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Winchester, VA, is a captivating city that seamlessly blends rich history with modern living, making it an ideal location for families and individuals alike. With stunning attractions like the historic Winchester National Cemetery and the beautiful Museum of the Shenandoah Valley, residents can immerse themselves in culture and nature. The city’s friendly community and scenic landscapes create a welcoming atmosphere that appeals to homebuyers looking for a tranquil yet engaging lifestyle.

The real estate market in Winchester is thriving, offering diverse options for homebuyers. Working with a top REALTOR® is crucial when navigating this competitive landscape, as they possess the expertise and local insights to guide you through the process efficiently. Collaborating with a leading agent ensures you have access to the best listings and negotiation strategies, maximizing your investment potential. RealEstateAgents.com connects you with top agents, making your search for the perfect real estate partner simple and effective.

Featured Agents in Winchester, VA

Prime Agent Badge
PRIME AGENT
NextHome Realty  Select profile picture
Nexthome Realty Select

NextHome Realty Select

Completed Profile
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31years of experience
12sales in the last 12 months
469transactions all-time
Prime Agent Badge
PRIME AGENT
Lisa A. Behr profile picture
Hunt Country Sotheby's International Realty

Lisa A. Behr

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24years of experience
40sales in the last 12 months
Prime Agent Badge
PRIME AGENT
Wendy Conner profile picture
Coldwell Banker Premier

Wendy Conner

Completed Profile
18 reviews
View Profile
27years of experience
24sales in the last 12 months

Compare 15 top-performing real estate agents in Winchester, VA

Berkshire Hathaway Homeservices Penfed Realt

Mary Cox

22 years of experience
11 sales in last 12 months
Serves Winchester

About

I love houses, love people and love their faces when they find the ONE! The process is not what is seen on 'Reality TV' where you look at 3 houses and choose one. It takes compromise on the part of the Buyer and Seller.

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Achievements

High School Diploma, Essex Community College

GRI, e-PRO

Business Highlights

Buyer Representative, Distressed Properties, First Time Buyers, Lot/Land
Excellent customer driven service when buying or selling your home!
WHY RENT, YOU CAN OWN YOUR HOME TODAY!
Livng in and Serving the Shenandoah Valley for almost 20 years!

Icon Real Estate

Mike Sprague

Completed Profile
Open 8:00 AM - 9:00 PM
Usually responds in 15 minutes
5 years of experience
30 sales in last 12 months
Serves Winchester

About

I've had a passion for Real Estate since I was a little kid and now it's what I do every day of my life. I'm a full time Realtor and I invest in Real Estate as well. Over the years I've put together a strong team to help my clients have a stress free experience.

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Achievements

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Top Sales Producer 2025
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Top Buyer's Agent 2025
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Top Volume Producer 2025

President's Award 2022

Bachelor's Degree, Shepherd University
Business with Concentration in Marketing, 2006 - 2010

Business Highlights

New Homes, Relocation, New Construction, First Time Buyers
Born & Raised in the Shenandoah Valley
Salesperson of the Month (multiple times)
Director's Award Winner 2021

Long & Foster Real Estate

Beth Paisley

Completed Profile
8 reviews
Open 9:00 AM - 5:00 PM
Usually responds in 1 hr
28 years of experience
11 sales in last 12 months
472 transactions all-time
Serves Winchester

About

Born and raised in southwest Virginia, Beth originally moved to Winchester Virginia in 1993, and fell in love with the Frederick county Virginia area and the City of Winchester. With a professional background in marketing and management, the transition to selling real estate was an easy one. Beth joined Long and Foster in the fall of 1993 and never looked back! Beth’s own experience of being a transplant to this city has lent itself well to working with clients relocating from other cities and states. Beth knows how to connect her clients to their favorite interests. Beth’s geographic territory covers the city of Winchester, Frederick county and (approximately a 40-mile radius around Winchester including, Clark, Shenandoah, Warren, Fauquier and Loudoun counties.) This includes .)

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Achievements

Trophy Icon
Top Winchester Agent 2025

Long and Foster President's Award, Long and Foster Director's Award, Long and Foster Gold Team Member, Long and Foster Chairman's Award, President's Award, Relocation Award

Bachelor's Degree, Longwood University
Business Adminstration

GRI, ABR

Business Highlights

Buyer Representative, Farm/Ranch, First Time Buyers, Lot/Land
Since Beth built her business by working by referral, you know that customer service is of the upmost importance to her, and she will take great care of anyone you send her way!

Century 21 Braddock

Kathie Gregg

31 years of experience
Serves Winchester

About

I have lived and worked in Winchester since 1985.

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Achievements

Quality Service Pinnacle, Many more

Bachelor's Degree, Michigan State University
Bachelor of Science

REALTOR®, CRS®, GRI, CRB

Business Highlights

Farm/Ranch, Lot/Land, Luxury Properties, New Construction

Colony Realty

Nancy Shiley

24 years of experience
Serves Winchester

About

Nancy Shiley is a Real Estate Agent in Winchester, VA with the brokerage Colony Realty. Over the last 24 years we have tracked null MLS listings by Nancy.

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Achievements

Recognized in Top 10% of Realtors by BRAR, 2013 Director's Club Award Winner

REALTOR®

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, Farm/Ranch

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

  • R V

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Winchester Housing Market Report

Market Action Index

We are extensively tracking the housing market in Winchester, VA. Here are the strongest factors contributing to this score:

Fewer sellers are listing their homes compared to last year
Houses are selling quickly compared to the amount on the market
86
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$446K

Per Square Foot

$227

Days on Market

61

Total Listings

229

Median List Price

Tue, Apr 14, 2026

Median List Price
1 Year

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