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Chesapeake › JOLLIFF LANDING AT WESTERN BRANCH › 5110 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
$539,900
$247 / sqft · est. $3,389/mo →
4beds
2baths
2,183sqft
41days on market

5110 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 Steve Freeman · RHOAD & CO. · REIN MLS #10609789

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

5110 Annapolis Dr is a brand-new 2026-built, four-bedroom home in Jolliff Landing at Western Branch — one of Chesapeake's freshest addresses. With 2,183 square feet, two full baths, and a location that puts NSA Northwest Annex just 15 minutes away, this is northwest Chesapeake living at its most current.

Read the full overview ↓

Why this home stands out

Built in 2026, this home skips the renovation math entirely — everything from the foundation up is new construction. Four bedrooms spread across 2,183 square feet give you genuine breathing room, and the Jolliff Landing at Western Branch address puts you in a community that's growing with intention. For buyers exploring homes for sale in Chesapeake, new construction at this square footage is a genuinely short list.

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

Jolliff Landing at Western Branch sits in the northwest corridor of Chesapeake, Virginia — a part of the city that's been drawing attention for its combination of newer development, accessible commutes, and a quieter residential pace. Western Branch is one of those neighborhoods where the streets feel purposeful: wide enough for kids and bikes, close enough to everything that errands don't eat your day. Chesapeake itself is Virginia's second-largest city by land area, which means you get suburban scale without suburban sameness. The city spans from the Great Dismal Swamp to the shores of the Chesapeake Bay, and northwest Chesapeake va homes for sale in this pocket consistently appeal to buyers who want space without isolation. Jolliff Landing is a newer addition to that story — a subdivision built for the way people actually live now, with proximity to retail, dining, and major routes baked in from the start.

What's nearby

Daily life at 5110 Annapolis Dr is genuinely convenient. A Starbucks is just 0.2 miles away — close enough to walk on a good morning. Branches Tasting Room and Fruitsplash Factory are both within half a mile, giving you easy options for a casual dinner or a quick bite. Gather Cafe rounds out the coffee scene at 0.5 miles. Fitness is equally accessible: Onelife Fitness – Chesapeake Square Gym and the National Personal Training Institute are both within 0.7 miles, so skipping leg day takes real effort. For buyers comparing homes for sale near the Chesapeake Bay region, this kind of walkable amenity density in a new-construction neighborhood is worth noting.

For different buyers

For military families relocating

NSA Northwest Annex is a 15-minute drive, and Naval Medical Center Portsmouth is reachable in about 17. That dual-base accessibility is a meaningful advantage for military households managing split schedules or frequent rotation cycles. A VA loan pairs naturally with new construction like this — no seller concessions needed to cover deferred maintenance that simply doesn't exist yet.

For families upgrading

Four bedrooms and 2,183 square feet in a 2026-built home means you're not inheriting anyone else's layout decisions. Jolliff Landing at Western Branch is a community still taking shape, which means you're among the first families to define what the neighborhood becomes. There's real appeal in that — and in knowing every system in the house is starting fresh alongside you.

More buyer questions

How far is 5110 Annapolis Dr from NSA Northwest Annex?

NSA Northwest Annex is approximately 15 minutes from 5110 Annapolis Dr under typical traffic conditions. That makes this address a practical fit for service members stationed there who want a short, low-stress commute.

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

Naval Medical Center Portsmouth is about 17 minutes away, making 5110 Annapolis Dr a workable option for personnel or medical staff based at NMCP who prefer living in the quieter northwest Chesapeake corridor.

What year was 5110 Annapolis Dr built?

The home was built in 2026, making it brand-new construction. All systems, finishes, and structural components are current — there's no deferred maintenance or renovation backlog to factor into your planning.

Is 5110 Annapolis Dr in an HOA community?

5110 Annapolis Dr is located within Jolliff Landing at Western Branch, which is a planned subdivision. Buyers should confirm current HOA status and any associated community guidelines directly during the due diligence process.

Are there flood zone concerns at 5110 Annapolis Dr?

Flood zone designation for this address is covered in the FloodRisk tile on this page. Buyers are encouraged to review that information and, if needed, consult FEMA flood maps or request a flood elevation certificate during inspection.

Tom and Dariya Milan at LPT Realty know northwest Chesapeake well. Reach out to get honest answers about 5110 Annapolis Dr, the Jolliff Landing community, and what new construction looks like in today's market.

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

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

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

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.

$372K

Median sale · 12 mo

$205

Sold $/sq ft

32d

Days on market

41

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

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

$401,000 – $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.

2101 Belden AVE · 0.2 mi · 1,993 sqft$401,000 sold 2026-08
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

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

Real questions, answered from the record

Is 5110 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 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

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.

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