8 Windy Hill Road Redding, CT $ 1,195,000
8 Windy Hill Road
$ 1,195,000
Open House 5/2 1pm - 3pm
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8 Windy Hill Road

Redding, CT, 06896
$ 1,195,000
Bedrooms4 Baths2.2 Sq 3,907

Monthly Estimate*

$ 7,358

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Single Family Home for sale in Redding, CT

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

Price

$ 1,195,000

Bedrooms

4

Full Bath

2

Half Bath

2

Property Type

Single Family

Taxes

$ 18,126

Style

Lot Size

2.29

Year Built

1998

Town/City

Redding

MLS | Web ID

24171032

Features
General
Zoning 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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Interior
Cooling System Central Air
Total Rooms 9
Basement Description Full Fully Finished
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Exterior
Water Source Private Well
Lot Description Fence - Full Level Lot Professionally Landscaped
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* Excluded Features
List By
Brianna Carvalho

Listing Agent

Compass Connecticut, Llc

Broker

brianna.carvalho@compass.com

Email

Affordability Calculator

$8,868
Per Month
83%
17%
0%
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.
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Nearby
2059712 Elementary School
3042245 Middle School
Joel Barlow High School High School
Pricing History
DatePricePrice ChangeDescription
4/29/2026$1,195,000 Listed Price

Map


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8 Windy Hill Road, Redding, CT, 06896 is a Single Family Home for sale at $1,195,000 with 3,907 sqft and a lot size of 2.29. 8 Windy Hill Road has 4 bedrooms, 2.2 baths, and was built in 1998. The property's zip code is 06896 which is in Redding, CT