Find Top Real Estate Agents in Chesapeake, Virginia
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Updated March 1, 2026
If you’re buying or selling a home, choosing the right real estate agent can make a big difference in your experience and outcome. Top real estate agents in Chesapeake, Virginia close more deals, negotiate better prices, and move homes faster than their peers.
We analyzed transactions and performance metrics for 732 real estate agents in Chesapeake, VA to identify the best of the best. These are the top selling realtors in Chesapeake based on local experience, sales history, and overall results.
Identify agents with solid experience in your price range, neighborhood, and property type
Prioritize agents with high customer review counts and strong ratings
Look at active or recently sold listings to assess marketing quality and performance
Interview 2–3 agents minimum (actually meet or speak with them)
Gauge communication, honesty, and expertise during the interview process
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Our team spends hundreds of hours each month analyzing real estate agents across the country so you don’t have to. We focus on the most important data for typical buyers and sellers in Chesapeake — people looking for a knowledgeable, well-rounded agent who can deliver strong results.
To identify the best agents for most people, we apply a consistent set of filters to narrow the field to agents with relevant experience, strong performance in the local market, and a balanced track record. We then sort those agents based on key metrics like sales volume, speed, pricing accuracy, and client mix.
We regularly update our rankings as new data becomes available and continue refining our approach to surface the most useful recommendations. See our full methodology.
Chesapeake, VA top real estate agents (March 2026 rankings)
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Top 1% local
Offer strategy
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Vacant land
Condos
Betsy Thompson is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 138 transactions over the past 12 months — 239 in the past two years. Betsy Thompson's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 54% sellers, 46% buyers
Total recent sales: 239
Local ranking by total sales: #1
State ranking by total sales: #15
Median days on market: 50 days
Median sale-to-list ratio: 100%
Are you Betsy Thompson? Fill out this form to claim your profile or offer a correction.
Top 1% local
Offer strategy
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Multi-family homes
Michael Daugherty is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 173 transactions over the past 12 months — 311 in the past two years. Michael Daugherty's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 63% sellers, 37% buyers
Total recent sales: 311
Local ranking by total sales: #2
State ranking by total sales: #3
Median days on market: 43 days
Median sale-to-list ratio: 100%
License #: 354464 (NC)
Are you Michael Daugherty? Fill out this form to claim your profile or offer a correction.
Top 1% local
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Multi-family homes
Bethany White is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 123 transactions over the past 12 months — 256 in the past two years. Bethany White's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 56% sellers, 44% buyers
Total recent sales: 256
Local ranking by total sales: #7
State ranking by total sales: #9
Median days on market: 45 days
Median sale-to-list ratio: 100%
License #: 0225187486 (VA)
Are you Bethany White? Fill out this form to claim your profile or offer a correction.
Listing specialist
23+ years experience
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Dawn Crocker is a real estate agent who is active in Virginia Beach, VA. Dawn Crocker has worked in real estate for over 23 years. They work with sellers and buyers and have closed at least 14 transactions over the past 12 months — 38 in the past two years. Dawn Crocker's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 71% sellers, 29% buyers
Total recent sales: 38
Local ranking by total sales: #318
State ranking by total sales: #913
Median days on market: 63 days
Median sale-to-list ratio: 100%
License #: 0225075449, 322725 (NC, VA)
Are you Dawn Crocker? Fill out this form to claim your profile or offer a correction.
22+ years experience
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Gina Woodward is a real estate agent who is active in Virginia Beach, VA. Gina Woodward has worked in real estate for over 22 years. They work with sellers and buyers and have closed at least 25 transactions over the past 12 months — 38 in the past two years. Gina Woodward's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 61% sellers, 39% buyers
Total recent sales: 38
Local ranking by total sales: #137
State ranking by total sales: #919
Median days on market: 49 days
Median sale-to-list ratio: 100%
Are you Gina Woodward? Fill out this form to claim your profile or offer a correction.
Top 10% local
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Natalie Carrier is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 47 transactions over the past 12 months — 57 in the past two years. Natalie Carrier's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 35% sellers, 65% buyers
Total recent sales: 57
Local ranking by total sales: #72
State ranking by total sales: #385
Median days on market: 48 days
Median sale-to-list ratio: 99%
Are you Natalie Carrier? Fill out this form to claim your profile or offer a correction.
