5037 Annapolis DR Chesapeake, VA ^$ 579,000

5037 Annapolis DR

^$ 579,000

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5037 Annapolis DR

Chesapeake, VA, 23321

^$ 579,000

Bedrooms4 Baths2.0 Sq 2,335

Monthly Estimate*

^$ 3,999

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Single Family Home for sale in Chesapeake, VA

for $579,000 with 4 bedrooms and 2 full baths. This 2,335 square foot home was built in 2024 on a lot size of 0.19.

Enjoy sought-after ranch-style living in this like-new, two-year-old Dogwood model in Estates at Joliff Landing! Located in Chesapeake's Western Branch area, this popular floor plan offers the convenience of first-floor living, with every room except the finished room over the garage on the main level. Two bedroom suites provide added flexibility, including one with a dual-entry bathroom accessible from the hallway. The upstairs bonus room offers space for a home office, media room, or guest retreat. Step outside to an oversized, fenced backyard with wooded views, a storage shed, and plenty of room to relax or entertain. Community amenities include a clubhouse, fitness room, playgrounds, and pool. Convenient to shopping, dining, military bases, and major interstates, this beautifully maintained home combines like-new appeal with an established neighborhood setting.

Single Family Active

Price

^$ 579,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 5,528

Style

Ranch

Lot Size

0.19

Year Built

2024

Town/City

Chesapeake

County/Region

Chesapeake City

MLS | Web ID

10660299

Features

Interior

Interior Features Cathedral Ceiling Dual Entry Bath (Br & Hall) Fireplace Gas-natural Primary Sink-Double Pull Down Attic Stairs Walk-In Closet

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

Fireplaces 1

Equipment Cable Hookup Ceiling Fan

General

Heating Forced Hot Air Zoned

Water Type City/County

Cooling Central Air Zoned

Ownership Type Simple

Waterfront Description Not Waterfront

Roof Asphalt Shingle

Appliances Dishwasher Dryer Hookup Microwave Gas Range Refrigerator Washer Hookup

Amenities Clubhouse Exercise Rm Playgrounds Pool

Unit Description 1 Living Lvl

Parking Garage Att 2 Car Multi Car Off Street Driveway Spc

Zoning RES

Style Ranch

Property Type Residential

Area 33 - West Chesapeake

Subdivision Name JOLLIFF LANDING AT WESTERN BRANCH

HOA Y/N 0

Sub Type Detached

New Construction Y/N 0

Elementary School Western Branch Intermediate

High School Western Branch

Middle School Western Branch Middle

Fees HOA/POA Monthly 80

Fees Condo Monthly 0

Non Non Contingent

Exterior

Waterfront 0

View City Wooded

Exterior Features Patio

Siding Brick Fiber Cement

Fence? 0

Foundation Slab

Pool No Pool

Garage Y/N 1

* Excluded Features

List By

Bethany White

Listing Agent

Bhhs Rw Towne Realty

Broker

Affordability Calculator

$4,460

Per Month

Monthly Principal & Interest: $3,999
Monthly Property Taxes: $461
Monthly Home Insurance: --

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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 ^$560,854

Percent of Sale Price 3%

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.

239794 Elementary School

238922 Middle School

Western Branch High School High School

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5037 Annapolis DR, Chesapeake, VA, 23321 is a Single Family Home for sale at $579,000 with 2,335 sqft and a lot size of 0.19. 5037 Annapolis DR has 4 bedrooms, 2.0 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 11/4/2026.

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5037 Annapolis DR

Single Family Home for sale in Chesapeake, VA

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