The location that has it all...walk to both town, fish pier, beach and baseball games... New Farmhouse being built by Morgan and Son is well underway and expecting completion by July. Enjoy Chatham from this 4BR 5.5 baths, 3980Sq foot home. All bedrooms offer specious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings large slider with views overloooking the new pool and patio area, airy chef's kitchen and dining area. A detached outer building houses a one car garage and a seperate
PONDFRONT: Welcome to 118 Wilfred Road, a charming Cape-style home tucked into one of Chatham's beloved ponds settings. With 3 beds, 3 baths, and 1,804 sq ft, this inviting residence captures the essence of relaxed Cape Cod living. Enjoy sweeping views of Black Pond, White Pond & Emery Pond and take advantage of an exceptional location less than 0.2 miles from White Pond, a cherished freshwater destination for swimming, kayaking, paddleboarding, & summer enjoyment. Perfectly positioned on the Cape Cod bike trail, this home offers easy access to the outdoor lifestyle that makes Chatham so special. The home is rich with character & comfort, featuring gas heat, cathedral ceilings, a one-car garage & serene outdoor setting w/koi pond & deck overlooking expansive waterviews. On a 14,600 sq ft lot & connected to town sewer, this is a special offering in a scenic and sought-after Chatham location. Deeded rights to Emery Pond. Just minutes to the village, beaches, restaurants & shops.
Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water and doors to an expansive waterside deck. A versatile layout supports single-level living, featuring a first-floor suite currently enjoyed as a family room with a fireplace, soaring ceilings, full bath, and access to the deck. The upper level includes three bedrooms and a den, all benefiting from stunning outlooks. Professionally designed grounds provide a sense of seclusion, complemented by a private footpath to the shoreline. An exceptional offering in one of Chatham's most coveted waterfront locations.
Perfectly positioned on a corner lot in a quiet neighborhood, this beautifully maintained home offers peaceful living just moments from everything Chatham has to offer. Less than a mile from downtown, it provides easy access to shops, restaurants, beaches, and landmarks including the Fish Pier, Veterans Field, Seaside Links, and Chatham Bars Inn. Offering two levels with 2,448 sqft (1,530 sqft finished), updates include a new roof, central A/C, outdoor shower, renovated primary bath, and updated appliances. The main level features a bright living room with fireplace and bay window, an updated kitchen with breakfast bar, and a dining area ideal for entertaining. A primary suite, two guest bedrooms, and a full bath complete the level. The lower level adds a second living area, bonus bunk room, garage, laundry, and storage. Outside, enjoy a lush lawn, patio, new outdoor shower, and new walkway. With a strong 15+ year rental history, it’s ideal as a residence, retreat, or investment.
Tucked into a sought-after neighborhood just moments from town, shopping, dining, beaches, Veteran's Field, and the bike path, this three-bedroom, two-bath home offers an exceptional opportunity in a prime Chatham location. Built in 1994, the 1,802 square foot property includes a one-car garage and full basement, providing a strong foundation for your vision. Additional features include wood floors throughout, gas heat, a gas stove, a 150-amp electrical panel, an outdoor shower, and a wood-burning fireplace that adds warmth and character to the main living space. The layout is comfortable and versatile, with spaces ready to be refreshed and reimagined. While the home reflects its original-era finishes, it offers solid bones, exciting potential, and possible pool potential. Buyer are encouraged to conduct independent due diligence and verify all details. A rare opportunity to secure a well-located Chatham address and create something truly special.
Park Place is the Premiere Chatham address for an easy-care lifestyle! These apartment-style condos cater to age 62+ residents seeking to enjoy a walkable location in Town, numerous opportunities for social engagement, an exercise room, library, garage parking, elevator and more. This unit on the top level features vaulted ceilings, skylights, and faces southwest to capture brilliant light and exquisite sunsets. The floor plan encompassing 1,284 sq ft offers a bright living room w/gas fireplace & built-ins, adjacent dining area w/private balcony, den/office, kitchen, and spacious bedroom suite complete w/walk-in closet and full bath. There's also a second bath w/laundry closet & ample storage. Many updates including new luxury COREtek flooring throughout (see complete list in attached documents.) Monthly fee includes inside/out maintenance, internet, heat, A/C, water, electricity, gas, master insurance, landscaping, snow & trash removal, 24/7 Concierge and more. Don't miss out!
Courtesy: William Raveis Real Estate & Home Services
508-255-5555
Comfortable Cape style 3 bedroom home set back from the road, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Updated kitchen, A/C splits, fenced, sunny back yard with deck. Free standing 2 car garage on over .6 acre lot. Expansion potential in the unfinished second floor and basement areas.
