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KentuckyWinchester

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 licensed real estate agent 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

Power House Realty

Rony Ballou

1 review

View Profile

15years of experience

36sales in the last 12 months

625transactions all-time

Coldwell Banker

Elizabeth Torchia

View Profile

7years of experience

24sales in the last 12 months

Tom Goebel & Co. Real Estate, Inc.

Joyce B. Ratliff

View Profile

18years of experience

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

Keller Williams Bluegrass Realty

Michael And Katy Prather The Prather Team

6 reviews

Open 24 hours

Usually responds in 5 minutes

47 years of experience

228 sales in last 12 months

4,127 transactions all-time

Serves Winchester

About

As agents who are experts in the area, we bring a wealth of knowledge and expertise about real estate. It's not the same everywhere, you need someone you can trust for up-to-date information. Here are some of the things we can do for you: You need someone who knows the area inside and out! We can work with you to find the right home at the right price for you, including all the neighborhood amenities that matter. When it's time to move, you need someone who will advertise your home, show it to buyers, negotiate the contract, arrange financing, oversee the inspections, handle all paperwork and supervise the closing. We can take care of everything. Oftentimes buyers don't visualize living in your home the way you do. We can make your home attractive to its ideal audience - and help you get top dollar. Things like staging the home, making repairs or minor improvements, or even simply painting the walls can be the difference between a home resting on the market and one that's sold fast.

Achievements

#1 in sales production for entire Ohio Valley Region

Bachelor's Degree, Middle Tennessee State
BBA

GRI, Licensed real estate agent

Business Highlights

1031 Tax Exchange, Buyer Representative, Farm/Ranch, First Time Buyers

Keller Williams Commonwealth

Terra Long Underwood

51 reviews

Open 8:00 AM - 8:00 PM

Usually responds in 30 minutes

PRIME AGENT

16 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.

Achievements

Top Buyer's Agent 2025

Top Listing Agent 2025

Top Negotiator 2025

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.

Berkshire Hathaway De Movellan Real Estate

Suzanne Elliott

8 reviews

Usually responds in 1 hr

39 years of experience

38 sales in last 12 months

Serves Winchester

About

Suzanne Elliott has deep roots in Kentucky. Born and raised in the Bluegrass, she is a proud graduate of the University of Kentucky and went on to earn her Master’s degree in Speech Pathology from the University of Louisville. Her passion for community and service has been a constant throughout her life, and she has dedicated decades of her time and talents to organizations across Lexington. What sets Suzanne apart is not only her record of success, but also the care and personal touch she brings to every client relationship. Whether working with first-time buyers, growing families, or those ready to sell and move forward, she approaches each opportunity with professionalism, fairness, and honesty. Suzanne takes great joy in helping her clients achieve their goals, and her long-standing career is a true reflection of her love for both people and the place she calls home.

Achievements

Top Sales Producer 2025

Top Listing Agent 2025

Top Producer 2025

Berkshire Hathaway deMovellan Top Producer for over 23 years

Graduate Degree, University of Kentucky
Masters in Speech Pathology

GRI

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums

Century 21 Advantage Realty

Emily Hacker Todd

24 years of experience

36 sales in last 12 months

Serves Winchester

About

I have been a full time licensed Realtor for more than 20 years, practicing in Kentucky and Southwest Florida. I am now full-time in Kentucky.

Achievements

Top Agent Ruby Award 2017, Top Agent Ruby Award 2019

High School Diploma, Eastern Kentucy Universit

GRI, CRS

Business Highlights

Buyer Representative, First Time Buyers, Luxury Properties, Military (relocation)

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.

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

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