USACTLitchfieldN/a44 South St
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$2,000,000

4 days ago

44 South St, Litchfield, CT

House

5 Bed

7 Bath

5448 sqft

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MLS® 24150605

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 5448 sqft
Garage Yes
Taxes $27,091
Days Active 3
Lot Size 1.01 acres
Approx. Age 1855
Avg. Price Per Sqft $367
MLS® Number 24150605

Property Address: 44 South St, Litchfield, CT, 06759-4022

Average square foot calculated using Size range provided by listing agent.

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.
MLS® Number24150605
Laundry LevelMain Level, 2nd laundry in primary bedroom
Central VacNo
FireplaceNo
Acreage1.01
Exterior
GarageYes
Approx. Age1855
BasementFull, Storage, Garage Access, Interior Access, Partially Finished, Walk-out, Full With Walk-Out
DrivewayBarn, Attached Garage, Under House Garage
Garage Spaces4
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 3:Upper Level12 × 12 ft
Kitchen:Main Floor25 × 14 ft
Other:Main Floor12 × 9 ft
Office:Main Floor11 × 11 ft
Library:Main Floor18 × 17 ft
Other:Main Floor28 × 13 ft
Other:Main Floor18 × 15 ft
Bedroom 1:Upper Level20 × 15 ft
Living Room:Main Floor19 × 25 ft
Bedroom 2:Upper Level18 × 13 ft
Other:Upper Level14 × 14 ft
Other:Upper Level14 × 14 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Feb 12, 2026List Date
$2,000,000List Price
  • Commute

Commute

Starting Address
Destination Address
44 South St, Litchfield, CT

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