257 Southbury Road

Closed 6/4/25
Closed 6/4/25
Gallery Image 1
Sold
Last Sold Price
$1,875,000
3 beds3,086 sqft$608/sqft
257 Southbury Rd, Roxbury, CT 06783
Single FamilyProperty Type
10.08 acresLot Size
1989Year Built
$608/sq ftPrice per sq ft
3 carsParking Spaces

Description

Wonderfully private and updated Roxbury compound with a three bedroom, three bath Mediterranean mid-century vibe main house offering the convenience of one level living. Secluded and dramatic 10 acre property with park-like grounds that flow from the primary residence and gardens down to the saltwater pool with expansive stone terrace and newly renovated guest house. Generously sized, the guest house is a light and bright space with over 1700 sq ft., two bedrooms, open floor plan, garage and private...Wonderfully private and updated Roxbury compound with a three bedroom, three bath Mediterranean mid-century vibe main house offering the convenience of one level living. Secluded and dramatic 10 acre property with park-like grounds that flow from the primary residence and gardens down to the saltwater pool with expansive stone terrace and newly renovated guest house. Generously sized, the guest house is a light and bright space with over 1700 sq ft., two bedrooms, open floor plan, garage and private balcony just steps to the pool.
  • Listed by: Maria Taylor 203.578.0397 mtaylor1800@aol.com • Klemm Real Estate Inc
  • Listed by: Claudine McHugh 203.263.4040 claudinemchugh17@gmail.com • Klemm Real Estate Inc
Listing closed: 06/04/2025 12:00 AM • Source: SMARTMLS, MLS#: 24072469

Recent comparable sales

Median sold price

$1,600,000

Avg days on market

122

Sale-to-list ratio

88.1%

Roxbury, CT

9 comparable properties found

$1,465,000 | 19 Good Hill Terrace, Roxbury, CT 06783
1

$1,465,000

Sold 08/22/25

3
Bedrooms
3,022
Square Feet
7.71
Acres

19 Good Hill Terrace, Roxbury, CT 06783

$1,490,000 | Undisclosed Address, Roxbury, CT 06783
2

$1,490,000

Sold 05/22/25

3
Bedrooms
3,337
Square Feet
6.65
Acres

Undisclosed Address, Roxbury, CT 06783

$1,650,000 | 78 Garnet Road, Roxbury, CT 06783
3

$1,650,000

Sold 10/23/25

3
Bedrooms
3,302
Square Feet
15.29
Acres

78 Garnet Road, Roxbury, CT 06783

$1,825,000 | 44 South Street, Roxbury, CT 06783
4

$1,825,000

Sold 08/07/25

3
Bedrooms
3,450
Square Feet
6.17
Acres

44 South Street, Roxbury, CT 06783

$1,650,000 | 6 Painter Hill Road, Roxbury, CT 06783
5

$1,650,000

Sold 10/30/24

3
Bedrooms
2,816
Square Feet
6.03
Acres

6 Painter Hill Road, Roxbury, CT 06783

$900,000 | 177 Bacon Road, Roxbury, CT 06783
6

$900,000

Sold 01/15/25

3
Bedrooms
2,450
Square Feet
3.02
Acres

177 Bacon Road, Roxbury, CT 06783

$2,575,000 | 18 Mallory Road, Roxbury, CT 06783
7

$2,575,000

Sold 08/29/25

3
Bedrooms
3,384
Square Feet
4
Acres

18 Mallory Road, Roxbury, CT 06783

a view of a house with a yard and garden
8

$1,600,000

Sold 04/11/25

2
Bedrooms
3,123
Square Feet
34
Acres

130 Flag Swamp Road, Roxbury, CT 06783

$795,000 | 13 Evergreen Drive, Roxbury, CT 06783
9

$795,000

Sold 05/16/25

3
Bedrooms
2,931
Square Feet
4.7
Acres

13 Evergreen Drive, Roxbury, CT 06783

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Location

Listing Courtesy of Klemm Real Estate Inc, Maria Taylor; Klemm Real Estate Inc, Claudine McHugh

Sold By William Pitt Sotheby's Int'l, Dave L Mallison

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Property Taxes

$1,105

HOA Dues

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Property Information for 257 Southbury Road

Property Details
  • Taxes: $13,260 / year
  • MLS Type: Residential
  • County: Litchfield County
  • Basement Description: Partial, Partial With Walk-Out
  • Direct Waterfront: No
  • Garages Number: 3
  • Style: Ranch, Mediterranean
  • Garage Parking Info: Detached Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1989
  • Lot Size: 10.08 AC / 439,084 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rte 67 toward Southbury. House on right.
  • Elementary School: Per Board of Ed
  • High School: Regional District 12
  • Latitude: 41.531775
  • Longitude: -73.279731
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $13,260
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Terrace, Porch, Garden Area, Guest House, Stone Wall, Patio
  • Pool Description: Heated, Salt Water, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Subzero, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Separate Laundry Room
  • Rooms Additional: Foyer, Greenhouse
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Book Shelves,Built-Ins,Hardwood Floor
  • Room Length: 33.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 17.0
Room 2
  • Room Entry Order: 2
  • Room Features: Wood Stove,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 14.0
Room 3
  • Room Entry Order: 3
  • Room Features: Dining Area,Island,Pantry,Hardwood Floor
  • Room Length: 33.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Room 4
  • Room Entry Order: 4
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 18.0
Room 5
  • Listing Key: 2D43841E6495A89FE0631401100AB106
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 9.0
Room 7
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 11.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Stucco
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Tile
  • Year Built: 1989
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Yes
  • Sq Ft Description: Public Records
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Secluded, Rear Lot, Borders Open Space, Level Lot, Professionally Landscaped, Rolling
  • Parcel Number: 866380
  • Sq Ft Est Heated Above Grade: 3086.0
  • Sq Ft Total: 3086.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 257 Southbury Road

DateEvent & SourcePriceAppreciation
Jun 3, 2025

Closed (Public Record)

Public Record #1618833829

$1,875,000

+12.2% / yr

Mar 6, 2020

Closed (Public Record)

Public Record #664776898

$1,025,000

+0.8% / yr

Mar 23, 2004

Closed (Public Record)

Public Record #134206206

$905,000—
DateEvent & SourcePrice
06/03/2025

Closed (Public Record)

Public Record #1618833829

$1,875,000

+12.2% / yr

03/06/2020

Closed (Public Record)

Public Record #664776898

$1,025,000

+0.8% / yr

03/23/2004

Closed (Public Record)

Public Record #134206206

$905,000

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

Public Records for 257 Southbury Road

Taxable ValueLand$251,930Additions$800,450Total$1,052,380
Tax Record2025$13,681 ($1,140 / month)
Home Facts
Lot Size439,085 SqFtStyleMulti-Family Dwelling (2-4)ZoningCCountyNORTHWEST HILLSAPNRXBY M:25 L:56

Schools near 257 Southbury Road

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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 257 Southbury Road, Roxbury, CT 06783
$1,875,000
3
3,086
439,084
255 Southbury Road, Roxbury, CT 06783
–
3
1
1,205
253,084
243 Southbury Road, Roxbury, CT 06783
$200,000
4
3
2,432
340,204
269 Southbury Road, Roxbury, CT 06783
–
5
4
4,098
510,959
257 Highway 67, Roxbury, CT 06783
$240,000
4
1,200
130,680
250 Southbury Road, Roxbury, CT 06783
$184,000
2
1,600
71,874

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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 Klemm Real Estate Inc, Maria Taylor; Klemm Real Estate Inc, Claudine McHugh

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.