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
5206 Aspen Way Madison, WI Tucked into a welcoming, established community, this beautifully updated condo offers comf...	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%
5355 Hansons Landing #104 Madison, WI Enjoy lakefront living in this expansive, sun-filled 1st floor condo on the Yahara River w...	3 beds \| 3 baths \| 2,862 sq.ft.	$775,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.57% Airbnb Rental Income: $2516 Traditional Rental Income: $3532 Airbnb ROI: 0.33% Traditional ROI: 2.57%
5831 Lupine Lane #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.	$238,000	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%
6062 Driscoll Drive Madison, WI Great investment opportunity in East Madison`s Grandview Commons neighborhood!! Immediate ...	12 beds \| N/A 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%
5332 Congress Avenue #4 Madison, WI Must-See Residence! Purchased just one year ago, this beautifully updated home features br...	1 beds \| 1 baths \| 990 sq.ft.	$224,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.99% Airbnb Rental Income: $1195 Traditional Rental Income: $1525 Airbnb ROI: 0.76% Traditional ROI: 3.99%
2309 Teal Drive Madison, WI Set on a tree-lined Meadowood street, 2309 Teal Dr is a classic west-side Colonial with ge...	4 beds \| 2 baths \| 1,704 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $1323 Airbnb ROI: N/A Traditional ROI: 0.4%
3117 Todd Drive Madison, WI	5 beds \| 4 baths \| 3,490 sq.ft.	$635,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.31% Airbnb Rental Income: $3877 Traditional Rental Income: $3621 Airbnb ROI: 2.35% Traditional ROI: 3.31%
6717 Park Edge Drive #A Madison, WI Start your home ownership journey on the ground floor! Whether you are looking for an inve...	2 beds \| 1 baths \| 891 sq.ft.	$182,500	Airbnb cash on cash: 5.43% Traditional cash on cash: 4.73% Airbnb Rental Income: $2002 Traditional Rental Income: $1359 Airbnb ROI: 5.43% Traditional ROI: 4.73%
1518 Golf View Road #C Madison, WI "Welcome Home to this Spacious, First Floor, 2 bed/ 1Â½ bath Luxury Condo "For Sale" in th...	2 beds \| 2 baths \| 1,310 sq.ft.	$255,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 4.66% Airbnb Rental Income: $1850 Traditional Rental Income: $1847 Airbnb ROI: 2.7% Traditional ROI: 4.66%
1812 August Moon Drive Madison, WI This Elaine home features a smart, open layout and checks off all your boxes. 3 bedrooms, ...	3 beds \| 2 baths \| 1,482 sq.ft.	$524,900	Airbnb cash on cash: 3.4% Traditional cash on cash: 3.17% Airbnb Rental Income: $3027 Traditional Rental Income: $2218 Airbnb ROI: 3.4% Traditional ROI: 3.17%
5919 Woodbine Drive Madison, WI This Elaine home features a smart, open layout and checks off all your boxes. 3 bedrooms, ...	3 beds \| 2 baths \| 1,482 sq.ft.	$514,900	Airbnb cash on cash: 3.48% Traditional cash on cash: 3.23% Airbnb Rental Income: $3027 Traditional Rental Income: $2215 Airbnb ROI: 3.48% Traditional ROI: 3.23%
5794 Portage & 3949 Hoepker Road Madison, WI Looking for a 7~bed multi~home property in Madison under $750K? Two homes, one incredible ...	7 beds \| N/A baths \| N/A	$745,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 1.51% Airbnb Rental Income: $2627 Traditional Rental Income: $2526 Airbnb ROI: 0.75% Traditional ROI: 1.51%
4318 Melody Lane #104 Madison, WI Welcome home to this sunny south-facing, pet-friendly condo with an open layout and natura...	1 beds \| 1 baths \| 675 sq.ft.	$154,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 4.23% Airbnb Rental Income: $1187 Traditional Rental Income: $1054 Airbnb ROI: 2.52% Traditional ROI: 4.23%
20 Spittlebug Circle Madison, WI Welcome to Haven, a community of single family homes that offers low maintenance living in...	3 beds \| 2 baths \| 1,577 sq.ft.	$519,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 0.96% Airbnb Rental Income: $3027 Traditional Rental Income: $2295 Airbnb ROI: 1.04% Traditional ROI: 0.96%
238 Kensington Drive Madison, WI Quick closing possible! Full of character, this classic Cape Cod in Maple Bluff offers com...	3 beds \| 2 baths \| 2,056 sq.ft.	$648,000	Airbnb cash on cash: 4.78% Traditional cash on cash: 1.59% Airbnb Rental Income: $5567 Traditional Rental Income: $2518 Airbnb ROI: 4.78% Traditional ROI: 1.59%
5351 Garden View Court Madison, WI Live Your Best Life: Condo Near Lake Monona Why compromise? This turn-key 2-bedroom condo ...	2 beds \| 1 baths \| 665 sq.ft.	$169,900	Airbnb cash on cash: 6.71% Traditional cash on cash: 4.44% Airbnb Rental Income: $2103 Traditional Rental Income: $1197 Airbnb ROI: 6.71% Traditional ROI: 4.44%
1816 August Moon Drive Madison, WI This Atwood home features a smart, open layout and checks off all your boxes. 4 bedrooms, ...	4 beds \| 3 baths \| 2,446 sq.ft.	$639,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.91% Airbnb Rental Income: $2676 Traditional Rental Income: $2962 Airbnb ROI: 0.37% Traditional ROI: 1.91%
4301 Odana Road Madison, WI Check out this large home! The finished basement feels like having your own private suite,...	5 beds \| 4 baths \| 3,152 sq.ft.	$595,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $3800 Airbnb ROI: N/A Traditional ROI: 4.41%
2725 Kendall Avenue Madison, WI Regent Neighborhood gem offering classic elegance and modern comfort. This inviting home f...	3 beds \| 1 baths \| 1,583 sq.ft.	$599,500	Airbnb cash on cash: 0.1% Traditional cash on cash: 0.07% Airbnb Rental Income: $2239 Traditional Rental Income: $1656 Airbnb ROI: 0.1% Traditional ROI: 0.07%
6934/6938 Chester Drive Madison, WI Stately looking duplex on corner lot offering great privacy for tenants!!!	5 beds \| N/A baths \| N/A	$650,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 1.28% Airbnb Rental Income: $4640 Traditional Rental Income: $2303 Airbnb ROI: 3.52% Traditional ROI: 1.28%
2309/2311 McKenna Boulevard Madison, WI Great rental investment in a desirable location. Each side having 3 bedrooms, 1 and 1\2 ba...	6 beds \| N/A baths \| N/A	$715,000	Airbnb cash on cash: 3.25% Traditional cash on cash: 1.37% Airbnb Rental Income: $4640 Traditional Rental Income: $2427 Airbnb ROI: 3.25% Traditional ROI: 1.37%
4206 Manitou Way Madison, WI Experience the charm of Nakoma in this meticulously maintained 2-story home, ideally locat...	4 beds \| 3 baths \| 2,560 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.79% Airbnb Rental Income: $null Traditional Rental Income: $3025 Airbnb ROI: N/A Traditional ROI: 0.79%
4 Sebring Court Madison, WI Bright and inviting ranch-style condo nestled on a peaceful cul-de-sac in an established 5...	2 beds \| 3 baths \| 1,660 sq.ft.	$460,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.77% Airbnb Rental Income: $1311 Traditional Rental Income: $2274 Airbnb ROI: -0.41% Traditional ROI: 2.77%
16 Spittlebug Circle Madison, WI Welcome to Haven, a community of single family homes that offers low maintenance living in...	3 beds \| 2 baths \| 1,841 sq.ft.	$619,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.69% Airbnb Rental Income: $3027 Traditional Rental Income: $2489 Airbnb ROI: 0.42% Traditional ROI: 0.69%

