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 41 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
3496 Pickard Dr Milton, WI Don't miss your opportunity to own this beautifully updated home in the desirable Ridges o...	3 beds \| 2 baths \| 2,760 sq.ft.	$459,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 3.85% Airbnb Rental Income: $1937 Traditional Rental Income: $2589 Airbnb ROI: 1.15% Traditional ROI: 3.85%
101 N Clear Lake Ave Milton, WI Lovely older home in Milton. Close to schools and shopping. Big 2 car garage with a den/of...	4 beds \| 2 baths \| 2,400 sq.ft.	$399,999	Airbnb cash on cash: 3.02% Traditional cash on cash: 3.6% Airbnb Rental Income: $2538 Traditional Rental Income: $2146 Airbnb ROI: 3.02% Traditional ROI: 3.6%
2309 E Pine Tree Ct Milton, WI Welcome home to this beautifully maintained 4-bedroom, 4-bath residence situated on 1.19 a...	4 beds \| 3 baths \| 3,196 sq.ft.	$609,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.93% Airbnb Rental Income: $2538 Traditional Rental Income: $3477 Airbnb ROI: 1.2% Traditional ROI: 3.93%
3537 Samson Dr Milton, WI Come check out this beautiful new construction home in Milton School District. Open floor ...	3 beds \| 2 baths \| 2,017 sq.ft.	$559,900	Airbnb cash on cash: 1.5% Traditional cash on cash: 4.3% Airbnb Rental Income: $1937 Traditional Rental Income: $2890 Airbnb ROI: 1.5% Traditional ROI: 4.3%
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.	$750,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 0.92% Airbnb Rental Income: $1830 Traditional Rental Income: $1825 Airbnb ROI: 0.22% Traditional ROI: 0.92%
2338 E Pine Tree Ct Milton, WI Immaculately maintained tri-level home nestled on a quiet cul-de-sac in the Milton Sch Dis...	3 beds \| 3 baths \| 2,303 sq.ft.	$497,500	Airbnb cash on cash: 0.9% Traditional cash on cash: 4.05% Airbnb Rental Income: $1937 Traditional Rental Income: $2891 Airbnb ROI: 0.9% Traditional ROI: 4.05%
3613 Samson Dr Milton, WI Estimate completion date April 2026. Beautiful 1,815 sq ft new construction home in a desi...	3 beds \| 2 baths \| 1,815 sq.ft.	$579,900	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.49% Airbnb Rental Income: $1937 Traditional Rental Income: $2549 Airbnb ROI: 1.41% Traditional ROI: 3.49%
1191 Red Hawk Dr 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.	$534,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 2% Airbnb Rental Income: $1937 Traditional Rental Income: $2508 Airbnb ROI: -0.17% Traditional ROI: 2%
6641 N Kennedy Rd 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.	$750,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.61% Airbnb Rental Income: $2538 Traditional Rental Income: $3768 Airbnb ROI: -0.02% Traditional ROI: 2.61%
183 Greenhill Cir Milton, WI $5,000 Closing Cost Credit for Buyers, buy down int. rate or use for closing costs! Welcom...	3 beds \| 2 baths \| 2,614 sq.ft.	$419,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.15% Airbnb Rental Income: $1937 Traditional Rental Income: $3084 Airbnb ROI: 0.93% Traditional ROI: 5.15%
5524 E Kido Way Milton, WI 5524 E Kido Way, Milton, WI 53563 \| Single Family Residential	3 beds \| 2 baths \| 1,852 sq.ft.	$599,900	Airbnb cash on cash: -0.46% Traditional cash on cash: 1.02% Airbnb Rental Income: $1937 Traditional Rental Income: $2254 Airbnb ROI: -0.46% Traditional ROI: 1.02%
3506 Samson Dr Milton, WI 3506 Samson Dr, Milton, WI 53563 \| Single Family Residential	3 beds \| 2 baths \| 1,651 sq.ft.	$524,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 1.17% Airbnb Rental Income: $1937 Traditional Rental Income: $2057 Airbnb ROI: -0.12% Traditional ROI: 1.17%
5510 E Kido Way Milton, WI 5510 E Kido Way, Milton, WI 53563 \| Single Family Residential	4 beds \| 2 baths \| 2,018 sq.ft.	$629,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 1.01% Airbnb Rental Income: $2538 Traditional Rental Income: $2355 Airbnb ROI: 0.28% Traditional ROI: 1.01%
1128 Crestline Drive Milton, WI Tastefully updated 5-bedroom ranch with walkout lower level, second kitchen, 3-car garage,...	5 beds \| 3 baths \| 2,404 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $2464 Airbnb ROI: N/A Traditional ROI: 3.09%
400 Woodcrest Ln Milton, WI Welcome home to this charming 1973 ranch, perfectly situated on a premier hilltop lot offe...	3 beds \| 1 baths \| 1,289 sq.ft.	$269,999	Airbnb cash on cash: 2.91% Traditional cash on cash: 2.34% Airbnb Rental Income: $1937 Traditional Rental Income: $1280 Airbnb ROI: 2.91% Traditional ROI: 2.34%
44 E Ash Ln Milton, WI 44 E Ash Ln, Milton, WI 53563 \| Single Family Residential	3 beds \| 1 baths \| 1,280 sq.ft.	$299,400	Airbnb cash on cash: 1.9% Traditional cash on cash: 1.41% Airbnb Rental Income: $1937 Traditional Rental Income: $1287 Airbnb ROI: 1.9% Traditional ROI: 1.41%
