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1745 Chestwood Dr

Virginia Beach, VA 23453

3 bd 3 ba 2,336 sqft Built 1995 Lot 8,101 sqft single_family
Most recent sale
$310,000
Dec 15, 2021

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Jan 23, 2023 Sold $490,000 Public Record
Nov 23, 2022 Listed $494,900 HamptonRoads
Oct 22, 2022 Price changed $474,900 MLS #10449270
Oct 7, 2022 Price changed $484,900 MLS #10449270
Sep 23, 2022 Price changed $494,900 MLS #10449270
Aug 19, 2022 Price changed $499,900 MLS #10449270
Jul 26, 2022 Listed $524,900 MLS #10449270
Dec 15, 2021 Sold $310,000 Public Record
Dec 28, 2011 Sold $305,000 Public Record
Oct 29, 2011 Listing removed $319,000 HamptonRoads
Jul 31, 2011 Listed $319,000 MLS #1130880
Jul 11, 2001 Sold $175,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $359,300 $165,000 $524,300 $5,085
2024 $359,300 $165,000 $524,300 $4,874
2023 $298,500 $160,000 $458,500 $4,539
2022 $281,400 $133,000 $414,400 $4,102
2018 $202,000 $106,000 $308,000 $3,088
2017 $194,500 $105,000 $299,500 $3,003
2016 $201,300 $100,000 $301,300 $2,983
2015 $203,300 $100,000 $303,300 $3,003
2014 $179,900 $97,500 $277,400 $2,580
2013 $179,900 $111,300 $291,200 $2,708
2012 $167,000 $111,300 $278,300 $2,644
2011 $167,000 $111,300 $278,300 $2,477
2010 $167,000 $131,300 $298,300 $2,655
2009 $149,000 $125,000 $274,000 $2,439
2008 $175,361 $125,000 $300,361 $2,673
2007 $175,361 $125,000 $300,361 $2,673

Property facts

Year built
1995
Property type
single_family
Stories
1
Beds
3
Baths
3
Living area
2,336 sqft
Lot size
8,101 sqft
ZIP code
23453
City
Virginia Beach
Street
Chestwood Dr
Coordinates
36.77193, -76.06100

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$3,504
Gross rental yield
13.56%
Implied cap rate
8.82%
Trend-extrapolated value

Frequently asked questions

When did 1745 Chestwood Dr last sell?
1745 Chestwood Dr most recently sold on Dec 15, 2021 for $310,000.
What is the current tax assessment for 1745 Chestwood Dr?
The most recent total assessment for 1745 Chestwood Dr (year 2025) is $524,300 with $5,085 in property tax.
How does 1745 Chestwood Dr's assessment compare to its last sale price?
The current assessment is 69.1% above the last sale price of $310,000.
When was 1745 Chestwood Dr built?
1745 Chestwood Dr was built in 1995.
How does 1745 Chestwood Dr compare to others on Chestwood Dr?
We track 8 other properties on Chestwood Dr. Browse the list under "Other properties on Chestwood Dr" to compare beds, baths, and sale history.
What are the property facts for 1745 Chestwood Dr?
1745 Chestwood Dr is a 3 bed, 3 bath, 2,336 sqft, 8,101 sqft lot single_family.
Is 1745 Chestwood Dr a flip candidate?
Yes — 1745 Chestwood Dr appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 1745 Chestwood Dr a tax-appeal candidate?
No — 1745 Chestwood 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
-0.9%
2026 Q3
$360.9K
2026 Q4
$360.1K
ZIP 23453 — Median Price History + Forecast

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