21 WINDING BROOK LN
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Regional High School District 09
Neighborhood · ZIP 06896These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
21 Winding Brook Ln measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 76% of homes in Redding 06896
- Costs more per square foot than 70% of homes in Redding 06896
- Smaller than 77% of homes in Redding 06896
- Has a bigger lot than 82% of homes in Western Connecticut County
What homes are worth in Redding 06896
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 24% of homes in Redding 06896.
How it measures up in Redding 06896
The dot is this home. The mark in the middle is the typical home in Redding 06896.
Pricier than 24% of homes nearby
Pricier than 70% of homes nearby
Bigger than 23% of homes nearby
Bigger than 31% of homes nearby
Newer than 50% of homes nearby
| Measure | This home | Redding 06896 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $727,847 | 24% of homes | 45% of homes |
| Price per ft²pricier than | $410 | 70% of homes | 46% of homes |
| Living areabigger than | 1,774 ft² | 23% of homes | 43% of homes |
| Lot sizebigger than | 2 ac | 31% of homes | 82% of homes |
| Year builtnewer than | 1971 | 50% of homes | 56% of homes |
About 21 Winding Brook Ln
How much is 21 Winding Brook Ln, Redding, CT worth?
The TopHap Estimate for 21 Winding Brook Ln, Redding, CT is $727,847 as of Oct 21, 2026. The likely range is $665,335 to $790,359. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Winding Brook Ln, Redding, CT last sell?
21 Winding Brook Ln, Redding, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 21 Winding Brook Ln, Redding, CT?
21 Winding Brook Ln, Redding, CT has 3 bedrooms, 2.5 bathrooms, 1,774 square feet of living space and a 2.00-acre lot.
When was 21 Winding Brook Ln, Redding, CT built?
21 Winding Brook Ln, Redding, CT was built in 1971, making it 55 years old. It is a split level home. The building has 1 story.
What schools serve 21 Winding Brook Ln, Redding, CT?
21 Winding Brook Ln, Redding, CT is assigned to John Read Middle School (middle), rated A; Redding Elementary School (elementary), rated A+; Joel Barlow High School (high), rated A+. All sit in Regional High School District 09. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Winding Brook Ln, Redding, CT compare to other homes in Redding 06896?
Among the 3,135 homes in Redding 06896, it is worth more than 24% of them ($727,847 against a typical $875,280), its price per square foot is higher than 70% of them ($410 against a typical $360), it is bigger than 23% of them (1,774 ft² against a typical 2,526 ft²), its lot is bigger than 31% of them (2 ac against a typical 2.13 ac) and it is newer than 50% of them (1971 against a typical 1971). Measured against all of Western Connecticut County, it is worth more than 45% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 21 Winding Brook Ln, Redding, CT?
The 2026 property tax bill for 21 Winding Brook Ln, Redding, CT was $12,118. The county assessed it at $397,700.
More homes on Winding Brook Ln
- 28 Winding Brook Ln$910K4 bd · 3.5 ba · 3,094 ft² · Sold $900K · Oct 2026
- 20 Winding Brook Ln$766K5 bd · 3 ba · 2,606 ft² · Sold $729K · Sep 2025
- 12 Winding Brook Ln$933K4 bd · 3 ba · 3,019 ft² · Sold $884K · Aug 2025
- 22 Winding Brook Ln$782K4 bd · 3 ba · 2,299 ft² · Sold $435K · Mar 2015
- 16 Winding Brook Ln$819K4 bd · 2.5 ba · 2,720 ft² · Sold Feb 2010
- 24 Winding Brook Ln$967K4 bd · 2.5 ba · 2,918 ft² · Sold $568K · Apr 2004
- 26 Winding Brook Ln$954K4 bd · 2.5 ba · 3,310 ft² · Sold $362K · Jun 1996
- 15 Winding Brook Ln$913K4 bd · 2.5 ba · 2,712 ft² · Sold Jan 1900
- 11 Winding Brook Ln$746K2 bd · 3.5 ba · 1,746 ft² · Sold Jan 1900
Closest homes
- 38 Old Stagecoach Rd$952K180 ft · 3 bd · 3 ba · 3,163 ft² · Sold $430K · Jan 2015
- 44 Old Stagecoach Rd$841K239 ft · 4 bd · 3 ba · 2,726 ft² · Sold $460K · Oct 2000
- 34 Old Stagecoach Rd$854K372 ft · 4 bd · 2.5 ba · 2,258 ft² · Sold $619K · May 2003
- 48 Old Stagecoach Rd$853K417 ft · 4 bd · 3 ba · 2,458 ft² · Sold $700K · Nov 2022
- 28 Winding Brook Ln$910K428 ft · 4 bd · 3.5 ba · 3,094 ft² · Sold $900K · Oct 2026
- 33 Old Stagecoach Rd0.1 mi · 4 bd · 3 ba · 2,691 ft² · Sold $243K · Feb 2019
- 15 Winding Brook Ln$913K481 ft · 4 bd · 2.5 ba · 2,712 ft² · Sold Jan 1900
- 11 Winding Brook Ln$746K0.1 mi · 2 bd · 3.5 ba · 1,746 ft² · Sold Jan 1900
More homes in Redding 06896
- 380 Black Rock Tpke$975K4 bd · 3.5 ba · 3,695 ft² · Sold $955K · Oct 2026
- 5 Side Cut Rd$995K4 bd · 2.5 ba · 2,819 ft² · Sold $970K · Oct 2026
- 24 Mark Twain Ln$1.8M4 bd · 4 ba · 6,108 ft² · Sold $1.8M · Oct 2026
- 9 Deacon Abbott Ln S$649K4 bd · 2.5 ba · 2,302 ft² · Sold $695K · Oct 2026
- 149 Old Redding Rd$1.1M3 bd · 3.5 ba · 2,110 ft² · Sold $990K · Oct 2026
- 123 Peaceable St$1M4 bd · 2.5 ba · 3,028 ft² · Sold $850K · Oct 2026
- 5 Dry River Ct$1.1M4 bd · 4.5 ba · 3,813 ft² · Sold $1.1M · Oct 2026
- 471 Newtown Tpke$802K3 bd · 2 ba · 1,774 ft² · Sold $799K · Sep 2026
- 71 Picketts Ridge Rd$497K1 bd · 1 ba · 930 ft² · Sold $495K · Sep 2026
- 11 Fire Hill Ln$863K4 bd · 2.5 ba · 2,467 ft² · Sold $860K · Sep 2026
- 7 Long Meadow Ln$1.6M4 bd · 4 ba · 5,385 ft² · Sold $1.6M · Sep 2026
- 429 Rock House Rd$803K4 bd · 2.5 ba · 2,576 ft² · Sold $800K · Sep 2026
Assigned schools
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