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8 Windy Hill RoadRedding, CT 06896

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$1,195,000

Smart Buyer Rebate $11,950

Set on over 2 private acres in a coveted neighborhood in SW Redding, this sun-filled 4 BR Colonial blends timeless style, scale and effortless living. Designed for both entertaining and daily life, the main level centers around a spacious EIK w/center island, all-new appliances and seamless flow to the adjoining family room w/gas fireplace. Sliders open to the deck and grounds beyond, creating an easy indoor-outdoor flow. A formal dining room is ideal for gatherings, while a second living room w/fireplace provides an inviting retreat. A dedicated home office with a wall of custom built-ins & a powder room complete the main floor. Upstairs, the expansive primary suite is a sanctuary, featuring dual walk-in closets and a large bath w/soaking tub. 3 additional bedrooms share an updated hall bath, while 2nd floor laundry adds convenience. The finished lower level adds versatility with a spacious recreation/media room, dedicated gym & half bath. Outside, the property truly shines. A level, usable yard is anchored by a heated gunite saltwater pool w/travertine surrounds, creating a private resort-like setting for summer entertaining and quiet afternoons. The charming barn has outstanding potential to become a pool house or studio. Minutes from Route 7, downtown Ridgefield, MetroNorth, and Topstone Park, this home delivers the rare combination of neighborhood living, privacy and convenience, just in time for summer.

Listed by Brianna Carvalho

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Compass Connecticut, LLC

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(516) 319-7609

Last updated April 29, 2026

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Source: SmartMLS #24171032

Listing Facts

  • TypeSingle-family
  • NeighborhoodRedding
  • Bedrooms4
  • Bathrooms4
  • Taxes$18,126/year
  • Size3,907 sqft
  • Price per sqft$306

Location

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Property Details for 8 Windy Hill Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1998
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Barn, Deck, Garden Area, Patio

Features

  • Pool Features: Gunite, Heated, Salt Water, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Fence - Full, Level Lot, Professionally Landscaped
  • Lot Size Acres: 2.29

Financial

Taxes

  • Parcel Number: 271729
  • Tax Annual Amount: $18,126.00
  • Tax Year: 25

Interior

Features

  • Appliances: Cook Top, Wall Oven, Refrigerator, Dishwasher
  • Fireplaces Total: 2
  • Interior Features: AUDIO, DROPEN, CENVAC, SECURESY

Measurements

  • Living Area: 3,007

Rooms

  • Basement: Full, Fully Finished
  • Bathrooms Full: 2
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 9

Other

General

  • Exclusions: Washer & dryer, microwave, deep freezer, grill, window treatments and curtain rods. Please see attached Exclusion list for details.

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: Redding

High School

  • High School: Joel Barlow

Middle or Junior School

  • Middle Or Junior School: John Read

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Air
  • Laundry Features: Upper Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 8 Windy Hill Road.

What schools are nearby to 8 Windy Hill Road?

Nearby schools include the Redding Elementary School, John Read Middle School, and Joel Barlow High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 8 Windy Hill Road.

What are the annual taxes for 8 Windy Hill Road?

Annual taxes for this single-family home are estimated at $18,126.

How does 8 Windy Hill Road compare to other single-family homes in Redding?

This single-family home is listed 28% below the average price for single-family homes in Redding and has been on the market for 179 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,907 sqft.

8 Windy Hill Road is a 4-bedroom, 4-bath single-family home for sale in Redding CT 06896. This home features 3,907 square feet of living space, located in Redding. The median listing price for single-family homes in this area is $1,547,000. Nearby schools include Redding Elementary School, John Read Middle School, and Joel Barlow High School. View other single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.