Osterville Classified Ad Listings

23 Highview Ave. Welcome to this charming, updated ranch in the desirable Briarwood/John's Pond Association of Mashpee! Cathedral ceilings create a bright, open feel, while the updated kitchen with all new appliances makes this home move-in ready. A finished outbuilding connected by a breezeway adds valuable flexible living space - ideal as a home office, den, gym, hobby room, or guest overflow...

27 Island Inn Rd Unit 9C. Welcome to 27 Island Inn, Unit 9C, an inviting Martha's Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-...

Introducing the 1997 Viking 47 Convertible "Alibi" the epitome of luxury in mid-size sportfishing. Built on Viking's renowned modified-V hull, Alibi promises a smooth ride and exceptional stability, making her perfect for both serious fishing tournaments and leisurely coastal voyages. Equipped with twin 800 HP MAN D2848LE403 diesel engines, she boasts impressive cruising speeds and reliable per...

172 Irving Ave. Set in the heart of Hyannis Port with commanding views of the harbor and Nantucket Sound, this magnificent shingle-style residence offers Cape Cod living at its finest. Boasting an unrivaled location just a stone's throw from the beach and yacht club, a spacious wraparound porch welcomes you on approach, ideal for entertaining or relaxing amidst gentle sea breezes and a breathta...

67 Lakefield Rd. Welcome home to this classic Cape Cod residence full of warmth and charm! This inviting home offers comfortable one-floor living and ample flexible space in the finished basement. Step inside to a welcoming entry room adjacent to the bright, sun-filled vaulted family room complete with dual skylights and a ceiling fan. The newly updated eat-in kitchen offers ample cabinet stora...

46 Buttonwood Farm T111 Rd W Unit 1. THIS IS A WEEKLY RENTAL PROPERTY!! Beautifully updated contemporary home with impeccably landscaped lawns and gardens, a swimming pond and hot tub with two outdoor showers - one enclosed and one open to the hot tub and patio area on the side of the house. Gorgeous back deck with outdoor dining accessible through sliding glass doors from the dining room. Insi...

31 Katharyn Michael Rd. Nestled in the heart of Yarmouth Port, 31 Katharyn Michael Road offers a perfect blend of Cape Cod charm and easy, low-maintenance living. This bright and airy condo at The Gardens was designed for both relaxation and effortless entertaining. There is plenty of room to unwind after a day spent exploring the nearby bay-side beaches or the local boutiques and eateries that...

10 Pease Point Rd. PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot can afford up to 4 bedrooms and has the potential to subdivide with proper permitting (see proposed plan in documents), offering versetility and an exceptional canvas for your estate planning vision. Positioned at the end of a private drive, on an elevated parcel amid a neighborhood of distinguished new homes. The...

15 Twenty First St N. Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island's best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken liv...

487 Lamberts Cove Rd. This sweet four-bedroom home has fantastic energy and captures the effortless feeling of summer on Martha's Vineyard. Set high on 2.4 acres along beloved Lamberts Cove Road, the property is just a short walk to Ice House, Lamberts Cove Beach, and Seth's Pond. Designed for easy enjoyment, the home offers a warm and welcoming kitchen filled with sunshine, a spacious living r...

70 Acre Hill Rd. Private park-like grounds with diverse trees, shrubs, and perennial beds is the setting for this lovely 3 br/2ba home offering easy access to Barnstable Village, its nearby harbor, Millway Beach, and the many restaurants, shops, etc. that the local Village and nearby Hyannis have to offer. This delightful home was renovated and expanded ~2004 and has been beautifully maintained...

33 Horsefoot Rd. There are still places on Cape Cod that almost no one knows are there. Tucked within one of West Dennis's oldest enclaves, Horsefoot Road is a tiny one-lane offshoot that reaches out into Bass River. There's no through traffic and nowhere to go--except to the river. With the marsh on one side and Bass River on the other, this almost-hidden little street feels hugged by water. A...

43 Quaker Rd. Freshly Remodeled One-Level Living in the Heart of Hyannis! This 3-bedroom, 2-bath home has been thoughtfully updated inside and out, featuring a brand-new roof, partial siding, select new windows and doors, upgraded electrical, recessed lighting, a remodeled kitchen, updated bathroom, and a brand-new primary bath. Move-in ready and ideally located just minutes from Main Street, H...

1 Pebble Path. Welcome to 1 Pebble Path, a spacious Cape-style home located in the desirable Forestdale area of Sandwich. Set on just under half an acre lot, this property offers 5 bedrooms, 2 full baths, and approximately 2,115 sq. ft. The main level features a bright kitchen, dining area, living room with fireplace installed in 2024, family room, first-floor bedroom, and full bath, creating a...

27 Oregon Rd. Welcome to this charming 4-bedroom, 2-full-bath home located in desirable Mashpee! Offering 1,550 square feet of living space, this home is full of potential and ready for your personal touch. The 1st floor features beautiful oak flooring and a cozy wood-burning fireplace, creating a warm and inviting atmosphere. There are 2 bedrooms and a full bathroom on this level. the 2nd floo...

Really well kept 2015 Sailfish 320WAC! G&S Maintained Since New!!! Pride of Ownership is apparent in this one. Boat is turn-key and ready for new adventures. Enormous 'Dance Floor' Open Cockpit. Spacious Cabin w/Enclosed Head & Shower, Galley, Mid-Birth, TV and More! Large and Comfortable Enclosed Helm w/Wrap-Around Glass and Wipers, Passenger Lounge, Bolstered Helm Seat, ShorePower, AC, Garmin...

1276 County Rd. Steeped in history and gracefully restored, this exceptional Cataumet antique farmhouse has been thoughtfully enhanced over the years, blending timeless New England character with the comfort, efficiency, and peace of mind today's homeowners appreciate. Set on 1.57 picturesque acres, the property has benefited from an extensive program of improvements designed to preserve its ar...

47 Winemack St. Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with ...

39 Spinnaker Ln. Welcome to sought-after Pocasset Woods, where comfortable one-level living meets a peaceful conservation setting. This well-maintained two-bedroom, two-bath ranch offers 1,392 square feet of inviting living space, featuring hardwood floors, a dedicated formal dining room, and a spacious front-to-back living and family room anchored by a cozy fireplace. The three-season porch pr...

19 Floodtide Ln. Stunning Bayside Builders "The Villager" a one level much desired open floor plan featuring a Great room with cathedral ceilings, custom built-ins, gas fireplace, spacious dining area with direct access to deck and private serene yard. Gleaming hardwood floors throughout, first floor laundry, 2 car garage, TOWN SEWER. Large primary bedroom ensuite has walk-in closet and cathedr...