Chatham Port, MA Classified Ad Listings

9 Main St.. Garden style apts on Cape Cod. 1 and 2 bedroom apartments located in 5 courtyard buildings. There are 5 wheelchair accessible apartments. 1st and 2nd floor apartments available with a waiting list. There are no elevators on property. Newly renovated kitchens and baths, new appliances, countertops. Brand new tilt in energy efficient windows and all new siding and trim.. Contact: Leas...

75 Old Main St. Welcome to your own slice of Cape Cod paradise! Tucked away down a long, beautiful driveway, this stunning West Dennis home offers peace, privacy, and pretty views. Look out over multiple rooms onto the peaceful salt marsh and slight views of Grand Cove. Step inside to find a beautifully remodeled interior where modern luxury meets classic coastal charm. The bright, open spaces ...

87 Coles Pond Dr. LAST LOT LEFT! Quivet Neck, North of 6A! Large, Private, wooded lot (1.33 acres),with stonewall entrance in well-established neighborhood, Coles Pond Estates. This lot is surrounded by hundreds of acres of conservation land and is a.5 mile walk via a walking trail through Coles Pond Estates to Crowes Pasture overlooking Cape Cod Bay. Walk to Sea Street and Cold Storage beaches...

22 Bay View Rd. Set high above the shoreline with sweeping views of Cape Cod Bay, Provincetown and Highland Light, this striking Waterview estate offers a rare union of space, comfort and seaside tranquility. Encompassing over 6,400-square feet, this home spans three meticulously design levels. The spacious floor plan offers versatility for multi-generational living or a premier vacation retrea...

102 Fletcher Ln Unit H. Beautifully updated and move-in ready, this top-floor 1-bed, 1-bath condo in the desirable Ocean Edge Resort community offers the perfect blend of style and comfort. Soaring cathedral ceilings and an open layout create a bright, airy atmosphere, while the private balcony provides sweeping views of the Nicklaus Design Golf Course. Recent renovations include a brand-new ki...

75 Uncle Israel Rd. Everything you've been looking for and more can be found in this magazine-worthy home. Quintessential Cape Cod at its finest, this beautifully appointed residence offers a light-filled, open floor plan in highly desirable South Orleans. Hardwood floors flow throughout, complemented by a timeless neutral color palette. The updated kitchen and baths blend style and functionali...

157 Jonathans Way. WINTER RENTAL - Charming 3-bedroom, 1.5-bath furnished home in Brewster, offering comfortable living for a longer-term winter stay. The home features bright, inviting living spaces and three comfortable bedrooms, including two queen beds and two twin beds. The property also offers a private outdoor space with a fire pit, providing a peaceful setting for relaxing and enjoying ...

10 Essex Pl. Located in the highly sought-after Campgrounds neighborhood of Harwich Port, 10 Essex Place offers a rare opportunity to own a piece of history. This cherished family home has been meticulously maintained and thoughtfully converted from a seasonal cottage into a comfortable year-round residence. Strategic additions, including a charming screened-in front porch and a rear dining are...

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 ...

10 North Road. Single Family Home for sale in West Dennis, MA for $869,900 with 2 bedrooms and 1 full bath. This 1,320 square foot home was built in 1960 on a lot size of 0.17.. Coastal charmer steps from Kelly's Pond and a short bike ride to gorgeous West Dennis beach approximately 1/2 mile away. In addition to the two upstairs bedrooms there is additional room with closet on the main floor. C...

1025 Orleans Rd. Why wait for a "dream home" to be built when you can walk into one today? Set on a sprawling, private acre, this isn't just a house, it's a high-end lifestyle package. Whether you're looking for a serene primary residence or a powerhouse investment, this 4-bedroom, 4.5 bath, new construction masterpiece comes fully furnished and ready to perform from Day One. Double the Luxury:...

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...

3 Captain Williams Way. Come home to Truro at this beautifully imagined and impeccably constructed 4 bedroom, 3.5 bath contemporary farmhouse, newly completed and ready for its first chapter. Located at the far end of a quiet, private road just a mile from Corn Hill beach, this stunning brand new home offers easy and spacious living in a most highly sought bayside location. From the expansive f...

20 Cedar Swamp Lane. Single Family Home for sale in Chatham, MA for $995,000 with 2 bedrooms and 1 full bath. This 710 square foot home was built in 1950 on a lot size of 0.47.. Discover the essence of Cape Cod living at this waterfront retreat on Stage Harbor. Tucked away on a quiet lane yet close to Chatham Village, the property offers sweeping views with ever-changing tidal scenery, birdlife...

40 John Hall Cartway. Enjoy the Kings Way lifestyle from this spacious D-style end-unit condominium at 40 John Hall Cartway. Set on a cul-de-sac bordering the golf course's 15th green, this well-kept home offers room to relax, entertain and make it your own. Two bedrooms, two full baths and a half bath provide comfortable living, while a fireplace adds warmth and charm. Start your morning with ...

155 Stage Island Rd. A first ever offering among 34 homes on coveted Stage Island Rd, 155 is set on 1.4 acres with amazing views of historic Stage Harbor. Built in 1984 by her only occupants, this 2 bedroom 2 1/2 bath home offers first floor living with both formal and informal gathering spaces to include a primary bedroom. The walkout level offers a second bedroom, ensuite, in addition to a si...

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...

45 Shore Road. Lots and Land for sale in Eastham, MA for $279,000. The lot size is 0.63.. Looking for a building lot with deeded access to Town Cove? This 0.63 acres wooded lot has an engineering plan designed for a 2 bedroom home. Enjoy kayaking and shellfishing from your shared clearing on Town Cove via the neighborhood right-of-way. Easy living just a short distance to Orleans shopping and E...

15 Hayward Ln. Nestled in one of East Orleans' most sought-after neighborhoods, this exceptional property offers a rare combination of privacy, nearly an acre of beautifully maintained grounds, and coveted deeded rights providing access to the waters of Pleasant Bay. Whether launching a kayak, canoe, or rowboat, accessing a mooring (subject to Orleans Harbormaster approval), or simply enjoying ...

168 Pleasant Bay Rd. This Cape Ranch is set on a sweet.34-acre lot in East Harwich. A spacious 4-bedroom, 2.5-bath home that has all the ingredients for easy living and is ready for simple, modern updates. The floor plan offers generous living space with hardwood floors and a fireplace, along with a clean, crisp eat-in kitchen that is ready to enjoy. The primary bedroom includes an attached hal...