Real Estate Investment Properties for Sale in Westchester, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1635 Downing Ave WESTCHESTER, IL Classic brick Cape Cod on a quiet street - close to schools and library! Newly refinished...	4 beds \| 2 baths \| 0 sq.ft.	$449,900	Airbnb cash on cash: 2.51% Traditional cash on cash: 3.07% Airbnb Rental Income: $2620 Traditional Rental Income: $2232 Airbnb ROI: 2.51% Traditional ROI: 3.07%
1407 Heidorn Ave WESTCHESTER, IL Great Westchester location, close to main thoroughfares but insulated from the noise! Thi...	2 beds \| 2 baths \| 1,080 sq.ft.	$365,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 4.2% Airbnb Rental Income: $1652 Traditional Rental Income: $2365 Airbnb ROI: 0.77% Traditional ROI: 4.2%
10842 Claridge Ave WESTCHESTER, IL What an opportunity this property provides! A ranch style two bedroom, single bath, with a...	2 beds \| 1 baths \| 1,056 sq.ft.	$299,500	Airbnb cash on cash: 1.13% Traditional cash on cash: 3.07% Airbnb Rental Income: $1652 Traditional Rental Income: $1733 Airbnb ROI: 1.13% Traditional ROI: 3.07%
1431 Balmoral Avenue #2S WESTCHESTER, IL Welcome to this charming 2 bed/1 bath condominium located at 1431 Balmoral Ave #2S in West...	2 beds \| 1 baths \| 1,000 sq.ft.	$185,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.12% Airbnb Rental Income: $1652 Traditional Rental Income: $1714 Airbnb ROI: 1.13% Traditional ROI: 4.12%
1552 Manchester Avenue WESTCHESTER, IL Brick, Baltis Ranch with 2 bedrooms and 1 bath. Lovely living room with a beautiful pictur...	2 beds \| 1 baths \| 1,125 sq.ft.	$329,900	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.7% Airbnb Rental Income: $1652 Traditional Rental Income: $1745 Airbnb ROI: 0.9% Traditional ROI: 2.7%
1247 S Mannheim Road #3 WESTCHESTER, IL Welcome to 1247 S Mannheim Rd., a beautiful townhouse located in the heart of Westchester-...	2 beds \| 3 baths \| 2,000 sq.ft.	$299,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 5.34% Airbnb Rental Income: $1652 Traditional Rental Income: $2750 Airbnb ROI: -0.2% Traditional ROI: 5.34%
9848 W Roosevelt Rd WESTCHESTER, IL 9848 W Roosevelt Rd, WESTCHESTER, IL 60154 \| Other	N/A beds \| N/A baths \| N/A	$280,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 0.38% Airbnb Rental Income: $1043 Traditional Rental Income: $1049 Airbnb ROI: -1.01% Traditional ROI: 0.38%
2237 Sunnyside Ave WESTCHESTER, IL 2237 Sunnyside Ave, WESTCHESTER, IL 60154 \| Single Family Residential	2 beds \| 2 baths \| 1,120 sq.ft.	$330,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.7% Airbnb Rental Income: $1652 Traditional Rental Income: $1627 Airbnb ROI: 0.29% Traditional ROI: 1.7%
1943 Mayfair Avenue WESTCHESTER, IL Back on Market. The previous contract did not proceed to closing due to financing continge...	4 beds \| 2 baths \| 1,459 sq.ft.	$399,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.66% Airbnb Rental Income: $2620 Traditional Rental Income: $2528 Airbnb ROI: 2.24% Traditional ROI: 3.66%
1907 Portsmouth Avenue WESTCHESTER, IL Introducing this exquisite custom brick Georgian home located in the highly sought-after c...	3 beds \| 3 baths \| 1,884 sq.ft.	$499,999	Airbnb cash on cash: -0.33% Traditional cash on cash: 4.17% Airbnb Rental Income: $1629 Traditional Rental Income: $3276 Airbnb ROI: -0.33% Traditional ROI: 4.17%
2556 Camberley Cir #2-813 WESTCHESTER, IL 2556 Camberley Cir #2-813, WESTCHESTER, IL 60154 \| Townhouse	2 beds \| 2 baths \| 2,100 sq.ft.	$440,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 1.01% Airbnb Rental Income: $1652 Traditional Rental Income: $2171 Airbnb ROI: -1.37% Traditional ROI: 1.01%
2112 Portsmouth Ave WESTCHESTER, IL 2112 Portsmouth Ave, WESTCHESTER, IL 60154 \| Single Family Residential	3 beds \| 2 baths \| 2,043 sq.ft.	$445,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 1.83% Airbnb Rental Income: $1629 Traditional Rental Income: $2210 Airbnb ROI: -0.67% Traditional ROI: 1.83%
11036 Shaw St WESTCHESTER, IL	4 beds \| 1 baths \| 1,125 sq.ft.	$395,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 0.89% Airbnb Rental Income: $2620 Traditional Rental Income: $1623 Airbnb ROI: 1.89% Traditional ROI: 0.89%
11256 W Alexandria Ln WESTCHESTER, IL 11256 W Alexandria Ln, WESTCHESTER, IL 60154 \| Townhouse	3 beds \| 2 baths \| 2,550 sq.ft.	$750,000	Airbnb cash on cash: -2.5% Traditional cash on cash: -0.94% Airbnb Rental Income: $1629 Traditional Rental Income: $2265 Airbnb ROI: -2.5% Traditional ROI: -0.94%
