25 Highmeadow Ln

Roxbury, CT 06783

$1,795,000
Price
4
Beds
4,310 Sq. Ft.
$416 / Sq. Ft.
4,310
Sq. Ft.
$416
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Listed By Compass
Listed By Compass

Description

Stunning 4-bedroom colonial estate on 17+ private acres in desirable Roxbury, CT. Set on open rolling lawns with sweeping sunrise/sunset views, this property offers country living with exceptional versatility. The sun-filled eat-in kitchen features high-end appliances and sliders to a large 58' deck with open views and a retractable awning. Generous main-level spaces include a dramatic vaulted family room, wood-paneled dining room, living room with fireplace, large office/library, laundry room, and...Stunning 4-bedroom colonial estate on 17+ private acres in desirable Roxbury, CT. Set on open rolling lawns with sweeping sunrise/sunset views, this property offers country living with exceptional versatility. The sun-filled eat-in kitchen features high-end appliances and sliders to a large 58' deck with open views and a retractable awning. Generous main-level spaces include a dramatic vaulted family room, wood-paneled dining room, living room with fireplace, large office/library, laundry room, and a powder room. Upstairs are four bedrooms and two baths, including a spacious primary suite. The lower level offers flexible finished space for gym, office, and rec room and another half bath. Outside highlights include a new midnight blue Pebble Tech saltwater pool, pond, mature landscaping, and abundant open space. Whole-house generator for peace of mind. Additional highlights: 14-stall barn with wash stall, tack/feed rooms, hay loft, and 930 sq ft caretaker's apartment - offering exceptional flexibility for equestrian pursuits, collector storage, creative studios, wellness uses quarters, or income potential. Also, detached 3-bay garage, paddocks, chicken coop, fencing, and walking trails. Perfect for those seeking a country retreat or a gentleman's farm and only 90 minutes from NYC.

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
LISTING UPDATED: 05/29/2026 09:08 PM

Property Details for 25 Highmeadow Lane

StatusActive
MLS #24171982
Days on Market24
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
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of: .

Add your commute

Building Information for 25 Highmeadow Lane

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

Payment Calculator

Get preapproved with Rocket Mortgage1

$10,287 per month

30 year fixed, 6.36% Interest

Principal and Interest

$8,945

Property Taxes

$1,342

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

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
  • Laundry Room Location: Off mud room adjacent to kitchen
  • 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 Features: Sliders
  • Room Level: Main
  • Room Type: Family Room
Room 7
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Study
Room 8
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Primary BR Suite
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 Level: Upper
  • Room Type: Bedroom
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, we 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 ResidenceZoningCCountyNORTHWEST HILLSAPNRXBY M:33 L:53Fireplace TypeHas Fireplace

Schools near 25 Highmeadow Lane

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Washington Primary School
Public - PK to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

Washington Primary School
PublicPK 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

Explore Nearby Homes

More information about 25 Highmeadow Lane, Roxbury, CT 06783

25 Highmeadow Lane is a single family home for sale in Roxbury, CT 06783. This property was listed for sale on May 3, 2026 by Compass, it's currently listed at $1,795,000. It has been on the market for a total of 24 days and was last sold on April 2, 2002. 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.