Sprawling 4-bedroom colonial as part of a peaceful and private 17-acre estate in desirable Roxbury, CT. Sighted well on open rolling lawns with sweeping sunrise/sunset views, this property offers country living with exceptional versatility. The sun-filled eat-in kitchen features 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, wood-paneled dining room, living room with fireplace, large office/den/library, laundry room, and powder room. Upstairs are four bedrooms and two baths, 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. Outside, the spotlight is on the Pebbletec saltwater pool that is beautiful and low maintenance. The property has an abundance of open space and open sky in all directions. Multi-stall barn with hay loft and a 930 sq ft apartment, offering flexibility for equestrian pursuits, collector storage, creative studios, wellness uses, and income potential. Plus, detached 3-bay garage and a whole-property generator. Truly perfect for those seeking a country retreat or a gentleman's farm, and only 90 minutes from NYC - near Woodbury and part of the Washington-Roxbury corridor. Welcome home to Litchfield County!
For sale
$1,795,000
25 Highmeadow Lane, Roxbury, CT 06783
4beds
4,310sqft
Single Family Residence
Built in 1986
17.31 Acres Lot
$-- Zestimate®
$416/sqft
$-- HOA
What's special
Wood-paneled dining roomLots of storageSun-filled eat-in kitchenLaundry roomOpen rolling lawns
- 46 days |
- 946 |
- 41 |
Zillow last checked:
Listing updated:
Listed by:
The Rick Distel Team at Compass,
William K. Bolls (646)285-8197,
Compass Connecticut, LLC 203-293-9715,
Co-Listing Agent: Rick Distel 646-417-2720,
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24171982
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Family room
- Features: Sliders
- Level: Main
Kitchen
- Features: Skylight, Sliders
- Level: Main
Living room
- Level: Main
Office
- Level: Lower
Rec play room
- Level: Lower
Study
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
Features
- Basement: Full,Partially Finished
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 4,310
- Total interior livable area: 4,310 sqft
- Finished area above ground: 3,810
- Finished area below ground: 500
Property
Parking
- Total spaces: 2
- Parking features: Barn, Attached
- Attached garage spaces: 2
Features
- Patio & porch: Deck
- Exterior features: Awning(s), Fruit Trees, Garden
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
Lot
- Size: 17.31 Acres
- Features: Wetlands, Farm, Level, Sloped, Open Lot
Details
- Additional structures: Shed(s), Barn(s), Stable(s)
- Parcel number: 866518
- Zoning: C
- Horses can be raised: Yes
- Horse amenities: Paddocks
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Slab
- Roof: Wood
Condition
- New construction: No
- Year built: 1986
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Golf, Lake, Library, Park, Private School(s), Shopping/Mall, Stables/Riding, Tennis Court(s)
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $416/sqft
- Tax assessed value: $1,238,930
- Annual tax amount: $16,106
- Date on market: 5/4/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/7/2026 | Listed for sale | $1,795,000+116.3%$416/sqft |
Source: | ||
| 11/18/2020 | Sold | $829,900$193/sqft |
Source: Public Record Report a problem | ||
| 9/17/2020 | Pending sale | $829,900$193/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 8/28/2020 | Price change | $829,900-6.6%$193/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 7/29/2020 | Price change | $889,000-1.2%$206/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 6/26/2020 | Price change | $899,900-7.7%$209/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 5/20/2020 | Price change | $975,000-1%$226/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 2/25/2020 | Price change | $985,000-1.5%$229/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 1/31/2020 | Price change | $999,900-4.8%$232/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 10/16/2019 | Price change | $1,050,000-4.5%$244/sqft |
Source: Aspen Realty Group #170234250 Report a problem | ||
| 8/27/2019 | Price change | $1,100,000-8.3%$255/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 7/29/2019 | Price change | $1,200,000-0.8%$278/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 6/28/2019 | Price change | $1,210,000-1.2%$281/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 6/3/2019 | Price change | $1,225,000-2%$284/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 5/10/2019 | Price change | $1,250,000-1.2%$290/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 4/12/2019 | Price change | $1,265,000-0.8%$294/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 3/4/2019 | Price change | $1,274,900-1.2%$296/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 1/24/2019 | Listed for sale | $1,290,000+7.5%$299/sqft |
Source: Silver and Oak Realty #170234250 Report a problem | ||
| 12/1/2017 | Listing removed | $1,200,000$278/sqft |
Source: William Pitt Sotheby's International Realty #L10139311 Report a problem | ||
| 12/14/2016 | Price change | $1,200,000-14%$278/sqft |
Source: William Pitt Sotheby's International Realty #L10139311 Report a problem | ||
| 11/11/2016 | Price change | $1,395,000-7%$324/sqft |
Source: William Pitt Sotheby's International Realty #L10139311 Report a problem | ||
| 8/24/2016 | Price change | $1,500,000-11%$348/sqft |
Source: William Pitt Sotheby's International Realty #L10139311 Report a problem | ||
| 5/29/2016 | Listed for sale | $1,685,000$391/sqft |
Source: William Pitt Sotheby's International Realty #L10139311 Report a problem | ||
| 3/1/2015 | Listing removed | $1,685,000$391/sqft |
Source: Klemm Real Estate Inc #L148904 Report a problem | ||
| 3/5/2014 | Listed for sale | $1,685,000+34.8%$391/sqft |
Source: Klemm Real Estate #L148904 Report a problem | ||
| 4/2/2002 | Sold | $1,250,000+762.1%$290/sqft |
Source: Public Record Report a problem | ||
| 1/10/1995 | Sold | $145,000$34/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,106 +5.8% | $1,238,930 +2.6% |
| 2024 | $15,220 | $1,207,920 |
| 2023 | $15,220 -2% | $1,207,920 +18.6% |
| 2022 | $15,537 +2.5% | $1,018,790 +3.5% |
| 2021 | $15,158 -8.3% | $984,300 -5.9% |
| 2020 | $16,521 -0.3% | $1,045,630 |
| 2019 | $16,573 +1.1% | $1,045,630 +1.1% |
| 2018 | $16,390 +5.1% | $1,034,080 -5.9% |
| 2017 | $15,597 +3.6% | $1,098,370 |
| 2016 | $15,048 | $1,098,370 |
| 2015 | $15,048 +2.2% | $1,098,370 |
| 2014 | $14,718 +0.8% | $1,098,370 |
| 2013 | $14,608 +5.7% | $1,098,370 -3.8% |
| 2012 | $13,818 +1.7% | $1,141,980 |
| 2011 | $13,590 +4.4% | $1,141,980 |
| 2010 | $13,019 +4.6% | $1,141,980 |
| 2009 | $12,448 -0.3% | $1,141,980 -0.3% |
| 2008 | $12,486 -7.7% | $1,145,480 +30.4% |
| 2007 | $13,527 | $878,390 |
Find assessor info on the county website
Monthly payment
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Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06783
Nearby schools
GreatSchools rating
- NABooth Free SchoolGrades: K-5Distance: 3.2 mi
- 8/10Shepaug Valley SchoolGrades: 6-12Distance: 6 mi
Schools provided by the listing agent
- Elementary: Booth Free
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Litchfield County
- Roxbury
- 06783
- 25 Highmeadow Lane








