25 Highmeadow Lane
Roxbury, CT, 06783 $ 1,795,000
Bedrooms4 Baths2.2 Sq 4,310 Monthly Estimate*
$ 11,334
for $1,795,000 with 4 bedrooms and 2 full baths, 2 half baths. This 4,310 square foot home was built in 1986 on a lot size of 17.31.
Imagine yourself at this private Litchfield County estate where open land, views, and timeless New England charm come together. Set on over 17 acres, this exceptional property offers the rare combination of privacy, recreation, and versatility, featuring a beautifully appointed Colonial, classic barn with apartment, heated gunite saltwater pool, and expansive grounds just 90 minutes from Manhattan. The sun-filled eat-in kitchen has sliders that open to a jumbo 58' deck with awning and open views. Generous main-level spaces include a dramatic family room with vaulted ceilings, dining room, living room, large office/den/library, laundry room, and powder room. Four bedrooms and two baths upstairs, including a spacious primary suite with walk-in closets and dressing area. The lower level has lots to offer with another half bath, gym/workout area, lots of storage and access to the 2-car garage. Drive through the gated entrance to find a parklike setting with stone walls, a brook, a pond, walking & riding trails. Stroll over to the heated, gunite, midnight blue PebbleTec saltwater pool, and the New England barn with hay loft and 930 sq ft apartment w/bedroom, bath and kitchen (making the full property 5 BD, 4 BA). Multi-stall barn and several other outbuildings offer flexibility for equestrian pursuits, collector storage, creative studios, wellness uses, and income potential. Separate 3-Bay detached garage (great for car collectors!), a whole-property generator, and so much more.
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FeaturesGeneralZoning C
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 17.31
Directions Route 67 to Highmeadow Lane. Property on left.
High School Regional District 12
City Roxbury
Elementary School Booth Free
Sq Ft Total 4310
DOM 95
Year Built 1986
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated In Ground Pool
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InteriorCooling System Central Air
Total Rooms 11
Basement Description Full Partially Finished Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Some Wetlands Farm Land Level Lot Sloping Lot Open Lot
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* Excluded FeaturesList ByWilliam BollsListing Agent
Compass Connecticut, LlcBroker
william.bolls@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $11,334
- Monthly Property Taxes
- $1,342
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Roxbury, CT
Average List Price $1,532,992
Percent of Sale Price 15%
About Roxbury, CT 2,342 Population
10% Since 2002
$ 114,181 Median Income
54.33 Median Age
22% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042869 Elementary School
3041576 Middle School
Regional District 12 High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/4/2026 | $1,795,000 | | Listed Price |