Homes for Sale in Gillespie, IL (62033)

Browse every active MARIS IDX listing in Gillespie, IL (zip code 62033). Updated every 15 minutes from MLS Grid. Currently showing 21 active IDX listings.

21 active listings updated every 5 minutes

Featured Listings

 410 Henry Street, Gillespie, IL, 62033
Active
MLS#26025324

$150,000

410 Henry Street, Gillespie, IL, 62033

  • 3 Bed

  • 1 Bath

  • 0 Sqft

Welcome to this charming 3-bedroom, 1-bath home featuring modern updates and inviting outdoor space. The remodeled kitchen and bathroom offer stylish finishes...

View Details
390 Dorsey Road, Gillespie, IL, 62033
Active
MLS#26048994

$79,999

390 Dorsey Road, Gillespie, IL, 62033

  • 2 Bed

  • 2 Bath

  • 900 Sqft

This partially renovated 2-bedroom, 2-bathroom ranch-style home was built in 1990 and sits on a 0.1722-acre lot. Exterior features include vinyl siding, a metal...

View Details
302 E Elm Street, Gillespie, IL, 62033
Active
MLS#26028380

$7,000

302 E Elm Street, Gillespie, IL, 62033

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Nice corner lot on main route in Gillespie. Easy access to shopping, downtown and schools. Lot is ready for construction.

View Details
1005 S Macoupin Street, Gillespie, IL, 62033
Active
MLS#26033642

$85,000

1005 S Macoupin Street, Gillespie, IL, 62033

  • 2 Bed

  • 1 Bath

  • 1,200 Sqft

This two story bungalow on corner lot with some fencing and large yard for gardening. Inside you will find an open living room with big picture window and open...

View Details
602 Staunton Road, Gillespie, IL, 62033
Active
MLS#26061647

$1

602 Staunton Road, Gillespie, IL, 62033

  • 3 Bed

  • 1 Bath

  • 0 Sqft

This property is now active in an online auction. All offers must be submitted through the property's listing page on www.auction.com. Auction starts 9/13/2026...

View Details
210 Springfield Road, Gillespie, IL, 62033
Active
MLS#26052258

$100,000

210 Springfield Road, Gillespie, IL, 62033

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Freshly Remodeled. Perfectly Positioned. Ready for Your Vision! Opportunity awaits in this freshly remodeled commercial building located on a highly visible cor...

View Details
201 Southern Street, Gillespie, IL, 62033
Active
MLS#26027568

$5,000

201 Southern Street, Gillespie, IL, 62033

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Cleared ready to build on residential lot in Gillespie off Route 4. Land is flat and cleared and on large corner lot.

View Details
TBD Maple & Clinton, Gillespie, IL, 62033
Active
MLS#26032477

$5,000

TBD Maple & Clinton, Gillespie, IL, 62033

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Great opportunity to build! These two adjoining residential lots include a corner lot plus the neighboring parcel, offering extra space and flexibility for your...

View Details
206 W Spruce Street, Gillespie, IL, 62033
Active
MLS#26049725

$299,900

206 W Spruce Street, Gillespie, IL, 62033

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Looking for an opportunity to own your own business? This versatile commercial property is packed with potential and offers multiple revenue streams all under o...

View Details
106 W Henry Street, Gillespie, IL, 62033
Active
MLS#26048542

$239,000

106 W Henry Street, Gillespie, IL, 62033

  • 4 Bed

  • 2 Bath

  • 1,650 Sqft

Welcome to this beautifully renovated 4-bedroom, 2-bathroom home, where modern design meets functionality. As you enter, you're greeted by a spacious living roo...

View Details
504 E Walnut Street, Gillespie, IL, 62033
Active
MLS#26047275

$85,000

504 E Walnut Street, Gillespie, IL, 62033

  • 3 Bed

  • 1 Bath

  • 1,456 Sqft

Welcome to this charming 3-bedroom, 1-bath home offering comfortable living space in the heart of Gillespie. The functional floor plan provides inviting living...

View Details
414 E Wilson Avenue, Gillespie, IL, 62033
Active
MLS#26055107

$100,000

414 E Wilson Avenue, Gillespie, IL, 62033

  • 2 Bed

  • 1 Bath

  • 1,600 Sqft

Welcome Home! This 2 bed, 1 bath has an addition 2 rooms upstairs that can be used as non-traditional bedrooms, giving you the possibility of 4 bedrooms in this...

View Details
418 E Elm Street, Gillespie, IL, 62033
Active
MLS#26061900

$39,900

418 E Elm Street, Gillespie, IL, 62033

  • 2 Bed

  • 1 Bath

  • 1,081 Sqft

Solid opportunity for a buyer ready to put in some sweat equity. Updated electrical work and new pex water lines already done. This 2-bedroom, 1-bath home has g...

View Details
1405 Madison Street, Gillespie, IL, 62033
Active Under Contract
MLS#26054951

$169,000

1405 Madison Street, Gillespie, IL, 62033

  • 3 Bed

  • 1 Bath

  • 1,200 Sqft

Great Location • Double Lot • Move-In Ready Ranch Welcome home to this move-in-ready 3-bedroom ranch nestled on a spacious double lot! This property offers plen...

