Real Estate Investment Properties for Sale in Darien, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
W7598 Highway 11 Darien, WI 7598 W Hwy 11, Darien, WI 53114 \| Other	N/A beds \| N/A baths \| N/A	$99,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $887 Airbnb ROI: N/A Traditional ROI: 5.42%
101 Rolling Meadow Dr Darien, WI Under Construction - Estimated completion date Mid Summer 2026. Beautifully designed, 3 BR...	3 beds \| 2 baths \| 1,384 sq.ft.	$410,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 4.87% Airbnb Rental Income: $2336 Traditional Rental Income: $2392 Airbnb ROI: 3.22% Traditional ROI: 4.87%
103 Rolling Meadow Dr Darien, WI Under Construction - Estimated completion date summer 2026. Stylish 3 BR ranch located in ...	3 beds \| 2 baths \| 1,344 sq.ft.	$395,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 4.93% Airbnb Rental Income: $2336 Traditional Rental Income: $2331 Airbnb ROI: 3.38% Traditional ROI: 4.93%
Lts9 &10 Bluebird Hls Darien, WI Lts9 &10 Bluebird Hls, Darien, WI 53114 \| Other	N/A beds \| N/A baths \| N/A	$55,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.25% Airbnb Rental Income: $null Traditional Rental Income: $871 Airbnb ROI: N/A Traditional ROI: 11.25%
1626 S County Road C Darien, WI "Horsin Around Acres" is one of the many names for this property just waiting for new owne...	3 beds \| 3 baths \| 2,892 sq.ft.	$649,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 2.93% Airbnb Rental Income: $2336 Traditional Rental Income: $3099 Airbnb ROI: 0.71% Traditional ROI: 2.93%
117 Pine Tree Ln Darien, WI 117 Pine Tree Ln, Darien, WI 53114 \| Single Family Residential	3 beds \| 2 baths \| 1,426 sq.ft.	$390,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 3.05% Airbnb Rental Income: $2336 Traditional Rental Income: $2243 Airbnb ROI: 1.72% Traditional ROI: 3.05%
Lt1 Elm Ridge Rd Darien, WI Lt1 Elm Ridge Rd, Darien, WI 53114 \| Other	N/A beds \| N/A baths \| N/A	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.35% Airbnb Rental Income: $null Traditional Rental Income: $887 Airbnb ROI: N/A Traditional ROI: 0.35%
Lt3 Elm Ridge Rd Darien, WI Lt3 Elm Ridge Rd, Darien, WI 53114 \| Other	N/A beds \| N/A baths \| N/A	$255,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.47% Airbnb Rental Income: $null Traditional Rental Income: $887 Airbnb ROI: N/A Traditional ROI: 0.47%
Lt4 Windmill Way Darien, WI Lt4 Windmill Way, Darien, WI 53114 \| Other	N/A beds \| N/A baths \| N/A	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.24% Airbnb Rental Income: $null Traditional Rental Income: $887 Airbnb ROI: N/A Traditional ROI: 0.24%
Lt2 Elm Ridge Rd Darien, WI Lt2 Elm Ridge Rd, Darien, WI 53114 \| Other	N/A beds \| N/A baths \| N/A	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.35% Airbnb Rental Income: $null Traditional Rental Income: $887 Airbnb ROI: N/A Traditional ROI: 0.35%
137 Sharon St Darien, WI 137 Sharon St, Darien, WI 53114 \| Single Family Residential	2 beds \| 1 baths \| 864 sq.ft.	$260,000	Airbnb cash on cash: 4.07% Traditional cash on cash: 1.88% Airbnb Rental Income: $2369 Traditional Rental Income: $1248 Airbnb ROI: 4.07% Traditional ROI: 1.88%
116 Kathy Ln Darien, WI 116 Kathy Ln, Darien, WI 53114 \| Single Family Residential	3 beds \| 2 baths \| 1,786 sq.ft.	$299,900	Airbnb cash on cash: 3.07% Traditional cash on cash: 4.9% Airbnb Rental Income: $2336 Traditional Rental Income: $2274 Airbnb ROI: 3.07% Traditional ROI: 4.9%
37 1st St Darien, WI 37 1st St, Darien, WI 53114 \| Other	N/A beds \| N/A baths \| N/A	$74,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $871 Airbnb ROI: N/A Traditional ROI: 7.75%
519 Danielson Dr Darien, WI 519 Danielson Dr, Darien, WI 53114 \| Single Family Residential	3 beds \| 3 baths \| 2,709 sq.ft.	$425,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.23% Airbnb Rental Income: $2336 Traditional Rental Income: $2904 Airbnb ROI: 1.35% Traditional ROI: 4.23%
129 W Beloit St Darien, WI 129 W Beloit St, Darien, WI 53117 \| Single Family Residential	3 beds \| 1 baths \| 1,600 sq.ft.	$259,900	Airbnb cash on cash: 3.96% Traditional cash on cash: 3.85% Airbnb Rental Income: $2336 Traditional Rental Income: $1730 Airbnb ROI: 3.96% Traditional ROI: 3.85%

Real Estate investment in Darien, WI

There are 18 properties for sale in the city of Darien . The median list price in Darien is $327,554 and the average price per square foot is $73. In August 2026, the average monthly cash on cash return in Darien is 4.00%. The average monthly rental income in Darien is $1,730.

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

There are 18 investment properties available for sale in Darien.

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

The ROI for Long-Term is higher than the Short-Term in Darien with average rental income of $1,730.

Your search for investment property begins and ends here

Investment Property for Sale in Darien, WI

W7598 Highway 11

Darien, WI

N/A beds | N/A baths | N/A

$99,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.42%

Airbnb Rental Income: $null

Traditional Rental Income: $887

Airbnb ROI: N/A

Traditional ROI: 5.42%

101 Rolling Meadow Dr

Darien, WI

3 beds | 2 baths | 1,384 sq.ft.

$410,000

Airbnb cash on cash: 3.22%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $2336

Traditional Rental Income: $2392

Airbnb ROI: 3.22%

Traditional ROI: 4.87%

103 Rolling Meadow Dr

Darien, WI

3 beds | 2 baths | 1,344 sq.ft.

$395,000

Airbnb cash on cash: 3.38%

Traditional cash on cash: 4.93%

Airbnb Rental Income: $2336

Traditional Rental Income: $2331

Airbnb ROI: 3.38%

Traditional ROI: 4.93%

Lts9 &10 Bluebird Hls

Darien, WI

N/A beds | N/A baths | N/A

$55,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.25%

Airbnb Rental Income: $null

Traditional Rental Income: $871

Airbnb ROI: N/A

Traditional ROI: 11.25%

1626 S County Road C

Darien, WI

3 beds | 3 baths | 2,892 sq.ft.

$649,900

Airbnb cash on cash: 0.71%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $2336

Traditional Rental Income: $3099

Airbnb ROI: 0.71%

Traditional ROI: 2.93%

117 Pine Tree Ln

Darien, WI

3 beds | 2 baths | 1,426 sq.ft.

$390,000

Airbnb cash on cash: 1.72%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $2336

Traditional Rental Income: $2243

Airbnb ROI: 1.72%

Traditional ROI: 3.05%

Lt1 Elm Ridge Rd

Darien, WI

N/A beds | N/A baths | N/A

$265,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.35%

Airbnb Rental Income: $null

Traditional Rental Income: $887

Airbnb ROI: N/A

Traditional ROI: 0.35%

Lt3 Elm Ridge Rd

Darien, WI

N/A beds | N/A baths | N/A

$255,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.47%

Airbnb Rental Income: $null

Traditional Rental Income: $887

Airbnb ROI: N/A