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25 Clifford Pl, Chatham
$699,999
3 Beds ⋅ 2 Baths ⋅ 73596255 MLS
***OPEN HOUSE Sat 10/31 12-1pm!*** Opportunity awaits in Chatham! Nestled on a quiet, desirable street, this 3 bed, 2 bath home with en suite offers 1,624 sf of living space on a half acre lot. A standout feature is the expansive great room with vaulted ceilings, a wet bar and a slider opening to a deck. Extending across the rear of the home from the great room to the dining room, with access from both spaces, the deck creates an ideal indoor-outdoor setting for relaxing and entertaining. An outdoor shower adds to the Cape Cod lifestyle appeal. While in need of updating, the property presents tremendous potential to renovate, customize and build equity in a premier Cape Cod location. Enjoy the privacy and space afforded by the mature trees and bushes while being conveniently located near Chatham's beaches, downtown shops, restaurants and recreational amenities. Whether you are looking for a year round residence, vacation home or investment opportunity, this property is ready for your vision and personal touches. **Showings begin at Open House.

25 Clifford Pl, Chatham

Listing courtesy of Listing Agent: Catherine Walsh from Listing Office: Coldwell Banker Realty - Easton.

49 Duck Marsh Lane, Chatham
$779,000
3 Beds ⋅ 2 Baths ⋅ 73595488 MLS
Perched on an elevated, beautifully sited lot in the quiet Countryside neighborhood, 49 Duck Marsh Lane offers an accessible entry point to one of the Cape's most coveted markets. This single-level ranch is a true now-and-later proposition: ready to enjoy today, with room to grow tomorrow. The open-concept living room is filled with natural light and anchored by a fireplace, flowing to a dedicated dining room and a kitchen refreshed with painted cabinetry and newer appliances. Three generously sized bedrooms and two baths adapt easily to full-time living, family getaways, guests, or a home office. An expansive lower level awaits finishing to suit your vision, complemented by a garage. Outside, the back deck sets the stage for gatherings, while the expansive yard invites gardens, play, or future enhancement. Well maintained with upgraded systems, efficient natural gas, and underground utilities, the home is ready from day one. Minutes to Ridgevale and Cockle Cove beaches, Chatham village, and Harwich Port, it is ideal as a year-round residence or a second home in an area poised for continued appreciation. Flexible, manageable, and unmistakably Chatham.

49 Duck Marsh Lane, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

153 Shore Rd, Chatham
$9,495,000
3 Beds ⋅ 3 Baths ⋅ 73594589 MLS
Sparkling harbor views, afternoons by the pool, and expansive, private grounds on coveted Shore Road. Offered for the first time since 1987, "Offshore" encompasses more than an acre - a rare opportunity to enjoy a remarkably private estate-like setting in the heart of Chatham. Beyond the house, a surprising expanse of lawn and gardens unfolds, its scale and privacy revealed only when you explore the grounds. Inside, gracious, generously proportioned rooms and timeless Cape Cod character create an inviting setting for entertaining, gathering with friends, or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs windows frame picture-perfect coastal scenes. A spacious first-floor primary suite offers comfort and ease. A carriage-style garage completes the property, just moments from Chatham Bars Inn, the Fish Pier, Lighthouse Beach, and Main Street. Whether enjoyed as it is today or thoughtfully reimagined, this special property invites its next owner to create a lasting legacy along one of Chatham's most iconic streets.

153 Shore Rd, Chatham

Listing courtesy of Listing Agent: Sarah Keith from Listing Office: eXp Realty LLC.

235 Morton Rd, Chatham
$739,000
3 Beds ⋅ 2 Baths ⋅ 73594309 MLS
Classic Cape charm meets a fresh, inviting interior in this beautifully updated 3-bedroom, 2-bath home! An open floor plan welcomes you with hardwood floors, an updated kitchen, and a dining area that flows into the living room, where a cathedral ceiling and fireplace create a wonderful gathering space. Two bedrooms are upstairs, with the third bedroom on the lower level. A lower-level bonus room offers added flexibility, with a newer slider opening to the patio for easy outdoor entertaining. A new bathroom with radiant floor heating adds everyday comfort, while a new boiler, three ductless AC units, newer windows, and PVC trim enhance comfort and ease of maintenance. The garage includes generous storage in the unfinished loft above. Enjoy an exceptional location just one-tenth of a mile from the bike path, 1.2 miles from Forest Beach on Nantucket Sound, and conservation access just across the street, one lot away. A wonderful opportunity to enjoy the Cape Cod lifestyle!

235 Morton Rd, Chatham

Listing courtesy of Listing Agent: Natalia Weiner from Listing Office: Gibson Sotheby's International Realty.

