Active
3 beds2,028 sqft$492/sqft
16 Jonathan Dr, Roxbury, CT 06783
Est: $5,607/moGet pre-approved
Single FamilyProperty Type
2.29 acresLot Size
2003Year Built
$492/sq ftPrice per sq ft
2 carsParking Spaces

Description

Tucked away on a highly sought-after country road, this charming Colonial has been lovingly maintained by its original owners and offers privacy, lovely grounds, and exceptionally low taxes. Distinctive character begins with its graceful rounded-front porch and continues throughout this exceptionally well-built home, where timeless craftsmanship meets enduring charm. A welcoming foyer features a distinctive staircase to the upper level and opens to the living and dining rooms on the left, while a...Tucked away on a highly sought-after country road, this charming Colonial has been lovingly maintained by its original owners and offers privacy, lovely grounds, and exceptionally low taxes. Distinctive character begins with its graceful rounded-front porch and continues throughout this exceptionally well-built home, where timeless craftsmanship meets enduring charm. A welcoming foyer features a distinctive staircase to the upper level and opens to the living and dining rooms on the left, while a cozy den flows into the bright eat-in kitchen on the right. The laundry and half bath are conveniently located just off the kitchen. Beautiful hardwood floors, two fireplaces, and French doors leading to private patios create inviting spaces for everyday living and entertaining. Upstairs, the spacious primary suite offers walk-in closets and a well-appointed bath with Jacuzzi and large separate shower. Two additional bedrooms feature generous closets, complemented by a large linen closet. This well loved home has beautifully landscaped grounds, mature plantings, private patios and a cute garden shed creating a peaceful country retreat. There is an approx 1,100 sq ft basement with tall ceilings offering a great expansion opportunity, or excellent for storage. Roxbury is a quintessential New England community with very low taxes and home to the well-regarded Booth Free School. It is also known for its natural beauty, historic character, and strong sense of community.
1 day on Market
  • Listed by: Ginny Gordon-O’Neill 774.222.5590 ginny.gordon-oneill@raveis.com • William Raveis Real Estate
Last updated: 09/10/2026 12:25 PM • Source: SMARTMLS, MLS#: 24204225

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Location

Listing Courtesy of William Raveis Real Estate, Ginny Gordon-O’Neill
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Payment Calculator

$5,607 per month

30 year fixed, 6.71% Interest

Principal and Interest

$5,157

Property Taxes

$450

HOA Dues

$0

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Property Information for 16 Jonathan Drive

Property Details
  • Taxes: $5,394 / year
  • MLS Type: Residential
  • Basement Description: Full, Interior Access, Concrete Floor, Full With Hatchway
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 2003
  • Lot Size: 2.29 AC / 99,752 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Use GPS
  • Elementary School: Booth Free
  • Flood Zone: No
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.594424
  • Longitude: -73.299632
  • 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: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Attic Description: Unfinished, Storage Space, Pull-Down Stairs
  • Cooling System: Ceiling Fans, Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Laundry Room Info: Main Level
  • Laundry Room Location: laundry room off kitchen
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: French Doors,Patio/Terrace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Bedroom Suite,Ceiling Fan,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: 5A92F9CA09172254E0631A01100A1955
  • Room Entry Order: 5
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Yellow
  • 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: Secluded, Interior Lot, Lightly Wooded, Dry, On Cul-De-Sac
  • 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, Domestic
  • 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, we 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 Record2025$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 Renovated2012ZoningCCountyNORTHWEST HILLSAPNRXBY M:21 L:19

Schools near 16 Jonathan Drive

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 12
Public - PK to 5
Public - K to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

Washington Primary School
PublicPK to 5

The Burnham School
PublicK 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.

Similar Homes

16 Jonathan Drive is a single family home for sale in Roxbury, CT 06783. This property was listed for sale on September 9, 2026 by William Raveis Real Estate, it's currently listed at $998,000. 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 Washington Primary 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 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 Raveis Real Estate, Ginny Gordon-O’Neill

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.