18

Gillespie, IL Homes for Sale

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  • /2

    $5,000

    • Land
    • 7,501 Sq Ft
    • $29,036 per Acre

    TBD Maple & Clinton, Gillespie, IL 62033

    Great opportunity to build! These two adjoining residential lots include a corner lot plus the neighboring parcel, offering extra space and flexibility for your future plans. Relatively flat and ready for development with plenty of room for a custom home, garage, or additional outdoor space. Convenient location with endless potential!

    Agent Photo

    Kimberly Hunt

    360 Prime Realty Group, LLC

    TBD Maple & Clinton, Gillespie, IL 62033
  • /178

    $2,232,036

    • Land
    • 268.92 Acres
    • $8,300 per Acre

    000 Walker Rd, Gillespie, IL 62033

    This amazing Macoupin County property has been cared for greatly by its current owner for over 10 years. This one is keyed up, ready to go and has the history to prove it. The trail system, food plots, ponds, stands, and income have all been established on this property. Pulling down the locked remote lane, you are greeted with an impressive pond full of bluegill, bass and crappie. Next to the

    Joe Cebuhar Whitetail Properties Real Estate

    000 Walker Rd, Gillespie, IL 62033
  • /26

    $79,999

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    390 Dorsey Rd, Gillespie, IL 62033

    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 roof installed in 2023, and a private backyard with a rear deck installed in 2023 and distinctive metal fencing installed in 2024. A long covered front porch welcomes you into a bright, open main living area. Large front windows bring in

    Amy Quarton Tarrant and Harman Real Estate and Auction Co

    390 Dorsey Rd, Gillespie, IL 62033
  • /51

    $159,500

    Open Fri 4:30PM - 6:30PM $16K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft

    701 E Chestnut St, Gillespie, IL 62033

    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 considerable amount of time for improvements, which include a new roof in 2023, remodeled bath, newer flooring and extensive work on the detached garage. This 2 bed, 1 bath home maintains much of the original charm but with modern day

    Steve Mcgartland Tarrant and Harman Real Estate and Auction Co

    701 E Chestnut St, Gillespie, IL 62033
  • /15

    $85,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft

    504 E Walnut St, Gillespie, IL 62033

    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 areas with abundant natural light and a layout designed for everyday living and entertaining. The kitchen offers ample cabinet and workspace, while the bedrooms provide flexibility for a variety of needs, including guest accommodations, a

    John Blasingame Keller Williams Marquee

    504 E Walnut St, Gillespie, IL 62033
  • /30

    $239,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft

    106 Henry St, Gillespie, IL 62033

    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 room and dining room combo, offering an open and airy feel—ideal for both relaxing and entertaining. The large, flexible layout provides ample space for family gatherings and hosting guests. The expansive master bedroom features a private,

    Mark Roberts RE/MAX Alliance

    106 Henry St, Gillespie, IL 62033
  • /3

    $10,000

    $5K PRICE DROP
    • Land
    • 8,712 Sq Ft
    • $50,000 per Acre

    305 Shelby St, Gillespie, IL 62033

    Prime corner lot available at 305 Shelby in Gillespie! This well-maintained residential parcel features lush, established grass and a clean layout—making it an ideal setting to build your dream home. Positioned on a desirable corner, located in a quiet neighborhood with a welcoming small-town feel. Utilities available (verify with city), making your building process even smoother. Whether you're

    Melissa Quinones RE/MAX Alliance

    305 Shelby St, Gillespie, IL 62033
  • /21

    $150,000

    • 3 Beds
    • 1 Bath
    • 1,376 Sq Ft

    410 Henry St, Gillespie, IL 62033

    Welcome to this charming 3-bedroom, 1-bath home featuring modern updates and inviting outdoor space. The remodeled kitchen and bathroom offer stylish finishes and a fresh, move-in-ready feel.Step outside to enjoy the covered back patio, perfect for relaxing or entertaining, all within a fenced-in backyard that provides privacy and space for pets or play. The 2-car detached garage adds

    Kylie Dickinson RE/MAX Alliance

    410 Henry St, Gillespie, IL 62033
  • /18

    $100,000

    • 2 Beds
    • 1 Bath
    • 1,600 Sq Ft

    414 E Wilson Ave, Gillespie, IL 62033

    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 1600 square foot home!! Recent updates to ease your mind, including upgrading the water lines, a new roof on the home and garage in 2021, and new central air/ furnace in 2023! Other recent upgrades include a new water heater, bathtub and

    Scott Schardan Cisler & Associates Real Estate

    414 E Wilson Ave, Gillespie, IL 62033
  • /15

    $85,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    1005 S MacOupin St, Gillespie, IL 62033

