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ChesapeakeJOLLIFF LANDING AT WESTERN BRANCH5110 Annapolis Dr✓ Source: REIN MLS #10609789 · record updated Feb 20, 2026 · synced every 2 min · your inquiry is never resold
5110 ANNAPOLIS DR, CHESAPEAKE VA 23321 - Main photo
5110 ANNAPOLIS DR, CHESAPEAKE VA 23321 - Photo 2
5110 ANNAPOLIS DR, CHESAPEAKE VA 23321 - Photo 3
5110 ANNAPOLIS DR, CHESAPEAKE VA 23321 - Photo 4
5110 ANNAPOLIS DR, CHESAPEAKE VA 23321 - Photo 5
4beds
2baths
2,183sqft
41days on market

5110 Annapolis Dr, Chesapeake, VA 23321

Under ContractResidential · built 2026 · JOLLIFF LANDING AT WESTERN BRANCH

Facts & features

Type

Residential

Year built

2026

Price / sqft

$247

HOA fee

$80/mo

Taxes

$4,200/yr

County

Chesapeake VA

MLS #

10609789

HOA association includes

ClubhouseExercise RmPlaygroundsPool

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

Interior

Bedrooms
4
Full baths
2
Approx. sqft
2,183
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor BR, Assigned Storage, Attic, Breakfast Area, Fin. Rm Over Gar, PBR with Bath, Pantry, Porch, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Range, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan
Accessibility
Level Flooring

Construction & exterior

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

Utilities & systems

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

Lot, parking & ownership

Subdivision
JOLLIFF LANDING AT WESTERN BRANCH
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Off Street, Driveway Spc
Possession
CLOSE
Miscellaneous
Warranty Plan
Disclosures
Common Interest Community, 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 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 Steve Freeman · RHOAD & CO. · REIN MLS #10609789

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 single-family home in Jolliff Landing at Western Branch, 5110 Annapolis Dr brings four bedrooms and 2,183 square feet to one of Chesapeake's most accessible western corridors — minutes from two military installations and a Starbucks literally around the corner.

Read the full overview ↓

Why this home stands out

Built in 2026, this home skips the compromises that come with older inventory — everything from the systems to the finishes starts at zero miles. Four bedrooms across 2,183 square feet gives you genuine flexibility: a dedicated guest room, a home office, or a playroom without anyone doubling up. The Jolliff Landing at Western Branch address puts you inside a cohesive newer community while keeping daily errands and base commutes genuinely short.

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

Jolliff Landing at Western Branch sits in the western reaches of Chesapeake, a city that consistently ranks among Virginia's largest by land area and most livable by quality-of-life measures. The Western Branch corridor here has a settled, unhurried feel — wide streets, newer construction, and neighbors who largely chose this pocket for the same reasons you might: space, convenience, and a commute that doesn't punish you. Chesapeake homes for sale in this zip code tend to attract buyers who want suburban breathing room without sacrificing access to the broader Hampton Roads metro. The city's western side connects easily to Suffolk, Portsmouth, and the interstate network, so whether your job pulls you toward the shipyard, a base, or downtown Norfolk, the routing options are real. There's a lot to like about putting roots down here.

What's nearby

Your morning coffee is a two-minute walk — Starbucks Coffee Company is 0.2 miles away, and Gather Cafe adds a local alternative at 0.5 miles. Fruitsplash Factory, also half a mile out, covers smoothies and lighter bites. When you want something with a little more atmosphere, Branches Tasting Room is right in the same radius for an easy evening out. Fitness is equally close: Onelife Fitness – Chesapeake Square Gym and the National Personal Training Institute are both within 0.7 miles, so skipping a workout becomes harder to justify. Homes for sale in 23321 don't always land this close to this many daily-use spots.

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 a comfortable daily drive. A VA loan is a natural fit for a new-construction purchase like this, and the Western Branch location keeps your options open if orders ever shift you to a different installation in the Hampton Roads region.

For families upgrading

Four bedrooms in a brand-new build means you're not inheriting someone else's renovation wishlist — the space is clean, the layout is yours to grow into, and the 2,183 square feet gives every family member room to spread out. Families comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find 5110 Annapolis Dr squarely in that attendance zone.

More buyer questions

How far is 5110 Annapolis Dr from NSA Northwest Annex?

The drive runs about 15 minutes under normal traffic conditions, making it one of the more manageable base commutes available in western Chesapeake.

How far is 5110 Annapolis Dr from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is approximately 17 minutes away, routed through the western corridor without requiring bridge-tunnel crossings.

What is the flood zone status for 5110 Annapolis Dr?

Flood zone information for this address is covered in the FloodRisk tile on this page — review that section for the current FEMA designation before making any decisions.

Is 5110 Annapolis Dr part of an HOA?

Jolliff Landing at Western Branch does have an HOA; confirm current dues and covenants directly with the community association or through your agent.

What are the closest grocery and shopping options to 5110 Annapolis Dr?

The Western Branch corridor connects quickly to the Chesapeake Square area, where you'll find grocery anchors and retail within a short drive — and everyday stops like Starbucks Coffee Company are already within 0.2 miles of the front door.

Tom and Dariya Milan at LPT Realty know western Chesapeake well — reach out to get your questions answered and schedule a walkthrough of 5110 Annapolis Dr.

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

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

Chesapeake$455K – $625K4+ 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

$202

Sold $/sq ft

33d

Days on market

50

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

$3,309/mo

Principal & interest

$2,801

Property tax

$350

Home insurance

$157

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

$419,900$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.

4960 Apricot WAY · 0.5 mi · 2,044 sqft$436,900 sold 2026-03
4954 Apricot WAY · 0.6 mi · 2,044 sqft$447,900 sold 2026-05
4950 Apricot WAY · 0.6 mi · 2,044 sqft$448,900 sold 2026-04

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

Sale & Tax History

List Price

$539,900

Price / Sq Ft

$247

Annual Taxes

$4,200

Monthly Tax

$350

HOA fee

$80 / mo

Tax Rate (effective)

0.78%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMar 29, 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

Is 5110 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 5110 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 5110 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 5110 Annapolis Dr?+
Meadowbrook Memorial & Cremation Gardens is about 1 miles away.
Does 5110 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 Jolliff Landing HOA. Association amenities on record include: Clubhouse, Exercise Rm, Playgrounds, Pool.
When was 5110 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 Steve Freeman · RHOAD & CO. · REIN MLS #10609789

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.

5110 Annapolis Dr, Chesapeake — photo

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

Call or text (757) 777-7577

5110 Annapolis Dr, Chesapeake, Virginia 23321 · MLS #10609789 · 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.