Real Estate Investment Properties for Sale in Darien, IL

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1614 Darien Club Drive DARIEN, IL Welcome to 1614 Darien Club Drive, a beautifully situated home in one of Darien's most des...	4 beds \| 5 baths \| 6,800 sq.ft.	$1,499,000	Airbnb cash on cash: -1.1% Traditional cash on cash: 1.53% Airbnb Rental Income: $2057 Traditional Rental Income: $5185 Airbnb ROI: -1.1% Traditional ROI: 1.53%
7800 Brunswick Road DARIEN, IL Beautifully updated 4-bedroom, 2-bath split-level home with a sub-basement offers the perf...	4 beds \| 2 baths \| 2,675 sq.ft.	$649,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.8% Airbnb Rental Income: $2057 Traditional Rental Income: $3761 Airbnb ROI: 0.11% Traditional ROI: 3.8%
2221 Donegal Drive DARIEN, IL ***YOU WILL BE HOME FOR CHRISTMAS ...Luxury Dream Home, Executive over 7000 sq ft living, ...	5 beds \| 4 baths \| 5,000 sq.ft.	$1,488,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 0.68% Airbnb Rental Income: $3291 Traditional Rental Income: $4025 Airbnb ROI: -0.39% Traditional ROI: 0.68%
7721 Stevens Street DARIEN, IL Solid brick ranch with nearly 2,300 square feet on a big lot with mature trees and plenty ...	3 beds \| 2 baths \| 2,272 sq.ft.	$410,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.33% Airbnb Rental Income: $2000 Traditional Rental Income: $2685 Airbnb ROI: 0.19% Traditional ROI: 3.33%
18W089 Claremont Drive DARIEN, IL Welcome to 18W089 Claremont Dr-an updated gem nestled in a quiet, tree-lined neighborhood....	3 beds \| 2 baths \| 1,950 sq.ft.	$469,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.29% Airbnb Rental Income: $2000 Traditional Rental Income: $2619 Airbnb ROI: 0.69% Traditional ROI: 3.29%
8076 Capra Trail DARIEN, IL Welcome home to Bailey Park of Darien! Don't miss this meticulously maintained end-unit to...	2 beds \| 2 baths \| 1,790 sq.ft.	$389,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.92% Airbnb Rental Income: $1819 Traditional Rental Income: $2565 Airbnb ROI: -0.47% Traditional ROI: 2.92%
1524 Brittany Court DARIEN, IL Welcome home to this absolutely gorgeous, newly renovated Brick & Cedar two-story townhome...	3 beds \| 3 baths \| 2,587 sq.ft.	$550,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.4% Airbnb Rental Income: $2000 Traditional Rental Income: $2888 Airbnb ROI: -0.34% Traditional ROI: 2.4%
7525 Nantucket Drive unit: 210 #210 DARIEN, IL Spacious 2 BR and 2 FULL baths condo with nearly 1100 Sq Ft ** Indoor heated parking garag...	2 beds \| 2 baths \| 1,081 sq.ft.	$265,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 5.18% Airbnb Rental Income: $1819 Traditional Rental Income: $1964 Airbnb ROI: 2.63% Traditional ROI: 5.18%
2004 Oldfield Road DARIEN, IL TO BE BUILT...Offering a Rare and Special New Build Opportunity in Darien's Gleneagles sub...	4 beds \| 4 baths \| 3,200 sq.ft.	$989,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 3.01% Airbnb Rental Income: $2057 Traditional Rental Income: $3927 Airbnb ROI: 0.4% Traditional ROI: 3.01%
7413 Brookdale Drive unit: 208 #208 DARIEN, IL Lovely and rarely available in Darien, this beautifully updated 3-bedroom, 2-bath condo wa...	3 beds \| 2 baths \| 1,150 sq.ft.	$340,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 4.61% Airbnb Rental Income: $2000 Traditional Rental Income: $2102 Airbnb ROI: 2.66% Traditional ROI: 4.61%
6808 Scotch Pine Trl DARIEN, IL 6808 Scotch Pine Trl, DARIEN, IL 60561 \| Single Family Residential	5 beds \| 2 baths \| 2,694 sq.ft.	$629,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.31% Airbnb Rental Income: $3291 Traditional Rental Income: $2362 Airbnb ROI: 0.64% Traditional ROI: 0.31%
17W435 Concord Pl DARIEN, IL 17W435 Concord Pl, DARIEN, IL 60561 \| Single Family Residential	4 beds \| N/A baths \| 2,288 sq.ft.	$580,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 2.3% Airbnb Rental Income: $2057 Traditional Rental Income: $3102 Airbnb ROI: -0.61% Traditional ROI: 2.3%
2714 Whitlock Dr DARIEN, IL 2714 Whitlock Dr, DARIEN, IL 60561 \| Townhouse	2 beds \| 2 baths \| 1,704 sq.ft.	$394,900	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.7% Airbnb Rental Income: $1819 Traditional Rental Income: $1922 Airbnb ROI: -0.9% Traditional ROI: 0.7%
709 79th St #403 DARIEN, IL 709 79th St #403, DARIEN, IL 60561 \| Condo/Coop	3 beds \| 2 baths \| 1,450 sq.ft.	$300,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 0.88% Airbnb Rental Income: $2000 Traditional Rental Income: $1817 Airbnb ROI: -0.33% Traditional ROI: 0.88%
Lot 1, 2, 3, 4 & 5 Nantucket Dr DARIEN, IL Lot 1, 2, 3, 4 & 5 Nantucket Dr, DARIEN, IL 60561 \| Other	N/A beds \| N/A baths \| N/A	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: -1.71% Airbnb Rental Income: $null Traditional Rental Income: $668 Airbnb ROI: N/A Traditional ROI: -1.71%
7209 Grant Street DARIEN, IL Beautiful two-story residence is designed with modern updates and today's sought after fin...	3 beds \| 3 baths \| 2,282 sq.ft.	$619,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 2.45% Airbnb Rental Income: $2000 Traditional Rental Income: $2925 Airbnb ROI: -0.05% Traditional ROI: 2.45%
9334 Waterfall Glen Boulevard DARIEN, IL Enjoy the best of both worlds in this beautifully located townhome in Darien's desirable W...	3 beds \| 2 baths \| 1,749 sq.ft.	$365,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 5.11% Airbnb Rental Income: $2000 Traditional Rental Income: $2632 Airbnb ROI: 1.74% Traditional ROI: 5.11%
1061 Sean Circle DARIEN, IL Exquisite home featuring quality updates throughout and a thoughtfully designed layout. A ...	5 beds \| 5 baths \| 3,891 sq.ft.	$1,100,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.26% Airbnb Rental Income: $3291 Traditional Rental Income: $4876 Airbnb ROI: -0.01% Traditional ROI: 2.26%

