Rollingwood Homes for Sale in Virginia Beach, VA
Rollingwood is a settled neighborhood in south-central Virginia Beach. It sits off the Holland Road corridor in the 23453 ZIP code. Princess Anne Road, Nimmo Parkway, and Dam Neck Road are near by. The community is mostly houses, including two-story homes, along streets such as Prodan Lane. Its spot puts it within reach of the Princess Anne and Holland Road shops, dining, and commuter routes.
NeighborhoodNo active listings in Rollingwood right now
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Census profile of the Rollingwood area
$89,040
Median household income
41.1
Median age
64.9%
Owner-occupied households
32%
Bachelor's degree or higher
Source: U.S. Census Bureau, American Community Survey 2024 5-Year Estimates (2020–2024), census-tract level for the Rollingwood area. Shown identically for every neighborhood.
Bases & commutes
Straight-line distances from the center of Rollingwood. Every listing page shows live drive times with traffic.
Listings & market data updated October 2026 · Live REIN MLS data
Rollingwood real estate FAQ
Where is Rollingwood located in Virginia Beach?+
Rollingwood sits in south-central Virginia Beach within the 23453 ZIP code. It is just off the Holland Road corridor. Princess Anne Road, Nimmo Parkway, and Dam Neck Road are close. Streets in the neighborhood include Prodan Lane.
What kinds of homes are in Rollingwood?+
Rollingwood is a settled neighborhood of houses, including two-story homes with three or more bedrooms. Use the live listings and stats above to see current homes for sale. They show square footage and other details in the community.
What is nearby Rollingwood for shopping and commuting?+
Rollingwood's spot along the Holland Road and Princess Anne Road corridors gives access to area shops and dining. Nimmo Parkway and Dam Neck Road add more routes across this part of Virginia Beach.
About Virginia Beach
Homes for sale in Virginia Beach, VA span every price point and lifestyle. Options run from oceanfront condos along the famous Boardwalk to large waterfront estates. Those estates sit on the Lynnhaven River and Linkhorn Bay. Virginia Beach is the largest city in Hampton Roads. Its real estate market is more varied than most. Great Neck in ZIP 23454 has established neighborhoods. Kempsville in 23464 has golf-course neighborhoods. Town Center in 23462 has modern townhomes close by. Sandbridge in 23456 has beach-cottage living. You might want a starter home under $300K. You might want a home in a top-rated school district. Or you might want a luxury home north of $2 million. The active MLS inventory here covers all three. It syncs from REIN every 2 minutes. Buyer demand stays strong year-round. The mild coastal climate helps. So do the Virginia Beach City Public Schools, top-ranked year after year. Kempsville High, Floyd E. Kellam High, Princess Anne High, and Cox High are among them. Naval Air Station Oceana is here too. It is the largest master jet base in the country. VA loan financing is widely used here. First-time buyers tend toward the inland ZIPs 23464, 23456, and 23452. Second-home and luxury buyers tend toward 23451, the Oceanfront and North End, and 23454, Great Neck and Bay Colony. Below you'll find every active Virginia Beach home for sale. It is pulled live from the REIN MLS and refreshed every 2 minutes.
Schools serving Virginia Beach
Browse Virginia Beach homes by VBCPS attendance zone. Zoning is assigned by address and can change — always confirm a specific home’s zoned schools with the school division.
Looking for a realtor for Rollingwood?
Looking for a realtor for Rollingwood? Tom & Dariya Milan, Realtors know Rollingwood street by street. Brokered by LPT Realty. As Virginia Beach real estate agents, they track every Rollingwood sale. Every sale recorded here is on their board. They watch each new listing as it comes to market. They also know what Rollingwood buyers and sellers should expect next.
Need a Rollingwood buyer’s agent to find the right home? Or a listing agent to sell your Rollingwood house? The first conversation is free. There is never any pressure, just straight local answers. Thinking of selling? Start with a free home value estimate for Rollingwood. It is instant, built from REIN closed sales. A hand-built report follows within 24 hours.
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What residents say about Rollingwood
Honest, moderated reviews from people who’ve lived in Rollingwood. Share your own experience to help future neighbors decide.
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