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Newest Homes for Sale in Gillespie, IL

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  • /15

    $95,000

    • 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
  • /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

    (217) 863-1884

    TBD Maple & Clinton, Gillespie, IL 62033
  • /41

    $175,000

    • 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
  • /32

    $99,000

    • 4 Beds
    • 2 Baths
    • 1,895 Sq Ft

    607 Springfield Rd, Gillespie, IL 62033

    Calling all rehab enthusiasts and buyers with vision! This spacious 2-story home offers timeless charm, generous living space, and beautiful original woodwork throughout many rooms. The property includes a large primary bath with jetted tub and separate shower, formal dining room, breakfast area, whole house generator, and a sprawling 1-acre lot with plenty of room to create your dream outdoor

    Agent Photo

    Kimberly Hunt

    360 Prime Realty Group, LLC

    (217) 645-1826

    607 Springfield Rd, Gillespie, IL 62033
  • /37

    $30,000

    $10K PRICE DROP Pending
    • 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
  • /12

    $125,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    905 Madison St, Gillespie, IL 62033

    Welcome home to this beautifully maintained newer construction in Gillespie! Built in 2019/2020 on the existing crawl space, this move-in ready 3 bedroom, 1 bath home still shows like new. The open floor plan offers a spacious feel perfect for everyday living and entertaining. Kitchen features cherry-toned cabinetry, quartz countertops, stainless steel appliances, and ample storage. Durable

    Agent Photo

    Kimberly Hunt

    360 Prime Realty Group, LLC

    (217) 759-1458

    905 Madison St, Gillespie, IL 62033
  • /22

    $209,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft

    407 E Spruce St, Gillespie, IL 62033

    Beautifully updated 3-bedroom, 2-bath home that is truly move-in ready! This home features many modern updates, including a new roof, new siding, new flooring, and fresh paint throughout the entire home. The fully updated main floor living space offers both comfort and style, along with a separate dining area perfect for entertaining. The remodeled kitchen features newer appliances, all just 1

    Michael Bellovich RE/MAX Alliance

    407 E Spruce 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
  • /2

    $12,500

    • Land
    • 13,063 Sq Ft
    • $41,681 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
  • /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
  • /20

    $49,900

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

    418 E Elm St, Gillespie, IL 62033

    UNLOCK THIS HOME'S POTENTIAL! This 2-bedroom home in Gillespie offers a great chance to build equity with several key updates already started. Recent improvements include updated electrical work and new PEX water lines, giving you a solid foundation to continue bringing this property to life. Step inside and you’re welcomed by a spacious living room, with a well-sized bedroom just off the main

    Agent Photo

    Matthew Cisler

    Cisler & Associates Real Estate

    (217) 439-4731

    418 E Elm St, 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
  • /3

    $15,000

    • Land
    • 8,712 Sq Ft
    • $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
  • /25

    $100,000

    $19K PRICE DROP Pending
    • 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
  • /35

    $149,999

    $9K PRICE DROP
    • 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
  • /30

    $79,900

    Pending
    • 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
  • /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
  • /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
  • /32

    $360,000

    $10K PRICE DROP
    • 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
  • /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

Frequently Asked Questions

What is the average home price in Gillespie, IL?
Homes for sale in Gillespie, IL have an average home price of $151,417.
Are home prices dropping in Gillespie?
Yes, home prices in Gillespie are down 4% in the last 12 months.
How many homes have sold over the last 12 months in Gillespie, IL?
22 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, 62685 and 62088.
How much do you need to make to afford a house in Gillespie?
The median home price in Gillespie is $150,000. If you put a 20% down payment of $30,000 and had a 30-year fixed mortgage with an interest rate of 6.53%, 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.
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

Housing Trends

Median Sale Price
$129,500
Median Single Family Sale Price
$129,500
Average Price Per Sq Ft
$93
Number of Homes for Sale
7
Last 12 months Home Sales
22
Months of Supply
3.80
Median List Price
$150,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
6%
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