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.
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.
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!
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.
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.
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.
Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living.This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted setting within a friendly association that features an association dock on Bucks Creek, complete with kayak storage and a picnic area—ideal for effortless days on the water. The home is enhanced by EV charging station and owned solar, offering exceptional energy efficiency and savings. Thoughtfully designed, light-filled, and meticulously cared for, it is truly a delight to show. Come experience the charm, serenity, and coastal lifestyle this Bucks Creek gem has to offer. An abutting property, 78 Indian Trail, is availbale for sale at $2,800,000.
Professional photos coming soon! Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water. Take in spectacular water views and unforgettable sunsets, with private stairs leading down to the water’s edge of Bucks Creek for easy access and serene enjoyment. Inside, the home is a pleasure to show, highlighted by a wonderful sunroom that captures the light and scenery year-round. A rare opportunity to enjoy Chatham living at its best. An abutting property, 92 Indian Trail, is available for $3,200,000.
Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a thoughtful floorplan includes 5+ ensuite bedrooms and 3 full floors of living spaces, each accessible by elevator. The large family room features a stone fireplace, window seats, coffered ceilings and direct access to expansive deck overlooking the water. A gorgeous chef's kitchen with 14ft island is the heart of the home with top of the line appliances, Wolf range and a pantry. Spacious primary suite with adjacent octagonal office complements this rare coastal offering. Resort like amenities include a lower level game room, sauna, gym, kitchen, cabana, and heated pool with integrated hot tub.
Nestled above Bumbula “It’s All About Me,” Unit D at 425 Main Street offers a rare blend of privacy, comfort, and true in-town living. One of only two residences on the second floor, it features a discreet private entrance and an open, light-filled layout with recent upgrades, including luxury vinyl flooring and refreshed finishes. The well-appointed kitchen flows into a spacious living and dining area, while the flexible bedroom provides generous storage and year-round functionality. Additional conveniences include a dedicated parking space behind the building and membership in a small, owner-managed four-unit HOA with low fees. Set in the heart of Chatham’s iconic Main Street district, the property offers unmatched walkability to shops, dining, beaches, and year-round attractions. With a low tax rate, strong seasonal economy, and limited inventory, this turnkey unit presents a rare opportunity to secure a refined home in one of New England’s most desirable coastal towns.
** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms—four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room with fireplace, first-floor bedroom currently used as a sitting room, foyer with unique herringbone brick floor, laundry room, plus finished basement. Upstairs, the primary suite offers full bath and three closets, plus two additional bedrooms with full bath. Enjoy picturesque front and back porches, mature plantings, a stone deck, a private back yard with firepit, and space for a swimming pool or tennis court. On the Chatham walking loop, just steps to downtown, Oyster Pond, and Battlefield Landing. Don't miss this exceptional opportunity!
Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace. A one-car garage and large unfinished basement sits below the home, and the property sits on roughly ½ acre, offering space for outdoor activities or gardening. While in need of some updating, recent upgrades include Roof, Furnace, gas water heater, electrical, and it provides solid value and strong potential in a sought-after location that is close to local amenities.
Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes.
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.
