Refine Search
Map
Sort by
193 Heritage Ln, Chatham
$589,000
3 Beds ⋅ 1 Baths ⋅ 73595531 MLS
Phenomenal location with everything "Chatham" right around the corner. This home is 1 block from the rail trail into town, 1 mile from Chatham Village by car, and 1.5 miles from the fish pier and Claflin Landing, all via quaint and quiet back roads. The house itself offers 3 bedrooms and 1 full bath with possible expansion potential in the full basement with town approval. New gas furnace in 2023, garage under, and a large lot abutting town land. Septic is a cesspool and design/replacement will be buyer's responsibility. Bring your contractor and make your Chatham dreams come true!

193 Heritage Ln, Chatham

Listing courtesy of Listing Agent: Ned Chatelain from Listing Office: Chatelain Real Estate.
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: .
789 Riverview Drive, Chatham
$1,175,000
2 Beds ⋅ 3 Baths ⋅ 73594614 MLS
Discover one-story living in Chatham's desirable Riverbay Estates. Set on a beautifully landscaped .64-acre corner lot, this inviting 2-bedroom, 3-full-bath Cape Ranch offers classic charm and comfortable living. The interior features a living room with fireplace, spacious dining room, sunroom opening to a large deck, and kitchen with pantry, Viking gas range, center island, and granite countertops. This home offers two bedrooms, including a primary bedroom with ensuite bath. Hardwood floors add warmth throughout. The finished basement provides additional living space with a family room, full bath, and laundry room. Enjoy the outdoors from the large rear deck or covered front porch, surrounded by mature plantings and exceptional landscaping. Additional features include gas heat, two split units for A/C, and an attached two-car garage. Riverbay Estates spans 285 acres of winding streets and offers access to two kettle ponds in a peaceful natural setting.

789 Riverview Drive, Chatham

Listing courtesy of Listing Agent: Timothy Bailey from Listing Office: John C. Ricotta & Associates, Inc..
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.
20 Cedar Swamp Lane, Chatham
$995,000
2 Beds ⋅ 1 Baths ⋅ 73592561 MLS
Discover the essence of Cape Cod living at this waterfront retreat on Stage Harbor. Tucked away on a quiet lane yet close to Chatham Village, the property offers sweeping views with ever-changing tidal scenery, birdlife, and spectacular sunsets. The home features a welcoming coastal vibe with sun-filled living spaces, while outdoor areas are ideal for entertaining or quiet reflection. A firepit sets the stage for summer evenings, the perfect way to end the day toasting marshmallows. Whether enjoyed as a seasonal getaway or a year-round residence, 20 Cedar Swamp Lane captures the very best of Chatham. Buyers and agents, please verify all herein.

20 Cedar Swamp Lane, Chatham

Listing courtesy of Listing Agent: Ellen Valentgas from Listing Office: Sotheby's International Realty.
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: .
15 Eddie Ln, Chatham
$599,999
2 Beds ⋅ 1 Baths ⋅ 73589780 MLS
Attention all contractors and investors! This 2 bed, 1 bath Chatham fixer-upper offers great potential and a location that's hard to beat. Passing Title 5. Ridgevale Beach is just a short walk down the lane with additional beaches nearby and Chatham's historic charm, local sights and Cape Cod lifestyle all within easy reach. Offered as is and priced accordingly. Bring your ideas and create something special in Chatham.

15 Eddie Ln, Chatham

Listing courtesy of Listing Agent: Catherine Walsh from Listing Office: Coldwell Banker Realty - Easton.
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: .
2118 Main St, Chatham
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 73585978 MLS
Offering exceptional space and versatility on 0.82 acres, this expansive four-bedroom Chatham home is just one mile from Ridgevale Beach and approximately six minutes from both downtown Chatham and Harwich Port. Generous living and dining areas provide ample room to gather and entertain, making the property ideal for year-round living, summer getaways, or a vacation rental investment. The gourmet kitchen features a Wolf range, warming drawer, granite countertops, and oversized center island. A spacious primary suite offers a walk-in closet and luxurious en-suite bath, while three additional bedrooms comfortably accommodate family and guests. A welcoming porch and wraparound decks overlook the private backyard. Additional amenities include central A/C, a Jotul wood stove, tankless water heater, natural gas grill, town sewer, and a separate storage or workshop outbuilding. An unfinished partial walkout basement offers further potential. A rare opportunity for space, flexibility, and convenience in Chatham.