2716 Twelve Oaks Drive Milton, WI Custom quality and thoughtful updates define this beautifully maintained 3-bedroom, 3.5-ba...	3 beds \| 4 baths \| 3,120 sq.ft.	$519,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.67% Airbnb Rental Income: $1937 Traditional Rental Income: $2486 Airbnb ROI: 0.49% Traditional ROI: 2.67%
5909 N Violet View Dr Milton, WI 5909 N Violet View Dr, Milton, WI 53563 \| Single Family Residential	5 beds \| 2 baths \| 2,600 sq.ft.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.07% Airbnb Rental Income: $null Traditional Rental Income: $1381 Airbnb ROI: N/A Traditional ROI: 0.07%
3486 Joshua Dr Milton, WI Estimated completion August 31st!! Beautiful new construction deigned by Urbancraft LLC fe...	3 beds \| 2 baths \| 1,937 sq.ft.	$650,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 2.53% Airbnb Rental Income: $1937 Traditional Rental Income: $2276 Airbnb ROI: 1.12% Traditional ROI: 2.53%
4804 N Kennedy Road Milton, WI Nestled in the woods on 1.72 acres and just steps from the Ice Age Trail, this 4 bedroom 3...	4 beds \| 4 baths \| 3,150 sq.ft.	$649,900	Airbnb cash on cash: 0.89% Traditional cash on cash: 3.33% Airbnb Rental Income: $2538 Traditional Rental Income: $3407 Airbnb ROI: 0.89% Traditional ROI: 3.33%
5133 N West Rotamer Rd Milton, WI 5133 N West Rotamer Rd, Milton, WI 53563 \| Single Family Residential	3 beds \| 1 baths \| 2,169 sq.ft.	$335,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 1.07% Airbnb Rental Income: $1937 Traditional Rental Income: $1320 Airbnb ROI: 1.4% Traditional ROI: 1.07%
4751 E Oakview Dr Milton, WI 4751 E Oakview Dr, Milton, WI 53563 \| Single Family Residential	4 beds \| 2 baths \| 2,288 sq.ft.	$474,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 1.83% Airbnb Rental Income: $2538 Traditional Rental Income: $2165 Airbnb ROI: 1.29% Traditional ROI: 1.83%
4730 N Catawba Dr Milton, WI 4730 N Catawba Dr, Milton, WI 53563 \| Single Family Residential	3 beds \| 3 baths \| 3,547 sq.ft.	$698,500	Airbnb cash on cash: -0.79% Traditional cash on cash: 0.07% Airbnb Rental Income: $1937 Traditional Rental Income: $1984 Airbnb ROI: -0.79% Traditional ROI: 0.07%
9325 E Six Corners Rd Milton, WI 9325 E Six Corners Rd, Milton, WI 53563 \| Single Family Residential	5 beds \| 3 baths \| 4,932 sq.ft.	$1,640,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.14% Airbnb Rental Income: $null Traditional Rental Income: $2690 Airbnb ROI: N/A Traditional ROI: -1.14%
5417 Samuel Dr Milton, WI 5417 Samuel Dr, Milton, WI 53563 \| Single Family Residential	3 beds \| 2 baths \| 1,568 sq.ft.	$479,500	Airbnb cash on cash: 0.14% Traditional cash on cash: 1.38% Airbnb Rental Income: $1937 Traditional Rental Income: $1983 Airbnb ROI: 0.14% Traditional ROI: 1.38%
237 E Madison Ave Milton, WI 237 E Madison Ave, Milton, WI 53563 \| Single Family Residential	2 beds \| 1 baths \| 1,700 sq.ft.	$265,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 0.89% Airbnb Rental Income: $1830 Traditional Rental Income: $1023 Airbnb ROI: 2.15% Traditional ROI: 0.89%
744 Ansley Ave Milton, WI 744 Ansley Ave, Milton, WI 53563 \| Single Family Residential	4 beds \| 2 baths \| 2,099 sq.ft.	$374,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 2.87% Airbnb Rental Income: $2538 Traditional Rental Income: $2097 Airbnb ROI: 2.38% Traditional ROI: 2.87%
8102 N Bowers Lake Rd Milton, WI 8102 N Bowers Lake Rd, Milton, WI 53563 \| Single Family Residential	3 beds \| 3 baths \| 3,026 sq.ft.	$1,400,000	Airbnb cash on cash: -1.82% Traditional cash on cash: -0.82% Airbnb Rental Income: $1937 Traditional Rental Income: $2719 Airbnb ROI: -1.82% Traditional ROI: -0.82%
608 E High St Milton, WI 608 E High St, Milton, WI 53563 \| Single Family Residential	3 beds \| 1 baths \| 1,848 sq.ft.	$299,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 1.34% Airbnb Rental Income: $1937 Traditional Rental Income: $1267 Airbnb ROI: 1.91% Traditional ROI: 1.34%
5201 N Grandeur Dr Milton, WI 5201 N Grandeur Dr, Milton, WI 53563 \| Single Family Residential	4 beds \| 3 baths \| 2,598 sq.ft.	$445,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 2.94% Airbnb Rental Income: $2538 Traditional Rental Income: $2498 Airbnb ROI: 1.57% Traditional ROI: 2.94%
920 W Sunset Dr Milton, WI 920 W Sunset Dr, Milton, WI 53563 \| Single Family Residential	3 beds \| 1 baths \| 1,259 sq.ft.	$265,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 1.85% Airbnb Rental Income: $1937 Traditional Rental Income: $1261 Airbnb ROI: 2.5% Traditional ROI: 1.85%
4633 Overlook Dr Milton, WI 4633 Overlook Dr, Milton, WI 53563 \| Single Family Residential	4 beds \| 3 baths \| 2,352 sq.ft.	$429,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 3.08% Airbnb Rental Income: $2538 Traditional Rental Income: $2473 Airbnb ROI: 1.72% Traditional ROI: 3.08%
210 Dairyland Dr Milton, WI	3 beds \| 2 baths \| 1,876 sq.ft.	$310,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 3.42% Airbnb Rental Income: $1937 Traditional Rental Income: $1914 Airbnb ROI: 1.74% Traditional ROI: 3.42%

