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
360 W Washington Avenue #415 Madison, WI Stylish 2-bed, 2-bath condo with a versatile den at Metropolitan Place! This light-filled ...	2 beds \| 2 baths \| 1,716 sq.ft.	$675,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.98% Airbnb Rental Income: $1343 Traditional Rental Income: $2233 Airbnb ROI: -1.09% Traditional ROI: 0.98%
5026 Piccadilly Dr Madison, WI Well maintained home on Madison's east side. Home features 3 bedrooms and 2 baths. You'll ...	3 beds \| 2 baths \| 2,374 sq.ft.	$429,500	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.41% Airbnb Rental Income: $2513 Traditional Rental Income: $2375 Airbnb ROI: 2.24% Traditional ROI: 3.41%
5 Yorktown Circle Madison, WI Spacious 3-bedroom, 3-bath home on Madisonâs desirable west side offering 2400 sq ft of ...	3 beds \| 3 baths \| 2,410 sq.ft.	$510,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 3.01% Airbnb Rental Income: $1657 Traditional Rental Income: $2779 Airbnb ROI: -0.31% Traditional ROI: 3.01%
6426 Maywick Drive Madison, WI Discover this spacious end-unit condo offering 3 bedrooms & 2.5 baths designed for comfort...	3 beds \| 4 baths \| 2,439 sq.ft.	$364,900	Airbnb cash on cash: 2.46% Traditional cash on cash: 5.29% Airbnb Rental Income: $2387 Traditional Rental Income: $2768 Airbnb ROI: 2.46% Traditional ROI: 5.29%
625 N Segoe Rd #1004 Madison, WI This 10th-floor end unit w/floor-to-ceiling windows & views of Lake Mendota & Capitol is c...	1 beds \| 1 baths \| 1,192 sq.ft.	$469,900	Airbnb cash on cash: -4.31% Traditional cash on cash: -1.73% Airbnb Rental Income: $989 Traditional Rental Income: $1773 Airbnb ROI: -4.31% Traditional ROI: -1.73%
1150 Williamson Street #204 Madison, WI Stylish 1 BR Condo immersed in one of Madison's most iconic neighborhoods! Soaring ceiling...	1 beds \| 1 baths \| 1,001 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $1474 Airbnb ROI: N/A Traditional ROI: 1.39%
6710 Park Ridge Dr #C Madison, WI Own your own condo for less than you pay for rent! 2 bedroom, 1 bath, wood-burning firepla...	2 beds \| 1 baths \| 884 sq.ft.	$186,500	Airbnb cash on cash: -0.38% Traditional cash on cash: 1.88% Airbnb Rental Income: $1201 Traditional Rental Income: $1212 Airbnb ROI: -0.38% Traditional ROI: 1.88%
350 S Hamilton Street #1001 Madison, WI Penthouse #1001 at one of downtown Madisonâs most sought-after condominium residences. T...	2 beds \| 3 baths \| 3,292 sq.ft.	$2,750,000	Airbnb cash on cash: -1.84% Traditional cash on cash: -1.26% Airbnb Rental Income: $1343 Traditional Rental Income: $2392 Airbnb ROI: -1.84% Traditional ROI: -1.26%
2101 Leland Drive Madison, WI Show Friday 5/8 @ 4p. Charming 3-bedroom, 2-bath ranch in the Meadowwood neighborhood in M...	3 beds \| 2 baths \| 2,055 sq.ft.	$399,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.2% Airbnb Rental Income: $1536 Traditional Rental Income: $2253 Airbnb ROI: 0.11% Traditional ROI: 3.2%
837 N Gammon Road #D Madison, WI This comfortable corner 2 large bedroom, 2 bath condo may be the most private condo in the...	2 beds \| 2 baths \| 1,069 sq.ft.	$244,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 3.7% Airbnb Rental Income: $964 Traditional Rental Income: $1570 Airbnb ROI: -0.43% Traditional ROI: 3.7%
4313 Hey Jude Ln Madison, WI Beautiful 2 story, 4 bedroom with 2 car attached garage in Lost Creek ready for you to mov...	4 beds \| 2 baths \| 1,848 sq.ft.	$450,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 2.74% Airbnb Rental Income: $2926 Traditional Rental Income: $2238 Airbnb ROI: 2.77% Traditional ROI: 2.74%
615 W Main Street #207 Madison, WI Enjoy downtown Madison living in this modern and spacious 2-bedroom, 2-bath condo ideally ...	2 beds \| 2 baths \| 1,191 sq.ft.	$578,500	Airbnb cash on cash: -0.86% Traditional cash on cash: 1.36% Airbnb Rental Income: $1343 Traditional Rental Income: $2129 Airbnb ROI: -0.86% Traditional ROI: 1.36%
