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Find and Compare the Best Real Estate Agents in Winchester, KY

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Discover the Unique Charm of Living in Winchester, KY

Winchester, KY, offers a distinct blend of cultural richness and natural beauty, making it an exceptional choice for homebuyers, investors, and those looking to relocate. Nestled in the heart of Kentucky, Winchester boasts a captivating history and vibrant community spirit. Explore the Historic Downtown with its charming shops and eateries or enjoy the serene landscapes of Lykins Park. The city is characterized by its welcoming neighborhoods, such as Indian Hills, known for its family-friendly atmosphere, and Fairholme, which offers a suburban feel with modern amenities. Whether you're drawn to its thriving local arts scene or its rich historical roots, Winchester is a prime location for investing in real estate.

Why You Need a Top Real Estate Agent to Navigate Winchester, KY's Market

In the competitive Winchester real estate market, partnering with a top REALTOR® is essential. With the local housing landscape constantly evolving, an experienced agent offers invaluable insights into market trends and property values. RealEstateAgents.com collaborates exclusively with top agents, ensuring you receive expert guidance and top-tier service. Whether you're buying or selling, a trusted agent will skillfully navigate the process, negotiate favorable terms, and help you find your dream home. Their local expertise and personalized service are crucial for achieving successful real estate transactions in Winchester.

Featured Agents in Winchester, KY

Denise & Daniel Delaney profile picture
Rector Hayden Realtors

Denise & Daniel Delaney

Completed Profile
7 reviews
View Profile
27years of experience
34sales in the last 12 months
495transactions all-time
Emily Hacker Todd profile picture
Century 21 Advantage Realty

Emily Hacker Todd

View Profile
24years of experience
36sales in the last 12 months
Michael And Katy Prather  The Prather Team profile picture
Keller Williams Bluegrass Realty

Michael And Katy Prather The Prather Team

6 reviews
View Profile
47years of experience
228sales in the last 12 months
4,127transactions all-time

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

Keller Williams Commonwealth

Terra Long

Completed Profile
51 reviews
Open 8:00 AM - 8:00 PM
Usually responds in 30 minutes
Prime Agent Badge
PRIME AGENT
15 years of experience
74 sales in last 12 months
419 transactions all-time
Serves Winchester

About

As a seasoned real estate professional, Terra brings a unique blend of expertise and passion to every transaction. With a deep-rooted love for the community, Terra is committed to helping her clients find their perfect home or investment property in the Central KY area. Known for her integrity, attention to detail, and exceptional communication skills, Terra goes above and beyond to ensure a smooth and successful real estate experience for each client. Whether you're buying, selling, or investing, Terra is dedicated to helping you achieve your real estate goals with confidence and peace of mind.

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Achievements

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Top Buyer's Agent 2024
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Top Listing Agent 2024
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Top Negotiator 2024

Top Individual Agent of 2021

Bachelor's Degree, University of Kentucky
Corporate Communications, 2004 - 2008

Business Highlights

Buyer Representative, Condominiums, Distressed Properties, Farm/Ranch
Full time realtor with extensive experience.

Coldwell Banker

Elizabeth Torchia

7 years of experience
24 sales in last 12 months
Serves Winchester

About

Elizabeth Torchia is a Real Estate Agent in Winchester, KY with the brokerage Coldwell Banker. Over the last 7 years we have tracked null MLS listings by Elizabeth.

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Achievements

#5 in sales for the year in Montgomery county 3.8 million! Second year of service

Graduate Degree, Morehead State
Associates

REALTOR®, e-PRO

Business Highlights

Buyer Representative, Distressed Properties, First Time Buyers, New Homes

Tom Goebel & Co. Real Estate, Inc.

Joyce B. Ratliff

18 years of experience
Serves Winchester

About

Joyce B. Ratliff is a Real Estate Agent in Winchester, KY with the brokerage Tom Goebel & Co. Real Estate, Inc.. Over the last 18 years we have tracked null MLS listings by Joyce.

