8 Windy Hill Rd
Redding, CT 06896
- 4 Beds
- 3 Baths
- 3,007 sqft (on 2.29 acres)
4 Beds
3 Baths
3,007 sqft
(on 2.29 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1998
Lot Size
2.29 acres
Living Area
3,007 sqft
Price/Sqft
$407
Parking
Garage
About this House
Add this to your list of Must-See homes! Welcome home to this wonderful colonial in one of Redding's most sought-after neighborhoods close to shopping, restaurants, and Metro North. Enjoy entertaining in the open kitchen-family room area, outside on the deck, or poolside. The master bedroom suite offers a walk-in closet and fully updated bath with dual sinks, separate shower, and hydro-tub. Three more bedrooms, laundry, and full bath accompany the MBR on the upper level. The main level offers a formal living room and dining room with hardwood floors and fireplace; office with built-ins; newly updated kitchen with granite countertops and stainless appliances flowing into the family room which has a fireplace and a wall of doors that open up to the back deck; mudroom; and a half bath. The lower level has media room, rec room, half bath, and a section that offers plenty of storage. The expansive property is professionally landscaped, a level back yard, sloping front yard, a heated salt water gunite pool, garden, and a barn that can be finished for a pool house with changing rooms, bar, and kitchen. The NY Times, in a recent article, has dubbed Redding as "the Vermont of Connecticut". Come enjoy the quiet life while remaining close to civilization. Pool is now open!
8 Windy Hill Rd, Redding, CT 06896 is a 4 bedroom, 2 bathroom, 3,007 sqft single-family home built in 1998. It last sold for $1,025,000 on Aug 16, 2022. It is currently off market. The Trulia Estimate is $1,224,100, with a rent estimate of $5,590/month.
Home Details for 8 Windy Hill Rd
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Interior Details BasementAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath, Mud Room, Office, Recreation RoomCeiling Fan |
Heating & Cooling Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil |
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood |
Appliances & Utilities Cable ReadyDishwasherDryerRefrigeratorWasher |
Fireplace & Spa FireplaceJetted Bath Tub |
Security Security System |
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Exterior Home Features Roof: Asphalt, Shake ShingleDeckExterior: WoodPatio |
Pool Pool |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1998 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 2.29 acres |
Price History for 8 Windy Hill Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 08/16/2022 | $1,025,000 | Sold | N/A |
| 11/01/2018 | $859,000 | ListingRemoved | Agent Provided |
| 04/03/2018 | $859,000 | Listed For Sale | Agent Provided |
| 11/06/2006 | $875,000 | Sold | N/A |
| 07/17/1998 | $515,000 | Sold | N/A |
Market trends in Redding
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
38
11MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $18,126 |
| Assessment | $613,600 |
Home facts updated by county records
Comparable Sales for 8 Windy Hill Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.00 | Single-Family Home | $1,400,000 | 07/09/26 | 4 | 3 | 3,907 | |
0.27 | Single-Family Home | $800,000 | 06/23/26 | 4 | 2.5 | 3,092 | |
0.43 | Single-Family Home | $950,000 | 04/15/26 | 3 | 2.5 | 2,455 | |
0.51 | Single-Family Home | $1,195,000 | 05/28/26 | 5 | 3.5 | 4,407 | |
0.59 | Single-Family Home | $725,000 | 11/05/25 | 4 | 2 | 3,024 | |
0.43 | Single-Family Home | $785,000 | 05/26/26 | 3 | 2 | 1,610 | |
0.76 | Single-Family Home | $1,600,000 | 11/18/25 | 5 | 3 | 3,407 | |
0.94 | Single-Family Home | $767,000 | 11/03/25 | 4 | 2.5 | 2,958 | |
0.75 | Single-Family Home | $1,335,000 | 05/28/26 | 4 | 4 | 4,548 | |
0.67 | Single-Family Home | $850,000 | 06/30/26 | 3 | 2 | 1,684 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 8 Windy Hill Rd.
What Locals Say about Redding
At least 41 Trulia users voted on each feature.
96 % Say there's wildlife
91 % Say parking is easy
88 % Say car is needed
87 % Say there's holiday spirit
86 % Say it's dog friendly
84 % Say it's quiet
76 % Say yards are well-kept
71 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
63 % Say there are community events
59 % Say people would walk alone at night
42 % Say kids play outside
33 % Say it's walkable to restaurants
12 % Say it's walkable to grocery stores
12 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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