Seller's Agent in 2026
Brianna Carvalho
Compass Connecticut, LLC
(516) 319-7609
58 Total Sales
8 Windy Hill Rd Redding, CT 06896
Redding Area
4
Beds
4
Baths
3,907
Sq Ft
2.29
Acre Lot
Highlights
- Barn
- Heated In Ground Pool
- Deck
- Redding Elementary School Rated A
- Colonial Architecture
- Attic
About This Home
As of July 2026Set 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. Offer Deadline - Monday 5/4 @ 3pm
Last Agent to Sell the Property
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
Ownership 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
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 29, 2022
Closed on
Aug 15, 2022
Sold by
Bought by
Seller's Agent
Carole Cousins
Compass Connecticut, LLC
Buyer's Agent
Alyssa Novak
Brown Harris Stevens
List Price
$975,000
Sold Price
$1,025,000
Premium/Discount to List
$50,000
5.13%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.13%
Original Mortgage
$700,000
Outstanding Balance
$662,168
Interest Rate
5.7%
Mortgage Type
Purchase Money Mortgage
Estimated Equity
$538,824
Purchase Details
Closed on
Nov 6, 2006
Sold by
Bought by
Purchase Details
Closed on
Jul 17, 1998
Sold by
Bought by
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Home Values in the Area
Average Home Value in this Area
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 | -- | |
| Quit Claim Deed | $90,000 | -- | |
| Warranty Deed | $515,000 | -- |
Source: Public Records
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 | |
| Closed | $666,000 | Balloon |
Source: Public Records
Property 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 | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/09/2026 07/09/26 | Sold | $1,400,000 | +17.2% | $358 / Sq Ft | |
| 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 |
Source: SmartMLS
Tax 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.
| 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 |
Source: Public Records
Agents Affiliated with this Home
-
Brianna Carvalho
-
Leigh Ann Lengyel Clarke
Buyer's Agent in 2026
Leigh Ann Lengyel Clarke
RE/MAX
(203) 984-5880
58 Total Sales
-
Carole Cousins
Seller's Agent in 2022
Carole Cousins
Compass Connecticut, LLC
(203) 241-0277
25 Total Sales
-
Alyssa Novak
Buyer's Agent in 2022
Alyssa Novak
Brown Harris Stevens
(203) 667-4418
43 Total Sales
Map
Source: SmartMLS
MLS Number: 24171032
APN: REDD-000028-000000-000049
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