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$1,795,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2 Partial Baths
  • 4,310 Sq. Ft.
  • 2 Car Garage
  • Updated 8 hours ago

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Open House: 12:00 PM - 2:00 PM

Saturday 5/9 12:00 PM - 2:00 PM

25 Highmeadow Lane,Roxbury, CT 06783

25 Highmeadow LaneRoxburyCT06783

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Fantastic opportunity to own an estate in bucolic southern Litchfield County, complete with saltwater gunite pool, open rolling lawns, sunrise/sunset views, and equestrian facilities. Spanning over 17 private acres, this property is anchored by a handsome 4-bedroom colonial home loaded with charm and lots of room to entertain. The eat-in kitchen is the heart of the home with a DCS stove, Sub-Zero refrigerator and sliders that open onto the 58' deck with open views of the property and beyond. Oversized family room with vaulted, beamed ceiling and French doors leading to the deck with seating areas and an awning. Large wood-paneled dining room, living room with fireplace and custom built-ins, large home office or library, laundry and powder room all on the main floor. Upstairs there are four bedrooms, including a wonderful primary suite. Jumbo partially-finished lower level with office space, gym & multi-purpose room. Lots of open spaces, fencing, a pond, and of course the newly constructed in-ground pool. Whole house generator; 14-stall barn with wash stall, tack and feed rooms, large hay loft, and 930 sq ft caretaker's apartment. Additional outbuildings, including a machinery barn/garage, chicken coop, paddocks and numerous trails throughout this wonderful property. Roxbury is a charming town about 90 minutes to NYC, very convenient to shopping in Woodbury & Southbury, and just down the road from Washington Depot. Come home to Litchfield County.

Full Property Details for 25 Highmeadow Ln

General

  • Price: $1,795,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24171982
  • Updated: Today (5/7/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 11
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 2
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Family Room: Family Room - Sliders, Main
  • Eat In Kitchen: Eat-In Kitchen - Skylight, Sliders, Main
  • Dining Room: Dining Room, Main
  • Office: Office, Lower
  • Study: Main
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Exterior

  • Exterior Features: Shed, Awnings, Fruit Trees, Barn, Deck, Garden Area, Stable, Paddock
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Barn, Attached Garage

Location

  • County: Litchfield
  • Driving Directions: Route 67 to Highmeadow Lane. Property on left.

School Information

  • Elementary School: Booth Free
  • High School: Regional District 12

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Heat Pump, Electric
  • Heating Fuel: Electric
  • Water Heater: Electric, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Description/Design: Horse Property
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Partially Finished, Full With Walk-Out
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 4,310
  • Above Ground: 3,810 Sq. Ft.
  • Below Ground: 500 Sq. Ft.
  • Year Built: 1986

Lot Features

  • Lot Size (Acres): 17.31
  • Zoning: C
  • Lot Description: Some Wetlands, Farm Land, Level Lot, Sloping Lot, Open Lot

Horse Property

  • Horse Property: Yes

Financial Considerations

  • Assessment Amount: $1,238,930
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 866518

Listed by Compass Connecticut, LLC, The Rick Distel Team at Compass, William Bolls and Compass Connecticut, LLC, The Rick Distel Team at Compass, Rick Distel

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Listing agents

— 25 Highmeadow Ln —

  • William Bolls

    Compass Connecticut, LLC

  • Rick Distel

    Compass Connecticut, LLC

Agent Contact: (646) 285-8197 Office Contact: (203) 293-9715

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 25 Highmeadow Ln

School District:Regional School District 12
NameGradesDistance
Booth Free School
14 South Street, Roxbury, CT 06783
K-53.2 mi
Shepaug Valley School
159 South Street, Washington, CT 06793
6-125.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 25 Highmeadow Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Listed
$1,795,000
43.6%
MLS
4/02/2002
Sold
$1,250,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 25 Highmeadow Ln

Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,106
6%
$1,238,930
3%
2023
$15,220
-2%
$1,207,920
19%
2022
$15,537
3%
$1,018,790
4%
2021
$15,158
-8%
$984,300
-6%
2020
$16,521
—
$1,045,630
—
2019
$16,573
1%
$1,045,630
1%
2018
$16,390
5%
$1,034,080
-6%
2017
$15,597
4%
$1,098,370
—
2016
$15,048
—
$1,098,370
—
2015
$15,048
2%
$1,098,370
—
2014
$14,718
1%
$1,098,370
—
2012
$14,608
—
$1,098,370
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 25 Highmeadow Ln

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Compass Connecticut, LLC, The Rick Distel Team at Compass, William Bolls and Compass Connecticut, LLC, The Rick Distel Team at Compass, Rick Distel

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25 Highmeadow Lane, Roxbury, CT 06783 (MLS# 24171982) is a Single Family property with 4 bedrooms, 2 full bathrooms and 2 partial bathrooms. 25 Highmeadow Lane is currently listed for $1,795,000 and was received on May 07, 2026. Want to learn more about 25 Highmeadow Lane? Do you have questions about finding other Single Family real estate for sale in Roxbury? You can browse all Roxbury real estate or contact a Coldwell Banker agent to request more information.

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