160 Woodland Way, Chatham
$5,800,000
3 Beds ⋅ 6 Baths ⋅ 73593924 MLS
Located in the highly coveted Harbor Coves Association, this stunning Gambrel-style residence, currently under construction by Harbor Builders, offers an exceptional blend of timeless architecture, elegant living spaces, and resort-style outdoor amenities. The inviting main level features a chef's kitchen that opens up to both the designated dining area and spacious living room. The luxurious first floor primary bedroom offers a private retreat with an en suite bathroom and walk-in closet, complemented by a laundry room and mudroom. Upstairs, two additional en suite bedrooms provide comfort and privacy, along with a spacious family room and office space. The finished lower level expands the living space with a home theatre, exercise room and full bath, ideal for hosting guests. Outdoors, a sparkling in-ground pool, surrounded by beautifully designed grounds creates a private oasis for relaxing and entertaining. With access to a private association beach on Crow's Pond, this North Chatham home provides the best of Cape Cod living.

160 Woodland Way, Chatham

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

304 Round Cove Rd, Chatham
$870,000
3 Beds ⋅ 2 Baths ⋅ 73590218 MLS
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.

304 Round Cove Rd, Chatham

Listing courtesy of Listing Agent: Kimberly Arena from Listing Office: Venture.

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: .

112 Soundview Ave, Chatham
$1,415,000
3 Beds ⋅ 3 Baths ⋅ 73589209 MLS
Coastal Chatham living just moments from Ridgevale Beach! Tucked away in a quiet enclave in Chatham's desirable Ridgevale Beach area, this beautifully maintained 3+ bedroom home is approximately .4 mile from one of Chatham's favorite Nantucket Sound beaches. Designed for relaxed Cape Cod living, the inviting open floor plan offers wonderful flow for entertaining and gathering with family and friends. Light-filled living spaces create an easy, comfortable atmosphere, while the flexible layout provides additional space for guests, a home office, den and overflow sleeping. Outside, enjoy the peaceful private setting, mature landscaping and the ease of coming home from a day at the beach. Whether you're looking for a year-round residence, summer retreat or investment opportunity, this well-cared-for home offers an exceptional combination of location, comfort and coastal lifestyle; all within an easy stroll of the beach.

112 Soundview Ave, Chatham

Listing courtesy of Listing Agent: Dawn Marie Boynton from Listing Office: .

25 Partridge Path, Chatham
$849,900
3 Beds ⋅ 2 Baths ⋅ 73589192 MLS
Enjoy the best of Chatham living in this sun-filled home with a desirable southern exposure. The main level features a spacious primary bedroom with walk-in closet, full bath, office, dining room, generous living room and welcoming kitchen. Newer sliders open to a two-story wraparound Azek deck with gazebo—perfect for summer dinners, morning coffee and entertaining, with seasonal peeks of Mill Pond. The lower level offers two additional bedrooms, a full bath, laundry room and foyer with direct access to the two-car garage. A large walk-up attic provides excellent potential for future expansion. Custom built by Cape Associates and originally designed as a passive solar home, the property is now fully electric with owned solar panels that generate credits throughout the year, plus central air. Ideally located near Chatham's beaches, shops and restaurants, with convenient access to neighboring Harwich.

25 Partridge Path, Chatham

Listing courtesy of Listing Agent: Cape Island Estates Group from Listing Office: Christie's International Real Estate Atlantic Brokerage.

764 Riverview Dr, Chatham
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 73586414 MLS
Stunning inside and out. Designed by a professional architect to optimize comfort, entertainment and efficiency. The entire property is meticulously maintained and beams with pride. The private grounds are brimming with an abundance of gardens, flowering plants and ornamental trees. The welcoming pool, play shed, firepit, patio, and side yard for lawn games creates an outdoor living experience that combines beauty and fun. Outside extends in to the home through oversized sliders into a dramatic 13ft. cathedral living room with customized built ins. Beautiful bead board ceilings, hardwood floors, open floor plan and dry basement ready to be finished. Comfortable dining and sitting area, state of the art kitchen with induction cooktop, Electrolux and Bosch appliances with granite countertops. Primary with en-suite and den/office with enough room to sleep guest and attached bath with jetted tub completes the floor. Two cozy bedrooms with full bath on second floor giving you that relaxed at home feeling. This treasured property is the epitome of a tranquility and luxury. Great investment potential with rental history.

764 Riverview Dr, Chatham

Listing courtesy of Listing Agent: Sharon Mabile from Listing Office: .

35 Crows Pond Rd, Chatham
$3,995,000
3 Beds ⋅ 5 Baths ⋅ 73584596 MLS
Exceptional new construction in coveted North Chatham, where timeless Cape Cod architecture meets sophisticated modern design. Offering more than 4,400 square feet of finished living space, this impeccably crafted residence features a first-floor primary suite with spa-inspired bath, private office, elegant dining room, and a stunning gourmet kitchen with Wolf and Sub-Zero appliances opening to beautifully appointed living spaces. The second floor offers two spacious bedrooms, two full baths, and a versatile bonus room. A finished lower level with exceptional ceiling height provides approximately 1,100 square feet of additional living space, ideal for a media or game room, gym, and recreation area with full bath and direct access to the pool and spa via a handsome stone staircase. Custom finishes, refined craftsmanship, a white stone driveway edged with cobblestone, and beautifully landscaped grounds create a sophisticated Cape Cod arrival. Just minutes from North Chatham beaches and harbor, Chatham Village, renowned shops, restaurants, and the best of coastal living.

