We analyze top real estate agents in Winter Gardens and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for October 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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“My husband and I sold our home to move out of state and I believe it wouldn't have been possible without Judy Bohlen. Her expertise, professionalsim, and unwavering support through every hurdle made the entire process manageable. Judy guided us through every step. I have sold several homes with the unwavering support of Judy Bohlen and would highly recommend her to anyone!! Judy is someone who genuinely cares and knows how to get results!”
“Thomas was a great help as our realtor. When we were looking at houses he got us in to see them very quickly and was also a big help in negotiations with the sellers when we were under contract. He was always timely in responding to any questions that we had.”
“We had an outstanding experience working with Diana Cortes on the sale of our home. From start to finish, Diana's professionalism, attention to detail, and deep market knowledge made for a smooth and stress-free process. She kept us informed every step of the way and went above and beyond to ensure a successful sale. We are incredibly grateful for the exceptional service and would highly recommend Diana to anyone looking to buy or sell a home.”
“Patty is an amazing agent. She calmly and kindly helped me through the home buying process. I genuinely do not think I would have purchased my new home without her!”
“Honestly the best realtor we could've ever asked for. The process of looking for something that fits is already stressful enough but to have someone guide you step by step made it all worth it. Anne is incredible! She was on top of communicating with me and my partner, answering our emails and even phone calls whenever we needed help or even reassurance. Anne helped guide us through this terrifying yet exciting process and I would recommend her to anyone looking for the home of their dreams!”
“Edgar was AMAZING! I'm glad my good friend referred me to him. When I went through my first offer rejection, I told him that I wanted tour more houses and I didn't expect that he would make time so quickly and the very next day, we were off on the hunt again! He is very personable and a sweet person. He is empathetic and understood my needs and gave great advice and observations. He was extremely professional, supportive, and responsive throughout the whole process. He never left me in the dark and kept me in the loop all the time. I highly recommend his services:)”
“Outstanding relationship during a stressful time. They were awesome”
“I was very satisfied with Angel Ramirez. I was out of state for the painting , staging and open house. I trusted Ms. Ramirez. She represented me very well. Excellent, would have no reservations recommending Angel Ramirez.”
“Your agent gave me the best service. He is complacent, courteous, very knowledgeable, and has a very satisfying manner. I said the above statement because I was a former real estate agent. I am proud to recommend this young energetic agent to all my relatives, friends and acquaintances.”
“Al was very helpful in all aspects of the sale, from running boxes to good will, checking on the property throughout the sale (we live out of state) He walked us through each offer and helped us pick one that we felt was the best pick. He knew the area well and had lots of tips for us. I would highly recommed him to anyone looking to buy or sell”
“David was very good, very knowledgeable, and everything I needed. Got me a great price - would recommend him to anybody! ”
“Pleased with her help .she did a good job”
“Melody is a great agent, I recommend her to first time and repeating buyer or sellers. She very knowledgeable of the market, a expert at negotiation. She offer high quality service and made sure this was a smooth transaction. I couldn't have picked a better REALTOR. THANK YOU MELODY”
“Alex is awesome! He has been my agent for the buying and selling of my first home as well as representing me in the buying of a brand new home currently being built.”
“Mike did such a great job getting my family and I into our home. He went above and beyond to work with my lender and help me get all my paperwork needed. He worked really hard for us and I would recommend Mike to anyone who is looking to Buy or Sell a home in El Cajon! Thanks Mike!”
Information and statistics on the latest trends in the Winter Gardens real estate market, updated for October 2025. *
The typical home value in Winter Gardens is projected to be $599,750 for the month of September. August’s finalized data reported the typical value of a home in the city to be $650,000—down 17.93% over the previous 12 months. For comparison, county-level data pegged home values at $907,000 in San Diego County for the most recent reporting period. That number is expected to float around $903,000 in September.
Winter Gardens had 22 new listings and 17 listings that went under contract in August, decreasing the area’s total available inventory to 36—down 5.26% from the previous month. Inventory is projected to have further decreased in September.
Of those 36 active listings, 44.44% reduced their price in the month of August. The median listing price for homes in Winter Gardens grew 5.09% from July to August, bringing the current median listing price to $719,750. Based on projected data for September, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract rose sharply year-over-year. In August 2025, the median time for a listed property to go pending was 20 days, compared to 9 days in August 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this September.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Winter Gardens offers residents a welcoming, community‑focused lifestyle with easy access to outdoor recreation and convenient amenities that support everyday life.
Winter Gardens offers a unique blend of suburban ease and vibrant local character, making it an appealing destination for those looking to settle within close proximity to San Diego. The community exudes a pleasant, family-friendly atmosphere, with stunning mountain vistas and plentiful green spaces like Lindo Lake County Park, which becomes a local favorite for picnics, fishing, and walking trails. Residents enjoy convenient access to the amenities of nearby El Cajon, while savoring the peace and simplicity of a quieter suburban life.
Education in Winter Gardens is well-supported by respected institutions, including Lakeside Union School District and Grossmont Union High School District, offering a range of academic programs to support diverse student needs. For families seeking enrichment, the San Diego County Library's Lakeside branch stands as an excellent resource, hosting regular events and educational programs for all ages. Weekend wanderers will appreciate having places like Collier Park close by, while those craving a day trip to the coast are just a short drive from the bay’s sparkling shores.
Shopping and dining options are readily available, and the community is close to the amenities of Lakeside and Santee, ensuring everything you need is within reach. Whether you're a first-time buyer or preparing to sell your home, Agent Pronto is here to connect you with a dedicated real estate agent, ensuring a seamless experience in Winter Gardens.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Winter Gardens to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winter Gardens. But we don’t stop there.
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Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Tips and market insights to make your Winter Gardens real estate journey a success.
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Winter Gardens. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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