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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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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“We had purchased our town home 5 years ago and found Jack to be honest and was always on top of it. He delivered what he promised and expediently. We were able to sell our home in a week. I would recommend Jack to anyone who wants to purchase or sell a home.”
“Michelle was great to work with. She helped us through each process of purchasing our new home. She made herself available for all questions and concerns.”
“Once again Paula came through for us. She was always available for us whenever we needed her. Second home purchase for us with Paula, and once again she was on top of everything.”
“Working with David Lovitch to sell my home was an absolute pleasure from start to finish. His professionalism, market expertise, and attention to detail truly set him apart. From the moment we listed, David developed a smart pricing strategy, arranged beautiful marketing materials, and coordinated every showing with care and precision. What impressed me most was David’s communication — I always knew what was happening, and he provided honest, insightful advice every step of the way. The negotiation process was handled flawlessly, and he secured an excellent offer that exceeded my expectations. Thanks to David, the entire selling experience was smooth, stress-free, and successful. I couldn’t have asked for a better agent — I’d highly recommend David Lovitch to anyone looking to sell their home with confidence and ease.”
“Thank you Valentina for everything you did to help us find our new home. We really appreciate your patience, expertise, and responsiveness every step of the way throughout the entire process. We especially value how you always responded to our questions so quickly, helped us navigate the complex paperwork, found the perfect neighborhood for us. You made the whole process feel so much easier and less stressful. It's been a pleasure working with you, and we’re so glad we had you on my corner. We will not hesitate to refer to friends or family your way when they're ready to buy or sell. Thank you again for your dedication and hard work.”
“Frances Vella is professional, responsive and knowledgeable about the local market. She took the time to understand exactly what I was looking for and guided me through every step of the process. I found the perfect home and with Frances' negotiating skills I paid $20,000. less than asking price. I highly recommend Frances Vella to anyone looking to buy or sell.”
“Stephanie took care of everything and made the process of selling my first home a breeze. She was very professional and made herself available when I needed something. She went out of her way to keep my house in the front of the market and walked me through every step. I would highly recommend Stephanie to anyone who wants to seek their home.”
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”
“Trustworthy, professional, supportive in an emotional time. Managed expectations, good communication.”
“Larry was by far the best realtor I've worked with. I've met with a few in the past and he takes the cake. He made looking for a house feel like a fun experience instead of a cut and dry transaction. And the number of resources he had at his fingertips. I had a question/inpection request, he knew a person. I was really impressed. I am always bragging about the team I had in getting me into my house, with Larry being the ring leader.”
“Luis exceeded all of my expectations. I've never purchased a home before, so I was quite nervous about the process. However, Luis made all of my anxieties disappear like a magician. He took the time to answer all of our questions and always had a thorough answe. It also felt like he always prioritized getting back to us when we reached out for anything. He was more than prepared for our trips out to see houses, doing research before hand. Throughout the entire process, he was prompt and helped move the process along. We didn't feel rushed either. He was clear in his communication, especially when he needed something from us. I could write a novel about how wonderful it was to work with Luis. I plan to make sure his name is well known in my network for any real estate needs. Thank you for making our dreams come true, Luis! ⭐️⭐️⭐️⭐️⭐️”
“Crysti helped me through every step of the buying process. It's a stressful situation to start with, but Crysti made it a little less stressful! She has vast knowledge of the selling/buying process, and was available to me 24/7. I highly recommend Crysti.”
“Yandy Estrada was an excellent choice for us to help us buy our house, he helped and guided us every step of the way. Their trust and professionalism made every step of this adventure very easy. Definitely in our next investment I would choose Yandy Estrada and Rosa Leon again.”
“The realtor was excellent. Brian Hollenbeck went above and beyond. I was really impressed with all aspects of the process, thanks to Brian.”
“Very impressed by his professionalism and desire to help. Always available and attentive to answer any question l had in a clear and simple way.”
“We were SO fortunate to receive a call from Lottie Creech who responded to my inquiry on your site. Mrs. Creech is sweet, kind, knowledgeable and diligent. She guided us through a home search, connecting us with a very qualified home inspector resulting in our successfully purchasing a fabulous home with extensive grounds in the Lake Bernadette community. Anyone engaging Lottie Creech to assist them will be thankful they did.”
“Please see the previous comments. Tiffany is the best and truly world class! Tiffany was so wonderful to work with. She knew everything we needed and led us through a very unusual market with results beyond our expectations! We would not have trusted anyone else and she was gracious and kind even when we may not have been. We have referred our friends to work with her, she is the best. Grateful to her and the team.”
“Larry was more than a Real Estate Agent. He was more like a Family Friend. I am truly blessed and grateful to have worked with him. My home is everything I imagined it would be.”
“This was a great seamless process—you put the realtors out for me. I made my selection and Donna was awesome.”
“Maryann is the best realtor you can find in the whole state of Florida. She answers your calls and test almost instantly. She is very knowledgeable in the real estate business. She is a very honest and trustable person. When you looking for a property she would not go be hide your back and purchase the home like majority realtor, I have ran across. When she list your home; she will maximize your price in the market. Most realtor would sell your property to just to make a quick buck not Maryann. Don’t waste your time with other realtor if you want your buying and selling experience to be the best and elite Maryann is the person to go to.”
Information and statistics on the latest trends in the Highland Oaks real estate market, updated for November 2025. *
The typical home value in Highland Oaks is projected to be $301,250 for the month of November. October’s finalized data reported the typical value of a home in the neighborhood to be $272,500—down 1.93% over the previous 12 months. For comparison, city-level data pegged home values at $435,000 in St. Petersburg for the most recent reporting period. That number is expected to float around $457,500 in November.
Highland Oaks had 2 new listings and 3 listings that went under contract in October, decreasing the area’s total available inventory to 6—down 0.0% from the previous month. Inventory is projected to have further decreased in November.
The median listing price for homes in Highland Oaks grew 6.41% from September to October, bringing the current median listing price to $414,450. Based on projected data for November, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In October 2025, the median time for a listed property to go pending was 164.5 days, compared to 305 days in October 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 November.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Highland Oaks offers residents a welcoming, family-friendly atmosphere with tree-lined streets, convenient access to parks and everyday amenities, and a strong, close-knit sense of community.
Highland Oaks offers a balanced blend of peaceful residential living and easy access to all that St. Petersburg has to offer. Tucked among mature oaks and well-kept homes, this neighborhood appeals to those seeking a warm community atmosphere within close reach of city amenities. Local parks such as Sawgrass Lake Park deliver scenic boardwalks and family-friendly nature experiences just minutes away. Residents enjoy close proximity to shopping at Gateway Market Center and diverse dining choices scattered along Dr. Martin Luther King Jr. Street.
Families benefit from access to reputable schools like John M. Sexton Elementary and Northeast High School, fostering a nurturing environment for students. Whether walking the dog at Fossil Park or sampling fresh produce at local farmers markets, Highland Oaks delivers daily convenience alongside opportunities for recreation and relaxation.
Commuters appreciate the swift routes to downtown St. Petersburg and easy connections to nearby communities including Pinellas Park. With attractions like the St. Petersburg Museum of History and Sunken Gardens within easy reach, cultural and leisure activities are always close at hand.
For buyers seeking a tranquil enclave or sellers searching for the right match, Agent Pronto's service simplifies the process of connecting with experienced local agents who know Highland Oaks and the St. Petersburg market well.
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 Highland Oaks. 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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