This two-bedroom, three bath condominium, part of the historic Christopher Ryder House, blends timeless architecture with elegant design. The residence features high ceilings, wood floors, large windows, and generously scaled rooms. The foyer opens to a grand living room with gas fireplace flowing into the dining area and adjoining pantry, with views into the chef’s kitchen featuring a Thermador gas range, double ovens, built-in coffee machine, Sub-Zero refrigerator, and laundry area. A sunlit den with built-ins and full bath opens to the patio. The primary suite offers a walk-in closet, double vanity bath, and patio access, while the second bedroom includes its own bath and built-in bench. Two enclosed patios—one with outdoor kitchen and fireplace—and a two-car garage complete this offering. Close to Ryder’s Cove, Eastward Ho, Wequassett Inn, Chatham, and Orleans.
Courtesy: Compass
508-945-1856
66 Ethelma Drive is a rare pond front opportunity in Chatham, MA, set along the shores of Emery Pond just minutes from downtown Chatham, Cape Cod beaches, restaurants, shops and close to the bike path. This 4-bedroom, 1-bath home offers 1,547 sq ft on approximately half an acre and presents exceptional potential for renovation, reconstruction, or a custom waterfront build. For buyers seeking waterfront property in Chatham, Cape Cod real estate, or the chance to create a custom home on the pond, this offering is rich with possibility. Enjoy peaceful water views, a serene natural setting, and the kind of privacy and lifestyle that make pond front living so special. Valuable due diligence is already in place, including building plans, engineered plans, ZBA approval, and town sewer is at the road. A unique chance to reimagine and create a signature Chatham retreat in a coveted waterfront setting. Buyer to verify all information and conduct their own due diligence.
Tucked within a coveted North Chatham setting of Harbor Coves and offering access to a private association beach, this exceptional Gambrel-style residence currently under construction with Harbor Builders presents a sophisticated coastal retreat.The property offers generous indoor and outdoor living spaces on a half an acre. The main level features an inviting open floor plan where a well-appointed kitchen that flows seamlessly into a spacious great room with living and dining areas. An elegant first floor primary bedroom with en suite bath, laundry, and mudroom complete the first floor. Above, there are two additional luxurious en suite bedrooms. The second level is anchored by a family room with a full bath, office and a versatile loft that provides ideal accommodations for family and guests. The lower level has the opportunity for an entertainment room, exercise space, and full bath, offering additional flexibility. The grounds are equally impressive, featuring a spa-like pool.
Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha’s Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool area. The main living spaces balance comfort and sophistication with warm wood floors, curated finishes, and multiple gathering areas, including a lower level with a glass-enclosed wine room, custom bar, game area, and media lounge. The kitchen features sleek cabinetry, open shelving, and picture windows overlooking the landscape, while bedrooms serve as private retreats complemented by spa-quality baths. Outside, panoramic water views unfold as a private stairway leads to the shoreline. A detached two-car garage with a guest suite above adds flexibility, completing this exceptional offering.
Courtesy: Christie's International Real Estate Atlantic Brokerage
508-228-6000
A distinguished new residence by Eastward Companies, this exceptional home seamlessly blends timeless architecture with modern luxury, all within walking distance to Chatham Village, Oyster Pond, and renowned dining. Thoughtfully designed and impeccably crafted, the home spans over 5,800 square feet across three finished levels. The main level offers an elegant yet inviting floor plan, featuring a chef's kitchen with a butler's pantry, a formal dining room, and a sunlit breakfast nook. The great room is anchored by a gas fireplace, custom built-ins, and striking beamed ceilings, creating a warm and sophisticated gathering space. A first-floor primary suite provides a private retreat, complete with a walk-in closet and its own gas fireplace. Upstairs, two en-suite bedrooms offer comfort and privacy, including a separate suite above the garage and another with a private balcony. A versatile loft with a full bath adds additional living flexibility. The finished lower level is designed for entertaining, featuring a wet bar and full bath. Outdoors, the property is equally impressive with a heated Gunite pool and spa, professionally landscaped grounds with irrigation, and an outdoor shower--perfect for embracing the Cape Cod lifestyle. Additional amenities include a two-car garage, central vacuum, alarm system, and town sewer connection. A rare opportunity to own new construction of this caliber in one of Chatham's most desirable in-town locations.
Ideally situated just moments from Chatham's Village boutiques and restaurants, this exceptional three bedroom,two bath residence captures the essence of Chatham coastal living. Privately set on a private dead-end street, the property offers tranquility and also convenience in one of Chatham's most desirable settings. Thoughtfully designed for effortless single-level living, the main floor features a living room anchored by a wood-burning fireplace, and a charming kitchen with honed countertops that opens seamlessly to the dining area. A sunken entertainment room extends the living space and flows directly to the patio, creating an inviting private oasis. The backyard and outdoor shower complete the quintessential Cape residence. Two highlights include an oversized two-car garage and generous expansion potential on the second floor providing an opportunity to further elevate the home's footprint and value.
