Why this home stands out
Six bedrooms in a newly constructed home is genuinely rare, and 5104 Annapolis Drive delivers exactly that. Built in 2026, everything here is untouched — systems, finishes, fixtures. You're not inheriting someone else's choices or maintenance backlog. With 2,812 square feet spread across a thoughtful layout, there's real room to grow, host, or simply spread out in ways that older, smaller homes in the area simply can't match.
JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market
Chesapeake is one of the largest cities by land area on the East Coast, and that scale works in your favor — wide roads, lower density, and a pace that feels genuinely suburban without sacrificing access to everything you need. The western reaches of Chesapeake, where Annapolis Drive sits, connect naturally to the broader Hampton Roads metro while keeping the noise of downtown Norfolk or Virginia Beach at arm's length. Neighborhoods here tend to attract families who want space — both inside the home and outside it. Mature trees, quiet streets, and proximity to the Great Dismal Swamp National Wildlife Refuge give the area a grounded, unhurried character that's hard to manufacture. City services are solid, and Chesapeake consistently ranks among Virginia's safest and most livable cities. If you want room to breathe without giving up convenience, this part of Chesapeake delivers.
What's nearby
Daily life runs smoothly from Annapolis Drive. A Starbucks Coffee Company is just 0.2 miles away — close enough to make a morning coffee run feel effortless. Branches Tasting Room and Fruitsplash Factory are both within half a mile, giving you casual dining and a local spot to unwind without a long drive. Gather Cafe rounds out the nearby coffee options nicely. For fitness, you have real choices: the National Personal Training Institute and Onelife Fitness – Chesapeake Square Gym are both under a mile away, and Candlewood Suites Chesapeake/Suffolk has gym access at 0.5 miles. Errands, dining, and workouts are all within easy reach.
For different buyers
For military families relocating
NSA Northwest Annex is roughly 15 minutes from the front door, and Naval Medical Center Portsmouth is about 17 minutes out — both well within a practical daily commute. A VA loan can make a new-construction home like this one more accessible than many buyers expect, and six bedrooms means the whole family has room to settle in, even through a PCS transition.
For families upgrading
If your current home has you playing Tetris with bedrooms, 5104 Annapolis Drive is worth a serious look. Six bedrooms across 2,812 square feet means dedicated space for kids, guests, a home office, or whatever your household actually needs. Built in 2026, there's nothing to update, repair, or negotiate around — you move in and start living.
More buyer questions
How far is 5104 Annapolis Drive from NSA Northwest Annex?
NSA Northwest Annex is approximately 15 minutes from 5104 Annapolis Drive under typical traffic conditions, making it one of the more convenient base commutes in the western Chesapeake area.
How far is 5104 Annapolis Drive from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is about 17 minutes away, a manageable daily drive for military and civilian staff assigned there.
What year was 5104 Annapolis Drive built?
The home was built in 2026, making it brand new — all systems, finishes, and fixtures are fresh with no prior owner use.
Is there an HOA at 5104 Annapolis Drive?
HOA status for this address should be confirmed directly with the listing agent or through current disclosure documents, as community governance can change over time.
Is 5104 Annapolis Drive in a flood zone?
Flood zone designation for this property is displayed in the FloodRisk tile on this page — check there for the most current FEMA map data for this address.
Curious whether 5104 Annapolis Drive fits your timeline and goals? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's talk through it.
