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$1,200,000
4 Beds ⋅ 2 Baths ⋅ 73575812 MLS
Set in coveted South Chatham less than 1/2 mile to the warm waters of Nantucket Sound, this home has been meticulously maintained by the same owners for the past 20 years and is ready for its next chapter. A flexible floor plan offers two distinct living spaces—a more traditional living room with fireplace and a spacious open-concept great room perfect for gathering and entertaining. With two bedrooms on the first floor and two more upstairs, there's plenty of room for family and guests while offering the convenience of first-floor living. Step outside to a maintenance-free deck and adjoining patio, complete with a new outdoor shower—a Cape Cod summer essential! Beyond, the expansive and private backyard offers a wonderful canvas for whatever you desire, from gardens and outdoor entertaining spaces to simply enjoying the peace and privacy of your own backyard retreat. Comfortable and inviting as it stands today, the home also offers exciting potential for a new owner to update, personalize, and create something truly special. Whether you're searching for a year-round home, summer escape, or investment opportunity, this home combines it all. Bring your vision and make it your own!

122 Forest Beach Rd, Chatham

Listing courtesy of Listing Agent: Sharon Mabile from Listing Office: .
$8,500
4 Beds ⋅ 3 Baths ⋅ 73575727 MLS
Off-Season Rental – 47 Aunt Deborah’s Lane, South Chatham. Enjoy the Cape in the quieter months at this spacious and beautifully furnished 3-bedroom, 3-bath home in desirable South Chatham. Offering approximately 2,019 square feet of comfortable living space, the home is located on a quiet residential lane just a short walk from Forest Beach and Nantucket Sound.The well-designed layout provides plenty of room to spread out, with multiple living areas, a bright sunroom, and three generously sized bedrooms. Sleeping accommodations include one king bed, two queen beds, two twin beds, and an additional daybed, making the home equally well suited for a family, couple, or professionals seeking additional space.Built in 2007 and thoughtfully maintained, the property offers the comfort and convenience of a newer Cape home while retaining a relaxed coastal feel. Central air conditioning, comfortable furnishings, and a fully equipped home make this an easy transition for an extended off-season stay.The South Chatham location provides convenient access to Chatham, Harwich Port, Route 28, local restaurants and shopping, while offering the opportunity to enjoy nearby beaches and the Cape without the summer crowds.Available for off-season rental from January 1st through mid-May 2027. Rental term, utilities, pets, and other terms subject to owner approval.

47 Aunt Deborah's Lane, Chatham

Listing courtesy of Listing Agent: Jared Cacciapaglia from Listing Office: Cacci Properties LLC.
$2,240,000
4 Beds ⋅ 3 Baths ⋅ 73571912 MLS
A meticulously maintained and beautifully decorated beach home awaits you in quaint village of South Chatham.Ideally situated between downtown Chatham and Harwich Port, this exceptional property offers the perfect blend of comfort, privacy, convenience and classic Cape Cod charm.Nestled near Forest Beach,Mill Creek,the Cape Cod Rail Trail, tennis court and conservation areas, this puts nature and recreation at your fingertips.The spacious home features 4 bedroomsand 3 baths providing plenty of room for family and guests. Thoughtfully designed for comfortable living and surround sound for entertaining, the home offers inviting spaces inside and out.The two car garage has been transformed into a fantastic game room complete with air hockey, ping pong and foosball-a wonderful space for kids and adults alike.Outside, the beautifullylandscaped yard and gardens are irrigated by a private well, keeping everything lush throughout the season. Three decks, one is a roof top, outdoor shower,firepit, patio creat the perfect setting for relaxing, entertaining and enjoying the warm Cape Cod evenings.The home is being offered partially furnished.

