Sought after neighborhood of Riverbay. Light and bright home with incredible gardens and fabulous outdoor space. Three bedrooms 2 newly redone baths with livingroom, dinng room and primary suite all with sliders onto the deck with spiral stairway to back yard for super summer fun. Room for a pool! Lower level could be finished off-high ceilings and windows overlooking the back yard. Deeded rights to 2 ponds for kayaking, canoeing and fishing. Come take a look at this special property.
Tucked away in a private North Chatham setting with deeded rights to Lovers Lake just a short distance away, this extensively renovated 2,000 sq. ft. home offers the ideal blend of comfort, style, and turnkey ease.Thoughtfully updated throughout, the home features a renovated kitchen and bathrooms, air conditioning, and inviting living spaces designed for year-round enjoyment.The main level showcases beautiful wood floors, cathedral ceilings, exposed post-and-beam details and a powder room. The primary suite is located on the second floor with its own private bath and walk-in closet, while the walkout lower level offers two additional bedrooms, a full bathroom, and flexible finished space for family, guests, or a home office. Outdoors, the spacious back deck is large enough for both dining and lounging, making it perfect for summer entertaining or quiet mornings surrounded by nature. With its private setting, extensive renovations, and deeded access to one of Chatham's freshwater ponds
Start enjoying your Cape Cod summer in this meticulously maintained 3-bedroom, 3-bathroom ranch. You'll love the cozy ambiance of two wood-burning fireplaces--one in the living room and another in the inviting den--perfect for chilly coastal nights. The updated kitchen features white cabinetry, a wine cooler, and a dual-fuel oven. Warm wood floors flow throughout, leading to a primary suite with a private, updated bath. The lower level offers a versatile finished basement, ideal for a game room or gym, plus a dedicated woodshop for your weekend projects. This home is built for efficiency and peace of mind, boasting a new roof, owned solar panels, and a double-walled oil tank. Outside, the lifestyle truly shines. Relax on the composite deck overlooking mature landscaping, or unwind by the fire pit after a rinse in the outdoor shower. Best of all, a neighborhood path leads you directly to the scenic trails around Goose Pond for swimming and fishing
Sprawling and spacious, 65 Captain Kendrick Drive presents an exceptional opportunity to own a beautifully situated 3 br 3 bath home in one of Chatham's most peaceful settings. Seasonal views of the Monomoy River create a serene backdrop, inviting relaxing vibes and a true sense of coastal tranquility.Offering 1,754 sqft of main-level living, the home many features include an updated eat-in kitchen, large living room with fireplace, and a dining room that leads you towards two distinct, comfortable sitting areas that open to expansive decks with winter water views. 1632 sf of additional finished space in the walkout lower level add tremendous flexibility. Recent improvements include a new roof, new windows, kitchen renovations, and cooling systems. Generous living spaces, thoughtful updates, and a serene Chatham setting, make this home ready to be enjoyed for years to come.
Coffee on the deck overlooking the pond.Water views can be enjoyed from nearly every room in the home, creating a serene connection to the surrounding landscape.Welcome to Riverbay Estates,this spacious 4 Bed, 3 Bath home offers scenic water views and direct access to Pickerel Pond, perfect for kayaking and enjoying the natural beauty of the area.Designed for flexibility and convenience, the main level features the living room, dining area, and kitchen, along with a desirable first-floor primary suite, an additional guest bedroom, and a full hall bath. Upstairs, you'll find two additional bedrooms, a full bath, and two expansive walk-in attic spaces offering exceptional storage or future expansion potential. Additional amenities include central a/c first floor, natural gas heat, an attached two-car garage, and a generator transfer switch already installed and ready for a future generator. Conveniently located minutes away from downtown Chatham.
Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ''Beechwood'', this iconic residence was built in 1948 for Henry Howes, a descendant of one of Chatham's earliest families and showcases exceptional craftsmanship throughout. The stately brick main structure is flanked by two projecting wings. The home offers over 7,500 sq ft with 10 bedrooms and 10 bathrooms. Inside, enjoy hand-painted murals, sweeping water views, curved staircases, intricate woodwork, and beautifully scaled living spaces filled with character. The lower level features a ''speakeasy'', ballroom, workshop, and storage. Outside, expansive terraces, mature gardens, bluestone walkways, towering trees, and rolling lawns create a spectacular setting leading toward the water. The property was divided into three townhouse residences, but has since been used as a single-family home. A rare chance to own one of Chatham's most iconic legacy properties.
