Real Estate Investment Properties for Sale in Jacksonville, IL

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8 Wadsworth Drive Jacksonville, IL Looking for a luxury condo with golf course views? How about 3 levels of elegance designed...	3 beds \| 4 baths \| 3,302 sq.ft.	$249,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.85% Airbnb Rental Income: $null Traditional Rental Income: $3796 Airbnb ROI: N/A Traditional ROI: 11.85%
2 Springwater Drive Jacksonville, IL Sitting just north of town is this delightful 2 story home loaded with updates! The kitche...	3 beds \| 2 baths \| 2,552 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.99% Airbnb Rental Income: $null Traditional Rental Income: $2502 Airbnb ROI: N/A Traditional ROI: 7.99%
721 PEARL STREET Jacksonville, IL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 1 baths \| 1,126 sq.ft.	$122,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.72% Airbnb Rental Income: $null Traditional Rental Income: $1835 Airbnb ROI: N/A Traditional ROI: 11.72%
506 S DIAMOND Street Jacksonville, IL A striking double front door sets the tone, opening into a gracious foyer anchored by a gr...	4 beds \| 4 baths \| 2,944 sq.ft.	$296,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.23% Airbnb Rental Income: $null Traditional Rental Income: $3967 Airbnb ROI: N/A Traditional ROI: 11.23%
231 N WEBSTER Avenue Jacksonville, IL Welcome to a slice of Jacksonville history. 231 N Webster is a grand 'ol home! Yes, it's c...	3 beds \| 2 baths \| 3,080 sq.ft.	$199,999	Airbnb cash on cash: N/A Traditional cash on cash: 9.26% Airbnb Rental Income: $null Traditional Rental Income: $2583 Airbnb ROI: N/A Traditional ROI: 9.26%
510 S WESTGATE Avenue Jacksonville, IL This lovely ranch home is the one you've been waiting for. The main living areas and bedro...	3 beds \| 1 baths \| 1,642 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.69% Airbnb Rental Income: $null Traditional Rental Income: $1947 Airbnb ROI: N/A Traditional ROI: 8.69%
125 WESTMINSTER Street Jacksonville, IL This beautiful home features modern updates throughout! The tastefully updated kitchen boa...	3 beds \| 2 baths \| 2,488 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.93% Airbnb Rental Income: $null Traditional Rental Income: $2582 Airbnb ROI: N/A Traditional ROI: 9.93%
8 Westfair Drive Jacksonville, IL Brick duplex in excellent west-end location. 3 car garage with storage/workshop area. Unit...	N/A beds \| N/A baths \| 2,064 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.69% Airbnb Rental Income: $null Traditional Rental Income: $1834 Airbnb ROI: N/A Traditional ROI: 6.69%
1903 MOUND Road Jacksonville, IL Quality built and MOVE IN ready; this brick ranch offers the perfect blend of comfort and ...	4 beds \| 3 baths \| 3,653 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $3277 Airbnb ROI: N/A Traditional ROI: 6.93%
352 FRANKLIN Street Jacksonville, IL Once a school building, this one-of-a-kind property offers incredible potential with both ...	N/A beds \| N/A baths \| 28,844 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.12% Airbnb Rental Income: $null Traditional Rental Income: $1780 Airbnb ROI: N/A Traditional ROI: 1.12%
865 W Superior Avenue Jacksonville, IL Price Improvement! Charming ranch home with and spacious garage! This 2 to 3-bedroom ranc...	3 beds \| 1 baths \| 1,000 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.78% Airbnb Rental Income: $null Traditional Rental Income: $1662 Airbnb ROI: N/A Traditional ROI: 8.78%
6 FERNWOOD Boulevard Jacksonville, IL This one checks all the boxes! 3 bedrooms with HW floors, OPEN kitchen and living room wit...	3 beds \| 1 baths \| 1,056 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.1% Airbnb Rental Income: $null Traditional Rental Income: $1678 Airbnb ROI: N/A Traditional ROI: 10.1%
2175 Southbrooke Road Jacksonville, IL Beautifully renovated lakefront ranch. This stunning home offers gorgeous views and moder...	3 beds \| 3 baths \| 2,084 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $3073 Airbnb ROI: N/A Traditional ROI: 6.18%
735 W DOUGLAS Avenue Jacksonville, IL Charming older home on brick street full of character and modern updates! This beautiful h...	3 beds \| 2 baths \| 1,458 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.32% Airbnb Rental Income: $null Traditional Rental Income: $2225 Airbnb ROI: N/A Traditional ROI: 11.32%
308 COUNTRY CLUB Road Jacksonville, IL A stately find on the Jacksonville Country Club golf course. A lake view in the front and...	5 beds \| 4 baths \| 3,765 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.84% Airbnb Rental Income: $null Traditional Rental Income: $3753 Airbnb ROI: N/A Traditional ROI: 7.84%
3 Ivywood Drive Jacksonville, IL Charming Brick Cape Cod in Coveted West End! Welcome to this attractive 4-bedroom, 2.5-bat...	4 beds \| 3 baths \| 1,940 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.25% Airbnb Rental Income: $null Traditional Rental Income: $2777 Airbnb ROI: N/A Traditional ROI: 9.25%
14 NOB HILL Drive Jacksonville, IL #14 sits majestically atop Nob Hill Drive. The stately manor that overlooks the cul-de-sac...	3 beds \| 3 baths \| 2,451 sq.ft.	$282,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.29% Airbnb Rental Income: $null Traditional Rental Income: $2887 Airbnb ROI: N/A Traditional ROI: 7.29%
1 TERRY Court Jacksonville, IL Relaxing on this covered porch is just the beginning of impressive features in this all br...	3 beds \| 3 baths \| 2,080 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.23% Airbnb Rental Income: $null Traditional Rental Income: $2777 Airbnb ROI: N/A Traditional ROI: 8.23%
15a SHENANDOAH Avenue Jacksonville, IL Whether you're downsizing or just starting out this condo offers the perfect blend of styl...	2 beds \| 2 baths \| 1,322 sq.ft.	$152,900	Airbnb cash on cash: 3.66% Traditional cash on cash: 10.2% Airbnb Rental Income: $1392 Traditional Rental Income: $1928 Airbnb ROI: 3.66% Traditional ROI: 10.2%
2306 MAGNOLIA Drive Jacksonville, IL Magnificent on Magnolia!!! Needing space? Garage space? Closet space? Yard space? Large ro...	5 beds \| 3 baths \| 3,202 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.14% Airbnb Rental Income: $null Traditional Rental Income: $3286 Airbnb ROI: N/A Traditional ROI: 8.14%

