Rollingwood Homes for Sale in Virginia Beach, VA

Rollingwood is an established residential neighborhood in south-central Virginia Beach, set off the Holland Road corridor near Princess Anne Road, Nimmo Parkway, and Dam Neck Road in the 23453 ZIP code. The community is made up primarily of single-family homes, including two-story houses, along streets such as Prodan Lane. Its location places it within reach of the Princess Anne and Holland Road shopping, dining, and commuter routes.

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Rollingwood real estate FAQ

Where is Rollingwood located in Virginia Beach?+

Rollingwood sits in south-central Virginia Beach within the 23453 ZIP code, just off the Holland Road corridor and convenient to Princess Anne Road, Nimmo Parkway, and Dam Neck Road. Streets in the neighborhood include Prodan Lane.

What kinds of homes are in Rollingwood?+

Rollingwood is an established neighborhood of single-family residences, including two-story homes with three or more bedrooms. Use the live listings and stats above to see current homes for sale, square footage, and other details in the community.

What is nearby Rollingwood for shopping and commuting?+

Rollingwood's position along the Holland Road and Princess Anne Road corridors gives access to area shopping and dining, with Nimmo Parkway and Dam Neck Road providing additional routes across this part of Virginia Beach.

About Virginia Beach

Homes for sale in Virginia Beach, VA span every price point and lifestyle — from oceanfront condos along the famous Boardwalk to sprawling waterfront estates on the Lynnhaven River and Linkhorn Bay. As the largest city in Hampton Roads, Virginia Beach offers an unusually varied real estate market: established family neighborhoods in Great Neck (ZIP 23454), golf-course communities in Kempsville (23464), modern townhomes near Town Center (23462), and beach-cottage living along Sandbridge (23456). Whether you're searching for a starter home under $300K, a family home in a top-rated school district, or a luxury property north of $2 million, the active MLS inventory updates daily here. Buyer demand stays strong year-round, driven by Virginia Beach's mild coastal climate, the consistently top-ranked Virginia Beach City Public Schools (Kempsville High, Floyd E. Kellam High, Princess Anne High, and Cox High among them), and the city's role as home to Naval Air Station Oceana — the largest master jet base in the country. Military families relocating here through PCS orders make up a meaningful share of buyers, and VA loan financing is widely used. First-time buyers gravitate toward the inland ZIPs (23464, 23456, 23452), while second-home and luxury buyers tend toward 23451 (Oceanfront/North End) and 23454 (Great Neck/Bay Colony). Below you'll find every active Virginia Beach home for sale pulled live from the REIN MLS and refreshed every 5 minutes.

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