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35 Chestnut Hill Dr

Upper Brookville, NY 11771

5 bd 9 ba 10,500 sqft Built 1997 Lot 217,800 sqft single_family
Most recent sale
$4,050,000
Mar 10, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Mar 13, 2025 Sold $5,650,000 OneKeyMLS
Jan 17, 2025 Listed $5,950,000 NestSeekers
Jan 1, 2025 Listing removed $5,980,000 OneKeyMLS
Dec 3, 2024 Listed $5,980,000 OneKeyMLS
Aug 30, 2024 Price changed $5,980,000 OneKeyMLS
Jun 24, 2024 Listed $6,950,000 OneKeyMLS
Mar 10, 2022 Sold $4,050,000 MLS #3222713
Apr 12, 2021 Relisted $4,995,000 MLS #3222713
Dec 15, 2020 Listing removed $4,995,000 OneKeyMLS
Nov 6, 2020 Listing removed $4,995,000 OneKeyMLS
Jun 15, 2020 Listed $4,995,000 MLS #3222713
Jan 8, 2019 Listed $6,500,000 MLS #3091175
Mar 13, 1995 Sold $775,000 Public Record
Feb 3, 1993 Sold $500,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2024 $5,067 $1,352 $6,419 $65,744
2023 $5,067 $1,352 $6,419 $70,717
2022 $5,067 $1,352 $6,419 $85,682
2021 $5,067 $1,352 $6,419 $77,717
2020 $2,907 $1,384 $4,291 $71,607
2019 $3,708 $3,042 $6,750 $65,497
2018 $4,158 $3,042 $7,200 $65,860
2017 $4,608 $3,042 $7,650 $66,312
2016 $5,558 $3,042 $8,600 $67,856
2015 $5,558 $3,042 $8,600 $66,975
2014 $6,617 $3,042 $9,659 $64,619
2013 $7,352 $3,380 $10,732 $68,272
2011 $10,435 $3,162 $13,597 $72,102
2010 $9,769 $3,380 $13,149 $63,509
2009 $10,203 $3,380 $13,583 $57,472
2007 $9,415 $3,380 $12,795 $56,209

Property facts

Year built
1997
Property type
single_family
Stories
Beds
5
Baths
9
Living area
10,500 sqft
Lot size
217,800 sqft
ZIP code
11771
City
Upper Brookville
Street
Chestnut Hill Dr
Coordinates
40.85025, -73.56367

Comparable properties nearby

Block-level micro-comps

Same street, ±3 house numbers, sold in the last 24 months

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$35,700
Gross rental yield
10.58%
Implied cap rate
6.88%
Trend-extrapolated value

Frequently asked questions

When did 35 Chestnut Hill Dr last sell?
35 Chestnut Hill Dr most recently sold on Mar 10, 2022 for $4,050,000.
What is the current tax assessment for 35 Chestnut Hill Dr?
The most recent total assessment for 35 Chestnut Hill Dr (year 2024) is $6,419 with $65,744 in property tax.
How does 35 Chestnut Hill Dr's assessment compare to its last sale price?
The current assessment is 99.8% below the last sale price of $4,050,000.
When was 35 Chestnut Hill Dr built?
35 Chestnut Hill Dr was built in 1997.
How does 35 Chestnut Hill Dr compare to others on Chestnut Hill Dr?
We track 3 other properties on Chestnut Hill Dr. Browse the list under "Other properties on Chestnut Hill Dr" to compare beds, baths, and sale history.
What are the property facts for 35 Chestnut Hill Dr?
35 Chestnut Hill Dr is a 5 bed, 9 bath, 10,500 sqft, 217,800 sqft lot single_family.
Is 35 Chestnut Hill Dr a flip candidate?
No — 35 Chestnut Hill Dr does not appear in our flips dataset.
Is 35 Chestnut Hill Dr a tax-appeal candidate?
No — 35 Chestnut Hill Dr is not currently flagged as a tax-appeal candidate.

Forecast for this area

ZIP-area linear projection — not a per-property automated valuation
Quarterly trend
-0.2%
Implied 1-yr
-0.8%
2026 Q2
$2.2M
2026 Q3
$2.2M
ZIP 11771 — Median Price History + Forecast

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