Real Estate Investment Properties for Sale in Maywood, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2105 S 7th Ave Maywood, IL **HIGHEST AND BEST IS DUE 9/7/2023 AT 9:00 AM*****Great investment opportunity to own ...	3 beds \| 2 baths \| 998 sq.ft.	$308,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 0.41% Airbnb Rental Income: $2218 Traditional Rental Income: $1348 Airbnb ROI: 1.48% Traditional ROI: 0.41%
1931 S 2nd Ave Maywood, IL	2 beds \| 1 baths \| 1,104 sq.ft.	$269,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 3.72% Airbnb Rental Income: $1600 Traditional Rental Income: $1886 Airbnb ROI: 0.81% Traditional ROI: 3.72%
606 S 2nd Ave Maywood, IL Completely renovated Stately 2 Story Home with a Contemporary Flair. Stain Glass, Built I...	3 beds \| 2 baths \| 2,000 sq.ft.	$385,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 4.75% Airbnb Rental Income: $2218 Traditional Rental Income: $2664 Airbnb ROI: 1.97% Traditional ROI: 4.75%
608 S 12th Ave Maywood, IL All offers due by Friday 5/7/21 at 5pm. Recently updated, just right two story home in ce...	5 beds \| 2 baths \| 1,554 sq.ft.	$314,995	Airbnb cash on cash: 4.92% Traditional cash on cash: 4.89% Airbnb Rental Income: $3294 Traditional Rental Income: $2548 Airbnb ROI: 4.92% Traditional ROI: 4.89%
410 S 2nd Ave Maywood, IL Buy this foreclosure deal the right way. Visit us at Auction.com, then login or create a f...	6 beds \| 3 baths \| 2,600 sq.ft.	$425,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 4.02% Airbnb Rental Income: $3294 Traditional Rental Income: $2987 Airbnb ROI: 2.94% Traditional ROI: 4.02%
612 S 13th Ave Maywood, IL	4 beds \| 3 baths \| 3,600 sq.ft.	$460,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 4.09% Airbnb Rental Income: $3481 Traditional Rental Income: $3788 Airbnb ROI: 1.59% Traditional ROI: 4.09%
1110 S 3rd Ave Maywood, IL Bring your buyers to this New Construction home! 2 story, 3 bedroom, 2.5 bathrooms, very n...	3 beds \| 2 baths \| 1,890 sq.ft.	$434,900	Airbnb cash on cash: 2.49% Traditional cash on cash: 5.65% Airbnb Rental Income: $2218 Traditional Rental Income: $2947 Airbnb ROI: 2.49% Traditional ROI: 5.65%
834 S 16th Ave Maywood, IL More info at Realtybid	5 beds \| 2 baths \| N/A	$231,000	Airbnb cash on cash: 8.04% Traditional cash on cash: 9.06% Airbnb Rental Income: $3294 Traditional Rental Income: $2780 Airbnb ROI: 8.04% Traditional ROI: 9.06%
716 S 7th Ave Maywood, IL Welcome to this fully renovated 4-bedroom, 2.5 -bath modern beauty, nestled on a quiet blo...	4 beds \| 2 baths \| 1,932 sq.ft.	$430,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 4.05% Airbnb Rental Income: $3481 Traditional Rental Income: $3007 Airbnb ROI: 3.32% Traditional ROI: 4.05%
1906 S 17th Ave Maywood, IL Rebuilt from the studs out - a turnkey Maywood bungalow with a brand-new garage, and nothi...	4 beds \| 2 baths \| 1,486 sq.ft.	$324,999	Airbnb cash on cash: 5.02% Traditional cash on cash: 0.28% Airbnb Rental Income: $3481 Traditional Rental Income: $1266 Airbnb ROI: 5.02% Traditional ROI: 0.28%
1112 S 3rd Ave Maywood, IL Bring your Buyers to this New Construction home! 2 Story, 3 bedroom, 2.5 bathrooms, beauti...	3 beds \| 2 baths \| 1,890 sq.ft.	$415,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 5.32% Airbnb Rental Income: $2218 Traditional Rental Income: $2699 Airbnb ROI: 2.65% Traditional ROI: 5.32%
1918 S 9th Ave Maywood, IL *Property taxes have been appealed and successfully approved* Welcome to this spacious...	6 beds \| 2 baths \| 1,780 sq.ft.	$348,000	Airbnb cash on cash: 3.65% Traditional cash on cash: 5.79% Airbnb Rental Income: $3294 Traditional Rental Income: $3255 Airbnb ROI: 3.65% Traditional ROI: 5.79%
1926 S 9th Ave Maywood, IL Discover the incredible space and potential this 4-bedroom, 2-bathroom home has to offer, ...	4 beds \| 2 baths \| 1,874 sq.ft.	$220,000	Airbnb cash on cash: 8.17% Traditional cash on cash: 8.95% Airbnb Rental Income: $3481 Traditional Rental Income: $2874 Airbnb ROI: 8.17% Traditional ROI: 8.95%
