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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.

1 home for sale in Rollingwood right now.

1

Active Listings

$165,000

Median List Price

$119

Avg. $ / Sq. Ft.

257

Avg. Days on Market

260d ago

Newest Listing

Live from the REIN MLS, refreshed continuously. Stats reflect active for-sale inventory in Rollingwood.

Map of Rollingwood with neighborhood boundaryNeighborhood

6

Sold · last 12 mo

$462,400

Median sale price

$234

Median sold $/sq ft

31

Median days on market

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What Rollingwood homes actually sell for

Computed from REIN MLS closed sales over the trailing 12 months — updates with every MLS sync, not a third-party monthly aggregate.

$462,400

Median sale price · 12 mo

6 closed sales

$234

Median sold $ / sq ft

closed sales with recorded sq ft

31 days

Median days on market

for homes that closed

$165K–$165K

Active listing range

1 on the market today

Property typeSold · 12 moMedian sale price
Detached homes6$462,400

Source: REIN MLS closed sales, trailing 12 months, computed by VaHome.

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

Norfolk Naval Shipyard · ~3 miNaval Station Norfolk · ~10 miJEB Little Creek–Fort Story · ~13 miNewport News Shipbuilding · ~13 mi

Straight-line distances from the center of Rollingwood. Every listing page shows live drive times with traffic.

Listings & market data updated July 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, 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 here is synced from REIN every 2 minutes. 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 2 minutes.

See all Virginia Beach homes for sale →

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.

Explore more Virginia Beach real estate

What residents say about Rollingwood

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