Gillespie, IL Homes

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  /21

  $399,900

  • Land
  • 2.44 Acres
  • $163,893 per Acre

  2630 Staunton Rd, Gillespie, IL 62033

  2.44 acres of land along St Rt 4 formerly Toni's Family Restaurant. This property has a lot to offer! Large parking area. Seating for approximately 150. Banquet room. 4200 sq feet building. Seller is offering a lease option.

  Gary Niemeier Legacy Realty & Auction LLC

  2630 Staunton Rd, Gillespie, IL 62033
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  /30

  $150,000 Sold Mar 07, 2025

  708 Springfield Rd, Gillespie, IL 62033

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Below List Price
  • $125/SF
  • 31 Days On Market

  Current Estimated Value $160,582

  Last Listing Agent Mark Roberts RE/MAX Alliance

  708 Springfield Rd, Gillespie, IL 62033
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  /36

  Est $121,115 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,810 Sq Ft

  10120 Mathis Ln, Gillespie, IL 62033

  10120 Mathis Ln, Gillespie, IL 62033
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  /2

  $9,500

  • Land
  • 0.55 Acre
  • $17,383 per Acre

  365 Dorsey Rd, Gillespie, IL 62033

  .55 Acre lot in Macoupin County.

  Henry Torn ListWithFreedom.com

  365 Dorsey Rd, Gillespie, IL 62033
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  /26

  $53,000 Sold Oct 01, 2025

  422 E Elm St, Gillespie, IL 62033

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1915

  Last Sold Summary

  • 29% Below List Price
  • $46/SF
  • 27 Days On Market

  Current Estimated Value $60,744

  Last Listing Agent Kari Vann Century 21 Reid Baugher Realty

  422 E Elm St, Gillespie, IL 62033
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  /33

  Est $232,076 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  304 E Spruce St, Gillespie, IL 62033

  304 E Spruce St, Gillespie, IL 62033
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  /31

  $149,000

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  210 Fulton St, Gillespie, IL 62033

  Charming 3-Bed, 2-Bath Ranch on Double Corner Lot – Fully Remodeled!Welcome home to this beautifully remodeled 3-bedroom, 2-bath ranch, perfectly situated on a spacious double corner lot. This cozy yet surprisingly spacious home has been completely updated from top to bottom with modern finishes and thoughtful details throughout. Step inside to discover a brand-new kitchen featuring custom

  Michael Bellovich RE/MAX Alliance

  210 Fulton St, Gillespie, IL 62033
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  /14

  $62,500 Sold Sep 03, 2025

  1103 Madison St, Gillespie, IL 62033

  • 2 Beds
  • 1 Bath
  • 874 Sq Ft

  Last Sold Summary

  • 22% Below List Price
  • $72/SF
  • 326 Days On Market

  Current Estimated Value $71,325

  Last Listing Agent Matthew Cisler Cisler & Associates Real Estate

  1103 Madison St, Gillespie, IL 62033
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  /17

  Est $102,812 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,524 Sq Ft

  10214 Columbey Dr, Gillespie, IL 62033

  10214 Columbey Dr, Gillespie, IL 62033
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  /11

  $121,500 Pre-Foreclosure

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft

  208 Henrietta St, Gillespie, IL 62033

  Welcome to your new home!!! This beautifully maintained 2 bedroom, 1 bath 1134 square foot brick home has been waiting for you!! A fenced in backyard with patio space for that outdoor comfort!! A large detached 2 car garage offers great parking out of the elements as well as great space for hobbies! Plenty of storage in the garage to make the most of your space in the home!! Main floor laundry

  Scott Schardan Cisler & Associates Real Estate

  208 Henrietta St, Gillespie, IL 62033
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  /20

  $148,000 Sold Nov 19, 2025

  708 Madison St, Gillespie, IL 62033

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Built 1950

  Last Sold Summary

  • 18% Below List Price
  • $125/SF
  • 125 Days On Market

  Last Listing Agent Mike Mihelcic RE/MAX Alliance

  708 Madison St, Gillespie, IL 62033
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  /37

  Est $148,136 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1202 Jane Dr, Gillespie, IL 62033

  1202 Jane Dr, Gillespie, IL 62033
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  /4

  $27,000

  • Land
  • 0.15 Acre
  • $176,240 per Acre

  302 E Elm St, Gillespie, IL 62033

  Ready to build your dream?? This 44.5 x 150 vacant lot is your canvas! With utilities available on site, now is the perfect opportunity to start planning your dream property!! Call your favorite agent today to schedule a showing before it’s too late!!

