An exceptional rental offering in South Wilton, 5 Deerfield Road pairs the architectural drama of a historic barn home with the comforts of a distinctive Connecticut retreat. Set on a cul-de-sac, the residence offers soaring 11-foot ceilings, walls of glass, and monumental timber beams reclaimed from Manhattan's iconic Ruppert Brewery-a striking connection to its New York heritage. Built in 1969 with portions dating to the 1700s, the home blends rich texture and historic character with generous spaces for entertaining and everyday living. A chef's kitchen anchors the main level, complemented by impressive living and dining rooms, an office, an ensuite bedroom, and a powder room. Upstairs, the primary suite features an expansive walk-in closet, while two additional bedrooms include one with a loft. The lower level provides flexible space for recreation, fitness, or a studio, along with a half bath, laundry, and wine cellar. South Wilton offers an appealing balance of New England character and everyday convenience. Wilton Center's local shops, restaurants, and cultural offerings give the town a vibrant gathering place, while the Norwalk River Valley Trail and surrounding preserved open spaces invite time outdoors. The artistic legacy of Weir Farm National Historical Park adds another distinctive dimension to a town where history, nature, and creativity remain part of daily life. Whether envisioned as a full-time residence or a weekend escape from the city, this remarka
This property is priced $4,868 above the rental estimate.
Asking rent
$9,200
Rental estimate
$4,332
Nearby comparable rentals
The Rental Estimate uses 0 recent nearby rental.
Sale and tax history for 5 Deerfield Rd
Sale History
Tax History
Date
Event
Price
SMARTMLS #24212197
Oct 10, 2026
Listed for Rent
$9,200
$2/sq ft
Smart MLS #24082767
Sep 1, 2025
Listing Removed
—
Apr 4, 2025
Listed
$1,750,000
$457/sq ft
Public Records
Aug 5, 2021
Sold
$1,495,000
$390/sq ft
Smart MLS #170362881
Aug 1, 2021
Sold
$1,450,000
$379/sq ft
May 6, 2021
Contingent
—
Jan 15, 2021
Listed
$1,500,000
$392/sq ft
WOW! That’s what everyone says when they see this home and the land. There is really nothing else like it. It is “way beyond” on the “cool” factor. It has history, it has style, it has a great floor plan; it is set on a fabulous piece of land, on a popular cul-de-sac, with city/public water, in a convenient location; and, it is updated and renovated! ## Most of the home was assembled from 65 tons of reclaimed yellow pine timber, which came from the old Ruppert Brewery in Manhattan. Some timbers were 55 feet long and one-foot by one foot-thick, weighing more than a ton. (The brewery, which produced the best-selling beer in America in the early 20th century, comprised 35 buildings between 90th and 94th Streets, and 2nd and 3rd Avenues. Col. Jacob Rupert is famous for his Knickerbocker lager; and for building Yankee Stadium and bringing to town Babe Ruth, Lou Gehrig and Joe DiMaggio.) The flooring and some of the roofing came from a New Haven factory building. The foundation stone walls are granite, three feet thick in places. ## There is also a 2-bedroom, 2-bath guest or in-law suite (with its own kitchen, family room, laundry and separate entrance on ground level); a gym; a brick wine vault; a flat, level yard big enough to play soccer; and a half basketball court, and an organic garden. ## For more pictures of the rest of this house or to see it in person, please reach out to the Listing Agents or your Agent.
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Listing agent: Laurie Cingari (2032739090)
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Last Updated: 2026-11-02T05:30:08.885Z
5 Deerfield Rd is a 3830 square foot property with 5 bedrooms and 3.5 bathrooms. We estimate that 5 Deerfield Rd would rent between $4,332 / mo.5 Deerfield Rd is located in Wilton, the 06897 zipcode, and the Wilton School District.