8 Windy Hill Road
Redding, CT, 06896 $ 1,195,000
Bedrooms4 Baths2.2 Sq 3,907 Monthly Estimate*
$ 7,358
for $1,195,000 with 4 bedrooms and 2 full baths, 2 half baths. This 3,907 square foot home was built in 1998 on a lot size of 2.29.
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.
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Open House
5/2/2026 1:00 PM - 3:00 PM
5/3/2026 1:00 PM - 3:00 PM
8 Windy Hill Road Redding, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Coming Soon
FeaturesGeneralZoning R-2
Neighborhood Umpawaug
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 2.29
Directions Route 7 to Old Redding Road Right on Windy Hill
High School Joel Barlow
City Redding
Elementary School Redding
Sq Ft Total 3907
Year Built 1998
Exclusions Washer & dryer microwave deep freezer grill window treatments and curtain rods. Please see attached Exclusion list for details.
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated Salt Water In Ground Pool
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InteriorCooling System Central Air
Total Rooms 9
Basement Description Full Fully Finished
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ExteriorWater Source Private Well
Lot Description Fence - Full Level Lot Professionally Landscaped
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* Excluded FeaturesList ByBrianna CarvalhoListing Agent
Compass Connecticut, LlcBroker
brianna.carvalho@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $7,358
- Monthly Property Taxes
- $1,511
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Redding, CT
Average List Price $1,447,135
Percent of Sale Price 21%
About Redding, CT 9,350 Population
13% Since 2002
$ 138,936 Median Income
50.56 Median Age
33% Households with Children
Trends Information provided by ATTOM Data Solutions.
2059712 Elementary School
3042245 Middle School
Joel Barlow High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/29/2026 | $1,195,000 | | Listed Price |