Real Estate investment in Darien, IL

There are 20 properties for sale in the city of Darien . The median list price in Darien is $649,900 and the average price per square foot is $188. In January 2026, the average monthly cash on cash return in Darien is 3.00%. The average monthly rental income in Darien is $2,685.

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

There are 20 investment properties available for sale in Darien.

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

The ROI for Short-Term is higher than the Long-Term in Darien with average rental income of $2,000.

Your search for investment property begins and ends here

Investment Property for Sale in Darien, IL

1614 Darien Club Drive

DARIEN, IL

4 beds | 5 baths | 6,800 sq.ft.

$1,499,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $2057

Traditional Rental Income: $5185

Airbnb ROI: -1.1%

Traditional ROI: 1.53%

7800 Brunswick Road

DARIEN, IL

4 beds | 2 baths | 2,675 sq.ft.

$649,900

Airbnb cash on cash: 0.11%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $2057

Traditional Rental Income: $3761

Airbnb ROI: 0.11%

Traditional ROI: 3.8%

2221 Donegal Drive

DARIEN, IL

5 beds | 4 baths | 5,000 sq.ft.

$1,488,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: 0.68%

Airbnb Rental Income: $3291

Traditional Rental Income: $4025

Airbnb ROI: -0.39%

Traditional ROI: 0.68%

7721 Stevens Street

DARIEN, IL

3 beds | 2 baths | 2,272 sq.ft.

$410,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $2000

Traditional Rental Income: $2685

Airbnb ROI: 0.19%

Traditional ROI: 3.33%

18W089 Claremont Drive

DARIEN, IL

3 beds | 2 baths | 1,950 sq.ft.

$469,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $2000

Traditional Rental Income: $2619

Airbnb ROI: 0.69%

Traditional ROI: 3.29%

8076 Capra Trail

DARIEN, IL

2 beds | 2 baths | 1,790 sq.ft.

$389,900

Airbnb cash on cash: -0.47%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $1819

Traditional Rental Income: $2565

Airbnb ROI: -0.47%

Traditional ROI: 2.92%

1524 Brittany Court

DARIEN, IL

3 beds | 3 baths | 2,587 sq.ft.

$550,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2000

Traditional Rental Income: $2888

Airbnb ROI: -0.34%

Traditional ROI: 2.4%

7525 Nantucket Drive unit: 210 #210

DARIEN, IL

2 beds | 2 baths | 1,081 sq.ft.

$265,000

Airbnb cash on cash: 2.63%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $1819

Traditional Rental Income: $1964

Airbnb ROI: 2.63%