“Dave was upfront with me about the market and my expectations. He was very helpful through the process. I would recommend him to others.”
Keller Williams South Shore
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Find the perfect real estate agent in Gillespie Park, Sarasota, FL
We analyze top real estate agents in Sarasota’s Gillespie Park neighborhood and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Gillespie Park
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.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
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Home buyers and sellers love Agent Pronto.
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“Alex is one of the best agents I have ever worked with! That's saying a lot since I am a fellow broker and very picky!! My husband and I would highly recommend him!”
Standard Real Estate
“Philip was very professional, accommodating and understanding. Once we identified a home we liked and put an offer in, Philip guided us always and provided needed information to keep us on track. He kept the process real and with forward motion. His recommendations were wonderful. I would use Philip again in a heartbeat! Thank you Philip! --Bea”
Michael Saunders & Company
“Lee and Lisa Mirman helped us successfully think through and negotiate our recent condominium purchase in Sarasota. Their deep knowledge of the local real estate market, and the time they take to comprehensively understand their clients' needs, sets them a league apart. This is the third property (two homes on Bird Key and now a downtown condo) we have purchased with the help and guidance of Lee and Lisa. Each was an exceptional find from a value and lifestyle perspective. We would wholeheartedly recommend Lee and Lisa to any prospective buyer or seller (we sold one house at full asking price through their efforts) of Sarasota real estate.”
Investments in Sarasota
“Trustworthy, professional, supportive in an emotional time. Managed expectations, good communication.”
Century 21 Integra
“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.”
eXp Realty
“Meagan jones is truly a one of a kind and anyone that has the opportunity to work with her would know she is amazing. She loves what she does and strives to meet your needs. The passion she has in unbeatable. Truly blessed to have found her and can't wait to start building with her by our side.”
Engel & Völkers Sarasota
“She was there with us 100% throughout the crazy experience we had with our lenders. She fought for us and helped us close on our first home. She was easy to talk to and listened to us and I would definitely recommend her to any of my friends.”
Century 21 Beggins Enterprises
“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.”
Crysti & Associates Realty, LLC
“Brian was the best, he understood our needs and was knowledgeable about our limitations and how to work with them. If I had to redo it again I would work with Brian again.”
Century 21 Beggins Enterprises
“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.”
Century 21 Century21 Rosa Leon
“My experience with Agent Pronto was a very good one. The process was simple and effective. After talking to Shelby, I felt very comfortable selecting her as my Realtor. She answered all of my questions and a great professional! The whole experience was nice with is viewing several condos and villas. I would highly recommend Shelby Solley to anyone who wants an intelligent, experienced and diligent Realtor.”
Medway Realty
“Kevin was very kind, listened, responded to all my questions, and got my house listed with beautiful pictures to show the beauty of my house. All went as smooth as possible!”
Keller Williams South Shore
“One of the best!!”
Living Vogue
“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.”
eXp Realty, LLC
“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.”
Charles Rutenberg Realty Charles Rutenberg
“Phill is very accommodating, responsive to our needs, prompt and pleasure to deal with. Phillip Bishop made our purchase easy since we didn’t know Florida laws and process. I would certainly highly recommend Phillip Bishop. Al and Branka Neuman”
LPT Realty LPT
“If we come back to Florida we will ask Kelly to find us a house.”
Coldwell Banker East Manatee
“Chad was an excellent guide to get top Dollar for my house. He was patient and calm. He knew exactly what I needed to do. He was professional, friendly, and knowledgeable. I highly recommend him! I plan to ask him to help me buy my next home! Chad did an excellent job. I trusted him completely. He sold my house for more than I thought I could get!!”
Century 21 Beggins Enterprises
“This was a great seamless process—you put the realtors out for me. I made my selection and Donna was awesome.”
Dalton Wade Real Estate Group
Gillespie Park real estate Market Report.
Information and statistics on the latest trends in the Gillespie Park real estate market, updated for October 2025. *
The typical home value in Gillespie Park is projected to be $600,000 for the month of September. August’s finalized data reported the typical value of a home in the neighborhood to be $625,000—up 2.12% over the previous 12 months. For comparison, city-level data pegged home values at $425,000 in Sarasota for the most recent reporting period. That number is expected to float around $403,750 in September.
Gillespie Park had 6 new listings and 3 listings that went under contract in August, increasing the area’s total available inventory to 21—up 5.0% from the previous month. Inventory is projected to have further increased in September.
The median listing price for homes in Gillespie Park grew 21.44% from July to August, bringing the current median listing price to $896,250. 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 year-over-year. In August 2025, the median time for a listed property to go pending was 78 days, compared to 37 days in August 2024. However, in recent months the median number of days from listed to pending appears to be falling. That trend is predicted to have carried through to this September.
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Gillespie Park has to offer.
Gillespie Park offers residents a vibrant blend of green spaces, historic charm, and a welcoming community atmosphere that makes it a truly special place to call home.
Gillespie Park blends tree-canopied streets and colorful bungalows with an in-town address, putting residents minutes from arts, dining, and the waterfront in Sarasota. The neighborhood’s namesake park sets the daily rhythm: morning jogs around the pond, kids on the playground after school, and impromptu pickleball matches under the oaks. Renovated cottages sit beside contemporary infill homes, creating a mix that appeals to first-time buyers, downsizers, and anyone who values walkability. Cafés, yoga studios, and creative businesses cluster nearby, so errands and evenings out often happen on foot or by bike.
Set in Sarasota County, families are served by Sarasota County Schools, with nearby options such as Booker High School, known for its acclaimed Visual and Performing Arts program. Weekends might start with produce and pastries at the Sarasota Farmers Market, then continue with playtime and tennis at Payne Park, or wrap up with sunsets and bay breezes at The Bay Park. Quick access to major corridors keeps beaches, museums, and theaters within easy reach, while the neighborhood’s friendly front porches and active civic groups make it easy to plug in.
Whether you’re planning to buy or preparing to sell in Gillespie Park, Agent Pronto can connect you with a top local real estate agent to help you move forward with confidence.
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!
Take the guesswork out of finding an agent.
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 Gillespie Park 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.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Sarasota. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Sarasota real estate journey a success.
Frequently Asked Questions
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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 Gillespie Park. 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.
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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.
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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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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Gillespie Park Realtor® or real estate agent today.
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