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Newest Homes for Sale in Gillespie, IL

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  • 000 Walker Rd, Gillespie, IL 62033
    000 Walker Rd, Gillespie, IL 62033
    000 Walker Rd, 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
  • 709 1st St, Gillespie, IL 62033
    709 1st St, Gillespie, IL 62033
    709 1st St, Gillespie, IL 62033
    /37

    $39,900

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    709 1st St, Gillespie, IL 62033

    Opportunity is knocking with this 2 bed, 2 bath two story home sitting on a spacious lot with a large privacy fenced backyard all just minutes from local baseball fields and the park. Priced at just $39,900, this property offers strong potential for investors or buyers looking to build equity. Inside, you’ll find a surprisingly spacious layout featuring original woodwork, custom wood ceilings,

    Curtis Schalk Cisler & Associates Real Estate

    709 1st St, Gillespie, IL 62033
  • 305 Shelby St, Gillespie, IL 62033
    305 Shelby St, Gillespie, IL 62033
    305 Shelby St, Gillespie, IL 62033
    /3

    $15,000

    • Land
    • 0.2 Acre
    • $75,000 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
  • 705 N MacOupin St, Gillespie, IL 62033
    705 N MacOupin St, Gillespie, IL 62033
    705 N MacOupin St, Gillespie, IL 62033
    /37

    $149,999

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    705 N MacOupin St, Gillespie, IL 62033

    Move-in ready and full of charm, this beautifully redone 3-bedroom home offers space, style, and comfort on a desirable oversized corner lot. Step inside to find pristine original wood work as well as hardwood floors that add warmth and character, complemented by fresh updates throughout, including new carpet, a new roof, newer AC unit, and furnace for peace of mind. The spacious layout features

    Michael Bellovich RE/MAX Alliance

    705 N MacOupin St, Gillespie, IL 62033
  • xxx Tortoise Trail, Gillespie, IL 62033
    xxx Tortoise Trail, Gillespie, IL 62033
    xxx Tortoise Trail, Gillespie, IL 62033
    /5

    $25,000

    • Land
    • 1.15 Acres
    • $21,739 per Acre

    xxx Tortoise Trail, Gillespie, IL 62033

    Build your dream home on this beautiful 1+ acre lot in a prime location. Nestled just outside of town in the desirable Turtle Creek Estates, this property offers the perfect blend of peaceful surroundings and everyday convenience. This exclusive subdivision consists of only 14 homesites, creating a quiet, quaint setting with a sense of privacy and space. The neighborhood welcomes you with a

    Christina Schmitz RE/MAX Alliance

    xxx Tortoise Trail, Gillespie, IL 62033
  • 307 South St, Gillespie, IL 62033
    307 South St, Gillespie, IL 62033
    307 South St, Gillespie, IL 62033
    /23

    $120,000

    • 2 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    307 South St, Gillespie, IL 62033

    Back on Market - No Fault to Seller - this charming home is move-in ready with 2-bedrooms & 1-bathroom —perfect for first-time buyers or those looking to comfortably downsize. Nestled in a welcoming community with many amenities, this home offers the ideal blend of convenience, character, and functionality.Inside, you’ll find original hardwood floors in many of the rooms, adding warmth and

    Agent Photo

    Becky Leach

    Cisler & Associates Real Estate

    (217) 920-0496

    307 South St, Gillespie, IL 62033
  • 208 Henrietta St, Gillespie, IL 62033
    208 Henrietta St, Gillespie, IL 62033
    208 Henrietta St, Gillespie, IL 62033
    /11

    $121,500

    • 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
  • 302 E Elm St, Gillespie, IL 62033
    302 E Elm St, Gillespie, IL 62033
    302 E Elm St, Gillespie, IL 62033
    /4

    $12,000

    • Land
    • 0.15 Acre
    • $78,329 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
  • 301 Montgomery St, Gillespie, IL 62033
    301 Montgomery St, Gillespie, IL 62033
    301 Montgomery St, Gillespie, IL 62033
    /24

    $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
  • 900 Montana St, Gillespie, IL 62033
    900 Montana St, Gillespie, IL 62033
    900 Montana St, Gillespie, IL 62033
    /32

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    900 Montana St, Gillespie, IL 62033

    Welcome to your own slice of quiet on the edge of town! This 3 bed, 2 bath home sits on a beautifully landscaped 2.4-acre corner lot in Gillespie—within city limits but with a peaceful, country feel. Out back, enjoy your heated, ionized inground pool with black steel fencing, a pergola, pool house, and plenty of space to entertain. Inside, the open layout connects the kitchen, dining, and living

    Mike Mihelcic RE/MAX Alliance

    900 Montana St, Gillespie, IL 62033
  • 2630 Staunton Rd, Gillespie, IL 62033
    2630 Staunton Rd, Gillespie, IL 62033
    2630 Staunton Rd, Gillespie, IL 62033
    /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
Illinois Macoupin County Gillespie

Newest Listings for Sale in Gillespie, IL

Frequently Asked Questions

What is the average home price in Gillespie, IL?
Homes for sale in Gillespie, IL have an average home price of $149,841.
How many homes have sold over the last 12 months in Gillespie, IL?
23 homes have sold in Gillespie, IL over the last 12 months.
What are the most popular zip codes in Gillespie, IL?
The most popular zip codes in Gillespie, IL include 62033, 62009, 62069, 62088 and 62626.
How much do you need to make to afford a house in Gillespie?
The median home price in Gillespie is $153,900. If you put a 20% down payment of $30,800 and had a 30-year fixed mortgage with an interest rate of 6.37%, 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.
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.

Home Trends in Gillespie, IL

On average, homes in Gillespie, IL sell after 76 days on the market compared to the national average of 55 days. The median sale price for homes in Gillespie, IL over the last 12 months is $132,000, up 12% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$132,000
Median Single Family Sale Price
$131,000
Average Price Per Sq Ft
$91
Number of Homes for Sale
6
Last 12 months Home Sales
23
Months of Supply
3.10
Median List Price
$153,900
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
12%
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