Real Estate investment in Jacksonville, IL

There are 21 properties for sale in the city of Jacksonville . The median list price in Jacksonville is $159,900 and the average price per square foot is $56. In October 2025, the average monthly cash on cash return in Jacksonville is 11.00%. The average monthly rental income in Jacksonville is $2,485.

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

There are 21 investment properties available for sale in Jacksonville.

In 2025, the best neighborhood to buy investment property is Jacksonville.

The ROI for Short-Term is higher than the Long-Term in Jacksonville with average rental income of $1,392.

Your search for investment property begins and ends here

Investment Property for Sale in Jacksonville, IL

8 Wadsworth Drive

Jacksonville, IL

3 beds | 4 baths | 3,302 sq.ft.

$249,500

Airbnb cash on cash: N/A

Traditional cash on cash: 11.85%

Airbnb Rental Income: $null

Traditional Rental Income: $3796

Airbnb ROI: N/A

Traditional ROI: 11.85%

2 Springwater Drive

Jacksonville, IL

3 beds | 2 baths | 2,552 sq.ft.

$229,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2502

Airbnb ROI: N/A

Traditional ROI: 7.99%

721 PEARL STREET

Jacksonville, IL

3 beds | 1 baths | 1,126 sq.ft.

$122,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.72%

Airbnb Rental Income: $null

Traditional Rental Income: $1835

Airbnb ROI: N/A

Traditional ROI: 11.72%

506 S DIAMOND Street

Jacksonville, IL

4 beds | 4 baths | 2,944 sq.ft.

$296,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.23%

Airbnb Rental Income: $null

Traditional Rental Income: $3967

Airbnb ROI: N/A

Traditional ROI: 11.23%

231 N WEBSTER Avenue

Jacksonville, IL

3 beds | 2 baths | 3,080 sq.ft.

$199,999

Airbnb cash on cash: N/A

Traditional cash on cash: 9.26%

Airbnb Rental Income: $null

Traditional Rental Income: $2583

Airbnb ROI: N/A

Traditional ROI: 9.26%

510 S WESTGATE Avenue

Jacksonville, IL

3 beds | 1 baths | 1,642 sq.ft.

$159,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1947

Airbnb ROI: N/A

Traditional ROI: 8.69%

125 WESTMINSTER Street

Jacksonville, IL

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

$189,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.93%

Airbnb Rental Income: $null

Traditional Rental Income: $2582

Airbnb ROI: N/A

Traditional ROI: 9.93%

8 Westfair Drive

Jacksonville, IL

N/A beds | N/A baths | 2,064 sq.ft.

$174,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1834

Airbnb ROI: N/A