The agencies at Orleans
These agencies offer a selection of luxury properties vente at Orleans. Feel free to contact them for personalized assistance.
Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Road 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..
…By Gibson Sotheby's International Realty
Welcome to this classic Cape-style home featuring a full 1-bedroom apartment above the garage—perfect for overflow guests, extended family, or rental income. The main residence offers 2,092 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 adds 758 sq ft of versatile space, perfect for a home office, recreation room, gym, or storage. 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.
…By Gibson Sotheby's International Realty
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.
…By Gibson Sotheby's International Realty
Set high above Main Street/Route 28, this spacious Chatham home offers a rare combination of privacy, natural beauty, and investment potential on 0.82 acres. Ideal as a vacation home, year-round retreat, or sought-after investment property, this special residence offers exceptional flexibility in one of Cape Cod's most desirable destinations. At the heart of the home is a gourmet kitchen designed for gathering, featuring a Wolf range, warming drawer, granite countertops, and oversized center island, flowing seamlessly into open living and dining spaces. The primary suite offers a generous walk-in closet and luxurious en-suite bath, while three additional bedrooms accommodate family, guests, or rental use. A welcoming porch and wraparound decks overlook the serene backyard, where abundant birds and wildlife create a private retreat. An outbuilding provides storage or workshop space. Amenities include central A/C, Jotul wood stove, tankless water heater, natural gas grill, and town sewer. An unfinished partial walkout basement offers additional potential. A rare opportunity to own a peaceful Chatham sanctuary and highly desirable Cape Cod investment.
…By Gibson Sotheby's International Realty
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.
…By Gibson Sotheby's International Realty
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.
…By Gibson Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at Orleans. Feel free to contact them for personalized assistance.