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16 Jonathan Drive

Roxbury, CT 06783
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Bed 3

Bed

Bath 3

Bath

SqFt2,028

Sqft

Acres2.29

Acres(Lot)

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 spac ious 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. Conveniently located near Southbury, Bridgewater, Washington, and Woodbury, with hiking, parks, dining, and shopping nearby. Roxbury captures the timeless elegance of New England country living, where rolling hills, stone walls, historic architecture, open fields, and wooded landscapes create a setting of exceptional natural beauty. Peaceful and private yet conveniently connected to neighboring towns, Roxbury offers a rare sense of escape without sacrificing access to fine dining, boutique shopping, cultural destinations, and outdoor recreation. The community is known for its historic character, beautiful countryside, and strong sense of place, with the highly regarded Booth Free School adding to its appeal. From quiet mornings surrounded by nature to afternoons exploring nearby trails and charming villages, Roxbury offers an understated, sophisticated lifestyle just 90 minutes from New York City.

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Detail Ic Property Details

Property Type : Residential

Price : $998,000

AD Id : 91126729

MLS Id : 24204225

Beds : 3

Lot Size : 2.29 Acres

Living Area Size : 2,028

Tax Amount : 5394.00

Year Built : 2003

Garage : 2

County : Litchfield

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 7 Has Basement: Yes Basement: Full, Concrete
  • Roofing Information

    Asphalt
  • Interior Features

    Roof: Asphalt Appliances: Dishwasher, Dryer, Gas Cooktop, Microwave, Refrigerator, Oven, Washer Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Propane, Forced Air Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air

  • Building Information

    Year Built: 2003 Building Area Total: 2028 Construction Materials: Frame, Clapboard Patio And Porch Features: Patio Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 2.29 Lot Description: Cul-De-Sac

  • Listing Price Information

    Listing Price: $998000

  • Tax Information

    Parcel Number: 867178 Annual Tax: $5394

  • Parking Information

    Garage Door Opener, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Booth Free
    Junior High School:
    Senior High School: Per Board of Ed
  • Location Information

    Direction: Use GPS WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
380 Southbury Road, Roxbury, CT, 06783 $1,495,000 4 5 6,444 6.87 Acres
380 Southbury Road, Roxbury, CT, 06783 $1,495,000 4 5 4,452 6.87 Acres
22 E Woods Road, Roxbury, CT, 06783 $1,195,000 4 3 3,476 6.89 Acres
24 Hickory Lane, Roxbury, CT, 06783 $995,000 4 4 3,340 3.01 Acres
188 Bacon Road, Roxbury, CT, 06783 $575,000 2 2 1,192 4.87 Acres
233 Southbury Road, Roxbury, CT, 06783 $1,795,000 5 6 5,447 10.05 Acres
35 Schoolhouse Road, Roxbury, CT, 06783 $3,495,000 4 5 4,456 10 Acres
90 Mallory Road, Roxbury, CT, 06783 $575,000 3 3 2,282 3.56 Acres
21 Carriage Lane, Roxbury, CT, 06783 $589,990 3 3 1,248 3.20 Acres
47 Squire Road, Roxbury, CT, 06783 $3,995,000 5 6 7,121 8.03 Acres

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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 09/10/2026 @ 06:43

MLS: 24204225 LISTED BY: Ginny Gordon-O’Neill, William Raveis Real Estate SOURCE: SmartMLS

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