7 Windy Hill Road, Redding, CT 06896
OFF MARKET

7 Windy Hill Road
Redding, CT 06896

  • 5 Beds
  • 5 Baths
  • 5,363 sqft (on 2.27 acres)

$1,330,800

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $8,622/mo*

$1,330,800

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $8,622/mo*
5 Beds
5 Baths
5,363 sqft
(on 2.27 acres)

Local Information

  • Map ViewExplore the area around 7 Windy Hill Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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

Interior Features

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

Exterior Features

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

Property Information

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

Price & Status

Price
List Price: $985,000
Status Change & Dates
Off Market Date: Mon May 15 2023Possession Timing: Prefer Aug 15 Or Later

Active Status

MLS Status: Closed

Location

Direction & Address
City: ReddingCommunity: Umpawaug
School Information
Elementary School: ReddingJr High / Middle School: John ReadHigh School: Joel Barlow

Building

Building Area
Building Area: 5363 Square Feet

Community

Community Features: Golf, Lake, Library

HOA

No HOA

Lot Information

Lot Area: 2.27 Acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 170561144Attic: Pull Down StairsAbove Grade Unfinished Area: 3991

Additional Information

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

DatePriceEventSource
08/14/2023$1,027,000Sold
Smart MLS #170561144
07/07/2023$985,000PendingSmart MLS #170561144
05/16/2023$985,000ContingentSmart MLS #170561144
04/20/2023$985,000Listed For SaleSmart MLS #170561144
06/14/2022ListingRemovedSmart MLS #170492728
06/02/2022$895,000Listed For SaleSmart MLS #170492728
07/02/2020$775,000ListingRemovedAgent Provided
02/03/2020$775,000PriceChange
Agent Provided
09/24/2019$825,000Listed For SaleAgent Provided
04/09/2012$750,000Sold
Smart MLS #98484337
03/10/2008$995,000Sold
Smart MLS #98335866
07/08/2005$1,200,000Sold
N/A
09/23/1999$755,000Sold
N/A

Market trends in Redding

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
38
11
MoM
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Property Tax and Assessment

Year2025
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

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Assigned Schools

These are the assigned schools for 7 Windy Hill Road.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Drewluca
    "Many families; safe; lots of space. Great place to live and raise kids. Friendly and close enough to everything to make it pleasant. "
  • Helga P.
    "We work from home. Therefore, we do not have a commute unless we have outside business meetings or other work related engagements. "
  • Betsy M.
    "We have potlucks and cookouts on our lane, and spontaneous get-togethers for cocktails. People always Everyone on our lane pitches in to help one another whenever needed. I wouldn’t say that’s the case for Redding as a whole, but definitely true on our lane!"
  • Agustahalla
    "A great place for small children. We work from home. This is a very peaceful place without being too remote. I love living here. ;-)"
  • Agustahalla
    "Quiet. Relatively safe for children. Great things to do outdoors near by. The town has organized great camps for kids through the summertime."
  • Jenbain23
    "My commute varies as I work at different locations. Fairfield County in general is horrible for rush hour traffic but when traveling North it could be less congested. "
  • Jenbain23
    "Love the neighborhood, but I don’t love the amount of people in town who have little awareness of appropriate fiscal responsibility with town finances."
  • Deidreyw
    "Nice small town, with plenty to do nearby. Great schools, many stores/shopping areas in surrounding towns and safe areas."
  • Deidreyw
    "It’s a nice small town with great schools, a lot of parks, and things to do in the area if you have little ones. Also, really nice restaurants in the area, so you don’t need to go far. There is a train station nearby and close to lots of shopping, highways and New York City!"
  • einarulfsson
    "Redding is the best Value in Fairfield County, amazing Schools, parks and recreation available."
  • Janeausten
    "Fabulous town full of wonderful parks and hiking trails. Town library started by Mark Twain and a hub of activity. Summer Concerts on the Green gather young and old to enjoy music and fun together. Excellent schools- always in top 10. "
  • Pdunay
    "Live and work here. Beautiful and peaceful country life. Great schools and very safe. "
  • rtklarsfeld
    "Part of prestigious Farview Farm Association with pool club and tennis courts. Completely updated in 2013. Custom gourmet kitchen of your dreams with double European dishwashers, Wolf 6 burner range, double ovens, warming drawer, Sub-Zero All Refrigerator and All Freezer . 3 car garage. Finished lower level 785 sq/ft for a total of 4,422 sq/ft."

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.