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
Mortgage Calculator
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
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.
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