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Gillespie Homes for Sale

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  • 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
  • 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
  • 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
  • 705 N MacOupin St, Gillespie, IL 62033
    705 N MacOupin St, Gillespie, IL 62033
    705 N MacOupin St, Gillespie, IL 62033
    /37

    $159,000

    • 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
  • 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
  • 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
  • 418 E Elm St, Gillespie, IL 62033
    418 E Elm St, Gillespie, IL 62033
    418 E Elm St, Gillespie, IL 62033
    /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
  • 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
Illinois Macoupin County Gillespie Gillespie

Real Estate & Homes for Sale in Gillespie, Gillespie

Frequently Asked Questions Why Live in Gillespie

Is Gillespie a good place to live?
Gillespie is a good place to live. Gillespie is considered somewhat walkable and somewhat bikeable. Gillespie is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. It has a median age of 43. The average household income is $92,116 which is below the national average. College graduates make up 18.2% of residents. A majority of residents in Gillespie are home owners, with 28.4% of residents renting and 71.6% of residents owning their home. A local real estate agent serving Gillespie can help you decide if this neighborhood is the right one for you. Learn more on our Gillespie neighborhood guide.
Is Gillespie, IL a safe neighborhood?
Gillespie, IL is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Gillespie?
The median home price in Gillespie is $151,900. If you put a 20% down payment of $30,400 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $760 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 $92K.
What are the best public schools in Gillespie?
The best public schools that serve Gillespie are:
What are the most popular zip codes in Gillespie, Gillespie, IL?
The most popular zip codes in Gillespie, Gillespie, IL include 62033, 62009, 62069, 62088 and 62626.
Are home prices dropping in Gillespie?
Yes, home prices in Gillespie are down 4% in the last 12 months.
Learn more about living in Gillespie

Home Trends in Gillespie, IL

On average, homes in Gillespie, IL sell after 72 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 $131,000, up 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$131,000
Median Single Family Sale Price
$130,000
Average Price Per Sq Ft
$90
Number of Homes for Sale
6
Last 12 months Home Sales
22
Months of Supply
3.30
Median List Price
$151,900
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
14%
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