Real Estate Investment Properties for Sale in Oconomowoc, WI

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

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

Search for properties for Sale in Oconomowoc, Wisconsin. Browse all of Mashvisor’s listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 203 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
1298 Juniper Ln Oconomowoc, WI NEW CONSTRUCTION!! Ivy Craftsman Features 4 Bedrooms, 2-1/2 Baths, Flex Room, and Oversi...	4 beds \| 2 baths \| 2,700 sq.ft.	$659,900	Airbnb cash on cash: 1.08% Traditional cash on cash: 0.94% Airbnb Rental Income: $3258 Traditional Rental Income: $2443 Airbnb ROI: 1.08% Traditional ROI: 0.94%
970 Oconomowoc Pkwy Oconomowoc, WI UPDATES UPDATES! From floor to ceiling, updates are everywhere in this 2 Bedroom, 2.5 Bath...	2 beds \| 2 baths \| 2,275 sq.ft.	$427,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.66% Airbnb Rental Income: $1819 Traditional Rental Income: $2198 Airbnb ROI: 0.49% Traditional ROI: 2.66%
1390 Foxwood Pass Oconomowoc, WI New construction by Stepping Stone Homes, the SIERRA features all of today's smart home te...	4 beds \| 3 baths \| 3,352 sq.ft.	$685,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 3.43% Airbnb Rental Income: $3258 Traditional Rental Income: $3069 Airbnb ROI: 2.58% Traditional ROI: 3.43%
1758 Bess Ct Oconomowoc, WI Discover an exceptional gem at Village Crossings Condos in Pabst Farms. This beautifully d...	3 beds \| 3 baths \| 2,484 sq.ft.	$599,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 1.56% Airbnb Rental Income: $2485 Traditional Rental Income: $2710 Airbnb ROI: 0.14% Traditional ROI: 1.56%
N70W39060 Foster Dr Oconomowoc, WI Welcome home to this charming 3-bedroom, 2 full bath property nestled in a quiet subdivisi...	3 beds \| 2 baths \| 1,608 sq.ft.	$450,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 3.36% Airbnb Rental Income: $2485 Traditional Rental Income: $2462 Airbnb ROI: 2.12% Traditional ROI: 3.36%
1620 St Andrews Dr #13 Oconomowoc, WI OCONOMOWOC-SILVER LAKE. If you appreciate the look and feel of old world Italy you will ab...	4 beds \| 3 baths \| 3,900 sq.ft.	$1,250,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 1.63% Airbnb Rental Income: $3258 Traditional Rental Income: $4817 Airbnb ROI: -0.34% Traditional ROI: 1.63%
1746 Whalen Dr Oconomowoc, WI Move-in-ready, the Lauren 1805 places the generously sized primary bedroom & shared living...	3 beds \| 2 baths \| 1,805 sq.ft.	$685,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 2.72% Airbnb Rental Income: $2485 Traditional Rental Income: $2603 Airbnb ROI: 1.6% Traditional ROI: 2.72%
N66W34839 Baltic Pass Oconomowoc, WI Step into a new era of quality home building with this incredible new construction home fr...	4 beds \| 2 baths \| 2,800 sq.ft.	$999,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.2% Airbnb Rental Income: $3258 Traditional Rental Income: $3210 Airbnb ROI: 1.47% Traditional ROI: 2.2%
1750 Whalen Dr Oconomowoc, WI This home is move-in-ready. The Francesca 2428 is an ideal home that needs both communal &...	4 beds \| 2 baths \| 2,428 sq.ft.	$763,900	Airbnb cash on cash: 2.24% Traditional cash on cash: 3% Airbnb Rental Income: $3258 Traditional Rental Income: $3069 Airbnb ROI: 2.24% Traditional ROI: 3%
180 Monastery Hill Dr Oconomowoc, WI IMAGINE YOUR SUMMER HERE! Experience a true resort lifestyle with deeded access to Lac La ...	4 beds \| 3 baths \| 4,108 sq.ft.	$1,225,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 0.93% Airbnb Rental Income: $3258 Traditional Rental Income: $3902 Airbnb ROI: -0.28% Traditional ROI: 0.93%
1733 Hammock Ln Oconomowoc, WI This home is under construction. The Hailey 2350 offers a kitchen w/ plenty of cabinetry, ...	4 beds \| 2 baths \| 2,350 sq.ft.	$706,900	Airbnb cash on cash: 2.49% Traditional cash on cash: 3.25% Airbnb Rental Income: $3258 Traditional Rental Income: $3027 Airbnb ROI: 2.49% Traditional ROI: 3.25%
