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ChesapeakeJOLLIFF LANDING AT WESTERN BRANCH5106 Annapolis Dr✓ Source: REIN MLS #10648173 · record updated Aug 24, 2026 · synced every 2 min · your inquiry is never resold
5106 Annapolis DR, CHESAPEAKE VA 23321 - Main photo
5106 Annapolis DR, CHESAPEAKE VA 23321 - Photo 2
5106 Annapolis DR, CHESAPEAKE VA 23321 - Photo 3
5106 Annapolis DR, CHESAPEAKE VA 23321 - Photo 4
5106 Annapolis DR, CHESAPEAKE VA 23321 - Photo 5
$594,900
$228 / sqft · est. $3,830/mo →
5beds
3.1baths
2,611sqft
0days on market

5106 Annapolis Dr, Chesapeake, VA 23321

Under ContractResidential · built 2026 · JOLLIFF LANDING AT WESTERN BRANCH

Facts & features

Type

Residential

Year built

2026

Price / sqft

$228

HOA fee

$80/mo

Taxes

$5,876/yr

County

Chesapeake VA

MLS #

10648173

HOA association includes

ClubhouseExercise Rm

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

Interior

Bedrooms
5
Full baths
3
Half baths
1
Approx. sqft
2,611
Stories
2
Flooring
Carpet, Laminate/LVP
Ensuite bedrooms
2
Total rooms
11
Other rooms
Attic, Breakfast Area, Foyer, Porch, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

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

Utilities & systems

Heating
Forced Hot Air, Nat Gas, 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
Miscellaneous
Warranty Plan
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

PRE-SOLD TO BE BUILT: CALL LA1/LA2 FOR AVAILABLE LOTS & INVENTORY. A versatile floor plan with ample space for entertaining! Tha Palm offers 5 Bedrooms , 2.5 Baths, a large Family room, open to the kitchen, all BR's on 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet.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, a 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 doorstep 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 pm at 5023 Annapolis Drive.

Listing courtesy of Christian Ramirez · RHOAD & CO. · REIN MLS #10648173

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

5106 Annapolis Drive is a brand-new 2026-built single-family home in Chesapeake, Virginia, offering five bedrooms, three and a half baths, and 2,611 square feet of thoughtfully designed space — all within fifteen minutes of NSA Northwest Annex and close to everything Western Branch has to offer.

Read the full overview ↓

Why this home stands out

New construction in 2026 means you're getting modern mechanical systems, current energy codes, and a layout designed for the way people actually live today — open where it counts, private where it matters. Five bedrooms give you real flexibility: a dedicated home office, a guest suite, or room for a growing household. At 2,611 square feet, the floor plan breathes without feeling oversized, and three and a half baths means morning routines stay civilized.

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area in the United States, and the Western Branch corridor in zip code 23321 is one of its most established residential pockets. The streets here feel suburban in the best sense — wide, tree-lined, and quiet on a Tuesday afternoon — while still sitting close to the retail and dining density of Western Branch Boulevard and the interstate access that makes Hampton Roads navigable. Families comparing homes for sale in Chesapeake often land in this zip code because it threads the needle between space and convenience. The city itself is known for low crime relative to the broader metro, a strong parks system, and a civic culture that takes infrastructure seriously. 5106 Annapolis Drive sits in that context: a neighborhood with genuine staying power, where neighbors tend to stick around.

What's nearby

Daily life is easy here. Grocery runs to Harris Teeter or Food Lion on Western Branch Boulevard take under ten minutes. Starbucks and a handful of local coffee spots are a short drive west. Chesapeake Square Mall and the surrounding retail corridor on Portsmouth Boulevard handle most shopping without a highway trip. For outdoor time, Northwest River Park is a short drive south — one of the best nature parks in the region, with trails, camping, and kayak launches. Greenbrier Country Club sits nearby for golf, and the Western Branch Reservoir greenway offers quieter walking. Portsmouth's waterfront dining is about twenty minutes east.

For different buyers

For military families relocating

NSA Northwest Annex is fifteen minutes away, and Naval Medical Center Portsmouth is reachable in seventeen — making 5106 Annapolis Drive a practical anchor for a military household. New construction means no deferred maintenance surprises during a PCS move, and a VA loan pairs cleanly with a 2026 build. Five bedrooms absorb a deployment rotation, a home office, or an in-law stay without anyone feeling squeezed.

For families upgrading

If your current home has outgrown your household, five bedrooms and three and a half baths at 2,611 square feet gives everyone room to spread out — without the upkeep that comes with an older property. Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find 5106 Annapolis Drive sits squarely in that attendance zone, making school-morning logistics straightforward from day one.

More buyer questions

How far is 5106 Annapolis Drive from NSA Northwest Annex?

The drive runs about fifteen minutes under normal traffic conditions, heading north and west through the Western Branch corridor — a commute that stays manageable even during peak hours.

What zip code is 5106 Annapolis Drive in, and what does that mean for buyers?

The property is in 23321, one of Chesapeake's more sought-after western zip codes. Buyers browsing homes for sale in 23321 will find this pocket consistently competitive because of its proximity to bases, retail, and parks — demand here holds up across market cycles.

Is 5106 Annapolis Drive in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data — check there for the most accurate and up-to-date designation.

Does the property have an HOA?

HOA status for 5106 Annapolis Drive should be confirmed through current listing documents or directly with the listing contact — community governance details can shift between construction phases in newer developments.

What are the nearest grocery and pharmacy options to 5106 Annapolis Drive?

Harris Teeter and Food Lion are both within roughly ten minutes on Western Branch Boulevard, and the surrounding retail corridor includes multiple pharmacy options including CVS and Walgreens within a similar radius.

Tom and Dariya Milan at LPT Realty know Chesapeake homes for sale inside and out — reach out to schedule a walkthrough of 5106 Annapolis Drive or talk through how this address fits your timeline.

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

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

Chesapeake$505K – $685K5+ 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

47

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 real estate

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

$3,750/mo

Principal & interest

$3,087

Property tax

$490

Home insurance

$174

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

$530,000$585,000

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.

5101 Annapolis DR · 0 mi · 2,400 sqft$569,999 sold 2026-06
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

Sale & Tax History

List Price

$594,900

Price / Sq Ft

$228

Annual Taxes

$5,876

Monthly Tax

$490

HOA fee

$80 / mo

Tax Rate (effective)

0.99%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 24, 2026$594,900
Currently listed$594,900

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 5106 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 5106 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 5106 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 5106 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 #10648173

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.

5106 Annapolis Dr, Chesapeake — photo

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

Call or text (757) 777-7577

5106 Annapolis Dr, Chesapeake, Virginia 23321 · MLS #10648173 · 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.