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Good evening. Welcome to 44 South Street, Litchfield, CT

$2,000,000
5
Beds
7.00
Baths
5,448
SqFt
1.01
Acres

Pricing Insight: Originally listed for $2,000,000, the price has remained unchanged for approximately 0 days. This property has been on the market for approximately 0 days.

44 South Street, Litchfield, CT is a 5-bed, 7-bath, 5,448 square foot home built in 1855 , featuring colonial,victorian architecture.

This home is within the Litchfield school district. Local, with nearby schools including Litchfield Center School.

MLS #: 24150605

Offered Price: $2,000,000

Residence Type: Single Family

Architectural Style: Colonial,Victorian

Living Area: 5,448 Sq. Ft.

Lot Size: 1.01 Acres

Neighborhood: N/A

County: Litchfield

Year Built: 1855

Design & Construction: Frame

Heating: Hot Air,Radiator

Cooling: Central Air,Zoned

Garage Spaces: 4

Price per Sq Ft as listed: $367

Estimated Tax: $27,091

Days on Market: 0

Home Automation: Not specified

Energy Features: Generator, Programmable Thermostat

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air, Radiator

Fuel Tank Location: In Basement

Cooling System: Central Air, Zoned

Hot Water System: 80 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $367 / Sq. Ft.

Tax assessed value: $1,242,690

Estimated Tax: $27,091

Architectural Style: Colonial,Victorian

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1855

Living Area: 5,448 Sq. Ft.

Lot Size: 1.01 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Litchfield
  • Statistical modeling algorithms
Local Market Context
Active Listings: 27
Average Price: $716,480
Average DOM: 0 days

Complimentary CMAs, no obligation

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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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 1.0 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

27

Homes For Sale

$716,480

Average List Price

Mechanicals & Utilities: Hot Air,Radiator • Oil • Central Air,Zoned • Public Water Connected water • 4 fireplaces

Exterior Features

Exterior Construction: Clapboard

Roof Type: Asphalt Shingle

Foundation: Concrete,Masonry

Garage: Barn,Attached Garage,Under House Garage (4 car)

Patio/Deck: Balcony,Awnings,Porch,Barn,Deck,Garden Area,French Doors,Patio

Pool: Heated,Vinyl,In Ground Pool

Utilities: Water: Public Water Connected

Outbuildings: Balcony,Awnings,Porch,Barn,Deck,Garden Area,French Doors,Patio

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
George Antonopoulos
Real Estate Advisor
Litchfield • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good evening George, I'm interested in
44 South Street, Litchfield, Connecticut
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Agent Photo
George Antonopoulos
george@appzentric.com
800-555-0001
Presented by motif • Source: MLS • Listed by: Patti Guarantano • William Pitt Sotheby's Int'l • MLS# 24150605