Real Estate Investment Properties for Sale in Freeport, IL

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

Explore a variety of short-term homes & houses in Freeport, IL. Invest wisely with VRBO & Freeport, 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 Freeport, IL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
108 E South St Freeport, IL Cute, Charming & Convenient One-Floor Living! Welcome home to this adorable 2 bedroom, 2 b...	2 beds \| 2 baths \| 954 sq.ft.	$104,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: 5.52%
3609 IL Rt. 26 South Freeport, IL 2-bedroom, 1 bath ranch home on 1.33-acre lot just south of Freeport. Main floor laundry,...	2 beds \| 1 baths \| 1,488 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.1% Airbnb Rental Income: $null Traditional Rental Income: $1638 Airbnb ROI: N/A Traditional ROI: 7.1%
395 W Cedarville Freeport, IL Check out this one of a kind property and escape the city and become your own boss with th...	4 beds \| 2 baths \| 1,400 sq.ft.	$680,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.88% Airbnb Rental Income: $null Traditional Rental Income: $1222 Airbnb ROI: N/A Traditional ROI: -1.88%
3723 Us Business 20 W Freeport, IL Charming Clean Ranch on Nearly an Acre - Edge of Freeport! Welcome to this well-kept ranch...	3 beds \| 2 baths \| 1,100 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.23% Airbnb Rental Income: $null Traditional Rental Income: $2432 Airbnb ROI: N/A Traditional ROI: 10.23%
355 N Foley Freeport, IL All Brick 2 home on an oversized lot, located close to shopping, dining and entertainment....	3 beds \| 2 baths \| 882 sq.ft.	$119,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.81% Airbnb Rental Income: $null Traditional Rental Income: $1202 Airbnb ROI: N/A Traditional ROI: 6.81%
703 West Cottonwood Street Freeport, IL Great Spaces await YOU! Affordable and Updated Home with Newer Roof, Replacement Window Wo...	3 beds \| 1 baths \| 1,232 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.79% Airbnb Rental Income: $null Traditional Rental Income: $1736 Airbnb ROI: N/A Traditional ROI: 9.79%
1308 Empire Ct Freeport, IL Welcome to a charming 3-bedroom, 2-bath home that offers both comfort and opportunity. Clo...	3 beds \| 2 baths \| 1,312 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.17% Airbnb Rental Income: $null Traditional Rental Income: $2397 Airbnb ROI: N/A Traditional ROI: 11.17%
715 W Ringold St Freeport, IL This home offers Spacious and open living/dining rooms, good sized kitchen, large bathroom...	2 beds \| 1 baths \| 1,794 sq.ft.	$74,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.7% Airbnb Rental Income: $null Traditional Rental Income: $1208 Airbnb ROI: N/A Traditional ROI: 11.7%
1126 West Stover Street Freeport, IL Spacious 4 Bedroom Home with Private Fenced Yard & Fresh Updates situated in a Cul de sac ...	4 beds \| 2 baths \| 1,780 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.27% Airbnb Rental Income: $null Traditional Rental Income: $1953 Airbnb ROI: N/A Traditional ROI: 7.27%
6844 US Route 20 W Freeport, IL Country living at its best. This great 2 story house with 3 big bedrooms with 2 full bat...	3 beds \| 2 baths \| N/A	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.85% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 3.85%
4304 W Lily Creek Freeport, IL This 2-story farm house sits on 14.82 acres. 3 bedrooms, 2 full baths Living room with din...	3 beds \| 2 baths \| N/A	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.25% Airbnb Rental Income: $null Traditional Rental Income: $2526 Airbnb ROI: N/A Traditional ROI: 4.25%
602 S West Ave Freeport, IL Great three-unit property with separate gas and electric. Lower unit has been remodeled, a...	4 beds \| N/A baths \| N/A	$124,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.85% Airbnb Rental Income: $null Traditional Rental Income: $1543 Airbnb ROI: N/A Traditional ROI: 8.85%
1435 Bolkinwood Drive Dr Freeport, IL Quad level home with 5 bedrooms, 3 full baths, 2 gas fireplaces, 2 stall attached garage o...	5 beds \| 3 baths \| 2,469 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.96% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 8.96%
714 Seminole Dr Freeport, IL End unit 4 bedroom, 3 bath condo with a walkout lower level. Open living room and dining r...	4 beds \| 3 baths \| 2,564 sq.ft.	$188,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.05% Airbnb Rental Income: $null Traditional Rental Income: $2281 Airbnb ROI: N/A Traditional ROI: 7.05%
4567 West Stephenson Street Road Freeport, IL Fabulous Custom Designed Home on 5 Acres-Built in 2021. This remarkable MODERN FARMHOUSE i...	4 beds \| 4 baths \| 3,956 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $3837 Airbnb ROI: N/A Traditional ROI: 5.52%
1473 S Harlem Ave Freeport, IL Spacious and well cared for, this one-owner two-story home offers over 2,600 sq. ft. of li...	4 beds \| 1 baths \| 1,680 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.23% Airbnb Rental Income: $null Traditional Rental Income: $2254 Airbnb ROI: N/A Traditional ROI: 10.23%
1850 Indian Springs Freeport, IL Showstopper Home That Has It All! This stunning property is packed with style, function, a...	3 beds \| 3 baths \| 1,000 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $2264 Airbnb ROI: N/A Traditional ROI: 3.13%
2472 W Red Oak Rd Freeport, IL Welcome home to this 3 bedroom, 2 bath 2-story on 1.46 acres in Orangeville school distric...	3 beds \| 2 baths \| 2,082 sq.ft.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $2382 Airbnb ROI: N/A Traditional ROI: 4.15%
2124 Middlebury Rd Freeport, IL Move-In Ready, Updated 3-Bed Home with Big Lot & Two-Car Garage in Freeport! Discover comf...	3 beds \| 1 baths \| 1,288 sq.ft.	$144,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.88% Airbnb Rental Income: $null Traditional Rental Income: $2180 Airbnb ROI: N/A Traditional ROI: 11.88%
2124 Middlebury Freeport, IL Move-In Ready, Updated 3-Bed Home with Big Lot & Two-Car Garage in Freeport! Discover comf...	3 beds \| 2 baths \| 331 sq.ft.	$144,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.41% Airbnb Rental Income: $null Traditional Rental Income: $1838 Airbnb ROI: N/A Traditional ROI: 9.41%
