“Lisa was wonderful! She is extremely knowledgeable and professional. She went above and beyond for us. When it is time to sell I know who I will call. If you are considering using them I highly recommend it.”
MoveSmart Realty
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for May 2026. *
* 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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Gillespie real estate Market Report.
Information and statistics on the latest trends in the Gillespie real estate market, updated for May 2026. *
Inventory in Gillespie is currently lean, with just 11 homes for sale in March 2026 and only 3 new listings added. With months of supply sitting at 11 and homes taking a median of 239 days to sell, properties are spending much longer on the market than they did a year ago.
Prices are reacting in different ways across measures, with the typical home value at about $170,000, up roughly 44.74% year over year and 18.67% since last month. At the same time, the median list price is much lower at $110,000 and has fallen about 41.95% month over month, while sellers are receiving around 91.94% of their asking price and none of the recent sales closed above list.
Compared with the wider Macoupin County area, where the typical home value is near $135,000 and has declined about 18.18% over the past year, Gillespie’s values are relatively higher and rising. Looking ahead to April 2026, typical values are projected to reach about $183,375, inventory is expected to edge up to 12 homes, and the projected median list price may shift to around $70,250. Whether navigating longer days on market as a seller or sorting through evolving prices as a buyer, Agent Pronto can connect both buyers and sellers with a Gillespie agent who understands these trends.
Learn more about what Gillespie has to offer.
Gillespie offers residents a welcoming, close-knit community with well-maintained parks, convenient local amenities, and a lively calendar of community events that make everyday life rewarding.
Gillespie offers small city convenience with quick access to larger hubs like Litchfield and Springfield. Located near major routes that connect to St. Louis, it appeals to residents who want manageable commutes, affordable housing, and a quieter pace without losing touch with regional jobs and services.
Daily life here feels straightforward and practical. Families appreciate local schools within the Gillespie Community Unit School District and community events that center around youth sports and civic activities. Outdoor enthusiasts use nearby Gillespie Lake for fishing, boating, and picnicking, while parks across Macoupin County provide additional green space. The Gillespie Public Library supports year round learning and is a reliable hub for Wi‑Fi, programming, and local information.
Residents have access to essential amenities in town, with larger shopping and healthcare options a short drive away in Litchfield or Carlinville. Local diners and cafes, highlighted by sites like the Gillespie Partnership, give the community a familiar, walkable core that suits both long‑time locals and new arrivals.
Whether you are weighing a first home purchase or preparing to sell, Gillespie’s market benefits from guidance by an agent who knows the neighborhoods, school patterns, and back‑road routes. Agent Pronto connects you with a trusted local professional so your move in or out of Gillespie stays efficient and low stress for both buyers and sellers.
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“We worked with Kim Wirtz for the sale of our home at 732 Teal Drive, and she was outstanding throughout the entire process. She spent numerous days helping us navigate the sale, handled multiple offers professionally, and gave us excellent advice on how to approach the contracts and negotiations. When one deal fell through, she immediately had great strategies for relisting the property, managing contingencies, and getting the house sold quickly again. She truly went above and beyond what most realtors would do. Kim was extremely responsive, always available to answer questions, and did a fantastic job communicating with buyers, agents, and everyone involved in the transaction. Her knowledge, professionalism, and dedication made a stressful process much easier. I would highly recommend her to anyone looking to buy or sell a home.”
Wirtz Real Estate Group, Inc.
“Thanks for your help in purchasing our first home!”
Berkshire Hathaway HomeServices Chicago
“After a bad experience with another Realtor, Kathy was recommended to me by a friend and I couldn't of been more pleased that I went with the recommendation. Kathy has great attention to detail when it comes to reviewing the home in person and had a very strategic approach in a multiple bid scenario that won my home at a fair market value. She was also extremely responsive at anytime of the day and was always available to answer any questions!!! It was such a relief to have Kathy as my realtor. Truly best in class service!”
Berkshire Hathaway Chicago
“Great job would recommend”
Century 21 Circle
“Great experience! Very attentive, honest, and dedicated. Professional, efficient, and easy to work with. Highly recommended!”
