Skip to main content

222 Old South Road

Litchfield, Connecticut 06759

PENDING$499,000
Beds
4
Baths
3
SqFt
2,666
Acres
1.04
Year Built
1889
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage2 Fireplaces

About This Home

Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of that period, the main level includes great room with fireplace and french doors to western facing deck and lawn. Kitchen, dining room, cozy office or study with stone fireplace. Sun room. Four bedrooms and laundry on upper level. Two staircases. Attached two car garage. Hardwood floors throughout. Historic properties of this vintage, location and potential are increasingly RARE. Bring your imagination and craftsmanship to unlock the full potential of this 1889 residence. Walkable to White Memorial trails, boardwalk, and Litchfield Green with shopping and restaurants.

Key Facts

City/Town
Litchfield
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1889
Days on Market
19 days
Beds
4
Baths
3 full
Living Area
2,666 sq ft
Lot Size
1.04 acres
Garage / Parking
2 garage
Property Taxes
$10,039 / Annually

Market Snapshot

The Litchfield Market

Single Family · trailing 12 months

Median Days on Market

83

19 active listings

Median $ / Sq Ft

$376

19 active listings

Sale-to-List Ratio

100.0%

74 sales

How this home compares

List Price

$499,000

vs $895,000 median

44.2% below median

Price / Sq Ft

$187

vs $376 median

50.3% below median

Days on Market

19 days

vs 83 days median

64 days fresher than median

Based on 19 active and 74 closed sales (trailing 12 mo) of single family in Litchfield. Source: SmartMLS · As of July 28, 2026.

Location

222 Old South Road, Litchfield, Connecticut

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,547

per month

  • Principal & Interest$2,544
  • Property Taxes$837
  • Insurance$166
  • 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
Colonial
Year Built
1889
New Construction
No/Resale
Living Area
2,666 sq ft

Schools

Elementary
Litchfield Center School
High
Lakeview High School

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
2
Laundry
Upper Level
Laundry Location
Top of second staircase on second floor.
Appliances
Electric CooktopWall OvenRefrigeratorFreezerWasherDryer
Basement
PartialUnfinishedInterior AccessConcrete Floor
In-Law Apartment
No
Interior Features
Cable - Available

Exterior & Lot

Lot Size
1.04 acres
Zoning
HR20
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
ClapboardWood
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
DeckGuttersGarden Area
Lot Description
TreedBorders Open SpaceSloping LotGolf Course ViewHistoric District

Listing & Financials

Property Taxes
$10,039 / Annually
Days on Market
19
MLS #
24190079
MLS Status
Under Contract - Continue to Show

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Jessica Travelstead

(860) 459-5592

W. Raveis Lifestyles Realty

(860) 868-0511

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:20 AM UTC.