Evelyn Winningham

Evelyn Winningham

Principal Broker at Ramsay Realty
Oregon Real Estate: 200805101
  •   4.9   (44 reviews)

Evelyn's sales performance at a glance

See how Evelyn has performed in the last 12 months on RateMyAgent*

10
Reviews
7
Properties for sale
19
Sold properties
$422k
Average sale price
$8.2m
Total sales value

*Includes all properties sold (last 12 months) where the agent was a part of the transaction and published on ratemyagent.com. It may not be complete and can exclude off-market, private sales and undisclosed pricing and sold dates. Contact agent for full sales history.

  • top20badge

    Recognized for being in the Top 20% for customer satisfaction.

  • priceExpertbadge

    Consistently meets client expectations for property purchase price.

About Evelyn

With over 15 years of experience in the real estate industry, I bring a unique blend of expertise, local knowledge, and a deep commitment to client satisfaction. My journey began in 2006 as a real estate assistant, quickly evolving into a focus on property management, which gave me a solid foundation in all aspects of the industry. From 2008 to 2014, I worked on a referral basis with other agents, giving me invaluable insights into a variety of agent styles and strategies. This experience allowed me to find my niche with Ramsay Realty, where I’ve flourished ever since. In 2016, I earned my Principal Broker’s license, and have since continued my professional development by earning my Real Estate Negotiation Expert (RENEE) designation in 2019 and my Accredited Buyer’s Representative (ABR) designation in 2024. These qualifications further enhance my ability to negotiate effectively and provide specialized support to homebuyers. As a 4th generation member of the Winningham family in this valley, I have a deep connection to the community and a personal investment in the well-being of my clients. I pride myself on building lasting relationships and ensuring that everyone I work with feels supported, informed, and confident throughout their real estate journey. Whether helping families find their dream home, managing properties with care, or offering strategic advice on the local market, I approach every client with the same goal: to provide personalized service that exceeds expectations. My clients know they can count on me to not only navigate the complexities of real estate but also to look out for their best interests every step of the way.

Evelyn's reviews

  4.9  
Evelyn has 44 reviewsacross 12 different locations, showing 6.
Review Evelyn
Evelyn's qualities as told by our client reviews: well-prepared, honest, patient, responsive, supportive, clear communication, local expert.
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Buyer review
Excellent customer service - goes above and beyond!
8 days ago
Excellent customer service - goes above and beyond!

Evelyn was awesome and professional during the whole process of buying our home. She was excellent at negotiating with the seller's agent and following up to make sure the seller completed all of the agreed-to home repairs. She gave us confidence through all the twists and turns during the closing process. We had many questions, and she either knew the answer, or researched and followed up to get us the answer in a timely manner. We highly recommend Evelyn as an agent for future home buyers!

Buyer review
Having Evelyn on our side, with her knowledge and experience in today's market is unbeatable.
about 1 month ago
Having Evelyn on our side, with her knowledge and experience in today's market is unbeatable.

Evelyn's knowledge of the Rogue Valley is impressive. She is well versed in the importance of communication, from both the buyers and sellers points of view. She understands today's real-estate market, which makes her an excellent negotiator. She carries a quiet confidence, and is able to weave in and out of all walks of life. We have been both buyers and sellers, so we have witnessed her professionalism from both sides. We will never use anyone else. Joe and Cheryl Hope

Buyer review
5 Stars are not enough.
about 1 month ago
5 Stars are not enough.

Working with Evelyn was an outstanding experience from start to finish. Her extensive knowledge of the property, the surrounding area, and the local market was truly impressive and invaluable throughout our search. She was always available to answer questions, provide insight, and keep us informed every step of the way. Her communication skills are second to none—prompt, clear, and professional while still being warm and personable. Beyond her expertise, Evelyn is genuinely kind, friendly, and a pleasure to work with. She took the time to listen carefully to our vision for our future property and understood exactly what we were looking for. When we first shared our wish list, we never imagined we would find a property that checked every box. Thanks to Evelyn’s dedication, hard work, and deep understanding of the area, she found us a property that not only met our expectations but exceeded them. We are incredibly grateful for everything Evelyn did for us and would highly recommend her to anyone looking for a knowledgeable, trustworthy, and truly exceptional real estate agent.

Seller review
Amazing agent, knows the market, how to price the property
about 1 month ago
Amazing agent, knows the market, how to price the property

Evelyn’s guidance on what clean up to focus on was very helpful, pointing out the timber value, assisting with home sites, irrigation rights and the complexity of selling a property in the family for 75 years was critical for the sale.

Show all 44 reviews
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Evelyn's properties

Evelyn has 7 properties for sale and sold 19 properties in the last 12 months, showing 4, sorted by most recent activity

SoldJul 9, 2026
$688,000
588 Upper Applegate Road
Ruch OR 97530
4
4
2
Single-Family
Listing courtesy of Ramsay Realty and John L. Scott Medford
SoldJun 30, 2026
$830,000
2809 Dead Indian Memorial Road
Ashland OR 97520
3
3
2
Single-Family
Listing courtesy of Ramsay Realty
SoldJun 30, 2026
$349,500
5737 Rockydale Road
Cave Junction OR 97523
2
1
Single-Family
Listing courtesy of John L Scott Real Estate Grants Pass and Ramsay Realty
SoldJun 5, 2026
$365,000
332 Bull Creek Road
Grants Pass OR 97527
3
2
2
Other
Listing courtesy of John L Scott Real Estate Grants Pass and Ramsay Realty Branch
Show all 26 properties

Evelyn's sold properties

Evelyn has sold 19 properties in the past 12 months, showing 4.

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
588 Upper Applegate Road, Ruch, OR, 97530
588 Upper Applegate Road
Ruch OR 97530
4
4
2
Single-Family$688,000Jul 9, 2026
2809 Dead Indian Memorial Road, Ashland, OR, 97520
2809 Dead Indian Memorial Road
Ashland OR 97520
3
3
2
Single-Family$830,000Jun 30, 2026
5737 Rockydale Road, Cave Junction, OR, 97523
5737 Rockydale Road
Cave Junction OR 97523
2
1
Single-Family$349,500Jun 30, 2026
332 Bull Creek Road, Grants Pass, OR, 97527
332 Bull Creek Road
Grants Pass OR 97527
3
2
2
Other$365,000Jun 5, 2026

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