44 South St, Litchfield, CT 06759
- $2,188,000
- 5
- BD
- 7
- BA
- 5,448
- SqFt
- Sold Price
- $2,188,000
- List Price
- $2,000,000
- Status
- CLOSED
- Days on Market
- 62
- Closing Date
- Apr 15, 2026
- MLS#
- 24150605
- Subtype
- Single Family For Sale
- Style
- Colonial, Victorian
- Year Built
- 1855
- Bedrooms
- 5
- Bathrooms
- 7
- Full Baths
- 4
- Half Baths
- 3
- Living Area
- 5,448
- Lot Size
- 43,995
- Acres
- 1.01
- Neighborhood
- N/A
Property Description
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.
/u.realgeeks.media/davejonesrealty/logo-full.png){kind=logo}
Additional Information
- Interior Features
- Cable Available, Central Vacuum, Elevator
- Exterior Features
- Balcony, Awnings, Porch, Barn/Stable, Deck, Garden, Patio
- Taxes
- $27,091
- Property Description
- Colonial, Victorian
- Zoning
- HR30
- Appliances
- Gas Range, Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
- Heating
- Hot Air, Radiator(s)
- Air Conditioning
- Central Air, Zoned
- Foundation
- Concrete, Masonry Perimeter
- Pool
- Yes
- Parking Features
- Barn, Attached, Underground
- Garage Spaces
- 4
- Elementary School
- Litchfield Center School
- High School
- Lakeview High School
Listing courtesy of Patti Guarantano from William Pitt Sotheby's Int'l. (203) 231-9288 (860) 868-6600
Selling Office: Klemm Real Estate Inc.Mortgage Calculator
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.