W339S271 Foxtail Ct Oconomowoc, WI Stunning Horwath build on 5.5 acres in the Town of Delafield! Bright open concept design s...	5 beds \| 6 baths \| 6,083 sq.ft.	$1,775,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 1.89% Airbnb Rental Income: $1225 Traditional Rental Income: $6076 Airbnb ROI: -1.29% Traditional ROI: 1.89%
1267 Wild Rye Ln Oconomowoc, WI The Lauren 1805 that places the generously sized primary bedroom & shared living spaces - ...	3 beds \| 2 baths \| 1,805 sq.ft.	$668,900	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.01% Airbnb Rental Income: $2485 Traditional Rental Income: $2577 Airbnb ROI: 0.9% Traditional ROI: 2.01%
1283 Wild Rye Ln Oconomowoc, WI This Rylee is a split-bedroom ranch home currently under construction. The oversized gathe...	3 beds \| 2 baths \| 1,809 sq.ft.	$673,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 1.99% Airbnb Rental Income: $2485 Traditional Rental Income: $2577 Airbnb ROI: 0.88% Traditional ROI: 1.99%
1750 Switchgrass St Oconomowoc, WI 1750 Switchgrass St, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 3 baths \| 2,502 sq.ft.	$714,900	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.66% Airbnb Rental Income: $3258 Traditional Rental Income: $2444 Airbnb ROI: 0.79% Traditional ROI: 0.66%
1330 Prairie Creek Blvd Oconomowoc, WI 1330 Prairie Creek Blvd, Oconomowoc, WI 53066 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.75% Airbnb Rental Income: $null Traditional Rental Income: $854 Airbnb ROI: N/A Traditional ROI: 1.75%
Lt27 Lakeland Rd Oconomowoc, WI Lt27 Lakeland Rd, Oconomowoc, WI 53066 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$159,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $854 Airbnb ROI: N/A Traditional ROI: 2.2%
36619 Normandale Dr Oconomowoc, WI 36619 Normandale Dr, Oconomowoc, WI 53066 \| Single Family Residential	2 beds \| 2 baths \| 2,200 sq.ft.	$675,000	Airbnb cash on cash: -0.88% Traditional cash on cash: -0.25% Airbnb Rental Income: $1819 Traditional Rental Income: $1722 Airbnb ROI: -0.88% Traditional ROI: -0.25%
Riley Plan Oconomowoc, WI Riley Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 2,239 sq.ft.	$655,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.31% Airbnb Rental Income: $2485 Traditional Rental Income: $2013 Airbnb ROI: 0.09% Traditional ROI: 0.31%
Celeste Plan Oconomowoc, WI Celeste Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,824 sq.ft.	$714,900	Airbnb cash on cash: -0.15% Traditional cash on cash: -0.18% Airbnb Rental Income: $2485 Traditional Rental Income: $1863 Airbnb ROI: -0.15% Traditional ROI: -0.18%
1383 Prairie Creek Cir #16E Oconomowoc, WI 1380 Prairie Creek Cir #16E, Oconomowoc, WI 53066 \| Condo/Coop	2 beds \| 2 baths \| 1,942 sq.ft.	$694,900	Airbnb cash on cash: -1.58% Traditional cash on cash: -0.09% Airbnb Rental Income: $1819 Traditional Rental Income: $2291 Airbnb ROI: -1.58% Traditional ROI: -0.09%
1388 Prairie Creek Cir #12E Oconomowoc, WI 1388 Prairie Creek Cir #12E, Oconomowoc, WI 53066 \| Condo/Coop	2 beds \| 2 baths \| 1,942 sq.ft.	$679,900	Airbnb cash on cash: -1.55% Traditional cash on cash: -0.03% Airbnb Rental Income: $1819 Traditional Rental Income: $2291 Airbnb ROI: -1.55% Traditional ROI: -0.03%
1214 Arrowood Circle Cir W Oconomowoc, WI 1214 Arrowood Circle West Cir, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,400 sq.ft.	$699,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.64% Airbnb Rental Income: $3258 Traditional Rental Income: $2391 Airbnb ROI: 0.85% Traditional ROI: 0.64%
Jude Plan Oconomowoc, WI Jude Plan, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 3,067 sq.ft.	$699,900	Airbnb cash on cash: 0.91% Traditional cash on cash: 0.32% Airbnb Rental Income: $3258 Traditional Rental Income: $2150 Airbnb ROI: 0.91% Traditional ROI: 0.32%
