44 South Street, Litchfield, CT 06759

Local realty services provided by:ERA Hart Sargis-Breen Real Estate
44 South Street,Litchfield, CT 06759
$2,000,000
Virtual Tour
  • 5 Beds
  • 7 Baths
  • 5,448 sq. ft.
  • Single family
  • Active
Listed by: patti guarantano(203) 231-9288
Office: william pitt sotheby's int'l
MLS#:24150605
Source:CT

Price summary

  • Price:$2,000,000
  • Price per sq. ft.:$367.11

About this home

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

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Home facts

  • Year built:1855
  • Listing ID #:24150605
  • Added:4 day(s) ago
  • Updated:February 16, 2026 at 05:41 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:7
  • Full bathrooms:4
  • Half bathrooms:3
  • Living area:5,448 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Hot Air, Radiator

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1855
  • Building area:5,448 sq. ft.
  • Lot area:1.01 Acres

Schools

  • High school:Lakeview High School
  • Elementary school:Litchfield Center School

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$2,000,000
  • Price per sq. ft.:$367.11
  • Tax amount:$27,091 (July 2025-June 2026)
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