1924 S 17th Ave Maywood, IL Buy through Auction.com. This foreclosure property is a great opportunity to invest in thi...	4 beds \| 2 baths \| 1,000 sq.ft.	$315,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 2.37% Airbnb Rental Income: $3481 Traditional Rental Income: $1884 Airbnb ROI: 5.16% Traditional ROI: 2.37%
212 S 5th Ave #A3 Maywood, IL Remarkable and Spacious studio located in the heart of Maywood. Close to shops, restaurant...	N/A beds \| 1 baths \| 600 sq.ft.	$89,900	Airbnb cash on cash: 5.71% Traditional cash on cash: 3.51% Airbnb Rental Income: $1636 Traditional Rental Income: $981 Airbnb ROI: 5.71% Traditional ROI: 3.51%
1416 S 17th Ave Maywood, IL We're pleased to present the opportunity to acquire a Rare gem property in a highly demand...	4 beds \| 2 baths \| 2,153 sq.ft.	$392,000	Airbnb cash on cash: 4.6% Traditional cash on cash: 3.74% Airbnb Rental Income: $3481 Traditional Rental Income: $2398 Airbnb ROI: 4.6% Traditional ROI: 3.74%
619 N 4th Ave Maywood, IL Beautifully restored in quiet and historic north Maywood this home greets you with a wonde...	3 beds \| 2 baths \| 1,718 sq.ft.	$399,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 4.87% Airbnb Rental Income: $2218 Traditional Rental Income: $3196 Airbnb ROI: 0.77% Traditional ROI: 4.87%
1411 S 6th Ave Maywood, IL	4 beds \| 2 baths \| 2,273 sq.ft.	$489,900	Airbnb cash on cash: 3.19% Traditional cash on cash: 4.24% Airbnb Rental Income: $3481 Traditional Rental Income: $3192 Airbnb ROI: 3.19% Traditional ROI: 4.24%
1718 S 6th Avenue Maywood, IL INVESTOR SPECIAL! This old italian-style mansion has been repurposed into a 5-unit buildin...	8 beds \| N/A baths \| N/A	$254,999	Airbnb cash on cash: 3.25% Traditional cash on cash: 1.47% Airbnb Rental Income: $3294 Traditional Rental Income: $2129 Airbnb ROI: 3.25% Traditional ROI: 1.47%
1118 S 7th Ave Maywood, IL	6 beds \| 4 baths \| N/A	$399,900	Airbnb cash on cash: 3.21% Traditional cash on cash: 6.31% Airbnb Rental Income: $3481 Traditional Rental Income: $3873 Airbnb ROI: 3.21% Traditional ROI: 6.31%
635 S 18th Ave Maywood, IL MOVE IN READY! STUNNING, NEWLY REHABBED HOME IN HEARD OF HOT MAYWOOD READY FOR ITS NEW OWN...	6 beds \| 2 baths \| 1,450 sq.ft.	$374,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 3.51% Airbnb Rental Income: $3294 Traditional Rental Income: $2541 Airbnb ROI: 3.55% Traditional ROI: 3.51%
220 S 9th Ave Maywood, IL 220 S 9th Ave, Maywood, IL 60153 \| Multi Family	5 beds \| 2 baths \| N/A	$380,000	Airbnb cash on cash: 3.66% Traditional cash on cash: 2.67% Airbnb Rental Income: $3294 Traditional Rental Income: $2203 Airbnb ROI: 3.66% Traditional ROI: 2.67%
1600 Madison St Maywood, IL	8 beds \| 3 baths \| N/A	$360,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 3.98% Airbnb Rental Income: $3294 Traditional Rental Income: $3248 Airbnb ROI: 1.93% Traditional ROI: 3.98%
1609 S 9th Ave Maywood, IL This 'cute-as-a-button' cottage offers the quintessential cozy lifestyle. Perfectly blendi...	2 beds \| 1 baths \| 1,186 sq.ft.	$216,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 4.79% Airbnb Rental Income: $1600 Traditional Rental Income: $2084 Airbnb ROI: 0.2% Traditional ROI: 4.79%
1908 S 23rd Ave Maywood, IL Well-maintained 4-bedroom, 2.5-bath home offering a bright, functional layout with generou...	4 beds \| 2 baths \| 1,583 sq.ft.	$289,999	Airbnb cash on cash: 5.25% Traditional cash on cash: 3.21% Airbnb Rental Income: $3481 Traditional Rental Income: $2156 Airbnb ROI: 5.25% Traditional ROI: 3.21%
1610 S Fifth Ave Maywood, IL 1610 S Fifth Ave, Maywood, IL 60153 \| Single Family Residential	3 beds \| 3 baths \| 2,500 sq.ft.	$479,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 3% Airbnb Rental Income: $2218 Traditional Rental Income: $2895 Airbnb ROI: 0.25% Traditional ROI: 3%
