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
65 Golf Course Road #C Madison, WI Welcome to the Cherokee Garden Condo you've been dreaming of! Spacious 1st floor unit boas...	2 beds \| 2 baths \| 1,454 sq.ft.	$275,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 1.88% Airbnb Rental Income: $2178 Traditional Rental Income: $1695 Airbnb ROI: 1.61% Traditional ROI: 1.88%
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.	$650,000	Airbnb cash on cash: -1.84% Traditional cash on cash: -0.1% Airbnb Rental Income: $1643 Traditional Rental Income: $2233 Airbnb ROI: -1.84% Traditional ROI: -0.1%
5 Yorktown Circle Madison, WI THE ULTIMATE ENERGY-INDEPENDENT RANCH! This beautifully updated West-side ranch features a...	3 beds \| 3 baths \| 2,410 sq.ft.	$499,900	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.09% Airbnb Rental Income: $2719 Traditional Rental Income: $2779 Airbnb ROI: 1.59% Traditional ROI: 3.09%
625 N Segoe Rd #1100 Madison, WI Enjoy a more relaxed version of city living: the energy, luxury & culture of downtown with...	2 beds \| 2 baths \| 2,606 sq.ft.	$1,795,000	Airbnb cash on cash: -2.48% Traditional cash on cash: -1.88% Airbnb Rental Income: $1459 Traditional Rental Income: $2019 Airbnb ROI: -2.48% Traditional ROI: -1.88%
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.	$459,900	Airbnb cash on cash: -2.94% Traditional cash on cash: -1.74% Airbnb Rental Income: $1734 Traditional Rental Income: $1773 Airbnb ROI: -2.94% Traditional ROI: -1.74%
213 E Winnequah Road Madison, WI Enjoy a private feel on a spacious lot with this wonderful 4-bedroom ranch home, perfectly...	4 beds \| 2 baths \| 1,817 sq.ft.	$425,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 3.38% Airbnb Rental Income: $4047 Traditional Rental Income: $2488 Airbnb ROI: 5.12% Traditional ROI: 3.38%
135 N Hancock Street Madison, WI WOW! Just two blocks from James Madison Park and the Capitol, this beautifully renovated h...	4 beds \| 3 baths \| 2,152 sq.ft.	$674,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $2655 Airbnb ROI: N/A Traditional ROI: 1.4%
3 Cambridge Road Madison, WI Beautifully updated, embracing its historic character while delivering the very best of mo...	3 beds \| 3 baths \| 2,390 sq.ft.	$2,995,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.74% Airbnb Rental Income: $3637 Traditional Rental Income: $3403 Airbnb ROI: -0.94% Traditional ROI: -0.74%
6402 Milwaukee St #207 Madison, WI Modern, efficient, and affordable home ownership is possible, and this is a perfect opport...	1 beds \| 1 baths \| 850 sq.ft.	$189,900	Airbnb cash on cash: -0.4% Traditional cash on cash: 3.01% Airbnb Rental Income: $1314 Traditional Rental Income: $1522 Airbnb ROI: -0.4% Traditional ROI: 3.01%
1150 Williamson Street #204 Madison, WI Priced $25,000 below the 2025 appraised value! Stylish 1 BR Condo immersed in one of Madis...	1 beds \| 1 baths \| 1,001 sq.ft.	$364,900	Airbnb cash on cash: 0.52% Traditional cash on cash: 0.54% Airbnb Rental Income: $1990 Traditional Rental Income: $1474 Airbnb ROI: 0.52% Traditional ROI: 0.54%
6105 Birch Hill Drive Madison, WI Move right into this adorable 3-bedroom, 1 bath home. Inviting living room has hardwood fl...	3 beds \| 1 baths \| 1,456 sq.ft.	$420,000	Airbnb cash on cash: 2.39% Traditional cash on cash: 1.35% Airbnb Rental Income: $2719 Traditional Rental Income: $1669 Airbnb ROI: 2.39% Traditional ROI: 1.35%
1229 E Dayton Street Madison, WI Talk about location, location, LOCATION! This sun-soaked home puts you steps from parks, t...	2 beds \| 1 baths \| 949 sq.ft.	$399,900	Airbnb cash on cash: 1.69% Traditional cash on cash: 2.65% Airbnb Rental Income: $2347 Traditional Rental Income: $2126 Airbnb ROI: 1.69% Traditional ROI: 2.65%
350 S Hamilton Street #1001 Madison, WI Penthouse #1001 at one of downtown Madison's most sought-after condominium residences. Thi...	2 beds \| 3 baths \| 3,292 sq.ft.	$2,750,000	Airbnb cash on cash: -2.38% Traditional cash on cash: -1.91% Airbnb Rental Income: $1643 Traditional Rental Income: $2392 Airbnb ROI: -2.38% Traditional ROI: -1.91%
12 Farley Avenue Madison, WI Madison living at its best! Turn-key bungalow with endless new large ticket items such as ...	4 beds \| 2 baths \| 1,302 sq.ft.	$599,900	Airbnb cash on cash: 4.59% Traditional cash on cash: 0.64% Airbnb Rental Income: $5242 Traditional Rental Income: $1965 Airbnb ROI: 4.59% Traditional ROI: 0.64%
