Osterville Classified Ad Listings

5 Atlantic Dr. Located in one of Katama's most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it's an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coa...

8 Folger Ln. Set on a quiet lane in desirable W. Dennis and just moments from the sparkling shore of West Dennis Beach with its close to 1 mile of coastline. As you enter the welcoming breezeway/sunporch the sliders lead you to the outdoor patio, an outside shower, and a shed for all the extras. The yard also has irrigation. First time offered in close to 50 years and it is in move-in ready. Wh...

496 Elliott Rd. Nirvana is a custom-built and designed contemporary retreat sited on over 2 acres of peaceful open landscape, offering breathtaking views of the Centerville River and the marsh beyond. A distinctive "Nirvana" sign welcomes you into a home where modern design and natural serenity blend seamlessly. The great room centers on a stunning gas fireplace and oversized windows that frame...

82 Falling Leaf Ln. Exceptional 3-BR Family/Vacation Home in Osterville: Nestled in a well-maintained neighborhood in the desirable village of Osterville. This spacious and inviting 2116 sf 3 BR home would be an ideal primary residence or your Cape Cod getaway retreat. Beautiful hardwood floors throughout the main floor. Upstairs-2 spacious guest bedrooms and a loft/study room. This home featur...

30 Shore St. Welcome to this beautiful historic 4-bedroom, 3-bath home in the heart of downtown Falmouth, just steps from everything downtown has to offer and ideally situated just moments from Surf Drive Beach and the Shining Sea Bikeway. The home has been completely remodeled and thoughtfully updated, with a new addition completed in 2026 and a brand-new septic system. The custom-built kitche...

75 Winsor Rd. Rocky Island blends classic Cape charm with contemporary style. Fully renovated in 2014, this sun-drenched 7-bedroom, 8-bath home features designer finishes throughout, including custom impact glass and all new service connections (fiber, electric, water, gas). Connected to the mainland by a wooden bridge, the island offers exceptional privacy with effortless access. Sandy beachfr...

62 Schoolhouse Rd. Ideally situated between South Beach and Edgartown Village, this newly renovated Katama compound offers exceptional flexibility for personal use and rental income.The four-bedroom contemporary main house features a newly constructed, expansive great room with a cathedral ceiling and an abundance of windows that fill the space with natural light. The open floor plan flows from...

54 Buckley Rd. Discover coastal living at 54 Buckley Road in Wrinkle Point, a waterfront community with a marina and deep-water docks, community pool, clubhouse, private beaches, playground and year-round neighborhood activities. Completely renovated from the studs out (2022-2026), this 4-bedroom, 2-bath smart home offers views of West Dennis Beach. Every major system is new: Title 5 septic, 20...

410 W Falmouth Hwy-Rte 28A Unit 9. Enjoy elevated coastal living in this exceptional three-bedroom Penthouse apartment, ideally located in the heart of West Falmouth. Offering Buzzards Bay views from two levels, this distinctive residence combines spacious interiors, outdoor living, and a highly convenient location close to the area's most desirable amenities. The residence features three bedro...

4 Maureens Way. YEAR ROUND in coveted Dennis! Sunsets and ever changing views of 60 acre Scargo Lake. Tucked away yet so convenient to the beaches, golf and harbor of Dennis, this home affords the views and water access you've waited for. Plus plenty of room for gatherings! Large living spaces throughout the main level include a primary suite. Upstairs you will find the alternate primary suite ...

Louis Philippe beveled wall mirror by the prestigious French manufacturer, Grange Furniture. Known for their exquisite craftsmanship and hand-finished European patinas, original Grange pieces have become highly sought-after collector's items since the maker ceased production in 2018. Meticulously crafted in France from premium solid French cherry wood, the frame boasts a deep, warm luster that ...

40 Hidden 5 Ob Cv # 537. THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living ro...

1 Meetinghouse Village Ed 335 Way Unit 1. THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy y...

33 Landmark Ave. There is no place like Maushop Village! This Nantucket style Villa offers your own private sandy beach over-looking Nantucket Sound. Walk to the Popponesset Marketplace for shopping, dining, mini golf, entertainment and more. This beautiful updated Townhouse Offers an Open floor plan, upgraded stainless appliances, granite countertop, powder room, 2nd floor offers upgraded tile...

1120 Shore Rd. Welcome to 1120 Shore Road, a charming Cataumet residence that perfectly captures the essence of Cape Cod living, whether for golden summer escapes or cozy year-round comfort. Nestled in a picturesque setting, this classic styled home embraces its coastal surroundings with remarkable, uninterrupted views of Red Brook Pond. Go inside to find an intentional architectural design whe...

114 King Arthur Dr. Welcome to this 3 bedroom, 2 bath Cape-style home in the coastal village of Osterville, situated on a corner lot in a neighborhood setting. This property features new kitchen cabinets, new stainless appliances, backsplash and granite countertops. A fireplace living room to enjoy on cool nights and a dining room with sliders to a spacious deck with a gas hookup for grilling, ...

64 Park Ave. Single Family Home for sale in Yarmouth, MA for $815,000 with 2 bedrooms and 1 full bath, 1 half bath. This 1,260 square foot home was built in 1950 on a lot size of 0.14.. Enjoy Cape Cod living in this 2-bedroom, 2-bath Cape overlooking Lewis Bay. From the sun-filled living room or front yard, you can watch boats sail in and out of the bay by day; in the evening, cozy up by the fi...

156 E Bay Rd. Prime location on one of Cape Cod's most coveted roads, East Bay Road in Osterville. This beautiful home is rich with character, having been repurposed from a large carriage house. It boasts history and classic Cape Cod charm. Enter the home through the large living room and move into the kitchen equipped with a bright sunroom off to the right. An old horse stable has been fashion...

110 Waquoit Rd E. Nestled in a tranquil, wooded setting, this home is a peaceful sanctuary without sacrificing convenience. You are just moments away from the heart of Cotuit Village, beaches, golf and more. This gives the perfect blend of neighborhood charm and privacy. This one owner spacious Post and Beam is well maintained and bright. The open floor plan concept creates an effortless flow g...

274 Seaward Bnd Unit 274. Year-Round Rental-Furnished or Not You Decide. Two bedroom, 2.5 bath attractive townhouse condominium located in the highly desirable Falmouth Port community, conveniently situated to all that Falmouth has to offer. This well-appointed home features two bedrooms, each with its own en-suite bathroom with ample closet space.. The first floor offers modern kitchen with gr...