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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1480 Knoll Ter Oconomowoc, WI This 3-bedroom, 2-bathroom bi-level home in Oconomowoc's River Highlands neighborhood is b...	3 beds \| 2 baths \| 2,080 sq.ft.	$374,900	Airbnb cash on cash: 8.26% Traditional cash on cash: 4.82% Airbnb Rental Income: $4715 Traditional Rental Income: $2531 Airbnb ROI: 8.26% Traditional ROI: 4.82%
N60w38457 Blackhawk Dr Oconomowoc, WI BRING YOUR BOAT! Deeded Lac LaBelle access for this spacious ranch on .5 acre double lot w...	3 beds \| 3 baths \| 2,258 sq.ft.	$849,900	Airbnb cash on cash: 2.99% Traditional cash on cash: 1.97% Airbnb Rental Income: $4715 Traditional Rental Income: $2931 Airbnb ROI: 2.99% Traditional ROI: 1.97%
265 Thurow Dr #207 Oconomowoc, WI Enjoy this sun splashed open concept 2nd floor condominium viewing an oak tree grove & wal...	2 beds \| 2 baths \| 1,260 sq.ft.	$349,500	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.5% Airbnb Rental Income: $1208 Traditional Rental Income: $2218 Airbnb ROI: 0.23% Traditional ROI: 4.5%
1232 Dorchester Dr Oconomowoc, WI Welcome to your new home in beautiful Oconomowoc! This inviting 3-bedroom, 1.5-bath ranch-...	3 beds \| 2 baths \| 1,933 sq.ft.	$384,900	Airbnb cash on cash: 8.25% Traditional cash on cash: 4.69% Airbnb Rental Income: $4715 Traditional Rental Income: $2454 Airbnb ROI: 8.25% Traditional ROI: 4.69%
708 N Oakwood Ave Oconomowoc, WI Welcome to Lake Country! This updated, charing ranch home has it all! Hardwood floors, upd...	3 beds \| 2 baths \| 1,939 sq.ft.	$399,000	Airbnb cash on cash: 7.91% Traditional cash on cash: 4.52% Airbnb Rental Income: $4715 Traditional Rental Income: $2473 Airbnb ROI: 7.91% Traditional ROI: 4.52%
1450 Prairie Creek Boulevard Oconomowoc, WI Impeccably designed, this home blends luxury & functionality in every detail. The bright M...	5 beds \| 4 baths \| 4,356 sq.ft.	$739,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $3850 Airbnb ROI: N/A Traditional ROI: 3.52%
4886 N Hewitts Point Rd Oconomowoc, WI Welcome home to this 5-6 bedroom European Country-style home on 4 lovely acres and 154 fee...	5 beds \| 5 baths \| 6,736 sq.ft.	$3,495,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.34% Airbnb Rental Income: $null Traditional Rental Income: $4860 Airbnb ROI: N/A Traditional ROI: -0.34%
1691 Hammock Ln Oconomowoc, WI This home is under construction. The Lauren 1805 that places the generously sized primary ...	3 beds \| 2 baths \| 1,805 sq.ft.	$619,900	Airbnb cash on cash: 3.44% Traditional cash on cash: 1.29% Airbnb Rental Income: $4715 Traditional Rental Income: $2496 Airbnb ROI: 3.44% Traditional ROI: 1.29%
1244 Violet St Oconomowoc, WI This home is currently under construction. The Charlotte offers a gathering room featuring...	4 beds \| 3 baths \| 2,506 sq.ft.	$703,900	Airbnb cash on cash: 7.81% Traditional cash on cash: 1.57% Airbnb Rental Income: $8749 Traditional Rental Income: $3004 Airbnb ROI: 7.81% Traditional ROI: 1.57%
N81w33630 Chicory Ct Oconomowoc, WI Exquisite 5-Bedroom Luxury Estate with Over 6,000 Square Feet of Sophisticated Living Spac...	5 beds \| 7 baths \| 6,800 sq.ft.	$1,199,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $6404 Airbnb ROI: N/A Traditional ROI: 3.77%
N60w34978 Lake Dr Oconomowoc, WI Okauchee Lake custom log home built by Rob Miller Homes. The spaciousgreat room with floor...	3 beds \| 4 baths \| 2,733 sq.ft.	$2,600,000	Airbnb cash on cash: -0.04% Traditional cash on cash: -0.17% Airbnb Rental Income: $4715 Traditional Rental Income: $3428 Airbnb ROI: -0.04% Traditional ROI: -0.17%
1603 Switchgrass St Oconomowoc, WI Welcome home to The CLARA PLAN by Stepping Stone Homes, an award-winning home builder. Ope...	3 beds \| 3 baths \| 2,253 sq.ft.	$604,900	Airbnb cash on cash: 3.59% Traditional cash on cash: 1.98% Airbnb Rental Income: $4715 Traditional Rental Income: $2829 Airbnb ROI: 3.59% Traditional ROI: 1.98%
1233 Green Tree Dr Oconomowoc, WI This home is under construction. The Skylar 2431 is a 2-story home that offers plenty of l...	4 beds \| 3 baths \| 2,431 sq.ft.	$646,900	Airbnb cash on cash: 8.75% Traditional cash on cash: 1.96% Airbnb Rental Income: $8749 Traditional Rental Income: $3004 Airbnb ROI: 8.75% Traditional ROI: 1.96%
1217 Green Tree Dr Oconomowoc, WI This home is currently under construction. The Hailey 2350 offers a kitchen w/ plenty of c...	4 beds \| 3 baths \| 2,350 sq.ft.	$627,900	Airbnb cash on cash: 9.09% Traditional cash on cash: 2.02% Airbnb Rental Income: $8749 Traditional Rental Income: $2954 Airbnb ROI: 9.09% Traditional ROI: 2.02%
