38 CHESTER ST
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: New Haven School District
Neighborhood · ZIP 06513These 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
38 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 78% of homes in Annex
- Costs less per square foot than 98% of homes in South Central Connecticut County
- Bigger than 78% of homes in New Haven 06513
- Has a bigger lot than 69% of homes in Annex
- Older than 82% of homes in South Central Connecticut County
What homes are worth in New Haven 06513
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 63% of homes in New Haven 06513.
How it measures up in New Haven 06513
The dot is this home. The mark in the middle is the typical home in New Haven 06513.
Pricier than 63% of homes nearby
Pricier than 14% of homes nearby
Bigger than 78% of homes nearby
Bigger than 60% of homes nearby
Newer than 32% of homes nearby
| Measure | This home | Annex | New Haven 06513 | South Central Connecticut County |
|---|---|---|---|---|
| Estimated valuepricier than | $329,767 | 78% of homes | 63% of homes | 23% of homes |
| Price per ft²pricier than | $156 | 6% of homes | 14% of homes | 2% of homes |
| Living areabigger than | 2,120 ft² | 77% of homes | 78% of homes | 74% of homes |
| Lot sizebigger than | 0.24 ac | 69% of homes | 60% of homes | 43% of homes |
| Year builtnewer than | 1925 | 43% of homes | 32% of homes | 18% of homes |
About 38 Chester St
How much is 38 Chester St, New Haven, CT worth?
The TopHap Estimate for 38 Chester St, New Haven, CT is $329,767 as of Oct 21, 2026. The likely range is $298,784 to $360,750. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 38 Chester St, New Haven, CT last sell?
38 Chester St, New Haven, CT last sold on Nov 18, 2009 for $170,000, according to the county's recorded deed.
How big is 38 Chester St, New Haven, CT?
38 Chester St, New Haven, CT has 3 bedrooms, 1.5 bathrooms, 2,120 square feet of living space and a 0.24-acre lot.
When was 38 Chester St, New Haven, CT built?
38 Chester St, New Haven, CT was built in 1925, making it 101 years old. It is a colonial home. The building has 2 stories.
What schools serve 38 Chester St, New Haven, CT?
38 Chester St, New Haven, CT is assigned to Ross Woodward Classical Studies School (elementary), rated F; Wilbur Cross High School (high), rated D-. All sit in New Haven School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 38 Chester St, New Haven, CT compare to other homes in New Haven 06513?
Among the 7,600 homes in New Haven 06513, it is worth more than 63% of them ($329,767 against a typical $288,073), its price per square foot is higher than 14% of them ($156 against a typical $225), it is bigger than 78% of them (2,120 ft² against a typical 1,290 ft²), its lot is bigger than 60% of them (0.24 ac against a typical 0.18 ac) and it is newer than 32% of them (1925 against a typical 1960). Measured against all of South Central Connecticut County, it is worth more than 23% 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 38 Chester St, New Haven, CT?
The 2026 property tax bill for 38 Chester St, New Haven, CT was $6,702. The county assessed it at $167,720.
More homes on Chester St
- 37 Chester St5 bd · 3 ba · 2,496 ft² · Sold $360K · Sep 2021
- 29 Chester St$327K4 bd · 1 ba · 1,492 ft² · Sold $255K · May 2021
- 56 Chester St$259K2 bd · 1 ba · 945 ft² · Sold $180K · Mar 2021
- 15 Chester St4 bd · 2 ba · 2,991 ft² · Sold $270K · Oct 2019
- 91 Chester St$260K2 bd · 2 ba · 1,200 ft² · Sold $114K · Dec 2018
- 90 Chester St$295K3 bd · 2 ba · 1,342 ft² · Sold $160K · Nov 2018
- 51 Chester St$429K5 bd · 2.5 ba · 2,910 ft² · Sold $180K · Nov 2016
- 28 Chester St$336K3 bd · 2 ba · 1,656 ft² · Sold $124K · Jun 2015
- 25 Chester St$351K2 bd · 1 ba · 1,559 ft² · Sold $125K · Feb 2014
- 60 Chester St4 bd · 2 ba · 2,788 ft² · Sold $215K · Oct 2013
- 19 Chester St5 bd · 3 ba · 3,363 ft² · Sold $159K · Mar 2010
- 30 Chester St$339K3 bd · 2.5 ba · 1,532 ft² · Sold $190K · Sep 2009
Closest homes
- 50 Chester St81 ft · 5 bd · 2 ba · 2,736 ft² · Sold $88K · May 2002
- 30 Chester St$339K86 ft · 3 bd · 2.5 ba · 1,532 ft² · Sold $190K · Sep 2009
- 250 Peat Meadow Rd$296K121 ft · 4 bd · 1.5 ba · 1,355 ft² · Sold $88K · Aug 1998
- 256 Peat Meadow Rd131 ft · 0.1 ac · Sold $447K · Oct 2022
- 244 Peat Meadow Rd139 ft · 7 bd · 3 ba · 1,998 ft² · Sold $195K · Apr 2004
- 262 Peat Meadow Rd157 ft · 5 bd · 4 ba · 3,672 ft² · Sold $270K · Jun 2010
- 47 Chester St$264K185 ft · 4 bd · 1 ba · 1,020 ft² · Sold $202K · Sep 2006
- 37 Chester St180 ft · 5 bd · 3 ba · 2,496 ft² · Sold $360K · Sep 2021
More homes in New Haven 06513
- 193 Lombard St4 bd · 2 ba · 2,172 ft² · Sold $420K · Oct 2026
- 140 Thompson St$217K2 bd · 1 ba · 1,129 ft² · Sold $180K · Oct 2026
- 17 Julius Dr$450K3 bd · 1.5 ba · 1,416 ft² · Sold $450K · Oct 2026
- 5 Portland St$280K2 bd · 1 ba · 975 ft² · Sold $300K · Oct 2026
- 1590 Quinnipiac Ave$350K4 bd · 1 ba · 1,350 ft² · Sold $350K · Oct 2026
- 269 Chatham St6 bd · 3 ba · 3,450 ft² · Sold $450K · Oct 2026
- 473 Lombard St3 bd · 3 ba · 2,067 ft² · Sold $390K · Oct 2026
- 12 Cedar Ct$179K2 bd · 1.5 ba · 947 ft² · Sold $135K · Oct 2026
- 67 Market St6 bd · 3 ba · 3,618 ft² · Sold $550K · Oct 2026
- 140 Thompson St$250K2 bd · 1 ba · 1,072 ft² · Sold $250K · Oct 2026
- 75 Redwood Dr$251K2 bd · 2 ba · 1,231 ft² · Sold $250K · Oct 2026
- 349 Middletown Ave$217K3 bd · 1 ba · 978 ft² · Sold $208K · Sep 2026
Assigned schools
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