Home/Virginia/Chesapeake/JOLLIFF LANDING AT WESTERN BRANCH/5101 Annapolis DR, CHESAPEAKE VA 23321
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Coming Soon
Active
Under Contract
Sold
Off Market

41 days on market

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$569,999

5101 Annapolis Dr

Chesapeake, Virginia 23321

MLS# 10625759 · JOLLIFF LANDING AT WESTERN BRANCH · Chesapeake VA

Updated 14 hours ago · Source: REIN MLS

Est. payment

$3,558/mo

Edit below

Price / sq ft

$237

2,400 sq ft

Days on market

41

HOA

None

Year built

2024

2 yrs old

Beds

4

Full Baths

2

Half Baths

1

Sq Ft

2,400

Garage

Yes

Residential2 StorySingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

About this home

Absolutely stunning home located on a corner lot in the highly desirable Jolliff Landing neighborhood! This beautifully maintained, only two-year-old home offers over 2,400 square feet of thoughtfully designed living space with 4 spacious bedrooms, 2.5 baths, and a large 2-car garage. The first floor features durable LVP flooring throughout and includes a private home office, an impressive mud room, a convenient half…

Listed by Melissa Humpert · RE/MAX Alliance

Location & Neighborhood

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Flood Risk

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Property Details

Bedrooms

4

Full Baths

2

Half Baths

1

Approx Sq Ft

2,400

Stories

2

Fireplaces

0

Flooring

Carpet, Ceramic, Laminate/LVP

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

Dishwasher, Disposal, Dryer, Microwave, Elec Range, Refrigerator, Washer

Sale & Tax History

List Price

$569,999

Price / Sq Ft

$237

Annual Taxes

$5,205

Monthly Tax

$434

HOA

None

Tax Rate (effective)

0.91%

Sale Timeline (this listing)

EventDatePriceDetail
ListedApr 18, 2026$569,999
Currently listed$569,999

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.

About buying in Chesapeake

Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled hourly from the REIN feed.

See more Chesapeake homes for sale →

Military Commute

Drive times to nearest bases

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Estimate your monthly payment

$3,558/mo

Principal & interest

$2,958

Property tax

$434

Home insurance

$166

PMI

None

HOA

None

Estimate only. 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.

Listed by RE/MAX Alliance · MLS# 10625759

Data provided by REIN MLS. Information deemed reliable but not guaranteed.

UNDER CONTRACT

$569,999

5101 Annapolis DR, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

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Quick Facts

TypeResidential
Year Built2024
Lot Size
Taxes$5,205/yr
HOANone
Heating
Cooling

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