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 Homes for Sale in Middleton, WI

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

Showing 28 Single Family 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
5029 St Cyr Road Middleton, WI Exceptional custom-built lakefront home showcasing impeccable design + craftsmanship thru-...	4 beds \| 5 baths \| 5,494 sq.ft.	$3,450,000	Airbnb cash on cash: -0.58% Traditional cash on cash: -0.38% Airbnb Rental Income: $5571 Traditional Rental Income: $5075 Airbnb ROI: -0.58% Traditional ROI: -0.38%
8903 White Coral Way Middleton, WI Beautifully designed home in the Hidden Oaks neighborhood exudes warmth & charm throughout...	4 beds \| 4 baths \| 2,691 sq.ft.	$579,000	Airbnb cash on cash: 5.48% Traditional cash on cash: 2.96% Airbnb Rental Income: $5571 Traditional Rental Income: $3095 Airbnb ROI: 5.48% Traditional ROI: 2.96%
7403 Elmwood Avenue Middleton, WI Rare opportunity to own this stunning, one of a kind 4 bedroom home just steps from all do...	4 beds \| 3 baths \| 2,997 sq.ft.	$1,199,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 0.74% Airbnb Rental Income: $5571 Traditional Rental Income: $2943 Airbnb ROI: 2.1% Traditional ROI: 0.74%
4029 Serenbe Street Middleton, WI Charm meets new construction at Belle Farm, Middletonâs sustainable, health & wellness c...	5 beds \| 6 baths \| 3,543 sq.ft.	$1,799,000	Airbnb cash on cash: -0.29% Traditional cash on cash: -1.34% Airbnb Rental Income: $5452 Traditional Rental Income: $2602 Airbnb ROI: -0.29% Traditional ROI: -1.34%
4043 Serenbe Street Middleton, WI Inspired by coastal gems, this move~in ready contemporary home at Belle Farm blends a sens...	5 beds \| 5 baths \| 3,643 sq.ft.	$1,850,000	Airbnb cash on cash: -0.36% Traditional cash on cash: -0.21% Airbnb Rental Income: $5452 Traditional Rental Income: $4607 Airbnb ROI: -0.36% Traditional ROI: -0.21%
6833 Phil Lewis Way Middleton, WI This exceptional Middleton Hills home offers architectural character, modern convenience, ...	4 beds \| 5 baths \| 4,656 sq.ft.	$1,499,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 1.23% Airbnb Rental Income: $5571 Traditional Rental Income: $4521 Airbnb ROI: 1.18% Traditional ROI: 1.23%
2911 Marina Drive Middleton, WI Step inside this zero lot line duplex with NO CONDO FEE to this fully updated townhouse in...	3 beds \| 3 baths \| 1,832 sq.ft.	$389,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 4.4% Airbnb Rental Income: $2171 Traditional Rental Income: $2467 Airbnb ROI: 2.08% Traditional ROI: 4.4%
3716 Lexington Circle Middleton, WI Rare second chance! Tucked away on a quiet cul-de-sac, this beautifully cared-for property...	4 beds \| 3 baths \| 3,275 sq.ft.	$685,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 1.87% Airbnb Rental Income: $5571 Traditional Rental Income: $2763 Airbnb ROI: 4.52% Traditional ROI: 1.87%
6205 Mendota Avenue Middleton, WI Ranch has Lake Mendota/Marshall Park (boat launch) a few hundred yards East & Lakeview Par...	4 beds \| 2 baths \| 1,440 sq.ft.	$509,000	Airbnb cash on cash: 6.96% Traditional cash on cash: 2.23% Airbnb Rental Income: $5571 Traditional Rental Income: $2204 Airbnb ROI: 6.96% Traditional ROI: 2.23%
5511 Mendota Drive Middleton, WI Discover exceptional Lake living in Middleton with unobstructed water views of Lake Mendot...	4 beds \| 4 baths \| 4,246 sq.ft.	$2,400,000	Airbnb cash on cash: -0.08% Traditional cash on cash: -0.23% Airbnb Rental Income: $5571 Traditional Rental Income: $4125 Airbnb ROI: -0.08% Traditional ROI: -0.23%
5805 Roosevelt Street Middleton, WI Location, location, location! This home is not only just a block from Lake Mendota, but it...	2 beds \| 1 baths \| 864 sq.ft.	$350,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 2.15% Airbnb Rental Income: $1344 Traditional Rental Income: $1435 Airbnb ROI: 0.61% Traditional ROI: 2.15%
10122 Mosaic Way Middleton, WI Move-in Ready 1/6/26! This Aldo home features a smart, open layout and checks off all your...	3 beds \| 3 baths \| 1,891 sq.ft.	$444,900	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.29% Airbnb Rental Income: $2171 Traditional Rental Income: $2662 Airbnb ROI: 0.79% Traditional ROI: 3.29%
3615 John Muir Drive Middleton, WI A nature lover's oasis, backing up to Pheasant Branch Conservancy! From the moment you ste...	5 beds \| 4 baths \| 3,718 sq.ft.	$1,200,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 0.67% Airbnb Rental Income: $5452 Traditional Rental Income: $3546 Airbnb ROI: 1.4% Traditional ROI: 0.67%
3702 Nathan Hale Court Middleton, WI This 4 bedroom, 2 1/2 bath, 2 story Colonial home has it all! Brand new large kitchen from...	4 beds \| 3 baths \| 2,444 sq.ft.	$649,900	Airbnb cash on cash: 5.08% Traditional cash on cash: 2.53% Airbnb Rental Income: $5571 Traditional Rental Income: $2907 Airbnb ROI: 5.08% Traditional ROI: 2.53%
639 Schewe Road Middleton, WI Move-in Ready 1/13/26! This Chelsea home features a smart, open layout and checks off all ...	3 beds \| 3 baths \| 1,690 sq.ft.	$424,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 3.14% Airbnb Rental Income: $2171 Traditional Rental Income: $2485 Airbnb ROI: 0.96% Traditional ROI: 3.14%
4992 Sunrise Ridge Trail Middleton, WI Enjoy sweeping countryside views and even a glimpse of the State Capitol from this beautif...	4 beds \| 2 baths \| 2,605 sq.ft.	$724,900	Airbnb cash on cash: 4.67% Traditional cash on cash: 1.97% Airbnb Rental Income: $5571 Traditional Rental Income: $2634 Airbnb ROI: 4.67% Traditional ROI: 1.97%
613 Tabby Turn Drive Middleton, WI Move-in Ready 1/20/26! This Astor home features a smart, open layout and checks off all yo...	2 beds \| 3 baths \| 1,408 sq.ft.	$409,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.78% Airbnb Rental Income: $1344 Traditional Rental Income: $2267 Airbnb ROI: -0.69% Traditional ROI: 2.78%
6829 Cooper Avenue Middleton, WI Show 11/7. This charming, light-filled home offers easy single-level living with three bed...	3 beds \| 2 baths \| 1,455 sq.ft.	$449,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 2.67% Airbnb Rental Income: $2171 Traditional Rental Income: $2136 Airbnb ROI: 1.45% Traditional ROI: 2.67%
6811 Aldo Leopold Way Middleton, WI This Middleton Hills gem blends easy living with classic Craftsman style! Everything you n...	3 beds \| 3 baths \| 2,352 sq.ft.	$820,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1% Airbnb Rental Income: $2171 Traditional Rental Income: $2761 Airbnb ROI: -0.49% Traditional ROI: 1%
5902 Roosevelt Street Middleton, WI Beautifully updated Middleton home close to Lake Mendota + ideally located w/ quick access...	3 beds \| 2 baths \| 1,873 sq.ft.	$495,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 2.65% Airbnb Rental Income: $2171 Traditional Rental Income: $2388 Airbnb ROI: 0.99% Traditional ROI: 2.65%

