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44 South Street

Litchfield, CT 06759

  • $2,000,000
  • 5 Beds
  • 4/3 Baths
  • 5,448 Sqft
  • 1.01 Acres
  • 1855 Built

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.

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Property Highlights
  • STYLE : Colonial,Victorian
  • POOL : Yes
  • EXTERIOR FEATURES : Balcony, Awnings, Porch, Barn, Deck, Garden Area, French Doors, Patio
  • PRICE/SQFT : $367
  • DAYS ON MARKET : 5
  • MLS : 24150605
  • Patti Guarantano

    Licensed Real Estate Salesperson
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Additional Information

LOT DETAILS
  • ACRES: 1.01
  • ACRES SOURCE: Public Records
  • COUNTY: Litchfield
  • GAS DESCRIPTION: Oil
  • LOT DESCRIPTION: Treed, Level Lot, Professionally Landscaped, Historic District
  • OCCUPANCY: Owner
  • WATER DESCRIPTION: Public Water Connected
  • WATER FRONTAGE: Not Applicable
  • WATERFRONT DESCRIPTION: Not Applicable
EXTERIOR FEATURES
  • EXTERIOR FEATURES: Balcony,Awnings,Porch,Barn,Deck,Garden Area,French Doors,Patio
  • EXTERIOR SIDING: Clapboard
  • HOUSE COLOR: Cream
  • POOL DESCRIPTION: Heated, Vinyl, In Ground Pool
  • ROOF: Asphalt Shingle
INTERIOR FEATURES
  • AIR CONDITIONING: Central Air, Zoned
  • APPLIANCES INCLUDED: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Electric Dryer
  • ATTIC: Yes
  • BEDS: 5
  • COOLING: Central Air, Zoned
  • FIREPLACES: 4
  • FULL BATHS: 4
  • FURNACE TYPE: Oil
  • HALF BATHS: 3
  • HEAT: Oil
  • HEAT FUEL: Oil
  • HOT WATER: 80 Gallon Tank
  • LAUNDRY ROOM: Main Level
  • LAUNDRY ROOM ACCESS: 2nd laundry in primary bedroom
  • ROOMS: 13
  • TOTAL BATHS: 7
AMENITIES
  • Health Club
  • Lake
  • Library
  • Park
  • Shopping/Mall
  • Stables/Riding
  • Tennis Courts
  • Auto Garage Door Opener
  • Cable - Available
  • Central Vacuum
  • Elevator
ADDITIONAL INFORMATION
  • ATTIC DESCRIPTION: Storage Space, Floored, Walk-up
  • AVERAGE DAYS ON MARKET: 4
  • BASEMENT DESCRIPTION: Full, Storage, Garage Access, Interior Access, Partially Finished, Walk-out, Full With Walk-Out
  • DAYS ON MARKET: 5
  • ELEMENTARY SCHOOL: Litchfield Center School
  • ENCUMBRANCES: Regulated Historic District, Right of Way
  • GARAGE: Barn, Attached Garage, Under House Garage
  • HAS POOL?: Yes
  • HIGH SCHOOL: Lakeview High School
  • IS OCCUPIED?: Owner
  • LIVING AREA SQFT: 5,448
  • PROPERTY TAX: $27,091
  • RESTRICTIONS: Regulated Historic District, Right of Way
  • SEWER: Public Sewer Connected
  • STATUS: Active
  • STYLE: Colonial, Victorian
  • TYPE: Single Family For Sale
  • YEAR BUILT: 1855
  • YEAR BUILT DETAILS: Public Records
  • ZONING: HR30

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Location for 44 South Street, Litchfield, CT

Community

Litchfield>

Litchfield

Litchfield County, Connecticut

Litchfield is a quintessential New England town defined by its historic district, which includes important original 18th-century homes that line North and South Main Streets. The town is the county seat,...

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  • Patti Guarantano

    Patti Guarantano

    Licensed Real Estate Salesperson
    M
    View My Profile

Listing Courtesy of Patti Guarantano of ((203) 231-9288)William Pitt Sotheby's Int'l (860.868.6600).