8 Windy Hill Road, UmpawaugRedding, CT 06896MLS Number 24171032

  • Price: $1,195,000
  • Est. Mortgage of $/month
  • 16 Days on Market
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Federal 30-year interest rate: 6.37% last updated on May 7, 2026
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Active with Contract
8 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 068968 Windy Hill Road Redding CT 06896
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  • 4Bedrooms
  • 2.29Acreage
  • 4Bathrooms
  • 1998Year Built

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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 of Compass Connecticut,LLC ((516) 319-7609)

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More Info

Basic Information

  • MLS Number24171032
  • StatusActive With Contract
  • List Price$1,195,000
  • Square Feet3,907
  • Property TypeSingle Family For Sale
  • List TeamTHE BRIANNA CARVALHO TEAM

Property

  • Acreage2.29
  • Lot DescriptionFence - Full, Level Lot, Professionally Landscaped
  • Parking Spaces
  • SwimmingpoolYes
  • Pool descriptionGunite, Heated, Salt Water, In Ground Pool

Exterior

  • ColorTaupe
  • Exterior featuresBarn, Deck, Garden Area, Patio
  • Exterior sidingWood

Utilities

  • Waters ourcePrivate Well
  • Cooling SystemCentral Air
  • Hot water descriptionOil, Domestic
  • Heating FuelOil
  • Fuel tank locationIn Basement
  • Heat SystemHot Air
  • Sewage systemSeptic

Tax Information

  • Assessed value$613,600
  • Milrate total33
  • Tax YearJuly 2025-June 2026
  • Taxes$18,126

Location

  • StateCT
  • Zip06896
  • CountyFairfield
  • NeighborhoodUmpawaug
  • Middle Junior High SchoolJohn Read

Interior

  • Rooms9
  • Rooms additionalGym
  • Interior featuresAudio System, Auto Garage Door Opener, Central Vacuum, Security System
  • RoofAsphalt Shingle
  • Radon mitigation airYes
  • Radon mitigation waterYes

Amenities

  • Amenities
    • Golf Course
    • Health Club
    • Lake
    • Library
    • Park
    • Playground/Tot Lot
    • Shopping/Mall
  • Other AmenitiesBasement, Fireplace, Pool, Golf, Waterfront

Other

  • Appliances IncludedCook Top, Wall Oven, Refrigerator, Dishwasher
  • Original listprice$1,195,000
  • ExclusionsWasher & dryer, microwave, deep freezer, grill, window treatments and curtain rods. Please see attached Exclusion list for details.
  • Remarks addendumOffer Deadline - Monday 5/4 @ 3pm
  • Date Listed04/29/2026

School Information

  • Elementary SchoolRedding
  • High SchoolJoel Barlow

Rooms

  • Laundry room infoUpper Level

Building

  • Full Bath2
  • Half Baths2
  • BasementFull, Fully Finished
  • Attic descriptionUnfinished, Storage Space, Pull-Down Stairs
  • AtticYes
  • Garage Spaces2
  • Bedrooms4
  • Bathroom4
  • Year Built1998
  • Property StyleColonial
  • Fireplaces2
  • FoundationConcrete
  • Garage Parking InfoAttached Garage
  • New construction typeNo/Resale

Water Body

  • Waterfront DescriptionNot Applicable
Sotheby's International Realty | William Pitt
Sotheby's International Realty | William Pitt
Office: 203-796-7700
112 Federal Road
Danbury, CT 06811

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