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312 Round Cove Rd, Chatham
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 73590086 MLS
Renovated without compromise, finished to the last detail. Set on a generous and private lot in Chatham's sought-after Riverbay neighborhood, 312 Round Cove Road has been thoughtfully reimagined inside and out, offering effortless, turnkey living just minutes from Jackknife Cove, Pleasant Bay and Main Street. Out back, summer starts at home: a new heated pool with automatic cover and patio, a pool cabana and bar made for hosting, stunning hardscaping, and a fully fenced yard where pets can roam freely. Inside, a vaulted great room with shiplap ceilings and recessed lighting flows into an open-concept kitchen with custom cabinetry and quartz countertops. A private dining room with built-ins sets the stage for holiday dinners and summer suppers. Three main-level bedrooms include an ensuite primary, and a finished lower level adds flexible recreation space for movie nights, games or a home gym. No contractors, no waiting lists, no projects. Just unpack and dive in. Spend mornings paddling Pleasant Bay, evenings watching the sunset at Jackknife Cove, and warm nights under the stars by the pool. Riverbay has never been more desirable, and homes this complete rarely come to market.

312 Round Cove Rd, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
20 Stoughton Lane, Chatham
$2,285,000
5 Beds ⋅ 4 Baths ⋅ 73582831 MLS
The magic here is in the location .... leave the car behind, grab a towel and head to stunning Ridgevale Road Beach, a mere 1/10th mile away. This 5-bedroom, 4-bath Chatham residence is privately positioned on .81 acres of natural surroundings offering a rare sense of privacy. From the moment you enter this pristine home, abundant natural light, gleaming hardwood floors and an inviting sense of ease set the tone. The spacious eat-in kitchen opens via sliding doors to a west-facing deck, ideal for taking in the ever-changing salt marsh views .A handsome brick wood-burning fireplace centers the living room while an adjoining office/den and full laundry room add convenience. The flexible second level floor plan includes TWO options for primary bedroom suites, one of which could also serve as private guest quarters or rental potential with its own access. A ready-to-be-finished walkout basement with radiant heat , an extra deep two-car garage and abundant storage provide functionality rarely found in a beach property of this caliber. Your Chatham Beach House is right here - and it feels like it's always been waiting for YOU.

20 Stoughton Lane, Chatham

Listing courtesy of Listing Agent: Elaine Lomenzo from Listing Office: William Raveis Real Estate & Homes Services.
20 Lords Pond Lane, Chatham
$2,199,900
3 Beds ⋅ 4 Baths ⋅ 73579550 MLS
This exceptional 1.84 acre property offers a unique combination of space, privacy, versatility, and quintessential Cape Cod living. Surrounded by beautifully landscaped grounds and abutting conservation land, the property is a secluded retreat complete with a renovated main residence, in-ground swimming pool, detached two-car garage with a one-bedroom apartment above, and deeded access to Lovers Lake. Thoughtfully renovated in 2010, the main residence features an inviting and comfortable floor plan designed for relaxed living and entertaining. The updated kitchen with pantry opens to the dining area and living space, where views of the pool and grounds create a wonderful connection to the outdoors. A full bath and flexible office or bonus room provide additional options for guests, working from home, or overflow accommodations. Upstairs, the spacious primary suite offers a private retreat with a walk-in closet and en-suite bath featuring a whirlpool tub. A second en-suite bedroom and separate laundry room complete the upper level.Adding tremendous flexibility is the detached two-car garage with a private one-bedroom, one-bath apartment above—ideal for extended family, guests, a home office, or additional income or living space. Outdoors, the pool and surrounding patio serve as the centerpiece of the property, with nearly two acres providing ample room to gather, entertain, garden, or simply enjoy the tranquility of the natural surroundings. Deeded access to Lovers Lake and proximity to Ryder's Cove offer endless opportunities to enjoy life on the water, while Chatham's beaches, boating, dining, shopping, and village amenities are just a short drive away. Additional features include central air conditioning, natural gas, and an owned solar system. Offering the privacy of a country retreat with access to everything that makes Chatham so desirable, "The Compound" is a distinctive Cape Cod property with possibilities for generations to enjoy.

20 Lords Pond Lane, Chatham

Listing courtesy of Listing Agent: Andrew Grattan from Listing Office: Christie's International Real Estate Atlantic Brokerage.
20 Circle Drive, Chatham
$2,140,000
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.
55 Winterset Drive, Chatham
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 73548377 MLS
Welcome to this exceptional Great Hill Estates retreat, set on 1.8 private acres with deeded rights to Lover's Lake for kayaking, swimming, and canoeing just a short stroll away. Elevated above a scenic corner lot, this 4-bedroom, 3.5-bath home offers peaceful natural surroundings and room to relax both inside and out.A sought-after first-floor primary suite features an ensuite bath and laundry, providing convenient single-level living. The heart of the home is a spacious kitchen with a large island, dining area, and adjacent family room with vaulted beamed ceilings and a wood-burning fireplace. A separate living room with a gas fireplace opens to a wraparound deck, perfect for outdoor dining, entertaining, or simply enjoying the views. Upstairs, two spacious bedrooms share a full bath, including one with a fireplace and sitting area that offers a private retreat-like feel. The walk-out lower level features a fourth bedroom, full bath, second laundry area, and direct access to a stone patio with custom seating and a built-in gas fire pit. Additional highlights include central air conditioning, hardwood floors, a two-car attached garage, a brand-new Bosch heating system, and a newer roof. Just steps from the Cape Cod Rail Trail, tennis courts, and pickleball courts, this home is offered fully furnished and ready to enjoy.

55 Winterset Drive, Chatham

Listing courtesy of Listing Agent: Janet Stuart from Listing Office: Coldwell Banker Realty - Concord.
409 Main St, Chatham
$2,100,000
1 Beds ⋅ 2 Baths ⋅ 73535300 MLS
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.

409 Main St, Chatham

Listing courtesy of Listing Agent: Rick Smith from Listing Office: Gibson Sotheby's International Realty.
41 Court St, Chatham
$2,295,000
3 Beds ⋅ 3 Baths ⋅ 73477537 MLS
Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 bed,2.5 bath Cape is the essence of Cape Cod style. Sunlit wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floored vaulted ceiling sun/great room with gas FP & wet bar for relaxed moments overlooking koi pond& garden.The chef's kitchen has granite countertops, a generous 6 seat center island, a cooking fireplace & skylit seating area, which flows to the tranquil stone patio for outdoor dining, BBQ.1st FL primary suite with sitting room and en suite bath. Plus lower level office 300 Sq ft, 2 car garage, AC, generator, gas heat, irrigation. Seller to install new 3 BED septic & new 2nd FL heating/AC system.. 2026 Frost Fish Crk Restoration project for tidal flow in progress.

41 Court St, Chatham

Listing courtesy of Listing Agent: The Nickerson Power Group from Listing Office: Compass.
78 Indian Trail, Chatham
$2,800,000
3 Beds ⋅ 2 Baths ⋅ 73457238 MLS
Professional photos coming soon! Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water. Take in spectacular water views and unforgettable sunsets, with private stairs leading down to the water’s edge of Bucks Creek for easy access and serene enjoyment. Inside, the home is a pleasure to show, highlighted by a wonderful sunroom that captures the light and scenery year-round. A rare opportunity to enjoy Chatham living at its best. An abutting property, 92 Indian Trail, is available for $3,200,000.

78 Indian Trail, Chatham

Listing courtesy of Listing Agent: Judith Smith from Listing Office: John C. Ricotta & Associates, Inc..

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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