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ChesapeakeSAVANNA HEIGHTS237 Castleberry Dr✓ Source: REIN MLS #10639770 · record updated Jul 1, 2026 · synced every 5 min · your inquiry is never resold
237 Castleberry DR, CHESAPEAKE VA 23322 - Main photo
237 Castleberry DR, CHESAPEAKE VA 23322 - Photo 2
237 Castleberry DR, CHESAPEAKE VA 23322 - Photo 3
237 Castleberry DR, CHESAPEAKE VA 23322 - Photo 4
237 Castleberry DR, CHESAPEAKE VA 23322 - Photo 5
$778,900
$228 / sqft · est. $4,827/mo →
6beds
3baths
3,414sqft
13days on market

237 Castleberry Dr, Chesapeake, VA 23322

ActiveResidential · built 2011 · SAVANNA HEIGHTS

About this home

The listing, in the seller's words

Beautiful all-brick, two-story home tucked away on a quiet cul-de-sac with a huge fully fenced backyard and new 10x16 storage shed! Features include a grand two-story foyer, formal dining room, private office/study, open living area, and dream kitchen with gas range, double ovens, stainless appliances, granite counters, island with beverage fridge and wine rack. First-floor bedroom and full bath offers flexible living. Upstairs includes a spacious primary suite with 3 walk-in closets, additional bedrooms, media room, laundry, and more. Built in generator, tankless gas water heater, sprinkler system, and a 2-car garage!

Listing courtesy of Jennifer Ringwald · Latitude Realty Co. · REIN MLS #10639770

VaHome team overview

Our read on this home

At a glance

237 Castleberry Drive is a six-bedroom, three-bath home in Chesapeake, Virginia, offering 3,414 square feet built in 2011. It's a substantial single-family residence with room for large households, remote workers, or anyone who simply wants space to breathe.

Read the full overview ↓

Why this home stands out

Six bedrooms in a single-family home built in 2011 is a genuinely rare combination in this price tier of Chesapeake. Whether you need a dedicated home office, a guest suite, a hobby room, or all three at once, the floor plan gives you options most homes in the area simply can't match. At 3,414 square feet, the living areas have room to stretch without feeling cavernous.

SAVANNA HEIGHTS and the Chesapeake real estate market

Chesapeake consistently ranks among the most livable cities in Hampton Roads, and the southern reaches near zip code 23322 reflect exactly why. The area around Castleberry Drive sits in a quieter, more suburban pocket of the city — the kind of street where sidewalks fill up in the evenings and neighbors actually know each other's names. Chesapeake is Virginia's second-largest city by land area, which means you get genuine breathing room: wider lots, lower density, and a pace that feels distinctly different from the urban core just across the city line. The city maintains its own parks system, fire and police departments, and a well-regarded public infrastructure network. Commuters appreciate the direct access to major corridors like Interstate 64 and Route 17, making it possible to reach most of Hampton Roads without fighting through a single traffic bottleneck. For a household that wants suburban calm with urban convenience close by, this corner of Chesapeake delivers a strong case.

What's nearby

Daily errands are straightforward from Castleberry Drive. Grocery options, pharmacies, and big-box retailers are all within a short drive along the Battlefield Boulevard corridor. Greenbrier Mall sits roughly ten minutes north and brings a full range of shopping and dining under one roof. Local coffee shops and casual restaurants dot the surrounding neighborhoods, so weekend mornings don't require a long haul. For outdoor time, Chesapeake's City Park system and the Northwest River Park offer hiking, kayaking, and open green space within a reasonable drive. The USCG Finance Center Chesapeake is approximately nine minutes away, and Norfolk Naval Shipyard is reachable in about twenty minutes via the major highway network.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is roughly nine minutes from the front door — a commute that barely registers. Norfolk Naval Shipyard is about twenty minutes out, which keeps dual-military households in a workable range for both assignments. A VA loan can stretch further in Chesapeake than in many Hampton Roads cities, and six bedrooms means you're not scrambling for space when the family grows or a PCS move brings extended family along.

