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85 Leeward Dr

Southold, NY 11971

5 bd 2 ba 2,050 sqft Built 1972 Lot 40,511 sqft single_family
Most recent sale
$915,000
Aug 31, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Jan 30, 2023 Sold $915,000 Public Record
Aug 31, 2022 Sold $915,000 MLS #3409921
Jul 8, 2022 Relisted $899,000 MLS #3409921
Jun 29, 2022 Listing removed $899,000 OneKeyMLS
Jun 22, 2022 Listed $899,000 MLS #3409921
May 5, 2014 Sold $550,000 Public Record
Apr 15, 2014 Sold $550,000 MLS #2619843
Jan 28, 2014 Price changed $575,000 MLS #2619843
Oct 2, 2013 Listed $599,000 MLS #2619843
Jan 26, 2012 Sold $300,000 MLS #2444117
Nov 1, 2011 Listed $350,000 MLS #2444117

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $4,000 $1,600 $5,600 $8,490
2024 $4,000 $1,600 $5,600 $7,032
2023 $4,400 $1,600 $6,000 $3,437
2022 $4,400 $1,600 $6,000 $8,504
2021 $4,400 $1,600 $6,000 $8,227
2020 $4,400 $1,600 $6,000 $8,138
2019 $4,400 $1,600 $6,000 $8,138
2018 $4,400 $1,600 $6,000 $7,970
2017 $4,400 $1,600 $6,000 $7,837
2016 $4,400 $1,600 $6,000 $7,779
2015 $4,900 $1,600 $6,500 $8,163
2014 $4,900 $1,600 $6,500 $8,076
2013 $4,900 $1,600 $6,500 $10,508
2012 $4,900 $1,600 $6,500 $2,934
2011 $4,900 $1,600 $6,500 $2,878
2010 $4,900 $1,600 $6,500 $4,133
2009 $4,900 $1,600 $6,500 $5,251
2008 $4,900 $1,600 $6,500 $4,829
2007 $6,500 $1,600 $8,100 $3,130
2006 $6,500 $1,600 $8,100 $3,129

Property facts

Year built
1972
Property type
single_family
Stories
Beds
5
Baths
2
Living area
2,050 sqft
Lot size
40,511 sqft
ZIP code
11971
City
Southold
Street
Leeward Dr
Coordinates
41.04094, -72.41040

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$6,970
Gross rental yield
9.14%
Implied cap rate
5.94%
Trend-extrapolated value

Frequently asked questions

When did 85 Leeward Dr last sell?
85 Leeward Dr most recently sold on Aug 31, 2022 for $915,000.
What is the current tax assessment for 85 Leeward Dr?
The most recent total assessment for 85 Leeward Dr (year 2025) is $5,600 with $8,490 in property tax.
How does 85 Leeward Dr's assessment compare to its last sale price?
The current assessment is 99.4% below the last sale price of $915,000.
When was 85 Leeward Dr built?
85 Leeward Dr was built in 1972.
How does 85 Leeward Dr compare to others on Leeward Dr?
We track 4 other properties on Leeward Dr. Browse the list under "Other properties on Leeward Dr" to compare beds, baths, and sale history.
What are the property facts for 85 Leeward Dr?
85 Leeward Dr is a 5 bed, 2 bath, 2,050 sqft, 40,511 sqft lot single_family.
Is 85 Leeward Dr a flip candidate?
No — 85 Leeward Dr does not appear in our flips dataset.
Is 85 Leeward Dr a tax-appeal candidate?
No — 85 Leeward 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
-0.6%
Implied 1-yr
-2.6%
2026 Q3
$1.39M
2026 Q4
$1.38M
ZIP 11971 — Median Price History + Forecast

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