255 CHESTNUT DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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: Roslyn Union Free School District
Neighborhood · ZIP 11576These 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
255 Chestnut 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 more than 96% of homes in Nassau County
- Costs more per square foot than 78% of homes in Nassau County
- Bigger than 96% of homes in Nassau County
- Has a bigger lot than 95% of homes in Nassau County
- Older than 73% of homes in Roslyn 11576
What homes are worth in Roslyn 11576
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 83% of homes in Roslyn 11576.
How it measures up in Roslyn 11576
The dot is this home. The mark in the middle is the typical home in Roslyn 11576.
Pricier than 83% of homes nearby
Pricier than 42% of homes nearby
Bigger than 83% of homes nearby
Bigger than 83% of homes nearby
Newer than 27% of homes nearby
| Measure | This home | Roslyn 11576 | Nassau County |
|---|---|---|---|
| Estimated valuepricier than | $2,457,732 | 83% of homes | 96% of homes |
| Price per ft²pricier than | $616 | 42% of homes | 78% of homes |
| Living areabigger than | 3,987 ft² | 83% of homes | 96% of homes |
| Lot sizebigger than | 0.82 ac | 83% of homes | 95% of homes |
| Year builtnewer than | 1958 | 27% of homes | 73% of homes |
About 255 Chestnut Dr
How much is 255 Chestnut Dr, Roslyn, NY worth?
The TopHap Estimate for 255 Chestnut Dr, Roslyn, NY is $2,457,732 as of Sep 24, 2026. The likely range is $2,110,927 to $2,804,537. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 255 Chestnut Dr, Roslyn, NY last sell?
255 Chestnut Dr, Roslyn, NY last sold on Sep 10, 2024 for $1,450,000, according to the county's recorded deed.
How big is 255 Chestnut Dr, Roslyn, NY?
255 Chestnut Dr, Roslyn, NY has 3.5 bathrooms, 3,987 square feet of living space and a 0.82-acre lot.
When was 255 Chestnut Dr, Roslyn, NY built?
255 Chestnut Dr, Roslyn, NY was built in 1958, making it 68 years old. It is a split level home. The building has 1 story.
What schools serve 255 Chestnut Dr, Roslyn, NY?
255 Chestnut Dr, Roslyn, NY is assigned to Roslyn High School (high), rated A; Harbor Hill School (elementary), rated A; Roslyn Middle School (middle), rated A-. All sit in Roslyn Union Free School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 255 Chestnut Dr, Roslyn, NY compare to other homes in Roslyn 11576?
Among the 4,806 homes in Roslyn 11576, it is worth more than 83% of them ($2,457,732 against a typical $1,863,787), its price per square foot is higher than 42% of them ($616 against a typical $637), it is bigger than 83% of them (3,987 ft² against a typical 2,796 ft²), its lot is bigger than 83% of them (0.82 ac against a typical 0.35 ac) and it is newer than 27% of them (1958 against a typical 1965). Measured against all of Nassau County, it is worth more than 96% 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 255 Chestnut Dr, Roslyn, NY?
The 2025 property tax bill for 255 Chestnut Dr, Roslyn, NY was $29,336. The county assessed it at $1,369.
More homes on Chestnut Dr
- 75 Chestnut Dr5.5 ba · 4,384 ft² · Sold $3.1M · Jan 2026
- 315 Chestnut Dr$1.6M3.5 ba · 2,802 ft² · Sold $1.5M · Jan 2026
- 85 Chestnut Dr$1.9M3.5 ba · 2,619 ft² · Sold $1.7M · Apr 2025
- 340 Chestnut Dr$2.6M5.5 ba · 4,057 ft² · Sold $1.2M · Jul 2024
- 20 Chestnut Dr$2.5M4.5 ba · 3,291 ft² · Sold $2M · Mar 2024
- 430 Chestnut Dr$3.6M5.5 ba · 6,535 ft² · Sold $3M · Sep 2023
- 220 Chestnut Dr$2.1M4 ba · 3,365 ft² · Sold $2.3M · Sep 2023
- 380 Chestnut Dr$2M2.5 ba · 3,271 ft² · Sold $1.3M · May 2023
- 405 Chestnut Dr$2.4M5.5 ba · 3,706 ft² · Sold $1.9M · Jan 2023
- 145 Chestnut Dr$2.5M3 ba · 3,654 ft² · Sold $2.4M · Jul 2022
- 345 Chestnut Dr$3.7M5.5 ba · 5,292 ft² · Sold $2.6M · Apr 2022
- 80 Chestnut Dr$2M3.5 ba · 2,976 ft² · Sold $1.5M · Nov 2021
Closest homes
- 245 Chestnut Dr$2.4M144 ft · 6.5 ba · 4,819 ft² · Sold $1.8M · Oct 2021
- 265 Chestnut Dr$2.2M160 ft · 3.5 ba · 3,635 ft² · Sold Jan 1900
- 200 Birch Dr$2M197 ft · 3 ba · 2,742 ft² · Sold $1.2M · Dec 2005
- 210 Birch Dr$2.2M269 ft · 3.5 ba · 3,316 ft² · Sold $1.6M · Aug 2022
- 235 Chestnut Dr$2M266 ft · 5 ba · 3,506 ft² · Sold $1.3M · Oct 2019
- 240 Chestnut Dr$2.4M273 ft · 4.5 ba · 3,768 ft² · Sold $1.9M · Jul 2021
- 190 Birch Dr$1.9M242 ft · 3 ba · 2,817 ft² · Sold Jan 1900
- 250 Chestnut Dr$2.6M260 ft · 4.5 ba · 4,506 ft² · Sold $1.2M · Sep 2010
More homes in Roslyn 11576
- 65 Hemlock Dr$2M3 ba · 3,127 ft² · Sold $1.9M · Aug 2026
- 11 Bonnie Lynn Ct$2.1M3.5 ba · 4,083 ft² · Sold $2.1M · Aug 2026
- 100 Georgian Ct$2.8M3.5 ba · 4,059 ft² · Sold $2.8M · Aug 2026
- 25 Spring Holw$841K1.5 ba · 1,516 ft² · Sold $920K · Aug 2026
- 130 Mott Ave$864K2 ba · 925 ft² · Sold $860K · Aug 2026
- 65 Spruce Dr$3M6 bd · 5.5 ba · 4,579 ft² · Sold $3.9M · Jul 2026
- 91 Port Washington Blvd$919K1.5 ba · 1,525 ft² · Sold $913K · Jul 2026
- Port Washington Blvd1,000 ft² · Sold $913K · Jul 2026
- 14 Regent Pl$1.8M2 ba · 1,821 ft² · Sold $1.8M · Jul 2026
- 50 Davis Ln$2.6M4.5 ba · 5,051 ft² · Sold $2.6M · Jul 2026
- 417 Links Dr$2M3.5 ba · 3,215 ft² · Sold $2.4M · Jul 2026
- 785 Bryant Ave$2.4M3.5 ba · 3,447 ft² · Sold $2M · Jul 2026
Assigned schools
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