Real Estate investment in Madison, WI

There are 114 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 March 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 114 investment properties available for sale in Madison.

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

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

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%

5355 Hansons Landing #104

Madison, WI

3 beds | 3 baths | 2,862 sq.ft.

$775,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $2516

Traditional Rental Income: $3532

Airbnb ROI: 0.33%

Traditional ROI: 2.57%

5831 Lupine Lane #322

Madison, WI

2 beds | 2 baths | 1,157 sq.ft.

$238,000

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%

6062 Driscoll Drive

Madison, WI

12 beds | N/A 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%

5332 Congress Avenue #4

Madison, WI

1 beds | 1 baths | 990 sq.ft.

$224,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $1195

Traditional Rental Income: $1525

Airbnb ROI: 0.76%

Traditional ROI: 3.99%

2309 Teal Drive

Madison, WI

4 beds | 2 baths | 1,704 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.4%

Airbnb Rental Income: $null

Traditional Rental Income: $1323

Airbnb ROI: N/A

Traditional ROI: 0.4%

3117 Todd Drive

Madison, WI

5 beds | 4 baths | 3,490 sq.ft.

$635,000

Airbnb cash on cash: 2.35%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $3877

Traditional Rental Income: $3621

Airbnb ROI: 2.35%

Traditional ROI: 3.31%

6717 Park Edge Drive #A

Madison, WI

2 beds | 1 baths | 891 sq.ft.

$182,500

Airbnb cash on cash: 5.43%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $2002

Traditional Rental Income: $1359

Airbnb ROI: 5.43%