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
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: -0.29% Traditional cash on cash: 1.29% Airbnb Rental Income: $2275 Traditional Rental Income: $3612 Airbnb ROI: -0.29% Traditional ROI: 1.29%
1010 Parkview Drive #3 Milton, WI Enjoy low-maintenance living in this well-located condo where water and sewer are included...	2 beds \| 3 baths \| 2,200 sq.ft.	$250,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 8.55% Airbnb Rental Income: $1482 Traditional Rental Income: $2666 Airbnb ROI: 1.69% Traditional ROI: 8.55%
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: -0.32% Traditional cash on cash: 2.36% Airbnb Rental Income: $1593 Traditional Rental Income: $2936 Airbnb ROI: -0.32% Traditional ROI: 2.36%
353 Ridge View Drive #11 Milton, WI Accepted offer with a bump clause. This new construction condo overlooks a natural green s...	2 beds \| 2 baths \| 1,667 sq.ft.	$539,900	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.77% Airbnb Rental Income: $1593 Traditional Rental Income: $2543 Airbnb ROI: 0.98% Traditional ROI: 3.77%
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: 0.9% Traditional cash on cash: 4.17% Airbnb Rental Income: $1593 Traditional Rental Income: $2890 Airbnb ROI: 0.9% 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: -0.29% Traditional cash on cash: 0.7% Airbnb Rental Income: $1482 Traditional Rental Income: $1825 Airbnb ROI: -0.29% 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: 2.08% Traditional cash on cash: 4.06% Airbnb Rental Income: $2275 Traditional Rental Income: $2725 Airbnb ROI: 2.08% Traditional ROI: 4.06%
365 Ridge View Drive #15 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: 1.57% Traditional cash on cash: 3.55% Airbnb Rental Income: $2275 Traditional Rental Income: $2725 Airbnb ROI: 1.57% Traditional ROI: 3.55%
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: 1.63% Traditional cash on cash: 4.88% Airbnb Rental Income: $1593 Traditional Rental Income: $2057 Airbnb ROI: 1.63% Traditional ROI: 4.88%
1123 Red Hawk Drive Milton, WI Welcome to effortless living in Red Hawk Farms in charming Milton. This thoughtfully desig...	2 beds \| 2 baths \| 1,262 sq.ft.	$319,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.19% Airbnb Rental Income: $1482 Traditional Rental Income: $2230 Airbnb ROI: 0.25% Traditional ROI: 4.19%
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: 0.12% Traditional cash on cash: 3.89% Airbnb Rental Income: $1593 Traditional Rental Income: $2729 Airbnb ROI: 0.12% Traditional ROI: 3.89%
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.	$510,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.92% Airbnb Rental Income: $1593 Traditional Rental Income: $2891 Airbnb ROI: 0.25% Traditional ROI: 3.92%
5980 N Lilly Lane Milton, WI Set on a private, spacious lot, this home offers something you donât often find, a heat...	4 beds \| 2 baths \| 1,809 sq.ft.	$485,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 3.78% Airbnb Rental Income: $2275 Traditional Rental Income: $2630 Airbnb ROI: 1.74% Traditional ROI: 3.78%
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: 1.39% Traditional cash on cash: 2.6% Airbnb Rental Income: $1482 Traditional Rental Income: $1425 Airbnb ROI: 1.39% Traditional ROI: 2.6%
881 Parkview Drive Milton, WI Completely rebuilt from the studs out, this exceptional upper and lower duplex blends time...	6 beds \| N/A baths \| N/A	$589,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.5% Airbnb Rental Income: $null Traditional Rental Income: $2423 Airbnb ROI: N/A Traditional ROI: 2.5%
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%
339 Ridge View Drive #18 Milton, WI This new construction condo is located in Milton's newest development and is a new layout/...	4 beds \| 3 baths \| 2,183 sq.ft.	$539,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $2795 Airbnb ROI: N/A Traditional ROI: 4.29%
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: 1.09% Traditional cash on cash: 4.69% Airbnb Rental Income: $1593 Traditional Rental Income: $2488 Airbnb ROI: 1.09% 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.	$535,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 3.04% Airbnb Rental Income: $2275 Traditional Rental Income: $2782 Airbnb ROI: 0.89% Traditional ROI: 3.04%
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: -0.37% Traditional cash on cash: 2.41% Airbnb Rental Income: $2275 Traditional Rental Income: $3768 Airbnb ROI: -0.37% Traditional ROI: 2.41%
602 E Madison Avenue #35 Milton, WI Priced Below Appraised Value! Come Home to this New Luxury 2025 Condominium in a 55 Plus C...	3 beds \| 3 baths \| 2,440 sq.ft.	$489,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 4.19% Airbnb Rental Income: $2275 Traditional Rental Income: $2955 Airbnb ROI: 1.46% Traditional ROI: 4.19%
8 W Gailen Lane Milton, WI Bright, open-concept 4-bedroom, 3-bath home in desirable Red Hawk Farms on a spacious corn...	4 beds \| 3 baths \| 2,480 sq.ft.	$450,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 4.4% Airbnb Rental Income: $2275 Traditional Rental Income: $3001 Airbnb ROI: 1.32% Traditional ROI: 4.4%
3312 E Charley Bluff Road Milton, WI No Showings until May 1 at Noon. Move in and begin the lake life in time for summer. This ...	2 beds \| 1 baths \| 1,140 sq.ft.	$275,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 3.64% Airbnb Rental Income: $1482 Traditional Rental Income: $1478 Airbnb ROI: 1.98% Traditional ROI: 3.64%

Real Estate investment in Milton, WI

There are 41 properties for sale in the city of Milton . The median list price in Milton is $337,450 and the average price per square foot is $169. In May 2026, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,613.

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

There are 41 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 $2,613.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, WI

N593 Blackhawk Bluff Drive

Milton, WI

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

$1,300,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $2275

Traditional Rental Income: $3612

Airbnb ROI: -0.29%

Traditional ROI: 1.29%

1010 Parkview Drive #3

Milton, WI

2 beds | 3 baths | 2,200 sq.ft.

$250,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 8.55%

Airbnb Rental Income: $1482

Traditional Rental Income: $2666

Airbnb ROI: 1.69%

Traditional ROI: 8.55%

7938 E Highway 59

Milton, WI

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

$720,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $1593

Traditional Rental Income: $2936

Airbnb ROI: -0.32%

Traditional ROI: 2.36%

353 Ridge View Drive #11

Milton, WI

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

$539,900

Airbnb cash on cash: 0.98%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $1593

Traditional Rental Income: $2543

Airbnb ROI: 0.98%

Traditional ROI: 3.77%

3537 Samson Drive

Milton, WI

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

$574,900

Airbnb cash on cash: 0.9%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $1593

Traditional Rental Income: $2890

Airbnb ROI: 0.9%

Traditional ROI: 4.17%

1015 E High Street

Milton, WI

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

$850,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $1482

Traditional Rental Income: $1825

Airbnb ROI: -0.29%

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: 2.08%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $2275

Traditional Rental Income: $2725

Airbnb ROI: 2.08%

Traditional ROI: 4.06%

365 Ridge View Drive #15

Milton, WI

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

$549,900

Airbnb cash on cash: 1.57%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $2275

Traditional Rental Income: $2725

Airbnb ROI: 1.57%