Gillespie, IL Homes for Sale under $100,000

/20
$41,900

$8K PRICE DROP
- 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

Matthew Cisler

Cisler & Associates Real Estate

418 E Elm St, Gillespie, IL 62033
/32
$94,000

$5K PRICE DROP Under Contract
- 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

Kimberly Hunt

360 Prime Realty Group, LLC

607 Springfield Rd, Gillespie, IL 62033
/14
$74,900
- 2 Beds
- 1 Bath
- 900 Sq Ft
911 Madison St, Gillespie, IL 62033

This 2-bedroom, 1-bath home offers comfortable living on a spacious corner lot. The oversized 2-car garage is heated and cooled, providing endless possibilities for projects, entertaining, or extra workspace.

Jenny Wisniewski

Landmark Realty

911 Madison 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!

Kimberly Hunt

360 Prime Realty Group, LLC

TBD Maple & Clinton, Gillespie, IL 62033
/19
$47,500

$15K PRICE DROP
- Land
- 5.17 Acres
- $9,188 per Acre
000 Tower Rd, Gillespie, IL 62033

This is an amazing opportunity to position your investment for future potential with this 5.17 acre vacant farmland in Gillespie, IL. Located within city limits and actively farmed for corn and soybeans, this Macoupin County acreage offers productive ground, dual-road access, and flexibility for agricultural use, long-term investment, or future development. This property features flat topography

Joe Cebuhar Whitetail Properties Real Estate

000 Tower Rd, Gillespie, IL 62033
/15
$95,000
- 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
/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
/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
/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
/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
/12
$40,000

$10K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,124 Sq Ft
603 E Chestnut St, Gillespie, IL 62033

Investor or Handyman Opportunity!Bring your vision and finishing touches to this promising property. This home is a blank slate and has already seen several major improvements and is ready for completion. The current layout is designed for 3 bedrooms and 1.5 bathrooms, offering plenty of potential for a homeowner or investor.Recent updates include a new roof, black soffit, new windows,

Anna Schweppe RE/MAX Alliance

603 E Chestnut 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
/26
$99,900

$19K PRICE DROP
- 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
$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

Illinois Macoupin County

Home Prices in Gillespie, IL

The median home sale price in Gillespie, IL is $130,000, up 4% year-over-year. Homes in Gillespie sell in 75 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $130,000	Median Single Family Sale Price $121,500
Median 2 Bedroom Sale Price $99,900	Average Price Per Sq Ft $89
Number of Homes for Sale 13	Last 12 months Home Sales 23
Months of Supply 6.80	Median List Price $144,900
Median Change From 1st List Price 10%	Median Home Sale Price YoY Change 4%

How to Buy a Home How to Finance a Home How to Sell a Home

In Gillespie, there are currently 14 homes for sale priced under $100,000, providing budget-friendly options for prospective buyers. Whether you're in search of houses for sale under 100k or other property types, there are opportunities to discover your ideal home within your budget in Gillespie, IL. From cozy starter homes to properties awaiting your personal touch, these affordable residences offer an entry point into the housing market or an opportunity for real estate investment without stretching your finances.

Gillespie Types of Homes for Sale

Gillespie Homes by Price

Gillespie Homes for Sale under $200,000

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