Top 5% local
Pricing strategyFast sales
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Racheal Pridgen is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 45 transactions over the past 12 months — 73 in the past two years. Racheal Pridgen's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 47% sellers, 53% buyers
Total recent sales: 73
Local ranking by total sales: #28
State ranking by total sales: #196
Median days on market: 36 days
Median sale-to-list ratio: 101%
License #: 334405 (NC)
Are you Racheal Pridgen? Fill out this form to claim your profile or offer a correction.
Brenda Williams is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 28 transactions over the past 12 months — 42 in the past two years. Brenda Williams's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 55% sellers, 45% buyers
Total recent sales: 42
Local ranking by total sales: #76
State ranking by total sales: #793
Median days on market: 65 days
Median sale-to-list ratio: 99%
License #: 308547 (NC)
Are you Brenda Williams? Fill out this form to claim your profile or offer a correction.
Pricing strategy
Offer strategy
Negotiation expert
13+ years experience
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Vacant land
Multi-family homes
Shannon Paschall is a real estate agent who is active in Virginia Beach, VA. Shannon Paschall has worked in real estate for over 13 years. They work with sellers and buyers and have closed at least 30 transactions over the past 12 months — 64 in the past two years. Shannon Paschall's experience includes first-time homebuyers, VA loans and military buyers, and properties in senior communities.
Works with: 61% sellers, 39% buyers
Total recent sales: 64
Local ranking by total sales: #119
State ranking by total sales: #282
Median days on market: 41 days
Median sale-to-list ratio: 100%
Are you Shannon Paschall? Fill out this form to claim your profile or offer a correction.
Top 5% local
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Cole Hart is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 37 transactions over the past 12 months — 76 in the past two years. Cole Hart's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 57% sellers, 43% buyers
Total recent sales: 76
Local ranking by total sales: #19
State ranking by total sales: #172
Median days on market: 48 days
Median sale-to-list ratio: 100%
License #: 296573 (NC)
Are you Cole Hart? Fill out this form to claim your profile or offer a correction.
Top 10% local
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Senior living
Single-family homes
Townhouses
Condos
John Conard is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 40 transactions over the past 12 months — 88 in the past two years. John Conard's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 63% sellers, 38% buyers
Total recent sales: 88
Local ranking by total sales: #69
State ranking by total sales: #113
Median days on market: 43 days
Median sale-to-list ratio: 100%
Are you John Conard? Fill out this form to claim your profile or offer a correction.
Top 1% localBuyer specialist
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Commercial properties
Matthew Salway is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 131 transactions over the past 12 months — 243 in the past two years. Matthew Salway's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 30% sellers, 70% buyers
Total recent sales: 243
Local ranking by total sales: #8
State ranking by total sales: #13
Median days on market: 50 days
Median sale-to-list ratio: 100%
License #: 0225231617 (VA)
Are you Matthew Salway? Fill out this form to claim your profile or offer a correction.
Top 5% local
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Multi-family homes
Commercial properties
Daniel Patton is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 57 transactions over the past 12 months — 109 in the past two years. Daniel Patton's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 45% sellers, 55% buyers
Total recent sales: 109
Local ranking by total sales: #31
State ranking by total sales: #57
Median days on market: 39 days
Median sale-to-list ratio: 100%
Are you Daniel Patton? Fill out this form to claim your profile or offer a correction.
Pricing strategyFast sales
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Amber Levinson is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 17 transactions over the past 12 months — 33 in the past two years. Amber Levinson's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 48% sellers, 52% buyers
Total recent sales: 33
Local ranking by total sales: #106
State ranking by total sales: #1,179
Median days on market: 34 days
Median sale-to-list ratio: 100.5%
Are you Amber Levinson? Fill out this form to claim your profile or offer a correction.
Pricing strategyFast sales
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Multi-family homes
Condos
Zach Cheatham is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 30 transactions over the past 12 months — 66 in the past two years. Zach Cheatham's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 47% sellers, 53% buyers
Total recent sales: 66
Local ranking by total sales: #177
State ranking by total sales: #257
Median days on market: 42 days
Median sale-to-list ratio: 100%
Are you Zach Cheatham? Fill out this form to claim your profile or offer a correction.