Your search for investment property begins and ends here

Single Family Homes for Sale in Middleton, WI

5029 St Cyr Road

Middleton, WI

4 beds | 5 baths | 5,494 sq.ft.

$3,450,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $5571

Traditional Rental Income: $5075

Airbnb ROI: -0.58%

Traditional ROI: -0.38%

8903 White Coral Way

Middleton, WI

4 beds | 4 baths | 2,691 sq.ft.

$579,000

Airbnb cash on cash: 5.48%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $5571

Traditional Rental Income: $3095

Airbnb ROI: 5.48%

Traditional ROI: 2.96%

7403 Elmwood Avenue

Middleton, WI

4 beds | 3 baths | 2,997 sq.ft.

$1,199,000

Airbnb cash on cash: 2.1%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $5571

Traditional Rental Income: $2943

Airbnb ROI: 2.1%

Traditional ROI: 0.74%

4029 Serenbe Street

Middleton, WI

5 beds | 6 baths | 3,543 sq.ft.

$1,799,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: -1.34%

Airbnb Rental Income: $5452

Traditional Rental Income: $2602

Airbnb ROI: -0.29%

Traditional ROI: -1.34%

4043 Serenbe Street

Middleton, WI

5 beds | 5 baths | 3,643 sq.ft.

$1,850,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $5452

Traditional Rental Income: $4607

Airbnb ROI: -0.36%

Traditional ROI: -0.21%

6833 Phil Lewis Way

Middleton, WI

4 beds | 5 baths | 4,656 sq.ft.

$1,499,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $5571

Traditional Rental Income: $4521

Airbnb ROI: 1.18%

Traditional ROI: 1.23%

2911 Marina Drive

Middleton, WI

3 beds | 3 baths | 1,832 sq.ft.

$389,000

Airbnb cash on cash: 2.08%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $2171

Traditional Rental Income: $2467

Airbnb ROI: 2.08%

Traditional ROI: 4.4%

3716 Lexington Circle

Middleton, WI

4 beds | 3 baths | 3,275 sq.ft.

$685,000

Airbnb cash on cash: 4.52%

Traditional cash on cash: 1.87%

Airbnb Rental Income: $5571

Traditional Rental Income: $2763

Airbnb ROI: 4.52%