Movoto Real Estate

Gillespie High School Zone Homes For Sale

35 Homes
 
602 Staunton Rd, Gillespie, IL 62033
  • $1
  • 3Bd
  • 1Ba
  • 1,160 Sq Ft
New 4 Days
418 Elm St, Gillespie, IL 62033
  • $39,900
  • 2Bd
  • 1Ba
  • 1,081 Sq Ft
New 6 Days
100 Fisher Ave, Sawyerville, IL 62085
  • $264,000
  • 5Bd
  • 2Ba
  • 2,501 Sq Ft
New 6 Days
Quarry Road, Gillespie, IL 62033
  • $10,500
11720 Catatoga Dr, Plainview, IL 62685
  • $280,000
  • 3Bd
  • 1Ba
  • 1,632 Sq Ft
700 N Main St, Benld, IL 62009
  • $25,000
  • 2Bd
  • 1Ba
  • 1,100 Sq Ft
406 S Jersey St, Gillespie, IL 62033
  • $79,900
  • 2Bd
  • 1Ba
  • 995 Sq Ft
112 Schmidt St, Wilsonville, IL 62093
  • $215,000
  • 5Bd
  • 4Ba
  • 2,000 Sq Ft
$4.9K
101 Mor St, Wilsonville, IL 62093
  • $149,900
  • 3Bd
  • 1Ba
  • 1,012 Sq Ft
206 S 2nd St, Benld, IL 62009
  • $25,000
  • 1Bd
  • 1Ba
  • 972 Sq Ft
116 Marcia, Wilsonville, IL 62093
  • $63,000
  • 2Bd
  • 1Ba
  • 1,034 Sq Ft
507 S 2nd St, Benld, IL 62009
  • $50,000
  • 5Bd
  • 2Ba
  • 1,900 Sq Ft
414 E Wilson Ave, Gillespie, IL 62033
  • $100,000
  • 2Bd
  • 1Ba
  • 1,600 Sq Ft
604 N 4th St, Benld, IL 62009
  • $150,000
  • 2Bd
  • 1Ba
  • 1,137 Sq Ft
10949 Clearwater Ln, Plainview, IL 62685
  • $400,000
  • 4Bd
  • 3Ba
  • 2,193 Sq Ft
800 Spring St, Gillespie, IL 62033
  • $314,900
  • 3Bd
  • 2Ba
  • 1,900 Sq Ft
390 Dorsey Rd, Gillespie, IL 62033
  • $79,999
  • 2Bd
  • 2Ba
  • 900 Sq Ft
106 W Henry St, Gillespie, IL 62033
  • $239,000
  • 4Bd
  • 2Ba
  • 1,650 Sq Ft
$10K
504 E Walnut St, Gillespie, IL 62033
  • $85,000
  • 3Bd
  • 1Ba
  • 1,456 Sq Ft
$5K
411 E Chestnut, Gillespie, IL 62033
  • $110,000
  • 2Bd
  • 2Ba
  • 816 Sq Ft
1001 S Macoupin St, Gillespie, IL 62033
  • $112,000
  • 2Bd
  • 1Ba
  • 1,135 Sq Ft
105 Wilcox, Sawyerville, IL 62085
  • $124,000
  • 3Bd
  • 1Ba
  • 1,000 Sq Ft
210 N 4th St, Benld, IL 62009
  • $83,500
  • 2Bd
  • 1Ba
  • 1,550 Sq Ft
$10K
1005 S Macoupin St, Gillespie, IL 62033
  • $85,000
  • 2Bd
  • 1Ba
  • 1,200 Sq Ft
$4K
tbd Maple Clinton, Gillespie, IL 62033
  • $5,000
  • 0.17 Acre
701 E Chestnut St, Gillespie, IL 62033
  • $159,500
  • 2Bd
  • 1Ba
  • 1,050 Sq Ft
302 Elm St, Gillespie, IL 62033
  • $7,000
  • 0.15 Acre
305 Mine Rd, Sawyerville, IL 62085
  • $47,500
  • 2Bd
  • 1Ba
  • 1,026 Sq Ft
$7.4K
201 Southern St, Gillespie, IL 62033
  • $5,000
  • 0.3 Acre
$7.5K
410 Henry St, Gillespie, IL 62033
  • $150,000
  • 3Bd
  • 1Ba
  • 1,376 Sq Ft
tbd Lot 37, Wilsonville, IL 62093
  • $22,500
  • 0.93 Acre
tbd Helmuth, Wilsonville, IL 62093
  • $7,500
  • 0.42 Acre
109 Maple St, Benld, IL 62009
  • $190,000
  • 3Bd
  • 2Ba
  • 2,828 Sq Ft
tbd S 8th, Benld, IL 62009
  • $184,900
  • 7.9 Acre
$5K
416 Pfahler St, Sawyerville, IL 62085
  • $525,000
  • 3Bd
  • 3Ba
  • 2,565 Sq Ft
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1 - 35 of 35 Homes for sale in Gillespie, IL
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Gillespie, IL real estate market trends

Statistics as of October 2026
$110K
Avg. list price
$98/Sqft
Avg. price/sqft
16
Homes for sale
1,180 Sqft
Avg. home size
60 Days
Avg. days on market
Movoto makes it easy to track market trends in Gillespie, IL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Gillespie, IL?

Gillespie Houses for Sale

Nestled in the heart of Macoupin County, Gillespie, Illinois, is a hidden gem that exudes small-town charm and a friendly community atmosphere. If you're considering a move where the living is easy and the neighborhoods are quaint, Gillespie might just be the perfect place for you to call home.
With 14 beautiful houses currently available on Movoto, Gillespie offers a variety of real estate options, whether you're seeking a cozy starter home or planning to settle into something more expansive. The median listing price here is an attractive $159,900, with a price per square foot at $89, allowing homebuyers to maximize their investment without breaking the bank.
Gillespie's real estate market is characterized by its timeless appeal, with properties averaging 101 days on the market. This provides potential buyers ample time to explore the community and find the ideal fit for their lifestyle. In the past month, three homes have exchanged hands, a testament to the growing interest in this welcoming locale.
But Gillespie is more than just a real estate opportunity; it's a community rooted in rich history and vibrant living. Education is a top priority, evidenced by the well-regarded Gillespie Community Unit School District #7, which offers quality education and a variety of extracurricular programs to support a well-rounded student experience.
When it comes to weather, residents enjoy a classic Midwest climate with warm summers and crisp, picturesque winters—the kind perfect for building snowmen or taking leisurely summer strolls. The city's convenient location provides access to a range of employment opportunities, with larger cities like St. Louis only a short drive away, offering expansive career prospects while allowing you to return to the peacefulness of small-town life.
Gillespie's cityscape is dotted with local businesses that add to the town's allure. Quaint cafes, charming boutiques, and family-owned restaurants reflect the unique character of this area. A strong sense of community is present in every corner, from the friendly hellos at the local grocery store to weekend farmers markets where residents and visitors alike gather, partake in local produce, and engage in lively conversation.
Neighborhoods here are marked by tree-lined streets and well-kept homes—a testament to the pride residents take in their community. With its blend of affordability, community spirit, and easy access to larger urban centers, Gillespie stands out as an excellent choice for anyone looking to enjoy the best of both worlds.
Whether you're drawn by the prospects of a new home with attractive market dynamics or the desire to be part of a welcoming community rich in opportunities for connection and growth, Gillespie holds a promise of a vibrant future for its residents. Explore the current listings on Movoto to find your perfect home and become a part of this wonderfully dynamic community.
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Frequently Asked Questions about Real Estate in Gillespie, IL

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