This expansive 5-bedroom, 3-bath ranch-style home offers over 2,600 sq. ft. of living space across 1.5 stories, set on a private 2-acre lot with level backyard. Classic cedarwood shingles, a slate foyer, and hardwood floors throughout the main level create a warm, timeless feel. The layout includes a family room with fireplace, a formal living room, and a versatile main-level den or office that could also serve as a formal dining room. The spacious eat-in kitchen opens to a screened-in porch, perfect for relaxing or entertaining. Additional features include 9 total rooms, a full unfinished basement with ample space for storage, oil hot water baseboard heat, central air, whole house generator and an attached 2-car garage. Enjoy a prime location near Saugatuck Falls and Putnam Park with easy access to scenic hiking trails and an ideal commute to New York and Southern Fairfield County.
Sold for $739,000 on 09/26/25
$739,000
20 Winding Brook Lane, Redding, CT 06896
5beds
2,606sqft
Single Family Residence
Built in 1971
2 Acres Lot
$752,700 Zestimate®
$284/sqft
$5,774 Estimated rent
Home value
$752,700
$677,000 - $835,000
$5,774/mo
Zestimate® history
Loading...
Owner options
Explore your selling options
What's special
Zillow last checked: 8 hours ago
Listing updated: September 27, 2025 at 10:44am
Listed by:
Matt Rose Team,
Matt Rose 203-470-9115,
Keller Williams Realty 203-438-9494
Bought with:
Susan C. Leone, RES.0789038
Higgins Group Bedford Square
Source: Smart MLS,MLS#: 24118249
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 286 Square Feet
- Dimensions: 13 x 22
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 169 Square Feet
- Dimensions: 13 x 13
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11 x 13
Bedroom
- Level: Upper
- Area: 247 Square Feet
- Dimensions: 13 x 19
Bedroom
- Level: Upper
- Area: 266 Square Feet
- Dimensions: 14 x 19
Den
- Features: Hardwood Floor
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11 x 13
Family room
- Features: Fireplace, Wall/Wall Carpet, Hardwood Floor
- Level: Main
- Area: 340 Square Feet
- Dimensions: 17 x 20
Kitchen
- Features: Breakfast Bar, Vinyl Floor
- Level: Main
- Area: 144 Square Feet
- Dimensions: 12 x 12
Kitchen
- Features: Vinyl Floor
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Living room
- Features: Hardwood Floor
- Level: Main
- Area: 228 Square Feet
- Dimensions: 12 x 19
Sun room
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11 x 13
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Dishwasher, Water Heater
- Laundry: Main Level
Features
- Basement: Full,Unfinished,Storage Space,Walk-Out Access
- Number of fireplaces: 1
Interior area
- Total structure area: 2,606
- Total interior livable area: 2,606 sqft
- Finished area above ground: 2,606
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Lot
- Size: 2 Acres
- Features: Secluded, Subdivided, Level
Details
- Parcel number: 269608
- Zoning: R-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Shake Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1971
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: Redding
- Subdivision: Redding Center
Price history
| Date | Event | Price |
|---|---|---|
| 9/26/2025 | Sold | $739,000+5.6%$284/sqft |
Source:  Smart MLS #24118249 | ||
| 9/19/2025 | Pending sale | $699,900$269/sqft |
Source: Smart MLS #24118249 | ||
| 8/9/2025 | Listed for sale | $699,900$269/sqft |
Source: Smart MLS #24118249 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,755 +2.9% | $431,800 |
| 2024 | $12,401 +3.7% | $431,800 |
| 2023 | $11,957 +12.6% | $431,800 +35.5% |
Find assessor info on the county website
Neighborhood: 06896
Nearby schools
GreatSchools rating
- 8/10Redding Elementary SchoolGrades: PK-4Distance: 0.4 mi
- 8/10John Read Middle SchoolGrades: 5-8Distance: 0.6 mi
- 7/10Joel Barlow High SchoolGrades: 9-12Distance: 2.7 mi
Schools provided by the listing agent
- High: Joel Barlow
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$752,700
2% more+ $15,054
With Zillow Showcase(estimated)
$767,754