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
3496 Pickard Drive Milton, WI Donât miss your opportunity to own this beautifully updated home in the desirable Ridges...	3 beds \| 3 baths \| 2,760 sq.ft.	$499,999	Airbnb cash on cash: 0.89% Traditional cash on cash: 1.41% Airbnb Rental Income: $1891 Traditional Rental Income: $1632 Airbnb ROI: 0.89% Traditional ROI: 1.41%
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.	$720,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 2.36% Airbnb Rental Income: $1891 Traditional Rental Income: $2936 Airbnb ROI: 0.05% Traditional ROI: 2.36%
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: 1.37% Traditional cash on cash: 4.17% Airbnb Rental Income: $1891 Traditional Rental Income: $2890 Airbnb ROI: 1.37% 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: -0.23% Traditional cash on cash: 0.7% Airbnb Rental Income: $1537 Traditional Rental Income: $1825 Airbnb ROI: -0.23% Traditional ROI: 0.7%
367 Ridge View Drive #16 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: 0.88% Traditional cash on cash: 4.06% Airbnb Rental Income: $1537 Traditional Rental Income: $2725 Airbnb ROI: 0.88% Traditional ROI: 4.06%
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: 2.51% Traditional cash on cash: 4.88% Airbnb Rental Income: $1891 Traditional Rental Income: $2057 Airbnb ROI: 2.51% 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.	$424,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 4.18% Airbnb Rental Income: $1891 Traditional Rental Income: $2729 Airbnb ROI: 0.8% Traditional ROI: 4.18%
2338 E Pine Tree Court Milton, WI Immaculately maintained tri-level home nestled on a quiet cul-de-sac in the Milton Sch Dis...	3 beds \| 4 baths \| 2,303 sq.ft.	$497,500	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.05% Airbnb Rental Income: $1891 Traditional Rental Income: $2891 Airbnb ROI: 0.82% Traditional ROI: 4.05%
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.	$324,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 2.71% Airbnb Rental Income: $1537 Traditional Rental Income: $1425 Airbnb ROI: 1.62% Traditional ROI: 2.71%
381 Ridge View Drive #4 Milton, WI This new construction condo overlooks the 13th hole of Oak Ridge Golf Course & is located ...	2 beds \| 2 baths \| 1,667 sq.ft.	$545,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $2314 Airbnb ROI: N/A Traditional ROI: 3.29%
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: 1.75% Traditional cash on cash: 4.69% Airbnb Rental Income: $1891 Traditional Rental Income: $2488 Airbnb ROI: 1.75% 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.	$510,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.23% Airbnb Rental Income: $2318 Traditional Rental Income: $2782 Airbnb ROI: 1.05% Traditional ROI: 3.23%
1191 Red Hawk Drive Milton, WI Some homes just have a way of drawing you in. It might be the openness of the main living...	3 beds \| 2 baths \| 1,736 sq.ft.	$544,900	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.91% Airbnb Rental Income: $1891 Traditional Rental Income: $2508 Airbnb ROI: -0.29% Traditional ROI: 1.91%
56-58 E Ash Lane Milton, WI Brand~new duplex offering two modern 3~bedroom, 2~bath units with private entries and atta...	6 beds \| N/A baths \| N/A	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.82% Airbnb Rental Income: $null Traditional Rental Income: $2739 Airbnb ROI: N/A Traditional ROI: 2.82%
6641 N Kennedy Road Milton, WI 3 beds/3 full baths in the main house, 1 bed/1 full bath in the separate 500 square foot g...	4 beds \| 4 baths \| 3,510 sq.ft.	$795,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 2.41% Airbnb Rental Income: $2318 Traditional Rental Income: $3768 Airbnb ROI: -0.32% Traditional ROI: 2.41%
68-70 E Ash Lane Milton, WI Brand-new duplex offering two modern 3-bedroom, 2-bath units with private entries and atta...	6 beds \| N/A baths \| N/A	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.82% Airbnb Rental Income: $null Traditional Rental Income: $2739 Airbnb ROI: N/A Traditional ROI: 2.82%
118-120 E Ash Lane Milton, WI Brand-new duplex offering two modern 3-bedroom, 2-bath units with private entries and atta...	6 beds \| N/A baths \| N/A	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.82% Airbnb Rental Income: $null Traditional Rental Income: $2739 Airbnb ROI: N/A Traditional ROI: 2.82%
907 Lamar Drive Milton, WI With over 3300 sq. ft. of living space on 2 levels, this home is perfect for multi-generat...	4 beds \| 3 baths \| 3,324 sq.ft.	$384,900	Airbnb cash on cash: 2.43% Traditional cash on cash: 6.24% Airbnb Rental Income: $2318 Traditional Rental Income: $3118 Airbnb ROI: 2.43% Traditional ROI: 6.24%
602 E Madison Avenue #35 Milton, WI Priced $40,000 Below Appraised Value! Come Home to instant equity with this New Luxury 202...	3 beds \| 3 baths \| 2,440 sq.ft.	$449,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 4.63% Airbnb Rental Income: $2318 Traditional Rental Income: $2955 Airbnb ROI: 1.76% Traditional ROI: 4.63%
183 Greenhill Circle Milton, WI $5,000 Closing Cost Credit for Buyers, buy down int. rate or use for closing costs! Welcom...	3 beds \| 3 baths \| 2,614 sq.ft.	$425,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 5.07% Airbnb Rental Income: $1891 Traditional Rental Income: $3084 Airbnb ROI: 0.81% Traditional ROI: 5.07%
10721 N Bay Shore Lane Milton, WI You've waited YEARS for this one to come on the market! Bay Shore Condominium Estates END-...	2 beds \| 2 baths \| 1,278 sq.ft.	$375,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.67% Airbnb Rental Income: $1537 Traditional Rental Income: $2115 Airbnb ROI: 0.77% Traditional ROI: 3.67%
7919 E Six Corners Road Milton, WI Nestled on 3 scenic acres surrounded by open countryside, this distinctive rural property ...	3 beds \| 3 baths \| 2,050 sq.ft.	$549,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 3.96% Airbnb Rental Income: $1891 Traditional Rental Income: $2911 Airbnb ROI: 0.99% Traditional ROI: 3.96%

