Osterville Classified Ad Listings

74 Long Pond Dr. Build your Cape Cod dream home on this 0.24-acre parcel ideally located on Long Pond Drive in South Yarmouth. Building plans are in hand, making it easier to bring your vision to life. Conveniently situated just off Route 28, the property offers quick access to restaurants, shopping, golf, beaches, and all the amenities that make Yarmouth a sought-after destination. Steps down ...

195 Falmouth Rd Apt 9C. Step inside this beautiful Sea Oaks condominium and you'll find three levels of comfortable living space, thoughtful updates and a meticulously maintained home. The remodeled kitchen features granite countertops and upgraded appliances, while a custom mirrored dining wall reflects the light and adds to the sense of space. Updated baths, contemporary lighting and central ...

22 Country Club Ln. Prestigious Country Club Estates!!!New luxurious 3980 sq ft, 4 bedroom,3.5 bath home!!! Built by Prime Homes! Many Upgrades! Newly added 24 kw generator! Contemporary first floor living! Drive along the first fairway of the Quashnet Valley Country Club as you enter this beautiful neighborhood. Upon entering the foyer there are 3 chandeliers opening to the well-lit great room...

143 Bayberry Way. Set along the soothing waters of West Bay, this exceptional waterfront estate, with approx. 400' of waterfront, captures magnificent western exposure, offering ever-changing views of boats navigating to and from the harbor and spectacular evening sunsets dancing across the water. This 'Wianno Head' area is one of the most coveted areas of Osterville with large, private estate ...

21 First Ave. YEAR-ROUND RENTAL! This spacious 3 bedroom home offers comfortable living in a quiet Hyannisport neighborhood. The home features two separate living areas, providing flexible space for relaxing, entertaining, or working from home. A washer and dryer add everyday convenience. Ideally located close to Main Street and Craigville Beach, with easy access to local shops, restaurants, be...

190 Bayfront Way Unit 190. Welcome to waterfront living in FalmouthPort, where tranquil views and incredible potential come together. This B-unit condo enjoys a coveted setting directly on the water, with beautiful views from the step-down living room. This is an opportunity to create a home that truly reflects your style. The main level features an open galley kitchen overlooking the dining ar...

27 Bellavista Dr. Available for winter rental, this fully furnished Pocasset home offers comfortable one-floor living in a desirable neighborhood. Just moments from Hens Cove, you'll enjoy easy access to the water while being tucked into a quiet residential setting. Inside, the home is thoughtfully furnished with everything you need for a seasonal stay. A bright living area flows into the well-...

18 Lyndale Rd. WINTER RENTAL - from October 1, 2026 to May 31, 2027. Steps to the Beach!! Beautifully Renovated and Fully Furnished 3 Bedroom, 2 FULL Bath, Ranch Home with True One-level Living. Gorgeous Master Suite with Vaulted Ceiling, Private Bath, and Generous Closet Space. Enclosed 3 Season Room, Gleaming Hardwood Floors, Central Air, Gas Heating, and Well Appointed Laundry Room. Fabulous...

555 Shootflying Hill Rd. Water views and deeded beach rights to Wequaquet Lake enhance this immaculate ranch in Centerville. Gleaming hardwood floors in livingroom and both bedrooms. Present owner has over her time replaced heating system, hot water tank, electric panel, roof and windows. Town sewer in progress so this property should be able to expand once hooked up. 2 Bedrooms. 1 Bathroom. 76...

35 Long Hill Dr. These lots don't come available that often. Steps to the Association beach at the end of Longhill Drive. Enjoy beautiful sunsets after a day of swimming in Cape Cod Bay. With just shy of an acre of land the opportunities are endless. This lot has been engineered and cleared. Bring your ideas to begin creating your Northside Beach Home.

215 Ashumet Rd. Cape Cod living at its best! Nestled on a quiet street and set on nearly 2 private acres, this beautifully updated 4 bedroom, 2.5 bath home is truly move-in ready. The stunning new kitchen features quartz countertops, new cabinetry and stainless steel appliances, complemented by all-new flooring, fresh paint and stylishly updated baths with quartz-topped vanities. First floor la...

23 Thaxter Ln. OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor be...

60 Valley Farm Rd. Offered to the public for the first time, 60 Valley Farm Road is tucked away on an exceptionally private 1.75-acre lot in Pocasset, a setting increasingly difficult to find on Cape Cod. Filled with natural sunlight, the freshly painted interior features a vaulted living room ceiling, multiple skylights, refinished hardwood floors, and a beautiful stone gas fireplace creating ...

8 Topspin Way. Welcome to New Seabury's latest offer, Topspin Cottages. This new, upscaled community builds on the extraordinarily successful, award-winning Cottages at New Seabury release. Maintenance-free materials, upgraded features, and smart home technology create a truly exceptional offering. Gardenia Cottage home has been one of our more popular floor plans. Gorgeous lines and fantastic ...

35 Ashumet Rd Unit 10B. Welcome to easy Cape Cod living in this well-maintained 2-bedroom, 1-bath condo located in one of Mashpee's desirable communities. Thoughtfully updated and featuring brand-new flooring currently being installed, this move-in ready home offers a bright, comfortable layout designed for everyday living. The spacious living area flows into the kitchen and dining space, while...

230 Old Wharf Rd Unit 272. Create a legacy of unforgettable Cape Cod summers in one of the Cape's last truly quintessential seaside communities. Since the 1950s, Chase's Ocean Grove has been cherished by generations of families for its nostalgic, old-school charm-where children still ride bicycles barefoot, neighbors know one another, and days are spent moving effortlessly between the beach and...

29 Salten Point Rd. WINTER/OFF-SEASON RENTAL Available October 1 - May 31st. Upscale furnished home in fantastic location! This newly renovated home boasts charm and space that is unparalleled. Gourmet kitchen, open concept living space, 2 bedrooms including primary bedroom with private bath, den/tv room, sunroom, and screened in porch. Excellent entertaining space outside as well on the privat...

29 Mercier Way. **SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island...

94 Stratford Ln. Tucked away on a quiet lane near Kings Way Golf Course and Taylor Bray Farm, this well maintained, freshly painted (inside) 2,156 sq. ft. custom Cape delivers turnkey living at its finest. The heart of the home is a dramatic 16'x25' vaulted family room with slider access to a private brick patio and outdoor shower. Designed for effortless entertaining, the custom kitchen featur...

84 Hinckley Cir. Move-in ready and offered for the first time in generations, this charming one-level ranch is ideally located in the heart of Osterville Village. Just 1.5 miles to beautiful Dowses Beach, an 8-minute drive to sought-after Craigville Beach, and only 0.4 miles to the crystal-clear waters of Joshua Pond. This inviting "Cape Cod Escape" features 3 bedrooms and 1.5 baths, offering e...