25 Highmeadow Ln

4,310 Sq. Ft.
$416 / Sq. Ft.
4,310
Sq. Ft.
$416
per Sq. Ft.

Description

Fantastic opportunity to own an estate in bucolic southern Litchfield County, complete with gunite saltwater 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...Fantastic opportunity to own an estate in bucolic southern Litchfield County, complete with gunite saltwater 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.

Listing Agents

  1. William Bolls

    William Bolls

    Listing Agent

    Compass

    william.bolls@compass.com

    P: (646)-285-8197

  2. Rick Distel

    Rick Distel

    Alternative Listing Agent

    Compass

    rick.distel@compass.com

    P: (646)-417-2720

Property Details for 25 Highmeadow Lane

Basement Description
Full, Partially Finished, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
05-07-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Barn, Attached Garage
Swimming Pool
Yes

Open Houses

Saturday, May 9th12:00 PM - 2:00 PM
LISTING UPDATED: 05/05/2026 02:33 PM

Property Details for 25 Highmeadow Lane

StatusComing Soon
MLS #24171982
Days on Market-
Taxes$16,106 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1986
Lot Size17.31 AC / 754,023 SF
CountyLitchfield County
Add your commute

Building Information for 25 Highmeadow Lane

Stories-Year Built1986Building Size-Lot Size17.31 AC / 754,023 SF

Payment Calculator

$10,381 per month

30 year fixed, 6.46% Interest

Principal and Interest

$9,039

Property Taxes

$1,342

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 25 Highmeadow Lane

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 67 to Highmeadow Lane. Property on left.
  • Elementary School: Booth Free
  • High School: Regional District 12
  • Latitude: 41.519491
  • Longitude: -73.267478
  • Neighborhood Amenities: Golf Course, Lake, Library, Park, Private School(s), Shopping/Mall, Stables/Riding, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $16,106
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Awnings, Fruit Trees, Barn, Deck, Garden Area, Stable, Paddock
  • Pool Description: Gunite, Heated, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Heat Pump
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 3
  • Room Entry Order: 11
  • Room Level: Lower
  • Room Type: Office
Room 4
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 5
  • Listing Key: 50C564462893FF21E0631A01100A4FDE
  • Room Entry Order: 3
  • Room Features: Skylight,Sliders
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 6
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Study
Room 7
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 8
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 50C564462893FF21E0631A01100A4FDE
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 9
  • Room Features: Sliders
  • Room Level: Main
  • Room Type: Family Room
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Slab
  • New Construction Type: No/Resale
  • Property Info: Horse Property
  • Roof: Wood Shingle
  • Year Built: 1986
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: 500 finished basement out of total 2280 basement sq ft; 3810 does not incl. any lower level
  • Sq Ft Est Heated Below Grade: 500
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Some Wetlands, Farm Land, Level Lot, Sloping Lot, Open Lot
  • Parcel Number: 866518
  • Sq Ft Est Heated Above Grade: 3810.0
  • Sq Ft Total: 4310.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Electric
  • Hot Water Description: Electric, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 25 Highmeadow Lane

DateEvent & SourcePriceAppreciation
Apr 2, 2002

Closed (Public Record)

Public Record #99598606

$1,250,000

+34.7% / yr

Jan 10, 1995

Closed (Public Record)

Public Record #91919982

$145,000—
DateEvent & SourcePrice
04/02/2002

Closed (Public Record)

Public Record #99598606

$1,250,000

+34.7% / yr

01/10/1995

Closed (Public Record)

Public Record #91919982

$145,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 25 Highmeadow Lane

Taxable ValueLand$444,500Additions$794,430Total$1,238,930
Tax Record2024$16,106 ($1,342 / month)
Home Facts
Beds0Lot Size754,024 SqFtStyleSingle Family ResidenceZoningCCountyLITCHFIELDAPNRXBY M:33 L:53Fireplace TypeHas Fireplace

Schools near 25 Highmeadow Lane

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 12
Public - K to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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25 Highmeadow Lane is a single family home Coming Soon in Roxbury, CT 06783. This property is currently priced at $1,795,000. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and The Burnham School. 25 Highmeadow Lane is a 4-bed, 4-bath, 4,310 sqft single family home built in 1986.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.