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171 South Street

Litchfield, Connecticut 06759

ACTIVE - NEW$2,395,000
Beds
4
Baths
3 | 1
SqFt
4,346
Acres
3.39
Year Built
1898
Matt Caiola

Matt Caiola

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WaterfrontPool3-Car Garage1 Fireplace

About This Home

Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

Key Facts

City/Town
Litchfield
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1898
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
4,346 sq ft
Lot Size
3.39 acres
Garage / Parking
3 garage
Property Taxes
$15,184 / Annually

Market Snapshot

The Litchfield Market

Single Family · trailing 12 months

Median Days on Market

27

21 active listings

Median $ / Sq Ft

$376

21 active listings

Sale-to-List Ratio

100.0%

71 sales

How this home compares

List Price

$2.40M

vs $895,000 median

2.7× the median

Price / Sq Ft

$551

vs $376 median

46.5% above median

Days on Market

0 days

vs 27 days median

27 days fresher than median

Based on 21 active and 71 closed sales (trailing 12 mo) of single family in Litchfield. Source: SmartMLS · As of September 3, 2026.

Location

171 South Street, Litchfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$14,376

per month

  • Principal & Interest$12,313
  • Property Taxes$1,265
  • Insurance$798
  • 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
1898
New Construction
No/Resale
Living Area
4,346 sq ft

Schools

Elementary
Litchfield Center School
Middle
Litchfield Intermediate School
High
Lakeview High School

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Main floor off kitchen.
Appliances
Gas RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryer
Basement
Crawl SpaceFullUnfinishedConcrete FloorFull With Hatchway
In-Law Apartment
PossibleFirst Floor
Interior Features
Cable - Pre-wiredSecurity System
Additional Rooms
Bonus RoomBreezewayGymMud RoomWorkshop

Exterior & Lot

Lot Size
3.39 acres
Zoning
HR30
Garage / Parking
3 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
RiverWalk to WaterAccess
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
GuniteHeatedIn Ground Pool
Construction
ClapboardWood
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
Fruit TreesDeckGuttersGarden AreaFrench Doors
Lot Description
Lightly WoodedSloping LotClearedProfessionally LandscapedHistoric District

Listing & Financials

Property Taxes
$15,184 / Annually
Days on Market
0
MLS #
24203922
MLS Status
Active

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 9/3/2026. 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 9/3/2026 at 1:10 AM UTC.