1299 Arrowood Circle Cir W Oconomowoc, WI 1299 Arrowood Circle West Cir, Oconomowoc, WI 53066 \| Single Family Residential	4 beds \| 2 baths \| 2,033 sq.ft.	$629,900	Airbnb cash on cash: 1.27% Traditional cash on cash: 0.75% Airbnb Rental Income: $3258 Traditional Rental Income: $2219 Airbnb ROI: 1.27% Traditional ROI: 0.75%
The Flanagan Plan Oconomowoc, WI The Flanagan Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,412 sq.ft.	$519,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.32% Airbnb Rental Income: $2485 Traditional Rental Income: $1627 Airbnb ROI: 0.85% Traditional ROI: 0.32%
The Collins Plan Oconomowoc, WI	4 beds \| 3 baths \| 3,298 sq.ft.	$853,100	Airbnb cash on cash: 0.22% Traditional cash on cash: -0.06% Airbnb Rental Income: $3258 Traditional Rental Income: $2297 Airbnb ROI: 0.22% Traditional ROI: -0.06%
The Saybrook Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,610 sq.ft.	$513,500	Airbnb cash on cash: 1% Traditional cash on cash: 0.71% Airbnb Rental Income: $2485 Traditional Rental Income: $1747 Airbnb ROI: 1% Traditional ROI: 0.71%
The Atwater Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,355 sq.ft.	$563,700	Airbnb cash on cash: 1.93% Traditional cash on cash: 0.93% Airbnb Rental Income: $3258 Traditional Rental Income: $2016 Airbnb ROI: 1.93% Traditional ROI: 0.93%
Clara Plan Oconomowoc, WI Clara Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 2,279 sq.ft.	$627,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 0.05% Airbnb Rental Income: $2485 Traditional Rental Income: $2013 Airbnb ROI: -0.15% Traditional ROI: 0.05%
Prescott Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,490 sq.ft.	$647,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.4% Airbnb Rental Income: $3258 Traditional Rental Income: $2042 Airbnb ROI: 1.21% Traditional ROI: 0.4%
The Olivia Plan Oconomowoc, WI The Olivia Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,516 sq.ft.	$543,500	Airbnb cash on cash: 0.69% Traditional cash on cash: 0.36% Airbnb Rental Income: $2485 Traditional Rental Income: $1717 Airbnb ROI: 0.69% Traditional ROI: 0.36%
The Bradford Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,240 sq.ft.	$554,100	Airbnb cash on cash: 2.01% Traditional cash on cash: 0.99% Airbnb Rental Income: $3258 Traditional Rental Income: $2013 Airbnb ROI: 2.01% Traditional ROI: 0.99%
The Adrian Plan Oconomowoc, WI The Adrian Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,931 sq.ft.	$550,100	Airbnb cash on cash: 0.92% Traditional cash on cash: 1.13% Airbnb Rental Income: $2485 Traditional Rental Income: $1981 Airbnb ROI: 0.92% Traditional ROI: 1.13%
The Weston Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,600 sq.ft.	$532,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 0.49% Airbnb Rental Income: $2485 Traditional Rental Income: $1747 Airbnb ROI: 0.76% Traditional ROI: 0.49%
The Harlequin Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,575 sq.ft.	$519,300	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.71% Airbnb Rental Income: $2485 Traditional Rental Income: $1815 Airbnb ROI: 0.85% Traditional ROI: 0.71%
The Siena Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,717 sq.ft.	$529,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 0.81% Airbnb Rental Income: $2485 Traditional Rental Income: $1840 Airbnb ROI: 0.9% Traditional ROI: 0.81%
The Elaine Plan Oconomowoc, WI The Elaine Plan, Oconomowoc, WI 53066 \| Single Family Residential	3 beds \| 2 baths \| 1,482 sq.ft.	$530,400	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.29% Airbnb Rental Income: $2485 Traditional Rental Income: $1640 Airbnb ROI: 0.77% Traditional ROI: 0.29%
The Addison Plan Oconomowoc, WI	4 beds \| 2 baths \| 2,314 sq.ft.	$562,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 0.93% Airbnb Rental Income: $3258 Traditional Rental Income: $2013 Airbnb ROI: 1.94% Traditional ROI: 0.93%
The McKinley Plan Oconomowoc, WI	3 beds \| 2 baths \| 1,650 sq.ft.	$526,500	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.71% Airbnb Rental Income: $2485 Traditional Rental Income: $1784 Airbnb ROI: 0.92% Traditional ROI: 0.71%

