Dean Rolle Jr.

Chesapeake VA

Iron Valley Real Estate Hampton Roads

88 Closed Sales

$28M Total Value

$190K - $930.9K Price Range

$317.7K Average Price

Prior five years

About Dean

A "hometown hero" of sorts, Dean Rolle Jr. has resided in the Hampton Roads area since moving here with his parents at 5 years old. Both a Deep Creek High School and Old Dominion University graduate, he has spent countless hours helping to make his community a better place. Prior to real estate, Dean has served as a victim-witness advocate with the Norfolk Commonwealth Attorney, a juvenile probation officer with the Department of Juvenile Justice, and has taught classes to inmates as a re-entry case manager with the Virginia Office of the Attorney General. Currently, Dean serves his community as the award-winning REALTOR®/Team Lead of The Rolle Estate Group, providing second-to-none services and resources to his clients.

Home Types: House, MultiFamily, Townhouse, Condo

Years of Experience: 6

Education: Old Dominion University

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$4,739,500

Average Sale Price

$315,967

Price Range

$155K - $425K

Buyer Deals

Total Deals

Total Value

$2,710,881

Average Sale Price

$451,814

Price Range

$165K - $931K

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$6,777,400

Average Sale Price

$294,670

Price Range

$140K - $425K

Buyer Deals

Total Deals

Total Value

$5,373,281

Average Sale Price

$413,329

Price Range

$165K - $931K

2 Year View by Quarter

Seller Deals

Total Deals

Total Value

$12,522,300

Average Sale Price

$284,598

Price Range

$140K - $470K

Buyer Deals

Total Deals

Total Value

$15,433,656

Average Sale Price

$350,765

Price Range

$65K - $931K

5 Year View

Neighborhoods Dean Has the Most Experience In

Dean's Active Listings

$449,900
- 5 Beds
- 3 Baths
- 2,768 Sq Ft
2148 Arbutus Cir

Chesapeake, VA
Welcome to this unique and charming ranch-style home with a rare bonus: a separate 2-bedroom, 1-bathroom apartment above the garage! The main house offers inviting single-level living with spacious rooms, hardwood floors, and an updated kitchen perfect for everyday comfort and entertaining. Enjoy a large yard with mature landscaping and room to relax or garden. The apartment features its own

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

$218,900
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
2405 E Virginia Beach Blvd

Norfolk, VA
Discover the perfect blend of modern comfort and prime location in this beautifully updated home. From the moment you step inside, you’ll be greeted by a bright, open layout that seamlessly connects the living, dining, and kitchen areas—ideal for entertaining or simply relaxing in style. The heart of the home features a sleek, modern kitchen equipped with stainless steel appliances, contemporary

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

$213,900
- 3 Beds
- 1 Bath
- 1,008 Sq Ft
2404 Richmond Ave

Portsmouth, VA
Welcome to this beautifully updated home in the heart of Portsmouth—an ideal opportunity for first-time buyers or savvy investors. This charming 3-bedroom, 1-bath property has been thoughtfully refreshed and is ready for its next chapter. With a newer roof, gutters, paint, flooring, light fixtures, and kitchen cabinets, all the hard work has already been done—just move in or start earning rental

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

$65,000
- Land
- 0.32 Acre
- $203,125 per Acre
1143 Duncan Dr

Williamsburg, VA
Looking for a residential lot conveniently located in an established neighborhood? Look no further! A builders dream!

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

$382,900
- 3 Beds
- 2.5 Baths
- 1,781 Sq Ft
13461 S Village Way

Carrollton, VA
Convenient 55+ living at its finest! Welcome to South Harbor loaded with amenities to make every day easier! Located near local conveniences, shopping restaurants, and military bases! Be sure to schedule your showing today!

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

$349,900
- 3 Beds
- 2 Baths
- 1,174 Sq Ft
1601 Dominion Ct

Virginia Beach, VA
Welcome to this beautifully maintained ranch-style home nestled in a quiet cul-de-sac in the heart of Virginia Beach. Offering the perfect blend of comfort, convenience, and privacy, this inviting residence is just minutes away from popular shopping centers, local restaurants, scenic parks, and the beach—putting everything you need right at your fingertips.Inside, you'll find a thoughtfully

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

$20,000
- Land
- 0.49 Acre
- $40,816 per Acre
.49AC Pretlow Rd

Franklin, VA
Bring your builders today!

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

$399,000
- 4 Beds
- 2 Baths
- 1,736 Sq Ft
4525 Glencove Dr

Portsmouth, VA
This is the recently updated four bedroom, two bathroom, brick ranch home that you have been searching for! Recently remodeled kitchen with quartz countertops, paired with a breathtaking spa-style main bathroom! Stainless steel appliances, a finished garage, and massive fenced backyard with detached storage only add to the greatness. Conveniently located near military bases, universities, and

Dean Rolle Jr. Iron Valley Real Estate Hampton Roads

Awards and Designations

Top REALTOR®
NAR - National Association of Realtors

Other Experience

Distressed Properties, First Time Home Buyers, Foreclosures, Investments, Luxury Homes, Military Families, New Construction, Property Management, Senior Communities, Short Sales, Veteran Programs

Dean Rolle Jr.

(757) 330-8501

Dean Rolle Jr.

About Dean

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Dean Has the Most Experience In

Dean's Listings and Deals

Dean's Active Listings

Awards and Designations

Other Experience