25 Highmeadow Lane
Roxbury, Connecticut 06783
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 4,310
- Acres
- 17.31
- Year Built
- 1986
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Classic Colonial Set on 17+ High Pastoral Acres in Southern Roxbury CT. New Heated Gunite Pool Expertly Sighted Amongst Flowing Pasture & Attractive Outbuildings. 4 Bedroom, 2 Full + 2 Partial Bath Main Residence & Large Multi-Stall Horse Barn with 1 Bed/1 Bath Apt Above. Separate Large 3-Bay Utility Garage Plus Multiple Other Storage Sheds. Wonderful Floorplan Includes Private Living Room with Fireplace; a Welcoming Eat-in Kitchen, Dining Room & an Inviting Family Room with Beamed Ceiling & Access to Large Deck. Several Bonus Rooms Include: a Main Level Study, Lower Level Offices, Gym & Rec Room. An Attached 2-Car Garage Makes for Practical Country Living. Several Fenced Paddocks are Dotted throughout Groomed Pasture Lands. Easy Access to Numerous Villages including: Woodbury, Southbury, Washington, New Milford & South Britain.
Key Facts
- City/Town
- Roxbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1986
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 4,310 sq ft
- Lot Size
- 17.31 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $16,106 / Annually
Market Snapshot
The Roxbury Market
Single Family · trailing 12 months
Active Listings
24
3 under contract
Median List Price
$1.38M
24 active listings
Median Closed Price
$1.05M
31 sales
Median Days on Market
93
24 active listings
Median $ / Sq Ft
$477
24 active listings
Sale-to-List Ratio
96.0%
31 sales
How this home compares
List Price
$1.59M
vs $1.38M median
15.4% above median
Price / Sq Ft
$370
vs $477 median
22.4% below median
Days on Market
0 days
vs 93 days median
93 days fresher than median
Based on 24 active and 31 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of September 29, 2026.
Location
25 Highmeadow Lane, Roxbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$8,515
- Property Taxes$1,342
- Insurance$532
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Roxbury
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1986
- New Construction
- No/Resale
- Living Area
- 4,310 sq ft
- Below Grade
- 500 sq ft
Schools
- Elementary
- Booth Free
- High
- Regional District 12
Interior
- Heating
- Heat Pump
- Heat Fuel
- Electric
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Gas RangeWall OvenRange HoodDishwasherWasherDryer
- Basement
- FullHeatedGarage AccessCooledInterior AccessPartially FinishedWalk-out
- In-Law Apartment
- YesDetached
Exterior & Lot
- Lot Size
- 17.31 acres
- Zoning
- C
- Garage / Parking
- 2 garage spacesAttached GarageUnder House Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- Pond
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteHeatedIn Ground Pool
- Construction
- Clapboard
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- BarnGuest HouseStablePaddock
- Lot Description
- Fence - WoodFence - PartialFarm LandCleared
Listing & Financials
- Property Taxes
- $16,106 / Annually
- Days on Market
- 0
- MLS #
- 24210448
- MLS Status
- Coming Soon
Similar Properties
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Co-Listed By
Melinda Dubow
Klemm Real Estate Inc
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/29/2026 at 3:00 PM UTC.