10650 W Cermak Road #2E WESTCHESTER, IL Estate Sale! Just reduced for immediate sale. Priced to sell... Welcome home!! 2 bedroom, ...	2 beds \| 2 baths \| 1,200 sq.ft.	$249,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.92% Airbnb Rental Income: $1652 Traditional Rental Income: $2172 Airbnb ROI: 0.75% Traditional ROI: 4.92%
2409 Meadowbrook Ln WESTCHESTER, IL 2409 Meadowbrook Ln, WESTCHESTER, IL 60154 \| Single Family Residential	3 beds \| 2 baths \| 2,395 sq.ft.	$575,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 0.57% Airbnb Rental Income: $1629 Traditional Rental Income: $2301 Airbnb ROI: -1.54% Traditional ROI: 0.57%
1024 Bristol Ave WESTCHESTER, IL 1024 Bristol Ave, WESTCHESTER, IL 60154 \| Single Family Residential	3 beds \| 1 baths \| 1,543 sq.ft.	$309,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 2.01% Airbnb Rental Income: $1629 Traditional Rental Income: $1621 Airbnb ROI: 0.46% Traditional ROI: 2.01%
2213 Mayfair Avenue WESTCHESTER, IL Welcome home to 2213 Mayfair Ave. in Westchester! Pride of ownership is shown throughout t...	2 beds \| 1 baths \| 1,014 sq.ft.	$329,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 2.67% Airbnb Rental Income: $1652 Traditional Rental Income: $1809 Airbnb ROI: 0.66% Traditional ROI: 2.67%
814 Norfolk Avenue WESTCHESTER, IL Welcome to this rarely available, all-brick east-facing Georgian in the heart of Westchest...	3 beds \| 2 baths \| 1,600 sq.ft.	$300,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 2.33% Airbnb Rental Income: $1629 Traditional Rental Income: $1614 Airbnb ROI: 0.75% Traditional ROI: 2.33%
717 Manchester Avenue WESTCHESTER, IL Check out this 4 Bedrooms - 2 FULL Bathrooms- Finished Basement- Hardwood Floors- Quartz C...	3 beds \| 2 baths \| 1,193 sq.ft.	$385,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 4.37% Airbnb Rental Income: $1629 Traditional Rental Income: $2611 Airbnb ROI: 0.37% Traditional ROI: 4.37%
2630 Somerset Drive WESTCHESTER, IL Proudly maintained and thoughtfully updated, this solid brick residence offers an exceptio...	3 beds \| 2 baths \| 1,867 sq.ft.	$500,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.71% Airbnb Rental Income: $1629 Traditional Rental Income: $2682 Airbnb ROI: 0.47% Traditional ROI: 3.71%
3063 Rosebrook Cir WESTCHESTER, IL 3063 Rosebrook Cir, WESTCHESTER, IL 60154 \| Townhouse	5 beds \| 2 baths \| 2,838 sq.ft.	$634,900	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.22% Airbnb Rental Income: $3105 Traditional Rental Income: $2557 Airbnb ROI: -0.05% Traditional ROI: 0.22%
1307 Hull Ave WESTCHESTER, IL 1307 Hull Ave, WESTCHESTER, IL 60154 \| Single Family Residential	3 beds \| 1 baths \| 1,320 sq.ft.	$389,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 1.13% Airbnb Rental Income: $1629 Traditional Rental Income: $1695 Airbnb ROI: -0.31% Traditional ROI: 1.13%
10623 Windsor Dr WESTCHESTER, IL 10623 Windsor Dr, WESTCHESTER, IL 60154 \| Single Family Residential	4 beds \| 3 baths \| 2,620 sq.ft.	$574,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.67% Airbnb Rental Income: $2620 Traditional Rental Income: $2735 Airbnb ROI: 0.29% Traditional ROI: 1.67%
1336 Heidorn Avenue WESTCHESTER, IL Very well-loved and maintained home in the heart of Westchester, offering easy access to m...	3 beds \| 2 baths \| 1,512 sq.ft.	$389,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 2.9% Airbnb Rental Income: $1629 Traditional Rental Income: $1974 Airbnb ROI: 0.69% Traditional ROI: 2.9%
1447 Heidorn Ave WESTCHESTER, IL 1447 Heidorn Ave, WESTCHESTER, IL 60154 \| Single Family Residential	2 beds \| 1 baths \| 962 sq.ft.	$299,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.61% Airbnb Rental Income: $1652 Traditional Rental Income: $2021 Airbnb ROI: 0.65% Traditional ROI: 3.61%
11043 Boeger Court WESTCHESTER, IL Opportunity awaits at 11043 Boeger Court! This cozy solid brick ranch offers 3 bedrooms, 1...	3 beds \| 2 baths \| 1,131 sq.ft.	$339,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 1.66% Airbnb Rental Income: $1629 Traditional Rental Income: $1569 Airbnb ROI: 0.41% Traditional ROI: 1.66%
2232 Hawthorne Avenue WESTCHESTER, IL Updated 2 Bed, 2 Bath Baltis Ranch in South Westchester! Move right into this beautifully ...	2 beds \| 2 baths \| 1,132 sq.ft.	$429,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.11% Airbnb Rental Income: $1652 Traditional Rental Income: $2021 Airbnb ROI: 0.04% Traditional ROI: 2.11%
1556 Heidorn Avenue WESTCHESTER, IL	3 beds \| 2 baths \| 1,848 sq.ft.	$290,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 6.66% Airbnb Rental Income: $1629 Traditional Rental Income: $2602 Airbnb ROI: 1.41% Traditional ROI: 6.66%