Top 5% local
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Kim Stanley is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 20 transactions over the past 12 months — 33 in the past two years. Kim Stanley's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 52% sellers, 48% buyers
Total recent sales: 33
Local ranking by total sales: #33
State ranking by total sales: #1,213
Median days on market: 59 days
Median sale-to-list ratio: 100%
Are you Kim Stanley? Fill out this form to claim your profile or offer a correction.
Top 10% local
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Multi-family homes
Condos
Katie Burke is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 43 transactions over the past 12 months — 69 in the past two years. Katie Burke's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 57% sellers, 43% buyers
Total recent sales: 69
Local ranking by total sales: #50
State ranking by total sales: #229
Median days on market: 56 days
Median sale-to-list ratio: 100%
License #: 307443 (NC)
Are you Katie Burke? Fill out this form to claim your profile or offer a correction.
Fast sales
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Kimberly Foster is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 19 transactions over the past 12 months — 42 in the past two years. Kimberly Foster's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 45% sellers, 55% buyers
Total recent sales: 42
Local ranking by total sales: #165
State ranking by total sales: #767
Median days on market: 40 days
Median sale-to-list ratio: 100%
Are you Kimberly Foster? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Megan Messer is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 13 transactions over the past 12 months — 38 in the past two years. Megan Messer's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 55% sellers, 45% buyers
Total recent sales: 38
Local ranking by total sales: #554
State ranking by total sales: #931
Median days on market: 33 days
Median sale-to-list ratio: 100%
Are you Megan Messer? Fill out this form to claim your profile or offer a correction.
Top 5% local
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Townhouses
Single-family homes
Condos
Cara Kurth is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 19 transactions over the past 12 months — 39 in the past two years. Cara Kurth's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 56% sellers, 44% buyers
Total recent sales: 39
Local ranking by total sales: #30
State ranking by total sales: #863
Median days on market: 40 days
Median sale-to-list ratio: 101%
Are you Cara Kurth? Fill out this form to claim your profile or offer a correction.
Offer strategy
Negotiation expert
6+ years experience
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Multi-family homes
Condos
Commercial properties
Heather Meyers is a real estate agent who is active in Virginia Beach, VA. Heather Meyers has worked in real estate for over 6 years. They work with sellers and buyers and have closed at least 29 transactions over the past 12 months — 54 in the past two years. Heather Meyers's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 44% sellers, 56% buyers
Total recent sales: 54
Local ranking by total sales: #160
State ranking by total sales: #440
Median days on market: 55 days
Median sale-to-list ratio: 100%
License #: 0225246761 (VA)
Are you Heather Meyers? Fill out this form to claim your profile or offer a correction.
Top 5% local
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Julie Fish is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 46 transactions over the past 12 months — 74 in the past two years. Julie Fish's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 55% sellers, 45% buyers
Total recent sales: 74
Local ranking by total sales: #13
State ranking by total sales: #185
Median days on market: 43 days
Median sale-to-list ratio: 100%
License #: 317950 (NC)
Are you Julie Fish? Fill out this form to claim your profile or offer a correction.
Top 5% local
Pricing strategyFast sales
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Multi-family homes
Condos
Nicole Glocker is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 38 transactions over the past 12 months — 72 in the past two years. Nicole Glocker's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 47% sellers, 53% buyers
Total recent sales: 72
Local ranking by total sales: #34
State ranking by total sales: #205
Median days on market: 38 days
Median sale-to-list ratio: 102%
Are you Nicole Glocker? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Richard Febus is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 19 transactions over the past 12 months — 27 in the past two years. Richard Febus's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 52% sellers, 48% buyers
Total recent sales: 27
Local ranking by total sales: #105
State ranking by total sales: #1,746
Median days on market: 45 days
Median sale-to-list ratio: 100%
Are you Richard Febus? Fill out this form to claim your profile or offer a correction.
Fast sales
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Arnold Aguas is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 10 transactions over the past 12 months — 27 in the past two years. Arnold Aguas's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 37% sellers, 63% buyers
Total recent sales: 27
Local ranking by total sales: #212
State ranking by total sales: #1,671
Median days on market: 35 days
Median sale-to-list ratio: 100%
Are you Arnold Aguas? Fill out this form to claim your profile or offer a correction.