Elevated on a .57 acre lot in a serene North Chatham setting within Ryder's Cove Landing Association, this privately situated 3 bedroom, 3.5 bath home offers three levels of living. The main level features an inviting eat-in kitchen with island, a welcoming living room with fireplace, and a three-season sunroom with TV overlooking peaceful surroundings. The primary suite includes a private bath and access to a deck, and a second full bath completes the first floor. Upstairs are two spacious bedrooms, one with an oversized closet and a shared full bath. The finished walkout lower level offers flexibility with a bonus/entertainment room, half bath, mudroom with laundry and a converted garage currently used as a billiards room. Association amenities include a pool, pickleball courts, private saltwater dock, and kayak/paddleboard storage with direct access to Ryder's Cove and Pleasant Bay.
Courtesy: Christie's International Real Estate Atlantic Brokerage
508-256-6000
This charming Cape-style home is located in Eastward Point, one of Chatham's most coveted coastal enclaves, near the eastern end of Fox Hill Road. Membership in the homeowners association grants access to private sandy beaches as well as use of a shared deep water dock on Crows Pond - leading to Pleasant Bay and the Atlantic.The thoughtful renovation, performed by Polhemus and Savory, seamlessly blends the classic Cape style charm of the living room and dining room with the contemporary open architecture of the kitchen and family room including tray ceiling, skylight, and bay window which overlooks the deck and gardens.The first floor primary bedroom suite allows easy living on one level, while guests can enjoy staying in the two large bedrooms on the second level.Entering through the front door, buyers will be delighted with the living room's large picture window which captures morning sunlight, as well as a handsome over-sized fireplace. An unfinished area above the attached two car garage offers expansion potential such as a studio or office.With beaches, boating, golf and village shopping near by, this may be the peaceful, charming Chatham home you have dreamed about.
Stunning brand new construction from The Young Companies at 230 Barcliff Ave is well underway and ready for Summer 2026. Architecturally pleasing 4BR 5.5 bath shingled home will offer impeccable details ,finish work, detached two car garage and unbeatable walk to town location. Enjoy walking to Chatham's summer league baseball games, iconic fish pier and exclusive Chatham Bars Inn. The 5300 sf home will offer the best new new amenities with a nod to the shingled coastal cottage estates of times past. The open interior as both a welcoming front porch as well as a rear screened porch. The magic continues with high ceilings, centrally located great room with fireplace that opens to a well designed kitchen and adjacent dining room with butler's pantry. A robust primary ensuite , private study and three additional bedrooms grace the second floor. Expansive lower level for use as media room/playroom or gym? You decide! Room for a pool!
Set within a private gated enclave in South Chatham’s emerging luxury corridor, 48 Sylvan Way is a singular estate moments from the Cape’s most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational, the property offers rare privacy and scale in one of Chatham’s most compelling settings. Spanning 5,700 square feet across twelve rooms, this bespoke new construction residence showcases custom craftsmanship and intentional design, conceived for refined, generational living. Three distinct bedroom wings provide comfort and separation, with each bedroom generously sized and ensuite. At its heart, a breathtaking great room anchored by a custom-designed kitchen rises to 23-foot shiplap ceilings with reclaimed beams and a fireplace, while an 18-foot wall of glass opens to the heated saltwater pool and patio for seamless indoor-outdoor living. A rare offering defined by craftsmanship and presence —modern Cape Cod estate living elevated.
Nestled in Chatham's exclusive Morris Island neighborhood, this home embodies the Cape Cod lifestyle. Situated in the sought-after Quitnesset community, this property is perfect for making lasting memories. Step into a the foyer with a stunning double curved staircase, leading to a vaulted living room with a cozy fireplace and a chef's kitchen designed for entertaining. Enjoy casual meals in the breakfast room overlooking a private backyard or host formal gatherings in the dining room. A convenient mudroom and first-floor laundry room makes for easy living. The first-floor primary suite features a walk-in closet and private bath, while the sunroom and wood-paneled den offer peaceful retreats. Upstairs are four guest bedrooms and a charming hideaway accessed by a spiral staircase. A back staircase off the kitchen and two-car garage leads to a large office with expansion potential, while the lower level with a full bath. Deeded Beach Rights.
