Real Estate Investment Properties for Sale in Weston, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4311 AUGUSTINE AVENUE Weston, WI Looking for a spacious ranch style home in Weston and in great condition? This home comes ...	3 beds \| 2 baths \| 1,456 sq.ft.	$249,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 6.06% Airbnb Rental Income: $826 Traditional Rental Income: $2113 Airbnb ROI: -0.78% Traditional ROI: 6.06%
3311 PORTAGE STREET Weston, WI Welcome to 3311 Portage St! Here is a great opportunity to own a lovely, functional AND ex...	2 beds \| 1 baths \| 1,048 sq.ft.	$229,900	Airbnb cash on cash: -1.97% Traditional cash on cash: 2.94% Airbnb Rental Income: $665 Traditional Rental Income: $1433 Airbnb ROI: -1.97% Traditional ROI: 2.94%
6302 ISAIAH Street Weston, WI Welcome to this beautifully maintained Weston ranch in the sought-after Sandy Meadow subdi...	3 beds \| 2 baths \| 1,932 sq.ft.	$285,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 5.84% Airbnb Rental Income: $826 Traditional Rental Income: $2305 Airbnb ROI: -0.89% Traditional ROI: 5.84%
6302 QUENTIN STREET Weston, WI The desirable Sandy Meadows subdivision is offering this 17-year old ranch home set in a p...	3 beds \| 2 baths \| 1,835 sq.ft.	$318,500	Airbnb cash on cash: -1.47% Traditional cash on cash: 5.14% Airbnb Rental Income: $826 Traditional Rental Income: $2480 Airbnb ROI: -1.47% Traditional ROI: 5.14%
5909 RYAN STREET Weston, WI Beautifully updated upper-level condo offering a bright, open-concept layout and modern fi...	3 beds \| 2 baths \| 1,762 sq.ft.	$274,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.01% Airbnb Rental Income: $826 Traditional Rental Income: $1309 Airbnb ROI: -0.11% Traditional ROI: 3.01%
3405 CAESARS COURT Weston, WI Enjoy the ease of condo living without sacrificing privacy in this beautifully maintained ...	3 beds \| 2 baths \| 1,425 sq.ft.	$357,900	Airbnb cash on cash: -0.65% Traditional cash on cash: 4.09% Airbnb Rental Income: $826 Traditional Rental Income: $2092 Airbnb ROI: -0.65% Traditional ROI: 4.09%
8302 MAPLEFIELD WAY Weston, WI Weâre excited to announce that Timber Ridge Builders LLC, known for their premier crafts...	3 beds \| 2 baths \| 1,499 sq.ft.	$374,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 5.06% Airbnb Rental Income: $826 Traditional Rental Income: $2232 Airbnb ROI: 0.14% Traditional ROI: 5.06%
8410 MAPLEFIELD WAY Weston, WI Weâre excited to announce that Timber Ridge Builders LLC, known for their premier crafts...	3 beds \| 2 baths \| 2,136 sq.ft.	$442,500	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.03% Airbnb Rental Income: $826 Traditional Rental Income: $2597 Airbnb ROI: -0.03% Traditional ROI: 5.03%
8424 MAPLEFIELD WAY Weston, WI Weâre excited to announce that Timber Ridge Builders LLC, known for their premier crafts...	3 beds \| 2 baths \| 2,238 sq.ft.	$487,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 4.52% Airbnb Rental Income: $826 Traditional Rental Income: $2619 Airbnb ROI: -0.12% Traditional ROI: 4.52%
8504 HINNER SPRINGS DRIVE Weston, WI Weâre excited to announce that Timber Ridge Builders LLC, known for their premier crafts...	3 beds \| 2 baths \| 1,925 sq.ft.	$419,900	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.94% Airbnb Rental Income: $826 Traditional Rental Income: $2461 Airbnb ROI: -0.05% Traditional ROI: 4.94%
8412 HINNER SPRINGS DRIVE Weston, WI Weâre excited to announce that Timber Ridge Builders LLC, known for their premier crafts...	3 beds \| 2 baths \| 2,058 sq.ft.	$424,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.26% Airbnb Rental Income: $826 Traditional Rental Income: $2605 Airbnb ROI: -0.03% Traditional ROI: 5.26%
9510 VENETIAN WAY Weston, WI One-of-a-Kind Executive Condo in Stonegate with Stunning Pond Views + Adjacent Lot Include...	3 beds \| 4 baths \| 3,562 sq.ft.	$479,900	Airbnb cash on cash: -1.44% Traditional cash on cash: 5.39% Airbnb Rental Income: $826 Traditional Rental Income: $3564 Airbnb ROI: -1.44% Traditional ROI: 5.39%