Location! 409 Main Street in the heart of downtown Chatham Village offers a rare and highly desirable combination: a mixed use building with first floor commercial space with showcase windows, maximum retail exposure and heavy foot traffic along with a fully renovated spacious separate second floor of residential living. There are 5 private in-town parking spaces behind the building and is located in the coveted GB-1 zoning district that has the most versatile business-use options available. The first floor commercial space features an open floor plan with 3 large areas and 4 oversized showcase windows putting your business directly in front of passing pedestrian traffic. The second floor apartment was fully renovated in 2019 and includes one bedroom, a full bath and laundry, and an open concept kitchen and a living area with vaulted ceilings. A large mahogany deck provides excellent outdoor living space. Both floors are independent of one another with separate A/C and heat.
The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floor-plan, while a fully finished basement provides a complete auxiliary level for guests and entertaining — a depth of program rarely found. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. Constructed by R.A. Martin — among the most trusted names in Chatham construction — the property offers a rare opportunity to customize finishes to suit. A singular proposition in the Chatham marketplace!
Canoe and kayak on Mill Pond. Direct water front at the end of the cul-de-sac. Turn key - Fully furnished year round and off season rental histoy. Very private and peaceful setting yet conveninet to shopping, restaurants, beaches and highways. 3 Bedrooms, 2 baths. First floor master. Plenty of closet space. Walkout basement. Large deck overlooking Mill Pond. Gas fireplace instert. Gas stove. Washer and dryer. May assume summer rentals.
Tucked away in one of Chatham's most desirable neighborhoods, this charming Cape Cod retreat offers the perfect blend of privacy, comfort, and coastal living. Situated on a generous 0.76-acre lot, this well-maintained three-bedroom, two-bath home provides nearly 1,900 square feet of inviting living space designed for year-round enjoyment or the ideal vacation getaway. The thoughtfully designed interior features bright, sun-filled living spaces, an inviting floor plan, and seamless indoor-outdoor flow ideal for entertaining. Spacious bedrooms, and comfortable gathering areas create a warm and welcoming atmosphere. Outside, landscaped grounds, multiple outdoor living spaces, and the tranquility of Round Cove provide the perfect setting for relaxing summer evenings.Welcome to Round Cove Road Chatham.
Perched on the waterfront in Chatham's coveted Stage Island neighborhood, this exceptional 4-bedroom, 4-bath coastal retreat offers 270-degree panoramic views of Stage Harbor, Nantucket Sound, and surrounding tidal marshes. Built to stringent post-Katrina standards and completed in 2011, the home showcases superior construction, reinforced structural tie-downs, and impact-rated windows. Designed to maximize its breathtaking setting, the light-filled open floor plan features walls of glass and stunning water views from nearly every room. The main level includes a spacious living room with fireplace, dining area, updated kitchen, two bedrooms, and a shared bath. Upstairs, two private en-suite bedrooms enjoy elevated harbor vistas. The walkout lower level offers a family room and fitness space overlooking the water. A 2025 kitchen renovation, 2019 revetment, direct water access for kayaking, paddleboarding, fishing, clamming, and swimming, make this an exceptional opportunity.
A warm and welcoming Cape Cod home set on a beautifully landscaped lot in the heart of the Riverbay development in Chatham. The generous living room anchors the space with a gas fireplace and custom built-in shelving, while the eat-in kitchen flows naturally into a cozy den -- a layout made for easy everyday living. A first-floor bedroom, full bath, and laundry offer exceptional convenience, with two additional bedrooms sharing a full bath upstairs. The home is well-appointed mechanically: natural gas forced-air heat, central A/C on the first floor, a tankless water heater, and a ¾-home generator provide year-round comfort and peace of mind. Generous basement storage rounds out the interior. Outside, mature gardens and specimen trees frame a ¾-fenced yard complete with an Azek deck, Hunter irrigation system on private well, outdoor shower, and storage shed -- a private retreat perfectly suited to Cape Cod summers. And then there's the location.
Tucked away in the heart of Chatham, 66 Snow Lane offers privacy, convenience, and natural beauty in a peaceful in-town setting. This charming 2-bedroom, 1-bath ranch is surrounded by conservation land, with birds, wildlife, and wooded views from every window. Designed for easy one-floor living, the home features a wood-burning fireplace, first-floor washer/dryer, gas heat, central AC, an outdoor shower, and a newer shed. Though quiet and private, the location is close to everything Chatham has to offer. Just 0.4 miles to the village and Veterans Field, and a 5-minute walk to Oyster Pond, you can enjoy shopping, restaurants, theater, movies, and summer baseball, then return home to your own relaxing retreat. Whether used year-round, as a Cape Cod getaway, or a low-maintenance escape, this delightful home offers in-town convenience with the feeling of being away from it all. Sewer is at the road, hook-up designed and ready for the buyer to connect.
