8 Windy Hill Rd Redding, CT 06896
Estimated payment $7,990/month
Highlights
- Barn
- Heated In Ground Pool
- Deck
- Redding Elementary School Rated A
- Colonial Architecture
- Attic
About This Home
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.
Listing Agent
Compass Connecticut, LLC Brokerage Phone: (516) 319-7609 License #RES.0817929 Listed on: 04/29/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $18,126
Year Built
- Built in 1998
Lot Details
- 2.29 Acre Lot
- Garden
- Property is zoned R-2
Home Design
- Colonial Architecture
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Wood Siding
- Radon Mitigation System
Interior Spaces
- Central Vacuum
- Sound System
- 2 Fireplaces
- Home Gym
- Finished Basement
- Basement Fills Entire Space Under The House
- Home Security System
- Laundry on upper level
Kitchen
- Built-In Oven
- Cooktop
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
- Soaking Tub
Attic
- Storage In Attic
- Pull Down Stairs to Attic
- Unfinished Attic
Parking
- 2 Car Garage
- Parking Deck
- Automatic Garage Door Opener
Pool
- Heated In Ground Pool
- Gunite Pool
- Saltwater Pool
Outdoor Features
- Deck
- Patio
Schools
- Redding Elementary School
- John Read Middle School
- Joel Barlow High School
Utilities
- Central Air
- Heating System Uses Oil
- Private Company Owned Well
- Oil Water Heater
- Fuel Tank Located in Basement
Additional Features
- Property is near golf course and shops
- Barn
Listing and Financial Details
- Exclusions: Washer & dryer, microwave, deep freezer, grill, window treatments and curtain rods. Please see attached Exclusion list for details.
- Assessor Parcel Number 271729
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $18,126 | $613,600 | $171,600 | $442,000 |
| 2024 | $17,623 | $613,600 | $171,600 | $442,000 |
| 2023 | $16,991 | $613,600 | $171,600 | $442,000 |
| 2022 | $15,633 | $468,900 | $161,400 | $307,500 |
| 2021 | $15,399 | $468,900 | $161,400 | $307,500 |
| 2020 | $15,399 | $468,900 | $161,400 | $307,500 |
| 2019 | $15,399 | $468,900 | $161,400 | $307,500 |
| 2018 | $14,874 | $468,900 | $161,400 | $307,500 |
| 2017 | $13,163 | $444,400 | $181,300 | $263,100 |
| 2016 | $12,994 | $444,400 | $181,300 | $263,100 |
| 2015 | $12,848 | $444,400 | $181,300 | $263,100 |
| 2014 | $12,848 | $444,400 | $181,300 | $263,100 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/14/2026 05/14/26 | Pending | -- | -- | -- | |
| 05/01/2026 05/01/26 | For Sale | $1,195,000 | +16.6% | $306 / Sq Ft | |
| 08/15/2022 08/15/22 | Sold | $1,025,000 | +5.1% | $341 / Sq Ft | View Prior Sale |
| 05/20/2022 05/20/22 | Pending | -- | -- | -- | |
| 04/29/2022 04/29/22 | For Sale | $975,000 | -- | $324 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,025,000 | None Available | |
| Warranty Deed | $875,000 | -- | |
| Warranty Deed | $515,000 | -- | |
| Quit Claim Deed | $90,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $700,000 | Purchase Money Mortgage | |
| Previous Owner | $700,000 | Purchase Money Mortgage | |
| Previous Owner | $412,000 | Purchase Money Mortgage |
Source: SmartMLS
MLS Number: 24171032
APN: REDD-000028-000000-000049
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Ask me questions while you tour the home.