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.
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.
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.
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.
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.
Set high above Main Street/Route 28, this spacious Chatham home offers a rare combination of privacy, natural beauty, and investment potential on 0.82 acres. Ideal as a vacation home, year-round retreat, or sought-after investment property, this special residence offers exceptional flexibility in one of Cape Cod’s most desirable destinations. At the heart of the home is a gourmet kitchen designed for gathering, featuring a Wolf range, warming drawer, granite countertops, and oversized center island, flowing seamlessly into open living and dining spaces. The primary suite offers a generous walk-in closet and luxurious en-suite bath, while three additional bedrooms accommodate family, guests, or rental use. A welcoming porch and wraparound decks overlook the serene backyard, where abundant birds and wildlife create a private retreat. An outbuilding provides storage or workshop space. Amenities include central A/C, Jotul wood stove, tankless water heater, natural gas grill, and town sewer. An unfinished partial walkout basement offers additional potential. A rare opportunity to own a peaceful Chatham sanctuary and highly desirable Cape Cod investment.
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 cobblestone edged white stone driveway , 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. Some interior pictures are representations of actual finishes. The work to be completed by mid October.
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.
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.
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.
Spectacular custom-built Chatham home designed for effortless entertaining, offering three bedrooms, two bonus rooms, inviting living spaces on all three levels, and a picture-perfect backyard pool setting. A charming front porch welcomes you into a light-filled interior rich with coastal character. The main living room features custom built-ins, shiplap detail, and a wood-burning fireplace, flowing seamlessly into the chef's kitchen with top-of-the-line appliances, island seating, and a custom window that opens to the outdoor bar. The adjacent dining area is framed by sliders, creating exceptional indoor-outdoor flow. Outside, the private landscaped backyard is a true retreat, featuring a 34'x16' gunite pool, spacious patio, grilling area, deck, bar, outdoor shower, level lawn, and storage shed. Back inside, the main level also offers a primary suite with a spa-like bath, laundry room, mudroom, and storage. Upstairs are a family room, full bath, and two very spacious bedrooms. The finished lower level adds a large recreation room, two bonus rooms, full bath, and excellent storage. A very special Chatham property built for gathering, relaxing, and enjoying Cape Cod living!
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.
Welcome to this beautifully designed contemporary home set amidst professionally landscaped grounds in desirable Chatham. Thoughtfully appointed for easy, low-maintenance living, the home offers 1,344 SF on the main level plus 1,036 SF of finished lower-level space with a full bath- providing the space and flexibility of a 3-bedroom home. The open floor plan flows effortlessly from the inviting living area to the outdoor deck, perfect for relaxed summer gatherings. The gourmet kitchen features top-of-the-line appliances, granite counters, center island, custom cabinetry, and a cleverly integrated washer/dryer. The primary suite includes a custom bath & walk-in closet, while the second bedroom/den offers a built-in desk, full-size Murphy bed, and private bath. A studio addition completed in 2023 provides wonderful flexibility for an office, creative space, or guest retreat. Exterior lighting, irrigation, underground utilities, crushed-rock driveway, ample parking, and an enclosed front & rear yard for pets complete this charming property. Move right in and enjoy easy living in Chatham!
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.
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.
This spectacular custom built " Rick Roy" home has undergone another massive renovation in 2025-2026. The home is now " free flowing" connecting the antique portion of the home built in 1952 to the gorgeous massive " great room addition" to the home in 2008. All of the rooms flow into each other with the addition of a large ensuite master bedroom and bathroom on the first floor. The current owner has architectural drawing of Phase 2 and Phase 3 construction plans with the addition of a two car garage with apartment above and a large pool in right side yard. The home is being sold with these plans , once approvals have been provided from the Town Of Chatham. Positioned on a high sloping hillside , the home provides stunning ocean views from all front facing rooms and of course from the unique " widows walk". The Rick Roy constructed " great room" with a large wood burning fireplace , has just received a massive brand new state of the art open kitchen. The gleaming antique floor boards in the great room have been lovingly restored. The home has " all new modern lighting " throughout , with the addition of central air conditioning in the Antique section of home. Private beach assess. All new electrical, lighting , flooring, carpet , plumbing and new full and half bath's have been added to the home. This home has a large completely renovated full basement/ media room and full bathroom for guests. New HVAC added to original part of the home as well as bathroom updates. Some photos are missing as home just was permitted for electrical and plumbing. Video will be added .Private association beach assess and parking. The property has a separate irrigation well that allow's unrestricted watering from to exterior water taps.
