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
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.	$132,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.28% Airbnb Rental Income: $null Traditional Rental Income: $1367 Airbnb ROI: N/A Traditional ROI: 8.28%
562 Rye Ridge Freeport, IL Exceptional 3 bedroom, 3 bath one owner condo custom built in 2021. Immaculate top to bot...	3 beds \| 3 baths \| 2,280 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $2074 Airbnb ROI: N/A Traditional ROI: 4.27%
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	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.34% Airbnb Rental Income: $null Traditional Rental Income: $1570 Airbnb ROI: N/A Traditional ROI: 10.34%
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%
3021 N DAKOTA Freeport, IL Charming 2-acre farmette in the Dakota School District featuring a 3-bedroom, 1-bath home ...	3 beds \| 1 baths \| N/A	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.08% Airbnb Rental Income: $null Traditional Rental Income: $2002 Airbnb ROI: N/A Traditional ROI: 7.08%
2358 Chelsea Avenue Freeport, IL Welcome to your dream home! This charming three-bedroom ranch offers a perfect blend of co...	3 beds \| 1 baths \| 2,472 sq.ft.	$178,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.07% Airbnb Rental Income: $null Traditional Rental Income: $1837 Airbnb ROI: N/A Traditional ROI: 7.07%
3448 Daren Drive #3448 Freeport, IL *Stunning Main-Floor Condo with Full Basement and Exceptional Features*This TASTEFULLY...	3 beds \| 3 baths \| 2,276 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.08% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 7.08%
102 E Fuller Street Freeport, IL This well-maintained property Available for purchase individually or as part of a larger ...	4 beds \| 1 baths \| 1,658 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.32% Airbnb Rental Income: $null Traditional Rental Income: $1672 Airbnb ROI: N/A Traditional ROI: 9.32%
309 S Walnut Avenue Freeport, IL This well maintained property Available for purchase individually or as part of a larger p...	3 beds \| 1 baths \| 1,513 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.49% Airbnb Rental Income: $null Traditional Rental Income: $1656 Airbnb ROI: N/A Traditional ROI: 10.49%
758 W Moseley Street Freeport, IL This well maintained Two Houses on 1 Lot Available for purchase individually or as part...	4 beds \| 3 baths \| 1,486 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.75% Airbnb Rental Income: $null Traditional Rental Income: $2443 Airbnb ROI: N/A Traditional ROI: 10.75%
921-923 S Galena Avenue Freeport, IL Start the year off with a real sense of financial security. This well-maintained Triplex (...	6 beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.13% Airbnb Rental Income: $null Traditional Rental Income: $2262 Airbnb ROI: N/A Traditional ROI: 10.13%
3107 Farmdale Lane Freeport, IL Beautiful Two-Story Home with Finished Basement in Prime Subdivision Discover the perf...	4 beds \| 4 baths \| 3,768 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.14% Airbnb Rental Income: $null Traditional Rental Income: $3669 Airbnb ROI: N/A Traditional ROI: 6.14%
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.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.75% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 8.75%
565 Sandra Circle Freeport, IL Modern Comfort Meets Country Charm - Your Dream Home in Freeport! Looking for peaceful liv...	4 beds \| 3 baths \| 2,888 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.55% Airbnb Rental Income: $null Traditional Rental Income: $3299 Airbnb ROI: N/A Traditional ROI: 8.55%
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.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.83% Airbnb Rental Income: $null Traditional Rental Income: $2281 Airbnb ROI: N/A Traditional ROI: 6.83%
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.	$749,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $3837 Airbnb ROI: N/A Traditional ROI: 4.24%
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%
3184 Sandy Pointe Drive #11B Freeport, IL Tucked away in a quiet private cul-de-sac, this spacious two-bedroom, two-bath condo offer...	2 beds \| 2 baths \| 2,344 sq.ft.	$278,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $2381 Airbnb ROI: N/A Traditional ROI: 5.27%
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%
1095 Woodside Drive Freeport, IL Nestled on 2 acres in one of Freeport's most desirable areas, this beautifully designed st...	3 beds \| 3 baths \| 2,358 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.71% Airbnb Rental Income: $null Traditional Rental Income: $2930 Airbnb ROI: N/A Traditional ROI: 7.71%
1748 Ridge Drive Freeport, IL Welcome to this beautifully updated ranch-style home featuring 3 bedrooms and 2 full baths...	3 beds \| 2 baths \| 1,460 sq.ft.	$178,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $2191 Airbnb ROI: N/A Traditional ROI: 9.16%
6310 High Freeport, IL Well maintained 3 bedroom, 1 bath ranch with walk-up unfinished attic that sits on just ov...	3 beds \| 1 baths \| 380 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.61% Airbnb Rental Income: $null Traditional Rental Income: $1589 Airbnb ROI: N/A Traditional ROI: 9.61%
1430 S Blackhawk Freeport, IL Welcome to this well-cared-for 3 bedroom, 2 bathroom home located within walking distance ...	3 beds \| 1 baths \| 1,260 sq.ft.	$139,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.98% Airbnb Rental Income: $null Traditional Rental Income: $1916 Airbnb ROI: N/A Traditional ROI: 11.98%
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.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $2382 Airbnb ROI: N/A Traditional ROI: 3.88%
2124 Middlebury Road Freeport, IL Come see this beautifully updated 3-bed, 1.5-bath home on a spacious lot with a two-stall ...	3 beds \| 2 baths \| 1,288 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.36% Airbnb Rental Income: $null Traditional Rental Income: $2180 Airbnb ROI: N/A Traditional ROI: 10.36%
1972 Delmar Freeport, IL Peace and serenity will be yours in this sprawling ranch home sitting on a beautiful lot o...	5 beds \| 3 baths \| 2,000 sq.ft.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $3020 Airbnb ROI: N/A Traditional ROI: 5.99%
3421 Daren Freeport, IL Very well maintained 3 bedroom, 2 bath condo with 2-stall attached garage. The living room...	3 beds \| 2 baths \| N/A	$197,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.6% Airbnb Rental Income: $null Traditional Rental Income: $2425 Airbnb ROI: N/A Traditional ROI: 7.6%
2124 Middlebury Freeport, IL Come see this beautifully updated 3-bed, 1.5-bath home on a spacious lot with a two-stall ...	3 beds \| 2 baths \| 331 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.19% Airbnb Rental Income: $null Traditional Rental Income: $1838 Airbnb ROI: N/A Traditional ROI: 8.19%
1864 Middlebury Road Freeport, IL Situated on a corner lot this ranch home offers 3 bedrooms, 1 bath with 1 stall under atta...	3 beds \| 1 baths \| 254 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.35% Airbnb Rental Income: $null Traditional Rental Income: $1565 Airbnb ROI: N/A Traditional ROI: 8.35%
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.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.88% Airbnb Rental Income: $null Traditional Rental Income: $2133 Airbnb ROI: N/A Traditional ROI: 9.88%
706 Quail Ridge Freeport, IL New carpet on main floor. 2 updated main floor baths, primary bedroom bath has a large wa...	2 beds \| 2 baths \| 432 sq.ft.	$138,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.57% Airbnb Rental Income: $null Traditional Rental Income: $1673 Airbnb ROI: N/A Traditional ROI: 7.57%
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	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2251 Airbnb ROI: N/A Traditional ROI: 4.84%
70 N Westwood Freeport, IL Welcome to this Inviting 3 Bedroom, 1.5 Bath, 1 Car Garage Ranch with Fenced Backyard in F...	3 beds \| 2 baths \| 1,092 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.51% Airbnb Rental Income: $null Traditional Rental Income: $2219 Airbnb ROI: N/A Traditional ROI: 11.51%
2118 Revere Freeport, IL Welcome to this inviting 2-story home, set on a large yard thatâs perfect for outdoor li...	4 beds \| 3 baths \| 1,287 sq.ft.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.35% Airbnb Rental Income: $null Traditional Rental Income: $2480 Airbnb ROI: N/A Traditional ROI: 9.35%
710 N Greenfield Freeport, IL Spacious 4-bedroom, 2 bath, bi-level with 2-stall attached garage. The main level has an o...	4 beds \| 2 baths \| 1,080 sq.ft.	$172,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.43% Airbnb Rental Income: $null Traditional Rental Income: $2183 Airbnb ROI: N/A Traditional ROI: 8.43%
1543 W Hurd ST Freeport, IL Charming ranch in convenient west location within walking distance to schools, parks, and ...	2 beds \| 1 baths \| 915 sq.ft.	$124,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.43% Airbnb Rental Income: $null Traditional Rental Income: $1662 Airbnb ROI: N/A Traditional ROI: 10.43%
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	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.48% Airbnb Rental Income: $null Traditional Rental Income: $1994 Airbnb ROI: N/A Traditional ROI: 6.48%