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.	$240,900	Airbnb cash on cash: -0.99% Traditional cash on cash: 2.19% Airbnb Rental Income: $1242 Traditional Rental Income: $1570 Airbnb ROI: -0.99% Traditional ROI: 2.19%
615 W Main Street #207 Madison, WI This motivated Seller's Condo is priced well below market value, and along with a 2 year U...	2 beds \| 2 baths \| 1,191 sq.ft.	$529,900	Airbnb cash on cash: -1.48% Traditional cash on cash: 0.44% Airbnb Rental Income: $1643 Traditional Rental Income: $2129 Airbnb ROI: -1.48% Traditional ROI: 0.44%
4502 HAMMERSLEY Road #1 Madison, WI Gorgeous condominium home in West Madison's Georgian Community, conveniently located near ...	2 beds \| 1 baths \| 1,142 sq.ft.	$217,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 3.55% Airbnb Rental Income: $1349 Traditional Rental Income: $1784 Airbnb ROI: -0.57% Traditional ROI: 3.55%
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.	$339,999	Airbnb cash on cash: 3.61% Traditional cash on cash: 2.92% Airbnb Rental Income: $2955 Traditional Rental Income: $2055 Airbnb ROI: 3.61% Traditional ROI: 2.92%
350 S Hamilton Street #407 Madison, WI Luxury 1-bedroom, 1.5 bath downtown Madison condo featuring high-end finishes, abundant na...	1 beds \| 2 baths \| 1,073 sq.ft.	$450,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -0.81% Airbnb Rental Income: $2053 Traditional Rental Income: $1883 Airbnb ROI: -1.67% Traditional ROI: -0.81%
7203 Mid Town Road #212 Madison, WI Back on Market! No Fault of seller! Well-maintained 2-bed, 1-bath west Madison condo with ...	2 beds \| 2 baths \| 1,092 sq.ft.	$239,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 2.93% Airbnb Rental Income: $2159 Traditional Rental Income: $1782 Airbnb ROI: 2.17% Traditional ROI: 2.93%
808 Williamson Street #207 Madison, WI Rare opportunity to own this stunning downtown condo on iconic Willy Street with glimpses ...	2 beds \| 2 baths \| 1,349 sq.ft.	$679,000	Airbnb cash on cash: -0.88% Traditional cash on cash: -0.16% Airbnb Rental Income: $2062 Traditional Rental Income: $1986 Airbnb ROI: -0.88% Traditional ROI: -0.16%
1233 Velvet Leaf Drive Madison, WI Fresh paint through out the house. New appliances, Roof 2011, 4 bedroom 2.5 bath, in the d...	4 beds \| 3 baths \| 2,747 sq.ft.	$555,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 2.54% Airbnb Rental Income: $5023 Traditional Rental Income: $2885 Airbnb ROI: 4.68% Traditional ROI: 2.54%
621 Seven Nations Drive Madison, WI Welcome home to this spacious 4-level side-split nestled on a quiet street with plenty of ...	4 beds \| 2 baths \| 1,896 sq.ft.	$405,000	Airbnb cash on cash: 5.81% Traditional cash on cash: 2.92% Airbnb Rental Income: $4210 Traditional Rental Income: $2222 Airbnb ROI: 5.81% Traditional ROI: 2.92%
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: -0.19% Traditional cash on cash: 2.39% Airbnb Rental Income: $1242 Traditional Rental Income: $1398 Airbnb ROI: -0.19% Traditional ROI: 2.39%
311 Forest Street #2B Madison, WI Enjoy an unbeatable location in this spacious corner-unit condo just minutes from UW Hospi...	2 beds \| 2 baths \| 1,093 sq.ft.	$350,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.64% Airbnb Rental Income: $1669 Traditional Rental Income: $1580 Airbnb ROI: -0.51% Traditional ROI: 0.64%
1656 Norman Way #3 Madison, WI Show Date 6/25. Located off a serene one-way road, this 2-bedroom, second-floor condo has ...	2 beds \| 1 baths \| 1,002 sq.ft.	$223,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 1.12% Airbnb Rental Income: $1180 Traditional Rental Income: $1314 Airbnb ROI: -1.34% Traditional ROI: 1.12%
211 S Henry Street #603 Madison, WI Experience elevated downtown living in this stunning modern luxury condominium overlooking...	2 beds \| 2 baths \| 1,694 sq.ft.	$1,295,000	Airbnb cash on cash: -2.2% Traditional cash on cash: -1.19% Airbnb Rental Income: $1643 Traditional Rental Income: $2402 Airbnb ROI: -2.2% Traditional ROI: -1.19%
736 E Johnson Street Madison, WI Unit rental in the heart of the Isthmus, (2 bedroom and 1 bedroom and Efficiencies) Unit #...	N/A beds \| N/A baths \| N/A	$675,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 0.41% Airbnb Rental Income: $2008 Traditional Rental Income: $1781 Airbnb ROI: -0.06% Traditional ROI: 0.41%