Real Estate investment in Westchester, IL

There are 35 properties for sale in the city of Westchester . The median list price in Westchester is $389,299 and the average price per square foot is $251. In June 2026, the average monthly cash on cash return in Westchester is 3.00%. The average monthly rental income in Westchester is $2,232.

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

There are 35 investment properties available for sale in Westchester.

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

The ROI for Short-Term is higher than the Long-Term in Westchester with average rental income of $1,652.

Your search for investment property begins and ends here

Investment Property for Sale in Westchester, IL

1635 Downing Ave

WESTCHESTER, IL

4 beds | 2 baths | 0 sq.ft.

$449,900

Airbnb cash on cash: 2.51%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $2620

Traditional Rental Income: $2232

Airbnb ROI: 2.51%

Traditional ROI: 3.07%

1407 Heidorn Ave

WESTCHESTER, IL

2 beds | 2 baths | 1,080 sq.ft.

$365,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $1652

Traditional Rental Income: $2365

Airbnb ROI: 0.77%

Traditional ROI: 4.2%

10842 Claridge Ave

WESTCHESTER, IL

2 beds | 1 baths | 1,056 sq.ft.

$299,500

Airbnb cash on cash: 1.13%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $1652

Traditional Rental Income: $1733

Airbnb ROI: 1.13%

Traditional ROI: 3.07%

1431 Balmoral Avenue #2S

WESTCHESTER, IL

2 beds | 1 baths | 1,000 sq.ft.

$185,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $1652

Traditional Rental Income: $1714

Airbnb ROI: 1.13%

Traditional ROI: 4.12%

1552 Manchester Avenue

WESTCHESTER, IL

2 beds | 1 baths | 1,125 sq.ft.

$329,900

Airbnb cash on cash: 0.9%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $1652

Traditional Rental Income: $1745

Airbnb ROI: 0.9%

Traditional ROI: 2.7%

1247 S Mannheim Road #3

WESTCHESTER, IL

2 beds | 3 baths | 2,000 sq.ft.

$299,900

Airbnb cash on cash: -0.2%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $1652

Traditional Rental Income: $2750

Airbnb ROI: -0.2%

Traditional ROI: 5.34%

9848 W Roosevelt Rd

WESTCHESTER, IL

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

$280,000

Airbnb cash on cash: -1.01%

Traditional cash on cash: 0.38%

Airbnb Rental Income: $1043

Traditional Rental Income: $1049

Airbnb ROI: -1.01%

Traditional ROI: 0.38%

2237 Sunnyside Ave

WESTCHESTER, IL

2 beds | 2 baths | 1,120 sq.ft.

$330,000

Airbnb cash on cash: 0.29%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $1652

Traditional Rental Income: $1627

Airbnb ROI: 0.29%