447 South Street
Litchfield, Connecticut 06759
Reduced from $1,800,000
- Beds
- 5
- Baths
- 3 | 2
- SqFt
- 4,762
- Acres
- 2.29
- Year Built
- 1966
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
This beautifully reimagined Mid-Century home sits on a picturesque stretch of the Bantam River. It blends timeless architectural character w/ modern comfort in one of Litchfield's most desirable locations. Thoughtfully redesigned from top to bottom by the current owners, the living area is centered around a stunning 45-foot square private garden/courtyard. This rare feature fills the interior w/ natural light & creates a seamless connection between indoor and outdoor living. Walls of glass and clean mid-century lines frame serene views of this courtyard on one side with the back bluestone terrace and river on the other. The home offers 5 bedrooms, incl a main-level primary suite w/ dressing room. Addl amenities include: an office with half bath, media/game room, addl powder room, laundry on each level, 2-car attached garage & a whole-house generator. Ideally located down a long driveway just outside the heart of Litchfield Village, the property offers compete privacy, flat usable land and stunning river and pond views. Easy access to boutique shopping, acclaimed dining, farm stands, Bantam Lake, Litchfield Country Club (golf, tennis, pool, camps, dining) and prestigious private schools. Enjoy miles of land trust hiking trails, nearby events at South Farms and skiing at Mohawk mountain. Under 2 hours from NYC.
Key Facts
- City/Town
- Litchfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1966
- Days on Market
- 166 days
- Beds
- 5
- Baths
- 3 full · 2 half
- Living Area
- 4,762 sq ft
- Lot Size
- 2.29 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $13,235 / Annually
Market Snapshot
The Litchfield Market
Single Family · trailing 12 months
Active Listings
19
12 under contract
Median List Price
$895,000
19 active listings
Median Closed Price
$524,000
71 sales
Median Days on Market
47
19 active listings
Median $ / Sq Ft
$373
19 active listings
Sale-to-List Ratio
100.0%
71 sales
How this home compares
List Price
$1.77M
vs $895,000 median
98.3% above median
Price / Sq Ft
$373
vs $373 median
In line with median
Days on Market
166 days
vs 47 days median
119 days longer than median
Based on 19 active and 71 closed sales (trailing 12 mo) of single family in Litchfield. Source: SmartMLS · As of August 25, 2026.
Location
447 South Street, Litchfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$9,116
- Property Taxes$1,103
- Insurance$592
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Litchfield
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1966
- New Construction
- No/Resale
- Living Area
- 4,762 sq ft
- Below Grade
- 1,012 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Lakeview High School
Interior
- Heating
- BaseboardHot AirRadiantZoned
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower LevelMain Level
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- PartialHeatedPartially FinishedLiveable Space
- In-Law Apartment
- No
- Interior Features
- Cable - AvailableOpen Floor Plan
- Accessibility
- Multiple Entries/Exits
Exterior & Lot
- Lot Size
- 2.29 acres
- Zoning
- HR20
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GarageOff Street ParkingDrivewayUnpavedSharedGravel
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverView
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Brick
- Color
- Slate Blue/Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesTerraceGuttersStone Wall
- Lot Description
- Interior LotLightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $13,235 / Annually
- Days on Market
- 166
- MLS #
- 24157987
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/25/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/25/2026 at 4:55 AM UTC.