Your search for investment property begins and ends here

Single Family Homes for Sale in Milton, WI

3496 Pickard Dr

Milton, WI

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

$459,000

Airbnb cash on cash: 1.15%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1937

Traditional Rental Income: $2589

Airbnb ROI: 1.15%

Traditional ROI: 3.85%

101 N Clear Lake Ave

Milton, WI

4 beds | 2 baths | 2,400 sq.ft.

$399,999

Airbnb cash on cash: 3.02%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $2538

Traditional Rental Income: $2146

Airbnb ROI: 3.02%

Traditional ROI: 3.6%

2309 E Pine Tree Ct

Milton, WI

4 beds | 3 baths | 3,196 sq.ft.

$609,000

Airbnb cash on cash: 1.2%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $2538

Traditional Rental Income: $3477

Airbnb ROI: 1.2%

Traditional ROI: 3.93%

3537 Samson Dr

Milton, WI

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

$559,900

Airbnb cash on cash: 1.5%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $1937

Traditional Rental Income: $2890

Airbnb ROI: 1.5%

Traditional ROI: 4.3%

1015 E High Street

Milton, WI

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

$750,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 0.92%

Airbnb Rental Income: $1830

Traditional Rental Income: $1825

Airbnb ROI: 0.22%

Traditional ROI: 0.92%

2338 E Pine Tree Ct

Milton, WI

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

$497,500

Airbnb cash on cash: 0.9%

Traditional cash on cash: 4.05%

Airbnb Rental Income: $1937

Traditional Rental Income: $2891

Airbnb ROI: 0.9%

Traditional ROI: 4.05%

3613 Samson Dr

Milton, WI

3 beds | 2 baths | 1,815 sq.ft.

$579,900

Airbnb cash on cash: 1.41%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $1937

Traditional Rental Income: $2549

Airbnb ROI: 1.41%

Traditional ROI: 3.49%

1191 Red Hawk Dr

Milton, WI

3 beds | 2 baths | 1,736 sq.ft.

$534,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 2%

Airbnb Rental Income: $1937

Traditional Rental Income: $2508

Airbnb ROI: -0.17%