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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4706 CHADWICK STREET Weston, WI Room to Grow in the D.C. Everest Area! If space is what you're looking for, this large ran...	3 beds \| 2 baths \| 1,580 sq.ft.	$243,900	Airbnb cash on cash: 1% Traditional cash on cash: 6.3% Airbnb Rental Income: $1310 Traditional Rental Income: $2123 Airbnb ROI: 1% Traditional ROI: 6.3%
6007 JESSICA Street #2 Weston, WI This well-maintained home features extensive recent upgrades including luxury vinyl floori...	3 beds \| 1 baths \| 1,184 sq.ft.	$170,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 6.12% Airbnb Rental Income: $1310 Traditional Rental Income: $1530 Airbnb ROI: 2.25% Traditional ROI: 6.12%
5801 FERGE STREET Weston, WI The property cannot be shown until 5.30.2026. Welcome to this 2-bedroom 1-bath home in the...	2 beds \| 1 baths \| 1,168 sq.ft.	$192,500	Airbnb cash on cash: -0.14% Traditional cash on cash: 5.04% Airbnb Rental Income: $797 Traditional Rental Income: $1422 Airbnb ROI: -0.14% Traditional ROI: 5.04%
3108 SANDGATE COURT Weston, WI Welcome home to this beautifully crafted custom-built executive ranch, ideally situated in...	4 beds \| 3 baths \| 2,719 sq.ft.	$499,900	Airbnb cash on cash: 0% Traditional cash on cash: 3.11% Airbnb Rental Income: $1635 Traditional Rental Income: $2629 Airbnb ROI: 0% Traditional ROI: 3.11%
5210 CAMP PHILLIPS ROAD Weston, WI Welcome home to this well-maintained single-family residence in the highly sought-after DC...	3 beds \| 2 baths \| 2,056 sq.ft.	$249,900	Airbnb cash on cash: 0.61% Traditional cash on cash: 7.52% Airbnb Rental Income: $1310 Traditional Rental Income: $2533 Airbnb ROI: 0.61% Traditional ROI: 7.52%
1719 FOOTHILL AVENUE Weston, WI Welcome to this spacious 5-bedroom, 2-bath home ideally located right in town. Close to sc...	5 beds \| 2 baths \| 2,444 sq.ft.	$414,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.33% Airbnb Rental Income: $1449 Traditional Rental Income: $2625 Airbnb ROI: 0.19% Traditional ROI: 4.33%
8181 BIRCH STREET Weston, WI Introducing the Maple, a standout two-story home by Timber Ridge Builders, now available i...	3 beds \| 3 baths \| 1,658 sq.ft.	$434,900	Airbnb cash on cash: -0.84% Traditional cash on cash: 2.86% Airbnb Rental Income: $1310 Traditional Rental Income: $2412 Airbnb ROI: -0.84% Traditional ROI: 2.86%
9603 ANASTASIA DRIVE Weston, WI This beautiful home that sits on a 2 acre lot, includes 5 bedrooms, 3.5 baths, and a 3-car...	5 beds \| 4 baths \| 3,247 sq.ft.	$685,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 3.09% Airbnb Rental Income: $1449 Traditional Rental Income: $3881 Airbnb ROI: -1.39% Traditional ROI: 3.09%
3504 Green Pastures Lane Weston, WI Welcome home to the Timber Ridge Builders Slate Model townhome in Weston! This beautifully...	2 beds \| 3 baths \| 1,446 sq.ft.	$329,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 5.81% Airbnb Rental Income: $797 Traditional Rental Income: $2209 Airbnb ROI: 0.22% Traditional ROI: 5.81%
3506 Green Pastures Lane Weston, WI Welcome home to the Timber Ridge Builders Quartz II Model townhome in Weston! This beautif...	2 beds \| 3 baths \| 1,617 sq.ft.	$329,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 6.24% Airbnb Rental Income: $797 Traditional Rental Income: $2341 Airbnb ROI: 0.22% Traditional ROI: 6.24%
6007 RIVER PINES COURT Weston, WI Located at the end of a quiet cul-de-sac, this exceptional riverfront residence is perfect...	5 beds \| 4 baths \| 4,809 sq.ft.	$789,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.46% Airbnb Rental Income: $1449 Traditional Rental Income: $4227 Airbnb ROI: -0.91% Traditional ROI: 3.46%
225210 MAPLEWOOD DRIVE Weston, WI Majestic Modernized Estate - Your Private 3.3-Acre Resort Awaits! Welcome to this breathta...	5 beds \| 5 baths \| 4,837 sq.ft.	$899,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.74% Airbnb Rental Income: $1449 Traditional Rental Income: $4828 Airbnb ROI: -0.81% Traditional ROI: 3.74%
4201 OAK TERRACE Weston, WI This well maintained, one-owner home offers stunning curb appeal, a very functional layout...	3 beds \| 4 baths \| 3,342 sq.ft.	$509,900	Airbnb cash on cash: -0.53% Traditional cash on cash: 4.08% Airbnb Rental Income: $1310 Traditional Rental Income: $3103 Airbnb ROI: -0.53% Traditional ROI: 4.08%
2302 BLOEDEL AVENUE Weston, WI 2302 Bloedel Ave is a combination of quality construction, valuable updates, and a highly ...	2 beds \| 2 baths \| 1,924 sq.ft.	$225,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 7.53% Airbnb Rental Income: $797 Traditional Rental Income: $2158 Airbnb ROI: -0.37% Traditional ROI: 7.53%

