Why this home stands out
New construction in 2026 means everything — the roof, the systems, the finishes — starts at zero miles. You're not inheriting someone else's deferred maintenance; you're the first person to use the kitchen, the first to flip on the lights. Four bedrooms give you real flexibility, whether that's a dedicated home office, a guest room, or space for a growing household. This is among the freshest homes for sale Chesapeake Bay-area buyers will find right now.
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 the 23321 zip code — the western corridor — has a character all its own. It's quieter than the oceanfront side of the city, with wider lots, newer subdivisions, and easy access to both the interstate and the rural edges of the Great Dismal Swamp. Annapolis Drive sits in this northwest Chesapeake, VA pocket where suburban convenience and open space coexist without much friction. Neighbors tend to be a mix of military families, young professionals, and long-timers who discovered the area early and never left. The city itself offers a full slate of parks, waterways, and dining — and for buyers drawn to northwest Chesapeake VA homes for sale specifically, this corridor delivers a calm, rooted lifestyle that's hard to replicate closer to the water.
What's nearby
Daily errands and small indulgences are genuinely close. Starbucks Coffee Company is just 0.2 miles away — close enough to walk on a good-weather morning. Branches Tasting Room and Fruitsplash Factory are both within half a mile if you want something more interesting than a drip coffee. Gather Cafe rounds out the local coffee scene at the same distance. For fitness, you have three options within a mile: Onelife Fitness – Chesapeake Square Gym, National Personal Training Institute, and the gym at Candlewood Suites Chesapeake/Suffolk, all under 0.7 miles. It's a compact, walkable cluster of everyday stops that makes the neighborhood feel more connected than a typical suburban street.
For different buyers
For military families relocating
NSA Northwest Annex is roughly 15 minutes from 5108 Annapolis Drive, and Naval Medical Center Portsmouth is about 17 minutes out — both well within a practical daily commute. A VA loan can make new construction like this especially accessible, and four bedrooms means the house can flex as your family's needs change between duty stations. This part of Chesapeake has a strong military-family presence, so the community context tends to feel familiar fast.
For families upgrading
Four bedrooms and 2,145 square feet of new construction give an upgrading family real room to spread out — without the renovation projects that come with older inventory. The western Chesapeake location keeps you close to parks, dining, and fitness options while staying away from the congestion of busier corridors. Starting fresh in a 2026-built home means the big-ticket systems are all under warranty, and you're setting your own baseline from day one.
More buyer questions
How far is 5108 Annapolis Drive from NSA Northwest Annex?
NSA Northwest Annex is approximately 15 minutes from this address under typical traffic conditions. The drive follows straightforward local roads through western Chesapeake with minimal highway exposure.
How far is 5108 Annapolis Drive from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is roughly 17 minutes away, making it a reasonable daily commute for personnel stationed there. The route connects through western Chesapeake and into Portsmouth via the main arterial corridors.
Is 5108 Annapolis Drive in a flood zone?
Flood zone designation for this property is displayed in the FloodRisk tile on this page — check that section for the most current FEMA mapping data specific to this parcel.
What year was 5108 Annapolis Drive built?
The home was built in 2026, making it brand-new construction. All major systems, finishes, and structural components are at the start of their service life.
Are there walkable restaurants or coffee shops near 5108 Annapolis Drive?
Yes — Starbucks Coffee Company is 0.2 miles away, and Branches Tasting Room, Fruitsplash Factory, and Gather Cafe are all within half a mile. It's an unusually convenient cluster for a quieter suburban street in western Chesapeake.
Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get a straightforward conversation about 5108 Annapolis Drive and what it takes to make it yours.
