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
6110 KAYAK DRIVE Weston, WI Welcome to this inviting 4-bedroom, 2-bathroom bi-level home with an attached 2-car garage...	4 beds \| 2 baths \| 1,729 sq.ft.	$284,900	Airbnb cash on cash: 2.76% Traditional cash on cash: 5.88% Airbnb Rental Income: $2137 Traditional Rental Income: $2430 Airbnb ROI: 2.76% Traditional ROI: 5.88%
5402 ROXANN DRIVE Weston, WI This ranch style home is located in a desirable Weston neighborhood. The living room, kitc...	3 beds \| 2 baths \| 1,325 sq.ft.	$249,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 6.12% Airbnb Rental Income: $1009 Traditional Rental Income: $2058 Airbnb ROI: 0.16% Traditional ROI: 6.12%
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: -0.32% Traditional cash on cash: 5.84% Airbnb Rental Income: $1009 Traditional Rental Income: $2305 Airbnb ROI: -0.32% Traditional ROI: 5.84%
162901 TALIESIN WAY Weston, WI Located on a private cul du sac this picturesque home rests surrounded by mature trees on ...	5 beds \| 3 baths \| 3,714 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.94% Airbnb Rental Income: $null Traditional Rental Income: $2538 Airbnb ROI: N/A Traditional ROI: 1.94%
6810 LORA LEE LANE Weston, WI Welcome to this large ranch home in the village of Weston offering comfort, functionality,...	4 beds \| 4 baths \| 4,055 sq.ft.	$409,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 6.8% Airbnb Rental Income: $2137 Traditional Rental Income: $3737 Airbnb ROI: 1.21% Traditional ROI: 6.8%
5908 CORONADO DRIVE Weston, WI Just what youâve been searching for! This welcoming ranch home is situated in a peaceful...	3 beds \| 3 baths \| 2,158 sq.ft.	$316,900	Airbnb cash on cash: -0.28% Traditional cash on cash: 6.66% Airbnb Rental Income: $1009 Traditional Rental Income: $2720 Airbnb ROI: -0.28% Traditional ROI: 6.66%
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: 0.48% Traditional cash on cash: 3.01% Airbnb Rental Income: $1009 Traditional Rental Income: $1309 Airbnb ROI: 0.48% Traditional ROI: 3.01%
5906 ALEX STREET Weston, WI Welcome to this beautifully maintained raised ranch in the highly desirable Sandy Meadow s...	4 beds \| 2 baths \| 2,240 sq.ft.	$299,900	Airbnb cash on cash: 2.85% Traditional cash on cash: 3.06% Airbnb Rental Income: $2137 Traditional Rental Income: $1652 Airbnb ROI: 2.85% Traditional ROI: 3.06%
3302 MONTE CARLO DRIVE Weston, WI This luxury condo in Westonâs gated Stone Gate community has been beautifully updated, o...	4 beds \| 4 baths \| 3,017 sq.ft.	$550,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.66% Airbnb Rental Income: $2137 Traditional Rental Income: $3604 Airbnb ROI: 0.75% Traditional ROI: 4.66%
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: -0.2% Traditional cash on cash: 4.09% Airbnb Rental Income: $1009 Traditional Rental Income: $2092 Airbnb ROI: -0.2% Traditional ROI: 4.09%
4925 ANNABELLE COURT Weston, WI This beautiful and spacious 2-bedroom, 2-bathroom walk-out lower level condo offers 2173 s...	2 beds \| 2 baths \| 2,173 sq.ft.	$299,900	Airbnb cash on cash: -1.59% Traditional cash on cash: 5.65% Airbnb Rental Income: $687 Traditional Rental Income: $2427 Airbnb ROI: -1.59% Traditional ROI: 5.65%
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: 0.57% Traditional cash on cash: 5.06% Airbnb Rental Income: $1009 Traditional Rental Income: $2232 Airbnb ROI: 0.57% 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: 0.33% Traditional cash on cash: 5.03% Airbnb Rental Income: $1009 Traditional Rental Income: $2597 Airbnb ROI: 0.33% Traditional ROI: 5.03%
8414 MAPLEFIELD WAY Weston, WI Weâre excited to announce that Timber Ridge Builders LLC, known for their premier crafts...	3 beds \| 2 baths \| 1,933 sq.ft.	$449,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.72% Airbnb Rental Income: $1009 Traditional Rental Income: $2509 Airbnb ROI: 0.31% Traditional ROI: 4.72%
8418 MAPLEFIELD WAY Weston, WI Introducing the Premier Poplar Model at Hinner Springs â Weston. Timber Ridge Builders i...	3 beds \| 3 baths \| 2,024 sq.ft.	$484,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.84% Airbnb Rental Income: $1009 Traditional Rental Income: $2748 Airbnb ROI: 0.22% Traditional ROI: 4.84%
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: 0.21% Traditional cash on cash: 4.52% Airbnb Rental Income: $1009 Traditional Rental Income: $2619 Airbnb ROI: 0.21% Traditional ROI: 4.52%
7202 BIRCH STREET Weston, WI Ranch home in the DC Everest School district! Secluded half acre lot with mature trees. Al...	3 beds \| 1 baths \| 1,092 sq.ft.	$209,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 5.04% Airbnb Rental Income: $1009 Traditional Rental Income: $1529 Airbnb ROI: 0.64% Traditional ROI: 5.04%
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: 0.34% Traditional cash on cash: 4.94% Airbnb Rental Income: $1009 Traditional Rental Income: $2461 Airbnb ROI: 0.34% 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: 0.35% Traditional cash on cash: 5.26% Airbnb Rental Income: $1009 Traditional Rental Income: $2605 Airbnb ROI: 0.35% Traditional ROI: 5.26%
3302 TROPICANA COURT Weston, WI Discover the ease of one-level living in a vibrant, convenient location. This BRAND-NEW, l...	3 beds \| 2 baths \| 1,432 sq.ft.	$379,900	Airbnb cash on cash: 0.5% Traditional cash on cash: 4.61% Airbnb Rental Income: $1009 Traditional Rental Income: $2116 Airbnb ROI: 0.5% Traditional ROI: 4.61%
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: -1.1% Traditional cash on cash: 5.39% Airbnb Rental Income: $1009 Traditional Rental Income: $3564 Airbnb ROI: -1.1% 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.	$439,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 5.96% Airbnb Rental Income: $2137 Traditional Rental Income: $3518 Airbnb ROI: 1.29% Traditional ROI: 5.96%
2602 PARKWAY LANE Weston, WI Retiring sellers moving up North providing the opportunity for you to own this one owner ...	3 beds \| 2 baths \| 1,152 sq.ft.	$274,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 5.62% Airbnb Rental Income: $1009 Traditional Rental Income: $2093 Airbnb ROI: 0.06% Traditional ROI: 5.62%
5304 HEWITT AVENUE Weston, WI A great property for nature lovers set on a large lot (.956 acres) and located on a street...	3 beds \| 1 baths \| 1,310 sq.ft.	$349,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 3.06% Airbnb Rental Income: $1009 Traditional Rental Income: $1722 Airbnb ROI: -0.2% Traditional ROI: 3.06%
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: -0.77% Traditional cash on cash: 3.07% Airbnb Rental Income: $1009 Traditional Rental Income: $2093 Airbnb ROI: -0.77% 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: 0.24% Traditional cash on cash: 3.62% Airbnb Rental Income: $2137 Traditional Rental Income: $3736 Airbnb ROI: 0.24% Traditional ROI: 3.62%
5903 MARY LANE Weston, WI This spacious 4-bedroom, 3.5-bath home offers generous living both inside and out, situate...	4 beds \| 4 baths \| 3,348 sq.ft.	$439,900	Airbnb cash on cash: 1.37% Traditional cash on cash: 6.54% Airbnb Rental Income: $2137 Traditional Rental Income: $3722 Airbnb ROI: 1.37% Traditional ROI: 6.54%
5711 HIGH RIDGE CIRCLE Weston, WI This well-maintained ranch home offers numerous updates and desirable features throughout....	3 beds \| 3 baths \| 2,304 sq.ft.	$339,900	Airbnb cash on cash: -0.45% Traditional cash on cash: 6.16% Airbnb Rental Income: $1009 Traditional Rental Income: $2760 Airbnb ROI: -0.45% Traditional ROI: 6.16%
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: 0.73% Traditional cash on cash: 7.37% Airbnb Rental Income: $1009 Traditional Rental Income: $1972 Airbnb ROI: 0.73% Traditional ROI: 7.37%

