South Chatham Homes for Sale

This is the South Chatham beach house everyone is looking for! Fully renovated and turnkey, 124 Pleasant Street is ready for immediate enjoyment -- as a private retreat of your own, or as a proven, guest-favorite rental. A short walk to Pleasant Street Beach, this South Chatham location grows only more desirable year over year. The living room, anchored by a fireplace, flows into the dining room

Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

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

Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

Back on the market! Lovingly maintained and thoughtfully enjoyed over the years, 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 a full interior paint update and beautifully staged, the home feels bright, welcoming, and ready for its

Dawn Lee Gibson Sotheby's International Realty

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

Patrick Davison Shining Sea Realty

Set within a private gated enclave in South Chatham's emerging luxury corridor, 48 Sylvan Way is a singular estate retreat discreetly positioned just moments from the Cape's most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational potential, the property offers rare privacy, scale, and versatility in one of Chatham's most compelling

Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

Just 0.4 miles from the sandy shores of Pleasant Street Beach, this enchanting South Chatham Cape-style cottage captures the timeless charm of Cape Cod living. Set down a private lane on a tree-lined lot, this storybook home is filled with warmth and character. The sun-filled interior features an open living and dining area heated by a cozy natural gas stove, a cheerful kitchen with a butcher

Laurie Miller Sotheby's International Realty, Inc.