5103 Annapolis DR Chesapeake, VA ^$ 559,900

5103 Annapolis DR

^$ 559,900

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5103 Annapolis DR

Chesapeake, VA, 23321

^$ 559,900

Bedrooms4 Baths3.0 Sq 2,515

Monthly Estimate*

^$ 3,867

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Single Family Home for sale in Chesapeake, VA

for $559,900 with 4 bedrooms and 3 full baths. This 2,515 square foot home was built in 2024.

Missed your chance at The Dogwood? Here's your second one. This popular floor plan is no longer offered new in Jolliff Landing, and this move-in-ready home is available now. Enjoy 4 bedrooms, 3 full baths, and two primary suites: a main-level primary bedroom and an upstairs FROG suite with its own full bath. The open-concept layout flows from kitchen to dining to living. Skip the construction wait and the builder upcharges. Everything is done. Just unpack. Clubhouse, pool, playgrounds, sports field, and sidewalks are all part of the community. You can't build this one here anymore, so don't wait on it. Book your showing today.

Single Family Active

Price

^$ 559,900

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 5,421

Style

Ranch

Year Built

2024

Town/City

Chesapeake

County/Region

Chesapeake City

MLS | Web ID

10655464

Features

Interior

Interior Features Cathedral Ceiling Fireplace Gas-natural Primary Sink-Double Walk-In Closet

Other Rooms 1st Floor BR Breakfast Area Fin. Rm Over Gar Foyer PBR with Bath Pantry Porch Utility Room

Fireplaces 1

Equipment Attic Fan Cable Hookup Ceiling Fan Gar Door Opener

General

Heating Forced Hot Air

Water Type City/County

Cooling Central Air

Ownership Type Simple

Waterfront Description Not Waterfront

Roof Asphalt Shingle

Appliances Dishwasher Disposal Dryer Hookup Microwave Elec Range Refrigerator Washer Hookup

Amenities Clubhouse Playgrounds Pool Trash Pickup

Unit Description 2 Living Lvl Det Single Fam

Parking Garage Att 2 Car Multi Car Driveway Spc

Zoning RES

Style Ranch

Property Type Residential

Area 33 - West Chesapeake

Subdivision Name JOLLIFF LANDING AT WESTERN BRANCH

HOA Y/N 1

Sub Type Detached

New Construction Y/N 0

Elementary School Western Branch Primary

High School Western Branch

Middle School Western Branch Middle

Fees HOA/POA Monthly 80

Fees Condo Monthly 0

Non Non Contingent

Exterior

Waterfront 0

Siding Vinyl

Fence? 0

Foundation Slab

Pool No Pool

Garage Y/N 1

* Excluded Features

List By

Christina Bryant Pierre

Listing Agent

Pierre & Associates Realty

Broker

Affordability Calculator

$4,319

Per Month

Monthly Principal & Interest: $3,867
Monthly Property Taxes: $452
Monthly Home Insurance: --

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Loan Term

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Yearly Home Insurance

Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Single family listings in Chesapeake, VA

Average List Price ^$563,444

Percent of Sale Price 1%

About Chesapeake, VA

244,523 Population

23% Since 2002

^$70,156 Median Income

38.59 Median Age

33% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

239867 Elementary School

238922 Middle School

Western Branch High School High School

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5103 Annapolis DR, Chesapeake, VA, 23321 is a Single Family Home for sale at $559,900 with 2,515 sqft. 5103 Annapolis DR has 4 bedrooms, 3.0 baths, and was built in 2024. The property's zip code is 23321 which is in Chesapeake, VA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

The listings data displayed on this medium comes in part from the Real Estate Information Network, Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.

©2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.

This application does not include information on all of the properties available for sale at this time.

REIN updates its listings on a daily basis. Data last updated 10/20/2026.

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5103 Annapolis DR

Single Family Home for sale in Chesapeake, VA

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