Top 10% localFast sales
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Andy Nelson is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 57 transactions over the past 12 months — 104 in the past two years. Andy Nelson's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 47% sellers, 53% buyers
Total recent sales: 104
Local ranking by total sales: #61
State ranking by total sales: #68
Median days on market: 56 days
Median sale-to-list ratio: 100%
License #: 0225248192 (VA)
Are you Andy Nelson? Fill out this form to claim your profile or offer a correction.
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Tom Milan is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 23 transactions over the past 12 months — 54 in the past two years. Tom Milan's experience includes first-time homebuyers, VA loans and military buyers, and properties in senior communities.
Works with: 41% sellers, 59% buyers
Total recent sales: 54
Local ranking by total sales: #150
State ranking by total sales: #451
Median days on market: 45 days
Median sale-to-list ratio: 100%
Are you Tom Milan? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Vacant land
Randall Gonse is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 20 transactions over the past 12 months — 30 in the past two years. Randall Gonse's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 53% sellers, 47% buyers
Total recent sales: 30
Local ranking by total sales: #245
State ranking by total sales: #1,474
Median days on market: 48 days
Median sale-to-list ratio: 100%
License #: 328340 (NC)
Are you Randall Gonse? Fill out this form to claim your profile or offer a correction.
Top 10% local
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Madison Mason is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 44 transactions over the past 12 months — 81 in the past two years. Madison Mason's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 52% sellers, 48% buyers
Total recent sales: 81
Local ranking by total sales: #71
State ranking by total sales: #145
Median days on market: 38 days
Median sale-to-list ratio: 100%
Are you Madison Mason? Fill out this form to claim your profile or offer a correction.
Fast sales
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Dusty Thayer is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 12 transactions over the past 12 months — 25 in the past two years. Dusty Thayer's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 60% sellers, 40% buyers
Total recent sales: 25
Local ranking by total sales: #133
State ranking by total sales: #1,919
Median days on market: 40 days
Median sale-to-list ratio: 100%
Are you Dusty Thayer? Fill out this form to claim your profile or offer a correction.
Top 5% localFast sales
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Dani Brinson is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 23 transactions over the past 12 months — 59 in the past two years. Dani Brinson's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 61% sellers, 39% buyers
Total recent sales: 59
Local ranking by total sales: #15
State ranking by total sales: #331
Median days on market: 35 days
Median sale-to-list ratio: 100.5%
Are you Dani Brinson? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Cari Rausch is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 28 transactions over the past 12 months — 50 in the past two years. Cari Rausch's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 32% sellers, 68% buyers
Total recent sales: 50
Local ranking by total sales: #216
State ranking by total sales: #507
Median days on market: 41 days
Median sale-to-list ratio: 100%
License #: 333020 (NC)
Are you Cari Rausch? Fill out this form to claim your profile or offer a correction.
Neighborhood expert
Repeat clients
Military buyers
Single-family homes
Townhouses
Condos
Multi-family homes
Charlotte Chandler is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 34 transactions over the past 12 months — 71 in the past two years. Charlotte Chandler's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 56% sellers, 44% buyers
Total recent sales: 71
Local ranking by total sales: #495
State ranking by total sales: #209
Median days on market: 36 days
Median sale-to-list ratio: 100%
License #: 0225048733 (VA)
Are you Charlotte Chandler? Fill out this form to claim your profile or offer a correction.
Negotiation expert
Repeat clients
Military buyers
Single-family homes
Townhouses
Kim Mcglone is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 9 transactions over the past 12 months — 21 in the past two years. Kim Mcglone's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 52% sellers, 48% buyers
Total recent sales: 21
Local ranking by total sales: #116
State ranking by total sales: #2,505
Median days on market: 39 days
Median sale-to-list ratio: 101%
License #: 310304 (NC)
Are you Kim Mcglone? Fill out this form to claim your profile or offer a correction.