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 & includes extra 20,737 Sq ft building lot. 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& stone walls. The chef's kitchen has granite countertops, a generous 6 seat center island, a cooking fireplace and skylit seating area, which flows to the tranquil stone patio for outdoor dining, BBQ.1st FL primary suite with access to patio, is a private retreat with adjacent sitting room/ home office & a spa- like bath. 2nd FL has 2 large bedrooms &1 bath with large attic ready for expansion. Completing the plan is lower level room, 2 car garage, AC, generator, gas heat, shed, irrigation. Buyer to install new Title V septic
Set within the prestigious Harbor Coves enclave of Oyster Harbors, overlooking Ryders Cove, this spectacular North Chatham waterfront residence offers refined coastal living. A dramatic entry opens to a showstopping living room with cathedral ceilings and walls of glass framing panoramic water views. Light-filled interiors flow seamlessly for entertaining and everyday living. The kitchen features premium appliances, stone countertops, casual dining, and a bar with beverage and wine refrigeration, including Wolf and Sub-Zero, and opens to the patio and gardens. The main level includes a great room with gas fireplace and built-ins, inviting porch, private den, and mudroom with laundry and direct access to the three-car garage. The primary suite offers sweeping water views and a luxurious en-suite bath. Four additional en-suite bedrooms plus a sixth bedroom currently used as an exercise room complete the upper level. Meticulously landscaped grounds complete this rare waterfront offering.
Courtesy: Compass Massachusetts, LLC
508-945-1186
Set on nearly an acre in one of Chatham's most coveted enclaves, this Stage Island residence offers an extraordinary combination of refined craftsmanship and sweeping Stage Harbor views. The welcoming foyer opens to a dramatic living room with walls of glass framing the water, filling the space with natural light. A stylish kitchen with center island and dining area extends to an expansive deck, creating effortless flow between indoors and outdoors. The first floor also features a private ensuite bedroom, cozy den, and laundry area--providing flexibility for both guests and single-level living. Upstairs, three additional ensuite bedrooms include a serene primary suite with panoramic views, a spa-like bath, and spacious walk-in closet. With generous gathering areas and thoughtful details throughout, the home captures the essence of coastal luxury.
Set on nearly an acre with commanding views of Stage Harbor, this Stage Island residence combines timeless elegance with modern comfort. The foyer opens to a dramatic living room framed by expansive windows and a stylish kitchen with an island and dining area that extends to a generous deck—perfect for entertaining. The main level also offers a private ensuite bedroom, den, and laundry. Upstairs are three ensuite bedrooms with walk-in closets, including a harbor-view primary suite with a spa-like bath. The walkout lower level provides a spacious family room, fitness area, mudroom, and powder room. Outdoors, granite walkways, patios, and a built-in marine grill create seamless indoor-outdoor living. With refined craftsmanship, custom finishes, and one of Chatham’s most coveted addresses, this rare offering captures the essence of coastal luxury.
Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers an open concept with gleaming hardwood floors. 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. The septic has been inspected and failed. The seller has contracted for the engineering and permitting for a new septic but the buyer will be responsible for the new septic.Directions: Old Queen Anne Rd to Captain Kendrick. Countryside Dr to Duck Marsh.
NEW CONSTRUCTION - NORTH CHATHAM, 02650. Zillow’s February 2026 data showed just 6 homes for sale in the coveted 02650 North Chatham market, with 50% higher average home values at $1,933,566, compared to 29 homes for sale and a 50% lower average home value of $1,282,193 in 02633. As someone who lives and works in Chatham, I can tell you this kind of difference matters. Buyers at the luxury level are not just purchasing a home. They are investing in location, lifestyle, privacy, and the rare opportunity to own in one of Cape Cod’s most sought-after settings. I’m proud to say I represent one of the 6 homes currently for sale in North Chatham: 83 Old Mail Road. Offered at $3,795,000, this newly built luxury residence offers refined coastal living in a setting that feels both elegant and effortlessly connected to everything that makes Chatham so special.
Courtesy: Compass
508-945-1856
Welcome to 28 Lakeview Ave...a Riverbay gem in a natural setting. Beautifully renovated with hardwood throughout, this 3 bedroom, 2.5 bath home offers a comfortable floor plan including a first floor primary ensuite bedroom and 2 large guest bedooms and bath on the second level. In addition to the inviting living room and dining room, adjacent to well apppointed eat-in kitchen, the den with sliders to the deck will be where you'll spend many enjoyable hours relaxing or entertaining. Low maintenance perennial gardens form a delightful border in the backyard surrounding the deck and fire pit. A whole house generator, security system and a water purification system are only a few of the many upgrades that will impress. Close proximity to fresh water ponds, walking trails, south side beaches and downtown Chatham.
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.
