8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
8 Windy Hill Road
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8 Windy Hill Road
8 Windy Hill Road
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Courtesy of Compass Connecticut, LLC
Sold

8 Windy Hill Road

8 Windy Hill Road, Redding, Connecticut 06896

$1,400,000
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.

4
beds

4
baths

3,907 Sq.Ft. LIVING AREA

2.29 Acres lot

Brianna Carvalho

Brianna Carvalho

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms4
  • full bathrooms2
  • half bathrooms2
  • Laundry room Upper Level
  • APPLIANCES Cook Top, Wall Oven, Refrigerator, Dishwasher
  • other interior Features Audio System, Auto Garage Door Opener, Central Vacuum, Security System

Area & Lot

  • Status Sold
  • Date Sold July 9, 2026
  • Living Area3,907 Sq.Ft.
  • Total Area3,907 Sq.Ft.
  • Lot Area2.29 Acres
  • MLS® ID24171032
  • TypeResidential
  • YEAR BUILT1998
  • NeighborhoodRedding
  • Architecture StylesColonial
  • Water FrontageNot Applicable
  • Elementary SchoolRedding
  • Middle SchoolJohn Read
  • High SchoolJoel Barlow

Exterior

  • Garage Space2.0
  • water SourcePrivate Well
  • PoolGunite, Heated, Salt Water, In Ground Pool
  • roofAsphalt Shingle
  • lot featuresFence - Full, Level Lot, Professionally Landscaped
  • parkingAttached Garage
  • HEAT TYPEHot Air
  • AIR CONDITIONINGCentral Air
  • sewerSeptic
  • SubstructureConcrete
  • other exterior FeaturesBarn, Deck, Garden Area, Patio

Financial

  • Sales Price$1,400,000
  • Real Estate Tax $18,126/yr
  • Zoning R-2

Redding

Redding, Connecticut offers a rare blend of privacy, natural beauty, and small-town community within Fairfield County. Known for its open space, scenic roads, historic homes, and strong sense of place, Redding appeals to buyers looking for more land, character, and a quieter lifestyle while still being within reach of Ridgefield, Westport, and New York City. From antique homes and classic Colonials to contemporary retreats, Redding real estate is ideal for those who value space, nature, and an authentic New England setting.

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Work With Brianna

Brianna strives to make the experience stress-free through clear and consistent communication, patience, and attentive guidance. Her biggest motivator is helping others and she's 100% client driven.

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