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 East South Street 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: 5.09% Airbnb Rental Income: $null Traditional Rental Income: $936 Airbnb ROI: N/A Traditional ROI: 5.09%
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 \| 2,976 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.01% Airbnb Rental Income: $null Traditional Rental Income: $936 Airbnb ROI: N/A Traditional ROI: 2.01%
436 W Garfield Freeport, IL Move-In Ready Bungalow with Charm & Updates! This super clean bungalow is full of characte...	2 beds \| 1 baths \| 914 sq.ft.	$128,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.56% Airbnb Rental Income: $null Traditional Rental Income: $1367 Airbnb ROI: N/A Traditional ROI: 8.56%
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.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.95% Airbnb Rental Income: $null Traditional Rental Income: $2432 Airbnb ROI: N/A Traditional ROI: 9.95%
1450 Winter Freeport, IL This well-maintained ranch home features two sizable bedrooms, one full bath, and an invit...	2 beds \| 1 baths \| N/A	$110,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.33% Airbnb Rental Income: $null Traditional Rental Income: $1570 Airbnb ROI: N/A Traditional ROI: 11.33%
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 \| N/A	$175,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.46% Airbnb Rental Income: $null Traditional Rental Income: $2397 Airbnb ROI: N/A Traditional ROI: 10.46%
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 Freeport, IL Great three-unit property with separate gas and electric. Lower unit has been remodeled, a...	N/A 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 Freeport, IL Quad level home with 5 bedrooms, 3 full baths, 2 gas fireplaces, 2 stall attached garage o...	5 beds \| 3 baths \| 1,403 sq.ft.	$221,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.87% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 8.87%
1911 Mustang Freeport, IL Beautiful 3 bedroom, 3 bath condo - 4 seasons room plus screen and lower level porch. Corn...	3 beds \| 3 baths \| 880 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $2100 Airbnb ROI: N/A Traditional ROI: 6.47%
714 Seminole Freeport, IL This end unit condo has 4 bedrooms, 3 bathrooms and full walk out lower level. The living...	4 beds \| 3 baths \| 950 sq.ft.	$193,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.11% Airbnb Rental Income: $null Traditional Rental Income: $2281 Airbnb ROI: N/A Traditional ROI: 7.11%
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.	$689,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $3837 Airbnb ROI: N/A Traditional ROI: 4.68%
1473 South Harlem Avenue Freeport, IL Spacious and well cared for, this one-owner two-story home offers over 2,600 sq. ft. of li...	4 beds \| 2 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.	$360,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $2264 Airbnb ROI: N/A Traditional ROI: 3.07%
2472 W Red Oak Freeport, IL Welcome home to this 3 bedroom, 2 bath 2-story on 1.46 acres in Orangeville school distric...	3 beds \| 2 baths \| 1,418 sq.ft.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $2382 Airbnb ROI: N/A Traditional ROI: 4.01%
2124 Middlebury Road Freeport, IL Move-In Ready, Updated 3-Bed Home with Big Lot & Two-Car Garage in Freeport! Discover c...	3 beds \| 2 baths \| 1,288 sq.ft.	$154,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.07% Airbnb Rental Income: $null Traditional Rental Income: $2180 Airbnb ROI: N/A Traditional ROI: 11.07%
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.	$154,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.76% Airbnb Rental Income: $null Traditional Rental Income: $1838 Airbnb ROI: N/A Traditional ROI: 8.76%
1909 W Laurel Freeport, IL This bi-level main floor is on the lower level. Walk in to this home from the detached 2 ...	3 beds \| 2 baths \| 1,032 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.88% Airbnb Rental Income: $null Traditional Rental Income: $2133 Airbnb ROI: N/A Traditional ROI: 10.88%
3127 Sandy Pointe Freeport, IL This Ranch Condo has an open concept with Cathedral Ceiling in the Living Room and Dining ...	2 beds \| 2 baths \| N/A	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.08% Airbnb Rental Income: $null Traditional Rental Income: $2251 Airbnb ROI: N/A Traditional ROI: 5.08%
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%
1244 LACRESTA Freeport, IL Welcome to 1244 LaCresta Dr. situated in a desirable area, very close to the beautiful Kra...	3 beds \| 2 baths \| N/A	$159,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.87% Airbnb Rental Income: $null Traditional Rental Income: $2551 Airbnb ROI: N/A Traditional ROI: 11.87%
103-105 N Harlem Freeport, IL WEST END 4 PLEX IN WELL KEPT ORIGINAL CONDITION. Rare building, built as a 4 apartment in...	N/A beds \| N/A baths \| 2,158 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.72% Airbnb Rental Income: $null Traditional Rental Income: $1722 Airbnb ROI: N/A Traditional ROI: 7.72%
