44 South St

Roxbury, CT 06783

$1,825,000
Last Sold Price
3
Beds
3,450 Sq. Ft.
$529 / Sq. Ft.
3,450
Sq. Ft.
$529
per Sq. Ft.
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Closed 8/7/25
Closed 8/7/25

Description

PETITE ESTATE:South St in the heart of Roxbury, FoxCroft is a classic 1792 Colonial farmhouse on a generous parcel of land. The property includes a heated pool, guest house, studio, 3 car garage with hayloft, and a pond, as well as remnants of its history: an old ice house and a well house. Inside, original fireplaces anchor each of the main rooms, including a large central fireplace with a bread oven. The sunroom opens to views of the surrounding trees and offers a quiet spot to read or work. Built-in...PETITE ESTATE:South St in the heart of Roxbury, FoxCroft is a classic 1792 Colonial farmhouse on a generous parcel of land. The property includes a heated pool, guest house, studio, 3 car garage with hayloft, and a pond, as well as remnants of its history: an old ice house and a well house. Inside, original fireplaces anchor each of the main rooms, including a large central fireplace with a bread oven. The sunroom opens to views of the surrounding trees and offers a quiet spot to read or work. Built-in shelves and exposed beams appear throughout, balancing simplicity with style. The kitchen has been updated with a six-burner Viking stove, Bosch dishwasher, and SubZero refrigerator, and connects to a butler's pantry for storage and utility. Front and back staircases lead upstairs to 3 ensuite bedrooms with lots of closet space. The primary suite includes a fireplace, walk-in closet, and a bonus room that could serve as a study or dressing room. The guest cottage, once a schoolhouse with cubbies, offers its own living space with a bedroom, sitting area, and full bath. The studio nearby includes a half bath, separate laundry, and flexible open space under high ceilings, ideal for creative, remote work or a play space. Outdoors, the land invites exploration. There are perennial gardens, a meadow, a pond that used to be Roxbury's town skating pond, and shaded paths among old trees and stone walls. FoxCroft is a place to settle in, or to get away. It's ready for its next chapter
  1. Listed by Lenore Mallett • William Pitt Sotheby's Int'l
    P: (203)-209-1777 C: (203)-209-1777 lmallett@wpsir.com
  2. Listed by Elvia Gignoux • William Pitt Sotheby's Int'l
    P: (860)-435-2400 C: (860)-435-0345 egignoux@williampitt.com

Property Details for 44 South Street

Basement Description
Full
Direct Waterfront
Yes
Expected Active Date
09-20-2024
Garages Number
3
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
Yes
LISTING UPDATED: 06/11/2026 06:52 AM

Property Details for 44 South Street

StatusClosed
MLS #24043497
Days on Market164
Taxes$14,561 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1792
Lot Size6.17 AC / 268,765 SF
CountyLitchfield County
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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Lenore Mallett; William Pitt Sotheby's Int'l, Elvia Gignoux

Sold By Drakeley Real Estate, Inc., Shelley Drakeley

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Building Information for 44 South Street

Stories-Year Built1792Building Size-Lot Size6.17 AC / 268,765 SF

Payment Calculator

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$10,308 per month

30 year fixed, 6.36% Interest

Principal and Interest

$9,094

Property Taxes

$1,213

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 44 South Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.551007
  • Longitude: -73.305522
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $14,561
Interior and Exterior Features
Exterior Features
  • Pool Description: In Ground Pool
  • Waterfront Description: Pond
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher
  • Attic Description: Walk-up
  • Cooling System: Central Air, Split System
  • Heat Type: Baseboard, Radiant
  • Attic YN: Yes
  • Fireplaces Total: 5
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Kitchen
Room 5
  • Listing Key: 21009957EE3E77BCE063D501100A3F78
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Library
Room 8
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Full Bath
Room 9
  • Listing Key: 21009957EE3E77BCE063D501100A3F78
  • Room Entry Order: 9
  • Room Level: Lower
  • Room Type: Half Bath
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1792
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Above Grade
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Some Wetlands, Lightly Wooded, Professionally Landscaped
  • Parcel Number: 867297
  • Sq Ft Est Heated Above Grade: 3450.0
  • Sq Ft Total: 3450.0
  • Zoning: A
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 44 South Street

DateEvent & SourcePriceAppreciation
Aug 7, 2025

Closed (Public Record)

Public Record #1909926220

$1,825,000

-2.0% / yr

Aug 22, 2023

Closed (Public Record)

Public Record #1517282703

$1,900,000

+1.7% / yr

Aug 4, 2011

Closed (Public Record)

Public Record #313323687

$1,555,000

-4.0% / yr

DateEvent & SourcePrice
08/07/2025

Closed (Public Record)

Public Record #1909926220

$1,825,000

-2.0% / yr

08/22/2023

Closed (Public Record)

Public Record #1517282703

$1,900,000

+1.7% / yr

08/04/2011

Closed (Public Record)

Public Record #313323687

$1,555,000

-4.0% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 44 South Street

Taxable ValueLand$215,390Additions$904,680Total$1,120,070
Tax Record2024$14,561 ($1,213 / month)
Home Facts
Lot Size268,765 SqFtStyleMulti-Family Dwelling (2-4)ZoningACountyNORTHWEST HILLSAPNRXBY M:18 L:99Fireplace TypeHas Fireplace

Schools near 44 South Street

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Washington Primary School
Public - PK to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

Washington Primary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Lenore Mallett; William Pitt Sotheby's Int'l, Elvia Gignoux

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.