Own a piece of Stonington's maritime history with this remarkable 1700's Sea Captain's estate, originally built by Andrew Chesebrough a member of the founding family of Stonington. Set on nearly 3 private acres just outside the Village, this stately 2890 sq. ft. Colonial blends history, elegance, and modern comfort. The beautifully landscaped grounds feature cherry and apple trees, as well as raspberry and blackberry bushes and lush gardens which create an enchanting setting. A Gunite pool and handsome stone wall add to the estate-like feel of the grounds. Inside the main home, you'll find 4 spacious bedrooms, 3 full baths, a welcoming library, a formal parlor, and a gracious dining room. Four fireplaces and a wood stove anchor the home with warmth and charm. Every detail reflects a careful balance of preservation and modern comfort, with upgrades including a granite kitchen island, new propane furnace, central AC, hot water heater, and 3 rebuilt chimneys and a reset sidewalk are among the many improvements made by the current owners, who have meticulously maintained the property. The estate also includes a 660 sq. ft. guest cottage with 2 bedrooms, 1 bath, and a 2-car garage-perfect for in-laws, an au pair, guests, or as a rental income opportunity. A true once-in-a-lifetime offering, this extraordinary property honors its historic past while providing all the comforts of today-inviting you to carry on the legacy of one of Stonington's founding families.
Photos will be uploaded on Friday
Single-familyProperty Type
1850Year Built
2.81 acresLot Size
$359Est. Price/Sq.Ft.
2 car garageParking
Listed by Nina Beebe• RE/MAX on the Bay
Bought with Valerie Stadnik• Real Broker CT, LLC
Source:Smart MLS #24120418
Redfin Estimate
$1,036,415
$136K since sold in September 2025$2,000 since July
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This home's estimate is 39.6% higher than the average sale price ($742K) of 6 comparable homes.