0 days on market
$574,900
5103 Annapolis Dr
Chesapeake, Virginia 23321
MLS# 10641728 · JOLLIFF LANDING AT WESTERN BRANCH · Chesapeake VA
Updated 11 hours ago · Source: REIN MLS
Est. payment
$3,602/mo
Edit below
Price / sq ft
$229
2,515 sq ft
Days on market
0
New listing
HOA
None
Year built
2024
2 yrs old
Beds
4
Full Baths
3
Half Baths
0
Sq Ft
2,515
Garage
Yes
About this home
Welcome to The Dogwood in Jolliff Landing, one of the community's most sought after floor plans offering the perfect blend of luxury, flexibility, and everyday comfort. This beautifully designed ranch features 4 bedrooms, 3 full baths, and 2 true primary suites including a spacious upstairs FROG suite with its own private full bath ideal for multigenerational living, guests, a private retreat, office, or media space.…
Listed by Christina Bryant Pierre · Pierre & Associates Realty
VaHome Team property overview
5103 Annapolis Drive is a 2024-built, four-bedroom, three-bath single-family home in Chesapeake, Virginia, offering 2,515 square feet of modern construction in a city known for its spacious lots, low traffic, and easy access to Hampton Roads military installations.
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Why this home stands out
Built in 2024, this home carries all the advantages of new construction — current building codes, modern mechanical systems, and a layout designed for the way people actually live today. Four bedrooms and three full baths across 2,515 square feet gives every household member genuine breathing room, and Chesapeake's western corridor keeps commute times to multiple bases short without the congestion of the oceanfront.
JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market
Annapolis Drive sits in the western reaches of Chesapeake, Virginia — specifically in the 23321 zip code, a pocket of the city that feels deliberately unhurried. Wide streets, newer subdivisions, and a strong sense of residential calm define this part of town. Chesapeake is the second-largest city by land area in the entire United States, which means you get genuine space here: larger lots, lower density, and room to breathe that older, more built-out Hampton Roads cities simply can't match. The city's western side is particularly well-positioned for military families, with Interstate 664 and Route 17 both within easy reach, making it straightforward to reach Naval Station Norfolk, NSA Northwest Annex, or Naval Medical Center Portsmouth without fighting through downtown traffic. Chesapeake consistently ranks among Virginia's safest cities, and its mix of newer development alongside preserved wetlands and green space gives the area a character that's hard to replicate elsewhere in the region.
What's nearby
Day-to-day errands are handled with ease from Annapolis Drive. The Western Branch corridor along Route 17 puts grocery stores, pharmacies, and big-box retail within a short drive. Several local coffee shops and casual dining spots are clustered nearby, and the Chesapeake City Park system offers trails, open fields, and recreational facilities a short distance away. For medical needs, Naval Medical Center Portsmouth is roughly 17 minutes out — a meaningful convenience for active-duty families. Interstate 664 access is close, connecting you quickly to Suffolk, Newport News, and the broader Hampton Roads network.
For different buyers
For military families relocating
NSA Northwest Annex is about 15 minutes away, and Naval Medical Center Portsmouth is roughly 17 — making 5103 Annapolis Drive a practical choice for active-duty households who want a short commute without sacrificing square footage. New construction means no deferred maintenance surprises during a PCS move, and a VA loan pairs naturally with a 2024 build that already meets modern appraisal standards.
For families upgrading
If your current home feels like it shrank overnight, 2,515 square feet with four bedrooms and three full baths gives everyone their own space again. Built in 2024, there's nothing to fix, update, or apologize for — you're starting fresh in a home that matches how families actually use space today, in a part of Chesapeake where the streets are quiet and the lots are generous.
Frequently asked questions
How far is 5103 Annapolis Drive from NSA Northwest Annex?
NSA Northwest Annex is approximately 15 minutes from 5103 Annapolis Drive under typical traffic conditions. The route primarily follows local roads through western Chesapeake, avoiding most of the congestion that affects other parts of Hampton Roads.
How far is 5103 Annapolis Drive from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is roughly 17 minutes away, accessible via Interstate 664 and the Downtown Tunnel or the Midtown Tunnel depending on your preferred route.
What year was 5103 Annapolis Drive built?
The home was built in 2024, making it a true new-construction property with current-code systems, modern finishes, and no deferred maintenance history.
Is 5103 Annapolis Drive in a flood zone?
Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.
Does 5103 Annapolis Drive have an HOA?
HOA status for this property is confirmed in the listing details section — if an HOA is present, that information will be noted there along with any applicable rules or community amenities.
Tom and Dariya Milan at LPT Realty know western Chesapeake well — reach out to get your questions answered and schedule a walkthrough of 5103 Annapolis Drive.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
4
Full Baths
3
Half Baths
0
Approx Sq Ft
2,515
Stories
2
Fireplaces
0
Flooring
Carpet, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$574,900
Price / Sq Ft
$229
Annual Taxes
$5,421
Monthly Tax
$452
HOA
None
Tax Rate (effective)
0.94%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 26, 2026 | $574,900 | — |
| Currently listed | — | $574,900 | — |
Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:
Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.
Comparable Properties
Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.
About buying in Chesapeake
Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled every 5 minutes from the REIN feed.
Military Commute
Drive times to nearest basesDrive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.
Estimate your monthly payment
$3,602/moPrincipal & interest
$2,983
Property tax
$452
Home insurance
$168
PMI
None
HOA
None
Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.
Listed by Pierre & Associates Realty · MLS# 10641728
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$574,900
5103 Annapolis DR, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
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