16 Jonathan Drive, Roxbury, CT 06783
Property image
Property image
FOR SALE
2.29 ACRES

16 Jonathan Drive
Roxbury, CT 06783

  • 3 Beds
  • 2.5 Baths
  • 2,028 sqft (on 2.29 acres)

$950,000

Original price: $840,000
Est. Mortgage $6,288/mo*

$950,000

Original price: $840,000
Est. Mortgage $6,288/mo*
3 Beds
2.5 Baths
2,028 sqft
(on 2.29 acres)

Local Information

  • Map ViewExplore the area around 16 Jonathan Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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 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 double ovens plus gorgeous counters and cabinets. with a nearby den and a large living room-dining room with fireplace. Come and enjoy the view of the spacious hills beyond. Schools are part of Region 12 which includes Washington. The owner is a wonderful gardener and her grounds are so enjoyable!

Home Highlights

Parking
2 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$468
Listed
155 days ago

Home Details for 16 Jonathan Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2028 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s)Exterior: GardenFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2028 Square Feet

Days on Market

Days on Market: 155

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 867178

Price & Status

Price
List Price: $950,000Price Per Sqft: $468
Status Change & Dates
Possession Timing: Negio

Active Status

MLS Status: Active

Location

Direction & Address
City: Roxbury
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Agent Information

Listing Agent
Listing ID: 24153218

Building

Building Area
Building Area: 2028 Square Feet

Community

Community Features: Lake, Library, Playground, Private School(s), Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 2.29 Acres

Miscellaneous

BasementMls Number: 24153218Attic: Access Via HatchAttribution Contact: (203) 449-3568Above Grade Unfinished Area: 2028

Additional Information

LakeLibraryPlaygroundPrivate School(s)Shopping/Mall
Last check for updates: about 3 hours ago
Listing courtesy of Joyce Drakeley, (203) 449-3568
Drakeley Real Estate, Inc., (203) 449-3568
Source: Smart MLS, MLS#24153218

Market trends in Roxbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
2
MoM

Price History for 16 Jonathan Drive

DatePriceEventSource
04/19/2026$950,000PriceChange
Smart MLS #24153218
04/16/2026$840,000PriceChange
Smart MLS #24153218
03/08/2026$995,000PriceChange
Smart MLS #24153218
02/09/2026$1,050,000Listed For SaleSmart MLS #24153218
04/16/2002$75,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$5,394
Assessment$414,890
Home facts updated by county records

Comparable Sales for 16 Jonathan Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.98
Single-Family Home
$2,547,500
01/30/26
3
2.5
2,559
1.04
Single-Family Home
$1,195,000
11/07/25
3
2.5
2,793
1.02
Single-Family Home
$500,000
09/05/25
3
2
1,397
1.29
Single-Family Home
$1,725,000
10/28/25
3
2
2,564
1.12
Single-Family Home
$1,400,000
06/09/26
4
3
2,420

Nearby homes

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What Locals Say about Roxbury

At least 2 Trulia users voted on each feature.
  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 80 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 29 % Say neighbors are friendly

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa r. h.
    "This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
  • Katherine
    "This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "

LGBTQ Local Legal Protections

Joyce Drakeley, Drakeley Real Estate, Inc., (203) 449-3568
Agent Phone: (203) 449-3568
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
16 Jonathan Drive, Roxbury, CT 06783 is a 3 bedroom, 3 bathroom, 2,028 sqft single-family home built in 2003. This property is currently available for sale and was listed by Smart MLS on Feb 9, 2026. The MLS # for this home is MLS# 24153218.