Top 5% local
Pricing strategy
Repeat clients
Military buyers
First-time buyers
Senior living
Single-family homes
Townhouses
Multi-family homes
Condos
Gregory Chaplain is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 30 transactions over the past 12 months — 85 in the past two years. Gregory Chaplain's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 54% sellers, 46% buyers
Total recent sales: 85
Local ranking by total sales: #39
State ranking by total sales: #128
Median days on market: 46 days
Median sale-to-list ratio: 100%
Are you Gregory Chaplain? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
Single-family homes
Townhouses
Kesha Wilkeyprim is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 15 transactions over the past 12 months — 24 in the past two years. Kesha Wilkeyprim's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 46% sellers, 54% buyers
Total recent sales: 24
Local ranking by total sales: #235
State ranking by total sales: #2,083
Median days on market: 92 days
Median sale-to-list ratio: 100%
Are you Kesha Wilkeyprim? Fill out this form to claim your profile or offer a correction.
Top 5% local
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Senior living
Single-family homes
Townhouses
Condos
Steve Marable is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 30 transactions over the past 12 months — 58 in the past two years. Steve Marable's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 57% sellers, 43% buyers
Total recent sales: 58
Local ranking by total sales: #29
State ranking by total sales: #364
Median days on market: 44 days
Median sale-to-list ratio: 100%
Are you Steve Marable? Fill out this form to claim your profile or offer a correction.
Top 10% local
Pricing strategyFast sales
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Manufactured homes
Multi-family homes
Condos
Nikki Lori Johnsonpyle is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 47 transactions over the past 12 months — 83 in the past two years. Nikki Lori Johnsonpyle's experience includes VA loans and military buyers, first-time homebuyers, and properties in senior communities.
Works with: 58% sellers, 42% buyers
Total recent sales: 83
Local ranking by total sales: #52
State ranking by total sales: #138
Median days on market: 37 days
Median sale-to-list ratio: 100%
License #: 297041 (NC)
Are you Nikki Lori Johnsonpyle? Fill out this form to claim your profile or offer a correction.
Top 5% local
Pricing strategyFast sales
Offer strategy
Negotiation expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Manufactured homes
Taylor Lennox Bagnick is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 50 transactions over the past 12 months — 108 in the past two years. Taylor Lennox Bagnick's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 44% sellers, 56% buyers
Total recent sales: 108
Local ranking by total sales: #21
State ranking by total sales: #60
Median days on market: 43 days
Median sale-to-list ratio: 100.5%
License #: 0225249241, 351913 (NC, VA)
Are you Taylor Lennox Bagnick? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Zena Ward is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 7 transactions over the past 12 months — 16 in the past two years. Zena Ward's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 31% sellers, 69% buyers
Total recent sales: 16
Local ranking by total sales: #592
State ranking by total sales: #3,568
Median days on market: 60 days
Median sale-to-list ratio: 102%
License #: 0225228919 (VA)
Are you Zena Ward? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Multi-family homes
Condos
Kim Elliot is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 28 transactions over the past 12 months — 64 in the past two years. Kim Elliot's experience includes VA loans and military buyers, first-time homebuyers, and investment properties.
Works with: 38% sellers, 63% buyers
Total recent sales: 64
Local ranking by total sales: #99
State ranking by total sales: #277
Median days on market: 51 days
Median sale-to-list ratio: 100%
Are you Kim Elliot? Fill out this form to claim your profile or offer a correction.
Fast sales
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Vanessa Dominguez Sykes is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 28 transactions over the past 12 months — 58 in the past two years. Vanessa Dominguez Sykes's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 45% sellers, 55% buyers
Total recent sales: 58
Local ranking by total sales: #249
State ranking by total sales: #367
Median days on market: 36 days
Median sale-to-list ratio: 100.5%
Are you Vanessa Dominguez Sykes? Fill out this form to claim your profile or offer a correction.