20 Circle Drive, Chatham

Listing courtesy of Listing Agent: Barbara Carroll-Horne from Listing Office: Gibson Sotheby's International Realty.
$5,250,000
4 Beds ⋅ 5 Baths ⋅ 73571701 MLS
Brand-new and sun-filled, this exceptional shingle-style Gambrel is privately set on nearly an acre of professionally landscaped, level grounds just off coveted Shore Road, less than a block from the ocean. A refined coastal retreat, the 4-bedroom, 4.5-bath residence pairs exceptional craftsmanship with effortless luxury and gracious indoor-outdoor living. Beautiful millwork and 9' ceilings define the first floor, anchored by a vaulted beam-ceiling primary suite with a spectacular spa-inspired bath. The generous eat-in kitchen and family room feature a dramatic shiplap-vaulted ceiling and open to a sun-drenched patio surrounding a heated plunge pool and oversize yard with unlimited potential. A second-floor deck overlooks the secluded grounds, while an additional primary en-suite and two bedrooms and two more baths complete the upper level. Stroll to Chatham Bars Inn, the Fish Pier and Main Street - an enviable setting where the best of Chatham is truly at your doorstep.

106 Barcliff Ave, Chatham

Listing courtesy of Listing Agent: Jill Boudreau from Listing Office: eXp Realty LLC - Corporate Office.
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 73567876 MLS
Reaching into the ocean, the road to Chatham follows a path carved by memory, a line etched straight through the geography of the heart. At 4 Williams Way, that coastal journey finds its destination. Tucked away on a five-home cul-de-sac, this 1.5 acre Contemporary Cape Cod offers sanctuary in a prime location, just minutes to downtown Chatham and 1.7 miles to Cockle Cove Beach, all while being sheltered from peak summer traffic. Spanning 2,198 interior square feet, this 4 bedroom, 2.5 bath home marries classic coastal architecture with refined single-level living. The open-concept living area is anchored by a light-filled chef's kitchen featuring a spacious quartz-clad island with seating for four. The primary bedroom suite offers dual walk-in closets and an en-suite bathroom complete with soaker tub and tiled shower. The centerpiece of the property is a dramatic and private outdoor living room. Sheltered beneath a beadboard soffit ceiling, this open-air retreat invites you to settle in with friends and family, light the logs in the Cambridge ledgestone fireplace, and play home movies on the custom inset TV. Beyond the canopy, the patio opens completely to the sky; from there, cross the lawn to the fenced vegetable garden for homegrown ingredients, or head to the detached shed to chart your next project. Back inside, the second floor hosts three additional bedrooms and a full bath. Main floor laundry is smartly located in the half bath. The attached one car garage offers walk-up storage above for seasonal gear and long-term organization. Follow your heart to Chatham and let the salt air settle—4 Williams Way is your canvas for reconnection. All parties to verify information contained herein.

4 Williams Way, Chatham

Listing courtesy of Listing Agent: Erin Terkelsen from Listing Office: LPT Realty, LLC.
$8,950,000
4 Beds ⋅ 3 Baths ⋅ 73556482 MLS
The SandBox, an icon of Shore Road, sits on one of the most coveted streets in America, steps from the Chatham Bars Inn - where waterfront estates are generational and cherished. Set on an over one-acre lot with immense private beachfront, the home reflects the architectural heritage of the setting, with classic cedar shake and shingle detailing throughout. A staircase framed by flowering landscaping leads to a bluestone patio and entertaining spaces over the beach, with a private trail to the water's edge -- one of the first points on the Eastern Seaboard to greet the sunrise each morning. Inside, a shiplap-clad great room opens the home for gathering, flowing into dining and kitchen areas with water views from every angle. The primary suite is a retreat framed by its own bay window, while well-appointed guest spaces offer comfort for family and friends. Extensively renovated, the home retains the craftsmanship of its original build - true, enduring Cape Cod character. This is where summers are made. Shore Road beachfront grows more coveted with time, and opportunities like this rarely surface - a chance to secure one of the most aspirational addresses on the entire East Coast.

166 Shore Road, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 73556459 MLS
Waterfront new construction in one of Chatham's most preeminent locations, minutes from town. This rare half-acre offering on Emery Pond is to be built by R.A. Martin, one of the Cape's premier builders, with select interior finishes and customizations still available to the right buyer. New construction of this scale is exceptionally rare on Cape Cod, offering the perfect mix of estate-level living and an in-town lifestyle, all with stunning water views. The finished residence offers approximately 4,689 square feet of considered living space across three thoughtfully composed levels, with 4 bedrooms and 4 full baths. Sunlit interiors flow effortlessly from kitchen to dining to generous entertaining spaces, opening to a screened porch and deck framing sweeping views of the pond. Outside, a waterfront pool anchors a true outdoor retreat -- a private, resort-style setting for gathering, moments from town. A primary suite anchors the upper level alongside an office and two additional bedrooms, while the lower level offers a fourth bedroom suite and a generous recreation room. A rare opportunity to build new construction with a coveted mix of setting, space, and location on Emery Pond.

