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ChesapeakeJOLLIFF LANDING AT WESTERN BRANCH5045 Annapolis Dr✓ Source: REIN MLS #10644708 · record updated Jul 27, 2026 · synced every 2 min · your inquiry is never resold
5045 Annapolis DR, CHESAPEAKE VA 23321 - Main photo
5045 Annapolis DR, CHESAPEAKE VA 23321 - Photo 2
$675,000
$205 / sqft · est. $4,298/mo →
4beds
2.1baths
3,286sqft
8days on market

5045 Annapolis Dr, Chesapeake, VA 23321

Off MarketResidential · built 2024 · JOLLIFF LANDING AT WESTERN BRANCH

Facts & features

Type

Residential

Year built

2024

Price / sqft

$205

HOA fee

$80/mo

Taxes

$6,220/yr

County

Chesapeake VA

MLS #

10644708

HOA association includes

ClubhouseExercise RmPlaygroundsPool

$80/mo HOA fee · n/a · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
3,286
Stories
2
Flooring
Laminate/LVP
Ensuite bedrooms
1
Total rooms
9
Other rooms
PBR with Bath, Office/Study, Porch, Sun Room
Appliances
Dishwasher, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced

Utilities & systems

Heating
Nat Gas
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.1800
Subdivision
JOLLIFF LANDING AT WESTERN BRANCH
Zoning
PUD
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc
Possession
SETTLEMENT
Disclosures
Common Interest Community, Disclosure Statement

Sources: REIN MLS record · city assessor · null fields are suppressed, never faked

About this home

Why wait to build when this one already has it all? Located in the sought after Western Branch area within Jolliff Landing, this better than new home is the perfect blend of timeless design and modern comfort. Thoughtfully upgraded from top to bottom, you'll find a private office, bright sunroom, oversized quartz island, farmhouse sink, custom wainscoting, coffered ceilings, and a spa inspired primary suite designed for everyday luxury. Every space has been carefully curated to create a home that is as beautiful as it is functional. Enjoy all that the community has to offer, including a resort style pool and clubhouse, adding to the exceptional lifestyle this neighborhood provides. Experience luxury, convenience, and truly move in ready living, all without the wait.

Listing courtesy of Alexandra Arizmendi · World Class Realty · REIN MLS #10644708

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

5045 Annapolis Drive is a 2024-built, 3,286-square-foot single-family home in Chesapeake, Virginia, offering four bedrooms, two and a half baths, and modern construction in a city known for its suburban comfort and easy access to Hampton Roads military installations.

Read the full overview ↓

Why this home stands out

What sets 5045 Annapolis Drive apart is the combination of brand-new 2024 construction with generous square footage that's genuinely hard to find at this size in western Chesapeake. At 3,286 square feet across four bedrooms and two and a half baths, there's real room to grow here — no compromises on space, and no deferred maintenance to inherit from a previous owner.

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 puts you in its northwestern corner — a quieter, more suburban pocket that still connects easily to the rest of Hampton Roads. Streets here tend to be wider, lots more generous, and the pace noticeably calmer than the denser neighborhoods closer to the water. Annapolis Drive sits within that character: residential, well-kept, and convenient without feeling crowded. Chesapeake as a city has invested steadily in its western corridors, and the infrastructure around this zip code reflects that — solid road access, proximity to retail, and quick routes toward both the Western Branch and the interstate network that ties Hampton Roads together. Whether you're commuting toward Portsmouth, heading into Suffolk, or making a run toward Virginia Beach, the location threads the needle well. It's the kind of address where daily life feels organized rather than chaotic.

What's nearby

Morning coffee is a short walk away — Starbucks Coffee Company is just 0.2 miles from the front door, and Gather Cafe sits half a mile out if you prefer something with a bit more neighborhood personality. Branches Tasting Room and Fruitsplash Factory, both within 0.5 miles, give you easy options for a casual evening out without getting in the car. Fitness is equally close: Onelife Fitness at Chesapeake Square and the National Personal Training Institute are both under a mile away, and Candlewood Suites Chesapeake/Suffolk has gym access nearby as well. The concentration of everyday amenities this close to a 2024 home is genuinely convenient.

