Start enjoying your Cape Cod summer in this meticulously maintained 3-bedroom, 3-bathroom ranch. You'll love the cozy ambiance of two wood-burning fireplaces--one in the living room and another in the inviting den--perfect for chilly coastal nights. The updated kitchen features white cabinetry, a wine cooler, and a dual-fuel oven. Warm wood floors flow throughout, leading to a primary suite with a private, updated bath. The lower level offers a versatile finished basement, ideal for a game room or gym, plus a dedicated woodshop for your weekend projects. This home is built for efficiency and peace of mind, boasting a new roof, owned solar panels, and a double-walled oil tank. Outside, the lifestyle truly shines. Relax on the composite deck overlooking mature landscaping, or unwind by the fire pit after a rinse in the outdoor shower. Best of all, a neighborhood path leads you directly to the scenic trails around Goose Pond for swimming and fishing
The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6,000 square feet of living space sited on 1.635 bucolic acres -- a sanctuary setting with the scale and usability to match.A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floorplan, while a fully finished basement provides a complete auxiliary level for guests and entertaining -- a depth of program rarely found at this price point. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. A property conceived for generational use, with the flexibility to customize finishes to suit your vision. Constructed by R.A. Martin -- among the most trusted names in Chatham custom construction -- 50 Sylvan Way is a singular proposition in the Chatham marketplace.
The newest release within a private gated enclave in South Chatham's emerging luxury corridor, 50 Sylvan Way is a bespoke custom estate minutes from the Cape's most iconic downtowns, beaches, and dining, yet removed enough to feel like a world apart. Thirteen rooms across over 6000 square feet of living space sited on 1.635 bucolic acres. A first-floor primary wing. Three-car garage. Every bedroom ensuite. An open-concept great room with soaring ceilings anchors the floor-plan, while a fully finished basement provides a complete auxiliary level for guests and entertaining — a depth of program rarely found. Outside, a pool and integrated jacuzzi anchor the aquatic experience, framed by a dramatic firewall feature and wraparound deck purpose-built for outdoor living at scale. Constructed by R.A. Martin — among the most trusted names in Chatham construction — the property offers a rare opportunity to customize finishes to suit. A singular proposition in the Chatham marketplace!
Welcome home and get ready to experience a Cape Cod summer right by the shore! Located in one of North Truro's most desirable neighborhoods, you'll have access to your deeded, private bayside beach with an unbeatable view. This immaculate ranch is tucked away from the road, offering a peaceful one acre of surrounding privacy . The vaulted ceilings and skylights inside open to the inviting wraparound deck and pergola perfect for entertainment and appreciation of the expansive fenced-in landscape. Enjoy the private outdoor shower after a relaxing day at the beach and with all this, still only a short distance to local sandwich shops, the farmers and fish market, and just around the corner from Truro Vineyards. On hot summer days enjoy the central AC and in the winter, the woodstove warms the whole house. This house truly has it all. Nothing to do but move in and start making memories.
Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully designed for gathering, relaxing, and entertaining, this one-of-a-kind property offers the charm of a custom retreat with the functionality of today's living. Ideally located close to beaches, shopping and restaurants. With deeded rights to the private beach just steps away, a beautiful landing to launch your kayaks. This is a truly distinctive home with architectural character, inviting spaces, and an unforgettable sense of place. (Moorings should be available on Taylor's Pond with a relatively short waitlist, check with the Harbormaster!)
Unique post-and-beam masterpiece, blending rustic character with modern comfort. This dramatic home showcases soaring cathedral ceilings, exposed timber framing, and an open lofted design with stained glass windows, creating an impressive sense of space and light. Rich wood details and crisp white walls create a timeless balance of warmth, craftsmanship, and coastal elegance. Thoughtfully designed for gathering, relaxing, and entertaining, this one-of-a-kind property offers the charm of a custom retreat with the functionality of today’s living. Ideally located close to beaches, shopping and restaurants. With deeded rights to the private beach just steps away, a beautiful landing to launch your kayaks. This is a truly distinctive home with architectural character, inviting spaces, and an unforgettable sense of place. (Moorings should be available on Taylor's Pond with a relatively short waitlist, check with the Harbormaster!)
Discover a unique opportunity to own a versatile property in one of Cape Cod’s most desirable towns, offering potential as a private residence, multi-family retreat, or investment property. Located less than three-quarters of a mile from the beach, this property has multiple possibilities.The property currently includes a two-bedroom apartment and a separate studio apartment, providing immediate options for comfortable living, guest accommodations, rental income, or a combination of all three. The existing layout lends itself well to reimagining as a single-family home or maintaining a flexible multi-unit configuration.Whether you’re envisioning a year-round residence, seasonal getaway, or income-producing property, there are many possibilities within the zoning allowances.Currently home to a long-standing and successful seasonal restaurant, the property is equipped for a variety of future uses—this is an opportunity to create a distinctive coastal home tailored to your vision.
One-floor living for your retreat or year-round residence! A wood-burning fireplace anchors the inviting living room while a large bay window welcomes the sunlight! The main bedroom offers an en suite bath and private outdoor access—ideal if you decide to add a hot tub behind the house! The 1st-floor laundry and bonus space are handy where there was previously a garage. The unfinished lower level also invites many possibilities--a workshop, craft room, studio, rec room, or expanded living area? Outside, the newer roof, red cedar shingles, and Azek trim pair curb appeal with low maintenance. Complemented by a newer shed and outdoor shower. Gas hot water heat plus updates like newer windows, a slider, and central AC ensure year-round comfort. This home is a true gem in a central location not far from the bike path, ponds, and Nantucket Sound beaches! A blank slate with incredible potential, ready for your personal touches! Please watch the video! Buyers/agents to all confirm details.