55 N GREENFIELD DR #57 Freeport, IL Discover this charming duplex investment opportunity that delivers steady rental income. T...	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.61% Airbnb Rental Income: $null Traditional Rental Income: $1653 Airbnb ROI: N/A Traditional ROI: 8.61%
659 Sioux Drive Freeport, IL Charming Two-Story Home in a Peaceful Setting - Tucked away in a beautiful wooded setting ...	3 beds \| 4 baths \| 3,221 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.46% Airbnb Rental Income: $null Traditional Rental Income: $3266 Airbnb ROI: N/A Traditional ROI: 9.46%
1224 West Violet Street Freeport, IL Surprisingly Spacious and Move-In Ready! This well-cared-for home is larger than it looks,...	4 beds \| 2 baths \| 1,907 sq.ft.	$179,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.47% Airbnb Rental Income: $null Traditional Rental Income: $2426 Airbnb ROI: N/A Traditional ROI: 10.47%
580 Delmar Drive Freeport, IL Exceptional Design. Impeccable Space. Unparalleled. This extraordinary residence offers ov...	4 beds \| 5 baths \| 4,516 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.66% Airbnb Rental Income: $null Traditional Rental Income: $4874 Airbnb ROI: N/A Traditional ROI: 9.66%
2406 Il Route 26 North Freeport, IL Spacious Country Home on a Peaceful Corner Lot - Enjoy the serenity of country living in t...	3 beds \| 3 baths \| 1,762 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.87% Airbnb Rental Income: $null Traditional Rental Income: $2560 Airbnb ROI: N/A Traditional ROI: 7.87%
1353 Carriage Hill Lane Freeport, IL Spacious 3,000+ Sq. Ft. Home with Full Finished Basement & Solar Panels - Welcome home to ...	3 beds \| 3 baths \| 3,211 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.75% Airbnb Rental Income: $null Traditional Rental Income: $2577 Airbnb ROI: N/A Traditional ROI: 8.75%
2916 Pleasant Street Freeport, IL Beautifully Redone Modern Farmhouse in Orangeville School District - Tucked away on a quie...	4 beds \| 2 baths \| 1,856 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.94% Airbnb Rental Income: $null Traditional Rental Income: $2354 Airbnb ROI: N/A Traditional ROI: 6.94%
3445 Daren Drive #3445 Freeport, IL Modern Updated Condo with One-Floor Living - Enjoy comfort and convenience in this beautif...	2 beds \| 2 baths \| 1,416 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.44% Airbnb Rental Income: $null Traditional Rental Income: $2173 Airbnb ROI: N/A Traditional ROI: 8.44%
1919 Tomahawk Freeport, IL Beautifully updated 3 bedroom, 2 bath ranch! Bright, open, and move-in ready with both a t...	3 beds \| 2 baths \| N/A	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.45% Airbnb Rental Income: $null Traditional Rental Income: $2387 Airbnb ROI: N/A Traditional ROI: 9.45%
826 S Park Blvd. Freeport, IL 2 Story home with 4 bedrooms (primary, main floor bedroom, includes an 8'x12' walk-in clos...	4 beds \| 2 baths \| N/A	$129,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.25% Airbnb Rental Income: $null Traditional Rental Income: $1222 Airbnb ROI: N/A Traditional ROI: 4.25%
2010 Cimarron Drive Freeport, IL Welcome home to timeless charm and modern comfort in one of Freeport's most desirable neig...	3 beds \| 3 baths \| 2,104 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.97% Airbnb Rental Income: $null Traditional Rental Income: $2762 Airbnb ROI: N/A Traditional ROI: 8.97%
1534 West Fairview Road Freeport, IL Cute, Clean, and Updated Bungalow on the Edge of Town! This charming and move-in-ready hom...	2 beds \| 1 baths \| 1,892 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.46% Airbnb Rental Income: $null Traditional Rental Income: $1482 Airbnb ROI: N/A Traditional ROI: 6.46%
1413 South Locust Avenue Freeport, IL Cutest & Most Charming Updated Ranch! Step into this darling ranch-style home filled with ...	3 beds \| 1 baths \| 2,013 sq.ft.	$155,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.51% Airbnb Rental Income: $null Traditional Rental Income: $1682 Airbnb ROI: N/A Traditional ROI: 7.51%
2003 Eagle Drive Freeport, IL Charming Ranch Home with Full Basement & Fenced Yard***Welcome home to this inviting ranch...	3 beds \| 2 baths \| 2,044 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.99% Airbnb Rental Income: $null Traditional Rental Income: $2477 Airbnb ROI: N/A Traditional ROI: 9.99%
1440 South Chicago Avenue Freeport, IL Discover the charm and character of this spacious traditional-style older home, designed w...	3 beds \| 1 baths \| 1,410 sq.ft.	$89,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.71% Airbnb Rental Income: $null Traditional Rental Income: $1138 Airbnb ROI: N/A Traditional ROI: 8.71%
2065 W Fairview Freeport, IL Completely Remodeled From Top to Bottom. Welcome to your dream home in the sought-after ou...	4 beds \| 2 baths \| 666 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.31% Airbnb Rental Income: $null Traditional Rental Income: $2105 Airbnb ROI: N/A Traditional ROI: 7.31%

