336 South Street

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Active
$998,000
4 beds2,556 sqft
336 South St, Roxbury, CT 06783
Est: $5,914/moGet pre-approved
Single FamilyProperty Type
4.33 acresLot Size
1989Year Built
$390/sq ftPrice per sq ft
7 carsParking Spaces

Description

Set on a picturesque, park-like property in desirable southern Roxbury, this beautiful 4-bedroom, 2.5-bath Colonial blends timeless charm, thoughtful updates, and inviting indoor-outdoor living. A dramatic two-story foyer opens to a formal dining room, spacious living room with custom built-in bookshelves, and impressive family room with a floor-to-ceiling fireplace and custom built-ins. The well-appointed kitchen features granite countertops, center island, Sub-Zero refrigerator, and French doors...Set on a picturesque, park-like property in desirable southern Roxbury, this beautiful 4-bedroom, 2.5-bath Colonial blends timeless charm, thoughtful updates, and inviting indoor-outdoor living. A dramatic two-story foyer opens to a formal dining room, spacious living room with custom built-in bookshelves, and impressive family room with a floor-to-ceiling fireplace and custom built-ins. The well-appointed kitchen features granite countertops, center island, Sub-Zero refrigerator, and French doors leading to an expansive deck and terrace-ideal for entertaining. Beautifully landscaped grounds create a private retreat with an in-ground pool, with double fencing, mature gardens, and lush plantings. Hundreds of thousand spend on improvements like new kitchen, expanded driveway/asphalt and charming stone steps and walkway. The home is partially furnished, with new furniture included. A professionally built chicken coop adds a touch of homestead living, perfect for raising chickens and enjoying fresh eggs. Also whole house Generac generator. Peaceful and private yet just 90 minutes from NYC, this exceptional Roxbury property offers space, comfort, and a lifestyle to enjoy.
1 day on Market
  • Listed by: Karen Gilmore 203.482.9144 karen.gilmore@redfin.com • Redfin Corporation
Last updated: 09/25/2026 06:41 PM • Source: SMARTMLS, MLS#: 24196812

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Listing Courtesy of Redfin Corporation, Karen Gilmore
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$5,914 per month

30 year fixed, 7.03% Interest

Principal and Interest

$5,328

Property Taxes

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Property Information for 336 South Street

Property Details
  • Taxes: $7,033 / year
  • MLS Type: Residential
  • County: Litchfield County
  • Basement Description: Partial
  • Direct Waterfront: No
  • Garages Number: 2
  • Neighborhood: Roxbury Falls
  • Style: Colonial
  • Garage Parking Info: Attached Garage, Off Street Parking, Driveway
  • Swimming Pool: Yes
Building Information
  • Year Built: 1989
  • Lot Size: 4.33 AC / 188,614 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Please use GPS.
  • Elementary School: Booth Free
  • High School: Shepaug
  • Intermediate School: Per Board of Ed
  • Latitude: 41.51233
  • Longitude: -73.30851
  • Middle Jr High School: Shepaug
  • Neighborhood Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Private School(s), Stables/Riding, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 7
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $7,033
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Patio
  • Pool Description: In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Pre-wired
  • Laundry Room Info: Main Level
  • Laundry Room Location: Room dimension: 9.4 x 9.9
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: French Doors,Hardwood Floor
  • Room Length: 17.11
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.2
Room 2
  • Room Entry Order: 10
  • Room Features: Tub w/Shower,Tile Floor
  • Room Length: 7.9
  • Room Level: Upper
  • Room Type: Full Bath
  • Room Width: 7.11
Room 3
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Length: 14.5
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.5
Room 4
  • Room Entry Order: 3
  • Room Features: Granite Counters,Dining Area,Island,Patio/Terrace,Hardwood Floor
  • Room Length: 38.81
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Room 5
  • Listing Key: 583DD9F8D5D40588E0631A01100A88D4
  • Room Entry Order: 4
  • Room Features: Bay/Bow Window,9 ft+ Ceilings,Book Shelves,Fireplace,Patio/Terrace,Hardwood Floor
  • Room Length: 11.4
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 21.11
Room 6
  • Room Entry Order: 5
  • Room Features: Tile Floor
  • Room Length: 4.5
  • Room Level: Main
  • Room Type: Half Bath
  • Room Width: 5.5
Room 7
  • Room Entry Order: 6
  • Room Features: Full Bath,Hydro-Tub,Stall Shower,Walk-In Closet,Hardwood Floor,Tile Floor
  • Room Length: 17.6
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 13.1
Room 8
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Length: 14.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.1
Room 9
  • Listing Key: 583DD9F8D5D40588E0631A01100A88D4
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 9.11
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.9
Room 10
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 12.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.3
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exclusions: Please see the inclusion exclusions form along with the furniture inclusion list attached.
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1989
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 2556
Lot Information
  • Lot Description: Some Wetlands, Level Lot
  • Parcel Number: 867062
  • Sq Ft Est Heated Above Grade: 2556.0
  • Sq Ft Total: 2556.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 336 South Street

DateEvent & SourcePriceAppreciation
Sep 19, 2024

Closed (Public Record)

Public Record #1541768803

$840,000

+3.1% / yr

Sep 13, 2013

Closed (Public Record)

Public Record #369577371

$600,000

+0.5% / yr

Dec 10, 1999

Closed (Public Record)

Public Record #91919319

$558,000—
DateEvent & SourcePrice
09/19/2024

Closed (Public Record)

Public Record #1541768803

$840,000

+3.1% / yr

09/13/2013

Closed (Public Record)

Public Record #369577371

$600,000

+0.5% / yr

12/10/1999

Closed (Public Record)

Public Record #91919319

$558,000

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

Public Records for 336 South Street

Taxable ValueLand$208,040Additions$332,990Total$541,030
Tax Record2025$7,033 ($586 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,556 SqFtAbove Grade Finished SqFt2,556 SqFtUnfinished Basement SqFt1,420 SqFtStories2Lot Size188,615 SqFtStyleSingle Family ResidenceYear Built1989Year Renovated2010ZoningCCountyNORTHWEST HILLSAPNRXBY M:14 L:65

Schools near 336 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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More information about 336 South Street, Roxbury, CT 06783

336 South Street is a single family home for sale in Roxbury, CT 06783. This property was listed for sale on September 24, 2026 by Redfin Corporation, it's currently listed at $998,000. It has been on the market for a total of 1 days and was last sold on September 19, 2024. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and The Burnham School. 336 South Street is a 4-bed, 3-bath, 2,556 sqft single family home built in 1989.

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 Redfin Corporation, Karen Gilmore

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.