Real Estate Investment Properties for Sale in Iola, WI

Looking for investment property in Iola, WI with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
E2303 AASEN Road Iola, WI Discover rustic charm and modern comfort on 4 private acres with this beautifully restored...	2 beds \| 2 baths \| 2,083 sq.ft.	$425,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.3% Airbnb Rental Income: $1760 Traditional Rental Income: $2560 Airbnb ROI: 1.08% Traditional ROI: 4.3%
E516 Rustad Rd Iola, WI Escape to your own private retreat in this 2,168 sq. ft. raised ranch nestled on 27+ woode...	4 beds \| 3 baths \| 2,168 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $3045 Airbnb ROI: N/A Traditional ROI: 3.52%
N9170 PAGEL Road Iola, WI Nestled on 8.84 +/- acres featuring a beautiful mix of forest & open space, this custom-bu...	2 beds \| 3 baths \| 2,429 sq.ft.	$749,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.15% Airbnb Rental Income: $1760 Traditional Rental Income: $2657 Airbnb ROI: 0.17% Traditional ROI: 2.15%
E1256 JOHNSON Road Iola, WI Unmatched 5-acre dog-lover's paradise! Single-story 3BR/2.5BA home with walk-out basement ...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,500,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 0.42% Airbnb Rental Income: $3702 Traditional Rental Income: $2466 Airbnb ROI: 0.73% Traditional ROI: 0.42%
Investment Properties for Sale in Other Cities of Wisconsin
8104 W Center St Milwaukee , WI Beautiful, well-kept open concept Cape Cod home in a desirable location very close to Wauw...	3 beds \| 2 baths \| 1,834 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2298 Airbnb ROI: N/A Traditional ROI: 5.13%
4421 N 80th St Milwaukee , WI Welcome to this charming Cape Cod in the sought-after Arlington Gardens neighborhood! Insi...	2 beds \| 2 baths \| 1,428 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.7% Airbnb Rental Income: $null Traditional Rental Income: $1999 Airbnb ROI: N/A Traditional ROI: 5.7%
5706 W Luebbe Ln Milwaukee , WI Welcome to this adorable, move-in ready ranch in Bradley Estates. Hardwood floors run thro...	3 beds \| 1 baths \| 1,232 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $1197 Airbnb ROI: N/A Traditional ROI: 1.71%
1924 N Hubbard St #215 Milwaukee , WI Historic Brewer's Hill condo offers the best of downtown living, just minutes from Old Wor...	1 beds \| 1 baths \| 914 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $1323 Airbnb ROI: N/A Traditional ROI: 2.78%
4818 S 19th St Milwaukee , WI Move-in ready and updated 3-BR, 1.5-BA condo features a spacious kitchen w/ granite counte...	3 beds \| 2 baths \| 1,154 sq.ft.	$197,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $1779 Airbnb ROI: N/A Traditional ROI: 5.92%
4076 N 93rd St Wauwatosa , WI Fully renovated 3BR, 2BA home in desirable Wauwatosa! This move-in ready property features...	3 beds \| 2 baths \| 2,004 sq.ft.	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $2186 Airbnb ROI: N/A Traditional ROI: 2.75%
191 N Broadway - #202 Milwaukee , WI Right in the heart of Milwaukee's beloved Historic Third Ward, this charming 1-bedroom con...	1 beds \| 1 baths \| 946 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $1852 Airbnb ROI: N/A Traditional ROI: 3.66%
170 S 64th St Milwaukee , WI Make yourself right at home in this beautiful move-in-ready bungalow on South 64th Street....	3 beds \| 1 baths \| 1,081 sq.ft.	$170,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.36% Airbnb Rental Income: $null Traditional Rental Income: $1614 Airbnb ROI: N/A Traditional ROI: 7.36%
2354 S 16th St Milwaukee , WI Completely refreshed inside and out, this 2 bedroom, 1 full bath home is located in Milwau...	2 beds \| 1 baths \| 944 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $1226 Airbnb ROI: N/A Traditional ROI: 3.88%
1925 N Water St #100 Milwaukee , WI Riverbridge Condominiums are located right on the riverwalk for a convenient walk downtown...	2 beds \| 2 baths \| 1,490 sq.ft.	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $2511 Airbnb ROI: N/A Traditional ROI: 4.29%
1313 N Franklin Pl #1002 Milwaukee , WI Embrace elevated downtown living at the prestigious Breakwater. This 10th-floor 1BR, 1.5BA...	1 beds \| 2 baths \| 1,119 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.25% Airbnb Rental Income: $null Traditional Rental Income: $1920 Airbnb ROI: N/A Traditional ROI: 1.25%
9811 DEER TRAIL ROAD #3 Tomahawk , WI Beautiful low maintenance condominium on Lake Nokomis! This unit features 3 bedrooms, 3 fu...	3 beds \| 3 baths \| 2,490 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.19% Airbnb Rental Income: $null Traditional Rental Income: $3470 Airbnb ROI: N/A Traditional ROI: 6.19%
456 S Park Street Belleville , WI Over 3,000 finished square feet of modern ranch living on a nearly half-acre fenced lot ju...	5 beds \| 3 baths \| 3,036 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.5% Airbnb Rental Income: $null Traditional Rental Income: $3115 Airbnb ROI: N/A Traditional ROI: 3.5%
7679 S Lenox Ave Oak Creek , WI Move-in ready and full of updates, this charming 3-bedroom ranch home is ready to welcome ...	3 beds \| 2 baths \| 1,328 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.69% Airbnb Rental Income: $null Traditional Rental Income: $2940 Airbnb ROI: N/A Traditional ROI: 5.69%

