$1,195,000 ($305.86 per sqft)

Under Contract

Est. Mortgage $5,886/mo *

Quick Pre-Approval

Listing courtesy of Brianna Carvalho (516) 319-7609, Compass Connecticut, LLC (203) 290-2477


8 Windy Hill Road, Redding, (Umpawaug), CT, 06896

8 Windy Hill Road, Redding, (Umpawaug), CT, 06896

9 rooms

4 beds

2 Full / 2 Half baths

1998

Colonial

3,907 sqft

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. Offer Deadline - Monday 5/4 @ 3pm


Status:

Under Contract

Town:

Redding

Type:

Single-family residential

Laundry Remarks:

Upper Level

Zoning:

R-2

Garage:

2-car Attached Garage

Heating:

Hot Air

Cooling:

Central Air

Basement:

Full, Fully Finished

Acreage:

2.29

Est. Taxes:

$18,126

Assessment

$613,600

Lot Description:

Fence - Full,Level Lot,Professionally Landscaped

Elementary School:

Redding

Middle School:

John Read

High School:

Joel Barlow

Days on Market:

13

Appliances:

Cook Top, Wall Oven, Refrigerator, Dishwasher

Pool:

Gunite, Heated, Salt Water, In Ground Pool

MLS #:

24171032


Community Info

School Info

Walk Score

Mass Transit

Yelp


Copyright ©2026 SmartMLS, Inc.