Chesterfield Loop, Chesapeake, VA Property Records

Chesapeake City property records for 63 addresses on Chesterfield Loop, Chesapeake, VA · Last verified August 2026

Chesterfield Loop Highlights

Properties 63
Median Sale Price $520,000
Deeds and Mortgages on File 124
Median Price per Sqft $176
Owner Occupied 86%
Median Annual Tax Bill $5,460
Median Year Built 1999
Median Ownership Tenure 12 years

Properties on Chesterfield Loop

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

2100 Chesterfield Loop

4 bd · 3 ba · 2,888 sqft · 0.253 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$445,000Jul 2020 $5,8182025 Amount on Record Sep 2016 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jun 2026

2101 Chesterfield Loop

4 bd · 2 ba · 2,518 sqft · 0.289 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$283,500Dec 2004 $5,0512025 Amount on Record Jul 2001 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2103 Chesterfield Loop

5 bd · 2.5 ba · 3,215 sqft · 0.305 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$200,200Dec 1998 $5,6772025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2104 Chesterfield Loop

5 bd · 4 ba · 3,734 sqft · 0.253 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$385,000Aug 2014 $4,5402019 Amount on Record Mar 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

2105 Chesterfield Loop

5 bd · 2.5 ba · 3,199 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2013 $5,7222025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2106 Chesterfield Loop

4 bd · 3.5 ba · 2,699 sqft · 0.255 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$334,900Jul 2014 $5,4402025 Amount on Record Feb 2014 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2108 Chesterfield Loop

5 bd · 3 ba · 2,942 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$342,700Jan 2009 $5,5222025 Amount on Record Sep 1999 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

2110 Chesterfield Loop

5 bd · 3 ba · 2,816 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$379,900May 2019 $5,3752025 Amount on Record Aug 2000 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jun 2026

2111 Chesterfield Loop

5 bd · 3 ba · 3,170 sqft · 0.517 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$560,000Sep 2021 $4,4262019 Amount on Record Dec 2015 1 Name on Record Assessor + 2 DocumentsUpdated Sep 2023

2112 Chesterfield Loop

5 bd · 3.5 ba · 2,996 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$576,000Aug 2024 $5,4182024 —Jul 2024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

2113 Chesterfield Loop

5 bd · 3 ba · 3,637 sqft · 0.755 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$455,000Jul 2018 $6,0432025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2115 Chesterfield Loop

7 bd · 3.5 ba · 4,431 sqft · 0.705 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$417,000May 2014 $6,8982025 Amount on Record Oct 1998 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2116 Chesterfield Loop

5 bd · 3 ba · 3,250 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$196,200Oct 1999 $5,8022025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2117 Chesterfield Loop

5 bd · 2.5 ba · 3,013 sqft · 0.728 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$459,000Oct 2020 $5,7162025 Amount on Record May 2008 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

2118 Chesterfield Loop

4 bd · 2.5 ba · 2,948 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$335,000May 2017 $5,3782025 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2119 Chesterfield Loop

5 bd · 2.5 ba · 3,150 sqft · 0.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,400Jun 1999 $5,5782025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2120 Chesterfield Loop

4 bd · 2.5 ba · 2,666 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$287,000Mar 2014 $5,1422025 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2121 Chesterfield Loop

5 bd · 3 ba · 3,194 sqft · 0.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$625,000May 2025 $5,7412025 Amount on Record Mar 2004 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

2122 Chesterfield Loop

4 bd · 3 ba · 2,632 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Sep 2019 $5,0872025 Amount on Record May 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2124 Chesterfield Loop

4 bd · 2.5 ba · 2,684 sqft · 0.258 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$370,000Mar 2015 $5,4142025 Amount on Record Jun 2009 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2126 Chesterfield Loop

4 bd · 2.5 ba · 2,929 sqft · 0.257 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$399,900Sep 2008 $5,4082025 Amount on Record Mar 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2127 Chesterfield Loop

4 bd · 3 ba · 2,635 sqft · 0.555 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$203,000Oct 1999 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2129 Chesterfield Loop

4 bd · 2.5 ba · 2,668 sqft · 0.857 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$127,500Aug 2014 $5,3902025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

2130 Chesterfield Loop

3 bd · 3 ba · 2,549 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$554,000Mar 2026 $5,0982025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

2133 Chesterfield Loop

4 bd · 3 ba · 2,718 sqft · 0.283 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$524,900Jul 2022 $5,3722025 Amount on Record Mar 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2134 Chesterfield Loop

5 bd · 3 ba · 2,959 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$319,000Sep 2009 $5,4602025 Amount on Record Jun 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2135 Chesterfield Loop

6 bd · 4 ba · 3,693 sqft · 0.271 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$209,000Apr 2000 $6,2752025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2136 Chesterfield Loop

5 bd · 3 ba · 2,964 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$425,000Nov 2020 $5,4592025 Amount on Record Sep 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2137 Chesterfield Loop

5 bd · 3 ba · 3,126 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2010 $5,6962025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2138 Chesterfield Loop

4 bd · 2.5 ba · 2,576 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Mar 2007 $5,1632025 Amount on Record May 2001 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