66 Ethelma Dr, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 73548377 MLS
Enjoy this retreat like home with two great rooms which can be used for entertaining and family gatherings, an open kitchen with large dining space, a first floor primary with en-suite bathroom including laundry. Wrap around decks taking in nature is at every turn of this unique home. This home has deeded rights to Lovers Lake perfect for swimming, kayaking and fishing. Located at the end of a quiet cul-de-sac, this home offers privacy and views of nature at every turn. and floor-to-ceiling fireplaces, a large kitchen with granite and island with seating open to a dining area, a primary suite with en-suite full bathroom with washer dryer and lots of closets, and a half bath. Upstairs is a second primary bedroom with walk-in closet, its own fireplace and sitting area, an additional bedroom, and a full bath. The walkout lower level has a bedroom with full windows, a full bath, and another washer/dryer which all leads to a stone patio with fire pit and custom built stone seating.. Close to Chatham Village, bike bath and Chatham beaches.

55 Winterset Drive, Chatham

Listing courtesy of Listing Agent: Janet Stuart from Listing Office: Coldwell Banker Realty - Concord.
$5,900,000
4 Beds ⋅ 5 Baths ⋅ 73544856 MLS
Classic Cape Cod home on a one-acre lot on the nicest street in Chatham.... Nooks and crannies and rooms and additions in several directions in this very private location of North Chatham....Choice of three primary bedrooms with attached baths... Views over Chatham Harbor and beyond.......Beach and boating just an easy walk away. Or swim and relax in your own backyard in the heated Gunite pool...Property has been very well maintained by the current owner who has been here for over 36 years and completed a new roof, many new windows, new bedroom addition, newer family room addition and more.....All information here has not been independently verified and buyer should do his/her own due diligence by checking with their attorney, and zoning and building rules and by laws, etc....Assessment numbers subject to change with new Fiscal Year.

95 Cotchpinicut, Chatham

Listing courtesy of Listing Agent: John Burke from Listing Office: William Raveis Chatham.
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 73529657 MLS
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.

56 Stage Island Road, Chatham

Listing courtesy of Listing Agent: James Lowenstern from Listing Office: eXp Realty LLC.
$4,950,000
4 Beds ⋅ 5 Baths ⋅ 73518596 MLS
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.

15 Bay Lane, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
$2,950,000
4 Beds ⋅ 4 Baths ⋅ 73511079 MLS
TURNKEY!! Just open the door to one of Chatham's most desirable neighborhoods, 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 wonderful house

60 Harbor Hill Rd, Chatham

Listing courtesy of Listing Agent: Jacqueline Casey from Listing Office: Shore Road Realty, LLC.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73509923 MLS
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!

38 Indian Trail, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 73493426 MLS
The location that has it all...walk to both town, fish pier, beach and baseball games... New Farmhouse being built by Morgan and Son is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 baths, 3980Sq foot home. All bedrooms offer specious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings large slider with views overloooking the new pool and patio area, airy chef's kitchen and dining area. A detached outer building houses a one car garage and a seperate

222 Barcliff, Chatham

Listing courtesy of Listing Agent: Lori Fanning Smith from Listing Office: Compass.
$4,500,000
4 Beds ⋅ 4 Baths ⋅ 73492591 MLS
Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water and doors to an expansive waterside deck. A versatile layout supports single-level living, featuring a first-floor suite currently enjoyed as a family room with a fireplace, soaring ceilings, full bath, and access to the deck. The upper level includes three bedrooms and a den, all benefiting from stunning outlooks. Professionally designed grounds provide a sense of seclusion, complemented by a private footpath to the shoreline. An exceptional offering in one of Chatham's most coveted waterfront locations.

346 Morris Island Road, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.

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