1218 Jasmine Dr Madison, WI Popular Valley Ridge! Family-friendly floor plan includes formal dining room, main floor ...	4 beds \| 3 baths \| 2,387 sq.ft.	$525,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 3.6% Airbnb Rental Income: $2886 Traditional Rental Income: $2947 Airbnb ROI: 2.11% Traditional ROI: 3.6%
821 N Gammon Rd Madison, WI At under $118/sf this 3BR 2.5 bath condo is about 40% larger than most other condos availa...	3 beds \| 2 baths \| 1,906 sq.ft.	$353,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 2.77% Airbnb Rental Income: $2181 Traditional Rental Income: $2055 Airbnb ROI: 1.49% Traditional ROI: 2.77%
6007 Big Dipper Dr Madison, WI Enjoy summer on your deck while someone else takes care of the mowing. Great open floor pl...	2 beds \| 2 baths \| 1,304 sq.ft.	$315,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.57% Airbnb Rental Income: $1472 Traditional Rental Income: $2095 Airbnb ROI: 0% Traditional ROI: 3.57%
5617 Brendan Ave Madison, WI Superb location in Fitchburg near restaurants, shopping, bike trails & McKee park! Modern ...	2 beds \| 2 baths \| 1,600 sq.ft.	$340,000	Airbnb cash on cash: -2.35% Traditional cash on cash: 2.76% Airbnb Rental Income: $886 Traditional Rental Income: $2180 Airbnb ROI: -2.35% Traditional ROI: 2.76%
825 N Gammon Rd #F Madison, WI Showings begin 6/23, 2018. 24 hour notice required. Do not miss this spacious light filled...	2 beds \| 2 baths \| 1,069 sq.ft.	$226,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 2.39% Airbnb Rental Income: $964 Traditional Rental Income: $1398 Airbnb ROI: -1.27% Traditional ROI: 2.39%
2825 Regent Street Madison, WI Tucked in one of Madisonâs most sought-after locations, this home offers the perfect ble...	3 beds \| 2 baths \| 1,663 sq.ft.	$575,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 1.26% Airbnb Rental Income: $1572 Traditional Rental Income: $2195 Airbnb ROI: -0.74% Traditional ROI: 1.26%
3809 Busse St Madison, WI Just Listed cozy 3 bedroom Cape Cod in high demand Olbrich Park neighborhood. Located just...	3 beds \| 1 baths \| 942 sq.ft.	$380,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 1.47% Airbnb Rental Income: $2513 Traditional Rental Income: $1325 Airbnb ROI: 3.1% Traditional ROI: 1.47%
453 Cherry Hill Drive Madison, WI Charming and well-kept 3-bedroom, 2-bath ranch in desirable Hawks Ridge in West Madison! T...	3 beds \| 2 baths \| 1,329 sq.ft.	$399,900	Airbnb cash on cash: 2.44% Traditional cash on cash: 1.99% Airbnb Rental Income: $2854 Traditional Rental Income: $2023 Airbnb ROI: 2.44% Traditional ROI: 1.99%
8206 Starr Grass Dr #204 Madison, WI Large 2nd floor two bedrooms, two bath condo in the popular Midtown Commons Neighborhood. ...	2 beds \| 2 baths \| 1,235 sq.ft.	$280,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 1.58% Airbnb Rental Income: $1201 Traditional Rental Income: $1737 Airbnb ROI: -1.92% Traditional ROI: 1.58%
736 E Johnson Street Madison, WI Unit rental in the heart of the Isthmus, (2 bedroom and 1 bedroom and Efficiencies) Un...	1 beds \| N/A baths \| N/A	$700,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.36% Airbnb Rental Income: $null Traditional Rental Income: $1781 Airbnb ROI: N/A Traditional ROI: 0.36%
137 E Wilson Street #314 Madison, WI Downtown condominium ideally located in the heart of Madison, within walking distance to t...	2 beds \| 2 baths \| 1,314 sq.ft.	$635,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 0.56% Airbnb Rental Income: $1343 Traditional Rental Income: $1944 Airbnb ROI: -1.15% Traditional ROI: 0.56%
450 Charles Lane Madison, WI Charm and character shine throughout this Midvale Heights Cape Cod, perfectly set on a qui...	4 beds \| 3 baths \| 2,108 sq.ft.	$600,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 2.17% Airbnb Rental Income: $3688 Traditional Rental Income: $2870 Airbnb ROI: 2.2% Traditional ROI: 2.17%

