luxury seaside houses for sale Chatham, United States

A distinctive Cape Cod residence awaits in Harwich, less than two miles from the beach. Offering approximately 3,100 square feet of beautifully finished living space, this impressive home delivers exceptional accommodations across multiple levels. The main living area spans approximately 1,600 square feet with three bedrooms, refinished hardwood floors and a beautifully renovated kitchen highlighted by soaring vaulted ceilings, two-tone cabinetry, stone countertops, an oversized center island and newer appliances. Beautifully finished baths elevate the interior, including a spa-inspired primary retreat with stone surfaces, an expansive double vanity and an oversized glass-enclosed shower. An approximately 700-square foot finished lower level adds another bedroom and generous living space. Connected through the garage, an approximately 800 square foot additional living area offers two bedrooms and separate accommodations, creating wonderful flexibility for extended family or guests. Newer windows and skylights, siding, updated plumbing and electrical, and newer HVAC systems add to the extensive improvements. Outdoors, an expansive deck, private outdoor shower and generous yard create a wonderful Cape setting, all just minutes from the beach.

Make Brewster your home! This quaint one-bedroom home offers a wonderful opportunity to enjoy all that Brewster has to offer. Situated nicely on the private wooded lot, the property features two additional storage sheds and a brand-new Title 5 septic system recently installed. Being offered in its 'as is' condition, this home is ready for your personal touch and vision. Ideally located just a short distance from Long Pond, Brewster's beautiful bay beaches, Nickerson State Park, and Captains Golf Course. Whether you're looking for a year-round home, seasonal getaway, or investment opportunity, come explore the possibilities!

The Grey House presents an exceptional opportunity to own property in the heart of downtown Harwich Port and in one of the most sought-after locations on the corner of Ayer Lane. Immerse yourself in this vibrant seaside community, where charming shops, excellent restaurants, and outdoor venues are right at your doorstep. Enjoy strolls through town or head to the beach to watch the sunset before dining and enjoying live music. Currently, the property serves as a beautiful interior shop, offering sunlit spaces with ample glass frontage for street exposure and plenty of parking. It includes large showroom spaces, dressing room, storage room, office, and a bathroom. Upstairs, you'll find a delightful one-bedroom apartment featuring a kitchen, living room, bathroom, and bedroom, perfect for owner use or as a rental investment. This prime location allows you to live and work in the heart of Harwich Port or explore the potential of transforming the property into a stunning single-family residential home. Whether you're looking to invest in a business, embrace the coastal lifestyle, or both, this property offers endless possibilities for creating lasting memories.

A rare opportunity to own an ocean view home in the exclusive Pochet Association.This quality-built post-and-beam home features soaring ceilings & expansive walls of glass that fill the home with natural light. Designed for comfortable coastal living, the spacious six-bedroom residence features an open floor plan, thoughtfully positioned decks, and views of the Atlantic. Private access to Nauset Beach (one of Cape Cod's finest ocean beaches) is a 10-minute walk from the property via the association bridge and boardwalk -- perfect for swimming, surfing, walking, surfcasting, or simply enjoying a day by the sea. A town landing on Pochet Inlet is located minutes away in the association for boating in Pleasant Bay. Situated on a large, private lot, the beautifully landscaped grounds are enhanced by specimen trees, shrubs, and gardens, creating a private and tranquil setting. A detached garage with ample bonus space & full bath above offers exceptional flexibility with overflow space for guests, home office, or creative pursuits. With some updates & town approvals, it could potentially become a rental or ADU. Ideally located near the charming village of East Orleans with its acclaimed restaurants, galleries, & shops, this exceptional property offers an opportunity to live the Cape Cod lifestyle at its very best.

Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside patio of Nauset Beach and the Atlantic beyond, 12 Windswept Lane sits at the edge of the National Seashore. Located in the sought-after Countryside neighborhood and built in 1995, the 4,300-square-foot, 4-bedroom, 4.5-bath house is large enough to accommodate both family and friends. The open living space is bathed in light from ever-changing ocean and marsh views. A neighborhood path runs through the Orleans Conservation Trust and leads right to Nauset Beach. Around the corner, there is ORV North Beach private access exclusively for Orleans residents. Priscilla Beach is close by, lending itself to relaxing by the calm waters of Nauset Estuary, and is very popular for Kayaking and birdwatching in the sheltered marshes. This is beach living without the worry of storms and waves.

