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148 North Street

Litchfield, Connecticut 06759

PENDING$3,500,000

Reduced from $3,900,000

Beds
7
Baths
5 | 1
SqFt
6,641
Acres
3.93
Year Built
1874
Matt Caiola

Matt Caiola

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Guest HousePool4-Car Garage5 FireplacesPrice Reduced

About This Home

This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

Key Facts

City/Town
Litchfield
Neighborhood
N/A
Property / Style
Single Family · Colonial,Antique
Year Built
1874
Days on Market
122 days
Beds
7
Baths
5 full · 1 half
Living Area
6,641 sq ft
Lot Size
3.93 acres
Garage / Parking
4 garage
Property Taxes
$39,186 / Annually

Market Snapshot

The Litchfield Market

Single Family · trailing 12 months

Median Days on Market

28

23 active listings

Median $ / Sq Ft

$376

23 active listings

Sale-to-List Ratio

100.0%

71 sales

How this home compares

List Price

$3.50M

vs $895,000 median

3.9× the median

Price / Sq Ft

$527

vs $376 median

40.2% above median

Days on Market

122 days

vs 28 days median

94 days longer than median

Based on 23 active and 71 closed sales (trailing 12 mo) of single family in Litchfield. Source: SmartMLS · As of September 5, 2026.

Location

148 North Street, Litchfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$22,519

per month

  • Principal & Interest$18,086
  • Property Taxes$3,266
  • Insurance$1,167
  • 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,Antique
Year Built
1874
New Construction
No/Resale
Living Area
6,641 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hydro Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
5
Laundry
Upper Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullGarage AccessConcrete FloorFull With Walk-Out
Interior Features
Auto Garage Door OpenerCable - Available
Additional Rooms
FoyerGreenhouseMud RoomSitting RoomStaff Quarters

Exterior & Lot

Lot Size
3.93 acres
Zoning
HR30
Garage / Parking
4 garage spacesDetached GarageUnder House Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Pool
Pool HouseIn Ground Pool
Construction
Clapboard
Color
White
Roof
Metal
Foundation
Brick
Exterior Features
Porch-HeatedBalconyTerracePorchDeckGarden AreaGuest HouseFrench Doors
Lot Description
Borders Open SpaceLevel LotProfessionally LandscapedHistoric District

Listing & Financials

Property Taxes
$39,186 / Annually
Days on Market
122
MLS #
24169503
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Heather Croner

(845) 235-9680

William Pitt Sotheby's Int.

(845) 677-5512

Co-Listed By

Patricia McNamee

William Pitt Sotheby's Int.

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/5/2026. 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 9/5/2026 at 3:55 AM UTC.