W376n7955 McMahon Rd Oconomowoc, WI Stunning Open-Concept Split-Level RanchThis beautiful open-concept split-level ranch offer...	4 beds \| 4 baths \| 3,430 sq.ft.	$819,500	Airbnb cash on cash: 7.36% Traditional cash on cash: 2.83% Airbnb Rental Income: $8749 Traditional Rental Income: $3644 Airbnb ROI: 7.36% Traditional ROI: 2.83%
1275 Mamerow Ln Oconomowoc, WI Welcome home to The ELIZA PLAN by Stepping Stone Homes, an award-winning home builder. Ope...	3 beds \| 2 baths \| 2,002 sq.ft.	$576,811	Airbnb cash on cash: 5.57% Traditional cash on cash: 3.26% Airbnb Rental Income: $4715 Traditional Rental Income: $2494 Airbnb ROI: 5.57% Traditional ROI: 3.26%
1627 Mamerow Ln Oconomowoc, WI Welcome home to The CHARLOTTE by Stepping Stone Homes, an award-winning home builder. Open...	3 beds \| 2 baths \| 2,191 sq.ft.	$612,579	Airbnb cash on cash: 5.19% Traditional cash on cash: 3.2% Airbnb Rental Income: $4715 Traditional Rental Income: $2603 Airbnb ROI: 5.19% Traditional ROI: 3.2%
W397n5881 Autumn Woods Dr Oconomowoc, WI This desirable first-floor condo in the vibrant Autumn Woods 55+ Community is a must-see! ...	2 beds \| 2 baths \| 1,212 sq.ft.	$290,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.01% Airbnb Rental Income: $1208 Traditional Rental Income: $1932 Airbnb ROI: 0.93% Traditional ROI: 5.01%
N53w35199 Lighthouse Ln Oconomowoc, WI Explore the walking paths around the 2 PONDS that this IMMACULATE RANCH CONDO OFFERS! A pr...	3 beds \| 3 baths \| 2,700 sq.ft.	$529,000	Airbnb cash on cash: 5.52% Traditional cash on cash: 3.66% Airbnb Rental Income: $4715 Traditional Rental Income: $2821 Airbnb ROI: 5.52% Traditional ROI: 3.66%
1281 Orchard Cir Oconomowoc, WI Discover this stunning ranch home in Oconomowoc, meticulously updated to perfection! The k...	3 beds \| 2 baths \| 3,025 sq.ft.	$550,000	Airbnb cash on cash: 5.08% Traditional cash on cash: 2.69% Airbnb Rental Income: $4715 Traditional Rental Income: $2512 Airbnb ROI: 5.08% Traditional ROI: 2.69%
W397n5972 Autumn Woods Dr Oconomowoc, WI Nestled in a country setting minutes from Downtown Oconomowoc, this 2-bedroom, 2-bath home...	2 beds \| 2 baths \| 1,824 sq.ft.	$339,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 5.83% Airbnb Rental Income: $1208 Traditional Rental Income: $2506 Airbnb ROI: 0.54% Traditional ROI: 5.83%
1176 Sandpiper Dr Oconomowoc, WI Bright & sunny layout; large windows throughout. Dramatic great room with vaulted ceiling ...	3 beds \| 3 baths \| 2,698 sq.ft.	$499,000	Airbnb cash on cash: 5.68% Traditional cash on cash: 4% Airbnb Rental Income: $4715 Traditional Rental Income: $2956 Airbnb ROI: 5.68% Traditional ROI: 4%
1252 Violet St Oconomowoc, WI New Construction - Ready in February. Introducing our Canton Model in the beautiful Prairi...	3 beds \| 2 baths \| 1,772 sq.ft.	$539,900	Airbnb cash on cash: 4.39% Traditional cash on cash: 2.09% Airbnb Rental Income: $4715 Traditional Rental Income: $2577 Airbnb ROI: 4.39% Traditional ROI: 2.09%
W335n8953 Pleasant View Rd Oconomowoc, WI Incredible opportunity property! Need serious outbuilding space? Here it is! Once a dairy ...	3 beds \| 2 baths \| 2,016 sq.ft.	$1,200,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 0.92% Airbnb Rental Income: $4715 Traditional Rental Income: $2571 Airbnb ROI: 1.96% Traditional ROI: 0.92%
N57w34476 Nickels Point Rd Oconomowoc, WI Discover the perfect lakefront retreat on Okauchee Lake offering over 100 feet of pristine...	3 beds \| 3 baths \| 2,408 sq.ft.	$995,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 1.61% Airbnb Rental Income: $4715 Traditional Rental Income: $3316 Airbnb ROI: 2.07% Traditional ROI: 1.61%
934 High St Oconomowoc, WI This charming ranch home, located in the heart of Oconomowoc, offers 3 bedrooms and 1.5 ba...	3 beds \| 2 baths \| 1,562 sq.ft.	$399,900	Airbnb cash on cash: 7.94% Traditional cash on cash: 4.03% Airbnb Rental Income: $4715 Traditional Rental Income: $2273 Airbnb ROI: 7.94% Traditional ROI: 4.03%
N54w35286 Coastal Ave #22-2 Oconomowoc, WI THE BEST OF BAY POINTE! Truly move-in ready with over $16k in updates during seller's owne...	2 beds \| 2 baths \| 1,517 sq.ft.	$500,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 3.15% Airbnb Rental Income: $1208 Traditional Rental Income: $2390 Airbnb ROI: -0.21% Traditional ROI: 3.15%
W341n6766 Lancelot Dr Oconomowoc, WI Enjoy your Holidays surrounded by a wooded wonderland, (1.5 acres) located on a no thru ro...	3 beds \| 3 baths \| 2,600 sq.ft.	$580,000	Airbnb cash on cash: 5.08% Traditional cash on cash: 3.55% Airbnb Rental Income: $4715 Traditional Rental Income: $2909 Airbnb ROI: 5.08% Traditional ROI: 3.55%