For families upgrading

If your current home has you playing Tetris with bedrooms, 237 Castleberry Drive solves that problem decisively. Six bedrooms and 3,414 square feet means everyone gets their own space — kids, guests, a dedicated homework room, whatever your household actually needs. Built in 2011, the bones are modern and the systems aren't aging out anytime soon. Chesapeake's suburban setting adds a backyard-and-sidewalk lifestyle that growing families tend to gravitate toward.

More buyer questions

How far is 237 Castleberry Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 20 minutes from 237 Castleberry Drive via the highway network connecting Chesapeake to Portsmouth. The route is well-traveled and generally predictable outside of peak rush hours.

How far is 237 Castleberry Drive from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is about 9 minutes away, making it one of the closest major installations to this address in the Hampton Roads region.

What is the lot and home size at 237 Castleberry Drive?

The home is 3,414 square feet with six bedrooms and three full baths, built in 2011 on a residential lot in the 23322 zip code of Chesapeake, Virginia.

Is 237 Castleberry Drive in a flood zone?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.

What zip code and city does 237 Castleberry Drive fall under?

The property is located in Chesapeake, Virginia, zip code 23322, which sits in the southern portion of the city and falls under Chesapeake's municipal jurisdiction for taxes, services, and zoning.

Want to see how 237 Castleberry Drive fits your situation? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's talk through the details.

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

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

2011

Price / sqft

$228

HOA

None

Taxes

$6,700/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10639770

Sources: REIN MLS record · city assessor · null fields are suppressed, never faked

Flood & environment

The flood answer first — quantified, not buried

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane evacuation zone: Zone C · VDEM Know Your Zone

Outside all mapped AICUZ jet-noise contours and Accident Potential Zones.

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$4,827/mo

Principal & interest

$4,042

Property tax

$558

Home insurance

$227

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.

Value & history

Judge value on real ground

Asking vs. assessment

110% of $708,600

City assessment record · taxes $6,700/yr

Land share of assessed value

26% — $185,000

Improvements $523,600 · assessor record ✓

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$680,000$1,000,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

1149 EDINBURGH PW · 0.8 mi · 3,301 sqft$827,000 sold 2026-05
1225 Madeline Ryan WAY · 0.8 mi · 3,038 sqft$732,001 sold 2026-05
248 Wisdom PATH · 1.2 mi · 3,540 sqft$710,000 sold 2026-05

Sale & Tax History

List Price

$778,900

Price / Sq Ft

$228

Annual Taxes

$6,700

Monthly Tax

$558

HOA

None

Tax Rate (effective)

0.86%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 18, 2026$778,900
Price reducedJul 1, 2026$778,900−$1,000
Currently listed$778,900

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

10% above assessment

Total Assessed

$708,600

Land

$185,000

Improvement

$523,600

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.

Market tempo

13 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Real questions, answered from the record

Is 237 Castleberry Dr in a good school zone?+
The assigned zones on the listing record are Southeastern Elementary (GreatSchools 6/10), Great Bridge Middle (GreatSchools 7/10), Great Bridge (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 237 Castleberry Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Is there a gym near 237 Castleberry Dr?+
Yes — Preston Strength is about 0.6 miles away, per the cached nearby-places record for this address.
Where is the nearest grocery store to 237 Castleberry Dr?+
bp is about 0.5 miles away. The closest dining on record is 7-Eleven (0.5 mi).
Does 237 Castleberry Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 237 Castleberry Dr built?+
It was built in 2011, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Jennifer Ringwald · Latitude Realty Co. · REIN MLS #10639770

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

See it in person — the record only says so much.

Call or text (757) 777-7577

237 Castleberry Dr, Chesapeake, Virginia 23322 · MLS #10639770 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.