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Chesapeake › JOLLIFF LANDING AT WESTERN BRANCH › 5104 Annapolis Dr✓ Source: REIN MLS #10628009 · record updated Apr 11, 2026 · synced every 2 min · your inquiry is never resold
5104 Annapolis DR, CHESAPEAKE VA 23321 - Main photo
5104 Annapolis DR, CHESAPEAKE VA 23321 - Photo 2
5104 Annapolis DR, CHESAPEAKE VA 23321 - Photo 3
5104 Annapolis DR, CHESAPEAKE VA 23321 - Photo 4
5104 Annapolis DR, CHESAPEAKE VA 23321 - Photo 5
6beds
3baths
2,812sqft
0days on market

5104 Annapolis Dr, Chesapeake, VA 23321

Under ContractResidential · built 2026 · JOLLIFF LANDING AT WESTERN BRANCH

Facts & features

Type

Residential

Year built

2026

Price / sqft

$213

HOA fee

$80/mo

Taxes

$6,204/yr

County

Chesapeake VA

MLS #

10628009

HOA association includes

ClubhouseExercise Rm

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

Interior

Bedrooms
6
Full baths
3
Approx. sqft
2,812
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
13
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, Porch, Utility Room
Appliances
Disposal, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener, Security Sys
Accessibility
Levered Door

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Fiber Cement
Pool
No Pool

Utilities & systems

Heating
Nat Gas, Programmable Thermostat, Zoned
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
JOLLIFF LANDING AT WESTERN BRANCH
Zoning
RES
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, 2 Space, Street
Possession
CLOSING
Disclosures
Contract Owner, Exempt from Disclosure/Disclaimer, Occupancy Permit

See more Chesapeake new construction homes.

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

About this home

A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your door step in an exciting new homes community! Builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5:00 pm at 5023 Annapolis Drive.

Listing courtesy of Christian Ramirez · RHOAD & CO. · REIN MLS #10628009

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

A brand-new 2026-built six-bedroom, three-bath home in Chesapeake stretching across 2,812 square feet — generous room counts, modern construction, and quick access to two military installations make this one of the more versatile addresses among Chesapeake homes for sale.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23321, homes for sale zoned for Western Branch High School, and homes for sale zoned for Western Branch Primary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Western Branch homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

Six bedrooms in a newly constructed home is genuinely rare. Whether you need a dedicated home office, a guest suite, a workout room, and still have bedrooms left over for the whole family, 5104 Annapolis Drive delivers that flexibility without compromise. Built in 2026, everything here is factory-fresh — systems, finishes, and structure — so you're starting the ownership clock at zero, not catching up on deferred maintenance.

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the entire East Coast, and the 23321 zip code sits in its northwestern corridor — a part of the city that feels genuinely suburban without being remote. Tree-lined streets, newer construction, and a community of working families and military households give this pocket of Chesapeake a grounded, settled character. The city itself is known for low crime relative to its size, a strong parks system, and a planning culture that has kept commercial sprawl largely separate from residential streets. If you're comparing homes for sale in Chesapeake, you'll notice that the western branch area consistently draws buyers who want space — both inside the house and outside it — without sacrificing easy access to the broader Hampton Roads metro. Annapolis Drive fits that profile well.

What's nearby

Daily errands and small pleasures are within easy reach. A Starbucks Coffee Company is just 0.2 miles away — close enough to make it a genuine morning routine stop. Half a mile out, Branches Tasting Room offers a relaxed spot for an evening out, and Fruitsplash Factory and Gather Cafe round out the casual dining and coffee options nearby. For fitness, you have real choices: Onelife Fitness – Chesapeake Square Gym and National Personal Training Institute are both within 0.7 miles, so maintaining a workout routine doesn't require a long drive. Homes for sale in 23321 don't always come with this kind of walkable convenience layered in.

For different buyers

For military families relocating

NSA Northwest Annex is about 15 minutes from the front door, and Naval Medical Center Portsmouth is roughly 17 minutes out — both well within the commute window most military families target. Six bedrooms give you room to host family during PCS transitions or set up a proper home office for remote duty days. VA loan eligibility pairs well with new construction, and Annapolis Drive's 2026 build date means no surprises on the inspection report.

For families upgrading

If your current home has run out of room, 5104 Annapolis Drive answers that problem directly. Six bedrooms across 2,812 square feet means everyone gets their own space — kids, guests, a home office, whatever the household actually needs. Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find this address lands squarely in that zone, keeping school continuity intact while upgrading the square footage significantly.

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 normal traffic conditions, making it one of the closer residential options to that installation in Chesapeake.

How far is 5104 Annapolis Drive from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is about 17 minutes away, a commute that works well for medical command personnel and support staff stationed there.

What year was 5104 Annapolis Drive built?

The home was built in 2026, meaning it is brand-new construction — all systems, appliances, and finishes are at the start of their useful life.

Is 5104 Annapolis Drive in a flood zone?

Flood zone designation for this address is covered in the FloodRisk tile on this page — check that section for the current FEMA map classification and what it means for insurance.

How many bedrooms does 5104 Annapolis Drive have?

The home has six bedrooms and three full baths across 2,812 square feet — an unusually high bedroom count for this price tier in Chesapeake, which gives buyers significant flexibility in how they use the space.

Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well — reach out to get your questions answered and schedule a walkthrough of 5104 Annapolis Drive.

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

Homes like this one sell fast — see the next one first

Chesapeake$505K – $690K6+ beds

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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.

$400K

Median sale · 12 mo

$203

Sold $/sq ft

33d

Days on market

51

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

browse Chesapeake listings →

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

$3,805/mo

Principal & interest

$3,113

Property tax

$517

Home insurance

$175

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

Price context — similar nearby homes

$460,000 – $607,500

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.

2200 Captiva LN · 0.3 mi · 2,468 sqft$554,900 sold 2026-05
4701 Harlan CT · 1.1 mi · 2,569 sqft$530,000 sold 2026-05
1501 Barn Swallow CT · 1.5 mi · 2,846 sqft$607,500 sold 2026-02

Own a home nearby? See what it is worth today — What's your Chesapeake home worth?

Sale & Tax History

List Price

$599,900

Price / Sq Ft

$213

Annual Taxes

$6,204

Monthly Tax

$517

HOA fee

$80 / mo

Tax Rate (effective)

1.03%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 4, 2026$599,900—
Currently listed—$599,900—

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:

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 5104 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 5104 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 5104 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.
When was 5104 Annapolis Dr built?+
It was built in 2026, 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

Brokered by LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of Christian Ramirez · RHOAD & CO. · REIN MLS #10628009

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.

5104 Annapolis Dr, Chesapeake — photo

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

Call or text (757) 777-7577

5104 Annapolis Dr, Chesapeake, Virginia 23321 · MLS #10628009 · 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.

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