luxury property for sale South Chatham, United States

Offering exceptional space and versatility on 0.82 acres, this expansive four-bedroom Chatham home is just one mile from Ridgevale Beach and approximately six minutes from both downtown Chatham and Harwich Port. Generous living and dining areas provide ample room to gather and entertain, making the property ideal for year-round living, summer getaways, or a vacation rental investment. The gourmet kitchen features a Wolf range, warming drawer, granite countertops, and oversized center island. A spacious primary suite offers a walk-in closet and luxurious en-suite bath, while three additional bedrooms comfortably accommodate family and guests. A welcoming porch and wraparound decks overlook the private backyard. Additional amenities include central A/C, a Jotul wood stove, tankless water heater, natural gas grill, town sewer, and a separate storage or workshop outbuilding. An unfinished partial walkout basement offers further potential. A rare opportunity for space, flexibility, and convenience in Chatham.

Enjoy the best of Cape Cod living from this centrally located Harwich home near Harwich Center, with convenient access to beaches, golf, the Cape Cod Rail Trail, schools, cultural attractions, shops, and restaurants. Harwich Port, Dennis Port, Chatham and Orleans are all within easy reach. Featuring five bedrooms and two full baths, this property offers a great investment opportunity with potential for workforce housing, subject to applicable town requirements and approvals. Highlights include hardwood floors, a first-floor primary bedroom, and a mudroom and laundry area off the kitchen. A spacious fenced yard and deck provide inviting outdoor space, while the two-car garage offers additional loft space above. Explore the possibilities as a year-round residence, summer retreat, or investment property in the heart of Cape Cod. The property shares a driveway with the neighboring property and is being sold "as is."

Enjoy inviting indoor spaces and exceptional outdoor living at this three-bedroom, two-bath Cape abutting the Cape Cod Rail Trail. New flooring complements a well-designed floor plan with a first-floor bedroom and two generously sized bedrooms upstairs featuring spacious closets. The lovely lot features pretty perennial gardens and a gorgeous patio with an outdoor kitchen—perfect for summer gatherings or quiet evenings at home. A one-car garage and large shed provide additional space for tools, bikes, and beach gear. A wonderful opportunity to enjoy the Cape Cod lifestyle with the Rail Trail just beyond your backyard.

Here is your opportunity to break into the Orleans real estate market is here at 147 Harwich Road. This 3-bedroom, 2-bath home offers a versatile floor plan, comfortable living spaces, and a private backyard perfect for relaxing or entertaining. The kitchen, dining, and living areas feature hardwood floors and an easy flow for everyday living. A spacious first-floor bedroom with an adjoining sitting area offers flexibility for a private primary retreat, while two additional bedrooms are located upstairs. The finished walkout lower level provides valuable bonus space for a family room, home office, gym, or guest overflow. Enjoy outdoor living in the private backyard, with room for summer barbecues and gatherings. Whether you're searching for a year-round residence, Cape Cod vacation home, or investment opportunity, this Orleans property is your chance to make Cape Cod your own!

Discover the ease of year-round Cape Cod living in this thoughtfully expanded home, where comfort, flexibility, and connection to the outdoors come together. The welcoming floor plan offers 4 bedrooms, 3 baths, custom built-ins, and multiple thoughtful updates designed for everyday living. Just off the kitchen, a spacious deck invites effortless entertaining, barbecues, or quiet mornings with coffee overlooking the large, private backyard with its thoughtfully designed, low-maintenance, eco-friendly landscape. The finished walk-out lower level features a private entrance, living room, bedroom, half bath, and convenient kitchenette, providing flexible space for guests, hobbies, or a home office. Owners are eligible to join the Blueberry Pond Association (membership fees apply), offering private access to swimming, kayaking, and kayak storage. Ideally located near First Light Beach, Nickerson State Park, the Captains Golf Course, Brewster Community Pool, the Cape Cod Rail Trail, and Millstone Road's new sidewalks, this home places some of Brewster's most treasured outdoor amenities within easy reach. A wonderful place to enjoy the best of Cape Cod in every season. Town assessor has corrected the homes field card to reflect 4 bedrooms and 3 bathrooms will be updated to the public in 2027.

Welcome to this classic Cape-style home. The main residence offers 3,182 sq ft of flexible living space. The first floor includes a spacious primary en-suite bedroom, second bedroom, full bath with laundry, and bright kitchen, dining, and living areas ideal for everyday living and entertaining. Upstairs are two additional bedrooms and a shared full bath, providing plenty of room for family and guests. The walk-out lower level is perfect for a home office, recreation room, gym, or storage. In addition, there is a full 1-bedroom 468 sq ft apartment above the garage—perfect for overflow guests, extended family, or rental income. Move-in ready with opportunities to personalize and build equity, this home combines space, flexibility, and value in a sought-after location just around the bend from Bakers Pond. Lot 69 is combined with Lot 67. Buyers/agents to verify all information. Some photos virtually staged

7 Years New! 2019 Upgraded Construction, Privacy and Convenience! This custom built Contemporary Farmhouse is located down a long driveway on 1.3 acres placed perfectly in a private setting, yet close to all that Dennis has to offer and the rest of the Cape too. Minutes from Northside beaches, golf, museums, nature trails, shopping and dining. The custom features include: Hardi Plank siding, Azek trim, architectural exterior lighting, custom front door, Solid interior doors thru out, Sawyer Mason wide plank floors, Stonewood Custom stairs and railings, Marvin Windows and slider, Thermador appliances and Premium Miele High Capacity Fridge and the list goes on. See the attached upgrade list in documents. This curated property offer 4 spacious bedrooms, 2.5 bathrooms, 2 sets of stairs up to second floor, first floor living with the primary on the main level, the full basement has high ceilings and offers more room to expand if necessary, as does the lot. Appointment only no open houses will be offered. Owner in residence please do not enter property with out an appt. No open houses, No sign, owners in residence 24 hours notice appreciated.

Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Drive is an exceptional Cape Cod retreat where refined interiors, resort-style outdoor living, and deeded beach access come together beautifully. Designed for both effortless everyday living and memorable gatherings, the home features four bedrooms and 3.5 baths, including a luxurious first-floor primary suite. The open-concept floor plan is anchored by a beautifully appointed kitchen with a generous center island, high-end appliances, and a butler's pantry. The adjoining living room, with custom built-ins, a charming window seat, and wood-burning fireplace, offers a warm and inviting place to gather, while the four-season sunroom brings the outdoors in throughout the year. A spacious bonus room above the garage provides wonderful flexibility for overflow guests, a home office, or additional recreation space. Outside, the property is truly extraordinary. The pool area feels like a five-star private oasis, surrounded by mature landscaping and generous space for lounging, dining, and entertaining. A private path leads to the neighborhood's deeded beach, making days on the water an effortless part of life here. Adding even more possibility is a separate cottage with electricity and a full foundation, offering exciting potential for conversion to an accessory dwelling unit, subject to Town approvals. Private yet close to the beaches, boating, and village amenities that make East Orleans so special, 30 Chestnut Road offers the space, setting, amenities, and lifestyle today's discerning buyers seek. This is Cape Cod living at its finest..

Coastal Living in West Dennis! Just one mile from beautiful West Dennis Beach, this lovingly maintained three-bedroom, two-full-bath ranch is nestled in a charming neighborhood and has been a desirable rental home. The inviting floor plan features hardwood floors, fresh paint, replacement windows, air conditioning, and a two-sided gas fireplace that adds warmth and character to the living spaces. An attached garage opens into a bright family-room breezeway with a skylight--an ideal spot for watching the game, enjoying a movie, or relaxing after a day at the beach. Several charming built-in cupboards provide character and storage. Step outside to the private rear deck, perfect for grilling, dining, and summer gatherings. Conveniently located just a short drive to Chatham, Harwich Port, and Hyannis, with easy access to ferries for Nantucket and Martha's Vineyard. A wonderful opportunity to enjoy the Cape Cod lifestyle as a year-round home, vacation getaway, or investment property.

Beautifully renovated 4-bed, 2-bath Cape on a quiet, no-outlet corner lot, just a block from Wing's Grove Beach on Long Pond. Full of classic New England character with 8-foot ceilings, vintage woodwork & gleaming hardwood floors. Both bathrooms gut-renovated; kitchen refreshed with new countertops, backsplash, sink, dishwasher & microwave; every wall, ceiling, trim & door freshly painted; all hardwood floors refinished with new shoe molding; new luxury vinyl in all 3 upstairs bedrooms; all-new electrical fixtures, hinges & hardware throughout. A versatile first-floor bedroom flexes as a primary suite, playroom, or home office, and new railings line both stairways. Open front porch; screened back porch freshly painted with a new fan; new outdoor shower & firepit. The former 2-car garage is now a stunning bar/game room with built-in bar, fridge, shiplap wall & mounted TV — perfect for entertaining. Full basement with inside/outside access, storage, and room to finish. New gutters, Azek deck, updated plumbing, new washer/dryer. Minutes to Route 28, Yarmouth & Dennis shops, restaurants, golf & beaches. Strong rental history — move-in ready with real income potential.

Casual Elegance describes this stunning 4 bedroom sunlit home in move-in condition with many custom details. An open floorplan meant for entertaining, gleaming hardwood floors, cathedral ceiling living room with fireplace, updated kitchen and newer sunlit sunroom addition will be your favorite room, spacious 1st floor primary bedroom suite has a spa bath & walk-in closet. Privately located in an exceptional area of East Orleans across from conservation which will remain forever with access to acres of walking trails around ponds and natural woodlands. It is just a walk to the village of East Orleans for fine dining & shops and close proximity to Nauset ocean beach for swimming or just relaxing. Offering privacy, comfort and timeless style, this move-in ready residence will bring lasting family memories. Enjoy the Cape Life Style at it's very best in this exceptional home.

Enjoy the best of Cape Cod living just minutes from breathtaking Gray's Beach! Set on a double lot off Route 6A in desirable Yarmouth Port, this well-maintained 3-bedroom, 1.5-bath ranch offers charm, privacy, and room for expansion. A fireplaced living room creates a warm welcome, while the kitchen and dining area open through a slider to a brick patio with an outdoor fireplace—perfect for summer dinners and gatherings in the private backyard. The primary bedroom features an en suite half bath. A bluestone front porch, and an unfinished basement with an oversized wood-burning fireplace complete this inviting home. Updates include heat pumps providing heating and air conditioning, roofing, insulation, windows, doors, water heater, an updated kitchen, and a new large shed.

Once home to sea captains who harbored their ships in Duck Creek, the Captain's House is the main inn of The Copper Swan, a year-round boutique hotel overlooking the bay marsh in the heart of Wellfleet. This elegant historic manse captures the timeless spirit of Cape Cod. The first floor offers a living/sitting room, a breakfast room that doubles as an evening cocktail lounge, a screened porch, and a substantial covered deck. In all, 18 guest rooms with 16.5 bathrooms span three levels in varying configurations, including two pairs of adjoining rooms. Recent updates include 5.5 renovated baths, a newer roof, added insulation, and interior cosmetic upgrades. The newly subdivided parcel includes parking for 16 cars. A rare opportunity to own an established hospitality property with water views, room to grow, and easy access to all of Wellfleet and the Outer Cape. The neighboring Carriage House and adjacent restaurant/event space are also available for purchase.