Courtesy: Compass
508-945-1856
South of Route 28 in Chatham down a quiet dead end street sits this charming 4 bedroom 2 full bath cape. This property has just over 1700 sq/ft of living space and is just 7/10ths of a mile to popular Ridgevale Beach on Nantucket Sound. The first floor has 2 living areas, a fireplace, hardwood floors, kitchen and dining area, a screened in sunroom, 2 bedrooms and a full bath. On the second floor there are 2 bedrooms and another full bath. Outside the yard is level with attractive mature trees and plantings. There is an outdoor shower just off the back deck with a shed for storage. Liveable as is or take your time to transform this cute house into your dream retirement or vacation home in an area where summer rentals thrive.
Residential Potential in Chatham'sR20 Zone!This unique property offers a rare chance to create a standalone single-family home just moments from downtown Chatham. Note that the building is currently a commercial barber shop under a 1969 variance; however, it is situated in the R20 residential zone. This provides a clear path for conversion: by petitioning the Zoning Board of Appeals (ZBA) to lift the variance, a new owner could return the property to its residential roots.The 600 sq. ft. building sits on a prominent corner lot on Route 28 with dedicated front and rear parking. It is equipped with town water and sewer (550 GPD), natural gas heat, and a 2020 mini-split for cooling. The interior features a sink and laundry area, offering a head start on a residential layout. While any change of use from "Personal and Household Services" requires formal ZBA approval, the R20 zoning makes this a high-potential project. Shown by appointment only.
Courtesy: Compass Massachusetts, LLC
508-945-1186
Effortlessly blending Cape Cod charm with bohemian chic flair, this 3BR 2 full 2 half bath Cape is a serene coastal hideaway tucked into one of Chatham's most desirable neighborhoods. Just moments to town, Chatham Bars Inn and beaches, this property offers the best of location, style and potential. Enjoy a laid back casual lifestyle, whether your enjoying coffee on the front patio or hosting your friends for dinner. The kitchen is currently being renovated and will be sold completed. New full bath renovation on first floor. Set on a spacious lot with privacy and room to grow, this property offers the rare opportunity to add a pool and create your own private oasis just minutes from the water. 32 Gladen is a canvas for your Cape Cod lifestyle.
Nestled in a premier Stage Harbor location, this 4-bedroom, 2-bath property presents an exceptional redevelopment opportunity. Just a short stroll from the beach, boat launch, yacht club and nestled in a prestigious neighborhood, the value lies in this coveted setting. Bring your builder and architect to create a new, luxurious custom home on this prime piece of real estate. Start dreaming today!
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-945-5553
Positioned in the heart of Chatham, 894 Main Street presents a rare mixed-use investment in one of Cape Cod's most visible and enduring locations. Directly across from Chatham Village Market, this iconic Main Street address benefits from exceptional foot traffic, strong frontage, and effortless walkability to the town's most desirable destinations. Comprising 1,773 square feet, the property offers a fully leased commercial space at street level paired with a two-bedroom residential unit above--creating a diversified income opportunity across two asset classes. The commercial space provides flexibility and consistent visibility, while the residence is filled with natural light and features authentic wood floors, charming period details, and private outdoor space. Part of the Munson Meeting Complex, the property includes valuable parking access--an uncommon advantage in this setting. Timeless in character and unmatched in location, 894 Main Street represents a strategic investment or owner-occupant opportunity in one of Cape Cod's most iconic downtown environments.
894 Main Street presents a rare mixed-use investment in one of Cape Cod's most visible and enduring locations. This iconic Main Street address benefits from exceptional foot traffic, strong frontage, and effortless walkability to the town's most desirable destinations. Comprising 1,773 square feet, the property offers a fully leased commercial space at street level paired with a two-bedroom residential unit above--creating a diversified income opportunity across two asset classes. The commercial space provides flexibility and consistent visibility, while the residence features natural light, authentic wood floors, charming period details, and private outdoor space. Part of the Munson Meeting Complex, the property includes valuable parking access--an uncommon advantage in this setting. Timeless in character and unmatched in location, 894 Main Street represents a strategic investment or owner-occupant opportunity in one of Cape Cod's most iconic downtown environments.
Courtesy: Christie's International Real Estate Atlantic Brokerage
508-228-6000
Nestled on a quiet cul-de-sac with deeded access to Lovers Lake, this 4-bedroom, 2-bath Cape-style home offers the perfect blend of comfort, convenience, and Chatham charm. Ideally located near the bike path, tennis and pickleball courts, and just minutes from downtown Chatham, the property is well suited for both year-round living and seasonal enjoyment. The first floor features a spacious eat-in kitchen that opens to a bright skylit sunroom with a cathedral ceiling, creating a wonderful space for relaxing or entertaining. A welcoming living room with a wood-burning fireplace and built-in bookcases adds warmth and character, while two first-floor bedrooms and a full bath provide flexibility and ease of living. Upstairs, you will find two generously sized bedrooms, a second full bath, and a cozy loft area ideal for guests, a reading nook, or additional lounge space. Set in one of Chatham's most desirable locations, this home presents an exceptional opportunity at an attractive price point. Partially finished lower level adds additional living space. Enjoy it as it is, or bring your vision and update it to create your own Cape Cod retreat.
This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous storage, and space for an 8-seat table by a picture window. The layout includes a family room with fireplace, living room with fireplace, and dining room. There is a finished basement with full bath adding flexibility and function. Upstairs are two ensuite bedrooms, plus three more bedrooms, two additional full baths and dedicated laundry room. You'll also find an office nook and access to a rooftop deck/widow's walk with water views. An attached two-car garage and deeded access to a quiet stretch of Stage Harbor Beach complete the home. Properties like this seldom come on the market.