  Scott Schardan Cisler & Associates Real Estate

  302 E Elm St, Gillespie, IL 62033
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  /32

  $194,000 Sold Sep 30, 2025

  715 Clinton St, Gillespie, IL 62033

  • 4 Beds
  • 1.5 Baths
  • 1,555 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $125/SF
  • 3 Days On Market

  Last Listing Agent Michael Bellovich RE/MAX Alliance

  715 Clinton St, Gillespie, IL 62033
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  /23

  Est $209,219 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  200 Lorraine Dr, Gillespie, IL 62033

  200 Lorraine Dr, Gillespie, IL 62033
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  /13

  $10,000

  • Land
  • 0.51 Acre
  • $19,429 per Acre

  509 E Wilson Ave, Gillespie, IL 62033

  Wooded lots total of 1.189 acres to build or hobbies. There is a small creek and lots of trees! Lots of possibilities for this! Check it out!

  Amy Sujanani RE/MAX Alliance

  509 E Wilson Ave, Gillespie, IL 62033
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  /10

  $130,000 Sold Jan 09, 2026

  211 Edgar St, Gillespie, IL 62033

  • 3 Beds
  • 3 Baths
  • 1,384 Sq Ft
  • Built 1975

  Last Sold Summary

  • 13% Below List Price
  • $94/SF
  • 133 Days On Market

  Last Listing Agent Scott Schardan Cisler & Associates Real Estate

  211 Edgar St, Gillespie, IL 62033
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  /40

  Est $297,043 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,015 Sq Ft

  1310 Jane Dr, Gillespie, IL 62033

  1310 Jane Dr, Gillespie, IL 62033
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  /31

  $50,000

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft

  709 1st St, Gillespie, IL 62033

  Discover the potential in this charming two-bedroom home. This property offers the perfect opportunity to customize a living space to your taste.Upon entry, you're greeted by a spacious, enclosed front porch that leads into a generous living room, featuring beautiful woodwork throughout. The kitchen provides ample cabinet space and includes a comfortable dining area. Upstairs, two bedrooms

  Kari Vann Century 21 Reid Baugher Realty

  709 1st St, Gillespie, IL 62033
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  /6

  $33,500 Sold Sep 29, 2025

  16 State Route, Gillespie, IL 62033

  • Land
  • 1.5 Acres
  • $22,333 per Acre

  Last Sold Summary

  • 235% Above List Price
  • 17 Days On Market

  Last Listing Agent Adam Jokisch Adams Auction & Real Estate Services Inc.

  16 State Route, Gillespie, IL 62033
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  /25

  Est $126,738 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,147 Sq Ft

  1200 Jane Dr, Gillespie, IL 62033

  1200 Jane Dr, Gillespie, IL 62033
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  /12

  $36,500 Pending

  • 2 Beds
  • 1 Bath
  • 1,309 Sq Ft

  622 Francis St, Gillespie, IL 62033

  Great investment property or first-time home! Partially redone, so you can add your own touches to the home for finishing. Please call or text agent with any questions. Priced to sell quick with repairs and updates in mind. SELLING AS-IS. Seller to make no repairs.

  Carlee Stanley eXp Realty

  622 Francis St, Gillespie, IL 62033
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  /38

  $129,000 Sold Mar 04, 2025

  813 Francis St, Gillespie, IL 62033

  • 2 Beds
  • 1 Bath
  • 813 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $159/SF
  • 94 Days On Market

  Current Estimated Value $138,890

  Last Listing Agent Megan Wiegand Coldwell Banker Brown Realtors

  813 Francis St, Gillespie, IL 62033
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  /35

  Est $209,993 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,212 Sq Ft

  713 Plum St, Gillespie, IL 62033

  713 Plum St, Gillespie, IL 62033
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  /21

  $179,000

  • 3 Beds
  • 2 Baths
  • 2,759 Sq Ft

  301 Montgomery St, Gillespie, IL 62033

  Very motivated seller that has made many recent updates and repairs! Check out this corner lot home in Gillespie that has space galore for the growing family including 3 beds on the main level and three large bonus rooms on the second level for a potential for 3 more bedrooms! Also offers 2 full baths, a large family room with fireplace, a full partially finished basement, a large, covered deck

  Amy Kline GOODMAN AGENCY INC

  301 Montgomery St, Gillespie, IL 62033
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  /17

  $146,385 Sold Feb 25, 2025

  600 W Wilson Ave, Gillespie, IL 62033

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1996

  Last Sold Summary

  • 18% Below List Price
  • $122/SF
  • 136 Days On Market

  Current Estimated Value $148,083

  Last Listing Agent Jon Daugherty Cisler & Associates Real Estate

  600 W Wilson Ave, Gillespie, IL 62033
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  /19

  Est $126,450 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  701 W Oak St, Gillespie, IL 62033

  