    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 to kitchen. The kitchen features a breakfast bar and large counter space that opens up to rest of house. The kitchen has large pantry area and includes all appliances. The lower level bedroom features nice closet and convenient to rest of

    Mark Roberts RE/MAX Alliance

    1005 S MacOupin St, Gillespie, IL 62033
  • /19

    $110,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    411 E Chestnut St, Gillespie, IL 62033

    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 morning coffee while overlooking your expansive backyard, watching children play, dogs run, or planning the garden you’ve always wanted. This property includes two lots totaling approximately 0.61 acre, giving you over half an acre of

    Dana Allen Key Estates Realty and Property Management

    411 E Chestnut St, Gillespie, IL 62033
  • /25

    $169,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    1405 Madison St, Gillespie, IL 62033

    Great Location • Double Lot • Move-In Ready RanchWelcome home to this move-in-ready 3-bedroom ranch nestled on a spacious double lot! This property offers plenty of room both inside and out, making it ideal for comfortable living, entertaining, hobbies, and storage.The beautifully remodeled kitchen, updated in 2019, features a stove, refrigerator, and dishwasher that stay with the home.

    Mark Roberts RE/MAX Alliance

    1405 Madison St, Gillespie, IL 62033
  • /15

    $79,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 995 Sq Ft

    406 S Jersey St, Gillespie, IL 62033

    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 bedrooms, a spacious living area, and a kitchen ready for your personal touch. A full unfinished basement provides excellent storage space and the opportunity for additional usable space in the future. Outside, you'll appreciate the

    Avah Jones Cisler & Associates Real Estate

    406 S Jersey St, Gillespie, IL 62033
  • /2

    $7,000

    • Land
    • 6,534 Sq Ft
    • $46,667 per Acre

    302 E Elm St, Gillespie, IL 62033

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

    Mark Roberts RE/MAX Alliance

    302 E Elm St, Gillespie, IL 62033
  • /40

    $314,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    800 Spring St, Gillespie, IL 62033

    Private Acreage Living in the Heart of the CityDiscover the best of both worlds with this 3-bedroom, 2-full-bath home situated on 1.2 pristine acres within city limits. Enjoy the convenience of city living while surrounded by the privacy, peacefulness, and natural beauty of a country setting.The lower level welcomes you from the parking area with a spacious living room that flows into the

    Mark Roberts RE/MAX Alliance

    800 Spring St, Gillespie, IL 62033
  • /26

    $99,900

    $19K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    506 W Walnut St, Gillespie, IL 62033

    We are back!!! The basement has been professionally stabilized, providing a solid foundation, and peace of mind for years to come. Welcome to this charming two bedroom, one bath home in Gillespie, IL on an oversized lot. 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,

    Matt Garrison The Real Estate Group, Inc.

    506 W Walnut St, Gillespie, IL 62033
  • /2

    $5,000

    $8K PRICE DROP
    • Land
    • 13,063 Sq Ft
    • $16,672 per Acre

    201 Southern St, Gillespie, IL 62033

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

    Mark Roberts RE/MAX Alliance

    201 Southern St, Gillespie, IL 62033
  • /38

    $112,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 1,135 Sq Ft

    1001 S MacOupin St, Gillespie, IL 62033

    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 includes center island and a door leading to nice fenced backyard. Detached garage with newly rocked driveway that offers additional parking for two more vehicles. Situated on nice corner lot. The home's foundation was stabilized on 6/9/26.

    Jackie Sumpter Landmark Realty

    1001 S MacOupin St, Gillespie, IL 62033

Gillespie, IL Home Prices

Gillespie, IL
Median Home Price
$144,900
Median Sale Price
$129,500
-2% YoY
Avg. Price per Square Foot
$95
Median Single Family Price
$125,000
Total Active Listings
18 listings
Market Conditions
3 Months of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Gillespie, IL?
Homes for sale in Gillespie, IL have an average home price of $155,250.
How many homes have sold over the last 12 months in Gillespie, IL?
28 homes have sold in Gillespie, IL over the last 12 months.
What is the average household income in Gillespie, IL?
The average household income in Gillespie, IL is $64K.
What are the most popular zip codes in Gillespie, IL?
The most popular zip codes in Gillespie, IL include 62033, 62009, 62069, 62685 and 62056.
How much do you need to make to afford a house in Gillespie?
The median home price in Gillespie is $144,900. If you put a 20% down payment of $29,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $770 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $33K a year to afford the median home price in Gillespie. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Gillespie is $64K.
How are the schools in Gillespie, IL?
Gillespie, IL has highly rated public and private schools. Some of the best schools in Gillespie based on Niche Grades are Ben-Gil Elementary School, Gillespie High School and Gillespie Middle School. Browse all the schools in Gillespie, IL to learn more.
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