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!
The ultimate Chatham compound! Set high on a bluff with views of Hardings Beach and Nantucket Sound, this impressive property features a 4,100+ sqft main house, oversized two-car garage with private guest suite above, and a resort-style backyard with an expansive patio and pool. Inside, ten-foot ceilings, custom built-ins, abundant natural light, and generous living spaces set the tone. The grand family room opens directly to the backyard, while the adjacent kitchen offers top-of-the-line appliances, soaring ceilings, outdoor access, and a spacious dining area. A formal dining room, living room, first-floor primary suite, guest bedroom, full bath, powder room, and laundry provide easy one-level living. Upstairs, a second primary suite features a sitting area, walk-in closet, and private deck overlooking Nantucket Sound. Two additional bedrooms, a sitting room, and a full bath complete the second floor. The heated garage is topped by a private guest suite with coffee bar, full bath, and sitting area. Outside, enjoy a deck, patio, fire pit, multiple gathering areas, and large pool. Deeded access to the private neighborhood path to Hardings Beach is less than 1/10 mile away.
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.
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.
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.
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.
Situated along the peaceful shores of the Oyster Pond River, this stunning seaside home effortlessly blends classic New England architecture with modern luxury. Arriving along a gravel driveway bordered by blooming hydrangeas and mature trees, the residence makes an immediate impression with crisp white columns and a bluestone walkway. Inside, light-filled interiors showcase clean architectural lines, light wood floors, and custom built-ins. At the heart of the home lies a soaring vaulted great room anchored by a large stone fireplace, framed by double-height windows and glass French doors that capture panoramic water views.Designed for effortless entertaining and everyday comfort, the main level flows between open gathering areas and quiet retreats. The eat-in chef's kitchen features custom cabinetry and professional-grade appliances, including a Sub-Zero refrigerator, double ovens, and a Thermador range. Adjoining the kitchen, the formal dining room serves as a centerpiece for hosting, complete with built-in display shelving and a cozy window seat, illuminated by a custom glass pendant light fixture suspended from a recessed ceiling. A first-floor en suite bedroom completes the main level, providing refined accommodations for guests or family. On the second level, a light-filled den is equipped with a wet bar, a built-in alcove day bed, and a private balcony overlooking the water. The primary suite serves as a true sanctuary, complete with vaulted ceilings, expansive windows framing water views, and a contemporary fireplace. The spa-like primary bath boasts a deep soaking tub with a wood surround, a glass shower with textured wall tiling, dual-sink vanities with under-cabinet lighting, and connects to a spacious walk-in closet. The lower level offers endless possibilities with a stone fireplace, built-in workstations, additional guest space, and a fully appointed bath with a deep soaking tub. Outside, multi-tiered outdoor spaces - including covered decking, a stone patio, and manicured lawns running down toward the water's edge - offer front-row seats to Chatham's iconic maritime landscape. Whether setting off by kayak for a day on the water or enjoying al fresco entertaining amidst unsurpassed natural beauty, this property represents coastal Cape Cod living at its absolute finest.
Location, location, location! Exceptional opportunity to own this charming year-round home and vacation retreat just steps from coveted Ridgevale Beach. This warm, inviting ranch has 3 bedrooms and 2 full baths, offering easy one floor living as well as additional space with a separate entrance on the lower level for storage and recreation. Savor the saltwater views and gentle breezes in the front. Dine, entertain or just relax on the spacious deck overlooking a generous back yard bordered by conservation land. Deeded association rights to Sulphur Springs allow kayaking all the way to Ridgedale Beach when the tides are right. The home has a great rental history with repeat tenants that return each summer. The owners and guests have really enjoyed the comfort of the home and the short walk to the beach, enjoying a refreshing outside shower upon their return. The large lot is plush lawn and foliage fed by irrigation with a private well. You can start creating your own memories in a quintessential Chatham beach getaway now! There is a Wood stove hearth with flue hook up to chimney. Home is unique as only home on Cranberry Lane with access to both sides of the lane. Parking is for 2 cars in the front and additional spaces in the back yard.


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