5702 MARY LANE Weston, WI Executive style ranch home located in Weston!! This large home offers 4 bedrooms, 4 bathro...	4 beds \| 4 baths \| 3,008 sq.ft.	$434,900	Airbnb cash on cash: 1.14% Traditional cash on cash: 6.04% Airbnb Rental Income: $2049 Traditional Rental Income: $3518 Airbnb ROI: 1.14% Traditional ROI: 6.04%
5304 HEWITT AVENUE Weston, WI Discover the perfect blend of country charm and city convenience with this inviting 3-bedr...	3 beds \| 1 baths \| 1,310 sq.ft.	$324,900	Airbnb cash on cash: -0.64% Traditional cash on cash: 3.37% Airbnb Rental Income: $826 Traditional Rental Income: $1722 Airbnb ROI: -0.64% Traditional ROI: 3.37%
9507 EXCALIBUR DRIVE Weston, WI Experience the perfect combination of comfort, style, and convenience in this beautifully ...	3 beds \| 2 baths \| 1,432 sq.ft.	$399,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 3.07% Airbnb Rental Income: $826 Traditional Rental Income: $2093 Airbnb ROI: -1.18% Traditional ROI: 3.07%
4504 ESTATE DRIVE Weston, WI Welcome to this stunning executive-style ranch located in the highly desirable Edgewood Es...	4 beds \| 4 baths \| 3,797 sq.ft.	$679,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.62% Airbnb Rental Income: $2049 Traditional Rental Income: $3736 Airbnb ROI: 0.12% Traditional ROI: 3.62%
5813 Pine Park Street Weston, WI This property cannot be shown until Thursday, October 23, 2025. Location, Updates, and Lif...	3 beds \| 2 baths \| 1,440 sq.ft.	$209,999	Airbnb cash on cash: -0.03% Traditional cash on cash: 7.37% Airbnb Rental Income: $826 Traditional Rental Income: $1972 Airbnb ROI: -0.03% Traditional ROI: 7.37%
2717 SHEPHERD LANE Weston, WI Welcoming you to a chance to own this impeccably maintained property that is more than a h...	3 beds \| 2 baths \| 1,880 sq.ft.	$319,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 5.52% Airbnb Rental Income: $826 Traditional Rental Income: $2421 Airbnb ROI: -0.89% Traditional ROI: 5.52%
5202 JACOB STREET Weston, WI Welcome to this very well-maintained Weston ranch in the sought after Sandy Meadow subdivi...	3 beds \| 2 baths \| 2,016 sq.ft.	$299,900	Airbnb cash on cash: -0.93% Traditional cash on cash: 5.67% Airbnb Rental Income: $826 Traditional Rental Income: $2365 Airbnb ROI: -0.93% Traditional ROI: 5.67%
5002 ALDERSON STREET #4 Weston, WI Discover easy living in this well-located Weston condo! It is perfectly positioned for qui...	3 beds \| 2 baths \| 1,584 sq.ft.	$168,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 10.93% Airbnb Rental Income: $826 Traditional Rental Income: $2231 Airbnb ROI: 0.12% Traditional ROI: 10.93%
4506 TWIN PINES LANE Weston, WI Amazing 3 bedroom, 3 bath home in a quiet subdivision in the D.C. Everest School District....	3 beds \| 3 baths \| 2,339 sq.ft.	$339,900	Airbnb cash on cash: -1.02% Traditional cash on cash: 6.05% Airbnb Rental Income: $826 Traditional Rental Income: $2759 Airbnb ROI: -1.02% Traditional ROI: 6.05%
5708 CANOE STREET Weston, WI OPEN HOUSE MONDAY DECEMBER 8TH 5:00PM-6PM. Welcome to this one owner inviting bi-level ho...	3 beds \| 2 baths \| 1,524 sq.ft.	$280,000	Airbnb cash on cash: -1.29% Traditional cash on cash: 5.09% Airbnb Rental Income: $826 Traditional Rental Income: $2181 Airbnb ROI: -1.29% Traditional ROI: 5.09%
5019 KELLYLAND STREET Weston, WI Spacious living with room for everyone â and everything. This inviting 5-bedroom home bl...	5 beds \| 3 baths \| 1,968 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.16% Airbnb Rental Income: $null Traditional Rental Income: $2905 Airbnb ROI: N/A Traditional ROI: 7.16%
6007 High Ridge Circle Weston, WI This property cannot be shown until Saturday, December 13, 2025. Beautiful 4 Bedroom / 3.5...	4 beds \| 4 baths \| 2,950 sq.ft.	$399,999	Airbnb cash on cash: 1.57% Traditional cash on cash: 6.52% Airbnb Rental Income: $2049 Traditional Rental Income: $3374 Airbnb ROI: 1.57% Traditional ROI: 6.52%

