165 CHESTNUT DR
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: 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
165 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 97% of homes in Nassau County
- Costs less per square foot than 74% of homes in Roslyn 11576
- Bigger than 97% of homes in Nassau County
- Has a bigger lot than 94% 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 88% 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 88% of homes nearby
Pricier than 26% of homes nearby
Bigger than 93% of homes nearby
Bigger than 71% of homes nearby
Newer than 27% of homes nearby
| Measure | This home | Roslyn 11576 | Nassau County |
|---|---|---|---|
| Estimated valuepricier than | $2,675,537 | 88% of homes | 97% of homes |
| Price per ft²pricier than | $578 | 26% of homes | 69% of homes |
| Living areabigger than | 4,632 ft² | 93% of homes | 97% of homes |
| Lot sizebigger than | 0.48 ac | 71% of homes | 94% of homes |
| Year builtnewer than | 1958 | 27% of homes | 73% of homes |
About 165 Chestnut Dr
How much is 165 Chestnut Dr, Roslyn, NY worth?
The TopHap Estimate for 165 Chestnut Dr, Roslyn, NY is $2,675,537 as of Sep 24, 2026. The likely range is $2,356,512 to $2,994,562. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 165 Chestnut Dr, Roslyn, NY last sell?
165 Chestnut Dr, Roslyn, NY last sold on Mar 7, 1995 for $530,000, according to the county's recorded deed.
How big is 165 Chestnut Dr, Roslyn, NY?
165 Chestnut Dr, Roslyn, NY has 4.5 bathrooms, 4,632 square feet of living space and a 0.48-acre lot.
When was 165 Chestnut Dr, Roslyn, NY built?
165 Chestnut Dr, Roslyn, NY was built in 1958, making it 68 years old. It is a colonial home. The building has 2 stories.
What schools serve 165 Chestnut Dr, Roslyn, NY?
165 Chestnut Dr, Roslyn, NY is assigned to Harbor Hill School (elementary), rated A; Roslyn High School (high), 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 165 Chestnut Dr, Roslyn, NY compare to other homes in Roslyn 11576?
Among the 4,806 homes in Roslyn 11576, it is worth more than 88% of them ($2,675,537 against a typical $1,863,787), its price per square foot is higher than 26% of them ($578 against a typical $637), it is bigger than 93% of them (4,632 ft² against a typical 2,796 ft²), its lot is bigger than 71% of them (0.48 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 97% 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 165 Chestnut Dr, Roslyn, NY?
The 2025 property tax bill for 165 Chestnut Dr, Roslyn, NY was $29,844. The county assessed it at $1,360.
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
- 255 Chestnut Dr$2.5M3.5 ba · 3,987 ft² · Sold $1.5M · Sep 2024
- 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
Closest homes
- 185 Chestnut Dr$2M120 ft · 3.5 ba · 3,313 ft² · Sold Jan 1900
- 155 Chestnut Dr$4M117 ft · 5.5 ba · 6,271 ft² · Sold $990K · Nov 2017
- 50 Hemlock Dr$2.7M226 ft · 5 ba · 3,375 ft² · Sold $2.4M · Oct 2024
- 60 Hemlock Dr$2.4M202 ft · 3.5 ba · 3,342 ft² · Sold $1.1M · Jul 2012
- 170 Chestnut Dr$1.9M226 ft · 4.5 ba · 2,829 ft² · Sold $1.2M · Jan 2020
- 195 Chestnut Dr$1.7M245 ft · 3 ba · 2,569 ft² · Sold $805K · Sep 2002
- 145 Chestnut Dr$2.5M230 ft · 3 ba · 3,654 ft² · Sold $2.4M · Jul 2022
- 40 Hemlock Dr$2.3M303 ft · 3 ba · 2,449 ft² · Sold $2.2M · Oct 2025
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
Explore the area
See this home in context
Open 165 Chestnut Dr 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