Located on Chatham’s exclusive Stage Island, this 4 BR, 5.5 bath shingle-style residence is built for entertaining. The airy first floor features 10’ ceilings, a great room with a Rumford fireplace, and a professional kitchen with a wet bar and large island. Luxurious primary suites are found on both floors, while the second story adds an inviting family room and a deck overlooking the Atlantic Ocean and Outer Beach. Two guest suites and a flexible bonus room above the two-car garage offer ample space. Outside, the fenced yard with a bluestone patio and built-in grill provides two ideal sites for a pool and spa. Complete with a whole-house generator and private well irrigation, this home offers exceptional value in the Chatham market.
Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully designed for gathering, relaxing, and entertaining, this one-of-a-kind property offers the charm of a custom retreat with the functionality of today’s living. Ideally located close to beaches, shopping and restaurants. With deeded rights to the private beach just steps away, a beautiful landing to launch your kayaks. This is a truly distinctive home with architectural character, inviting spaces, and an unforgettable sense of place. (Moorings should be available on Taylor's Pond with a relatively short waitlist, check with the Harbormaster!)
Nestled in an elevated position overlooking Chatham Seaside Links, this architectural masterpiece embodies classic coastal elegance and is turn key, furnished and ready for summer! Just a stone's throw to Chatham's pristine beaches and the Village's renowned restaurants, the residence offers a private oasis. It is framed by masterful stonework, open-air living spaces, and artisanal native plantings--setting a captivating tone before you even step inside. The foyer sets the stage for the exceptional design that unfolds within. Built by Steven Nickerson, meticulous millwork, custom Kochman Reidt+Haigh cabinetry accentuating many spaces, and intricate architectural details are found throughout the home. The house boasts an extraordinary level of artistry and craftmanship. The main living room with fireplace is refined yet comfortable and flows seamlessly into an intimate sitting area, partitioned by a custom-built cabinet containing a motorized TV lift, creating multi-use spaces.
Discover a unique opportunity to own a versatile property in one of Cape Cod’s most desirable towns, offering potential as a private residence, multi-family retreat, or investment property. Located less than three-quarters of a mile from the beach, this property has multiple possibilities.The property currently includes a two-bedroom apartment and a separate studio apartment, providing immediate options for comfortable living, guest accommodations, rental income, or a combination of all three. The existing layout lends itself well to reimagining as a single-family home or maintaining a flexible multi-unit configuration.Whether you’re envisioning a year-round residence, seasonal getaway, or income-producing property, there are many possibilities within the zoning allowances.Currently home to a long-standing and successful seasonal restaurant, the property is equipped for a variety of future uses—this is an opportunity to create a distinctive coastal home tailored to your vision.
Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story dining area and reading loft, both set off by a soaring wall of windows with water views. The chef’s kitchen offers bar seating, while a versatile bedroom or study, full bath and mudroom complete the floor. The primary suite is a quiet retreat, featuring a fireplace, built-in bookshelves, a window seat and a luminous stained-glass accent window. A second guest suite with vaulted ceilings completes the upper level. The walk-out lower level provides generous family space, custom built-ins, abundant storage and room for expansion. Outdoors, mature plantings, stonework, a large deck and a pergola.
Stage Island is among the most exclusive addresses on Cape Cod — a private enclave of fewer than 40 homes where properties rarely change hands and waterfront offerings are nearly nonexistent. When one does surface, it commands attention. This is that moment. Set on 1.07 waterfront acres, sweeping marsh and water views, breathtaking sunsets, and abundant conservation land define a setting that is truly generational. Marsh-front access invites kayaking and quiet recreation, while wildlife and natural beauty frame everyday life. The 3-bedroom, 2,200+ SF contemporary residence is thoughtfully sited and bathed in natural light, anchored by a wall of windows and doors with 270-degree views. The private primary suite offers its own deck and a soaking tub with waterfront views — an orientation that simply cannot be improved upon. Outside, gardens, patios, and decks create multiple zones for alfresco dining, yard games, and summers well spent. A setting this rare does not come twice!
Lovingly maintained, this classic Chatham ranch reflects true pride of ownership. A traditional layout offers three bedrooms, including a primary with en suite bath, and easy, comfortable living throughout. Recently refreshed with full interior paint and beautifully staged, the home feels bright, welcoming, and move-in ready. Set on a generous lot with adjacent green space, the property offers added privacy, with the backyard extending to peaceful conservation land—ideal for relaxing or entertaining. A detached two-car garage adds versatility with finished space above, complete with a full bath, private entrance, and its own deck—perfect for a home office, studio, guest overflow, or recreation space (buyers/agents to verify use). The walkout lower level offers additional potential for future living space. A special property in a sought-after Chatham location.
