Chesapeake › JOLLIFF LANDING AT WESTERN BRANCH › 5103 Annapolis Dr✓ Source: REIN MLS #10641728 · record updated Aug 19, 2026 · synced every 2 min · your inquiry is never resold

5103 Annapolis DR, CHESAPEAKE VA 23321 - Main photo

5103 Annapolis DR, CHESAPEAKE VA 23321 - Photo 2

5103 Annapolis DR, CHESAPEAKE VA 23321 - Photo 3

5103 Annapolis DR, CHESAPEAKE VA 23321 - Photo 4

5103 Annapolis DR, CHESAPEAKE VA 23321 - Photo 5

$569,900

$227 / sqft · est. $3,655/mo →

4beds

3baths

2,515sqft

54days on market

5103 Annapolis Dr, Chesapeake, VA 23321

ActiveResidential · built 2024 · JOLLIFF LANDING AT WESTERN BRANCH

Facts & features

Type

Residential

Year built

2024

Price / sqft

$227

HOA fee

$80/mo

Taxes

$5,421/yr

County

Chesapeake VA

MLS #

10641728

HOA association includes

ClubhousePlaygroundsPoolTrash Pickup

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

Interior

Bedrooms: 4
Full baths: 3
Approx. sqft: 2,515
Stories: 2
Flooring: Carpet, Laminate/LVP
Ensuite bedrooms: 2
First-floor bed & full bath: Yes
Total rooms: 8
Other rooms: 1st Floor BR, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Pantry, Porch, Utility Room
Appliances: Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment: Attic Fan, Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

Style: Ranch
Subtype: Detached
Foundation: Slab
Roof: Asphalt Shingle
Exterior: Vinyl
Pool: No Pool

Utilities & systems

Heating: Forced Hot Air
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, Multi Car, Driveway Spc
Possession: NEGOTIABLE
Disclosures: Disclosure Statement, Resale Certif Req

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

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.Why wait on new construction when this move in ready home already offers the upgrades, space, and versatility buyers are searching for? The open concept design is perfect for entertaining while the resort style community amenities including a clubhouse, pool, playgrounds, sports field, and scenic sidewalks create a lifestyle buyers fall in love with.In a neighborhood full of inventory, this layout stands apart. Schedule your private tour today before this opportunity is gone.

Listing courtesy of Christina Bryant Pierre · Pierre & Associates Realty · REIN MLS #10641728

Tom & Dariya's overview

Our read on this home

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

At a glance

Meet 5103 Annapolis Drive — a 2024-built, four-bedroom, three-bath home stretching across 2,515 square feet in Chesapeake, Virginia. New construction quality, a location minutes from two military installations, and everyday conveniences literally steps away make this address hard to overlook.

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

Built in 2024, this home skips the renovation wishlist entirely. Four bedrooms and three full baths across 2,515 square feet give every household member room to spread out, while the construction year means systems, finishes, and warranties are as fresh as they come. For anyone comparing Chesapeake homes for sale, that combination of size, newness, and location in the 23321 zip code is genuinely rare.

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 corridor — anchored by the Western Branch area — delivers the version of it that families tend to love most: suburban calm with city-level access. Streets here are quiet without feeling remote. Neighbors wave from driveways. Parks and green space show up regularly between subdivisions, giving the whole area a measured, unhurried rhythm. Annapolis Drive sits in a part of Chesapeake where the infrastructure is mature — roads are wide, retail is close, and commutes to both the naval corridor and downtown Norfolk stay manageable. If you are weighing homes for sale in Chesapeake, this pocket of 23321 consistently draws buyers who want newer construction without sacrificing proximity to everything Hampton Roads has to offer.

What's nearby

Daily life is genuinely easy from Annapolis Drive. A Starbucks Coffee Company is just 0.2 miles away — close enough to make a morning run before the kids are up. Half a mile out, Branches Tasting Room offers a low-key spot for an evening out, and Fruitsplash Factory covers the lighter, sweeter cravings. Gather Cafe rounds out the coffee options at the same half-mile mark. Fitness is well-covered too: Onelife Fitness – Chesapeake Square Gym and National Personal Training Institute are both within 0.7 miles, giving you real choices for how you work out.

For different buyers

For military families relocating

NSA Northwest Annex is roughly 15 minutes away, and Naval Medical Center Portsmouth is about 17 — short enough that a PCS to either installation keeps life manageable. A VA loan pairs naturally with a 2024-built home like this one, since appraisals on new construction tend to move smoothly. Four bedrooms means space for a home office or a guest room when family visits during deployment cycles.

For families upgrading

Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find 5103 Annapolis Drive worth a close look. Four bedrooms and three full baths across 2,515 square feet of new construction means no compromises on space — everyone gets their own corner, and the common areas are large enough to actually use.

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

Chesapeake$480K – $660K4+ beds

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Schools

VaHome School Score

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

ElementaryWestern Branch Primary SchoolPK–2 · SOL testing starts in grade 3 · tests at Western Branch Intermediate
5.5/10via Intermediate
MiddleWestern Branch Middle School
6.7/10
HighWestern Branch High School
6.2/10

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

$202

Sold $/sq ft

33d

Days on market

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 →

Neighborhood

homes for sale in Chesapeake →

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

$3,575/mo

Down payment20% · $113,980

Interest rate6.75%

Loan term30 years

Principal & interest

$2,957

Property tax

$452

Home insurance

$166

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

106% of $536,700

City assessment record · taxes $5,421/yr

Land share of assessed value

29% — $155,000

Improvements $381,700 · assessor record ✓

Price context — similar nearby homes

$419,900 – $550,000

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.

4827 Condor DR · 1.1 mi · 2,511 sqft$550,000 sold 2026-06

4701 Harlan CT · 1.1 mi · 2,569 sqft$530,000 sold 2026-05

4960 Apricot WAY · 0.5 mi · 2,044 sqft$436,900 sold 2026-03

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

Sale & Tax History

List Price

$569,900

Price / Sq Ft

$227

Annual Taxes

$5,421

Monthly Tax

$452

HOA fee

$80 / mo

Tax Rate (effective)

0.95%

Sale Timeline (this listing)

Event	Date	Price	Detail
Listed	Jun 26, 2026	$569,900	—
Price reduced	Aug 19, 2026	$569,900	−$5,000
Currently listed	—	$569,900	—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

6% above assessment

Total Assessed

$536,700

Land

$155,000

Improvement

$381,700

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.

Market tempo

54 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Is 5103 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 5103 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 5103 Annapolis Dr?+

Yes — Candlewood Suites Chesapeake/Suffolk by IHG is about 0.6 miles away, per the cached nearby-places record for this address.

Does 5103 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, Playgrounds, Pool, Trash Pickup.

When was 5103 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

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 Christina Bryant Pierre · Pierre & Associates Realty · REIN MLS #10641728

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

Name

Phone (optional)

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

5103 Annapolis Dr, Chesapeake, Virginia 23321 · MLS #10641728 · 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.

✆

5103 Annapolis Dr, Chesapeake, VA 23321

Facts & features

About this home

Our read on this home

Why this home stands out

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

What's nearby

For different buyers

For military families relocating

For families upgrading

More buyer questions

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

Schools

Flood & environment

Flood Risk

Hurricane Evacuation Zone

Western Branch

Minutes to real places, not a score

Location & Neighborhood

Military Commute

Run the real carrying cost

Estimate your monthly payment

Judge value on real ground

Sale & Tax History

Sale Timeline (this listing)

Public-Records Assessment

Comparable Properties

54 days on market — read it in context

Questions buyers ask

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

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