17 days on market
$475,000
537 Pine Hill Rd
Virginia Beach, Virginia 23452
MLS# 10633173 · WINDSOR OAKS WEST · Virginia Beach VA
Updated Jun 1, 2026 · Source: REIN MLS
Est. payment
$2,928/mo
Edit below
Price / sq ft
$209
2,278 sq ft
Days on market
17
HOA
None
Year built
1972
54 yrs old
Beds
4
Full Baths
2
Half Baths
1
Sq Ft
2,278
Garage
Yes
Schools
- ElementaryWindsor Oaks Elementary School4/10
- MiddlePlaza Middle School8/10
- 5/10
Info provided by GreatSchools
About this home
Welcome to this beautifully updated 4 bed, 2.5 bath residence in Windsor Oaks. Numerous upgrades including newer gutters w/ leaf guards & French drains, Roof Membrane BASF w/ a 20 year warranty. Refinished hardwood flooring upstairs & stair treads. The tastefully updated primary bathroom has a subway tile shower w/ frameless glass door, built-in shelves & vanity. Stunning kitchen w/ tile flooring, granite countertops…
Listed by Jackie Devenney-Knecht · Iron Valley Real Estate Prestige
VaHome Team property overview
537 Pine Hill Road is a four-bedroom, two-and-a-half-bath home in Windsor Oaks West, Virginia Beach, offering 2,278 square feet of living space built in 1972. Parks, groceries, and coffee are all within half a mile, and NAS Oceana is just eight minutes away.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 537 Pine Hill Road apart is the combination of a mature, tree-lined neighborhood and genuinely convenient daily logistics. Windsor Oaks West is an established community with real character — not a cookie-cutter subdivision — and the lot sits close enough to Liberty Ridge Park and Windsor Oaks West Park that a morning walk requires almost no planning. Four bedrooms and a half-bath give the layout flexibility that smaller homes in this zip code simply can't match.
WINDSOR OAKS WEST and the Virginia Beach real estate market
Windsor Oaks West is one of those Virginia Beach neighborhoods that earns loyalty. Developed largely in the late 1960s and early 1970s, the community has the kind of mature tree canopy and varied architecture that newer subdivisions spend decades trying to grow into. Streets here feel residential in the truest sense — wide enough, quiet enough, and connected enough that neighbors actually know each other. If you've been searching for a house for sale virginia beach va that puts you inside an established community rather than on the edge of one, this address delivers exactly that. Virginia Beach as a whole offers a rare mix: oceanfront recreation, a strong military presence, and an inland residential fabric that keeps everyday life grounded. Windsor Oaks West sits in the Kempsville-area corridor of the city, giving you quick access to both the resort strip and the interstate without living in either. The surrounding streets feed naturally into the broader neighborhood park network, and the scale of the blocks makes walking or biking to nearby errands genuinely practical.
What's nearby
Daily errands are easy from Pine Hill Road. Kroger Marketplace is 0.7 miles away for full grocery runs, and a BP station covers quick stops at just 0.6 miles. For your morning coffee, Dunkin' is 0.4 miles out and Starbucks Coffee Company is half a mile. When you'd rather skip cooking, A J Gators Sports Grille & Bar, Pizza Hut, and Dunkin' are all within 0.4 miles. Fitness options are equally close — Planet Fitness and Body Matrixx By Jewrell are under half a mile, and Powerhouse Boxing and Kickboxing is 0.7 miles. Liberty Ridge Park is just 0.2 miles away, Windsor Oaks West Park is 0.3 miles, and Lineberry Park rounds out the green space at 0.5 miles.
For different buyers
For military families relocating
NAS Oceana is eight minutes from the front door, and JEB Little Creek-Fort Story is a fourteen-minute drive — two of Hampton Roads' busiest installations within easy reach. For service members using a VA loan or managing BAH, Windsor Oaks West offers stable, established housing in a neighborhood that has housed military families for generations. Four bedrooms means room for a growing family through multiple duty cycles.