Real Estate investment in Oconomowoc, WI

There are 28 properties for sale in the city of Oconomowoc . The median list price in Oconomowoc is $578,406 and the average price per square foot is $230. In December 2024, the average monthly cash on cash return in Oconomowoc is 3.00%. The average monthly rental income in Oconomowoc is $2,756.

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

There are 28 investment properties available for sale in Oconomowoc.

In 2024, the best neighborhood to buy investment property is Oconomowoc.

The ROI for Short-Term is higher than the Long-Term in Oconomowoc with average rental income of $4,715.

Your search for investment property begins and ends here

Investment Property for Sale in Oconomowoc, WI

1480 Knoll Ter

Oconomowoc, WI

3 beds | 2 baths | 2,080 sq.ft.

$374,900

Airbnb cash on cash: 8.26%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $4715

Traditional Rental Income: $2531

Airbnb ROI: 8.26%

Traditional ROI: 4.82%

N60w38457 Blackhawk Dr

Oconomowoc, WI

3 beds | 3 baths | 2,258 sq.ft.

$849,900

Airbnb cash on cash: 2.99%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $4715

Traditional Rental Income: $2931

Airbnb ROI: 2.99%

Traditional ROI: 1.97%

265 Thurow Dr #207

Oconomowoc, WI

2 beds | 2 baths | 1,260 sq.ft.

$349,500

Airbnb cash on cash: 0.23%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $1208

Traditional Rental Income: $2218

Airbnb ROI: 0.23%

Traditional ROI: 4.5%

1232 Dorchester Dr

Oconomowoc, WI

3 beds | 2 baths | 1,933 sq.ft.

$384,900

Airbnb cash on cash: 8.25%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $4715

Traditional Rental Income: $2454

Airbnb ROI: 8.25%

Traditional ROI: 4.69%

708 N Oakwood Ave

Oconomowoc, WI

3 beds | 2 baths | 1,939 sq.ft.

$399,000

Airbnb cash on cash: 7.91%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $4715

Traditional Rental Income: $2473

Airbnb ROI: 7.91%

Traditional ROI: 4.52%

1450 Prairie Creek Boulevard

Oconomowoc, WI

5 beds | 4 baths | 4,356 sq.ft.

$739,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.52%

Airbnb Rental Income: $null

Traditional Rental Income: $3850

Airbnb ROI: N/A

Traditional ROI: 3.52%

4886 N Hewitts Point Rd

Oconomowoc, WI

5 beds | 5 baths | 6,736 sq.ft.

$3,495,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.34%

Airbnb Rental Income: $null

Traditional Rental Income: $4860

Airbnb ROI: N/A

Traditional ROI: -0.34%

1691 Hammock Ln

Oconomowoc, WI

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

$619,900

Airbnb cash on cash: 3.44%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $4715

Traditional Rental Income: $2496

Airbnb ROI: 3.44%