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Anna Staylor

Responds Quickly
BHHS RW Towne Realty
260 Closed Sales
$112.2M Total Value
$255K - $1.5M Price Range
$431.6K Average Price
Prior 5 years

About Anna

Anna Staylor is a top Real Estate agent in Hampton Roads, proudly affiliated with Berkshire Hathaway HomeServices RW Towne Realty. Ranked in the top 1% of agents in Hampton Roads, Anna brings over 20 + years of real estate experience and a results-driven approach to buyers and sellers across the region.

Licensed in Virginia, North Carolina, and Virginia’s Eastern Shore, Anna is widely recognized as a trusted Hampton Roads real estate expert with a strong background in finance, specializing in VA home loans and military relocation. She is well known within the military community and frequently referred for her deep understanding of VA financing, eligibility requirements, and strategies that help service members and veterans maximize their benefits when buying or selling a home.

Anna also holds advanced designations as a Residential Remodel Specialist and Residential Construction Certified professional, allowing her to guide clients on renovations, improvements, and strategic updates that enhance value and market appeal.

A lifelong advocate for education and professionalism, Anna remains at the forefront of market trends to ensure her clients receive informed, confident representation. Whether working with first-time buyers, military families, or luxury sellers, she is known for her integrity, strong negotiation skills, and hands-on service.

Outside of real estate, Anna has been happily married to her husband Jeff for over 30+ years and is the proud mother of three children—Rebecca, Hunter, and Zachary. After attending law school, her eldest daughter Rebecca chose to join Anna in real estate, bringing added depth and perspective to the team. Anna is also a proud "YaYa" and deeply rooted in the Hampton Roads community, where years of indoor and outdoor soccer involvement with her family have helped her build hundreds of lasting friendships. Sponsoring the North American Sand Soccer Championships to help grow the sport in the area.

Deeply connected to the Hampton Roads community, Anna actively participates in local outreach initiatives, including Winter Shelter programs supporting individuals experiencing homelessness. A longtime Hampton Roads resident, she values relationships and brings a personal, hands-on approach to every transaction.

If you’re searching for a top real estate agent in Hampton Roads—especially one trusted by military families and VA buyers—Anna Staylor offers the experience, knowledge, integrity and personal commitment to help you move forward with confidence.
Home Types: Condo, House, Townhouse, MultiFamily
Years of Experience: 23

Transaction History

Seller Deals

Total Deals
30
Total Value
$12,052,155
Average Sale Price
$401,739
Price Range
$195K - $633K

Buyer Deals

Total Deals
22
Total Value
$12,329,104
Average Sale Price
$560,414
Price Range
$320K - $1M

Production Over Time

1 Year View by Quarter

Seller Deals

Total Deals
64
Total Value
$27,367,850
Average Sale Price
$427,623
Price Range
$195K - $1.3M

Buyer Deals

Total Deals
38
Total Value
$19,705,237
Average Sale Price
$518,559
Price Range
$165K - $1M

Production Over Time

2 Year View by Quarter

Seller Deals

Total Deals
170
Total Value
$70,788,147
Average Sale Price
$416,401
Price Range
$125K - $1.5M

Buyer Deals

Total Deals
90
Total Value
$41,432,806
Average Sale Price
$460,365
Price Range
$165K - $1M

Production Over Time

5 Year View

Anna's Listings and Deals

Awards and Designations

  • Chairman's Club
  • Diamond Award Club
  • Five Star Award
  • Platinum Club
  • Top REALTOR®

Other Experience

Distressed Properties, First Time Home Buyers, Luxury Homes, Military Families, New Construction, Senior Communities, Veteran Programs
Agent Photo

Anna Staylor

Responds Quickly