27 W WOODLAND DR
Valuation
Tax & Assessment
Property Facts
Transaction History(6)
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
27 W Woodland Dr 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 81% of homes in Redding 06896
- Costs less per square foot than 73% of homes in Western Connecticut County
- Smaller than 67% of homes in Redding 06896
- Has a smaller lot than 87% of homes in Redding 06896
- Older than 67% of homes in Redding 06896
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 19% 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 19% of homes nearby
Pricier than 38% of homes nearby
Bigger than 33% of homes nearby
Bigger than 13% of homes nearby
Newer than 33% of homes nearby
| Measure | This home | Redding 06896 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $700,012 | 19% of homes | 43% of homes |
| Price per ft²pricier than | $338 | 38% of homes | 27% of homes |
| Living areabigger than | 2,070 ft² | 33% of homes | 53% of homes |
| Lot sizebigger than | 1.21 ac | 13% of homes | 71% of homes |
| Year builtnewer than | 1962 | 33% of homes | 43% of homes |
About 27 W Woodland Dr
How much is 27 W Woodland Dr, Redding, CT worth?
The TopHap Estimate for 27 W Woodland Dr, Redding, CT is $700,012 as of Sep 24, 2026. The likely range is $637,381 to $762,643. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 W Woodland Dr, Redding, CT last sell?
27 W Woodland Dr, Redding, CT last sold on Dec 16, 2025 for $675,000, according to the county's recorded deed.
How big is 27 W Woodland Dr, Redding, CT?
27 W Woodland Dr, Redding, CT has 4 bedrooms, 2.5 bathrooms, 2,070 square feet of living space and a 1.21-acre lot.
When was 27 W Woodland Dr, Redding, CT built?
27 W Woodland Dr, Redding, CT was built in 1962, making it 64 years old. It is a colonial home. The building has 2 stories.
What schools serve 27 W Woodland Dr, Redding, CT?
27 W Woodland Dr, Redding, CT is assigned to Joel Barlow High School (high), rated B+; Redding Elementary School (elementary), rated A-; John Read Middle School (middle), rated A. All sit in Regional High School District 09. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 27 W Woodland Dr, Redding, CT compare to other homes in Redding 06896?
Among the 3,135 homes in Redding 06896, it is worth more than 19% of them ($700,012 against a typical $871,625), its price per square foot is higher than 38% of them ($338 against a typical $356), it is bigger than 33% of them (2,070 ft² against a typical 2,524 ft²), its lot is bigger than 13% of them (1.21 ac against a typical 2.13 ac) and it is newer than 33% of them (1962 against a typical 1972). Measured against all of Western Connecticut County, it is worth more than 43% 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 27 W Woodland Dr, Redding, CT?
The 2025 property tax bill for 27 W Woodland Dr, Redding, CT was $10,256. The county assessed it at $347,200.
More homes on W Woodland Dr
- 14 W Woodland Dr5 bd · 3.5 ba · 5,013 ft² · Sold $17K · Mar 2026
- 33 W Woodland Dr$715K3 bd · 2 ba · 1,708 ft² · Sold $610K · Nov 2022
- 21 W Woodland Dr$769K5 bd · 2 ba · 2,115 ft² · Sold $500K · Feb 2021
- 26 W Woodland Dr$545K2 bd · 1 ba · 1,300 ft² · Sold $287K · Jul 2019
- 4 W Woodland Dr$655K3 bd · 2 ba · 1,562 ft² · Sold Jul 2010
- 12 W Woodland Dr$688K3 bd · 2 ba · 1,988 ft² · Sold $442K · Jan 2010
- 3 W Woodland Dr$852K3 bd · 2 ba · 2,472 ft² · Sold $540K · Jul 2007
- 6 W Woodland Dr$563K3 bd · 2 ba · 1,608 ft² · Sold $390K · Jul 2004
- 23 W Woodland Dr$697K3 bd · 2 ba · 1,646 ft² · Sold $432K · May 2004
- 15 W Woodland Dr$684K4 bd · 2 ba · 1,759 ft² · Sold $225K · Apr 1988
- 11 W Woodland Dr$674K3 bd · 2 ba · 1,592 ft² · Sold Jan 1900
- 20 W Woodland Dr$749K3 bd · 2 ba · 1,959 ft² · Sold Jan 1900
Closest homes
- 25 W Woodland Dr151 ft · 3 bd · 3 ba · 2,007 ft² · Sold Jan 1900
- 33 W Woodland Dr$715K318 ft · 3 bd · 2 ba · 1,708 ft² · Sold $610K · Nov 2022
- 23 W Woodland Dr$697K300 ft · 3 bd · 2 ba · 1,646 ft² · Sold $432K · May 2004
- 18 Woodland Dr$771K333 ft · 3 bd · 3.5 ba · 3,717 ft² · Sold $292K · Jul 2001
- 22 Woodland Dr$553K299 ft · 3 bd · 2 ba · 1,236 ft² · Sold $305K · Feb 2017
- 25 Woodland Dr$674K336 ft · 3 bd · 3 ba · 1,500 ft² · Sold $250K · Nov 1988
- 16 Woodland Dr$786K420 ft · 4 bd · 2 ba · 2,195 ft² · Sold $489K · Oct 2020
- 21 W Woodland Dr$769K449 ft · 5 bd · 2 ba · 2,115 ft² · Sold $500K · Feb 2021
More homes in Redding 06896
- 429 Rock House Rd$800K4 bd · 2.5 ba · 2,576 ft² · Sold $800K · Sep 2026
- 78 Black Rock Tpke$635K2 bd · 2.5 ba · 1,288 ft² · Sold $635K · Sep 2026
- 29 Lonetown Rd$725K3 bd · 2.5 ba · 2,111 ft² · Sold $725K · Sep 2026
- 110 Sport Hill Rd5 bd · 5.5 ba · 5,308 ft² · Sold $1.7M · Aug 2026
- 15 Silversmith Ln$1.7M4 bd · 3.5 ba · 3,294 ft² · Sold $1.7M · Aug 2026
- 119 Peaceable St$843K3 bd · 2.5 ba · 2,182 ft² · Sold $840K · Aug 2026
- 37 Highland Ave$365K2 bd · 1 ba · 1,044 ft² · Sold $364K · Aug 2026
- 240 Umpawaug Rd18.23 ac · Sold $4M · Aug 2026
- 76 Pocahontas Rd$888K4 bd · 2.5 ba · 2,360 ft² · Sold $885K · Aug 2026
- 30 Portland Hill Rd4 bd · 3 ba · 1,756 ft² · Sold $715K · Aug 2026
- 25 Starrs Ridge Rd$1M6 bd · 4.5 ba · 4,955 ft² · Sold $1M · Aug 2026
- 128 Black Rock Tpke$1.6M4 bd · 3.5 ba · 3,944 ft² · Sold $1.6M · Aug 2026
Assigned schools
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