Real Estate investment in Madison, WI

There are 619 properties for sale in the city of Madison . The median list price in Madison is $442,500 and the average price per square foot is $236. In May 2026, the average monthly cash on cash return in Madison is 1.00%. The average monthly rental income in Madison is $1,936.

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

There are 619 investment properties available for sale in Madison.

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

The ROI for Short-Term is higher than the Long-Term in Madison with average rental income of $1,657.

Your search for investment property begins and ends here

Investment Property for Sale in Madison, WI

360 W Washington Avenue #415

Madison, WI

2 beds | 2 baths | 1,716 sq.ft.

$675,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 0.98%

Airbnb Rental Income: $1343

Traditional Rental Income: $2233

Airbnb ROI: -1.09%

Traditional ROI: 0.98%

5026 Piccadilly Dr

Madison, WI

3 beds | 2 baths | 2,374 sq.ft.

$429,500

Airbnb cash on cash: 2.24%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $2513

Traditional Rental Income: $2375

Airbnb ROI: 2.24%

Traditional ROI: 3.41%

5 Yorktown Circle

Madison, WI

3 beds | 3 baths | 2,410 sq.ft.

$510,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $1657

Traditional Rental Income: $2779

Airbnb ROI: -0.31%

Traditional ROI: 3.01%

6426 Maywick Drive

Madison, WI

3 beds | 4 baths | 2,439 sq.ft.

$364,900

Airbnb cash on cash: 2.46%

Traditional cash on cash: 5.29%

Airbnb Rental Income: $2387

Traditional Rental Income: $2768

Airbnb ROI: 2.46%

Traditional ROI: 5.29%

625 N Segoe Rd #1004

Madison, WI

1 beds | 1 baths | 1,192 sq.ft.

$469,900

Airbnb cash on cash: -4.31%

Traditional cash on cash: -1.73%

Airbnb Rental Income: $989

Traditional Rental Income: $1773

Airbnb ROI: -4.31%

Traditional ROI: -1.73%

1150 Williamson Street #204

Madison, WI

1 beds | 1 baths | 1,001 sq.ft.

$389,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.39%

Airbnb Rental Income: $null

Traditional Rental Income: $1474

Airbnb ROI: N/A

Traditional ROI: 1.39%

6710 Park Ridge Dr #C

Madison, WI

2 beds | 1 baths | 884 sq.ft.

$186,500

Airbnb cash on cash: -0.38%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $1201

Traditional Rental Income: $1212

Airbnb ROI: -0.38%

Traditional ROI: 1.88%

350 S Hamilton Street #1001

Madison, WI

2 beds | 3 baths | 3,292 sq.ft.

$2,750,000

Airbnb cash on cash: -1.84%

Traditional cash on cash: -1.26%

Airbnb Rental Income: $1343

Traditional Rental Income: $2392

Airbnb ROI: -1.84%