35 Crows Pond Rd, Chatham

Listing courtesy of Listing Agent: Betsy Hargreaves from Listing Office: Gibson Sotheby's International Realty.

2653 Main St, Chatham
$950,000
3 Beds ⋅ 3 Baths ⋅ 73583268 MLS
Pisces Coastal Kitchen and the mixed-use real estate at 2653 Main Street in South Chatham are offered together for $950,000. The acquisition combines an established full-service restaurant and bar, commercial kitchen, second-floor apartment, and attached residential cottage within one Route 28 property. The exclusive listing agreement specifically provides for the business and real estate to be sold together as a single offering.The approximately 2,252 SF building is situated on a 9,401 SF parcel and is identified in public records as commercial/office/residential mixed use. This configuration provides an owner-operator or hospitality investor with both an operating business and control of the underlying real estate, along with residential space that can support the operation or provide additional income potential.

2653 Main St, Chatham

Listing courtesy of Listing Agent: Kevin A. Pepe from Listing Office: Commercial Realty Advisors, Inc..

800 Riverview Dr, Chatham
$875,000
3 Beds ⋅ 2 Baths ⋅ 73583012 MLS
A charming three-bedroom, two-bath ranch offering relaxed coastal living in desirable Riverbay Estates. Set on a beautifully situated half-acre lot, this home provides easy one-level living with an en-suite primary bedroom, comfortable sunroom, one-car garage, fireplace, natural gas heat and central AC. Just over a half-mile from Jackknife Beach and Pleasant Bay, the location offers convenient access to swimming, boating and Cape Cod's natural beauty. Riverbay Estates is an established Chatham community bordered by the Monomoy River, with access to Trout Pond and Pickerel Pond, plus a voluntary association that fosters a welcoming neighborhood atmosphere. The property presents an excellent opportunity to bring your ideas and reimagine the home. Passing Title V septic. Enjoy it as a year-round residence, Cape Cod retreat or investment property while embracing the coastal lifestyle of Chatham.

800 Riverview Dr, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.

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.

71 Rowland  Drive, Chatham
$1,795,000
3 Beds ⋅ 2 Baths ⋅ 73561027 MLS
Experience the ultimate waterfront lifestyle in this lovely coastal retreat. Perfectly positioned on the edge of Frost Fish Creek, this charming home captures picturesque water views and is thoughtfully designed for effortless indoor-outdoor living. Enjoy direct tidal access to one of Cape Cod's most treasured waterways. Secure a private mooring and launch your kayak, paddleboard, or boat right from your backyard. Meander through scenic Frost Fish Creek into Ryder's Cove and the sparkling waters of Pleasant Bay, where endless opportunities for boating, sailing, fishing, shellfishing, and exploring pristine beaches await. Continue beyond to discover one of New England's most spectacular estuaries and its gateway to the Atlantic Ocean. The expansive rear deck provides the perfect setting for entertaining guests or simply relaxing beneath the stars while taking in the peaceful waterfront setting and ever-changing coastal views.Buyer is responsible for the design and installation of a septic system. Septic engineering is currently underway to determine whether the property will support a two- or three-bedroom septic system.

71 Rowland Drive, Chatham

Listing courtesy of Listing Agent: Dawn Marie Boynton from Listing Office: .

70 Uncle Deane's Rd, Chatham
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 73519558 MLS
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!)

70 Uncle Deane's Rd, Chatham

Listing courtesy of Listing Agent: Patrick Davison from Listing Office: .

336 Stage Island Rd, Chatham
$2,699,000
3 Beds ⋅ 3 Baths ⋅ 73513527 MLS
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!

336 Stage Island Rd, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

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.

33 Duck Marsh Ln, Chatham
$829,000
3 Beds ⋅ 2 Baths ⋅ 73460325 MLS
Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers gleaming hardwood floors throughout and open concept. The soaring cathedral ceilings in the kitchen and family room makes this home light and bright ! All stainless appliances are almost brand new and the oil tank has just been upgraded to double wall meeting today's regulation. There is natural gas and town water in the road, The wood burning fireplace creates ambiance when sitting in the family while relaxing with a good book or watching TV. The yard is filled with beautiful perennials that explode throughout spring and summer. New septic and town water are installed.

33 Duck Marsh Ln, Chatham

Listing courtesy of Listing Agent: Darci Sequin from Listing Office: Gibson Sotheby's International Realty.

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..

92 Indian Trail, Chatham
$3,200,000
3 Beds ⋅ 3 Baths ⋅ 73457239 MLS
Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living.This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted setting within a friendly association that features an association dock on Bucks Creek, complete with kayak storage and a picnic area—ideal for effortless days on the water. The home is enhanced by EV charging station and owned solar, offering exceptional energy efficiency and savings. Thoughtfully designed, light-filled, and meticulously cared for, it is truly a delight to show. Come experience the charm, serenity, and coastal lifestyle this Bucks Creek gem has to offer. An abutting property, 78 Indian Trail, is availbale for sale at $2,800,000.

92 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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