Real Estate Investment Properties for Sale in Chester, PA

Looking for investment property in Chester, PA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2714 W 4TH STREET CHESTER, PA Welcome to 2714 W 4th St, a beautifully updated home that perfectly blends timeless charm ...	4 beds \| 2 baths \| 1,362 sq.ft.	$198,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.64% Airbnb Rental Income: $null Traditional Rental Income: $2182 Airbnb ROI: N/A Traditional ROI: 9.64%
1118 THOMAS STREET CHESTER, PA Welcome to your future home in Chester, PA! This inviting 3-bedroom, 1-bathroom property o...	3 beds \| 1 baths \| 1,050 sq.ft.	$145,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 7.5% Airbnb Rental Income: $756 Traditional Rental Income: $1347 Airbnb ROI: 0.97% Traditional ROI: 7.5%
1337 TOWNSEND STREET CHESTER, PA Homeowner or SFR Investor!! Single Family Home Available in Chester Hts, Chester Twp. Mai...	2 beds \| 1 baths \| N/A	$125,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 10.36% Airbnb Rental Income: $1204 Traditional Rental Income: $1579 Airbnb ROI: 4.01% Traditional ROI: 10.36%
1102 PARKER STREET CHESTER, PA Homeowner or SFR Investor. Available Twin in Chester City, Chester. Front Porch, Living/Di...	3 beds \| 1 baths \| 1,270 sq.ft.	$135,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 10.32% Airbnb Rental Income: $756 Traditional Rental Income: $1705 Airbnb ROI: 0.57% Traditional ROI: 10.32%
924 MADISON STREET CHESTER, PA Welcome to 924 Madison Street in Chester, PA! This delightful home, built by Habitat for H...	3 beds \| 2 baths \| 1,584 sq.ft.	$189,900	Airbnb cash on cash: -0.07% Traditional cash on cash: 9.35% Airbnb Rental Income: $756 Traditional Rental Income: $2142 Airbnb ROI: -0.07% Traditional ROI: 9.35%
132 E 18TH STREET CHESTER, PA Super Spacious twin near Widener University. Plenty of room for the whole family. Closed i...	4 beds \| 2 baths \| 1,820 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.45% Airbnb Rental Income: $null Traditional Rental Income: $1648 Airbnb ROI: N/A Traditional ROI: 6.45%
2325 W 4TH STREET CHESTER, PA Welcome to 2325 West 4th Street A beautifully updated 3-bedroom, 1-bath home in the heart ...	3 beds \| 1 baths \| 1,260 sq.ft.	$190,500	Airbnb cash on cash: 0.44% Traditional cash on cash: 8.23% Airbnb Rental Income: $756 Traditional Rental Income: $1850 Airbnb ROI: 0.44% Traditional ROI: 8.23%
629 GREEN STREET CHESTER, PA Turn-key multifamily unit in walking distance from Harrah's Philadelphia Casino! This newl...	3 beds \| 1 baths \| 1,560 sq.ft.	$215,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 7.47% Airbnb Rental Income: $756 Traditional Rental Income: $1873 Airbnb ROI: 0.45% Traditional ROI: 7.47%
1152 WALNUT STREET CHESTER, PA Welcome home to this beautiful house . It is just a cross walk away from widener universit...	4 beds \| 1 baths \| 1,536 sq.ft.	$159,999	Airbnb cash on cash: N/A Traditional cash on cash: 9.69% Airbnb Rental Income: $null Traditional Rental Income: $1797 Airbnb ROI: N/A Traditional ROI: 9.69%
2020 W 4TH STREET CHESTER, PA Located on a low-traffic residential block in Chester, this 2-story rowhome offers three b...	3 beds \| 1 baths \| 1,228 sq.ft.	$150,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 9.64% Airbnb Rental Income: $756 Traditional Rental Income: $1689 Airbnb ROI: 0.95% Traditional ROI: 9.64%
1018 W 7TH STREET CHESTER, PA Welcome to your newly renovated home in the heart of Chester! This bright and spacious 2-b...	2 beds \| 1 baths \| 696 sq.ft.	$120,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 8.78% Airbnb Rental Income: $1204 Traditional Rental Income: $1403 Airbnb ROI: 3.69% Traditional ROI: 8.78%
2615 SWARTS STREET CHESTER, PA Whether youre looking to flip or hold, this Chester row home offers strong potential. With...	3 beds \| 1 baths \| 1,210 sq.ft.	$120,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 11.27% Airbnb Rental Income: $756 Traditional Rental Income: $1587 Airbnb ROI: 1.37% Traditional ROI: 11.27%
7 W 21ST STREET CHESTER, PA	3 beds \| 1 baths \| 1,152 sq.ft.	$159,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 8.88% Airbnb Rental Income: $756 Traditional Rental Income: $1746 Airbnb ROI: 0.29% Traditional ROI: 8.88%
908 PUSEY STREET CHESTER, PA Welcome to 908 Pusey Street a fully renovated gem in Chester, PA offering modern finishes,...	3 beds \| 2 baths \| 1,260 sq.ft.	$229,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 7.86% Airbnb Rental Income: $756 Traditional Rental Income: $2176 Airbnb ROI: -0.12% Traditional ROI: 7.86%
322 LAMOKIN STREET CHESTER, PA Recently updated end of row townhouse. This home has mostly new paint, flooring and recent...	4 beds \| 1 baths \| 1,296 sq.ft.	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.54% Airbnb Rental Income: $null Traditional Rental Income: $1787 Airbnb ROI: N/A Traditional ROI: 8.54%
176 E PARKWAY AVENUE CHESTER, PA Step into a world of timeless charm and modern convenience with this stunning Colonial hom...	5 beds \| 2 baths \| 3,000 sq.ft.	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.13% Airbnb Rental Income: $null Traditional Rental Income: $2958 Airbnb ROI: N/A Traditional ROI: 10.13%
1018 MORTON AVENUE CHESTER, PA Updated Home with Great Potential & Prime Location Near Widener, Subaru Park & More!Welcom...	3 beds \| 1 baths \| 1,292 sq.ft.	$139,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 9.26% Airbnb Rental Income: $756 Traditional Rental Income: $1581 Airbnb ROI: 0.76% Traditional ROI: 9.26%
131 E 23RD STREET CHESTER, PA Welcome to 131 E 23rd St., Chester, PA ' a move-in-ready, spacious twin home perfect for f...	3 beds \| 1 baths \| 1,376 sq.ft.	$154,999	Airbnb cash on cash: 0.24% Traditional cash on cash: 8.09% Airbnb Rental Income: $756 Traditional Rental Income: $1603 Airbnb ROI: 0.24% Traditional ROI: 8.09%