Real Estate investment in Madison, WI

There are 683 properties for sale in the city of Madison . The median list price in Madison is $439,737 and the average price per square foot is $236. In July 2026, the average monthly cash on cash return in Madison is 1.00%. The average monthly rental income in Madison is $1,946.

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

There are 683 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 $2,862.

Your search for investment property begins and ends here

Investment Property for Sale in Madison, WI

65 Golf Course Road #C

Madison, WI

2 beds | 2 baths | 1,454 sq.ft.

$275,000

Airbnb cash on cash: 1.61%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $2178

Traditional Rental Income: $1695

Airbnb ROI: 1.61%

Traditional ROI: 1.88%

360 W Washington Avenue #415

Madison, WI

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

$650,000

Airbnb cash on cash: -1.84%

Traditional cash on cash: -0.1%

Airbnb Rental Income: $1643

Traditional Rental Income: $2233

Airbnb ROI: -1.84%

Traditional ROI: -0.1%

5 Yorktown Circle

Madison, WI

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

$499,900

Airbnb cash on cash: 1.59%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $2719

Traditional Rental Income: $2779

Airbnb ROI: 1.59%

Traditional ROI: 3.09%

625 N Segoe Rd #1100

Madison, WI

2 beds | 2 baths | 2,606 sq.ft.

$1,795,000

Airbnb cash on cash: -2.48%

Traditional cash on cash: -1.88%

Airbnb Rental Income: $1459

Traditional Rental Income: $2019

Airbnb ROI: -2.48%

Traditional ROI: -1.88%

625 N Segoe Rd #1004

Madison, WI

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

$459,900

Airbnb cash on cash: -2.94%

Traditional cash on cash: -1.74%

Airbnb Rental Income: $1734

Traditional Rental Income: $1773

Airbnb ROI: -2.94%

Traditional ROI: -1.74%

213 E Winnequah Road

Madison, WI

4 beds | 2 baths | 1,817 sq.ft.

$425,000

Airbnb cash on cash: 5.12%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $4047

Traditional Rental Income: $2488

Airbnb ROI: 5.12%

Traditional ROI: 3.38%

135 N Hancock Street

Madison, WI

4 beds | 3 baths | 2,152 sq.ft.

$674,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2655

Airbnb ROI: N/A

Traditional ROI: 1.4%

3 Cambridge Road

Madison, WI

3 beds | 3 baths | 2,390 sq.ft.

$2,995,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: -0.74%

Airbnb Rental Income: $3637

Traditional Rental Income: $3403

Airbnb ROI: -0.94%