  701 W Oak St, Gillespie, IL 62033
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  /65

  $329,000

  • 3 Beds
  • 2.5 Baths
  • 2,887 Sq Ft

  610 Rotary St, Gillespie, IL 62033

  Tucked into a gentle hillside, this inviting brick home offers comfort, space, and a scenic setting to enjoyevery day. With 3 bedrooms and 3 bathrooms, plus both a living room and a family room, there’splenty of room to gather with loved ones or spread out when you need a little quiet time. The home sitson 8 lots, giving you extra outdoor space for gardening, play, or simply relaxing

  Jonathan Griffel Century 21 Reid Baugher Realty

  610 Rotary St, Gillespie, IL 62033
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  /33

  $117,000 Sold Jul 08, 2025

  15222 Circle Dr, Gillespie, IL 62033

  • 3 Beds
  • 1.5 Baths
  • 1,810 Sq Ft
  • Built 1950

  Last Sold Summary

  • 33% Below List Price
  • $65/SF
  • 32 Days On Market

  Last Listing Agent Barry Schulhofer Strano & Associates

  15222 Circle Dr, Gillespie, IL 62033
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  /24

  Est $116,118 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,311 Sq Ft

  614 W Maple St, Gillespie, IL 62033

  614 W Maple St, Gillespie, IL 62033
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  /29

  $84,000

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  10970 Cordum Ave, Gillespie, IL 62033

  New to the market !! Are you looking for an affordable property that can be turned into your own hobby farm? Or perhaps you want to escape from the noise of intown and enjoy a more quiet life style. Then this is the property for you. This property boasts nearly two acres of land that has plenty of space for a pasture. Additionally a barn is also already provided for your new property. The home

  Jon Daugherty Cisler & Associates Real Estate

  10970 Cordum Ave, Gillespie, IL 62033
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  /32

  $129,000 Sold Dec 16, 2025

  301 Park Ave, Gillespie, IL 62033

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1945

  Last Sold Summary

  • 17% Below List Price
  • $78/SF
  • 32 Days On Market

  Last Listing Agent Michael Bellovich RE/MAX Alliance

  301 Park Ave, Gillespie, IL 62033
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  /18

  Est $118,247 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  714 Springfield Rd, Gillespie, IL 62033

  714 Springfield Rd, Gillespie, IL 62033
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  /26

  $47,900

  • 2 Beds
  • 1.5 Baths
  • 1,081 Sq Ft

  418 E Elm St, Gillespie, IL 62033

  This property offers tremendous potential as it is currently being transformed back into a residential property. This charming two-bedroom home is ready for its new owners to shape it into their dream home. The flexible floor plan allows it to function as a two-bedroom residence or be easily configured into a spacious one-bedroom home. This property used to be a commercial property and might be

  Kari Vann Century 21 Reid Baugher Realty

  418 E Elm St, Gillespie, IL 62033
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  /28

  $146,040 Sold Oct 10, 2025

  309 W Chestnut St, Gillespie, IL 62033

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $97/SF
  • 1 Day On Market

  Current Estimated Value $144,265

  Last Listing Agent Shelly Niemeier Legacy Realty & Auction, Llc

  309 W Chestnut St, Gillespie, IL 62033
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  /25

  Est $151,217 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  400 Dorsey Rd, Gillespie, IL 62033

  400 Dorsey Rd, Gillespie, IL 62033
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  /25

  $105,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  506 W Walnut St, Gillespie, IL 62033

  Welcome to this charming 2-bedroom, 1-bath home. From the moment you step inside, you'll fall in love with the character and warmth this home offers. The spacious living room and bedrooms boast beautiful original wood floors, an eye-catching exposed brick column, and tall ceilings that create an open feeling throughout. The front bay window floods the living space with natural light, making it

  Matt Garrison The Real Estate Group, Inc.

  

  506 W Walnut St, Gillespie, IL 62033
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  /20

  $140,000 Sold Oct 07, 2025

  14836 Route 138, Gillespie, IL 62033

  • Land
  • 13.75 Acres
  • $10,182 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 6 Days On Market

  Current Estimated Value $161,700

  Last Listing Agent Jared Childress Market Pro Realty, Inc

  14836 Route 138, Gillespie, IL 62033
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  /20

  Est $95,021 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  390 Dorsey Rd, Gillespie, IL 62033

  390 Dorsey Rd, Gillespie, IL 62033
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  /30

  $79,900

  • 2 Beds
  • 1 Bath
  • 1,700 Sq Ft

  601 Biddle St, Gillespie, IL 62033

  Step into this inviting home offering a surprising amount of space, and flexible living areas. From the enclosed front sunroom that welcomes you inside to the comfortable living and dining rooms, this home blends charm with functionality. The eat-in kitchen provides plenty of room to gather and includes essential appliances plus convenient laundry hookups. A large sunken family room expands your

  Mark Harman Tarrant and Harman Real Estate and Auction Co

  601 Biddle St, Gillespie, IL 62033

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