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$739,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2,606 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 20 Winding Brook Ln

General

  • Sold For: $739,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24118249
  • Added to Site: 160 day(s) ago

Interior

  • Number of Rooms: 10
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - Hardwood Floor, 22 x 13, Main
  • Bedroom 1: Bedroom - Hardwood Floor, 13 x 11, Main
  • Bedroom 2: Bedroom - Hardwood Floor, 13 x 13, Main
  • Bedroom 3: Bedroom, 19 x 13, Upper
  • Bedroom 4: Bedroom, 19 x 14, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 19 x 12, Main
  • Family Room: Family Room - Fireplace, Wall/Wall Carpet, Hardwood Floor, 20 x 17, Main
  • Kitchen: Kitchen - Breakfast Bar, Vinyl Floor, 12 x 12, Main
  • Eat In Kitchen: Eat-In Kitchen - Vinyl Floor, 12 x 10, Main
  • Den: Den - Hardwood Floor, 13 x 11, Main
  • Laundry: Main Level

Exterior

  • Color: Sage Green

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Redding Center
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Joel Barlow

Community

  • Community Name: Redding Center

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Shake
  • Basement Desc.: Full, Unfinished, Storage, Walk-out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,606
  • Above Ground: 2,606 Sq. Ft.
  • Year Built: 1971

Lot Features

  • Lot Size (Acres): 2
  • Zoning: R-2
  • Lot Description: Secluded, In Subdivision, Level Lot

Financial Considerations

  • Assessment Amount: $431,800
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 269608

Listed by Keller Williams Realty, Matt Rose Team, Matt Rose
Sold by Higgins Group Bedford Square, Susan Leone

Listing agent

— 20 Winding Brook Ln —

  • Matt Rose

    Keller Williams Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 Winding Brook Ln

School Districts:Redding School District, Regional High School District 09
NameGradesDistance
Redding Elementary School
33 Lonetown Road, Redding, CT 06896
PK-40.4 mi
John Read Middle School
486 Redding Road, Redding, CT 06896
5-80.6 mi
Joel Barlow High School
100 Black Rock Turnpike, Redding, CT 06896
9-122.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Winding Brook Ln

Date
Details
Price
Change
Source
9/26/2025
Sold
$739,000
5.59%
MLS
8/09/2025
Listed
$699,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Keller Williams Realty, Matt Rose Team, Matt Rose
Sold by Higgins Group Bedford Square, Susan Leone

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20 Winding Brook Lane, Redding, CT 06896 (MLS# 24118249) is a Single Family property that was sold at $739,000 on September 26, 2025. Want to learn more about 20 Winding Brook Lane? Do you have questions about finding other Single Family real estate for sale in Redding? You can browse all Redding real estate or contact a Coldwell Banker agent to request more information.