Winter Springs is home to 202 active real estate agents and 488 active real estate offices. There are 3 agents who are known for their trustworthiness, and 18 agents known for being pricing experts.
Over the past 12 months there have been 554 active and sold properties, with 43 reviews in total. This is a 1% decrease compared to the previous 12 months.
Helped me sell my home in Winter Springs by communicating, market knowledge, negotiating all while being a true professional. Highly recommended!!!
Gale Milgram stood out as the realtor we wanted to sell our home because she had successfully sold two homes in our townhouse community over the last couple of years—and that experience proved to be indispensable. When we listed our home in early 2026, the market was slow. Listings were experiencing longer days on the market. Some with price cuts, others with sellers pulling their listing altogether. We fully expected a long and difficult process. During our consultation session with Gale she told us she could sell our home in 30 days. She sold it in 9 days. What made the difference was her pre-sale strategy. Gale was honest and direct about what needed to be done—no sugarcoating she knew we had been in our home for 20 years. We followed her guidance, completed the recommended repairs - painting, cleaning the tile and carpet, cleaning the windows and having a move out cleaner professional clean our home. She connected us with reliable professionals to get everything done quickly. She then staged the home with real furniture (not virtual staging) and brought in a professional photographer to showcase it properly. The results spoke for themselves: 14 showings in 7 days and 3 offers in 9 days. We accepted an FHA offer, initially concerned about delays, but Gale’s experience was on display again—she guided the process smoothly and we closed in just 29 days. From listing to closing, our home sold in just over a month—while other similar homes in our community are still on the market some with price reductions. We sold near our asking price and at appraisal value. Gale made the entire process feel easy and she always answers any questions we had along the way. Because of her expertise, her recommendations regarding repairs and her straightforward honestly, along with being highly knowledgeable, she got us the results that everyone wants when they put their house on the market. A QUICK sale. Truly a gem of a realtor. Angela and Jay Johnson
Buyer Review • 22 days ago

I can seriously say that i could depend on Matt to provide professional wisdom and bring that to the table. He has a great personality and was always willing to help us find the right house. Offered his insight on the homes we viewed as well as his professionalism. He was able to negotiate what we needed. Also, helped us understand many things that we needed to understand in the process and guided us through with our broker. Had great connections and was very attentive to our needs; always willing to help at whatever time we asked. We thank Matt for brining us to the home we love.
Working with this couple was truly a great experience. From the beginning, they made us feel comfortable and supported, like family. Their experience and knowledge gave us confidence, and what stood out the most was how they took the time to really understand what we were looking for. They guided us with patience and honesty, always available to answer our questions and support us through every step of the process. Thanks to them, finding our home felt smooth and meaningful. We are very grateful and highly recommend them!
Do you want to buy a new house for your family? This team is excellent because they supported us from start to finish. They helped us by defining the boundaries, offering realistic options that fit our budget, and providing advice to confirm that the house fits our requirements. They kept us posted every day with all updates about the purchase to make the process smoother. I recommend them 100% if you’re looking for your new house.
Allison was so amazing to work with! She is knowledgeable, reliable and an expert in her field. She helped us understand each step of the process to make it seamless. She knows her market and her social media content was great! Allison is kind and friendly and we knew the day we met her she was the person to sell our home!
If you’re looking for the best realtor in the business, Crystal Adams is it. She found us our dream home in one day. Not only that, she negotiated a strong deal and secured extra incentives we didn’t even know were possible. That alone would have impressed me, but Crystal operates on a completely different level. She is a true industry leader. She thinks ahead, catches details most buyers would never think to ask about, and handles everything with confidence and precision. When I say she goes above and beyond, I mean it. She was literally out in the backyard checking tree root issues in four inch heels. That level of dedication says everything. From our very first call through our final walkthrough, she was present, responsive, and fully invested every step of the way. There was never any confusion or stress, just clear guidance and follow through. Her reviews speak for themselves and now I understand why. Crystal doesn’t just help you buy a home, she elevates the entire experience. Working with her was one of the best decisions we made, and I would trust her again without hesitation.
Crystal is an excellent, knowledgeable realtor. She knows how to get the job done. She is a great communicator! So glad I used Crystal and I would highly recommend her to anyone!!
Melissa was amazing! I cannot thank her enough for helping me sell my house! We were able to sell my house quickly and she reassured me during the whole process, as this was a completely new experience for me. She made my first experience selling a house very pleasant, she has a great attitude with every encounter and kept me informed and updated. Her communication, knowledge, and dedication to her clients is excellent. Melissa truly went above and beyond!
Elaine walked us seamlessly through the process of selling our home. She is always available for any questions, vast knowledge in every aspect, and skilled in finding a solution for any situation. Her courteous and professional demeanor is remarkable!
90% of sellers reported being happy with their sale price in the last 12 months.
The median sales price for houses is down by 1% YoY making it a great time for buyers.
18 agents have earned the Price Expert badge - reflecting their ability to achieve a price that meets or exceeds their clients expectations.
Price and performance data by property type for Winter Springs.
The median sale price for single-family properties in Winter Springs is $479.83k, up 3% over the last 12 months. The number of single-family properties sold has decreased by 1% over the last 12 months.
Winter Springs stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.
This is based on voluntary sentiment collected from 19 reviews in Winter Springs over the last 12 months.
Over the 12 months RE/MAX TOWN & COUNTRY REALTY have sold 72 properties, which accounts for 7% of the property sales in Winter Springs. This is followed by COLDWELL BANKER RESIDENTIAL RE with 66 property sales (6%) and LPT Realty Lake Mary at 64 property sales (6%).

Every verified review on RateMyAgent is linked to a specific property transaction, ensuring that the feedback comes from real buyers and sellers. This also allows you to view key property details - such as location and number of bedrooms - so you can find reviews relevant to your own real estate journey. With our verification process, you can trust that the experiences shared are real, reliable, and helpful.
Integrity is at the core of what we do. We conduct rigorous daily integrity checks on all reviews, using multi-stage verification to analyze submission data and behavioral patterns for potential anomalies. Suspicious reviews may be rejected outright or escalated for further scrutiny by our internal team.
Transparency and fairness are core to how RateMyAgent works. While it’s sometimes assumed that only positive reviews appear on our platform, that’s not the case.
Only clients involved in an actual transaction with an agent can leave a review. This helps ensure authenticity and prevents fake or anonymous feedback. Agent's have no control over what’s written - every review, whether positive or critical, is published and remains visible.
Through verified reviews and price satisfaction insights, we highlight top-performing agents who consistently exceed client expectations. All agents can request and collect reviews for free, and subscription status has no impact on rankings or award eligibility. Our Agent of the Year Awards and platform rankings are based solely on verified client feedback and performance. By celebrating excellence fairly and transparently, we help consumers find the best agents with confidence.
Agents who request 100% of vendor reviews, ensuring transparency and a commitment to client satisfaction.
Awarded to agents whose clients report 90% or more of sales meeting price expectations, showcasing expertise in pricing accuracy.
Recognising agents with a strong Review/Sales Ratio, demonstrating consistent performance.
The only awards based purely on verified client reviews, celebrating agents with the most positive feedback combined with sales performance in a specific location.
Discover what sets an agent apart with our AI-powered summary of their verified reviews, available on their profile page.