Century 21 Affiliated
“We relocated from an area where we had lived our entire lives, and the prospect of moving to another state can often be quite challenging. However, our experience with Kimberly was exceptionally smooth and seamless. Her expertise, combined with the thoughtful and tailored feedback she provided based on our specific criteria, proved invaluable throughout the entire process. She conducted herself with the utmost professionalism while also making us feel genuinely supported, as though we were family. We would highly recommend her to any prospective buyers or sellers seeking a dedicated and knowledgeable real estate professional.”
Berkshire Hathaway HomeServices Chicago
“Our house could be considered high end property in the neighborhood. Cinny worked hard to get it under the contract in a week and sold our house a little over a month. We are happy about the result. During the process, there were ups and downs which made us nervious. Cinny listened to our concerns and gave us professional advice.”
Century 21 Realty Associates
“Heather Bejda was a great help in our relocation from outside Philadelphia, PA to Oswego, IL. Ms. Bejda had great knowledge of the area and market. She provided excellent help, guidence and service. Would strongly recommend contacting Ms. Bejda if you are planning on relocating or purchasing property in the Naperville, IL area.”
Berkshire Hathaway HomeServices Chicago
“Our experience with Laura was excellent. From the moment we reached out to her everything moved forward quickly. As a first-time seller, I felt comfortable throughout the entire process thanks to Laura's knowledge, accessibility, and responsiveness. She also took the time to understand and cater towards our specific needs. I would highly recommend Laura.”
Berkshire Hathaway Homeservices
“Dayana is the realtor for the buyer looking to purchase in a seller's market. Her expertise was the key to our acquiring the property we now own. From showing us various properties, to continually checking in with us, to putting together a competitive and timely offer, to connecting us with a good attorney, to negotiating the terms of the contract, and otherwise guiding us through the process, Dayana was the best. Thank you Dayana!”
CENTURY 21 Affiliated
“Shawn is a perfect example of everything a new homeowner could want in a realtor. He's patient, informative and passionate about helping you find the right home. Shawn goes the extra mile in preparing detailed documents on every listing you visit and has a vast knowledge of property pros and cons. You also know you'll get a honest and trustworthy professional at your side when you work with him. I can't recommend Shawn enough!”
Berkshire Hathaway HomeServices
“Brittany was wonderful to work with. I always felt like she was trying to help me get the house I wanted. It did not feel like she just wanted to sell me the first house to be done.”
Compass
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”
REALTY OF AMERICA
“Robert was wonderful to work with as we navigated buying our first home. He gave us clear direction, was an incredible advocate for us, and prioritized our best interest. He was also extremely communicative and encouraged our questions and feedback. We would recommend him to anyone looking to buy a home!”
Keller Williams Platinum Partners
“Renee O'Brien was very understanding, helpful, and kind .... knowledgable in the house situation and problem solving to move the sale along swiftly...”
Keller Williams North Shore West
“Before using Jeffry as my agent, I had looked at several homes with 3 other agents for almost a year. Within 2 months of working with Jeffry, we found the home that I had been looking for and was the perfect fit.”
Berkshire Hathaway Home Services Chicago
“John Campobasso was great to work with in selling our unit. He was professional, knowledgeable, and guided us through every step of the process. We really appreciated how upfront and straightforward he was. He always gave us honest feedback and clear expectations. He made the whole experience feel smooth and much less stressful than we anticipated. We’re so glad we worked with him and would definitely recommend his services to anyone looking to buy or sell.”
Keller Williams Thrive Realty
“Great agent - professional, communicative, and results driven. I would highly recommend Steven to anyone buying or selling a home.”
RE/MAX Suburban
“I highly recommend Emir Vulic as a real estate agent. He is incredibly professional, kind, and truly cares about his clients. Emir always provided personalized attention, great market advice, and made sure every decision was in my best interest. He was responsive, trustworthy, and a pleasure to work with throughout the entire process. I’m very grateful for his guidance and would not hesitate to work with him again.”
Owners.com
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. 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 Realtor® or real estate agent today.
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