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Leslie Webb

Leslie Webb
Real Estate Agent (Salesperson)
Winchester VA

Salesperson (VA: 228302)

9 years experience

REALTOR® 12 Active Listings Serves Winchester City County, VA
View on Realtor.com

Contact Information

Brokerage
Long & Foster Real Estate Inc

Office Website
Office Address
480 W Jubal Early Dr
Winchester, VA  22601
(Winchester City County)
Office Phone
540-662-3484
Office Fax
Mobile
540-303-3176
Email
lesl*******@*************.com
Show Email for $5

Service Areas

Winchester: VA Stephens City: VA Frederick: VA Shawneeland: VA Shenandoah Retreat: VA White Post: VA Berryville: VA Mount Weather: VA Millwood: VA Lake Frederick: VA Riverton: VA Front Royal: VA Warren: VA Rappahonnock: VA Shenandoah Farms: VA Shenandoah Shores: VA Chester Gap: VA Ridgeway: WV Bunker Hill: WV Inwood: WV Gerrardstown: WV Martinsburg: WV Fishers Hill: VA Strasburg: VA Woodstock: VA

About Leslie Webb

With over 27 years of residency in Winchester, Virginia, this real estate professional has cultivated a deep connection to the Shenandoah Valley and its communities. For the past 25 years, they have served as a liaison for a local builder, facilitating effective communication between the field and clients throughout the entire project lifecycle.

Their passion for real estate has fueled a keen interest in the local market and its surrounding areas. Committed to providing clients with a seamless experience in buying or selling properties, they leverage their extensive knowledge and enthusiasm to guide clients toward achieving their real estate goals.

Living in Winchester with their family, they actively engage in the community, gaining valuable insights that enhance their ability to assist clients in making informed decisions. Their dedication and professional experience ensure a high level of customer satisfaction and support during every phase of the real estate transaction.

Winchester City County, VA Real Estate Market Analysis (Single Family Homes)

$442,008
Avg. Listing Price
From Leslie's portfolio
3.4 / 2.4
Avg. Beds/Baths
Typical property size
2,025 sf
Avg. Square Footage
Interior living space
86
Active Listings
Current inventory

Winchester City County, Virginia represents a unique and compact real estate market that defies typical regional classifications. As an independent city surrounded by Frederick County, Winchester operates with remarkable efficiency despite its small geographic footprint, supporting exactly 459 actively licensed real estate agents who maintain complete digital connectivity with 100% having verified email addresses.

This market concentration creates an unusually high agent-to-territory ratio that reflects Winchester's strategic position along major transportation corridors and its role as a regional commercial hub. The city's proximity to Washington D.C., combined with its historic charm and lower cost of living, has attracted both residential buyers seeking suburban alternatives and commercial investors capitalizing on logistics and distribution opportunities.

Major Winchester City County, Virginia Real Estate Markets

Winchester's real estate landscape centers around distinct neighborhoods like Old Town Winchester, where historic properties command premium prices, and the newer developments along Route 37 and Interstate 81 corridors. The Millwood Pike area has emerged as a particularly active market for luxury homes, while commercial activity concentrates near Winchester Medical Center and the Apple data center facilities that have transformed the local economy.

The city's compact nature means that residential and commercial markets often overlap, with mixed-use developments becoming increasingly popular. Areas like the Loudoun Street corridor showcase this trend, where historic buildings house both retail spaces and converted residential units, creating unique opportunities for agents specializing in both sectors.

Market Dynamics and Geographic Complexity

Winchester's independent city status creates fascinating market dynamics, as buyers and agents must navigate different jurisdictions, tax structures, and regulations compared to surrounding Frederick County. This complexity has led to highly specialized local expertise among the 459 licensed agents, many of whom focus on specific property types or geographic micro-markets within the city limits.

The market exhibits surprising resilience and growth patterns that contradict typical small-city expectations. Technology sector expansion, healthcare industry growth, and Winchester's emergence as a logistics hub have created multiple buyer demographics, from young tech professionals to retirees attracted by the area's walkable downtown and cultural amenities. This diversity requires agents to understand everything from historic preservation requirements to modern commercial zoning regulations.

Why Businesses Need Winchester City County, Virginia Agent Contact Data

The complete email accessibility of Winchester's 459 agents represents a goldmine for businesses targeting this concentrated market. Mortgage lenders, insurance companies, and home service providers can efficiently reach every licensed professional in this high-activity market, where agent networking and referral relationships drive significant business volume due to the tight-knit professional community.

Title companies, property management firms, and real estate technology providers find Winchester's agent database particularly valuable because the city's unique jurisdictional status creates specialized service needs that don't exist in typical county-based markets. The combination of high agent density and complete digital connectivity makes Winchester an ideal testing ground for new real estate services and an efficient market for established businesses seeking maximum penetration with minimal geographic complexity.

Current Property Listings

As of 2/13/2026, Leslie Webb has 12 properties for sale in Winchester and surrounding areas. These are the top 10 listings.

$514,900

Listed 2025-10-28

100 Taylor Ct
Stephenson, VA  22656

Beds: 4.0
Baths: 3.5
Sq Ft: 2,981
Lot: 12,632 sf
Single Family Map
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$385,900

Listed 2026-01-08

111 Rotunda Dr
Stephenson, VA  22656

Beds: 4.0
Baths: 2.5
Sq Ft: 2,071
Lot: 1,742 sf
Townhomes Map
View Full Details

$514,900

Listed 2025-12-24

1076 Stuart Dr
Front Royal, VA  22630

Beds: 3.0
Baths: 2.0
Sq Ft: 1,568
Lot: 16,117 sf
Single Family Map
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$524,900

Listed 2026-01-03

3466 Middle Rd
Winchester, VA  22602

Beds: 3.0
Baths: 3.0
Sq Ft: 2,483
Lot: 25,700 sf
Single Family Map
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$894,000

Listed 2026-01-15

254 Whistlewood Ln
Winchester, VA  22602

Beds: 5.0
Baths: 6.5
Sq Ft: 4,301
Lot: 217,800 sf
Single Family Map
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$189,900

Listed 2026-01-19

Covey Ln Lot 2
Winchester, VA  22602

Beds:
Baths:
Sq Ft:
Lot: 115,434 sf
Land Map
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$459,900

Listed 2026-01-04

503 Starnes Rd
Romney, WV  26757

Beds: 5.0
Baths: 4.5
Sq Ft: 2,539
Lot: 682,585 sf
Single Family Map
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$259,000

Listed 2025-10-10

272 Rhea Dr
Martinsburg, WV  25403

Beds: 3.0
Baths: 2.5
Sq Ft: 1,600
Lot: 436 sf
Townhomes Map
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$284,900

Listed 2026-01-15

140 Capital Dr
Martinsburg, WV  25401

Beds: 4.0
Baths: 2.0
Sq Ft: 1,224
Lot: 7,405 sf
Single Family Map
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$374,900

Listed 2026-01-09

203 The Woods Rd
Hedgesville, WV  25427

Beds: 4.0
Baths: 2.0
Sq Ft: 1,804
Lot: 14,375 sf
Single Family Map
View Full Details

Current Property Rentals

Leslie Webb currently has no rental properties available in Winchester and surrounding areas. Check back later.