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Relive History in These Five Original American Homesteads

This estate in Princeton, N.J. was first established by a colonist named Joseph Worth in 1696, when he built Worth's Mill alongside Stony Brook. The stone bank barn, now renovated into a lofty two-bedroom guest house, went up in 1741. The stacked stone main house was built in 1811 and now, after much renovation and restoration, houses six bedrooms, three bathrooms, seven fireplaces, original blown-glass windows, pine flooring, and kitchen hearth. Recent upgrades mean the house, barn, and two-acre grounds have long outgrown their humble beginnings. The price now reflects the luxurious features and prestigious location—less than two miles from Princeton University—with a hefty $2.495M ask.

? Formerly in a decrepit state, this 1795 farmhouse in the Virginia countryside was recently restored, regaining its pride of place on its 70-acre tract. Known as Frog's Leap, the charming 4,500-square-foot main house received a full makeover, but the historic details remain, like the caulked wooden walls. The kitchen was modernized, bringing in a center island and stainless-steel appliances. Marketed as a high-end equestrian farm, the property is listed for $1.795M.

? This listing is described in the brokerbabble as the "first time offering" of Hockhockson Farm. Given the house's 1700s construction, that means the place would have been in the same family for more than 200 years. Occupying 45 acres in Colts Neck, N.J., the real value of this homestead seems to be in the land, as the 5,000-square-foot main house hasn't been renovated since 1939. That said, the land value is nothing to scoff at, with an asking price of $6M.

? Once the home of landscape painter Daniel Garber, Cuttalossa Farm is said to be the most photographed location in all of Buck's County, Pa., with rolling hills—stripped of poison ivy by the sheep Garber kept for that purpose. Listed for $3M, the ten-acre farm no longer includes the iconic mill building, which dates to 1752, but the historic 1802 stone manor house stands to impress. There are five bedrooms, three bathrooms, and a "wrought iron accentuated solarium," plus a guest cottage, sheep barn, pond, and the Garber studio.

? Known as, you guessed it, the Old Homestead, this 1820 farmhouse is one of the earliest extant homes in the tony Maine enclave of Northeast Harbor. The original section was built on a different site by John Manchester, the grandfather of great local architect Fred Savage. The house was later moved to its current location and a Savage-designed wing was added in 1900. Today the updated manse includes ten bedrooms, eight bathrooms, and eight fireplaces. It is currently listed for $3.25M.

· 619 Lawrenceville Road [Sotheby's International Realty]
· 260 Castleton View Rd [Zillow]
· 228 County Road 537 East [Zillow]
· 6685 Cuttalossa Rd [Zillow]
· Old Homestead [Sotheby's International Realty]