Real Estate Investment Properties for Sale in Milton, WI

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

Explore a variety of short-term homes & houses in Milton, WI. Invest wisely with VRBO & Milton, 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 Milton, WI

Search for Single Family Residential for Sale in Milton, 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 29 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
4828 N Brentwood Drive Milton, WI Child in home with SEVERE SHELLFISH ALLERGY, do not enter if you have consumed shellfish i...	4 beds \| 3 baths \| 2,967 sq.ft.	$470,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $3213 Airbnb ROI: N/A Traditional ROI: 4.9%
736 Ansley Avenue Milton, WI Welcome to a fully reimagined 3BR/2BA home in the heart of historic Milton, just steps fro...	3 beds \| 2 baths \| 1,616 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $1790 Airbnb ROI: N/A Traditional ROI: 3.89%
N593 Blackhawk Bluff Drive Milton, WI A highly desirable location in Bingham's Point you will find this well cared for 4 bedroom...	4 beds \| 3 baths \| 4,344 sq.ft.	$1,300,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.31% Airbnb Rental Income: $null Traditional Rental Income: $1684 Airbnb ROI: N/A Traditional ROI: -0.31%
7938 E Highway 59 Milton, WI Fisherman's Paradise! Fully stocked 30' deep pond/lake w/private island. How fun would a z...	3 beds \| 3 baths \| 2,536 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.23% Airbnb Rental Income: $null Traditional Rental Income: $2936 Airbnb ROI: N/A Traditional ROI: 2.23%
3537 Samson Drive Milton, WI Come check out this beautiful new construction home in Milton School District. Open floor ...	3 beds \| 3 baths \| 2,017 sq.ft.	$574,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $2890 Airbnb ROI: N/A Traditional ROI: 4.17%
1015 E High Street Milton, WI Well-cared-for 2 bed, 2 bath, 1,276 sq ft home on a .45-acre residential lot with a attahe...	2 beds \| 2 baths \| 1,376 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.7% Airbnb Rental Income: $null Traditional Rental Income: $1825 Airbnb ROI: N/A Traditional ROI: 0.7%
4444 John Paul Road Milton, WI Conveniently located 3-bedroom, 1.5-bath home set on a spacious 0.69-acre lot in the highl...	3 beds \| 2 baths \| 1,355 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $2057 Airbnb ROI: N/A Traditional ROI: 4.88%
1110 Red Hawk Drive Milton, WI Expect to be impressed with this spacious tri-level home in desirable Redhawk Farms in Mil...	3 beds \| 3 baths \| 1,872 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.79% Airbnb Rental Income: $null Traditional Rental Income: $2729 Airbnb ROI: N/A Traditional ROI: 3.79%
2338 E Pine Tree Court Milton, WI Showings start 1/31/2026. Immaculately maintained tri-level home nestled on a quiet cul-d...	3 beds \| 4 baths \| 2,303 sq.ft.	$510,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.85% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 0.85%
5980 N Lilly Lane Milton, WI Set on a private, spacious lot, this beautifully updated home is packed with updates and e...	4 beds \| 2 baths \| 1,809 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.38% Airbnb Rental Income: $null Traditional Rental Income: $1684 Airbnb ROI: N/A Traditional ROI: 1.38%
3112 E Edgewater Street Milton, WI STUNNING VIEWS FROM THIS LAKE COTTAGE ON CLEAR LAKE! ENJOY AMAZING VIEWS ALL YEAR ROUND FR...	2 beds \| 1 baths \| 1,160 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.24% Airbnb Rental Income: $null Traditional Rental Income: $997 Airbnb ROI: N/A Traditional ROI: 1.24%
6514 E Bingham Road Milton, WI A must see in person stunning all stone and brick home set on 4+ private acres in the high...	3 beds \| 4 baths \| 3,493 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.02% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 0.02%
11611 N Charley Bluff Road Milton, WI Start your mornings with coffee on the front porch enjoying views of Lake Koshkonong! This...	3 beds \| 2 baths \| 2,094 sq.ft.	$399,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $2488 Airbnb ROI: N/A Traditional ROI: 4.69%
130 E Gailen Lane Milton, WI Welcome to this meticulously maintained, one-owner built 4 bedroom ranch in the highly des...	4 beds \| 2 baths \| 2,677 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.83% Airbnb Rental Income: $null Traditional Rental Income: $1684 Airbnb ROI: N/A Traditional ROI: 0.83%

Your search for investment property begins and ends here

Single Family Homes for Sale in Milton, WI

4828 N Brentwood Drive

Milton, WI

4 beds | 3 baths | 2,967 sq.ft.

$470,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.9%

Airbnb Rental Income: $null

Traditional Rental Income: $3213

Airbnb ROI: N/A

Traditional ROI: 4.9%

736 Ansley Avenue

Milton, WI

3 beds | 2 baths | 1,616 sq.ft.

$325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.89%

Airbnb Rental Income: $null

Traditional Rental Income: $1790

Airbnb ROI: N/A

Traditional ROI: 3.89%

N593 Blackhawk Bluff Drive

Milton, WI

4 beds | 3 baths | 4,344 sq.ft.

$1,300,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.31%

Airbnb Rental Income: $null

Traditional Rental Income: $1684

Airbnb ROI: N/A

Traditional ROI: -0.31%

7938 E Highway 59

Milton, WI

3 beds | 3 baths | 2,536 sq.ft.

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2936

Airbnb ROI: N/A

Traditional ROI: 2.23%

3537 Samson Drive

Milton, WI

3 beds | 3 baths | 2,017 sq.ft.

$574,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2890

Airbnb ROI: N/A

Traditional ROI: 4.17%

1015 E High Street

Milton, WI

2 beds | 2 baths | 1,376 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.7%

Airbnb Rental Income: $null

Traditional Rental Income: $1825

Airbnb ROI: N/A

Traditional ROI: 0.7%

4444 John Paul Road

Milton, WI

3 beds | 2 baths | 1,355 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.88%

Airbnb Rental Income: $null

Traditional Rental Income: $2057

Airbnb ROI: N/A

Traditional ROI: 4.88%

1110 Red Hawk Drive

Milton, WI

3 beds | 3 baths | 1,872 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.79%

Airbnb Rental Income: $null

Traditional Rental Income: $2729

Airbnb ROI: N/A