Lovingly maintained, this classic Chatham ranch reflects true pride of ownership. A traditional layout offers three bedrooms, including a primary with en suite bath, and easy, comfortable living throughout. Recently refreshed with full interior paint and beautifully staged, the home feels bright, welcoming, and move-in ready. Set on a generous lot with adjacent green space, the property offers added privacy, with the backyard extending to peaceful conservation land—ideal for relaxing or entertaining. A detached two-car garage adds versatility with finished space above, complete with a full bath, private entrance, and its own deck—perfect for a home office, studio, guest overflow, or recreation space (buyers/agents to verify use). The walkout lower level offers additional potential for future living space. A special property in a sought-after Chatham location.
Perfect for kayak and canoe enthusiasts, this inviting South Chatham home, south of Rt 28, sits just one tenth of a mile from the town landing on Mill Creek, offering effortless access to serene paddling, birdwatching, and peaceful mornings on the water.Inside, the open concept first floor features hardwood floors throughout, creating a warm, cohesive flow from the living area to the dining space and kitchen. With three bedrooms, including a convenient first floor bedroom, and two full baths, the home offers comfort and flexibility for guests and year round living. Hardwood flooring continues through part of the second story, adding to the home's charm and continuity.Step outside and enjoy multiple outdoor living spaces designed for Cape Cod summers -- a fun side deck, a spacious back patio accessed through sliding doors, and a brand new outdoor shower perfect after a day on the water. The generous side yard provides plenty of room for lawn games, gatherings, and family activities.Whether you're seeking a coastal getaway or a year round home with unbeatable water access, this South Chatham gem delivers the best of relaxed, outdoor focused Cape Cod living.
South of Route 28 and moments from the shimmering shores of Nantucket Sound, this new residence by Eastward Companies captures the essence of refined coastal living. Gracefully sited on over two-thirds of an acre, the home's striking Dutch Gambrel architecture evokes timeless Cape heritage while delivering over 4,450 square feet of sophisticated, modern design across three impeccably finished levels. A dramatic foyer introduces a sweeping staircase and opens to a grand great room, where coffered ceilings, a statement fireplace, and wide-plank white oak floors create a setting of understated elegance. Walls of glass draw the eye outward to the private grounds, seamlessly connecting indoor and outdoor living. The chef's kitchen is both functional and exquisite--anchored by an oversized island, quartz surfaces, and a well-appointed pantry--while a sunlit breakfast nook overlooks the pool and manicured landscape. A formal dining room offers flexibility as an entertaining space or refined retreat. The first-floor primary suite is a sanctuary unto itself, offering a spa-inspired bath and expansive walk-in closet. Thoughtfully designed, the main level also includes a powder room, laundry room, and custom built-ins for effortless organization. Upstairs, a vaulted family room with wet bar opens to a private deck, capturing gentle ocean breezes. Two en-suite bedrooms--each with distinctive architectural character--are complemented by a private office and an additional lounge or game room with full bath, providing exceptional versatility. The finished lower level, spanning over 1,350 square feet, offers a full bath and additional laundry--ideal for poolside living or extended guest accommodations. Outdoors, a resort-caliber setting unfolds with a heated Gunite saltwater pool and spa, expansive stone patio, and professionally landscaped grounds supported by a private irrigation well. A two-car attached garage completes this extraordinary offering. This is a rare opportunity to own a meticulously crafted coastal estate where timeless design, modern luxury, and an exceptional location converge.
This adorable turn-key 2 bedroom 1 1/2 bath home sited on .26 acres has been recently overhauled to include refinished hardwood, interior paint as well as a fully renovated kitchen and bathrooms. A blank canvas in the form of an unfinished walk out basement with windows and sliders is left to the buyer's imagination for any number of uses and leads to a private backyard on this sleepy dead end street. This property is currently under a rental contract and professionally managed with a fixed revenue return and owner timeslots that would convey to a buyer inclined to purchase prior to the expiration of the contract.
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.
One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes and extras at this stage of construction with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyer. Incorporating expansive open living space you will enjoy entertaining friends and family here. Some of the features are three ensuite bedrooms, a magnificent cooks kitchen with butlers pantry and a custom inground pool among other things you come to expect from this creative builder. Do not miss this opportunity to make this very special home your own.
One of two new Eastward Company homes being constructed in this private enclave in Chatham. It offers the opportunity to select your own finishes at this stage with occupancy for next Summer 2026. The builder is committed to providing the utmost quality and proven floor plans which appeal to the most discerning buyers. Incorporating expansive open living space you will enjoy entertaining family and friends here. Some of the features are a three car garage, four ensuite bedrooms, a magnificent cooks kitchen with pantry and a custom inground pool among other things you would expect from this creative builder. Do not miss this opportunity to make this very special home your own.


South Chatham is located in Massachusetts. South Chatham, Massachusetts 02659has a population of 1,030. South Chatham 02659 is more family-centric than the surrounding county with 31.87% of the households containing married families with children. The county average for households married with children is 19.97%.
The median household income in South Chatham, Massachusetts 02659 is $61,302. 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 South Chatham 02659 is 52.8 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 23.1 inches of snow per year.