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.

Investment Property for Sale in Milton, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5720 N McNichols Drive Milton, WI Unique opportunity to own a pristine Colonial located in desirable Waterman Estates. Step...	4 beds \| 4 baths \| 2,748 sq.ft.	$659,900	Airbnb cash on cash: 1.1% Traditional cash on cash: 3.1% Airbnb Rental Income: $2566 Traditional Rental Income: $3180 Airbnb ROI: 1.1% Traditional ROI: 3.1%
1729 E Road 5 Milton, WI NEW NEW NEW! This stunning home has been fully transformed with nearly every inch updatedâ...	2 beds \| 2 baths \| 1,344 sq.ft.	$299,900	Airbnb cash on cash: 1.75% Traditional cash on cash: 4.34% Airbnb Rental Income: $1735 Traditional Rental Income: $1989 Airbnb ROI: 1.75% Traditional ROI: 4.34%
7938 E Highway 59 Milton, WI Fisherman's Paradise! Fully stocked pond/lake w/private island. Large 2 Story home w/gorge...	3 beds \| 3 baths \| 2,536 sq.ft.	$950,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 1.58% Airbnb Rental Income: $2054 Traditional Rental Income: $2936 Airbnb ROI: -0.02% Traditional ROI: 1.58%
353 Ridge View Dr #11 Milton, WI This new construction condo overlooks a natural green space & is located in Milton's newes...	2 beds \| 2 baths \| 1,667 sq.ft.	$539,900	Airbnb cash on cash: -0.53% Traditional cash on cash: 2.02% Airbnb Rental Income: $1735 Traditional Rental Income: $2543 Airbnb ROI: -0.53% Traditional ROI: 2.02%
1004 Red Hawk Drive Milton, WI This beautifully built new home in Miltonâs Redhawk Farms blends thoughtful design with ...	3 beds \| 2 baths \| 1,456 sq.ft.	$407,900	Airbnb cash on cash: 2.7% Traditional cash on cash: 4.6% Airbnb Rental Income: $2054 Traditional Rental Income: $2249 Airbnb ROI: 2.7% Traditional ROI: 4.6%
367 Ridge View Dr Milton, WI This new construction condo overlooks Ridge View Park and driving range & is located in Mi...	3 beds \| 3 baths \| 1,967 sq.ft.	$549,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 4.46% Airbnb Rental Income: $2054 Traditional Rental Income: $2929 Airbnb ROI: 1.72% Traditional ROI: 4.46%
1609 E Breckenridge Lane Milton, WI Price Improvement AND Sellers are offering up to 2% towards buyers closing costs, pre-paid...	4 beds \| 4 baths \| 2,995 sq.ft.	$584,900	Airbnb cash on cash: 1.19% Traditional cash on cash: 4.27% Airbnb Rental Income: $2566 Traditional Rental Income: $3630 Airbnb ROI: 1.19% Traditional ROI: 4.27%
427 E Madison Ave Milton, WI Welcome to this charming 3 bedroom, 2.5 bath Victorian-style home in Milton, where histori...	3 beds \| 3 baths \| 1,950 sq.ft.	$329,900	Airbnb cash on cash: 3% Traditional cash on cash: 6.62% Airbnb Rental Income: $2054 Traditional Rental Income: $2644 Airbnb ROI: 3% Traditional ROI: 6.62%
4802 Sumpter Drive Milton, WI CUSTOM 2025 PARADE HOME BUILT BY KAISER DESIGN/BUILD IS A STEP ABOVE IN QUALITY & UPGRADES...	3 beds \| 2 baths \| 1,600 sq.ft.	$519,900	Airbnb cash on cash: 1.84% Traditional cash on cash: 3.56% Airbnb Rental Income: $2054 Traditional Rental Income: $2359 Airbnb ROI: 1.84% Traditional ROI: 3.56%
2370 E Sylvan Lane Milton, WI Blend of privacy and convenience nestled on 5.59 acres in a serene country settingâjust ...	4 beds \| 4 baths \| 4,568 sq.ft.	$825,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.4% Airbnb Rental Income: $2566 Traditional Rental Income: $3810 Airbnb ROI: -0.02% Traditional ROI: 2.4%
17 W Madison Avenue Milton, WI Bungalow home on Madison Ave with beautifully crafted wood built ins, including crown mold...	3 beds \| 2 baths \| 1,501 sq.ft.	$275,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 5.64% Airbnb Rental Income: $2054 Traditional Rental Income: $2145 Airbnb ROI: 3.24% Traditional ROI: 5.64%
1104 Hilltop Drive Milton, WI You deserve a home in Red Hawk Farms! This nearly 1400 sq ft home offers 3 bedrooms, 2 bat...	3 beds \| 2 baths \| 1,374 sq.ft.	$389,900	Airbnb cash on cash: 1.08% Traditional cash on cash: 2.7% Airbnb Rental Income: $2054 Traditional Rental Income: $2116 Airbnb ROI: 1.08% Traditional ROI: 2.7%
334 Ridge View Dr #30 Milton, WI Where timeless design meets mid-century modern style. This stunning home features clean li...	3 beds \| 3 baths \| 2,286 sq.ft.	$799,500	Airbnb cash on cash: 0.89% Traditional cash on cash: 2.84% Airbnb Rental Income: $2054 Traditional Rental Income: $2975 Airbnb ROI: 0.89% Traditional ROI: 2.84%
3549 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: 1.62% Traditional cash on cash: 4.17% Airbnb Rental Income: $2054 Traditional Rental Income: $2890 Airbnb ROI: 1.62% Traditional ROI: 4.17%
5403 Samuel Drive Milton, WI Homes built by Leeder Custom Homes . Step inside this beautifully crafted 3-bedroom, 2-bat...	3 beds \| 3 baths \| 1,919 sq.ft.	$549,900	Airbnb cash on cash: 1.75% Traditional cash on cash: 4.27% Airbnb Rental Income: $2054 Traditional Rental Income: $2818 Airbnb ROI: 1.75% Traditional ROI: 4.27%
8603 E Bowers Lake Road Milton, WI Welcome to your dream home! Nestled on just under an acre on the picturesque E Bowers Lake...	4 beds \| 2 baths \| 2,048 sq.ft.	$430,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 4.22% Airbnb Rental Income: $2566 Traditional Rental Income: $2501 Airbnb ROI: 2.85% Traditional ROI: 4.22%
5205 N Newville Road Milton, WI Country Living on 7 Acres! Escape to peace and privacy with this beautiful tri-level home ...	4 beds \| 3 baths \| 1,976 sq.ft.	$599,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.14% Airbnb Rental Income: $2566 Traditional Rental Income: $2836 Airbnb ROI: 1.56% Traditional ROI: 3.14%
188 Buten Street Milton, WI Welcome home to this incredible gem right in the heart of Milton! This stunning residence ...	4 beds \| 3 baths \| 2,689 sq.ft.	$363,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 5.58% Airbnb Rental Income: $2566 Traditional Rental Income: $2847 Airbnb ROI: 2.94% Traditional ROI: 5.58%
438 Green Hill Drive Milton, WI Step inside this beautifully renovated ranch-style home. The heart of the home is a brand-...	3 beds \| 1 baths \| 1,570 sq.ft.	$325,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 3.07% Airbnb Rental Income: $2054 Traditional Rental Income: $1718 Airbnb ROI: 2.43% Traditional ROI: 3.07%
4609 Parkwood Drive Milton, WI Welcome to this move-in-ready ranch home, nestled in the sought-after Harmony Grove subdiv...	3 beds \| 3 baths \| 2,388 sq.ft.	$415,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 4.59% Airbnb Rental Income: $2054 Traditional Rental Income: $2861 Airbnb ROI: 1.14% Traditional ROI: 4.59%

