Real Estate Investment Properties for Sale in Madison, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
333 W Mifflin St #1160 Madison, WI Live, Work, and Play in the heart of Madison! Stylish 2 bedroom, 2 full bath condo. Open l...	2 beds \| 2 baths \| 807 sq.ft.	$399,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 2.44% Airbnb Rental Income: $1768 Traditional Rental Income: $1844 Airbnb ROI: 0.95% Traditional ROI: 2.44%
2941 Turbot Dr Madison, WI Quiet second floor condo with an attached 1 car garage. The home offers a private entry fr...	2 beds \| 1 baths \| 1,102 sq.ft.	$219,900	Airbnb cash on cash: 2.97% Traditional cash on cash: 4.31% Airbnb Rental Income: $1633 Traditional Rental Income: $1456 Airbnb ROI: 2.97% Traditional ROI: 4.31%
5206 Aspen Way Madison, WI Beautiful home with 3 large bedrooms, 2 baths, 1910sq ft. Price reduced to $339 for quick ...	3 beds \| 2 baths \| 1,910 sq.ft.	$339,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 5.08% Airbnb Rental Income: $3027 Traditional Rental Income: $2533 Airbnb ROI: 4.45% Traditional ROI: 5.08%
137 E Wilson St #1113 Madison, WI Desirable open floor plan at the luxury Marina Condominiums in downtown Madison! Oversize...	2 beds \| 2 baths \| 1,753 sq.ft.	$910,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 0.21% Airbnb Rental Income: $1768 Traditional Rental Income: $2413 Airbnb ROI: -1.12% Traditional ROI: 0.21%
1 Merrill Crest Dr Madison, WI This like-new bungalow blends beautiful updates with timeless charm, offering easy living ...	3 beds \| 1 baths \| 1,376 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.23% Airbnb Rental Income: $null Traditional Rental Income: $1573 Airbnb ROI: N/A Traditional ROI: 1.23%
925 S Holt Cir Madison, WI No showings until 1/30/2026 High Point Estates home! Middleton School District! 4 bedroom...	4 beds \| 3 baths \| 2,484 sq.ft.	$630,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 2.34% Airbnb Rental Income: $3765 Traditional Rental Income: $2904 Airbnb ROI: 2.42% Traditional ROI: 2.34%
1714 Homberg Lane Madison, WI Welcome home to this beautifully updated ranch that truly shines. Refinished hardwood floo...	3 beds \| 1 baths \| 2,067 sq.ft.	$420,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 1.84% Airbnb Rental Income: $2147 Traditional Rental Income: $1816 Airbnb ROI: 1.29% Traditional ROI: 1.84%
218 Grand Canyon Dr Madison, WI Town house condo corner unit. 2bdrm 1 and half bath conveniently located on the westside o...	2 beds \| 1 baths \| 1,397 sq.ft.	$269,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 4.73% Airbnb Rental Income: $1445 Traditional Rental Income: $1926 Airbnb ROI: 1.16% Traditional ROI: 4.73%
1835 Winnebago Street #207 Madison, WI In the heart of the Schenk's Corners neighborhood, this move-in ready condo includes heate...	1 beds \| 1 baths \| 821 sq.ft.	$329,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 2.28% Airbnb Rental Income: $1473 Traditional Rental Income: $1616 Airbnb ROI: 0.41% Traditional ROI: 2.28%
141 S Franklin St Madison, WI Experience downtown living at its finest in this townhouse-style condo, just four blocks f...	2 beds \| 1 baths \| 1,300 sq.ft.	$510,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 1.28% Airbnb Rental Income: $1768 Traditional Rental Income: $1978 Airbnb ROI: -0.17% Traditional ROI: 1.28%
15 Craig Ave Madison, WI Charming, move-in ready stand-alone condo tucked at the end of a peaceful cul-de-sac in a ...	2 beds \| 1 baths \| 768 sq.ft.	$209,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.71% Airbnb Rental Income: $1284 Traditional Rental Income: $1318 Airbnb ROI: 1.51% Traditional ROI: 3.71%
5831 Lupine Ln #322 Madison, WI Right on the edge of the city, yet with that quiet, country feel (including a walking trai...	2 beds \| 2 baths \| 1,157 sq.ft.	$245,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 5.28% Airbnb Rental Income: $1463 Traditional Rental Income: $1939 Airbnb ROI: 1.35% Traditional ROI: 5.28%
1957 Heath Avenue Madison, WI Old world character blends perfectly with modern updates as you step inside this charming ...	2 beds \| 1 baths \| 1,060 sq.ft.	$350,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 1.8% Airbnb Rental Income: $1557 Traditional Rental Income: $1502 Airbnb ROI: 0.6% Traditional ROI: 1.8%
6402 Milwaukee St #307 Madison, WI Enjoy the best of convenience and comfort in this top-floor condo perfectly located near s...	1 beds \| 1 baths \| 850 sq.ft.	$194,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 4.56% Airbnb Rental Income: $1380 Traditional Rental Income: $1458 Airbnb ROI: 1.94% Traditional ROI: 4.56%
225 Kensington Drive Madison, WI Classic, stately Maple Bluff 4Bd, 3.5Ba, 2 car garage home offers timeless elegance & thou...	4 beds \| 4 baths \| 2,986 sq.ft.	$1,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.36% Airbnb Rental Income: $null Traditional Rental Income: $2505 Airbnb ROI: N/A Traditional ROI: 0.36%
4025 Maple Grove Dr Madison, WI You can't beat this amazing 3 bed, 3.5 bath end-unit townhome located conveniently near sh...	3 beds \| 3 baths \| 1,905 sq.ft.	$379,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.75% Airbnb Rental Income: $1607 Traditional Rental Income: $2680 Airbnb ROI: 0.46% Traditional ROI: 4.75%
6062 Driscoll Dr Madison, WI Great investment opportunity in East Madison`s Grandview Commons neighborhood!! Immediate ...	12 beds \| 8 baths \| N/A	$1,600,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.61% Airbnb Rental Income: $null Traditional Rental Income: $2425 Airbnb ROI: N/A Traditional ROI: -0.61%

