14 CHESTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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: Stamford School District
Neighborhood · ZIP 06905These 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
14 Chester St 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 more than 86% of homes in Stamford 06905
- Costs less per square foot than 73% of homes in Turn of River
- Bigger than 84% of homes in Stamford 06905
- Has a bigger lot than 70% of homes in Turn of River
- Older than 95% of homes in Turn of River
What homes are worth in Stamford 06905
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 86% of homes in Stamford 06905.
How it measures up in Stamford 06905
The dot is this home. The mark in the middle is the typical home in Stamford 06905.
Pricier than 86% of homes nearby
Pricier than 34% of homes nearby
Bigger than 84% of homes nearby
Bigger than 67% of homes nearby
Newer than 9% of homes nearby
| Measure | This home | Turn of River | Stamford 06905 | Western Connecticut County |
|---|---|---|---|---|
| Estimated valuepricier than | $1,106,004 | 85% of homes | 86% of homes | 66% of homes |
| Price per ft²pricier than | $396 | 27% of homes | 34% of homes | 42% of homes |
| Living areabigger than | 2,790 ft² | 83% of homes | 84% of homes | 72% of homes |
| Lot sizebigger than | 0.34 ac | 70% of homes | 67% of homes | 34% of homes |
| Year builtnewer than | 1928 | 5% of homes | 9% of homes | 12% of homes |
About 14 Chester St
How much is 14 Chester St, Stamford, CT worth?
The TopHap Estimate for 14 Chester St, Stamford, CT is $1,106,004 as of Sep 24, 2026. The likely range is $970,477 to $1,241,531. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 14 Chester St, Stamford, CT last sell?
14 Chester St, Stamford, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 14 Chester St, Stamford, CT?
14 Chester St, Stamford, CT has 4 bedrooms, 3.5 bathrooms, 2,790 square feet of living space and a 0.34-acre lot.
When was 14 Chester St, Stamford, CT built?
14 Chester St, Stamford, CT was built in 1928, making it 98 years old. It is a colonial home. The building has 3 stories.
What schools serve 14 Chester St, Stamford, CT?
14 Chester St, Stamford, CT is assigned to Cloonan School (middle), rated D+; Stillmeadow School (elementary), rated C; Westhill High School (high), rated D. All sit in Stamford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 14 Chester St, Stamford, CT compare to other homes in Stamford 06905?
Among the 6,289 homes in Stamford 06905, it is worth more than 86% of them ($1,106,004 against a typical $803,933), its price per square foot is higher than 34% of them ($396 against a typical $428), it is bigger than 84% of them (2,790 ft² against a typical 1,840 ft²), its lot is bigger than 67% of them (0.34 ac against a typical 0.26 ac) and it is newer than 9% of them (1928 against a typical 1957). Measured against all of Western Connecticut County, it is worth more than 66% 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 14 Chester St, Stamford, CT?
The 2025 property tax bill for 14 Chester St, Stamford, CT was $13,469. The county assessed it at $563,070.
More homes on Chester St
- 41 Chester St$1.5M4 bd · 3.5 ba · 3,213 ft² · Sold $1.5M · Jun 2026
- 62 Chester St$1.6M4 bd · 4.5 ba · 4,643 ft² · Sold $1.8M · Jun 2025
- 26 Chester St$1.3M4 bd · 4.5 ba · 3,277 ft² · Sold $890K · Jul 2020
- 38 Chester St$1.3M3 bd · 3.5 ba · 2,900 ft² · Sold $850K · Aug 2019
- 25 Chester St$1.5M5 bd · 4.5 ba · 4,090 ft² · Sold $1M · Sep 2017
- 67 Chester St$2M5 bd · 5.5 ba · 5,125 ft² · Sold $563K · May 2017
- 30 Chester St$1.2M4 bd · 2.5 ba · 2,809 ft² · Sold $540K · Aug 2016
- 49 Chester St$1.2M4 bd · 3.5 ba · 3,133 ft² · Sold $890K · Apr 2005
- 72 Chester St$1.2M4 bd · 3.5 ba · 3,160 ft² · Sold $395K · Dec 1992
- 78 Chester St$1.2M3 bd · 3.5 ba · 3,023 ft² · Sold $305K · Sep 1992
- 46 Chester St$1.5M7 bd · 4.5 ba · 3,543 ft² · Sold $615K · Mar 1990
- 37 Chester St$1.3M4 bd · 3.5 ba · 3,400 ft² · Sold $388K · May 1989
Closest homes
- 26 Chester St$1.3M97 ft · 4 bd · 4.5 ba · 3,277 ft² · Sold $890K · Jul 2020
- 2 Chester St$1M112 ft · 4 bd · 2.5 ba · 2,024 ft² · Sold Jan 1900
- 27 Urban St$1.3M153 ft · 6 bd · 5 ba · 6,056 ft² · Sold $2.3M · Aug 2024
- 15 Urban St$974K170 ft · 4 bd · 2.5 ba · 3,047 ft² · Sold $600K · Sep 2009
- 41 Urban St$1.1M223 ft · 4 bd · 3.5 ba · 2,836 ft² · Sold $550K · Jul 2025
- 2043 Bedford St$1.4M193 ft · 4 bd · 2.5 ba · 3,565 ft² · Sold $734K · Feb 2005
- 30 Chester St$1.2M194 ft · 4 bd · 2.5 ba · 2,809 ft² · Sold $540K · Aug 2016
- 25 Chester St$1.5M251 ft · 5 bd · 4.5 ba · 4,090 ft² · Sold $1M · Sep 2017
More homes in Stamford 06905
- 27 Archer Ln$799K3 bd · 2.5 ba · 1,676 ft² · Sold $880K · Oct 2026
- 23 Forest Lawn Ave$479K2 bd · 1.5 ba · 1,188 ft² · Sold $515K · Oct 2026
- 22 Brandywine Rd$975K4 bd · 3.5 ba · 2,790 ft² · Sold $955K · Oct 2026
- 5 Nyselius Pl$950K3 bd · 2.5 ba · 2,004 ft² · Sold $961K · Oct 2026
- 14 Belltown Rd$626K2 bd · 1 ba · 1,046 ft² · Sold $475K · Oct 2026
- 153 Oaklawn Ave$640K2 bd · 2 ba · 1,599 ft² · Sold $650K · Sep 2026
- 8 Stanwick Cir$615K3 bd · 1.5 ba · 1,675 ft² · Sold $613K · Sep 2026
- 180 Turn Of River Rd$789K2 bd · 2.5 ba · 1,945 ft² · Sold $785K · Sep 2026
- 33 Pamlynn Rd$790K3 bd · 2 ba · 2,040 ft² · Sold $758K · Sep 2026
- 1515 Summer St$600K2 bd · 2 ba · 1,530 ft² · Sold $583K · Sep 2026
- 1900 Summer St$470K2 bd · 2.5 ba · 1,571 ft² · Sold $470K · Sep 2026
- 222 Silver Hill Ln$985K3 bd · 2 ba · 1,683 ft² · Sold $985K · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 14 Chester St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map