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Achievements

Graduate Degree, Eastern Ky. Universit;y
Rank I in Education

REALTOR®

Business Highlights

New Homes, Luxury Properties, Relocation, New Construction

Woods Realty Group

Robyn Bradley

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

About

Robyn Bradley is a Real Estate Agent in Winchester, KY with the brokerage Woods Realty Group. Over the last 7 years we have tracked null MLS listings by Robyn.

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Power House Realty

Rony Ballou

Completed Profile
1 review
Open 24 hours
Usually responds in 5 minutes
15 years of experience
36 sales in last 12 months
625 transactions all-time
Serves Winchester

About

I have been licensed since 2009. I needed something to do when my youngest went to kindergarten so I became a Realtor. I am a single mom that has raised my daughters solely on my own by selling real estate. I tell all my clients you will have the best service because my girls depend on me making you happy. I am not just a real estate agent I own my own company. I took real estate a little further than most agents and I became a Broker and got my Auctioneer license's. I do not just put your listing online and hope it sales, I advertise it on my website and take adds out on FB. The first thing I do after I list your house is do a title search so there is no surprises at closing. Come join my family and lets sell or buy you a house.

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Achievements

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Top Listing Agent 2024
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Top Winchester Agent 2024
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Top Listing Broker 2024

Top Broker

ABR, CBR, CRS, REALTOR®

Business Highlights

1031 Tax Exchange, Farm/Ranch, First Time Buyers, Luxury Properties
I am not only a Broker I am also a Real Estate Principal Auctioneer. I have sold some of the most unique homes and farms.

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

  • R V

    "The service was great and the recommendation of the realtor was fantastic. The realtor was fair and honest he gave me a very reasonable selling price and follow the listing all the way through. The house sold within the first week."
    Rita V. from Tennessee / Sold a home using RealEstateAgents.com
  • A C

    "I used the website to identify potential agents in the new city I was moving too. I ultimately went with one of the recommended agents and had a very smooth home buying process."
    Alexis C. from Iowa / Bought a home using RealEstateAgents.com
  • R J

    "My realtor was very professional in every aspect of the sale. My house sold within a week. She called or texted me through out the whole process."
    Ruth J. from Ohio / Sold a home using RealEstateAgents.com
  • S M

    "We found an excellent Realtor, who guided us through the sale and did an excellent job along the way."
    Steve M. from Florida / Sold a home using RealEstateAgents.com
  • J B

    "Very professional, we had a great experience."
    Jon B. from Wisconsin / Bought a home using RealEstateAgents.com
  • S K

    "The agent you recommended was fantastic. He stayed in touch throughout the process. He kept us informed every step of the way. The sale was quick and couldn't have gone smoother. Would definitely recommend to anyone else and will definitely use in the future if needed."
    Stanley K. from Indiana / Sold a home using RealEstateAgents.com
  • J L

    "Great realtors. My home sold in five days!"
    Joe L. from Illinois / Sold a home using RealEstateAgents.com
  • B W

    "My selected agent was very thorough, professional, and attentive to my needs. He was absolutely the BEST!"
    Bonnie W. from Indiana / Sold a home using RealEstateAgents.com
  • J S

    "Had issues with the title company, which agents handled."
    John S. from Arizona / Sold a home using RealEstateAgents.com
  • J H

    "We had a very unique situation... My sister and I live in different states and the house belonged to our deceased Mother... Service was great could not have been any better..."
    Joe H. from Texas / Sold a home using RealEstateAgents.com

Sell your Winchester home with confidence

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Winchester Housing Market Report

Market Action Index

We are extensively tracking the housing market in Winchester, KY. 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
89
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$364K

Per Square Foot

$194

Days on Market

104

Total Listings

103

Market Action Index

89

Median List Price

Fri, Dec 5, 2025

Median List Price
1 Year

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