Home/Virginia/Chesapeake/HICKORY MANOR/416 Middleton WAY, CHESAPEAKE VA 23322
416 Middleton WAY, CHESAPEAKE VA 23322 - Main photo
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Active
Under Contract
Pending
Sold

88 days on market

$695,000

416 Middleton Way

Chesapeake, Virginia 23322

MLS# 10617440 · HICKORY MANOR · Chesapeake VA

Updated Apr 20, 2026 · Source: REIN MLS

Est. payment

$4,337/mo

Edit below

Price / sq ft

$259

2,686 sq ft

Days on market

88

HOA

None

Year built

2024

2 yrs old

Beds

5

Full Baths

3

Half Baths

1

Sq Ft

2,686

Garage

Yes

Residential2 StoryCondoWaterfront — Pond

Schools

Info provided by GreatSchools

About this home

$100,945 in upgrades (see attachment). Practically new, built in 2024 and ideally situated on one of the community's scenic lakes, this impressive 5-bedroom home offers space, style, and modern comfort. Enjoy dual owner's suites—one on the main level and one upstairs—each featuring tiled showers and quartz vanity tops. The open-concept living area showcases a spacious kitchen with quartz countertops, a large island,…

Listed by Greg Garrett · Garrett Realty Partners

Location & Neighborhood

Location & Street View

416 Middleton WAY, Chesapeake

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Map data ©Google. Click and drag inside the map to explore the surrounding area.

Flood Risk

Looking up FEMA flood zone…

Property Details

Bedrooms

5

Full Baths

3

Half Baths

1

Approx Sq Ft

2,686

Stories

2

Fireplaces

0

Flooring

Carpet, Laminate/LVP

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

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

Sale & Tax History

List Price

$695,000

Price / Sq Ft

$259

Annual Taxes

$6,334

Monthly Tax

$528

HOA

None

Tax Rate (effective)

0.91%

Sale Timeline (this listing)

EventDatePriceDetail
ListedFeb 10, 2026$695,000
Currently listed$695,000

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

Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.

See more Chesapeake homes for sale →

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.

Estimate your monthly payment

$4,337/mo

Principal & interest

$3,606

Property tax

$528

Home insurance

$203

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 Garrett Realty Partners · MLS# 10617440

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

OFF MARKET

$695,000

416 Middleton WAY, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

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Quick Facts

TypeResidential
Year Built2024
Lot Size0.1800
Taxes$6,334/yr
HOANone
Heating
Cooling

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