2118 Main St, Chatham

Listing courtesy of Listing Agent: Marcie Smith from Listing Office: Gibson Sotheby's International Realty.
2673 Main St, Chatham
$849,000
4 Beds ⋅ 2 Baths ⋅ 73585326 MLS

2673 Main St, Chatham

Listing courtesy of Listing Agent: Barbara Garside from Listing Office: eXp Realty LLC.
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 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.
12 Pond St, Chatham
$6,875,000
4 Beds ⋅ 5 Baths ⋅ 73582098 MLS
Few homes command Oyster Pond like 12 Pond Street. Three soaring peaks, the center crowned in sculptural rounded copper, announce a custom Eastward Companies build of rare craftsmanship, with immediate proximity to Main Street and the beach. Inside, every room turns toward the water. The open first floor is anchored by a kitchen perched above stunning views, its custom cabinetry and large island opening to a fireplaced living and dining area that flows to the waterfront patio. Just beyond, the primary suite offers built-ins, a gas fireplace, a walk-in closet, and a spa-like bath. Hardwood, high ceilings, and exceptional millwork carry throughout. Upstairs, a vaulted family room with wet bar opens to a porch set above the water, joined by three bedrooms and two full baths. Below, a fully equipped gym and entertaining space. Outside, a full paver driveway, retaining walls, and terraced bluestone patios frame hydrangeas and lush native plantings, with a gas firepit, outdoor shower, and generator. A deeded association dock and mooring field deliver some of the finest boating and recreation on the Cape. A show house, purpose-built for entertaining and for a life lived on the water.

12 Pond St, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
169 Tisquantum Rd, Chatham
$4,495,000
5 Beds ⋅ 5 Baths ⋅ 73581092 MLS
Beyond the Chatham Lighthouse, with over an acre on Morris Island, a five-bedroom estate of more than 5,000 square feet keeps its own quiet company. Deeded beach rights through the Quitnesset Association put the sand a short stroll away, while Main Street waits minutes behind you. A grand staircase rising from the foyer gives arrival a true sense of occasion. At the heart of the home, a vaulted living room gathers light through walls of windows, framing an expansive deck and serene, private grounds with room for a pool. To the left, a private wing pairs the primary suite with a dedicated office. Formal dining flows to a spacious kitchen with a large island, bar seating, and a breakfast nook with sliders to the yard, while a sunroom invites the seasons in. Upstairs, four generous, light-filled bedrooms, several en suite, welcome family and guests across generations. Above the two-car garage, a sprawling recreation room is poised to become a guest suite. A mudroom, first-floor laundry, and outdoor shower make easy work of long beach days. Morning on the sand, evening on Main Street, and every hour between on your own acre. A rare and prestigious Chatham estate, built for gathering.

169 Tisquantum Rd, Chatham

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
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.
39 Jedidiah Way, Chatham
$1,495,000
2 Beds ⋅ 2 Baths ⋅ 73577973 MLS
Welcome to 39 Jedidiah Way, a beautifully maintained Cape Cod residence set on an elevated, meticulously landscaped half-acre at the end of a quiet cul-de-sac. Offering privacy, direct access to the bike path, and convenient proximity to Chatham’s beaches, recreation, restaurants, and village amenities, this inviting home presents an exceptional opportunity to embrace the Cape Cod lifestyle. A welcoming foyer introduces a bright, open interior highlighted by soaring vaulted ceilings and a handsome brick, wood-burning fireplace that anchors the living room. The adjoining dining area opens through sliding glass doors to an expansive rear deck, creating a natural extension of the living space and an ideal setting for summer entertaining, outdoor dining, or simply enjoying the beautifully landscaped and private backyard. The well-appointed kitchen features a center island, pantry, generous workspace, and a comfortable layout designed for both everyday living and entertaining. Completing the first floor is a spacious bedroom, full bath, and conveniently located laundry, providing the flexibility of single-level living. An oak staircase leads to the second floor, where a dramatic loft overlooks the living area below and offers versatile space for a home office, reading area, or additional gathering space. The generously proportioned second bedroom features a defined sitting area and an impressive walk-in closet, with a second full bath completing this level. One of the property's most distinctive features is found just beyond the backyard: a private gated path provides direct access to the Old Colony Rail Trail, placing miles of scenic walking, jogging, and cycling virtually at your doorstep. Schoolhouse Pond, Volunteer Park, conservation areas, and Chatham’s many recreational amenities are also nearby, while Ridgevale Beach and the waters of Nantucket Sound are approximately one mile away. Additional amenities include natural gas heat, central air conditioning, town water, irrigation supplied by a private well, and an unfinished lower level offering excellent storage and future possibilities.