7372 W Dublin Freeport, IL This four corner 3 to 4 bedroom 2 story is sitting on a picturesque 5 acres. Located in Pe...	3 beds \| 1 baths \| N/A	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.81% Airbnb Rental Income: $null Traditional Rental Income: $1994 Airbnb ROI: N/A Traditional ROI: 6.81%
2010 Cimarron Dr Freeport, IL Welcome home to timeless charm and modern comfort in one of Freeport's most desirable neig...	4 beds \| 2 baths \| 2,104 sq.ft.	$214,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.41% Airbnb Rental Income: $null Traditional Rental Income: $2762 Airbnb ROI: N/A Traditional ROI: 9.41%
612 Alamo Dr Freeport, IL Well cared for ranch home. Great neighborhood. Lower level available to finish as desired....	3 beds \| 2 baths \| 1,850 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.18% Airbnb Rental Income: $null Traditional Rental Income: $2387 Airbnb ROI: N/A Traditional ROI: 10.18%
2010 Cimarron Freeport, IL Welcome home to timeless charm and modern comfort in one of Freeportâs most desirable ne...	4 beds \| 3 baths \| 673 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.39% Airbnb Rental Income: $null Traditional Rental Income: $2132 Airbnb ROI: N/A Traditional ROI: 6.39%
1477 IL Route 75 N Freeport, IL Welcome to this beautifully maintained Ranch home located in Dakota School Dist. and situa...	3 beds \| 2 baths \| N/A	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.69% Airbnb Rental Income: $null Traditional Rental Income: $2371 Airbnb ROI: N/A Traditional ROI: 8.69%
507&503 W Pleasant Freeport, IL 2 ANTIQUE HOUSES FOR $75,000!!! 507 and 503 W Pleasant being sold together. Live in one an...	2 beds \| 1 baths \| 701 sq.ft.	$75,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.84% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: 9.84%
2041 Winchester Dr Freeport, IL Spacious 4-bedroom, 3-bath home tucked into a quiet cul-de-sac and set on a generous yard,...	4 beds \| 3 baths \| 2,788 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.77% Airbnb Rental Income: $null Traditional Rental Income: $2758 Airbnb ROI: N/A Traditional ROI: 10.77%
2128 Lancaster Heights Rd Freeport, IL Beautifully Renovated with addition in 2007 - Welcome to this fully updated and move-in-re...	5 beds \| 3 baths \| 2,546 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.74% Airbnb Rental Income: $null Traditional Rental Income: $2740 Airbnb ROI: N/A Traditional ROI: 5.74%
327 W Garfield St Freeport, IL Larger than it looks! This well-maintained 3-bedroom, 2-bath home offers 1,100 sq ft on th...	3 beds \| 2 baths \| 1,650 sq.ft.	$128,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.13% Airbnb Rental Income: $null Traditional Rental Income: $1202 Airbnb ROI: N/A Traditional ROI: 6.13%
124 N Whistler C4 Ave #C4 Freeport, IL Welcome to a beautiful main floor two-bedroom condo! This inviting space features modern f...	2 beds \| 1 baths \| 890 sq.ft.	$99,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.81% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: 6.81%
1614 South Carroll Avenue Freeport, IL Spacious and full of potential! This 3+ Bedroom, 1.5 bathroom home offers a flexible layou...	3 beds \| 2 baths \| 1,980 sq.ft.	$99,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.13% Airbnb Rental Income: $null Traditional Rental Income: $1202 Airbnb ROI: N/A Traditional ROI: 7.13%
1584 W Fairview Freeport, IL Set on a 1 acre lot, this well maintained 4 bedroom, 2.5 bath home offers the perfect blen...	4 beds \| 3 baths \| N/A	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.34% Airbnb Rental Income: $null Traditional Rental Income: $2965 Airbnb ROI: N/A Traditional ROI: 8.34%
519 E Empire Freeport, IL This charming two-bedroom, one-bathroom home offers an excellent opportunity for homeowner...	2 beds \| 1 baths \| N/A	$75,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.62% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: 8.62%
609 W Pleasant Freeport, IL Three-unit multifamily offering excellent potential with some TLC. The main-floor unit fea...	N/A beds \| N/A baths \| N/A	$75,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.23% Airbnb Rental Income: $null Traditional Rental Income: $745 Airbnb ROI: N/A Traditional ROI: 6.23%
108-110 E Iroquois Freeport, IL Attention investors! Discover your next cash-flowing investment opportunity right here in ...	N/A beds \| N/A baths \| N/A	$99,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.39% Airbnb Rental Income: $null Traditional Rental Income: $1455 Airbnb ROI: N/A Traditional ROI: 11.39%
559 N Greenfield Dr Freeport, IL First time on the market! Welcome home to this 3 bedroom, 2.5 bath ranch with a 2-stall at...	3 beds \| 2 baths \| 2,257 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.1% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 7.1%
1734 W Stephenson St Freeport, IL Welcome to this SHARP 3-bedroom, 2.5-bath home ideally situated on a desirable corner lot ...	3 beds \| 2 baths \| 2,471 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.44% Airbnb Rental Income: $null Traditional Rental Income: $2909 Airbnb ROI: N/A Traditional ROI: 9.44%
1734 West Stephenson Street Freeport, IL Welcome to this SHARP 3-bedroom, 2.5-bath home ideally situated on a desirable corner lot ...	3 beds \| 3 baths \| 2,471 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.44% Airbnb Rental Income: $null Traditional Rental Income: $2909 Airbnb ROI: N/A Traditional ROI: 9.44%
1850 Indian Springs Ct Freeport, IL 1850 Indian Springs Ct, Freeport, IL 61032 \| Single Family Residential	3 beds \| 2 baths \| 3,400 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $1780 Airbnb ROI: N/A Traditional ROI: 1.82%
609 W Cottonwood Street Freeport, IL Welcome to this charming multi-family home located at 609-611 W Cottonwood St in Freeport,...	9 beds \| 4 baths \| N/A	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.17% Airbnb Rental Income: $null Traditional Rental Income: $2939 Airbnb ROI: N/A Traditional ROI: 11.17%