Real Estate investment in Freeport, IL

There are 40 properties for sale in the city of Freeport . The median list price in Freeport is $150,000 and the average price per square foot is $98. In October 2025, the average monthly cash on cash return in Freeport is 10.00%. The average monthly rental income in Freeport is $2,180.

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

There are 40 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

436 W Garfield

Freeport, IL

2 beds | 1 baths | 914 sq.ft.

$132,500

Airbnb cash on cash: N/A

Traditional cash on cash: 8.28%

Airbnb Rental Income: $null

Traditional Rental Income: $1367

Airbnb ROI: N/A

Traditional ROI: 8.28%

562 Rye Ridge

Freeport, IL

3 beds | 3 baths | 2,280 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2074

Airbnb ROI: N/A

Traditional ROI: 4.27%

1450 Winter

Freeport, IL

2 beds | 1 baths | N/A

$120,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.34%

Airbnb Rental Income: $null

Traditional Rental Income: $1570

Airbnb ROI: N/A

Traditional ROI: 10.34%

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

Traditional ROI: 3.85%

3021 N DAKOTA

Freeport, IL

3 beds | 1 baths | N/A

$224,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.08%

Airbnb Rental Income: $null

Traditional Rental Income: $2002

Airbnb ROI: N/A

Traditional ROI: 7.08%

2358 Chelsea Avenue

Freeport, IL

3 beds | 1 baths | 2,472 sq.ft.

$178,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.07%

Airbnb Rental Income: $null

Traditional Rental Income: $1837

Airbnb ROI: N/A

Traditional ROI: 7.07%

3448 Daren Drive #3448

Freeport, IL

3 beds | 3 baths | 2,276 sq.ft.

$265,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.08%

Airbnb Rental Income: $null

Traditional Rental Income: $2722

Airbnb ROI: N/A

Traditional ROI: 7.08%

102 E Fuller Street

Freeport, IL

4 beds | 1 baths | 1,658 sq.ft.

$130,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.32%

Airbnb Rental Income: $null

Traditional Rental Income: $1672

Airbnb ROI: N/A