Real Estate Investment Properties for Sale in Middleton, WI

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

Explore a variety of short-term homes & houses in Middleton, WI. Invest wisely with VRBO & Middleton, WI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Middleton, WI

Search for Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Middleton, Wisconsin. Browse all of Mashvisor’s Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 52 Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
9420 Stoneywood Boulevard Middleton, WI Welcome home to this impeccably maintained ranch-style residence that combines comfort, st...	4 beds \| 3 baths \| 2,753 sq.ft.	$657,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $2864 Airbnb ROI: N/A Traditional ROI: 1.82%
7013 Cardinal Drive Middleton, WI Perfectly situated in the heart of Middleton, close to everything, yet tucked away on a qu...	4 beds \| 3 baths \| 2,448 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $2976 Airbnb ROI: N/A Traditional ROI: 3.02%
719 Cricket Lane #3 Middleton, WI Well maintained condo in the highly desirable Greystone at Blackhawk community in Middleto...	3 beds \| 3 baths \| 1,773 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 3.44%
2829 Century Harbor Road unit: 3 Middleton, WI This second-floor one-bedroom condo is located in Century Harbor Condominiums, a desirable...	1 beds \| 1 baths \| 850 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.7% Airbnb Rental Income: $null Traditional Rental Income: $1589 Airbnb ROI: N/A Traditional ROI: 2.7%
9913 Autumn Breeze Road Middleton, WI Beautiful 3-bedroom, 2.5-bath two-story transitional home featuring a spacious open-concep...	3 beds \| 3 baths \| 1,714 sq.ft.	$588,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.21% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 1.21%
3542 Valley Ridge Road Middleton, WI Show 3/27. Location and views don't get any better than this! Spacious corner-unit condo i...	3 beds \| 2 baths \| 2,065 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.99% Airbnb Rental Income: $null Traditional Rental Income: $2821 Airbnb ROI: N/A Traditional ROI: 4.99%
707 Cricket Lane #5 Middleton, WI Welcome Home ! Welcome to this bright and inviting 2BR, 2.5BA condo located in the desirab...	2 beds \| 3 baths \| 1,529 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.34% Airbnb Rental Income: $null Traditional Rental Income: $2222 Airbnb ROI: N/A Traditional ROI: 4.34%
4029 Serenbe Street Middleton, WI A move-in ready 2025 Parade Home offering refined, low maintenance living in Belle Farm. T...	5 beds \| N/A baths \| N/A	$1,749,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.3% Airbnb Rental Income: $null Traditional Rental Income: $2602 Airbnb ROI: N/A Traditional ROI: -1.3%
4043 Serenbe Street Middleton, WI A 2025 Parade Home showcasing contemporary design and abundant natural light in Belle Farm...	5 beds \| N/A baths \| N/A	$1,799,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.14% Airbnb Rental Income: $null Traditional Rental Income: $4607 Airbnb ROI: N/A Traditional ROI: -0.14%
6833 Phil Lewis Way Middleton, WI Experience timeless architecture and modern sophistication in this exceptional Middleton H...	4 beds \| 5 baths \| 4,656 sq.ft.	$1,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.06% Airbnb Rental Income: $null Traditional Rental Income: $4521 Airbnb ROI: N/A Traditional ROI: 1.06%
2911 Marina Drive Middleton, WI Step inside this zero lot line duplex with NO CONDO FEE and brand NEW ROOF to a fully upda...	3 beds \| 3 baths \| 1,832 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $2467 Airbnb ROI: N/A Traditional ROI: 4.21%
3108 Creek View Drive #7 Middleton, WI Discover your dream home in Middleton, Wisconsin! This stunning 2nd-floor, end-unit offers...	2 beds \| 2 baths \| 1,468 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $1911 Airbnb ROI: N/A Traditional ROI: 4.37%
10122 Mosaic Way Middleton, WI This Aldo home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2....	3 beds \| 3 baths \| 1,765 sq.ft.	$444,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $2662 Airbnb ROI: N/A Traditional ROI: 3.29%
613 Tabby Turn Drive Middleton, WI Move-in Ready 5/1/26! This Astor home features a smart, open layout and checks off all you...	2 beds \| 3 baths \| 1,408 sq.ft.	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $2267 Airbnb ROI: N/A Traditional ROI: 2.78%
6741 Frank Lloyd Wright Avenue #200 Middleton, WI Sunny, bright END unit w/high ceilings & exposed beams and ductwork. Open concept allows y...	1 beds \| 1 baths \| 950 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.01% Airbnb Rental Income: $null Traditional Rental Income: $1577 Airbnb ROI: N/A Traditional ROI: 2.01%
7142 Johann Farm Road Middleton, WI Move-in Ready 4/20/26! This Sawyer home features a smart, open layout and checks off all y...	3 beds \| 3 baths \| 1,861 sq.ft.	$609,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.57% Airbnb Rental Income: $null Traditional Rental Income: $2631 Airbnb ROI: N/A Traditional ROI: 1.57%
10013 Shadow Ridge Trail Middleton, WI VRP $1,500,000-$1,650,000. Dig ready Southwest Transitional in Blackhawk! No detail spared...	4 beds \| 4 baths \| 4,068 sq.ft.	$1,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.63% Airbnb Rental Income: $null Traditional Rental Income: $2695 Airbnb ROI: N/A Traditional ROI: 0.63%
9395 Old Sauk Road Middleton, WI Elegance and style are showcased in the lovely 3 bed, 2 1/2 bath end unit townhouse condo ...	3 beds \| 3 baths \| 1,683 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.64% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 1.64%
9106 Waterside Street Middleton, WI Maintenance-free living meets single-family privacy! This stunning duplex-style condo is m...	4 beds \| 3 baths \| 2,611 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.36% Airbnb Rental Income: $null Traditional Rental Income: $2695 Airbnb ROI: N/A Traditional ROI: 2.36%
620 Tabby Turn Drive Middleton, WI This Chelsea home features a thoughtfully designed, open-concept layout ideal for modern l...	3 beds \| 3 baths \| 1,519 sq.ft.	$494,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.03% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 2.03%
2051 Allen Boulevard #101 Middleton, WI First floor end unit with no neighbor across the hall! This 2 bedroom, 1 bath condo offers...	2 beds \| 1 baths \| 866 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.49% Airbnb Rental Income: $null Traditional Rental Income: $1886 Airbnb ROI: N/A Traditional ROI: 5.49%
7135 Johann Farm Road Middleton, WI Move-in ready 5/4/26. This Emerald home features a thoughtfully designed, open-concept lay...	3 beds \| 3 baths \| 1,647 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.82% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 0.82%
5003 Wenlock Rose Court Middleton, WI Experience refined living on Bishopâs Bay golf course in this fully renovated condo. Rec...	3 beds \| 3 baths \| 2,626 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.62% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: -0.62%
7127 Johann Farm Road Middleton, WI Move-in ready 5/19/26. This Beryl home features a thoughtfully designed, open-concept layo...	3 beds \| 3 baths \| 1,519 sq.ft.	$569,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.95% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 0.95%
625 Schewe Road Middleton, WI Move-in ready 5/1/26. This Chelsea home features a thoughtfully designed, open-concept lay...	3 beds \| 3 baths \| 1,667 sq.ft.	$432,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 2.17%
10110 Mosaic Way Middleton, WI Move-in ready 4/20/26. This Aldo home features a thoughtfully designed, open-concept layou...	3 beds \| 3 baths \| 1,765 sq.ft.	$447,900	Airbnb cash on cash: N/A Traditional cash on cash: 2% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 2%
616 Tabby Turn Drive Middleton, WI Move-in ready 4/20/26. This Jade home features a thoughtfully designed, open-concept layou...	3 beds \| 3 baths \| 1,528 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 1.98%

