Skip to main content
VaHome.com
Virginia Beach › CAROLANNE FARMS › 5540 Whirlaway Rd✓ Source: REIN MLS #10632266 · record updated Jun 11, 2026 · synced every 2 min · your inquiry is never resold
5540 Whirlaway RD, VIRGINIABEACH VA 23462 - Main photo
$448,000
$243 / sqft · est. $2,763/mo →
4beds
3baths
1,844sqft
16days on market

5540 Whirlaway Rd, Virginia Beach, VA 23462

SoldResidential · built 1961 · CAROLANNE FARMS

About this home

The listing, in the seller's words

Welcome to this charming and thoughtfully updated home in Carolanne Farms, offering a seamless blend of style and functionality. The interior features updated flooring with a mix of carpet and laminate, complemented by all-new lighting throughout. The renovated kitchen showcases quartz countertops, stainless steel appliances, double farmhouse sinks, and a gas range, creating a modern and inviting space. A first-floor bedroom provides flexible living options, while central air and natural gas add everyday comfort and efficiency. Exterior highlights include a fenced backyard offering space for outdoor enjoyment. Located near shopping, dining, and major routes, this home delivers both convenience and comfort. Move-in ready and designed for easy living—schedule your tour today.

Listing courtesy of Betsy Thompson · The Agency · REIN MLS #10632266

VaHome team overview

Our read on this home

At a glance

Meet 5540 Whirlaway Road — a four-bedroom, three-bath home on a 0.19-acre lot in the established Carolanne Farms neighborhood of Virginia Beach. Built in 1961 and offering 1,844 square feet, it sits minutes from two Coast Guard installations and a walkable park just down the street.

Read the full overview ↓

Why this home stands out

What sets Whirlaway Road apart is the combination of a mature, tree-lined neighborhood with genuine proximity to both USCG Finance Center Chesapeake and USCG Base Portsmouth — two bases that don't always have convenient housing nearby. Four bedrooms and three full baths inside a sub-1,900-square-foot footprint means the layout works hard for its size, and the 0.19-acre lot gives you real outdoor space without an overwhelming amount of yard to maintain.

CAROLANNE FARMS and the Virginia Beach real estate market

Carolanne Farms is one of those Virginia Beach neighborhoods that earns quiet loyalty from the people who live there. Developed largely in the late 1950s and early 1960s, it has the kind of established character — mature trees, varied architecture, owner-occupied blocks — that newer subdivisions spend decades trying to grow into. Streets curve gently, lots are generous for an in-town location, and the neighborhood park is a short walk away. If you've been searching for a house for sale virginia beach va that puts you inside city limits without the cookie-cutter feel of a newer master-planned community, Carolanne Farms delivers. Virginia Beach's central location means you're equidistant from the Oceanfront, the Western Branch corridor, and the South Hampton Roads bridges — a practical advantage for households that commute in multiple directions. The zip code (23462) sits in a well-connected pocket of the city, close to major arteries like Virginia Beach Boulevard and Independence Boulevard without being directly on them.

What's nearby

Daily life is easy from Whirlaway Road. Carolanne Farms Neighborhood Park and Woods of Avalon Park are both within 0.3 miles — ideal for morning walks or afternoon time outside. Fairfield Forest is another green option just 0.5 miles out. For coffee, Dunkin' and Jenna's Cafe are both under a mile away. Roane's Pizzeria is 0.7 miles for a low-key dinner, and Burger King is equally close when you need something fast. Grocery runs are straightforward with Food Lion and Dollar General both at 0.9 miles. Gymstrada Gymnastics, Top Flight Gymnastics Camp, and Excalibur Gymnastics are all within 0.9 miles — a notable cluster for families with active kids.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is an 11-minute drive, and USCG Base Portsmouth is just 12 minutes out — making 5540 Whirlaway Road a genuinely practical choice for Coast Guard households. VA loan eligibility can make a four-bedroom, three-bath home in an established neighborhood like this one especially accessible, and BAH rates for the Virginia Beach area align well with this part of the city.

For families upgrading

Four bedrooms and three full baths give a growing family real room to spread out, and the 0.19-acre lot has space for a playset, a garden, or just a proper backyard. With multiple gymnastics programs within a mile and two neighborhood parks under 0.3 miles away, the immediate surroundings are well-suited to active kids. If you've been browsing houses for sale virginia beach va with more space in mind, Carolanne Farms is worth a close look.

More buyer questions

How far is 5540 Whirlaway Road from USCG Finance Center Chesapeake?

USCG Finance Center Chesapeake is approximately 11 minutes by car from 5540 Whirlaway Road. That's a short, manageable commute that keeps you well inside a reasonable daily drive.

How far is 5540 Whirlaway Road from USCG Base Portsmouth?

USCG Base Portsmouth is about 12 minutes away, making this address a practical option for service members assigned to either of the two nearest Coast Guard installations.

What is the Carolanne Farms neighborhood like?

