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Chesapeake › JOLLIFF LANDING AT WESTERN BRANCH › 5108 Annapolis Dr✓ Source: REIN MLS #10630795 · record updated Jun 3, 2026 · synced every 5 min · your inquiry is never resold
5108 Annapolis DR, CHESAPEAKE VA 23321 - Main photo
5108 Annapolis DR, CHESAPEAKE VA 23321 - Photo 2
5108 Annapolis DR, CHESAPEAKE VA 23321 - Photo 3
5108 Annapolis DR, CHESAPEAKE VA 23321 - Photo 4
5108 Annapolis DR, CHESAPEAKE VA 23321 - Photo 5
$539,900
$252 / sqft · est. $3,556/mo →
4beds
2baths
2,145sqft
0days on market

5108 Annapolis Dr, Chesapeake, VA 23321

Under ContractResidential · built 2026 · JOLLIFF LANDING AT WESTERN BRANCH

About this home

The listing, in the seller's words

A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open 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 12-5pm at 5023 Annapolis Drive.

Listing courtesy of Christian Ramirez · RHOAD & CO. · REIN MLS #10630795

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

2026

Price / sqft

$252

HOA fee

$80/mo

Taxes

$6,204/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10630795

HOA association includes

ClubhouseExercise RmOther

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

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

Flood & environment

The flood answer first — quantified, not buried

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

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

$3,556/mo

Principal & interest

$2,801

Property tax

$517

Home insurance

$157

PMI

None

HOA

$80

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.

Value & history

Judge value on real ground

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$399,900 – $448,900

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.

2114 Steiner ST · 0.2 mi · 1,950 sqft$399,900 sold 2026-06
4960 Apricot WAY · 0.5 mi · 2,044 sqft$436,900 sold 2026-03
4954 Apricot WAY · 0.5 mi · 2,044 sqft$447,900 sold 2026-05

Sale & Tax History

List Price

$539,900

Price / Sq Ft

$252

Annual Taxes

$6,204

Monthly Tax

$517

HOA fee

$80 / mo

Tax Rate (effective)

1.15%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 3, 2026$539,900—
Currently listed—$539,900—

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

Real questions, answered from the record

Is 5108 Annapolis Dr in a good school zone?+
The assigned zones on the listing record are Western Branch Primary, Western Branch Middle, Western Branch. School attendance zones can change — always confirm enrollment with the local school division.
Is 5108 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.
Is there a gym near 5108 Annapolis Dr?+
Yes — Candlewood Suites Chesapeake/Suffolk by IHG is about 0.6 miles away, per the cached nearby-places record for this address.
Are there parks near 5108 Annapolis Dr?+
Meadowbrook Memorial & Cremation Gardens is about 1 miles away.
Does 5108 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, Other.
When was 5108 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

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 #10630795

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.

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

Call or text (757) 777-7577

5108 Annapolis Dr, Chesapeake, Virginia 23321 · MLS #10630795 · 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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