Real Estate investment in Chester, PA

There are 18 properties for sale in the city of Chester . The median list price in Chester is $137,450 and the average price per square foot is $100. In September 2025, the average monthly cash on cash return in Chester is 11.00%. The average monthly rental income in Chester is $1,697.

Chester, PA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 18 investment properties available for sale in Chester.

In 2025, the best neighborhood to buy investment property is CHESTER.

The ROI for Long-Term is higher than the Short-Term in Chester with average rental income of $1,697.

Your search for investment property begins and ends here

Investment Property for Sale in Chester, PA

2714 W 4TH STREET

CHESTER, PA

4 beds | 2 baths | 1,362 sq.ft.

$198,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.64%

Airbnb Rental Income: $null

Traditional Rental Income: $2182

Airbnb ROI: N/A

Traditional ROI: 9.64%

1118 THOMAS STREET

CHESTER, PA

3 beds | 1 baths | 1,050 sq.ft.

$145,000

Airbnb cash on cash: 0.97%

Traditional cash on cash: 7.5%

Airbnb Rental Income: $756

Traditional Rental Income: $1347

Airbnb ROI: 0.97%

Traditional ROI: 7.5%

1337 TOWNSEND STREET

CHESTER, PA

2 beds | 1 baths | N/A

$125,000

Airbnb cash on cash: 4.01%

Traditional cash on cash: 10.36%

Airbnb Rental Income: $1204

Traditional Rental Income: $1579

Airbnb ROI: 4.01%

Traditional ROI: 10.36%

1102 PARKER STREET

CHESTER, PA

3 beds | 1 baths | 1,270 sq.ft.

$135,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 10.32%

Airbnb Rental Income: $756

Traditional Rental Income: $1705

Airbnb ROI: 0.57%

Traditional ROI: 10.32%

924 MADISON STREET

CHESTER, PA

3 beds | 2 baths | 1,584 sq.ft.

$189,900

Airbnb cash on cash: -0.07%

Traditional cash on cash: 9.35%

Airbnb Rental Income: $756

Traditional Rental Income: $2142

Airbnb ROI: -0.07%

Traditional ROI: 9.35%

132 E 18TH STREET

CHESTER, PA

4 beds | 2 baths | 1,820 sq.ft.

$189,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1648

Airbnb ROI: N/A

Traditional ROI: 6.45%

2325 W 4TH STREET

CHESTER, PA

3 beds | 1 baths | 1,260 sq.ft.

$190,500

Airbnb cash on cash: 0.44%

Traditional cash on cash: 8.23%

Airbnb Rental Income: $756

Traditional Rental Income: $1850

Airbnb ROI: 0.44%

Traditional ROI: 8.23%

629 GREEN STREET

CHESTER, PA

3 beds | 1 baths | 1,560 sq.ft.

$215,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 7.47%

Airbnb Rental Income: $756

Traditional Rental Income: $1873

Airbnb ROI: 0.45%