402 S 12th Ave Maywood, IL 402 S 12th Ave, Maywood, IL 60153 \| Multi Family	8 beds \| 4 baths \| N/A	$449,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 5.61% Airbnb Rental Income: $2218 Traditional Rental Income: $3817 Airbnb ROI: 0.48% Traditional ROI: 5.61%
1830 S 11th Ave Maywood, IL Brand new 2025 ground up construction located in the growing Maywood community, bordering ...	5 beds \| 4 baths \| 2,078 sq.ft.	$550,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 4.55% Airbnb Rental Income: $3294 Traditional Rental Income: $3772 Airbnb ROI: 2.18% Traditional ROI: 4.55%
1427 S 21st Ave Maywood, IL 1427 S 21st Ave, Maywood, IL 60153 \| Single Family Residential	3 beds \| 1 baths \| 911 sq.ft.	$214,900	Airbnb cash on cash: 4.46% Traditional cash on cash: 4.45% Airbnb Rental Income: $2218 Traditional Rental Income: $1658 Airbnb ROI: 4.46% Traditional ROI: 4.45%
1929 S 3rd Ave Maywood, IL Located in the heart of South Maywood, just minutes from I290, you will fall in love with ...	4 beds \| 3 baths \| 2,200 sq.ft.	$410,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 4.85% Airbnb Rental Income: $3481 Traditional Rental Income: $3203 Airbnb ROI: 3.57% Traditional ROI: 4.85%
1908 S 18th Ave Maywood, IL 1908 S 18th Ave, Maywood, IL 60153 \| Single Family Residential	5 beds \| 3 baths \| 1,102 sq.ft.	$230,000	Airbnb cash on cash: 8.09% Traditional cash on cash: 7.41% Airbnb Rental Income: $3294 Traditional Rental Income: $2408 Airbnb ROI: 8.09% Traditional ROI: 7.41%
1627 S 14th Ave Maywood, IL Welcome to this beautifully updated home, featuring hardwood floors and recessed lighting ...	3 beds \| 1 baths \| 1,794 sq.ft.	$319,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 5.51% Airbnb Rental Income: $2218 Traditional Rental Income: $2930 Airbnb ROI: 1.28% Traditional ROI: 5.51%
1430 S 14th Ave Maywood, IL 1430 S 14th Ave, Maywood, IL 60153 \| Single Family Residential	3 beds \| 1 baths \| 2,065 sq.ft.	$280,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.25% Airbnb Rental Income: $2218 Traditional Rental Income: $1543 Airbnb ROI: 2.7% Traditional ROI: 2.25%
1911 S 11th Ave Maywood, IL 1911 S 11th Ave, Maywood, IL 60153 \| Single Family Residential	3 beds \| 2 baths \| 1,378 sq.ft.	$345,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 2.65% Airbnb Rental Income: $2218 Traditional Rental Income: $2004 Airbnb ROI: 1.59% Traditional ROI: 2.65%
1702 S 4th Ave Maywood, IL 1702 S 4th Ave, Maywood, IL 60153 \| Single Family Residential	4 beds \| 2 baths \| 1,800 sq.ft.	$440,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 1.76% Airbnb Rental Income: $3481 Traditional Rental Income: $2158 Airbnb ROI: 3.11% Traditional ROI: 1.76%
1922 S 18th Ave Maywood, IL	4 beds \| 2 baths \| 896 sq.ft.	$240,000	Airbnb cash on cash: 7.92% Traditional cash on cash: 3.45% Airbnb Rental Income: $3481 Traditional Rental Income: $1696 Airbnb ROI: 7.92% Traditional ROI: 3.45%
417 S 3rd Ave Maywood, IL HUGE! Newly rehabbed 5+ Bedroom 2.5 bath Victorian on a large fenced in corner lot. Lots o...	6 beds \| 2 baths \| 1,710 sq.ft.	$419,900	Airbnb cash on cash: 2.72% Traditional cash on cash: 3.6% Airbnb Rental Income: $3294 Traditional Rental Income: $2903 Airbnb ROI: 2.72% Traditional ROI: 3.6%
2010 S 11th Ave Maywood, IL	4 beds \| 2 baths \| 1,500 sq.ft.	$309,999	Airbnb cash on cash: 5.74% Traditional cash on cash: 3.84% Airbnb Rental Income: $3481 Traditional Rental Income: $2158 Airbnb ROI: 5.74% Traditional ROI: 3.84%
621 Lake St Maywood, IL BACK ON MARKET AT NO FAULT OF THE SELLER! Exceptional investment opportunity with owner-oc...	7 beds \| 4 baths \| N/A	$500,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 4.6% Airbnb Rental Income: $3481 Traditional Rental Income: $4225 Airbnb ROI: 1.36% Traditional ROI: 4.6%
1428 S 13th Ave Maywood, IL Charming 3-bedroom, 2-bath brick bungalow in Chicago featuring a side drive, detached 1-ca...	3 beds \| 2 baths \| 1,199 sq.ft.	$275,000	Airbnb cash on cash: 2.25% Traditional cash on cash: 5.64% Airbnb Rental Income: $2218 Traditional Rental Income: $2539 Airbnb ROI: 2.25% Traditional ROI: 5.64%