For different buyers

For military families relocating

NSA Northwest Annex is roughly 15 minutes from 5045 Annapolis Drive, and Naval Medical Center Portsmouth is about 17 minutes out — making this address a practical fit for service members assigned to either installation. A VA loan can make new construction like this especially accessible, and the four-bedroom layout gives military families the flexibility to set up a dedicated home office or guest room for visiting family.

For families upgrading

If you've been waiting for a floor plan that actually fits how your family lives — separate spaces for everyone, room for a home office, and enough square footage that people aren't on top of each other — 5045 Annapolis Drive delivers that. Four bedrooms and 3,286 square feet of 2024 construction means everything is fresh, the systems are current, and you're not inheriting someone else's renovation decisions.

More buyer questions

How far is 5045 Annapolis Drive from NSA Northwest Annex?

NSA Northwest Annex is approximately 15 minutes from 5045 Annapolis Drive under typical traffic conditions. The route runs through western Chesapeake on well-maintained roads, making it one of the more manageable military commutes in the Hampton Roads area.

How far is 5045 Annapolis Drive from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is about 17 minutes away, accessible via the main arterials connecting Chesapeake to Portsmouth. The drive is straightforward and avoids the most congested corridors during standard commute hours.

What year was 5045 Annapolis Drive built?

The home was built in 2024, making it brand-new construction. All major systems — HVAC, plumbing, electrical, and roofing — are current to modern building codes and carry typical new-construction warranties.

Is 5045 Annapolis Drive in a flood zone?

Flood zone designation for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA mapping data. Reviewing that section will give you the most accurate and up-to-date flood status.

Does 5045 Annapolis Drive have an HOA?

HOA status for this property is confirmed in the listing details section of this page. If an HOA is in place, the listing details will note it along with any applicable rules or community guidelines.

Want to walk through 5045 Annapolis Drive in person? Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well — reach out and they'll set it up.

Summary generated by AI from public records and publicly available information.

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone D

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Western Branch

Western Branch is a residential neighborhood in Chesapeake, Virginia, characterized by tree-lined streets and a mix of single-family homes. The area reflects the broader suburban character of Chesapeake while maintaining its own distinct identity.

$388K

Median sale · 12 mo

$205

Sold $/sq ft

33d

Days on market

44

For sale now

$95K

HH income

72%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Western Branch
Map of Western Branch with neighborhood boundaryNeighborhood

Chesapeake homes for sale

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Military Commute

Drive times to nearest bases

Drive 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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$4,218/mo

Principal & interest

$3,502

Property tax

$518

Home insurance

$197

PMI

None

HOA/Condo (paid separately)

$80

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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.

Value & history

Judge value on real ground

Asking vs. assessment

110% of $615,800

City assessment record · taxes $6,220/yr

Land share of assessed value

25% — $155,000

Improvements $460,800 · assessor record ✓

Price context — similar nearby homes

$581,680$645,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

5017 Cape May LOOP · 0.3 mi · 3,269 sqft$599,900 sold 2026-02
5020 Corolla DR · 0.3 mi · 2,759 sqft$589,000 sold 2026-07
2203 Sanibel LN · 0.2 mi · 2,661 sqft$581,680 sold 2026-05

Sale & Tax History

List Price

$675,000

Price / Sq Ft

$205

Annual Taxes

$6,220

Monthly Tax

$518

HOA fee

$80 / mo

Tax Rate (effective)

0.92%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 27, 2026$675,000
Currently listed$675,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

10% above assessment

Total Assessed

$615,800

Land

$155,000

Improvement

$460,800

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:

Chesapeake Real Estate Assessor

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.

Questions buyers ask

Is 5045 Annapolis Dr in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle (VaHome School Score 6.7/10), Western Branch (VaHome School Score 6.2/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 5045 Annapolis Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Does 5045 Annapolis Dr have an HOA?+
Yes — HOA dues are on record for this property (the current amount is shown in the facts section on this page). The association of record is n/a. Association amenities on record include: Clubhouse, Exercise Rm, Playgrounds, Pool.
When was 5045 Annapolis Dr built?+
It was built in 2024, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Alexandra Arizmendi · World Class Realty · REIN MLS #10644708

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

5045 Annapolis Dr, Chesapeake — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

5045 Annapolis Dr, Chesapeake, Virginia 23321 · MLS #10644708 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.