Real Estate investment in Freeport, IL

There are 49 properties for sale in the city of Freeport . The median list price in Freeport is $157,250 and the average price per square foot is $98. In December 2025, the average monthly cash on cash return in Freeport is 9.00%. The average monthly rental income in Freeport is $2,146.

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

There are 49 investment properties available for sale in Freeport.

In 2025, 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 East South Street

Freeport, IL

2 beds | 2 baths | 954 sq.ft.

$104,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.09%

Airbnb Rental Income: $null

Traditional Rental Income: $936

Airbnb ROI: N/A

Traditional ROI: 5.09%

3609 IL Rt. 26 South

Freeport, IL

2 beds | 1 baths | 2,976 sq.ft.

$159,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.01%

Airbnb Rental Income: $null

Traditional Rental Income: $936

Airbnb ROI: N/A

Traditional ROI: 2.01%

436 W Garfield

Freeport, IL

2 beds | 1 baths | 914 sq.ft.

$128,500

Airbnb cash on cash: N/A

Traditional cash on cash: 8.56%

Airbnb Rental Income: $null

Traditional Rental Income: $1367

Airbnb ROI: N/A

Traditional ROI: 8.56%

3723 Us Business 20 W

Freeport, IL

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

$189,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.95%

Airbnb Rental Income: $null

Traditional Rental Income: $2432

Airbnb ROI: N/A

Traditional ROI: 9.95%

1450 Winter

Freeport, IL

2 beds | 1 baths | N/A

$110,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1570

Airbnb ROI: N/A

Traditional ROI: 11.33%

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 | N/A

$175,500

Airbnb cash on cash: N/A

Traditional cash on cash: 10.46%

Airbnb Rental Income: $null

Traditional Rental Income: $2397

Airbnb ROI: N/A

Traditional ROI: 10.46%

6844 US Route 20 W

Freeport, IL

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