
HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

54
Closed Sales
$29.5M
Total Value
$305K - $1.6M
Price Range
$545.7K
Average Price
Prior 5 years
About Jay
Jay brings a thoughtful, well-informed approach to real estate, grounded in deep local knowledge and a strong commitment to client service. Having lived and worked in the Charlottesville area for over two decades, he offers buyers and sellers clear guidance, steady leadership, and skilled negotiation at every stage of the process.
Originally from California, Jay moved to Virginia to be closer to family and spent many years in education, working as an administrator and coach at Woodberry Forest School before settling in Charlottesville. While building his career in education—earning his M.Ed. from the University of Virginia—Jay developed a strong understanding of the local community and housing market after purchasing his first home in the area in 2000. He began his formal real estate career in 2014, initially focusing on commercial transactions, which sharpened his business acumen and market analysis skills.
Today, Jay’s clients benefit from his broad market perspective, attention to detail, and proven ability to negotiate effectively. His awareness of emerging trends and activity in the local business community often provides buyers and sellers with timely insights that help them make confident decisions. Known for his professionalism, responsiveness, and calm demeanor, Jay works closely with clients to achieve their real estate goals on their timeline—not someone else’s.
Outside of real estate, Jay remains deeply invested in youth development and the Charlottesville community, serving as a mentor. When he’s not working with clients, you’ll likely find him staying active on the tennis or padel court, swimming, biking, or enjoying a walk with family.
Originally from California, Jay moved to Virginia to be closer to family and spent many years in education, working as an administrator and coach at Woodberry Forest School before settling in Charlottesville. While building his career in education—earning his M.Ed. from the University of Virginia—Jay developed a strong understanding of the local community and housing market after purchasing his first home in the area in 2000. He began his formal real estate career in 2014, initially focusing on commercial transactions, which sharpened his business acumen and market analysis skills.
Today, Jay’s clients benefit from his broad market perspective, attention to detail, and proven ability to negotiate effectively. His awareness of emerging trends and activity in the local business community often provides buyers and sellers with timely insights that help them make confident decisions. Known for his professionalism, responsiveness, and calm demeanor, Jay works closely with clients to achieve their real estate goals on their timeline—not someone else’s.
Outside of real estate, Jay remains deeply invested in youth development and the Charlottesville community, serving as a mentor. When he’s not working with clients, you’ll likely find him staying active on the tennis or padel court, swimming, biking, or enjoying a walk with family.
Home Types:
Condo, House, Townhouse, Lot/Land
Years of Experience:
12
Education:
M.Ed, University of Virginia, and B.A. UCLA
Transaction History
- 1 Year
- 2 Year
- 5 Year
Neighborhoods Jay is Experienced In
Jay's Listings and Deals
Jay's Active Listings
Recently Sold
Awards and Designations
- National Sales Excellence Award 2023-2025
Other Experience
First Time Home Buyers, Investments, Luxury Homes, New Construction, Senior Communities
Homes for Sale by City
- Newest Listings in Oak Hill
- Newest Listings in Lake Monticello
- Newest Listings in Earlysville
- Newest Listings in Hollymead
- Newest Listings in Ivy
- Newest Listings in Keswick
- Newest Listings in Scottsville
- Newest Listings in Free Union
- Newest Listings in North Garden
- Newest Listings in Troy
- Newest Listings in Cismont
- Newest Listings in Barboursville
- Newest Listings in Crozet
- Newest Listings in Palmyra
- New Homes in Oak Hill
- New Homes in Lake Monticello
- New Homes in Earlysville
- New Homes in Hollymead
- New Homes in Ivy
- New Homes in Keswick
- New Homes in Scottsville
- New Homes in Free Union
- New Homes in North Garden
- New Homes in Troy
- New Homes in Cismont
- New Homes in Barboursville
- New Homes in Crozet
- New Homes in Palmyra
- New Communities in Oak Hill
- New Communities in Lake Monticello
- New Communities in Earlysville
- New Communities in Hollymead
- New Communities in Ivy
- New Communities in Keswick
- New Communities in Scottsville
- New Communities in Free Union
- New Communities in North Garden
- New Communities in Troy
- New Communities in Cismont
- New Communities in Barboursville
- New Communities in Crozet
- New Communities in Palmyra