99 Carriage Lane
Roxbury, Connecticut 06783
Reduced from $1,735,000
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 6,395
- Acres
- 3.79
- Year Built
- 2005
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 99 Carriage Lane, a private Roxbury estate offering over 6,000 square feet of refined living space, exceptional privacy on nearly four acres, and the opportunity to create a true resort-style outdoor retreat with approved pool plans. Set at the end of a quiet cul-de-sac, this beautifully renovated residence blends timeless architectural details with modern amenities and sophisticated country living. Designed for both comfortable everyday living and effortless entertaining, the home features a stunning chef's kitchen, dramatic family room with soaring ceilings, multiple fireplaces, spacious bedroom suites, and thoughtfully designed living spaces throughout. The expansive interiors provide flexibility for today's lifestyle, including dedicated areas for work, relaxation, and gathering with family and friends. The private grounds offer a peaceful backdrop with mature landscaping, stonework, and room to bring the outdoor vision to life. Approved plans for an inground pool provide the opportunity to further enhance this exceptional property and create a private backyard sanctuary. Located in one of Litchfield County's most desirable communities, 99 Carriage Lane offers the perfect balance of privacy, elegance, and convenience. With nearby villages, dining, recreation, and easy access to New York City.
Key Facts
- City/Town
- Roxbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2005
- Days on Market
- 384 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 6,395 sq ft
- Lot Size
- 3.79 acres
- Garage / Parking
- 3 garage · 10 total
- Property Taxes
- $11,959 / Annually
Market Snapshot
The Roxbury Market
Single Family · trailing 12 months
Active Listings
30
8 under contract
Median List Price
$1.30M
30 active listings
Median Closed Price
$1.40M
29 sales
Median Days on Market
88
30 active listings
Median $ / Sq Ft
$506
30 active listings
Sale-to-List Ratio
96.1%
29 sales
How this home compares
List Price
$1.50M
vs $1.30M median
15.2% above median
Price / Sq Ft
$234
vs $506 median
53.8% below median
Days on Market
384 days
vs 88 days median
296 days longer than median
Based on 30 active and 29 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 28, 2026.
Location
99 Carriage Lane, Roxbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,623
- Property Taxes$997
- Insurance$498
- 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
- 2005
- New Construction
- No/Resale
- Living Area
- 6,395 sq ft
- Below Grade
- 1,952 sq ft
Schools
- Elementary
- Booth Free
- Middle
- Per Board of Ed
- High
- Shepaug
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Laundry Location
- Mud Room
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerSubzeroDishwasherInstant Hot Water TapWasherElectric Dryer
- Basement
- Full
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableCentral VacuumHumidifier
- Additional Rooms
- FoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 3.79 acres
- Zoning
- residential
- Garage / Parking
- 3 garage spaces10 total parking spacesAttached GaragePavedDrivewayPrivateGravel
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- StoneStucco
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $11,959 / Annually
- Days on Market
- 384
- MLS #
- 24110013
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:05 AM UTC.