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Chesapeake › JOLLIFF LANDING AT WESTERN BRANCH › 5108 Annapolis Dr✓ Source: REIN MLS #10630795 · record updated Jun 3, 2026 · synced every 2 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
4beds
2baths
2,145sqft
0days on market

5108 Annapolis Dr, Chesapeake, VA 23321

Under ContractResidential · built 2026 · JOLLIFF LANDING AT WESTERN BRANCH

Facts & features

Type

Residential

Year built

2026

Price / sqft

$252

HOA fee

$80/mo

Taxes

$6,204/yr

County

Chesapeake VA

MLS #

10630795

HOA association includes

ClubhouseExercise RmOther

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

Interior

Bedrooms
4
Full baths
2
Approx. sqft
2,145
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
11
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Pantry, Porch, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Equipment
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
Nat Gas, Programmable Thermostat, Zoned
Cooling
Central Air, Zoned
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, Driveway Spc, Street
Possession
CLOSING
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 Christian Ramirez · RHOAD & CO. · REIN MLS #10630795

Tom & Dariya's overview

Our read on this home

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

At a glance

Meet 5108 Annapolis Drive—a brand-new four-bedroom, two-bath home in Chesapeake built in 2026. With 2,145 square feet of modern living space, you're about 17 minutes from Naval Medical Center Portsmouth. This is the kind of home that anchors Chesapeake homes for sale in the 23321 area.

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 2026, this residence brings fresh construction quality and modern systems to a well-established neighborhood. Four bedrooms and two full baths give you flexibility for a home office, guest room, or growing space. The open layout and contemporary finishes reflect current building standards. You'll appreciate the straightforward floor plan and efficient design that new construction delivers. There's no guesswork about the home's condition—everything is under warranty.

JOLLIFF LANDING AT WESTERN BRANCH and the Chesapeake real estate market

Chesapeake is Virginia's largest city by land area, blending suburban comfort with easy access to the water and military installations. The neighborhood around Annapolis Drive offers quiet residential streets and a mix of newer and established homes. Daily life is convenient here: shopping, dining, and services cluster nearby without the density of urban living. Naval Medical Center Portsmouth sits about 17 minutes away, and Norfolk Naval Shipyard is roughly 18 minutes, making this a practical location for anyone comparing homes for sale in Chesapeake. The city's location between the Elizabeth River and the James River creates a unique geography—you're suburban but never far from water access. Route 17 and Route 168 connect you to downtown Norfolk and Virginia Beach in 20–30 minutes. Anyone comparing homes for sale zoned for Western Branch High School and homes for sale zoned for Western Branch Primary School will find this address sits in that school zone.

What's nearby

You're steps from Starbucks Coffee Company for your morning routine. Gather Cafe and Fruitsplash Factory sit a short walk away if you prefer a different coffee spot. Branches Tasting Room and Fruitsplash Factory also offer dining options within half a mile. For fitness, Candlewood Suites Chesapeake/Suffolk by IHG, National Personal Training Institute, and Onelife Fitness—Chesapeake Square Gym are all within walking distance or a quick drive. Grocery and pharmacy services are minutes away on the main corridors.

For different buyers

Base commute and VA loan notes

About 17 minutes to Naval Medical Center Portsmouth and 18 minutes to Norfolk Naval Shipyard. VA loan financing is straightforward in this zip code. The new construction means minimal repairs or surprises—move in and settle. Four bedrooms and two baths handle multi-person households comfortably. You'll find this property competitive among homes for sale in 23321.

Room to grow

Four bedrooms give you a dedicated home office, guest space, and room to grow. Two full baths mean less morning traffic. The 2,145-square-foot layout spreads out comfortably without wasted hallways. New construction means efficient storage and modern closet systems throughout. Open-plan living connects the kitchen and family areas for easy supervision and togetherness.

More buyer questions

How far is 5108 Annapolis Drive from Naval Medical Center Portsmouth?

About 17 minutes by car. Norfolk Naval Shipyard is roughly 18 minutes away as well.

What year was this home built?

This is a brand-new construction home completed in 2026 with modern systems and finishes throughout.

How many bedrooms and bathrooms does the home have?

Four bedrooms and two full bathrooms across 2,145 square feet.

What schools is this address zoned for?

This property is zoned for homes for sale zoned for Western Branch Primary School and homes for sale zoned for Western Branch High School.

Are there coffee shops and gyms nearby?

Yes. Starbucks Coffee Company is just 0.2 miles away, and Gather Cafe and Fruitsplash Factory are within half a mile. Three gyms—including Onelife Fitness—Chesapeake Square Gym—are within walking distance or a short drive.

Ready to explore 5108 Annapolis Drive? Contact Tom & Dariya Milan at LPT Realty to schedule your tour today.

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

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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 home neighborhood in Chesapeake, Virginia. It has tree-lined streets and a mix of single-family homes. The area shares the wider suburban feel of Chesapeake.

$400K

Median sale · 12 mo

$202

Sold $/sq ft

33d

Days on market

54

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

$3,476/mo

Principal & interest

$2,801

Property tax

$517

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 – $485,000

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.

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
4916 Breck LN · 0.6 mi · 2,044 sqft$419,900 sold 2026-03

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

Sale & Tax History

List Price

$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
ListedAug 4, 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 5108 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 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

Brokered by 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.

5108 Annapolis Dr, Chesapeake — photo

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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