Real Estate investment in Freeport, IL

There are 76 properties for sale in the city of Freeport . The median list price in Freeport is $110,500 and the average price per square foot is $81. In February 2026, the average monthly cash on cash return in Freeport is 10.00%. The average monthly rental income in Freeport is $1,393.

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

There are 76 investment properties available for sale in Freeport.

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

The ROI for Short-Term is higher than the Long-Term in Freeport with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Freeport, IL

108 E South St

Freeport, IL

2 beds | 2 baths | 954 sq.ft.

$104,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.52%

Airbnb Rental Income: $null

Traditional Rental Income: $979

Airbnb ROI: N/A

Traditional ROI: 5.52%

3609 IL Rt. 26 South

Freeport, IL

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

$149,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.1%

Airbnb Rental Income: $null

Traditional Rental Income: $1638

Airbnb ROI: N/A

Traditional ROI: 7.1%

395 W Cedarville

Freeport, IL

4 beds | 2 baths | 1,400 sq.ft.

$680,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1222

Airbnb ROI: N/A

Traditional ROI: -1.88%

3723 Us Business 20 W

Freeport, IL

3 beds | 2 baths | 1,100 sq.ft.

$185,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2432

Airbnb ROI: N/A

Traditional ROI: 10.23%

355 N Foley

Freeport, IL

3 beds | 2 baths | 882 sq.ft.

$119,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.81%

Airbnb Rental Income: $null

Traditional Rental Income: $1202

Airbnb ROI: N/A

Traditional ROI: 6.81%

703 West Cottonwood Street

Freeport, IL

3 beds | 1 baths | 1,232 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.79%

Airbnb Rental Income: $null

Traditional Rental Income: $1736

Airbnb ROI: N/A

Traditional ROI: 9.79%

1308 Empire Ct

Freeport, IL

3 beds | 2 baths | 1,312 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2397

Airbnb ROI: N/A

Traditional ROI: 11.17%

715 W Ringold St

Freeport, IL

2 beds | 1 baths | 1,794 sq.ft.

$74,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.7%

Airbnb Rental Income: $null

Traditional Rental Income: $1208

Airbnb ROI: N/A