Real Estate investment in Milton, WI

There are 42 properties for sale in the city of Milton . The median list price in Milton is $398,794 and the average price per square foot is $197. In June 2026, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,657.

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

There are 42 investment properties available for sale in Milton.

In 2026, 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 $2,657.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, WI

3496 Pickard Drive

Milton, WI

3 beds | 3 baths | 2,760 sq.ft.

$499,999

Airbnb cash on cash: 0.89%

Traditional cash on cash: 1.41%

Airbnb Rental Income: $1891

Traditional Rental Income: $1632

Airbnb ROI: 0.89%

Traditional ROI: 1.41%

7938 E Highway 59

Milton, WI

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

$720,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $1891

Traditional Rental Income: $2936

Airbnb ROI: 0.05%

Traditional ROI: 2.36%

3537 Samson Drive

Milton, WI

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

$574,900

Airbnb cash on cash: 1.37%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $1891

Traditional Rental Income: $2890

Airbnb ROI: 1.37%

Traditional ROI: 4.17%

1015 E High Street

Milton, WI

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

$850,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $1537

Traditional Rental Income: $1825

Airbnb ROI: -0.23%

Traditional ROI: 0.7%

367 Ridge View Drive #16

Milton, WI

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

$549,900

Airbnb cash on cash: 0.88%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $1537

Traditional Rental Income: $2725

Airbnb ROI: 0.88%

Traditional ROI: 4.06%

4444 John Paul Road

Milton, WI

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

$299,900

Airbnb cash on cash: 2.51%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $1891

Traditional Rental Income: $2057

Airbnb ROI: 2.51%

Traditional ROI: 4.88%

1110 Red Hawk Drive

Milton, WI

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

$424,900

Airbnb cash on cash: 0.8%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $1891

Traditional Rental Income: $2729

Airbnb ROI: 0.8%

Traditional ROI: 4.18%

2338 E Pine Tree Court

Milton, WI

3 beds | 4 baths | 2,303 sq.ft.

$497,500

Airbnb cash on cash: 0.82%

Traditional cash on cash: 4.05%

Airbnb Rental Income: $1891

Traditional Rental Income: $2891

Airbnb ROI: 0.82%