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$1,050,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,028 Sq. Ft.
  • 2 Car Garage
  • Updated 6 hours ago
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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!

Full Property Details for 16 Jonathan Dr

General

  • Price: $1,050,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24153218
  • Updated: Today (2/9/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 7
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Oven/Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Full Bath, Stall Shower, Walk-In Closet, Wall/Wall Carpet, Upper
  • Bedroom 1: Bedroom - Wall/Wall Carpet, Upper
  • Bedroom 2: Bedroom - Wall/Wall Carpet, Upper

Other Rooms

  • Living Room: Living Room - Combination Liv/Din Rm, Fireplace, French Doors, Patio/Terrace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Eating Space, French Doors, Island, Pantry, Hardwood Floor, Main
  • Dining Room: Dining Room - Combination Liv/Din Rm, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Shed, Garden Area, French Doors, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Litchfield
  • Driving Directions: Jonathan Drive, Roxbury

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Propane, Tank Size Unknown

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,028
  • Above Ground: 2,028 Sq. Ft.
  • Year Built: 2003

Lot Features

  • Lot Size (Acres): 2.29
  • Zoning: C
  • Lot Description: In Subdivision, Lightly Wooded, Level Lot, On Cul-De-Sac, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $414,890
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 867178

Listed by Drakeley Real Estate, Inc., Joyce Drakeley

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Listing agent

— 16 Jonathan Dr —

  • Joyce Drakeley

    Drakeley Real Estate, Inc.

Agent Contact: (203) 449-3568 Office Contact: (203) 263-4336

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16 Jonathan Dr

School District:Regional School District 12
NameGradesDistance
Booth Free School
14 South Street, Roxbury, CT 06783
K-52.8 mi
Shepaug Valley School
159 South Street, Washington, CT 06793
6-120.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16 Jonathan Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/09/2026
Listed
$1,050,000
1300%
MLS
4/16/2002
Sold
$75,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 16 Jonathan Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,394
3%
$414,890
—
2023
$5,228
3%
$414,890
24%
2022
$5,086
—
$333,480
—
2021
$5,086
-3%
$333,480
—
2020
$5,269
—
$333,480
—
2019
$5,286
—
$333,480
—
2018
$5,286
4%
$333,480
-7%
2017
$5,082
4%
$357,880
—
2016
$4,903
—
$357,880
—
2015
$4,890
2%
$356,930
—
2014
$4,783
1%
$356,930
—
2012
$4,747
—
$356,930
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Drakeley Real Estate, Inc., Joyce Drakeley

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16 Jonathan Drive, Roxbury, CT 06783 (MLS# 24153218) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 16 Jonathan Drive is currently listed for $1,050,000 and was received on February 09, 2026. Want to learn more about 16 Jonathan Drive? Do you have questions about finding other Single Family real estate for sale in Roxbury? You can browse all Roxbury real estate or contact a Coldwell Banker agent to request more information.

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