth High School and Falmouth Center. Outside, the backyard offers plenty of room for gardening, entertaining, play, or simply enjoying the outdoor...

31 Dale Ave. FINAL CALL FOR OFFERS!!! All offers due 7/15/2026 by 5:00 PM Eastern. An extraordinary opportunity to complete a thoughtfully conceived waterfront compound in one of Cape Cod's most coveted coastal enclaves. Set on approximately 1.15 acres overlooking Nantucket Sound, the property includes a partially completed main residence and guest cottage designed by the acclaimed architectura...

99 Old Post Rd. Centerville charmer! This 3+ bedroom, 3 full bath ranch has a large kitchen/dining area which opens to the living room. The 2 bathrooms on the first floor have new vanities, light fixtures and tile floors. Fresh paint throughout with beautiful hardwoods. Deck overlooks the private backyard with wonderful, mature landscaping. The large finished lower level has overflow space for ...

152 Central Avenue. Single Family Home for sale in East Falmouth, MA for $1,895,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,926 square foot home was built in 2026.. Experience coastal luxury in this exceptional custom-built home, just 1.5 miles from Menauhant Beach! Set on approximately one acre, its 3,600-sq-ft architectural footprint encompasses over 2,900 sq ft of finished livi...

74 Turkeyland Cove Ed Rd # 306. THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The ...

81 Osterville West Barnstable Rd. This elegant Cape-style residence offers a refined retreat on a sprawling, wooded lot near Osterville Village and Dowses Beach. Defined by bright, voluminous spaces, the home features a stately pillared portico, stone walkways, and classic shingle siding. Inside, the center hall layout leads to a grand living room with a two-story wall of windows and a Palladia...

94 Liam Ln. NEW CONSTRUCTION- Rare opportunity to own new construction in one of Centerville's most desirable locations, south of Route 28, on a quiet cul-de-sac just minutes from the picturesque village, Craigville Beach, shopping, and restaurants. Designed with today's lifestyle in mind, this thoughtfully crafted home offers over 2,000 square feet of beautifully finished living space plus an ...

1109 Shootflying Hill Rd. This nicely updated 4 bedroom 4 bath (2 full/2 half) one floor living Ranch style home offers easy access to Wequaquet Lake. Deceivingly larger than it looks from the exterior, the interior has been completely modernized. The updated features include an open floor plan with a well appointed kitchen that includes custom painted cabinets, state of the art concrete counte...

15 Prices Ed Way # 322. THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is an inviting and affordable home with air-conditioning. As you see from the pictures the sun is welcomed through many sliders and windows. Inside the furnishings are simple but well chosen. There is a splitter in the living area that cools...

19 Perkins Ave. Located under a mile from the heart of downtown Oak Bluffs, this charming property offers endless potential in a highly convenient location. Set on a level lot, the home is ready for its next chapter - whether as a summer getaway or year-round residence. Enjoy easy access to town, beaches, ferries, restaurants, and shops while creating your own vision in this classic Island sett...

559 Old Jail Ln. Nestled on over 3 acres in Barnstable Village, this one-owner Cape-style home offers privacy, space, and convenience. Abutting approximately 300 acres of conservation land and located just one mile from the village and Hyannis, the property is close to Route 6A and Barnstable Harbor. The nearly 2,000 SF home features 4 bedrooms, 2.5 baths, hardwood floors, a living room with wo...

13 West Ave. Embrace the ultimate Cape Cod lifestyle in this classic 1925 coastal home, offering spectacular water views and unbeatable rental or multi-generational family potential. Known affectionately as "Grandma's House," this charming 4BR/1.5BA property captures the essence of desirable New Silver Beach. The layout features a covered front porch and a spacious enclosed sunroom designed for...

9 Hideaway Vlg Unit F. Discover a unique lifestyle opportunity at a waterfront cottage in Buzzards Bay, Bourne, MA. Built in 1930, this charming 500-square-foot detached condo offers a distinctive living experience, blending historic character with comfortable, intimate spaces. The single bedroom provides a private retreat, designed for peaceful repose. A full bathroom serves the home, offering...

1 Woods Edge Ln. Situated on the corner of a quiet cul-de-sac, this Vineyard II style end unit offers comfort, privacy, and flexible living space. An open skylit entry welcomes you into a light-filled interior featuring wood floors throughout the main level. The upgraded kitchen features granite countertops, an island with cooktop and storage as well as breakfast bar seating overlooking the liv...

177 Bayview Cir. Wow what a rare opportunity to purchase an AFFORDABLE turnkey Quintessential Year-Round Cape within.5 mile of Osterville Village and 1 mile to Dowes Beach. The size of the house can be deceiving from the front elevation. Here are the details of the ~2100 sqft of living space. Main level of ~1150 sqft includes a primary suite, guest bedroom, 2 full baths, living room, E/I kitche...

9 Beachwood Dr. Fresh, clean and ready to go, this bright and airy younger contemporary Cape has a wonderful open floor plan, 2 car garage under, appealing screened porch - and access to great walking trails around bogs and on conservation land. Privately set at the end of a cul-de-sac of proudly-kept homes, this one has it all - including owned solar panels and a recently renovated bathroom! I...

An exquisite benchmark French cabinet crafted by legendary furniture maker Grange, beautifully constructed from premium solid French cherrywood this piece perfectly embodies the timeless elegance of the classic Louis Philippe style prioritizing warm wood grains balance geometry and subtle sophisticated detailing. The crowning feature of the cabin is its signature upper molded section which pull...

9 Weston Ave. This beautifully situated 4-bedroom, 3-bath home sits at the highest point of East Chop, offering sweeping views of Vineyard Sound. The property features a spacious clerestory living room with a fireplace, along with a combined family room and kitchen, also centered around a cozy fireplace. A large, screened porch opens onto an expansive deck, perfect for relaxing or entertaining....

30 Overlook Cir. Single Family Home for sale in Falmouth, MA for $450,000 with 3 bedrooms and 2 full baths. This 1,144 square foot home was built in 1984 on a lot size of 0.53.. Incredible opportunity for contractors, investors, or renovators! Tons of potential awaits in this traditional Cape Cod-style ranch offering 3 bedrooms and 2 full baths, located in the desirable South Cape Woods communi...

6 Hilltop Dr. Move in ranch on a peaceful side street. Beautifully updated throughout, the entrance welcomes you to an open floor plan living/dining room with 3.25" oak hardwood flooring, recessed lighting and premium electric fireplace. The kitchen includes Granite countertops, stainless appliances and Hardwood flooring. The primary bedroom has dual closets, hardwood flooring and a custom bath...