In the heart of Litchfield's coveted Historic District, along one of the town's most admired streets, stands the circa-1855 Woodruff House, an iconic Italianate Victorian Villa and enduring centerpiece of the neighborhood. Built for prominent Litchfield resident George Morris Woodruff, this beloved home blends architectural pedigree with modern livability. Signature elements include a shallow hipped roofline, distinctive columned verandah, double-tiered gallery, and dramatic two-story octagonal bays, a rare and remarkably preserved example of the period. Inside, grand yet inviting spaces unfold: formal entry hall, multiple living rooms for gathering and quiet retreat, dining room, den, office, and a spacious kitchen opening to a comfortable family room. The home offers five bedrooms including two primary suites, along with four full and three half baths, allowing guests and owners alike to live graciously. French doors lead to a sunroom and deck overlooking mature, landscaped grounds designed for entertaining with two patios, an updated heated pool, and the kind of setting that makes weekends linger longer. Modern comforts integrate seamlessly: elevator to primary bedroom, generator, four fireplaces and laundry room. A heated two-story barn provides flexible space for studio, workshop, or collector storage with room for two vehicles. Moments to the Litchfield Green. A rare opportunity to own not simply a home, but a recognized piece of Litchfield's architectural legacy.
Sold for $2,188,000
Zillow last checked:
Listing updated:
Bought with:
Maria Taylor, RES.0752614
Klemm Real Estate Inc
Claudine McHugh
Klemm Real Estate Inc
Source: Smart MLS,MLS#: 24150605
Price history
| Date | Event | Price |
|---|---|---|
| 4/15/2026 | Sold | $2,188,000+9.4%$402/sqft |
Source:  Smart MLS #24150605 Report a problem | ||
| 3/8/2026 | Pending sale | $2,000,000$367/sqft |
Source: Smart MLS #24150605 Report a problem | ||
| 2/12/2026 | Listed for sale | $2,000,000+14.3%$367/sqft |
Source: Smart MLS #24150605 Report a problem | ||
| 10/22/2021 | Sold | $1,750,000$321/sqft |
Source: Smart MLS #170400250 Report a problem | ||
| 8/24/2021 | Contingent | $1,750,000$321/sqft |
Source: Smart MLS #170400250 Report a problem | ||
| 6/18/2021 | Listed for sale | $1,750,000+536.4%$321/sqft |
Source: Smart MLS #170400250 Report a problem | ||
| 4/19/2021 | Sold | $275,000-82.8%$50/sqft |
Source: Public Record Report a problem | ||
| 8/20/2010 | Sold | $1,600,000+29%$294/sqft |
Source: Smart MLS #L133895 Report a problem | ||
| 1/13/2004 | Sold | $1,240,000+12.7%$228/sqft |
Source: Public Record Report a problem | ||
| 11/12/2002 | Sold | $1,100,000$202/sqft |
Source: Public Record Report a problem | ||
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