View Details
314 S Macoupin Street, Gillespie, IL, 62033
Active Under Contract
MLS#25051146

$39,500

314 S Macoupin Street, Gillespie, IL, 62033

  • 0 Bed

  • 0 Bath

  • 0 Sqft

Prime Storefront Opportunity – Move-In Ready! Discover endless potential in this charming brick commercial building located in a high-traffic, sought-after loca...

View Details
406 S Jersey Street, Gillespie, IL, 62033
Active Under Contract
MLS#26055352

$79,900

406 S Jersey Street, Gillespie, IL, 62033

  • 2 Bed

  • 1 Bath

  • 995 Sqft

Don't miss this charming 2-bedroom, 1-bath home offering comfortable living and plenty of potential! The home features a functional one-level layout with two be...

View Details
1001 S Macoupin Street, Gillespie, IL, 62033
Active Under Contract
MLS#26037140

$112,000

1001 S Macoupin Street, Gillespie, IL, 62033

  • 2 Bed

  • 1 Bath

  • 1,135 Sqft

Very well maintained 2 bedroom, 1 bath home has had extensive renovations in 2021. Home has lots of windows providing an abundance of natural light. Kitchen inc...

View Details
800 Spring Street, Gillespie, IL, 62033
Active Under Contract
MLS#26051395

$314,900

800 Spring Street, Gillespie, IL, 62033

  • 3 Bed

  • 2 Bath

  • 1,900 Sqft

Private Acreage Living in the Heart of the City Discover the best of both worlds with this 3-bedroom, 2-full-bath home situated on 1.2 pristine acres within cit...

View Details
13844 Rock Road, Gillespie, IL, 62033
Active Under Contract
MLS#25068785

$425,000

13844 Rock Road, Gillespie, IL, 62033

  • 4 Bed

  • 3 Bath

  • 2,620 Sqft

*** Home is still available! There’s a 24-hour kick-out in place, so don’t miss your chance to make this one yours and be sure to view the Virtual Tour!!! ***...

View Details
411 E CHESTNUT, Gillespie, IL, 62033
Pending
MLS#26046141

$110,000

411 E CHESTNUT, Gillespie, IL, 62033

  • 2 Bed

  • 2 Bath

  • 816 Sqft

Welcome to 411 E. Chestnut Street in Gillespie, Illinois—a place where you’ll have room to spread out, relax, and truly enjoy home. Imagine sipping your mornin...

View Details
701 E Chestnut Street, Gillespie, IL, 62033
Pending
MLS#26029859

$159,500

701 E Chestnut Street, Gillespie, IL, 62033

  • 2 Bed

  • 1 Bath

  • 1,050 Sqft

Check out this charming home on a corner lot, fenced in back yard, and an inground pool for relaxing on those hot summer evenings. The owner has devoted a consi...

View Details
See All Homes for Sale in Gillespie, IL (62033) →

About Gillespie, IL (62033)

Gillespie, Illinois (zip code 62033) is located in Macoupin County, roughly 60 miles north of St. Louis in the heart of southwestern Illinois. The area has a small-town character with a mix of rural acreage and modest residential neighborhoods, making it attractive to buyers seeking affordability and space away from urban density while still maintaining reasonable access to the St. Louis metro region.

Buyers relocating to 62033 should expect a quieter, agricultural community with lower cost of living compared to the St. Louis area. The zip code offers a blend of country living and small-town convenience, though amenities and services are more limited than suburban St. Louis neighborhoods.

Market Overview

The 62033 zip code market is highly affordable, with active and coming-soon listings ranging from $5,000 to $360,000. The market is dominated by modest single-family homes and rural properties, appealing primarily to value-conscious buyers, investors, and those seeking acreage or fixer-upper opportunities. This is a slower-moving market compared to the St. Louis metro, with longer holding times and less competition between buyers.

Schools

Schools in this area include several districts within Macoupin County -- check with the listing agent for the specific school assignment for any address.

Neighborhoods & Subdivisions

Properties in 62033 span a variety of settings, including established subdivisions like Whispering Oaks, Kimberly Estates, and H W Rices Sub, as well as numerous smaller additions such as Behrens Sub, Isaacs Sub, and Carltons Sub. Many listings are also on unplatted or rural land outside formal subdivisions, reflecting the mix of organized residential areas and open country that characterizes Gillespie.

About Macoupin-IL County

Zip code 62033 is located in Macoupin-IL County. Refine your search by price, beds, baths and more using the filters above the listings grid.

Communities and Cities Within

Gillespie

Local agents who actually know Gillespie, IL (62033)

StLouisRealEstate.com is run by Guerrilla Brokers, LLC -- a locally owned brokerage serving the St Louis region. When you reach out from a listing, you talk to a local REALTOR ®, not a national call center.

Call 866.STL.MLS1
StLouisRealEstate.com The authoritative site for all things St. Louis real estate
Homes for Sale by Area
Thinking of Selling
Property Types

Disclaimer: Listings courtesy of MARIS MLS as distributed by MLS GRID. The information on this site is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information contained herein is deemed reliable but is not guaranteed by MLS GRID, MARIS, Guerrilla Brokers, LLC or the owner of this website. The listing information shown herein is based on information submitted to the MLS GRID as of 09/28/2026 08:00 PM. All data is obtained from various sources and may not have been verified by MLS GRID, MARIS, Guerrilla Brokers, LLC or the owner of this website. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

© 2026 StLouisRealEstate.com · Guerrilla Brokers, LLC. All rights reserved.