This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings & dramatic walls of glass fill the home with natural light and frame spectacular sunsets. Multiple sliders open to an expansive wraparound deck for effortless indoor-outdoor living. Chefs kitchen, dual living areas, and adjacent open dining create an exceptional setting for relaxing or entertaining. There's nearly 5,000 sq on three levels, with 4 bedrooms and 3.5 baths. The luxurious primary suite offers panoramic water and sunset views. A finished multi-room lower level includes family room and convenient kitchenette. Solar panels, generator, gas heat, Central A/C, outside shower, reclaimed wood floors & more. You'll enjoy a seasonal dock/catwalk on Bucks Creek for kayaking, paddle-boarding, or clamming from your own back yard - and the calm waters of Harding's Beach are a short stroll via sidewalk. Don't miss out!
Brand new shingled style Coastal retreat offers resort style living in sought after North Chatham location. Sited on .5 of an acre( with pool potential) near beaches and close proximity to town, Chatham Bars Inn and Chatham Seaside Links Golf , this home was curated with luxury and comfort in mind. Exceptional scale, volume and open feel, delivering high end finishes and compelling value at $717 sf .The chef's kitchen features Thermador appliances, quartz surfaces including full height back splash, waterfall island, custom cabinetry with walnut accents, uplighting, coffee station and Butler's pantry.Vaulted ceilings,8' entry door and first floor doors, two striking limestone fireplaces warm the home's light filled spaces.Finished walk out lower level with wet bar, full bath, bonus room spaces and an 8 ' slider to bluestone patio and outdoor shower. Certificate of Occupancy in hand,HERS -rated efficiency, builder and appliance warrantees. 2 Car garage with EV station,and 400amp service.
At 60 Harbor Hill Rd, Chatham, MA, a timeless single-family residence, set on over 40 sq. ft. of manicured land, presents an exceptional opportunity for sophisticated coastal living. This property, maintained in great condition, embodies a refined aesthetic and functional design. The kitchen, thoughtfully designed for both culinary pursuits and social engagement, features stainless steel appliances, stone counters, and a convenient peninsula. Its open-plan configuration seamlessly connects with the living room, enhancing the flow for entertaining, and includes a built-in microwave and a high-end range. The living room serves as a central gathering space, distinguished by a fireplace that provides warmth and ambiance. Integrated built-in shelves offer both display and storage solutions, complementing the rich hardwood flooring that extends throughout. 4 bedrooms, 3.5 baths, and oversized 2 car garage with staircase to loft, a walkout finished basement complete this stunning residenc
Chatham By The Sea. Rare 50-year offering. 48 Glover Sq presents a premier opportunity in Chatham. Incredible, coveted location 2 blocks to downtown Chatham Village. Chatham Fish Pier, Oyster Pond, Veterans Field, shopping, grocery, tennis, golf, all 1/2 mile away. Spacious one-floor living with room to reimagine! Add a second story? Ranch home is 1531 square feet and includes 3 bedrooms, large formal living room with fireplace, large kitchen, dining area. The en-suite primary bedroom features a full bathroom with large walk-in shower. There is also a full family bathroom. Poured concrete foundation, 2019 roof, 2017 boiler, and attached oversized 2-bay garage. Central air conditioning, recessed lighting, 3+ zone heating system, hardwood. Basement is semi-finished and includes a fireplace, workshop and utility room. Sited beautifully on 2/3 of an acre delivering south, southwest sun exposure. Public water, private sewer.
Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham. Encompassing over 4,000 sqft, this exceptional 5-bedroom, 4-1/2 bath residence blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A first-floor primary suite offers a private retreat w/tranquil water views, private bath & walk-in-closet. Four additional water view bedrooms provide comfort and flexibility for guests. A walk-out lower level expands living space with an entertainment room and full bath. New HVAC w/natural gas heat, Central A/C, outside shower, well-irrigation, spacious deck, yard with pool potential, and private stairs to the water. Beautifully sited on 1.83 acres of pastoral grounds, you'll enjoy over 230 feet of frontage on one of the most desirable boating waterways in Chatham PLUS deeded rights to a boat house steps away!

Chatham is located in Massachusetts. Chatham, Massachusetts has a population of 6,554. Chatham is less family-centric than the surrounding county with 11.03% of the households containing married families with children. The county average for households married with children is 19.97%.
The median household income in Chatham, Massachusetts is $88,750. The median household income for the surrounding county is $82,619 compared to the national median of $69,021. The median age of people living in Chatham is 62.5 years.
The average high temperature in July is 77.7 degrees, with an average low temperature in January of 23.4 degrees. The average rainfall is approximately 47.6 inches per year, with 23.2 inches of snow per year.