7 Windy Hill Road
Redding, CT 06896
- 5 Beds
- 5 Baths
- 5,363 sqft (on 2.27 acres)
5 Beds
5 Baths
5,363 sqft
(on 2.27 acres)
Local Information
-- mins to
Description
Let the good times begin! Located in a desirable and quiet neighborhood, this 5-bedroom home with its 4 full baths and two levels of great entertaining space (indoor and out) is perfect for those whose numbers are growing or who enjoy having plenty of friends and family around. The open concept kitchen and family room is truly the center of daily activity with plenty of room to gather around the kitchen island or play board games by the wood-burning fireplace. Just outside is a spacious deck overlooking the yard and woods beyond. Just imagine the birds and wildlife you can spot! The lower level is a recreational paradise with plenty of room for a pool/ping pong table as well as a gym/yoga room plus a sitting area where you’ll additionally find a gas fireplace. The lower level provides direct access to a stone patio and the 3rd garage bay. A main level ensuite bedroom could be au-pair/in-law quarters or a secluded home office. Upstairs all 4 additional bedrooms are ensuite. The primary suite boasts 2 magnificent walk-in closets and a wood burning fireplace. Outside is a large grassy area perfect for playing yard games or tending the existing raised bed garden. A whole house generator provides comfort during stormy times. All of this within minutes of schools, shopping and recreation areas in Redding or nearby Ridgefield. This is a neighborhood where bike-riding, trick-or-treating and dog walking abound. Hiking trails are just down the road.
7 Windy Hill Road, Redding, CT 06896 is a 5 bedroom, 6 bathroom, 5,363 sqft single-family home built in 1999. It last sold for $1,027,000 on Aug 14, 2023 (4% above the $985,000 asking price). It is currently off market. The Trulia Estimate is $1,330,800, with a rent estimate of $7,992/month.
Home Highlights
Parking
3 Car Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 7 Windy Hill Road
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Interior Details Basement: Full,Finished,Heated,Cooled,Garage AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Other, Rec Play Room |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 5363 Square Feet |
Appliances & Utilities Appliances: Gas Cooktop, Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, HumidifierDishwasherDryerLaundry: Main LevelRefrigeratorWasher |
Heating & Cooling Heating: Hydro Air,Zoned,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hydro Air |
Fireplace & Spa Number of Fireplaces: 3Has a Fireplace |
Windows, Doors, Floors & Walls Window: Thermopane Windows |
Security Security: Security System |
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Exterior Home Features Roof: AsphaltPatio / Porch: Deck, PatioFencing: ElectricFoundation: Concrete PerimeterNo Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Paved,Private,Asphalt |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 3991 Square FeetFinished Area (below surface): 1372 Square Feet |
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Year Built Year Built: 1999 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial |
Building Construction Materials: Shake Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Not Included in Sale: satellite lamps in kitchen eating areaParcel Number: 1788181 |
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Price List Price: $985,000 |
Status Change & Dates Off Market Date: Mon May 15 2023Possession Timing: Prefer Aug 15 Or Later |
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MLS Status: Closed |
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Direction & Address City: ReddingCommunity: Umpawaug |
School Information Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow |
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Building Area Building Area: 5363 Square Feet |
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Community Features: Golf, Lake, Library |
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No HOA |
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Lot Area: 2.27 Acres |
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Energy Efficiency Features: Windows |
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BasementMls Number: 170561144Attic: Pull Down StairsAbove Grade Unfinished Area: 3991 |
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HOA Amenities: None |
Last check for updates: about 10 hours ago
Listed by Kristi Vaughan, (203) 733-6469
William Pitt Sotheby's Int'l, (203) 438-9531
Bought with: Brianna Carvalho, (516) 319-7609, Berkshire Hathaway NE Prop., (203) 438-9501
Source: Smart MLS, MLS#170561144

Price History for 7 Windy Hill Road
| Date | Price | Event | Source |
|---|---|---|---|
| 08/14/2023 | $1,027,000 | Sold | Smart MLS #170561144 |
| 07/07/2023 | $985,000 | Pending | Smart MLS #170561144 |
| 05/16/2023 | $985,000 | Contingent | Smart MLS #170561144 |
| 04/20/2023 | $985,000 | Listed For Sale | Smart MLS #170561144 |
| 06/14/2022 | ListingRemoved | Smart MLS #170492728 | |
| 06/02/2022 | $895,000 | Listed For Sale | Smart MLS #170492728 |
| 07/02/2020 | $775,000 | ListingRemoved | Agent Provided |
| 02/03/2020 | $775,000 | PriceChange | Agent Provided |
| 09/24/2019 | $825,000 | Listed For Sale | Agent Provided |
| 04/09/2012 | $750,000 | Sold | Smart MLS #98484337 |
| 03/10/2008 | $995,000 | Sold | Smart MLS #98335866 |
| 07/08/2005 | $1,200,000 | Sold | N/A |
| 09/23/1999 | $755,000 | Sold | N/A |
Market trends in Redding
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
11MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $21,647 |
| Assessment | $732,800 |
Home facts updated by county records
Comparable Sales for 7 Windy Hill Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.18 | Single-Family Home | $1,400,000 | 07/09/26 | 4 | 3 | 3,907 | |
0.32 | Single-Family Home | $725,000 | 07/24/25 | 5 | 3.5 | 3,786 | |
0.23 | Single-Family Home | $1,199,000 | 07/16/25 | 4 | 3.5 | 3,045 | |
0.29 | Single-Family Home | $800,000 | 06/23/26 | 4 | 2.5 | 3,092 | |
0.66 | Single-Family Home | $1,195,000 | 05/28/26 | 5 | 3.5 | 4,407 | |
0.60 | Single-Family Home | $1,600,000 | 11/18/25 | 5 | 3 | 3,407 | |
0.42 | Single-Family Home | $725,000 | 11/05/25 | 4 | 2 | 3,024 | |
0.61 | Single-Family Home | $950,000 | 04/15/26 | 3 | 2.5 | 2,455 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 7 Windy Hill Road.
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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