2139 Chesterfield Loop

6 bd · 4 ba · 3,563 sqft · 0.312 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000Jan 2014 $5,8582023 Amount on Record Apr 2013 2 Names on Record Assessor + 5 DocumentsUpdated May 2026

2140 Chesterfield Loop

4 bd · 3 ba · 2,646 sqft · 0.257 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$190,500Nov 1999 $5,3042025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2141 Chesterfield Loop

4 bd · 2 ba · 2,435 sqft · 0.326 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$400,000Aug 2020 $5,4102025 Amount on Record Oct 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2143 Chesterfield Loop

5 bd · 3.5 ba · 3,344 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—May 2021 $5,1322022 Amount on Record Feb 2015 2 Names on Record Assessor + 8 DocumentsUpdated Apr 2026

2145 Chesterfield Loop

4 bd · 3 ba · 2,799 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$535,000Apr 2023 $5,3432025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2147 Chesterfield Loop

5 bd · 2.5 ba · 3,209 sqft · 0.308 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Oct 2022 $5,6772025 Amount on Record Jul 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2148 Chesterfield Loop

5 bd · 3 ba · 2,768 sqft · 0.246 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$360,000Mar 2005 $5,3692025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2149 Chesterfield Loop

5 bd · 3 ba · 3,143 sqft · 0.328 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jun 2016 $5,5702025 Amount on Record Aug 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2151 Chesterfield Loop

5 bd · 3 ba · 3,233 sqft · 0.253 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$647,000Mar 2025 $5,8702025 Amount on Record May 2022 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

2152 Chesterfield Loop

4 bd · 2.5 ba · 2,212 sqft · 0.253 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$181,500Aug 2000 $5,0992025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2153 Chesterfield Loop

5 bd · 3 ba · 3,223 sqft · 0.257 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$292,000May 2013 $5,7122025 Amount on Record Mar 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2154 Chesterfield Loop

3 bd · 2.5 ba · 2,458 sqft · 0.255 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$465,000Oct 2022 $5,0622025 Amount on Record Mar 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2155 Chesterfield Loop

4 bd · 3 ba · 2,745 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$345,000Apr 2016 $5,3092025 Amount on Record Jun 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2157 Chesterfield Loop

5 bd · 3 ba · 3,420 sqft · 0.278 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$210,000Oct 1999 $6,0422025 1 Name on Record AssessorUpdated Jun 2026

2203 Chesterfield Loop

5 bd · 3.5 ba · 3,509 sqft · 0.426 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2004 $5,9852025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

2204 Chesterfield Loop

5 bd · 3 ba · 3,079 sqft · 0.312 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000May 2001 $5,6362025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2205 Chesterfield Loop

4 bd · 3 ba · 3,247 sqft · 0.328 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$515,000Aug 2021 $4,2062019 Amount on Record Jul 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2023

2207 Chesterfield Loop

5 bd · 3 ba · 3,211 sqft · 0.244 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$389,505Sep 2017 $5,6782025 Amount on Record Nov 2004 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jun 2026

2208 Chesterfield Loop

6 bd · 4.5 ba · 3,674 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$393,000May 2019 $6,1482025 Amount on Record Jul 2016 1 Name on Record Assessor + 3 DocumentsUpdated Jun 2026

2209 Chesterfield Loop

5 bd · 2.5 ba · 3,215 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2000 $5,7442025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2210 Chesterfield Loop

5 bd · 3 ba · 3,030 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$243,000Jul 2002 $5,4102025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2211 Chesterfield Loop

5 bd · 2.5 ba · 3,152 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$520,000Nov 2023 $5,5922025 Amount on Record Jan 1999 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2212 Chesterfield Loop

4 bd · 3 ba · 2,742 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$349,800Mar 2018 $5,2392025 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2213 Chesterfield Loop

5 bd · 3.5 ba · 2,960 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000May 2012 $5,4282025 Amount on Record May 2008 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

2214 Chesterfield Loop

5 bd · 2.5 ba · 3,184 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$342,500Nov 2004 $5,5642024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2215 Chesterfield Loop

5 bd · 3 ba · 3,199 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$515,000Nov 2021 $5,6492025 Amount on Record May 2016 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2216 Chesterfield Loop

3 bd · 2 ba · 2,390 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Oct 2011 $4,8992025 Amount on Record Jul 2008 2 Names on Record AssessorUpdated Jun 2026

2217 Chesterfield Loop

4 bd · 2.5 ba · 2,760 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$182,000May 1999 $5,2282025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2218 Chesterfield Loop

5 bd · 2.5 ba · 3,227 sqft · 0.276 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jan 2014 $5,6812025 Amount on Record May 2009 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

2219 Chesterfield Loop

5 bd · 4 ba · 3,805 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$460,000Dec 2021 $5,9572025 Amount on Record Mar 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

2221 Chesterfield Loop

5 bd · 2.5 ba · 3,085 sqft · 0.241 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$390,000Dec 2019 $5,4832025 Amount on Record Dec 2007 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

2222 Chesterfield Loop

5 bd · 3 ba · 3,199 sqft · 0.325 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$512,500Aug 2021 $5,6012025 Amount on Record Jan 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2223 Chesterfield Loop

4 bd · 3 ba · 3,148 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$202,500Apr 2001 $4,0552019 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

Property Records in Nearby Streets