Real Estate investment in Weston, WI

There are 24 properties for sale in the city of Weston . The median list price in Weston is $324,900 and the average price per square foot is $160. In December 2025, the average monthly cash on cash return in Weston is 5.00%. The average monthly rental income in Weston is $2,421.

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

There are 24 investment properties available for sale in Weston.

In 2025, the best neighborhood to buy investment property is Weston.

The ROI for Short-Term is higher than the Long-Term in Weston with average rental income of $826.

Your search for investment property begins and ends here

Investment Property for Sale in Weston, WI

4311 AUGUSTINE AVENUE

Weston, WI

3 beds | 2 baths | 1,456 sq.ft.

$249,900

Airbnb cash on cash: -0.78%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $826

Traditional Rental Income: $2113

Airbnb ROI: -0.78%

Traditional ROI: 6.06%

3311 PORTAGE STREET

Weston, WI

2 beds | 1 baths | 1,048 sq.ft.

$229,900

Airbnb cash on cash: -1.97%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $665

Traditional Rental Income: $1433

Airbnb ROI: -1.97%

Traditional ROI: 2.94%

6302 ISAIAH Street

Weston, WI

3 beds | 2 baths | 1,932 sq.ft.

$285,000

Airbnb cash on cash: -0.89%

Traditional cash on cash: 5.84%

Airbnb Rental Income: $826

Traditional Rental Income: $2305

Airbnb ROI: -0.89%

Traditional ROI: 5.84%

6302 QUENTIN STREET

Weston, WI

3 beds | 2 baths | 1,835 sq.ft.

$318,500

Airbnb cash on cash: -1.47%

Traditional cash on cash: 5.14%

Airbnb Rental Income: $826

Traditional Rental Income: $2480

Airbnb ROI: -1.47%

Traditional ROI: 5.14%

5909 RYAN STREET

Weston, WI

3 beds | 2 baths | 1,762 sq.ft.

$274,900

Airbnb cash on cash: -0.11%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $826

Traditional Rental Income: $1309

Airbnb ROI: -0.11%

Traditional ROI: 3.01%

3405 CAESARS COURT

Weston, WI

3 beds | 2 baths | 1,425 sq.ft.

$357,900

Airbnb cash on cash: -0.65%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $826

Traditional Rental Income: $2092

Airbnb ROI: -0.65%

Traditional ROI: 4.09%

8302 MAPLEFIELD WAY

Weston, WI

3 beds | 2 baths | 1,499 sq.ft.

$374,900

Airbnb cash on cash: 0.14%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $826

Traditional Rental Income: $2232

Airbnb ROI: 0.14%

Traditional ROI: 5.06%

8410 MAPLEFIELD WAY

Weston, WI

3 beds | 2 baths | 2,136 sq.ft.

$442,500

Airbnb cash on cash: -0.03%

Traditional cash on cash: 5.03%

Airbnb Rental Income: $826

Traditional Rental Income: $2597

Airbnb ROI: -0.03%