Top 5% local
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Multi-family homes
Eddie Gerardoferrer is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 50 transactions over the past 12 months — 89 in the past two years. Eddie Gerardoferrer's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 34% sellers, 66% buyers
Total recent sales: 89
Local ranking by total sales: #38
State ranking by total sales: #109
Median days on market: 44 days
Median sale-to-list ratio: 100%
Are you Eddie Gerardoferrer? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
Single-family homes
Townhouses
Beverly English is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 9 transactions over the past 12 months — 13 in the past two years. Beverly English's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 46% sellers, 54% buyers
Total recent sales: 13
Local ranking by total sales: #481
State ranking by total sales: #4,094
Median days on market: 63 days
Median sale-to-list ratio: 100.5%
Are you Beverly English? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Terrance Boyle is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 26 transactions over the past 12 months — 38 in the past two years. Terrance Boyle's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 45% sellers, 55% buyers
Total recent sales: 38
Local ranking by total sales: #247
State ranking by total sales: #943
Median days on market: 43 days
Median sale-to-list ratio: 101%
Are you Terrance Boyle? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Multi-family homes
Steven L Hargrow is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 26 transactions over the past 12 months — 45 in the past two years. Steven L Hargrow's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 42% sellers, 58% buyers
Total recent sales: 45
Local ranking by total sales: #359
State ranking by total sales: #787
Median days on market: 48 days
Median sale-to-list ratio: 100%
License #: 0225183752, 322118 (NC, VA)
Are you Steven L Hargrow? Fill out this form to claim your profile or offer a correction.
Top 1% local
Listing specialist
Neighborhood expert
Repeat clients
Military buyers
Single-family homes
Townhouses
Kathy Nelms is a real estate agent who is active in Virginia Beach, VA. They primarily work with sellers and have closed at least 37 transactions over the past 12 months — 69 in the past two years. Kathy Nelms is experienced with VA loans and military buyers.
Works with: 83% sellers, 17% buyers
Total recent sales: 69
Local ranking by total sales: #3
State ranking by total sales: #228
Median days on market: 102 days
Median sale-to-list ratio: 100%
Are you Kathy Nelms? Fill out this form to claim your profile or offer a correction.
Top 5% local
Offer strategy
Negotiation expert
Neighborhood expert
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Condos
Multi-family homes
Allen Boone is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 37 transactions over the past 12 months — 82 in the past two years. Allen Boone's experience includes VA loans and military buyers and first-time homebuyers.
Works with: 57% sellers, 43% buyers
Total recent sales: 82
Local ranking by total sales: #37
State ranking by total sales: #140
Median days on market: 42 days
Median sale-to-list ratio: 100%
Are you Allen Boone? Fill out this form to claim your profile or offer a correction.
Repeat clients
First-time buyers
Senior living
Single-family homes
Townhouses
Vacant land
Farra Sawyer is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 8 transactions over the past 12 months — 21 in the past two years. Farra Sawyer's experience includes first-time homebuyers, properties in senior communities, and VA loans and military buyers.
Works with: 48% sellers, 52% buyers
Total recent sales: 21
Local ranking by total sales: #81
State ranking by total sales: #2,470
Median days on market: 55 days
Median sale-to-list ratio: 100%
Are you Farra Sawyer? Fill out this form to claim your profile or offer a correction.
Repeat clients
Military buyers
First-time buyers
Single-family homes
Townhouses
Janette Woodruff is a real estate agent who is active in Virginia Beach, VA. They work with sellers and buyers and have closed at least 18 transactions over the past 12 months — 34 in the past two years. Janette Woodruff's experience includes first-time homebuyers and VA loans and military buyers.
Works with: 50% sellers, 50% buyers
Total recent sales: 34
Local ranking by total sales: #523
State ranking by total sales: #1,126
Median days on market: 42 days
Median sale-to-list ratio: 100%
Are you Janette Woodruff? Fill out this form to claim your profile or offer a correction.
What to know about top real estate agents in Chesapeake, VA
Top Chesapeake real estate agents combine deep, local expertise with higher-than-average performance. Here’s what that looks like in Chesapeake.
General
High transaction volume: Does more than 31 sales per year (local median)
Well established: At least 3–5+ years of experience in the local market
Good reputation: High total review count and average ratings
Sellers
Pricing expertise: Few-to-no price drops
High sale-to-list ratios: Typically sells near or above list price (median sale-to-list in Chesapeake is 100%)
Strong marketing strategy: Beautiful photos, compelling listing descriptions, maximum visibility
Faster-than-average sales: Gets homes under contract quickly (median sale timeline in Chesapeake is 45 days)
Buyers
Strong negotiator: The best buyer’s agents in Chesapeake often save 5-10% off list price
Local expertise: Know neighborhoods, schools, amenities, regulations
Responsive and accessible: Reviews consistently call out these specific traits
Most likely, yes. The vast majority of home sellers in Chesapeake will get the best outcome and most money selling with a top local real estate agent. That said, it really depends on your goals.