Real Estate investment in Weston, WI

There are 29 properties for sale in the city of Weston . The median list price in Weston is $377,400 and the average price per square foot is $172. In November 2025, the average monthly cash on cash return in Weston is 5.00%. The average monthly rental income in Weston is $2,485.

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

There are 29 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 $1,009.

Your search for investment property begins and ends here

Investment Property for Sale in Weston, WI

6110 KAYAK DRIVE

Weston, WI

4 beds | 2 baths | 1,729 sq.ft.

$284,900

Airbnb cash on cash: 2.76%

Traditional cash on cash: 5.88%

Airbnb Rental Income: $2137

Traditional Rental Income: $2430

Airbnb ROI: 2.76%

Traditional ROI: 5.88%

5402 ROXANN DRIVE

Weston, WI

3 beds | 2 baths | 1,325 sq.ft.

$249,900

Airbnb cash on cash: 0.16%

Traditional cash on cash: 6.12%

Airbnb Rental Income: $1009

Traditional Rental Income: $2058

Airbnb ROI: 0.16%

Traditional ROI: 6.12%

6302 ISAIAH Street

Weston, WI

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

$285,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 5.84%

Airbnb Rental Income: $1009

Traditional Rental Income: $2305

Airbnb ROI: -0.32%

Traditional ROI: 5.84%

162901 TALIESIN WAY

Weston, WI

5 beds | 3 baths | 3,714 sq.ft.

$650,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2538

Airbnb ROI: N/A

Traditional ROI: 1.94%

6810 LORA LEE LANE

Weston, WI

4 beds | 4 baths | 4,055 sq.ft.

$409,900

Airbnb cash on cash: 1.21%

Traditional cash on cash: 6.8%

Airbnb Rental Income: $2137

Traditional Rental Income: $3737

Airbnb ROI: 1.21%

Traditional ROI: 6.8%

5908 CORONADO DRIVE

Weston, WI

3 beds | 3 baths | 2,158 sq.ft.

$316,900

Airbnb cash on cash: -0.28%

Traditional cash on cash: 6.66%

Airbnb Rental Income: $1009

Traditional Rental Income: $2720

Airbnb ROI: -0.28%

Traditional ROI: 6.66%

5909 RYAN STREET

Weston, WI

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

$274,900

Airbnb cash on cash: 0.48%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $1009

Traditional Rental Income: $1309

Airbnb ROI: 0.48%

Traditional ROI: 3.01%

5906 ALEX STREET

Weston, WI

4 beds | 2 baths | 2,240 sq.ft.

$299,900

Airbnb cash on cash: 2.85%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $2137

Traditional Rental Income: $1652

Airbnb ROI: 2.85%