A strategic coastal acquisition opportunity for developers, hospitality groups and commercial investors in Dennis Port's established resort district. Situated across the street from the beach, this nearly one-acre property combines significant site area, approximately 50 existing parking spaces, a substantial commercial building previously operated as a 180-seat restaurant with a transferable liquor license and multiple residential structures. Located within the Chase Avenue Hotel Resort Area, the property benefits from a zoning framework designed to accommodate significant hospitality investment. Qualifying hotel development may reach up to 4½ stories or 50 feet. Chase Avenue is an active hospitality corridor surrounded by oceanfront resorts, vacation properties, beaches and established dining destinations. This concentration provides a built-in visitor base and places the property within one of Cape Cod's most recognizable resort settings. Whether envisioned as a boutique resort, hotel-condominium development, signature hospitality concept, restaurant revival, or adaptive-reuse project, this site offers substantial potential in a proven coastal destination.

FULLY FURNISHED and EQUIPPED! RENTAL HISTORY! MOTIVATED SELLER! Welcome to 33 Gilbert Road, where the best of Brewster Bayside living is right outside your door. Set in highly desirable Ellis Landing neighborhood 2/10 of a mile to Cape Cod Bay, this inviting home captures the relaxed coastal lifestyle so many come to Brewster for—beach days, salty air, beautiful sunsets, beach walks and easy year-round enjoyment. A spacious enclosed porch with a tile floor welcomes you from the shell driveway and offers the perfect place for morning coffee, summer reading, sandy feet, or gathering with friends. From there, the home flows easily into the renovated kitchen and/or living room. The renovated kitchen boasts a vaulted ceiling, skylights, exposed beams. The "heart" of the home is open to the living room and dining room. Wood floors grace the first floor with a brick fireplace the centerpiece of the living room

Casual Elegance describes this stunning large 3000 sq. ft. 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.

Stunning Brewster Home! Just minutes from beaches and premier golf courses, this meticulously maintained residence offers the perfect blend of casual elegance and modern comfort. The bright, open floor plan features a gourmet kitchen with center island, custom cabinetry, and gleaming Roca tile floors. The inviting living room flows into the dining area, featuring a soaring ceiling, a gas fireplace and sliding doors that open to a spacious deck overlooking the private backyard. Throughout the home, you'll find custom window shutters and exquisite hardwood floors. There are two primary suites, one on each level, along with two guest bedrooms--one currently used as a sitting room. Additional highlights include beautifully appointed bathrooms, 1st floor laundry, natural gas heat, central air conditioning, a whole-house generator, irrigation system, and an atttached two-car garage with potential bonus space above. A welcoming front porch and professional landscaping complete this stunning oasis, privately nestled on a cul-de-sac surrounded by protected greenspace in a lovely neighborhood.

A truly special opportunity to own a piece of classic Cape Cod, just a short stroll from West Dennis Beach. Known as Crosswind Cottages by the Sea, this unique three-family property offers 7 bedrooms and 3 baths across three separate living spaces, lovingly owned and cared for by the same family for over 40 years. Rich in character and possibilities, the property offers the flexibility to create a family compound, enjoy a multigenerational retreat, or continue its current use, with the owners occupying the main house (#11) and cottages #10 and #9 providing excellent rental income and future potential. While currently used seasonally, the property could be updated for year-round living, opening the door to even more possibilities. Whether you envision preserving its classic Cape Cod charm, making updates to suit your own style, or simply continuing a well-established tradition, this is a rare chance to make something special your own. Breathe in the salt air, enjoy the beauty of Nantucket Sound and views of Weir Creek, and embrace the relaxed coastal lifestyle that makes this location so desirable. Just steps from the West Dennis Yacht Club, Lighthouse Inn, The Meridian Restaurant, and The Sand Bar, this is more than a property—it's an opportunity to create lasting memories for generations to come.

An exceptional East Dennis estate spanning nearly 22 private acres, this extraordinary waterfront property offers a rare combination of scale, seclusion, and breathtaking coastal beauty. Beyond a gated entrance, a long, bucolic drive unfolds to a magnificent setting, bordered by protected conservation land and overlooking sweeping vistas of Cape Cod Bay. With 200 feet of private beach, the property enjoys a level of privacy and direct waterfront access rarely found on Cape Cod. The four-bedroom main residence captures the beauty of its surroundings with stunning water views, while a detached barn adds versatility and character to the estate. Perhaps most remarkable is the potential for an additional substantial residence, offering the rare ability to create a true multigenerational compound. With nearly 22 acres of private waterfront land virtually impossible to replicate in East Dennis, this is a finite opportunity to own one of Cape Cod's most impressive coastal estates.

Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay views and ends with spectacular sunsets painting the sky. This stunning 4-bedroom beachfront retreat is living at its absolute finest. Completely renovated in 2025, it showcases beautiful craftsmanship, panoramic vistas from every room, and top-of-the-line Viking appliances. With a proven rental history and a loyal base of returning guests, this property truly has it all, whether you're seeking a smart investment or the summer sanctuary you've always dreamed of.