16 days on market
$450,000
5540 Whirlaway Rd
Virginia Beach, Virginia 23462
MLS# 10632266 · CAROLANNE FARMS · Virginia Beach VA
Updated 4 days ago · Source: REIN MLS
Est. payment
$2,774/mo
Edit below
Price / sq ft
$244
1,844 sq ft
Days on market
16
HOA
None
Year built
1961
65 yrs old
Beds
4
Full Baths
3
Half Baths
0
Sq Ft
1,844
Garage
No
Schools
- ElementaryArrowhead Elementary School7/10
- MiddleLarkspur Middle School6/10
- 6/10
Info provided by GreatSchools
About this home
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…
Listed by Betsy Thompson · The Agency
VaHome Team property overview
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 full property overview ↓Show less ↑
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.
Frequently asked 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.
Location & Neighborhood
Location & Street View
5540 Whirlaway RD, Virginia Beach
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
Property Details
Bedrooms
4
Full Baths
3
Half Baths
0
Approx Sq Ft
1,844
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic
Heating
Nat Gas
Cooling
Central Air
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
Sale & Tax History
List Price
$450,000
Price / Sq Ft
$244
Annual Taxes
$3,698
Monthly Tax
$308
HOA
None
Tax Rate (effective)
0.82%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 3, 2026 | $450,000 | — |
| Currently listed | — | $450,000 | — |
Public-Records Assessment
Source: Virginia Beach via Hampton Roads Regional Parcels. Fetched May 8, 2026.
Total Assessed
$407,500
Land
$136,000
Improvement
$271,500
Parcel ID: 14660973140000 · View on city GIS portal
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:
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 Virginia Beach
Virginia Beach is the largest city in Hampton Roads and one of Virginia's most desirable real estate markets. From oceanfront condos along the boardwalk to golf-course communities in Kempsville, established family neighborhoods in Great Neck, and waterfront homes along the Lynnhaven River, the housing inventory here is unusually varied. The city's strong public schools, mild coastal climate, and proximity to Naval Air Station Oceana keep buyer demand consistent year-round, and active inventory typically ranges from sub-$300K starter homes to multi-million-dollar luxury estates.
Military Commute
Drive times to nearest basesDrive 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
$2,774/moPrincipal & interest
$2,335
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.
Listed by The Agency · MLS# 10632266
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$450,000
5540 Whirlaway RD, VIRGINIABEACH VA 23462
Virginia Beach, Virginia 23462
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