Skip to main content

Loading Search Form

Please Wait

Michelle Gregory ABR, AHWD, MRP, RRS


I’m a dedicated real estate professional who truly loves what I do. Helping people navigate one of the most important decisions of their lives energizes me every day, and I’m passionate about listening closely, working hard, and guiding my clients toward their real estate goals with clarity and confidence.

After spending 2.5 years living abroad in Stuttgart, Germany, my family and I made Charlottesville home in 2009. Before entering real estate, I was deeply involved in my children’s schools as a volunteer, worked as a substitute teacher, and later served as a Lead Preschool Teacher. Those experiences strengthened my roots in the community and shaped the patient, people-first approach I bring to my clients today.

I’m proud to be part of Howard Hanna Real Estate Services, where integrity, innovation, and community involvement are core values. I hold several professional designations—including ABR, AHWD, CREN, MRP, and RRS—which allow me to better serve buyers, sellers, and relocating clients with expert negotiation skills, cultural awareness, and specialized knowledge. I was honored to be named CAAR’s Rising Star of the Year and have enjoyed giving back to the industry through leadership roles, including serving as Treasurer of the Women’s Council of Realtors®. 

One of the things I love most about my work at Howard Hanna is its commitment to giving back through the Children’s Free Care Fund. Since joining the company in 2023, I’ve been actively involved and now serve as Co-Chair, a role that’s especially meaningful as I’ve seen firsthand the impact this work has on children and families in our community.

Whether you’re buying your first home or selling your tenth, I go above and beyond to make the experience smooth, informed, and successful from start to finish. 

Outside of real estate, I cherish time with family and friends—especially my newest role as “Mimi” to my first grandchild. I love reading, traveling, boating, live music, football… and spending time with my incredible friend group, the Margarita Mommas.


Specialties

Certified Buyer Specialist
Custom Home
First Time Buyers
Land
Military
Move-Up Home
Relocation
Residential
Retirement

Photo for 3244 TIMBERWOOD PKWY $413,000 Sold 6/1/2026
beds
 
3
full
baths
2
partial
bath
1
sq.ft.
 
1,738
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 676403
Photo for 336 BOWLERS MILL RD $315,000 Sold 5/7/2026
beds
 
2
full
baths
2
sq.ft.
 
1,032
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
KELLER WILLIAMS REALTY LEE BEAVER & ASSOCIATES
MLS # 674057
Photo for 2531 HERMITAGE RD $675,000 Sold 4/28/2026
beds
 
4
full
baths
3
partial
bath
1
sq.ft.
 
3,405
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
Trobaugh Group
MLS # 673399
Photo for 1004 CARODON DR $685,000 Sold 11/20/2025
beds
 
5
full
baths
2
partial
bath
1
sq.ft.
 
2,964
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
VYLLA HOME
MLS # 663757
Photo for DOGWOOD DR $109,000 Sold 10/30/2025
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 667955
Photo for 211 BOXLEY LANE $640,000 Sold 9/19/2025
beds
 
4
full
baths
3
partial
bath
1
sq.ft.
 
5,564
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services

Courtesy of:
NextHome Premier Properties & Estates
MLS # VAOR2009732
Photo for 2909 TWYMANS MILL RD $525,000 Sold 9/15/2025
beds
 
3
full
baths
2
partial
bath
1
sq.ft.
 
1,760
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 666916
Photo for 2207 CARPENTERS MILL RD $470,000 Sold 9/9/2025
beds
 
3
full
baths
2
sq.ft.
 
1,996
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
THE HOGAN GROUP-CHARLOTTESVILLE
MLS # 667485
Photo for 2744 MANSFIELD RD $82,000 Sold 8/15/2025
beds
 
3
full
baths
2
sq.ft.
 
2,232
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 666535
Photo for 2073 ELM TREE CT $367,000 Sold 7/31/2025
beds
 
3
full
baths
2
partial
bath
1
sq.ft.
 
1,942
MLS # 664859
Photo for 28 BEGUM RD $290,000 Sold 7/7/2025
beds
 
3
full
baths
2
sq.ft.
 
1,296
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
LONG & FOSTER - LAKE MONTICELLO
MLS # 663931
Photo for 225 TAYLOR ST $525,000 Sold 6/26/2025
beds
 
5
full
baths
2
partial
baths
3
sq.ft.
 
3,137
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
REAL BROKER LLC
MLS # 663110
Photo for 2703 JEFFERSON HWY $385,000 Sold 4/23/2025
beds
 
2
full
baths
2
sq.ft.
 
2,760
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 659273
Photo for 73 PETES PL $275,000 Sold 4/23/2025
beds
 
4
full
baths
2
sq.ft.
 
2,568
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 661565
Photo for 2168 ELM TREE CT $380,000 Sold 2/18/2025
beds
 
3
full
baths
2
partial
bath
1
sq.ft.
 
1,977
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 658982
Photo for 1730 OLD FORGE RD $821,025 Sold 12/6/2024
beds
 
4
full
baths
2
partial
bath
1
sq.ft.
 
3,354
Buyer's Agent:Michelle Gregory
Four Seasons Realty
MLS # 657980
Photo for 152 DEERVIEW RD $685,000 Sold 8/26/2024
beds
 
4
full
baths
3
partial
bath
1
sq.ft.
 
4,432
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 655218
Photo for 97 PHEASANT RUN $345,000 Sold 8/19/2024
beds
 
4
full
baths
2
partial
bath
1
sq.ft.
 
2,074
Seller's Agent:Michelle Gregory
Howard Hanna Real Estate Services
MLS # 653984
Photo for 900 SYLVIA RIDGE RD $775,000 Sold 8/14/2024
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
VISTA REALTY, LLC
MLS # 639684
Photo for 316 HARRIS CREEK RD $800,000 Sold 7/12/2024
beds
 
5
full
baths
4
sq.ft.
 
5,303
Buyer's Agent:Michelle Gregory
Howard Hanna Real Estate Services
Courtesy of:
KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE
MLS # 652164

Have a question?
I can help.

Are you pre-approved for a mortgage?

By submitting this request, you agree to be contacted by Howard Hanna via call, email, and text for real estate, mortgage, insurance, and professional services but not as a condition of any purchase. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. You will receive a text message asking you to authenticate your phone number. Message/data rates may apply. This consent applies even if you are on a corporate, state, or national Do Not Call list. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. You also agree with our Terms of Use and Privacy Policy regarding the information relating to you. Your phone number, if you choose mobile opt-in data, will not be shared with third parties for marketing purposes. You can also view our privacy policy here: Policy Link