Courtesy: John C Ricotta & Assoc.
508-945-5000
This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous storage, and space for an 8-seat table by a picture window. The layout includes a family room with fireplace, living room with fireplace, and dining room. There is a finished basement with full bath adding flexibility and function. Upstairs are two ensuite bedrooms, plus three more bedrooms, two additional full baths and dedicated laundry room. You'll also find an office nook and access to a rooftop deck/widow's walk with water views. An attached two-car garage and deeded access to a quiet stretch of Stage Harbor Beach complete the home. Properties like this seldom come on the market.
Courtesy: Christie's International Real Estate Atlantic Brokerage
508-945-6000
Don't miss this inviting 3-bedroom Cape with classic New England appeal, nicely sited on over a half acre perfect for a pool! A welcoming farmer's porch greets your entry into this finely-crafted home featuring an abundance of charm, sunlight, built-ins and special touches throughout. The flexible layout lends to one-floor living if desired; with a lovely primary suite, bright granite & stainless kitchen, living room with cozy gas fireplace, adjacent open dining, powder room, laundry, and cheerful sunroom with walls of windows. Upstairs there are two more bedrooms and two full baths, plus a loft/den ideal for quiet relaxing. Amenities include composite decking, level yard, outside shower, Town water, well irrigation system, Town Sewer, full basement, whole-house generator, retractable awning, unfinished room over the oversized 2-car garage and more! The convenient location is just a short stroll to restaurants and Town via sidewalks, and the Bike Path is just around the corner. Whether you're looking for a year-round or vacation property, this home checks all the boxes for the ideal Chatham retreat. Welcome home!
LIGHTHOUSE BEACH - A Nantucket-inspired coastal home designed and built by Polhemus Savery DaSilva, beautifully blends elegance and comfort. The open floor plan features oversized windows and soaring ceilings, offering illuminating views of the swimming pool, spa, outdoor kitchen, patio, gas fire pit, and an irrigated, fenced-in lawn. Ownership includes deeded neighborhood access to Lighthouse Beach. The gourmet kitchen seamlessly integrates the dining room, custom bar, pantry, and wine storage. The inviting living room features a cozy fireplace. The fifth bedroom has been thoughtfully transformed into an inspiring study. On the second floor, you’ll find four wonderfully proportioned bedrooms, each offering distant views of the Atlantic Ocean, and three stylish full bathrooms. The primary suite is a true retreat, boasting a spacious walk-in closet, a dressing room, and an exquisite bath. Main St, Chatham, is less than a mile, and nearby Outermost Harbor is a boater's dream marina.
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.
Tucked within Chatham’s coveted Riverbay, 234 Round Cove offers a rare blend of walkability and private, resort-style living. Just moments to Jackknife Beach and Pleasant Bay, the setting delivers coastal access while feeling entirely your own. Designed for effortless living, the single-level layout features three oversized bedrooms and 2.5 baths, including a secluded primary suite with elevated finishes and a spa-like walk-in shower. Sunlight fills the expansive living space, framed by windows on three sides with seamless access to the patio. A dedicated dining room and sitting area provide flexibility for entertaining or quiet retreat. The kitchen features custom cabinetry, a generous island, and views over the private backyard and pool. Recently completed by Shoreline Pools, the outdoor setting includes a heated pool, spa, and travertine patio. Additional highlights include first-floor laundry, a full basement with expansion potential, and a private lot—move in ready for summer!
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, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Set back from the road on a level, grassy front lawn, Updated chef's kitchen, newer A/C splits, fenced, sunny back yard with deck. Free standing 2 car garage on over .6 acre lot. Unfinished second floor offers expansion potential with previously permitted plan. Large unfinished basement with newer utilities.
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.
Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties
508-945-5553
39 Jedidiah Way, has been gently utilized by the same family for the past 29 years, serving as a reliable summer retreat. Situated on a .5-acre elevated lot overlooking a wooded cul-de-sac, this property boasts direct access to the Old Colony Rail Trail, a unique feature among current Chatham offerings. Enjoy the convenience of being just 1 mile from Nantucket Sound Beaches or capitalize on the 25 miles of paved trails stretching from Chatham to Wellfleet. After exploring Chatham & Cape Cod, return to the serene ambiance of a park-like setting. The property showcases an open floor plan, complemented by a vaulted living room featuring a wood-burning fireplace and a dining area with sliders leading to the deck & private backyard. Additional features include a kitchen equipped w/island, pantry, & pull-out shelves, as well as a first-floor bedroom with a full bath and laundry facilities situated across the hall. The second floor, accessible via a spacious oak staircase, features a loft currently utilized as a family room and an ensuite Primary Bedroomwith seating area & large walk-in closet. Key amenities include oak, tile, and carpet flooring, central air conditioning, town water, and a well for irrigation purposes, as well as an unfinished lower level with interior access. You are likely searching for a vacation home, permanent residence, or potentially a combination of both over time. Your intended use of the home significantly influences your priorities in a property. I recognize the importance of personalizing your space to reflect your individual tastes and lifestyle. The property at 39 Jedidiah Way provides a canvas for your personal touches. Many of the photos were taken during the Blizzard of '26 and serve as a testament that our "Summer Homes Look Great in the Winter Too!"
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.
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.
Chatham is located in Massachusetts. Chatham, Massachusetts 02633has a population of 6,554. Chatham 02633 is less family-centric than the surrounding county with 9.15% 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 02633 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 02633 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.
