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419 Old Cypress Dr

Winston Salem, NC 27127

3 bd 2 ba 1,775 sqft Built 2008 Lot 16,553 sqft single_family
Most recent sale
$285,000
Aug 26, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Aug 26, 2022 Sold $285,000 MLS #1078111
Jul 21, 2022 Listed $285,000 MLS #1078111
Jul 19, 2012 Sold $160,000 Public Record
Apr 17, 2009 Sold $164,500 Public Record
Nov 9, 2007 Sold $1,372,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $165,530 $42,000 $207,530 $1,369
2023 $165,530 $42,000 $207,530 $1,369
2022 $165,530 $42,000 $207,530 $662
2021 $165,530 $42,000 $207,530 $662
2020 $123,150 $35,000 $158,150 $511
2019 $123,150 $35,000 $158,150 $1,024
2018 $120,670 $35,000 $155,670 $1,008
2017 $120,670 $35,000 $155,670 $1,008
2016 $120,670 $35,000 $155,670 $1,008
2015 $120,670 $35,000 $155,670 $1,008
2014 $137,760 $29,000 $166,760 $1,067
2013 $137,760 $29,000 $166,760 $1,067
2012 $137,760 $29,000 $166,760 $1,067
2011 $137,760 $29,000 $166,760 $1,067
2010 $137,760 $29,000 $166,760 $1,067
2009 $137,760 $29,000 $166,760 $1,067
2008 $29,000 $29,000 $186

Property facts

Year built
2008
Property type
single_family
Stories
1
Beds
3
Baths
2
Living area
1,775 sqft
Lot size
16,553 sqft
ZIP code
27127
City
Winston Salem
Street
Old Cypress Dr
Coordinates
35.99205, -80.24620

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$2,396
Gross rental yield
10.09%
Implied cap rate
6.56%
Trend-extrapolated value

Frequently asked questions

When did 419 Old Cypress Dr last sell?
419 Old Cypress Dr most recently sold on Aug 26, 2022 for $285,000.
What is the current tax assessment for 419 Old Cypress Dr?
The most recent total assessment for 419 Old Cypress Dr (year 2025) is $207,530 with $1,369 in property tax.
How does 419 Old Cypress Dr's assessment compare to its last sale price?
The current assessment is 27.2% below the last sale price of $285,000.
When was 419 Old Cypress Dr built?
419 Old Cypress Dr was built in 2008.
How does 419 Old Cypress Dr compare to others on Old Cypress Dr?
We track 8 other properties on Old Cypress Dr. Browse the list under "Other properties on Old Cypress Dr" to compare beds, baths, and sale history.
What are the property facts for 419 Old Cypress Dr?
419 Old Cypress Dr is a 3 bed, 2 bath, 1,775 sqft, 16,553 sqft lot single_family.
Is 419 Old Cypress Dr a flip candidate?
No — 419 Old Cypress Dr does not appear in our flips dataset.
Is 419 Old Cypress Dr a tax-appeal candidate?
No — 419 Old Cypress 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
-3.7%
Implied 1-yr
-14.9%
2026 Q3
$212.2K
2026 Q4
$201.8K
ZIP 27127 — Median Price History + Forecast

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