Carolanne Farms is an established mid-century neighborhood in Virginia Beach with mature trees, gently curving streets, and a mix of single-family architectural styles dating largely from the late 1950s and 1960s. It has a settled, owner-occupied character that distinguishes it from newer subdivisions in the area.

Is 5540 Whirlaway Road in a flood zone?

Flood zone information for this address is displayed in the FloodRisk tile on this page — check that section for the current FEMA designation and what it means practically for insurance.

Are there parks near 5540 Whirlaway Road?

Yes — Carolanne Farms Neighborhood Park and Woods of Avalon Park are both within 0.3 miles, and Fairfield Forest is about 0.5 miles away, giving you three accessible green spaces very close to home.

Want to know more about 5540 Whirlaway Road or Carolanne Farms? Tom and Dariya Milan at LPT Realty know this part of Virginia Beach well — reach out and let's talk through what this address could mean for you.

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

1961

Price / sqft

$243

HOA

None

Taxes

$3,698/yr

County

Virginia Beach VA

Waterfront

Yes

MLS #

10632266

Interior

Bedrooms
4
Full baths
3
Approx. sqft
1,844
Stories
2
Flooring
Carpet, Ceramic
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor BR, Foyer, PBR with Bath, Utility Room
Appliances
Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
Equipment
Ceiling Fan

Construction & exterior

Style
Traditional,Transitional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Exterior features
Deck
Pool
No Pool
Fencing
Back Fenced,Chain Link
Waterfront
Not Waterfront

Utilities & systems

Heating
Nat Gas
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.1900
Approx. acres
0.19
Subdivision
CAROLANNE FARMS
Zoning
R75
Ownership
Fee Simple
Garage
No
Parking
Driveway Spc
Possession
NEGOTIABLE
Disclosures
Disclosure Statement

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

Flood & environment

FEMA flood zone AE · base flood elevation 8 ft · Special Flood Hazard Area (flood insurance typically required) · FIRM 515531

Flood Risk

Looking up FEMA flood zone…

Zone AE typically means lenders require flood insurance — factor it into the monthly numbers below.

Hurricane Evacuation Zone

Evacuation Zone A

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Fairfield

Fairfield is one of the established residential communities in the Kempsville section of Virginia Beach, set off Providence Road in the city's central corridor.

$364K

Median sale · 12 mo

$218

Sold $/sq ft

8d

Days on market

4

For sale now

$89K

HH income

75.1%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Fairfield →
Map of Fairfield with neighborhood boundaryNeighborhood

browse Virginia Beach listings →

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

$2,763/mo

Principal & interest

$2,325

Property tax

$308

Home insurance

$131

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 $407,500

City assessment record · taxes $3,698/yr

Land share of assessed value

33% — $136,000

Improvements $271,500 · 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

$369,000 – $510,000

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.

5612 Miami CT · 0.4 mi · 1,561 sqft$369,000 sold 2026-05
5764 N Ottawa RD · 0.7 mi · 2,082 sqft$400,000 sold 2026-02
5809 MOJAVE RD · 0.7 mi · 1,500 sqft$370,000 sold 2026-05

Sale & Tax History

List Price

$448,000

Price / Sq Ft

$243

Annual Taxes

$3,698

Monthly Tax

$308

HOA

None

Tax Rate (effective)

0.83%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 26, 2026$448,000—
Price reducedJun 11, 2026$448,000−$2,000
SoldJun 9, 2026$448,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

10% above assessment

Total Assessed

$407,500

Land

$136,000

Improvement

$271,500

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:

Virginia Beach 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.

Questions buyers ask

Real questions, answered from the record

Is 5540 Whirlaway Rd in a good school zone?+
The assigned zones on the listing record are Arrowhead Elementary (GreatSchools 7/10), Larkspur Middle (GreatSchools 6/10), Kempsville (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 5540 Whirlaway Rd in a flood zone?+
FEMA maps this parcel in Zone AE with a base flood elevation of 8 ft — a high-risk flood band where lenders typically require flood insurance. See the flood section on this page for the full details and sources, and verify with an elevation certificate.
Is there a gym near 5540 Whirlaway Rd?+
Yes — Gymstrada Gymnastics is about 0.9 miles away, per the cached nearby-places record for this address.
Are there parks near 5540 Whirlaway Rd?+
Carolanne Farms Neighborhood Park is about 0.3 miles away.
Where is the nearest grocery store to 5540 Whirlaway Rd?+
Dollar General is about 0.9 miles away. The closest dining on record is Burger King (0.7 mi).
Does 5540 Whirlaway Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 5540 Whirlaway Rd built?+
It was built in 1961, 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 Betsy Thompson · The Agency · REIN MLS #10632266

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.

This home has sold

Curious what it means for your own plans? Ask about similar homes nearby, or what your home might sell for in this market.

🏡 Similar homes for saleWhat's my home worth?

This one's sold — the next one doesn't have to be.

🏡 Homes for sale in Virginia BeachCall or text (757) 777-7577

5540 Whirlaway Rd, Virginia Beach, Virginia 23462 · MLS #10632266 · 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.

✆