Real Estate investment in Maywood, IL

There are 83 properties for sale in the city of Maywood . The median list price in Maywood is $295,323 and the average price per square foot is $178. In August 2026, the average monthly cash on cash return in Maywood is 5.00%. The average monthly rental income in Maywood is $2,398.

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

There are 83 investment properties available for sale in Maywood.

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

The ROI for Long-Term is higher than the Short-Term in Maywood with average rental income of $2,398.

Your search for investment property begins and ends here

Investment Property for Sale in Maywood, IL

2105 S 7th Ave

Maywood, IL

3 beds | 2 baths | 998 sq.ft.

$308,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 0.41%

Airbnb Rental Income: $2218

Traditional Rental Income: $1348

Airbnb ROI: 1.48%

Traditional ROI: 0.41%

1931 S 2nd Ave

Maywood, IL

2 beds | 1 baths | 1,104 sq.ft.

$269,900

Airbnb cash on cash: 0.81%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1600

Traditional Rental Income: $1886

Airbnb ROI: 0.81%

Traditional ROI: 3.72%

606 S 2nd Ave

Maywood, IL

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

$385,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $2218

Traditional Rental Income: $2664

Airbnb ROI: 1.97%

Traditional ROI: 4.75%

608 S 12th Ave

Maywood, IL

5 beds | 2 baths | 1,554 sq.ft.

$314,995

Airbnb cash on cash: 4.92%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $3294

Traditional Rental Income: $2548

Airbnb ROI: 4.92%

Traditional ROI: 4.89%

410 S 2nd Ave

Maywood, IL

6 beds | 3 baths | 2,600 sq.ft.

$425,000

Airbnb cash on cash: 2.94%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $3294

Traditional Rental Income: $2987

Airbnb ROI: 2.94%

Traditional ROI: 4.02%

612 S 13th Ave

Maywood, IL

4 beds | 3 baths | 3,600 sq.ft.

$460,000

Airbnb cash on cash: 1.59%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $3481

Traditional Rental Income: $3788

Airbnb ROI: 1.59%

Traditional ROI: 4.09%

1110 S 3rd Ave

Maywood, IL

3 beds | 2 baths | 1,890 sq.ft.

$434,900

Airbnb cash on cash: 2.49%

Traditional cash on cash: 5.65%

Airbnb Rental Income: $2218

Traditional Rental Income: $2947

Airbnb ROI: 2.49%

Traditional ROI: 5.65%

834 S 16th Ave

Maywood, IL

5 beds | 2 baths | N/A

$231,000

Airbnb cash on cash: 8.04%

Traditional cash on cash: 9.06%

Airbnb Rental Income: $3294

Traditional Rental Income: $2780

Airbnb ROI: 8.04%