16 Jonathan Dr

Roxbury, CT 06783

$1,050,000
Price
3
Beds
2,028 Sq. Ft.
$518 / Sq. Ft.
2,028
Sq. Ft.
$518
per Sq. Ft.

Description

This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with French doors from two locations out onto private patios. There are three bedrooms on the second floor with...This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with French doors from two locations out onto private patios. There are three bedrooms on the second floor with lots of light and charm. Owned by the same owners since construction you can see the care. The first floor has beautiful hardwood floors, a well thought out country kitchen with a nearby den and a large living room-dining room with fireplace. Come and enjoy the view of the spacious hills beyond. The owner is a wonderful gardener and her grounds are so enjoyable!
  1. Listed by Joyce Drakeley • Drakeley Real Estate, Inc.
    P: (203)-449-3568 C: (203)-449-3568 joyce@drakeley.com

Property Details for 16 Jonathan Drive

Basement Description
Full
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 02/10/2026 01:06 PM

Property Details for 16 Jonathan Drive

StatusActive
MLS #24153218
Days on Market1
Taxes$5,394 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2003
Lot Size2.29 AC / 99,752 SF
CountyLitchfield County

Location

Listing Courtesy of Drakeley Real Estate, Inc., Joyce Drakeley
Add your commute

Building Information for 16 Jonathan Drive

Stories-Year Built2003Building Size-Lot Size2.29 AC / 99,752 SF

Payment Calculator

$5,567 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,118

Property Taxes

$450

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 16 Jonathan Drive

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Jonathan Drive, Roxbury
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.594424
  • Longitude: -73.299632
  • Neighborhood Amenities: Lake, Library, Playground/Tot Lot, Private School(s), Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $5,394
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Garden Area, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
  • Laundry Room Info: Main Level
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Combination Liv/Din Rm,Fireplace,French Doors,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Combination Liv/Din Rm
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Full Bath,Stall Shower,Walk-In Closet,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 4A52EA256D845E1BE063E201100A90F4
  • Room Entry Order: 5
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Eating Space,French Doors,Island,Pantry,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 7
  • Room Entry Order: 7
  • Room Features: Book Shelves,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Den
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2003
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2028
Lot Information
  • Lot Description: In Subdivision, Lightly Wooded, Level Lot, On Cul-De-Sac, Professionally Landscaped
  • Parcel Number: 867178
  • Sq Ft Est Heated Above Grade: 2028.0
  • Sq Ft Total: 2028.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 16 Jonathan Drive

DateEvent & SourcePriceAppreciation
Apr 16, 2002

Closed (Public Record)

Public Record #99598611

$75,000—
DateEvent & SourcePrice
04/16/2002

Closed (Public Record)

Public Record #99598611

$75,000

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

Public Records for 16 Jonathan Drive

Taxable ValueLand$148,050Additions$266,840Total$414,890
Tax Record2024$5,394 ($450 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,028 SqFtAbove Grade Finished SqFt2,028 SqFtUnfinished Basement SqFt1,014 SqFtStories2Lot Size99,752 SqFtStyleSingle Family ResidenceYear Built2003Year Renovated2012ZoningCCountyLITCHFIELDAPNRXBY M:21 L:19Fireplace TypeHas Fireplace

Schools near 16 Jonathan Drive

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
The Frederick Gunn School
Private - 9 to 12
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

The Frederick Gunn School
Private9 to 12

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 16 Jonathan Drive, Roxbury, CT 06783

16 Jonathan Drive is a single family home for sale in Roxbury, CT 06783. This property was listed for sale on February 9, 2026 by Drakeley Real Estate, Inc., it's currently listed at $1,050,000. It has been on the market for a total of 1 days and was last sold on April 16, 2002. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and The Burnham School. 16 Jonathan Drive is a 3-bed, 3-bath, 2,028 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Drakeley Real Estate, Inc., Joyce Drakeley

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.