Real Estate investment in Milton, WI

There are 30 properties for sale in the city of Milton . The median list price in Milton is $439,500 and the average price per square foot is $192. In November 2025, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,827.

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

There are 30 investment properties available for sale in Milton.

In 2025, the best neighborhood to buy investment property is Milton.

The ROI for Long-Term is higher than the Short-Term in Milton with average rental income of $2,827.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, WI

5720 N McNichols Drive

Milton, WI

4 beds | 4 baths | 2,748 sq.ft.

$659,900

Airbnb cash on cash: 1.1%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $2566

Traditional Rental Income: $3180

Airbnb ROI: 1.1%

Traditional ROI: 3.1%

1729 E Road 5

Milton, WI

2 beds | 2 baths | 1,344 sq.ft.

$299,900

Airbnb cash on cash: 1.75%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $1735

Traditional Rental Income: $1989

Airbnb ROI: 1.75%

Traditional ROI: 4.34%

7938 E Highway 59

Milton, WI

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

$950,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 1.58%

Airbnb Rental Income: $2054

Traditional Rental Income: $2936

Airbnb ROI: -0.02%

Traditional ROI: 1.58%

353 Ridge View Dr #11

Milton, WI

2 beds | 2 baths | 1,667 sq.ft.

$539,900

Airbnb cash on cash: -0.53%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1735

Traditional Rental Income: $2543

Airbnb ROI: -0.53%

Traditional ROI: 2.02%

1004 Red Hawk Drive

Milton, WI

3 beds | 2 baths | 1,456 sq.ft.

$407,900

Airbnb cash on cash: 2.7%

Traditional cash on cash: 4.6%

Airbnb Rental Income: $2054

Traditional Rental Income: $2249

Airbnb ROI: 2.7%

Traditional ROI: 4.6%

367 Ridge View Dr

Milton, WI

3 beds | 3 baths | 1,967 sq.ft.

$549,900

Airbnb cash on cash: 1.72%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $2054

Traditional Rental Income: $2929

Airbnb ROI: 1.72%

Traditional ROI: 4.46%

1609 E Breckenridge Lane

Milton, WI

4 beds | 4 baths | 2,995 sq.ft.

$584,900

Airbnb cash on cash: 1.19%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $2566

Traditional Rental Income: $3630

Airbnb ROI: 1.19%

Traditional ROI: 4.27%

427 E Madison Ave

Milton, WI

3 beds | 3 baths | 1,950 sq.ft.

$329,900

Airbnb cash on cash: 3%

Traditional cash on cash: 6.62%

Airbnb Rental Income: $2054

Traditional Rental Income: $2644

Airbnb ROI: 3%