Real Estate investment in Madison, WI

There are 499 properties for sale in the city of Madison . The median list price in Madison is $395,000 and the average price per square foot is $231. In February 2026, the average monthly cash on cash return in Madison is 1.00%. The average monthly rental income in Madison is $1,797.

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

There are 499 investment properties available for sale in Madison.

In 2026, the best neighborhood to buy investment property is Capitol View Heights.

The ROI for Short-Term is higher than the Long-Term in Madison with average rental income of $2,090.

Your search for investment property begins and ends here

Investment Property for Sale in Madison, WI

333 W Mifflin St #1160

Madison, WI

2 beds | 2 baths | 807 sq.ft.

$399,000

Airbnb cash on cash: 0.95%

Traditional cash on cash: 2.44%

Airbnb Rental Income: $1768

Traditional Rental Income: $1844

Airbnb ROI: 0.95%

Traditional ROI: 2.44%

2941 Turbot Dr

Madison, WI

2 beds | 1 baths | 1,102 sq.ft.

$219,900

Airbnb cash on cash: 2.97%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $1633

Traditional Rental Income: $1456

Airbnb ROI: 2.97%

Traditional ROI: 4.31%

5206 Aspen Way

Madison, WI

3 beds | 2 baths | 1,910 sq.ft.

$339,000

Airbnb cash on cash: 4.45%

Traditional cash on cash: 5.08%

Airbnb Rental Income: $3027

Traditional Rental Income: $2533

Airbnb ROI: 4.45%

Traditional ROI: 5.08%

137 E Wilson St #1113

Madison, WI

2 beds | 2 baths | 1,753 sq.ft.

$910,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: 0.21%

Airbnb Rental Income: $1768

Traditional Rental Income: $2413

Airbnb ROI: -1.12%

Traditional ROI: 0.21%

1 Merrill Crest Dr

Madison, WI

3 beds | 1 baths | 1,376 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.23%

Airbnb Rental Income: $null

Traditional Rental Income: $1573

Airbnb ROI: N/A

Traditional ROI: 1.23%

925 S Holt Cir

Madison, WI

4 beds | 3 baths | 2,484 sq.ft.

$630,000

Airbnb cash on cash: 2.42%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $3765

Traditional Rental Income: $2904

Airbnb ROI: 2.42%

Traditional ROI: 2.34%

1714 Homberg Lane

Madison, WI

3 beds | 1 baths | 2,067 sq.ft.

$420,000

Airbnb cash on cash: 1.29%

Traditional cash on cash: 1.84%

Airbnb Rental Income: $2147

Traditional Rental Income: $1816

Airbnb ROI: 1.29%

Traditional ROI: 1.84%

218 Grand Canyon Dr

Madison, WI

2 beds | 1 baths | 1,397 sq.ft.

$269,900

Airbnb cash on cash: 1.16%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $1445

Traditional Rental Income: $1926

Airbnb ROI: 1.16%