20 Winding Brook Lane
Redding, CT 06896
- 5 Beds
- 3 Baths
- 2,606 sqft (on 2 acres)
$739,000
Last Sold: Sep 26, 2025
6% over list $700K
$284/sqft
Est. Refi. Payment $4,814/mo*
$739,000
Last Sold: Sep 26, 2025
6% over list $700K
$284/sqft
Est. Refi. Payment $4,814/mo*
5 Beds
3 Baths
2,606 sqft
(on 2 acres)
Local Information
© Google
-- mins to
Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 27, 2025
Home Highlights
Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$284/sqft
Listed
180+ days ago
Home Details for 20 Winding Brook Lane
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Interior Details Basement: Full,Unfinished,Storage Space,Walk-Out AccessNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Den, Family Room, Kitchen, Living Room, Sun Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2606 Square Feet |
Appliances & Utilities Appliances: Gas Range, Dishwasher, Water HeaterDishwasherLaundry: Main Level |
Heating & Cooling Heating: Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2606 Square Feet |
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Year Built Year Built: 1971 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch |
Building Construction Materials: Shake SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 269608 |
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Price List Price: $699,900Price Per Sqft: $284/sqft |
Status Change & Dates Off Market Date: Wed Sep 10 2025Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: ReddingCommunity: Redding Center |
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Joel Barlow |
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Building Area Building Area: 2606 Square Feet |
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No HOA |
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Lot Area: 2 Acres |
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BasementMls Number: 24118249Above Grade Unfinished Area: 2606 |
Last check for updates: about 7 hours ago
Listed by Matt Rose, (203) 470-9115
Keller Williams Realty, (203) 438-9494
Bought with: Susan C. Leone, (203) 209-2075, Higgins Group Bedford Square, (203) 226-0300
Source: Smart MLS, MLS#24118249

Price History for 20 Winding Brook Lane
| Date | Price | Event | Source |
|---|---|---|---|
| 09/26/2025 | $739,000 | Sold | Smart MLS #24118249 |
| 09/19/2025 | $699,900 | Pending | Smart MLS #24118249 |
| 08/09/2025 | $699,900 | Listed For Sale | Smart MLS #24118249 |
Market trends in Redding
Last updated April 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29 13MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $12,755 |
| Assessment | $431,800 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$5,330/mo
Comparable Sales for 20 Winding Brook Lane
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $884,000 | 08/08/25 | 4 | 3 | 3,019 | |
0.34 | Single-Family Home | $955,000 | 08/22/25 | 4 | 3 | 2,278 | |
0.47 | Single-Family Home | $630,000 | 01/21/26 | 5 | 3 | 1,508 | |
0.39 | Single-Family Home | $975,000 | 05/21/26 | 4 | 3 | 3,982 | |
0.56 | Single-Family Home | $955,000 | 01/09/26 | 4 | 2.5 | 3,080 | |
0.60 | Single-Family Home | $915,000 | 11/05/25 | 4 | 2.5 | 2,177 | |
0.81 | Single-Family Home | $718,617 | 02/17/26 | 5 | 3 | 2,458 | |
1.07 | Single-Family Home | $599,000 | 10/10/25 | 5 | 3 | 2,639 | |
0.48 | Single-Family Home | $1,600,000 | 07/24/25 | 5 | 5 | 5,945 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 20 Winding Brook Lane.
What Locals Say about Redding
At least 41 Trulia users voted on each feature.
96 % Say there's wildlife
91 % Say parking is easy
88 % Say car is needed
87 % Say there's holiday spirit
86 % Say it's dog friendly
84 % Say it's quiet
76 % Say yards are well-kept
71 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
63 % Say there are community events
59 % Say people would walk alone at night
42 % Say kids play outside
33 % Say it's walkable to restaurants
12 % Say it's walkable to grocery stores
12 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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20 Winding Brook Lane, Redding, CT 06896 is a 5 bedroom, 3 bathroom, 2,606 sqft single-family home built in 1971. This property is not currently available for sale. 20 Winding Brook Lane was last sold on Sep 26, 2025 for $739,000 (6% higher than the asking price of $699,900). The current Trulia Estimate for 20 Winding Brook Lane is $769,200.