For families upgrading
If your current home has outgrown your family, 537 Pine Hill Road's 2,278 square feet and four-bedroom layout give everyone room to spread out. Three parks within half a mile — including Liberty Ridge Park just two blocks away — mean kids have outdoor space on demand. The established Windsor Oaks West neighborhood adds a sense of community that newer developments are still working to build, and houses for sale virginia beach va with this combination of size, location, and neighborhood maturity are genuinely hard to find.
Frequently asked questions
How far is 537 Pine Hill Road from NAS Oceana?
NAS Oceana is approximately eight minutes from 537 Pine Hill Road by car, making it one of the more convenient residential options for personnel stationed there. The drive is straightforward with no major traffic chokepoints under normal conditions.
How far is 537 Pine Hill Road from JEB Little Creek-Fort Story?
JEB Little Creek-Fort Story is roughly fourteen minutes away, heading northeast through Virginia Beach. That commute is manageable for most duty schedules, especially given the neighborhood's easy access to the interstate corridor.
What is the Windsor Oaks West neighborhood like?
Windsor Oaks West is an established residential community in Virginia Beach developed primarily in the late 1960s and early 1970s. It features mature trees, a mix of architectural styles, multiple nearby parks, and a walkable feel that sets it apart from newer subdivisions in the area.
Is 537 Pine Hill Road 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. We recommend reviewing that section and consulting with your lender or insurance agent for specifics.
Are there parks within walking distance of 537 Pine Hill Road?
Yes — Liberty Ridge Park is just 0.2 miles away, Windsor Oaks West Park is 0.3 miles, and Lineberry Park is 0.5 miles, making this one of the better-served addresses in the neighborhood for outdoor access.
Ready to see 537 Pine Hill Road in person? Tom and Dariya Milan at LPT Realty know Windsor Oaks West well — reach out and let's set up a walkthrough.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Places within ~1 mile, ordered by distance from this property. Powered by Google Places.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
1
Approx Sq Ft
2,278
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Laminate/LVP, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer, Microwave, Elec Range, Refrigerator, Washer
Sale & Tax History
List Price
$475,000
Price / Sq Ft
$209
Annual Taxes
$3,900
Monthly Tax
$325
HOA
None
Tax Rate (effective)
0.82%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 15, 2026 | $475,000 | — |
| Currently listed | — | $475,000 | — |
Public-Records Assessment
Source: Virginia Beach via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$419,900
Land
$135,000
Improvement
$284,900
Parcel ID: 14863736860000 · 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
Homes for sale in Virginia Beach, VA span every price point and lifestyle — from oceanfront condos along the famous Boardwalk to sprawling waterfront estates on the Lynnhaven River and Linkhorn Bay. As the largest city in Hampton Roads, Virginia Beach offers an unusually varied real estate market: established family neighborhoods in Great Neck (ZIP 23454), golf-course communities in Kempsville (23464), modern townhomes near Town Center (23462), and beach-cottage living along Sandbridge (23456). Whether you're searching for a starter home under $300K, a family home in a top-rated school district, or a luxury property north of $2 million, the active MLS inventory updates daily here. Buyer demand stays strong year-round, driven by Virginia Beach's mild coastal climate, the consistently top-ranked Virginia Beach City Public Schools (Kempsville High, Floyd E. Kellam High, Princess Anne High, and Cox High among them), and the city's role as home to Naval Air Station Oceana — the largest master jet base in the country. Military families relocating here through PCS orders make up a meaningful share of buyers, and VA loan financing is widely used. First-time buyers gravitate toward the inland ZIPs (23464, 23456, 23452), while second-home and luxury buyers tend toward 23451 (Oceanfront/North End) and 23454 (Great Neck/Bay Colony). Below you'll find every active Virginia Beach home for sale pulled live from the REIN MLS and refreshed every 5 minutes.
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
$2,928/moPrincipal & interest
$2,465
Property tax
$325
Home insurance
$139
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# 10633173
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$475,000
537 Pine Hill RD, VIRGINIABEACH VA 23452
Virginia Beach, Virginia 23452
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