28 Winding Brook Lane
Redding, Connecticut 06896
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,454
- Acres
- 2.11
- Year Built
- 1971
- Neighborhood
- Redding Center
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nestled on a quiet residential loop in one of Redding's desirable neighborhoods, this beautifully maintained 4-bedroom, 3 full and 1 half bath center hall Colonial offers timeless design, generous living space, and a secluded setting surrounded by mature landscaping. The gracious floor plan begins with a large living room that flows seamlessly into the formal dining room, where dramatic floor-to-ceiling windows fill the space with natural light and provide beautiful views of the yard. The kitchen combines warmth and function with rich wood cabinetry, soapstone countertops, stainless steel appliances, a large eat-in area, and generous workspace for everyday living. A butler's pantry between the kitchen and dining room provides additional storage, a prep sink, a desk/work area. The inviting family room features a classic fireplace, an oversized picture window, and hardwood floors. A screened porch and expansive deck overlook the backyard, offering an ideal setting for outdoor dining, relaxing, or entertaining. A highlight - the bonus suite above the garage, featuring a full bath and walk-in closet. Ideal as an in-law or au pair suite, guest quarters, home office, or recreation room. Upstairs, the primary suite is complemented by three additional bedrooms, including one with a charming loft that creates a unique retreat for reading, play, or additional sleeping space. This exceptional Colonial offers flexible living spaces, comfort, and a peaceful setting.
Key Facts
- City/Town
- Redding
- Neighborhood
- Redding Center
- Property / Style
- Single Family · Colonial
- Year Built
- 1971
- Days on Market
- 65 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 3,454 sq ft
- Lot Size
- 2.11 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $15,528 / Annually
Market Snapshot
The Redding Market
Single Family · trailing 12 months
Active Listings
26
16 under contract
Median List Price
$1.01M
26 active listings
Median Closed Price
$950,000
93 sales
Median Days on Market
46
26 active listings
Median $ / Sq Ft
$281
26 active listings
Sale-to-List Ratio
100.6%
93 sales
How this home compares
List Price
$910,000
vs $1.01M median
10.1% below median
Price / Sq Ft
$263
vs $281 median
6.4% below median
Days on Market
65 days
vs 46 days median
19 days longer than median
Based on 26 active and 93 closed sales (trailing 12 mo) of single family in Redding. Source: SmartMLS · As of September 11, 2026.
Location
28 Winding Brook Lane, Redding, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$4,727
- Property Taxes$1,294
- Insurance$303
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Redding
- Neighborhood
- Redding Center
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1971
- New Construction
- No/Resale
- Living Area
- 3,454 sq ft
- Below Grade
- 360 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Joel Barlow
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Laundry in the basement in it's own room
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- PartialStoragePartially Finished
- In-Law Apartment
- PossibleOver Garage
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 2.11 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedPorchDeckFrench Doors
- Lot Description
- SecludedLightly WoodedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $15,528 / Annually
- Days on Market
- 65
- MLS #
- 24189421
- MLS Status
- Active
Similar Properties
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Co-Listed By
Debbie Gore
Coldwell Banker Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. 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 9/11/2026 at 8:50 PM UTC.