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
$739,000
20 Winding Brook Lane, Redding, CT 06896
5beds
2,606sqft
Single Family Residence
Built in 1971
2 Acres Lot
$780,200 Zestimate®
$284/sqft
$5,418 Estimated rent
Home value
$780,200
$702,000 - $866,000
$5,418/mo
Zestimate® history
Owner options
List your home for rent
$5,418/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$5,418/mo
Rent Zestimate®
Refinance and save
$4,963/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$4,963/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Central airScreened-in porchMain-level den or officeFull unfinished basementLevel backyardHardwood floorsSpacious eat-in kitchen
Zillow last checked:
Listing updated:
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 Report a problem | ||
| 9/19/2025 | Pending sale | $699,900$269/sqft |
Source: Smart MLS #24118249 Report a problem | ||
| 8/9/2025 | Listed for sale | $699,900$269/sqft |
Source: Smart MLS #24118249 Report a problem | ||
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% |
| 2022 | $10,622 +1.5% | $318,600 |
| 2021 | $10,463 | $318,600 |
| 2020 | $10,463 | $318,600 |
| 2019 | $10,463 +3.5% | $318,600 |
| 2018 | $10,106 +21.1% | $318,600 +13.1% |
| 2017 | $8,344 +1.3% | $281,700 |
| 2016 | $8,237 +1.1% | $281,700 |
| 2015 | $8,144 | $281,700 |
Find assessor info on the county website
Neighborhood: 06896
Nearby schools
GreatSchools rating
- 8/10Redding Elementary SchoolGrades: PK-4Distance: 0.3 mi
- 9/10John 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 Zillow Showcase℠ listing at no additional cost and you could sell for .
$780,200
2% more
+$15,604
With Zillow Showcase(estimated)
$795,804
- Connecticut
- Fairfield County
- Redding
- 06896
- 20 Winding Brook Lane
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Redding Topics