39 Jedidiah Way, Chatham

Listing courtesy of Listing Agent: Andrew Grattan from Listing Office: Christie's International Real Estate Atlantic Brokerage.
22 Moonpenny Ln, Chatham
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 73576453 MLS
This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don’t come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

22 Moonpenny Ln, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
72 Ridgevale Rd So, Chatham
$2,499,000
2 Beds ⋅ 2 Baths ⋅ 73574801 MLS
Perched in one of Chatham's most sought-after coastal neighborhoods, 72 Ridgevale Road South is a rare Cape Cod offering with sweeping views of Bucks Creek, Nantucket Sound, and Ridgevale Beach. Rebuilt in 2002 and beautifully maintained, this move-in ready Chatham home captures sparkling water views from nearly every angle and offers the coastal lifestyle buyers come to Cape Cod to find. A private dock, shared through an intimate seven-member association, provides coveted access to Bucks Creek and beyond, ideal for boating, kayaking, paddleboarding, and enjoying life on the water. The neighborhood association also includes a nearby parking area for added convenience, all for just $200 per year. Additional features include gas heat, a Generac whole-house generator, a new roof, irrigation connected to town water, and a classic outdoor shower. Seller is designing a new septic, install will be buyer responsibility. With dock access, exceptional water views, proximity to Ridgevale Beach, and a prime Chatham location, this is a truly special property for year-round living, a second home, or a Cape Cod retreat.

72 Ridgevale Rd So, Chatham

Listing courtesy of Listing Agent: Shane Masaschi from Listing Office: Compass.
47 Aunt Deborah's Lane, Chatham
$5,500
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 fully 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. Only 30 mins from Cape Cod Hospital. Available for off-season rental from now 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.
216 Orleans Rd Unit D, Chatham
$619,000
2 Beds ⋅ 2 Baths ⋅ 73571094 MLS ⋅ ['Nickerson Corners'] BLDG.
Spacious and sunny condo in North Chatham set on the corner of Stoney Hill Rd. Walk to Cow yard beach and admire the historic homes along the way. Or walk in the opposite direction towards down town Chatham. The location and size of this condo will win your heart. Offered completely furnished with many recent upgrades including new AC, new deck, new windows and roof. This condo is graced with beautiful wood floors and a fireplace with built in book shelves that make this condo feel like a home. There are 2 spacious bedroom and 2 full bathrooms. This condo has a solid rental history making it a smart investment.

216 Orleans Rd Unit D, Chatham

Listing courtesy of Listing Agent: Kathleen Phelan from Listing Office: Compass.
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.
106 Barcliff Ave, Chatham
$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.
210 Orleans Road Unit C, Chatham
$675,000
2 Beds ⋅ 2 Baths ⋅ 73568884 MLS ⋅ ['Nickerson Corners'] BLDG.
Wonderful two-bedroom, two bath end unit condominium close to Chatham village and beaches.. Recently renovated and three split units for heat and air conditioning also added. Plenty of parking and storage and all the work is done for you. Insurance, landscaping, trash pickup, exterior maintenance, professional management, snow removal, are all covered in the reasonable monthly association fee. Leave all the work to others and enjoy everything Chatham and Cape Cod have to offer. Affordable for either year-round or seasonal use or rent it out for part of the year..........Being sold mostly furnished for no additional cost.......This information has not been independently verified, and buyer should do their own due diligence by checking with town bylaws zoning, and their attorney

210 Orleans Road Unit C, Chatham

Listing courtesy of Listing Agent: John Burke from Listing Office: William Raveis Chatham.

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.

How much is your home worth?

Get instant property value now!