Why this home stands out
New construction in an established neighborhood is a rare combination, and 789 Caddie Street delivers exactly that. Built in 2026, this five-bedroom, three-bath home gives you contemporary finishes and systems without the long wait of a build-from-scratch contract. At 2,600 square feet on a 0.27-acre lot, there's genuine breathing room — inside and out — in a city where that kind of space at this scale is harder to find than it used to be.
HILLCREST and the Chesapeake real estate market
Hillcrest sits in the southern reaches of Chesapeake, a city that consistently ranks among Virginia's most livable for its combination of low density, green space, and genuine suburban calm. The neighborhood itself carries the relaxed, tree-lined character that draws families and professionals alike — wide lots, quiet streets, and a pace that's hard to replicate closer to the water. Chesapeake homes for sale in this pocket of the 23322 zip code tend to attract buyers who want space without sacrificing access to the rest of Hampton Roads. You're well inside the city limits, which means full Chesapeake services, but the feel is decidedly residential rather than commercial. If you're weighing homes for sale in Chesapeake across multiple neighborhoods, Hillcrest's 2026 new construction stock puts it in a category of its own for buyers who prioritize modern systems and move-in condition.
What's nearby
Daily errands are straightforward from Caddie Street. Grocery options, pharmacies, and retail along Battlefield Boulevard are within a short drive, and the corridor continues to add dining and service businesses. Chesapeake City Park — one of the largest municipal parks in the region — is close enough for regular use, offering trails, athletic fields, and open green space. The Greenbrier area, with its broader mix of restaurants and shopping, is reachable in under fifteen minutes. For families comparing homes for sale in 23322, the proximity to both everyday conveniences and larger commercial hubs makes this location genuinely practical.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is roughly 14 minutes away, and Norfolk Naval Shipyard is about 24 minutes out — both well within a reasonable commute window. A VA loan pairs naturally with new construction like this, letting eligible buyers step into a 2026-built home with minimal deferred maintenance to budget for. Five bedrooms means room for a home office, a guest room, or a dedicated space for kids — the layout works across a wide range of household configurations.
More buyer questions
How far is 789 Caddie Street from USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is approximately 14 minutes from 789 Caddie Street under typical traffic conditions. That commute keeps most of the drive on surface roads through South Chesapeake rather than highway.
How far is 789 Caddie Street from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about 24 minutes from Caddie Street, generally via I-464 or surface routes through the Portsmouth corridor. The drive is manageable for daily commuters assigned to the yard.
What year was 789 Caddie Street built?
789 Caddie Street was built in 2026, making it among the newest residential construction in the Hillcrest neighborhood. Buyers get the benefit of current building codes, modern mechanical systems, and contemporary finishes throughout.
Is 789 Caddie Street in a flood zone?
Flood zone designation for 789 Caddie Street is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the parcel. Review that section for the most accurate and up-to-date flood classification.
Does 789 Caddie Street have a garage?
Garage details for 789 Caddie Street are best confirmed through the current property data on file. Given the 2026 construction and 0.27-acre lot, the site plan accommodates standard garage configurations common to new builds in this price range.
Tom and Dariya Milan at LPT Realty know Hillcrest and the broader Chesapeake market well — reach out to schedule a walkthrough of 789 Caddie Street or to ask anything about the neighborhood.