Real Estate investment in Weston, WI

There are 31 properties for sale in the city of Weston . The median list price in Weston is $323,283 and the average price per square foot is $122. In June 2026, the average monthly cash on cash return in Weston is 5.00%. The average monthly rental income in Weston is $2,440.

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

There are 31 investment properties available for sale in Weston.

In 2026, the best neighborhood to buy investment property is Weston.

The ROI for Long-Term is higher than the Short-Term in Weston with average rental income of $2,440.

Your search for investment property begins and ends here

Investment Property for Sale in Weston, WI

4706 CHADWICK STREET

Weston, WI

3 beds | 2 baths | 1,580 sq.ft.

$243,900

Airbnb cash on cash: 1%

Traditional cash on cash: 6.3%

Airbnb Rental Income: $1310

Traditional Rental Income: $2123

Airbnb ROI: 1%

Traditional ROI: 6.3%

6007 JESSICA Street #2

Weston, WI

3 beds | 1 baths | 1,184 sq.ft.

$170,000

Airbnb cash on cash: 2.25%

Traditional cash on cash: 6.12%

Airbnb Rental Income: $1310

Traditional Rental Income: $1530

Airbnb ROI: 2.25%

Traditional ROI: 6.12%

5801 FERGE STREET

Weston, WI

2 beds | 1 baths | 1,168 sq.ft.

$192,500

Airbnb cash on cash: -0.14%

Traditional cash on cash: 5.04%

Airbnb Rental Income: $797

Traditional Rental Income: $1422

Airbnb ROI: -0.14%

Traditional ROI: 5.04%

3108 SANDGATE COURT

Weston, WI

4 beds | 3 baths | 2,719 sq.ft.

$499,900

Airbnb cash on cash: 0%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1635

Traditional Rental Income: $2629

Airbnb ROI: 0%

Traditional ROI: 3.11%

5210 CAMP PHILLIPS ROAD

Weston, WI

3 beds | 2 baths | 2,056 sq.ft.

$249,900

Airbnb cash on cash: 0.61%

Traditional cash on cash: 7.52%

Airbnb Rental Income: $1310

Traditional Rental Income: $2533

Airbnb ROI: 0.61%

Traditional ROI: 7.52%

1719 FOOTHILL AVENUE

Weston, WI

5 beds | 2 baths | 2,444 sq.ft.

$414,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $1449

Traditional Rental Income: $2625

Airbnb ROI: 0.19%

Traditional ROI: 4.33%

8181 BIRCH STREET

Weston, WI

3 beds | 3 baths | 1,658 sq.ft.

$434,900

Airbnb cash on cash: -0.84%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $1310

Traditional Rental Income: $2412

Airbnb ROI: -0.84%

Traditional ROI: 2.86%

9603 ANASTASIA DRIVE

Weston, WI

5 beds | 4 baths | 3,247 sq.ft.

$685,000

Airbnb cash on cash: -1.39%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $1449

Traditional Rental Income: $3881

Airbnb ROI: -1.39%