Home/Virginia/Chesapeake/CHURCHLAND PARK/4416 Greendell RD, CHESAPEAKE VA 23321
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$375,000

4416 Greendell Rd

Chesapeake, Virginia 23321

MLS# 10635555 · CHURCHLAND PARK · Chesapeake VA

Updated 17 hours ago · Source: REIN MLS

Est. payment

$2,339/mo

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Price / sq ft

$258

1,456 sq ft

Days on market

1

New listing

HOA

None

Year built

1968

58 yrs old

Beds

4

Full Baths

2

Half Baths

1

Sq Ft

1,456

Garage

No

Residential1 StorySingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

About this home

Welcome to 4416 Greendell Rd, where natural light pours into every corner of this beautifully updated home. This stunning ranch has it all 4 spacious bedrooms, a gorgeous updated kitchen with stainless steel appliances, and an awesome floor plan perfect for everyday living and entertaining.Everything feels fresh and move in ready, with major updates already done for you, including an HVAC replaced in 2025 for added p…

Listed by Cindy Sinclair · Iron Valley Real Estate Prestige

VaHome Team property overview

At a glance

4416 Greendell Road is a four-bedroom, two-and-a-half-bath home built in 1968 in Chesapeake, Virginia. At 1,456 square feet, it offers a practical footprint with quick access to NSA Northwest Annex, everyday conveniences, and a well-connected western Chesapeake location.

Read full property overview ↓

Why this home stands out

What sets 4416 Greendell Road apart is its rare combination of military-base proximity and everyday walkability in a part of Chesapeake that rarely gets enough credit. You're eight minutes from NSA Northwest Annex and twelve from Naval Medical Center Portsmouth, yet groceries, dining, and a neighborhood park are all within a half-mile. For a 1968-built home, the four-bedroom count is a genuine asset in this square-footage range.

CHURCHLAND PARK and the Chesapeake real estate market

Greendell Road sits in western Chesapeake — a part of the city that trades waterfront flash for practical, grounded living. The streets here are quiet and residential, with mature trees lining the blocks and a neighborhood pace that feels genuinely unhurried. Chesapeake is one of the largest cities by land area in the United States, and the western corridor near the 23321 zip code offers some of its most accessible pricing without sacrificing city services or commute options. If you've been browsing open houses chesapeake va to get a feel for what the market looks like out here, this pocket tends to attract buyers who want space, stability, and short drives to both military installations and downtown Portsmouth. The city itself is known for low crime relative to its size, strong infrastructure investment, and a no-city-income-tax structure that quietly adds up over time. Whether you're relocating for a duty station or simply looking to plant roots in Hampton Roads, western Chesapeake rewards the buyers who look past the more publicized zip codes.

What's nearby

Day-to-day errands are genuinely easy from Greendell Road. Royal Farms, Dollar General, and Grocery Outlet are all within 0.6 miles, so a quick run for groceries or household staples never turns into a production. When it's time to eat, McDonald's and La Familia are just 0.2 miles away, and La Salvadoreña Restaurant adds a great local flavor option at 0.3 miles. Dunkin' is 0.4 miles out for your morning coffee routine, with Lili Delites Corner Mart as a nearby alternative. Fitness is covered too — Roaming Yoga VA LLC is 0.4 miles away, Full Potential Fitness and Wellness at 0.6 miles, and Planet Fitness at 0.7 miles. Dunedin Park, just 0.5 miles from the front door, gives you a genuine green-space option for afternoons outside.

For different buyers

For military families relocating

Eight minutes to NSA Northwest Annex and twelve to Naval Medical Center Portsmouth makes 4416 Greendell Road a natural fit for military households. A VA loan can make ownership here straightforward, and BAH rates in the Hampton Roads area align well with western Chesapeake's price range. Four bedrooms gives your family room to breathe through a full tour of duty — and beyond.

For families upgrading

Four bedrooms and two and a half baths in a quiet Chesapeake neighborhood is a meaningful step up for a growing household. The 1968 construction means solid bones and established lot sizes, and Dunedin Park just down the road gives kids a place to burn energy without loading everyone into the car. Daily errands, dining, and fitness are all within a short walk or drive.

Frequently asked questions

How far is 4416 Greendell Road from NSA Northwest Annex?

NSA Northwest Annex is approximately 8 minutes from 4416 Greendell Road by car, making it one of the closer residential options to that installation in Chesapeake.

How far is 4416 Greendell Road from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is about 12 minutes away, a manageable daily commute for medical staff or sailors assigned there.

What grocery stores are near 4416 Greendell Road?

Royal Farms, Dollar General, and Grocery Outlet are all within 0.6 miles, giving you several options for everyday shopping without a long drive.

Is 4416 Greendell Road in a flood zone?

Flood zone status for this address is determined by FEMA mapping and can shift over time — check the FloodRisk tile on this page or request a current flood determination through your lender or insurance agent.

Does the neighborhood near Greendell Road have parks or green space?

Yes — Dunedin Park is just 0.5 miles from the address, offering accessible outdoor space for walks, recreation, and time outside without leaving the immediate neighborhood.

Want to know more about 4416 Greendell Road or western Chesapeake? Tom and Dariya Milan at LPT Realty are happy to walk you through everything — reach out and let's talk.

Summary generated by AI from public records and publicly available information.

Location & Neighborhood

Location & Street View

4416 Greendell RD, Chesapeake

Map and Street View imagery © Google. Imagery may not be current.

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

Flood Risk

Looking up FEMA flood zone…

Property Details

Bedrooms

4

Full Baths

2

Half Baths

1

Approx Sq Ft

1,456

Stories

1

Fireplaces

0

Flooring

Laminate/LVP

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

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

Sale & Tax History

List Price

$375,000

Price / Sq Ft

$258

Annual Taxes

$3,400

Monthly Tax

$283

HOA

None

Tax Rate (effective)

0.91%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 19, 2026$375,000
Currently listed$375,000

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

$2,339/mo

Principal & interest

$1,946

Property tax

$283

Home insurance

$109

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 Iron Valley Real Estate Prestige · MLS# 10635555

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

OFF MARKET

$375,000

4416 Greendell RD, CHESAPEAKE VA 23321

Chesapeake, Virginia 23321

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Quick Facts

TypeResidential
Year Built1968
Lot Size
Taxes$3,400/yr
HOANone
Heating
Cooling

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