171 South Street
Litchfield, Connecticut 06759
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,346
- Acres
- 3.39
- Year Built
- 1898
- Property Type
- Single Family

Matt Caiola
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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
Active Listings
21
9 under contract
Median List Price
$895,000
21 active listings
Median Closed Price
$524,000
71 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per 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
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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 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.