42 Topstone Road
Redding, Connecticut 06896
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,854
- Acres
- 3.01
- Year Built
- 1997
- Property Type
- Single Family

Matt Caiola
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About This Home
Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut". Designed with entertaining in mind, the resort-style backyard is a true retreat featuring a heated in-ground pool with spa, an inviting outdoor fireplace, and expansive, fully fenced grounds perfect for year-round enjoyment. A newly paved driveway adds to the home's impressive curb appeal and arrival experience. Inside, thoughtful modern upgrades ensure both comfort and efficiency, including energy-efficient electric heat pumps with central air conditioning, updated garage doors, and a whole-house generator that also services the finished barn. The kitchen is equipped with premium Thermador appliances, including a high-end oven, cooktop, and dishwasher, ideal for both everyday living and hosting. Providing incredible versatility, the 400 sq ft finished barn serves as a premier home office, fitness studio, or creative retreat, further extending the home's expansive living and entertaining potential. Move-in ready and meticulously maintained, this property offers a rare combination of privacy, functionality, and upscale living in a peaceful, natural setting all just minu
Key Facts
- City/Town
- Redding
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1997
- Days on Market
- 119 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,854 sq ft
- Lot Size
- 3.01 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $25,788 / Annually
Market Snapshot
The Redding Market
Single Family · trailing 12 months
Active Listings
24
24 under contract
Median List Price
$1.26M
24 active listings
Median Closed Price
$947,500
96 sales
Median Days on Market
54
24 active listings
Median $ / Sq Ft
$296
24 active listings
Sale-to-List Ratio
100.0%
96 sales
How this home compares
List Price
$1.59M
vs $1.26M median
26.6% above median
Price / Sq Ft
$414
vs $296 median
39.9% above median
Days on Market
119 days
vs 54 days median
65 days longer than median
Based on 24 active and 96 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of July 28, 2026.
Location
42 Topstone Road, Redding, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$8,132
- Property Taxes$2,149
- Insurance$532
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Redding
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1997
- New Construction
- No/Resale
- Living Area
- 3,854 sq ft
Schools
- Elementary
- Redding
- High
- Joel Barlow
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry Location
- 1st floor
- Appliances
- Gas RangeOven/RangeRefrigeratorDishwasherWasherElectric Dryer
- Basement
- Full
- Interior Features
- Cable - AvailableSecurity System
Exterior & Lot
- Lot Size
- 3.01 acres
- Zoning
- R-2
- Garage / Parking
- 4 garage spacesBarnAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- In Ground Pool
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Rolling
Listing & Financials
- Property Taxes
- $25,788 / Annually
- Days on Market
- 119
- MLS #
- 24157966
- MLS Status
- Under Contract
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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 6:15 AM UTC.