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Christopher Roszko

Christopher Roszko
Real Estate Agent (Salesperson)
Winchester VA

Salesperson (VA: 258235)

4 years experience

REALTOR® 9 Active Listings Serves Winchester City County, VA
View on Realtor.com

Contact Information

Brokerage
Colony Realty

Office Website
Office Address
114 N Cameron St
Winchester, VA  22601-4745
(Winchester City County)
Office Phone
540-662-0323
Office Fax
Mobile
703-943-7585
Email
chri*@***********.com
Show Email for $5

Service Areas

Stephens City: VA Frederick: VA Winchester: VA Lake Frederick: VA Riverton: VA Front Royal: VA Warren: VA Rappahonnock: VA White Post: VA Shenandoah Farms: VA Shenandoah Shores: VA Chester Gap: VA Fishers Hill: VA Strasburg: VA Toms Brook: VA Manassas: VA Buckhall: VA Loch Lomond: VA Linton Hall: VA Bristow: VA Manassas Park: VA Yorkshire: VA Leesburg: VA Loudoun: VA Lansdowne: VA Stephenson: VA Martinsburg: WV Ridgeway: WV Bunker Hill: WV Inwood: WV Gerrardstown: WV

About Christopher Roszko

Chris Roszko brings over a decade of experience in providing quality housing solutions for renters. He embarked on his real estate career at the age of 25 and has developed a deep passion for the industry. In 2022, Chris transitioned from a successful 20-year tenure as a master automotive technician to become a fully licensed Realtor® in Virginia, marking his commitment to real estate as a full-time pursuit.

Recognizing the significance of the journey involved in buying or selling a home, Chris is dedicated to guiding clients through each step of the process. His strong work ethic, meticulous attention to detail, and genuine concern for his clients’ needs distinguish him in the field. Always accessible, Chris ensures that he is available to address any questions or concerns that may arise.

With a flexible approach and a focus on client aspirations, Chris is poised to facilitate successful real estate transactions. To discuss your real estate needs, contact Chris at (703) 943-7585.

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

$438,820
Avg. Listing Price
From Christopher's portfolio
3.4 / 2.4
Avg. Beds/Baths
Typical property size
2,003 sf
Avg. Square Footage
Interior living space
130
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 3/27/2026, Christopher Roszko has 9 properties for sale in Winchester and surrounding areas.

$7,500

Listed 2025-06-17

Valley View Rd
Basye, VA  22810

Beds:
Baths:
Sq Ft:
Lot: 14,113 sf
Land Map
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$30,000

Listed 2026-02-06

Cindys Way Lot 14
Front Royal, VA  22630

Beds:
Baths:
Sq Ft:
Lot: 43,124 sf
Land Map
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$100,000

Listed 2026-02-25

Sixth St Lot 6
Middletown, VA  22645

Beds:
Baths:
Sq Ft:
Lot: 18,295 sf
Land Map
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$329,000

Listed 2026-03-09

3221 Laurel Grove Rd
Winchester, VA  22602

Beds: 4.0
Baths: 2.0
Sq Ft: 1,450
Lot: 75,794 sf
Single Family Map
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$275,000

Listed 2026-02-09

689 Ulysses Way
Linden, VA  22642

Beds: 4.0
Baths: 2.0
Sq Ft: 2,087
Lot: 37,462 sf
Single Family Map
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$555,000

Listed 2025-12-19

147 Westchester Dr
Stephens City, VA  22655

Beds: 5.0
Baths: 3.0
Sq Ft: 3,507
Single Family Map
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$425,000

Listed 2026-01-06

105 Driftwood Dr
Stephens City, VA  22655

Beds: 4.0
Baths: 2.5
Sq Ft: 1,960
Lot: 10,019 sf
Single Family Map
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$530,000

Listed 2026-01-01

121 Raven Oaks Dr
Winchester, VA  22602

Beds: 4.0
Baths: 2.5
Sq Ft: 2,534
Lot: 5,663 sf
Single Family Map
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$8,500

Listed 2026-01-21

Cardinal Dr Lot 50
Winchester, VA  22602

Beds:
Baths:
Sq Ft:
Lot: 11,326 sf
Land Map
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$420,000

Listed 2026-01-12

200 Lauck Dr
Winchester, VA  22603

Beds: 3.0
Baths: 2.5
Sq Ft: 2,496
Lot: 14,810 sf
Single Family Map
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Current Property Rentals

As of 3/27/2026, Christopher Roszko has the following rental properties available in Winchester and surrounding areas.

$1,725

Listed 2026-03-02

233 Nottoway Dr
Stephens City, VA  22655

Beds: 3.0
Baths: 1.5
Sq Ft: 1,200
Townhomes Map
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$2,100

Listed 2026-02-25

516 Hollingsworth Dr
Winchester, VA  22601

Beds: 2.0
Baths: 1.0
Sq Ft: 813
Lot: 7,060 sf
Single Family Map
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$2,500

Listed 2026-03-09

101 Marlow Ct
Winchester, VA  22602

Beds: 4.0
Baths: 3.5
Sq Ft: 1,917
Lot: 2,178 sf
Townhomes Map
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$1,795

Listed 2026-02-17

520 S Kent St
Winchester, VA  22601

Beds: 3.0
Baths: 1.0
Sq Ft: 1,420
Lot: 6,534 sf
Single Family Map
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$2,800

Listed 2025-12-31

122 Stuart Dr
Winchester, VA  22602

Beds: 5.0
Baths: 3.0
Sq Ft: 2,726
Lot: 43,560 sf
Single Family Map
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$2,200

Listed 2025-12-19

160 N Loudoun St Apt 301
Winchester, VA  22601

Beds: 1.0
Baths: 1.0
Sq Ft: 1,000
Apartment Map
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$2,195

Listed 2026-01-09

413 Briarmont Dr
Winchester, VA  22601

Beds: 3.0
Baths: 1.5
Sq Ft: 1,814
Lot: 7,405 sf
Single Family Map
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