Consider listing with a Chesapeake realtor if:
You're aiming for top dollar or need help navigating pricing and offers
You want someone to handle the full process—marketing, showings, negotiation, paperwork
Your property is typical for the area and priced at or above $200,000
You’re cost-conscious and want to save on commission with a discount real estate broker
You want to avoid realtor commission altogether and are comfortable trying FSBO (for sale by owner), knowing that FSBO sales usually net less and require a lot of work.
Typically, this gets split between the listing and buyer’s agents (2.75% and 2.75%, respectively).
Rates are negotiable and may be lower for higher-priced homes or repeat clients.
Following the NAR settlement, buyers may need to negotiate their agent's fee directly.
Sell with a top agent and save
With Clever, sellers can list with a top local agent for just 1.5% (or $3,000 flat) — up to 50% less than the typical rate in Chesapeake.
Whether you’re hiring a buyer’s or seller’s agent, you should ask about their past experience. You should find out their plan to market a property you’re selling or how they will help you find the perfect home to buy. You should also ask how often they’ve handled homes in the price point and neighborhood that you’re selling or purchasing in.
It’s a good idea to review at least three real estate agents, so you can compare their offerings. You’ll want to find an agent that’s the best fit, so focus on their communication skills, their professionalism, their pricing, and their familiarity with transactions similar to yours.
If you’re both selling a home and purchasing a new one, using the same agent can simplify the process. But you’ll need to find an agent with a successful track record as both a listing agent and a buyer’s agent. While some real estate agents do both, some of the best real estate professionals specialize in either representing buyers or listing properties
If a traditional agent isn’t the right fit, here are some Chesapeake-area alternatives:
No agent involvement, no commission—but you’ll do everything yourself.
FSBO homes typically sell for less, so weigh potential savings vs. final sale price.
Pro tip: Even if you go non-traditional, consider services like Clever or local offer platforms — they help you compare your options and connect with agents or investors offering discounts, fast offers, or both.
Chesapeake, Virginia is currently a buyer's market, due to fewer active homebuyers and more homes available for sale.
The market has an average of 4.4 months of supply, meaning it would take about that long for all available homes to sell if no new listings were added. There were 13,589 homes for sale in Chesapeake in the last month. Sellers added 1,061 new listings, and 674 home sales closed in that time.
On average, properties spend 45 days on the market, and it takes 38 days for a home to go under contract.
Homes in Chesapeake, Virginia are selling for less on average compared to the previous month.
The median home in Chesapeake, Virginia ultimately sells for its original list price: $405,000.
How we research and evaluate top realtors in Chesapeake
Data sources
Our rankings are powered by real estate transaction data, internal research, and other publicly available sources. We compiled and analyzed over 2,857,200 data points for 732 real estate agents across Chesapeake, Virginia.
We make every effort to ensure accuracy, but no dataset is perfect. Some activity may not be captured if information isn’t available or accurate from our sources. We update and refine our data regularly to improve coverage and reliability.
Methodology
There’s no single “best” real estate agent — the right fit depends on your goals and situation. Our approach is designed to highlight agents with strong, well-rounded performance and make it easier to compare real estate agents in Chesapeake.
We look at factors that matter most to typical buyers and sellers, such as:
Transaction volume and recent activity
Balance of buyer- and seller-side representation
Pricing accuracy and negotiation outcomes
Speed of sales relative to the local market
Years of experience and proven track record
Specialized expertise with certain property types or client needs
We use these key indicators to surface agents who are likely to be a good fit for most people, while giving you the data you need to decide which qualities matter most for your own situation.
Ongoing updates
Rankings are updated regularly as new data becomes available. Our goal is to provide a clear, objective view of agent performance to help you make an informed choice when hiring a real estate professional.
Want to offer a correction for one of the agent profiles listed above? Fill out this form.
