We analyze top real estate agents in San Diego’s Middletown neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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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“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.”
“Judy exceeded our expectations in every category. She was profesional, knowledgeable, promtp in replies and we felt completely comfortable in her capable hands. We would not even consider working with anyone else in the future.”
“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!”
“Trusted Pro, held my hand through it all I was on a stressful timeline, and needed something fast. However, my budget really limited the options I realistically had. We found a gem, seized the moment, and made all the right moves to secure my next home. Tracey kept me informed and made the whole process super easy. I would have been a nervous wreck, if not for her calm, cool demeanor. Thanks again.”
“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”
“Since we contacted Pablo, we knew he was the right person to sell our house, he was trustworthy and worked hard to meet our expectations!”
“David was very good, very knowledgeable, and everything I needed. Got me a great price - would recommend him to anybody! ”
“They picked a great agency to sell my house. I really enjoyed working with the Beer Team.”
“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!”
“Kevin has a great personality and work ethic, He understands what his clients are looking for and works with them on a personal level. He is very patient and will work through the whole process with you in order to make sure that you, as the client, get the home you are looking for. He definitely helped my fiancee and I find the perfect home for us and we couldn't help but think of him as a great friend by the end of our journey together. Completely recommend Kevin to anyone who is looking to find a great home.”
Information and statistics on the latest trends in the Middletown real estate market, updated for August 2025. *
The typical home value in Middletown is projected to be $570,000 for the month of July. June’s finalized data reported the typical value of a home in the neighborhood to be $680,000—down 55.41% over the previous 12 months. For comparison, city-level data pegged home values at $970,000 in San Diego for the most recent reporting period. That number is expected to float around $960,000 in July.
Middletown had 6 new listings and 5 listings that went under contract in June, decreasing the area’s total available inventory to 4—down 55.56% from the previous month. Inventory is projected to have further decreased in July.
The median listing price for homes in Middletown fell 24.31% from May to June, bringing the current median listing price to $817,500. Based on projected data for July, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In June 2025, the median time for a listed property to go pending was 42 days, compared to 53 days in June 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this July.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Middletown offers residents a vibrant blend of community charm and modern amenities, making it a dynamic and welcoming neighborhood to call home.
Middletown pairs hillside living with front-row views of the bay and skyline, tucked between San Diego, Little Italy, Mission Hills, and Bankers Hill. Its streets climb toward Mission Hills, revealing sunset-painted porches, updated midcentury homes, and contemporary townhomes. India Street’s cafes and the culinary energy of nearby Little Italy keep dinner plans easy, while neighborhood wine bars and indie eateries mean you don’t have to go far for a great night out. Weekend wanderers will appreciate quick access to the waterfront, the Embarcadero, and Balboa Park’s museums and gardens at Balboa Park.
Commuters love the convenience: the San Diego Trolley’s Middletown stop, I-5 connections, and the five-minute hop to San Diego International Airport streamline travel. Families find strong nearby school options, including the STEAM-focused Washington Elementary STEAM Magnet and Grant TK-8, with high schools and magnet programs a short ride away. On weekends, walk or bike to farmers markets in Little Italy, catch a performance or gallery opening in Bankers Hill, or step back in time with tacos and history in Old Town.
With its central location, evolving housing mix, and everyday amenities close at hand, Middletown offers a rare balance of city access and neighborhood warmth. Whether you’re planning to buy or preparing to sell, Agent Pronto can connect you with a top local real estate pro who knows Middletown block by block.
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 Middletown 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 San Diego. But we don’t stop there.
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Tips and market insights to make your San Diego 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. 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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