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

There are 203 investment properties available for sale in Oconomowoc.

The ROI for Short-Term is higher than the Long-Term in Oconomowoc with average rental income of $null.

Your search for investment property begins and ends here

Investment Property for Sale in Oconomowoc, WI

1298 Juniper Ln

Oconomowoc, WI

4 beds | 2 baths | 2,700 sq.ft.

$659,900

Airbnb cash on cash: 1.08%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $3258

Traditional Rental Income: $2443

Airbnb ROI: 1.08%

Traditional ROI: 0.94%

970 Oconomowoc Pkwy

Oconomowoc, WI

2 beds | 2 baths | 2,275 sq.ft.

$427,900

Airbnb cash on cash: 0.49%

Traditional cash on cash: 2.66%

Airbnb Rental Income: $1819

Traditional Rental Income: $2198

Airbnb ROI: 0.49%

Traditional ROI: 2.66%

1390 Foxwood Pass

Oconomowoc, WI

4 beds | 3 baths | 3,352 sq.ft.

$685,000

Airbnb cash on cash: 2.58%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $3258

Traditional Rental Income: $3069

Airbnb ROI: 2.58%

Traditional ROI: 3.43%

1758 Bess Ct

Oconomowoc, WI

3 beds | 3 baths | 2,484 sq.ft.

$599,900

Airbnb cash on cash: 0.14%

Traditional cash on cash: 1.56%

Airbnb Rental Income: $2485

Traditional Rental Income: $2710

Airbnb ROI: 0.14%

Traditional ROI: 1.56%

N70W39060 Foster Dr

Oconomowoc, WI

3 beds | 2 baths | 1,608 sq.ft.

$450,000

Airbnb cash on cash: 2.12%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $2485

Traditional Rental Income: $2462

Airbnb ROI: 2.12%

Traditional ROI: 3.36%

1620 St Andrews Dr #13

Oconomowoc, WI

4 beds | 3 baths | 3,900 sq.ft.

$1,250,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $3258

Traditional Rental Income: $4817

Airbnb ROI: -0.34%

Traditional ROI: 1.63%

1746 Whalen Dr

Oconomowoc, WI

3 beds | 2 baths | 1,805 sq.ft.

$685,900

Airbnb cash on cash: 1.6%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $2485

Traditional Rental Income: $2603

Airbnb ROI: 1.6%

Traditional ROI: 2.72%

N66W34839 Baltic Pass

Oconomowoc, WI

4 beds | 2 baths | 2,800 sq.ft.

$999,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $3258

Traditional Rental Income: $3210

Airbnb ROI: 1.47%