Real Estate investment in Iola, WI

There are 4 properties for sale in the city of Iola . The median list price in Iola is $119,000 and the average price per square foot is $81. In March 2026, the average monthly cash on cash return in Iola is 4.00%. The average monthly rental income in Iola is $2,560.

Iola, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 4 investment properties available for sale in Iola.

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

The ROI for Long-Term is higher than the Short-Term in Iola with average rental income of $2,560.

Your search for investment property begins and ends here

Investment Property for Sale in Iola, WI

E2303 AASEN Road

Iola, WI

2 beds | 2 baths | 2,083 sq.ft.

$425,000

Airbnb cash on cash: 1.08%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $1760

Traditional Rental Income: $2560

Airbnb ROI: 1.08%

Traditional ROI: 4.3%

E516 Rustad Rd

Iola, WI

4 beds | 3 baths | 2,168 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.52%

Airbnb Rental Income: $null

Traditional Rental Income: $3045

Airbnb ROI: N/A

Traditional ROI: 3.52%

N9170 PAGEL Road

Iola, WI

2 beds | 3 baths | 2,429 sq.ft.

$749,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $1760

Traditional Rental Income: $2657

Airbnb ROI: 0.17%

Traditional ROI: 2.15%

E1256 JOHNSON Road

Iola, WI

3 beds | 3 baths | 1,600 sq.ft.

$1,500,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 0.42%

Airbnb Rental Income: $3702

Traditional Rental Income: $2466

Airbnb ROI: 0.73%

Traditional ROI: 0.42%

Investment Properties for Sale in Other Cities of Wisconsin

Milwaukee , WI

3 beds | 2 baths | 1,834 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2298

Airbnb ROI: N/A

Traditional ROI: 5.13%

Milwaukee , WI

2 beds | 2 baths | 1,428 sq.ft.

$219,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.7%

Airbnb Rental Income: $null

Traditional Rental Income: $1999

Airbnb ROI: N/A

Traditional ROI: 5.7%

Milwaukee , WI

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

$249,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.71%

Airbnb Rental Income: $null

Traditional Rental Income: $1197

Airbnb ROI: N/A

Traditional ROI: 1.71%

Milwaukee , WI

1 beds | 1 baths | 914 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.78%

Airbnb Rental Income: $null

Traditional Rental Income: $1323

Airbnb ROI: N/A

Traditional ROI: 2.78%

Milwaukee , WI

3 beds | 2 baths | 1,154 sq.ft.