Real Estate Investment Properties for Sale in Montgomery, IL

Looking for investment property in Montgomery, IL with high ROI ?

Explore a variety of short-term homes & houses in Montgomery, IL. Invest wisely with VRBO & Montgomery, IL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Montgomery, IL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1232 Lebanon Street MONTGOMERY, IL Move-in ready with great curb appeal! Updated 3 bedroom ranch home features newer laminate...	3 beds \| 1 baths \| 1,000 sq.ft.	$285,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 5.9% Airbnb Rental Income: $911 Traditional Rental Income: $2209 Airbnb ROI: -0.2% Traditional ROI: 5.9%
1770 Fox Mead Court MONTGOMERY, IL	5 beds \| 3 baths \| 2,727 sq.ft.	$550,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 3.25% Airbnb Rental Income: $1707 Traditional Rental Income: $3272 Airbnb ROI: -0.72% Traditional ROI: 3.25%
310 Fairwind Court MONTGOMERY, IL Welcome to this 6 bedroom, 3 bath ranch nestled on a quiet cul-de-sac in desirable Montgom...	3 beds \| 3 baths \| 1,755 sq.ft.	$415,000	Airbnb cash on cash: -1.9% Traditional cash on cash: 1.96% Airbnb Rental Income: $911 Traditional Rental Income: $2069 Airbnb ROI: -1.9% Traditional ROI: 1.96%
117 Boulder Hill Pass unit: 117 MONTGOMERY, IL Welcome to 117 Boulder Hill Pass, a beautifully updated ranch home in "The Gardens", a pre...	2 beds \| 1 baths \| 1,000 sq.ft.	$222,900	Airbnb cash on cash: -2.34% Traditional cash on cash: 3.63% Airbnb Rental Income: $768 Traditional Rental Income: $1712 Airbnb ROI: -2.34% Traditional ROI: 3.63%
119 Garden Drive MONTGOMERY, IL Welcome to The Gardens: Charming Senior Living Discover your new home in this delightf...	2 beds \| 2 baths \| 1,142 sq.ft.	$234,900	Airbnb cash on cash: -2.47% Traditional cash on cash: 4.62% Airbnb Rental Income: $768 Traditional Rental Income: $2027 Airbnb ROI: -2.47% Traditional ROI: 4.62%
9 Cebold Drive MONTGOMERY, IL Spacious Split-Level 4-Bedroom Home. Discover the perfect blend of space, style, and comfo...	4 beds \| 3 baths \| 2,253 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $3133 Airbnb ROI: N/A Traditional ROI: 5.5%
521 S Railroad Street MONTGOMERY, IL Rare opportunity to own this three bed three bath ranch-style duplex, featuring a full fin...	2 beds \| 3 baths \| 1,012 sq.ft.	$285,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 5.23% Airbnb Rental Income: $768 Traditional Rental Income: $2080 Airbnb ROI: -0.84% Traditional ROI: 5.23%
2263 Gallant Fox Circle MONTGOMERY, IL Find your perfect match in this exceptional townhome! One-of-a-kind main floor update by o...	2 beds \| 3 baths \| 1,488 sq.ft.	$285,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 3.05% Airbnb Rental Income: $768 Traditional Rental Income: $1704 Airbnb ROI: -1.62% Traditional ROI: 3.05%

Real Estate investment in Montgomery, IL

There are 28 properties for sale in the city of Montgomery . The median list price in Montgomery is $263,000 and the average price per square foot is $109. In March 2026, the average monthly cash on cash return in Montgomery is 4.00%. The average monthly rental income in Montgomery is $2,402.

Montgomery, IL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 28 investment properties available for sale in Montgomery.

In 2026, the best neighborhood to buy investment property is MONTGOMERY.

The ROI for Long-Term is higher than the Short-Term in Montgomery with average rental income of $2,402.

Your search for investment property begins and ends here

Investment Property for Sale in Montgomery, IL

1232 Lebanon Street

MONTGOMERY, IL

3 beds | 1 baths | 1,000 sq.ft.

$285,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 5.9%

Airbnb Rental Income: $911

Traditional Rental Income: $2209

Airbnb ROI: -0.2%

Traditional ROI: 5.9%

1770 Fox Mead Court

MONTGOMERY, IL

5 beds | 3 baths | 2,727 sq.ft.

$550,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 3.25%

Airbnb Rental Income: $1707

Traditional Rental Income: $3272

Airbnb ROI: -0.72%

Traditional ROI: 3.25%

310 Fairwind Court

MONTGOMERY, IL

3 beds | 3 baths | 1,755 sq.ft.

$415,000

Airbnb cash on cash: -1.9%

Traditional cash on cash: 1.96%

Airbnb Rental Income: $911

Traditional Rental Income: $2069

Airbnb ROI: -1.9%

Traditional ROI: 1.96%

117 Boulder Hill Pass unit: 117

MONTGOMERY, IL

2 beds | 1 baths | 1,000 sq.ft.

$222,900

Airbnb cash on cash: -2.34%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $768

Traditional Rental Income: $1712

Airbnb ROI: -2.34%

Traditional ROI: 3.63%

119 Garden Drive

MONTGOMERY, IL

2 beds | 2 baths | 1,142 sq.ft.

$234,900

Airbnb cash on cash: -2.47%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $768

Traditional Rental Income: $2027

Airbnb ROI: -2.47%

Traditional ROI: 4.62%

9 Cebold Drive

MONTGOMERY, IL

4 beds | 3 baths | 2,253 sq.ft.

$389,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.5%

Airbnb Rental Income: $null

Traditional Rental Income: $3133

Airbnb ROI: N/A

Traditional ROI: 5.5%

521 S Railroad Street

MONTGOMERY, IL

2 beds | 3 baths | 1,012 sq.ft.

$285,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 5.23%

Airbnb Rental Income: $768

Traditional Rental Income: $2080

Airbnb ROI: -0.84%

Traditional ROI: 5.23%

2263 Gallant Fox Circle

MONTGOMERY, IL

2 beds | 3 baths | 1,488 sq.ft.

$285,000

Airbnb cash on cash: -1.62%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $768

Traditional Rental Income: $1704

Airbnb ROI: -1.62%