Your search for investment property begins and ends here

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Middleton, WI

9420 Stoneywood Boulevard

Middleton, WI

4 beds | 3 baths | 2,753 sq.ft.

$657,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2864

Airbnb ROI: N/A

Traditional ROI: 1.82%

7013 Cardinal Drive

Middleton, WI

4 beds | 3 baths | 2,448 sq.ft.

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.02%

Airbnb Rental Income: $null

Traditional Rental Income: $2976

Airbnb ROI: N/A

Traditional ROI: 3.02%

719 Cricket Lane #3

Middleton, WI

3 beds | 3 baths | 1,773 sq.ft.

$355,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.44%

Airbnb Rental Income: $null

Traditional Rental Income: $2137

Airbnb ROI: N/A

Traditional ROI: 3.44%

2829 Century Harbor Road unit: 3

Middleton, WI

1 beds | 1 baths | 850 sq.ft.

$229,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.7%

Airbnb Rental Income: $null

Traditional Rental Income: $1589

Airbnb ROI: N/A

Traditional ROI: 2.7%

9913 Autumn Breeze Road

Middleton, WI

3 beds | 3 baths | 1,714 sq.ft.

$588,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2137

Airbnb ROI: N/A

Traditional ROI: 1.21%

3542 Valley Ridge Road

Middleton, WI

3 beds | 2 baths | 2,065 sq.ft.

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2821

Airbnb ROI: N/A

Traditional ROI: 4.99%

707 Cricket Lane #5

Middleton, WI

2 beds | 3 baths | 1,529 sq.ft.

$335,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.34%

Airbnb Rental Income: $null

Traditional Rental Income: $2222

Airbnb ROI: N/A

Traditional ROI: 4.34%

4029 Serenbe Street

Middleton, WI

5 beds | N/A baths | N/A

$1,749,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.3%

Airbnb Rental Income: $null

Traditional Rental Income: $2602

Airbnb ROI: N/A