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
212 W 21ST Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,152 sq.ft.	$135,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 9.52% Airbnb Rental Income: $1004 Traditional Rental Income: $1602 Airbnb ROI: 2.16% Traditional ROI: 9.52%
1023 MCDOWELL Avenue CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,108 sq.ft.	$120,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 8.59% Airbnb Rental Income: $1004 Traditional Rental Income: $1265 Airbnb ROI: 3.26% Traditional ROI: 8.59%
925 CENTRAL Avenue CHESTER, PA Fully Renovated and Move-In Ready! Welcome to 925 Central Avenue, a beautifully renovated ...	2 beds \| 2 baths \| 868 sq.ft.	$159,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 9.1% Airbnb Rental Income: $703 Traditional Rental Income: $1723 Airbnb ROI: 0.41% Traditional ROI: 9.1%
1340 W 7TH Street CHESTER, PA Discover Your Dream Home on W 7th Street! *** Introducing, updated in recent years 1340 W ...	3 beds \| 1 baths \| 1,392 sq.ft.	$199,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 4.49% Airbnb Rental Income: $1004 Traditional Rental Income: $1273 Airbnb ROI: 1.18% Traditional ROI: 4.49%
408 W 15TH Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,052 sq.ft.	$150,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 8.21% Airbnb Rental Income: $1004 Traditional Rental Income: $1638 Airbnb ROI: 1.31% Traditional ROI: 8.21%
2213 MADISON Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,310 sq.ft.	$150,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 7.15% Airbnb Rental Income: $1004 Traditional Rental Income: $1423 Airbnb ROI: 1.75% Traditional ROI: 7.15%
2215 MADISON Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,362 sq.ft.	$130,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 7.48% Airbnb Rental Income: $1004 Traditional Rental Income: $1310 Airbnb ROI: 2.18% Traditional ROI: 7.48%
2118 W 9TH Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	N/A beds \| N/A baths \| 1,280 sq.ft.	$155,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 8.26% Airbnb Rental Income: $818 Traditional Rental Income: $1622 Airbnb ROI: 0.64% Traditional ROI: 8.26%
916 POTTER Street CHESTER, PA Chester rental opportunity for investors and contractors. This property presents the chanc...	N/A beds \| N/A baths \| 1,624 sq.ft.	$165,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 9.73% Airbnb Rental Income: $818 Traditional Rental Income: $1865 Airbnb ROI: 1.01% Traditional ROI: 9.73%
251 W 22ND Street CHESTER, PA Chester rental opportunity for investors and contractors. This property presents the chanc...	3 beds \| 1 baths \| 1,152 sq.ft.	$135,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 8.76% Airbnb Rental Income: $1004 Traditional Rental Income: $1486 Airbnb ROI: 2.3% Traditional ROI: 8.76%
203 W 21ST Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,152 sq.ft.	$150,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 7.71% Airbnb Rental Income: $1004 Traditional Rental Income: $1492 Airbnb ROI: 1.82% Traditional ROI: 7.71%
325 E 20TH Street CHESTER, PA I would say NO detail was overlooked -and- NO boxes were left unchecked throughout this im...	3 beds \| 2 baths \| 1,374 sq.ft.	$239,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 5.78% Airbnb Rental Income: $1004 Traditional Rental Income: $1652 Airbnb ROI: 1.35% Traditional ROI: 5.78%
413 Ivy Street CHESTER, PA Welcome to this beautifully updated 3-bedroom, 1-bath end-of-row home offering modern fini...	3 beds \| 1 baths \| 864 sq.ft.	$138,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 7.77% Airbnb Rental Income: $1004 Traditional Rental Income: $1459 Airbnb ROI: 1.64% Traditional ROI: 7.77%
105 E 22ND Street CHESTER, PA Long term tenant! Over 20yrs! Currently rented for $1,150.00. Lease ending 8/31/2026 A sol...	3 beds \| 1 baths \| 1,418 sq.ft.	$140,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 8.13% Airbnb Rental Income: $1004 Traditional Rental Income: $1455 Airbnb ROI: 2.12% Traditional ROI: 8.13%
1337 TOWNSEND Street CHESTER, PA Investment opportunity in Chester. 1337 Townsend Street offers rental potential. This prop...	2 beds \| 1 baths \| 912 sq.ft.	$120,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 10.6% Airbnb Rental Income: $703 Traditional Rental Income: $1579 Airbnb ROI: 0.39% Traditional ROI: 10.6%
1102 PARKER Street CHESTER, PA Great investment opportunity in Chester. 1102 Parker Street offers rental potential or a f...	3 beds \| 1 baths \| 1,270 sq.ft.	$135,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 10.32% Airbnb Rental Income: $1004 Traditional Rental Income: $1705 Airbnb ROI: 2.16% Traditional ROI: 10.32%
2615 SWARTS Street CHESTER, PA Welcome to 2615 Swarts St - a beautifully maintained home that blends comfort, space, and ...	3 beds \| 1 baths \| 1,210 sq.ft.	$130,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 10.34% Airbnb Rental Income: $1004 Traditional Rental Income: $1587 Airbnb ROI: 2.83% Traditional ROI: 10.34%
921 LINCOLN Street CHESTER, PA Great investment opportunity in Chester. 921 Lincoln Street offers rental potential or a f...	3 beds \| 1 baths \| 1,024 sq.ft.	$135,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 9.39% Airbnb Rental Income: $1004 Traditional Rental Income: $1552 Airbnb ROI: 2.41% Traditional ROI: 9.39%
114 E PARKWAY Avenue CHESTER, PA PRICE IMPROVEMENT!!! Nestled in the charming Parkside neighborhood, this exquisite Colonia...	4 beds \| 4 baths \| 1,792 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.92% Airbnb Rental Income: $null Traditional Rental Income: $3294 Airbnb ROI: N/A Traditional ROI: 9.92%
346 PARKER Street CHESTER, PA This 3-bedrooms, two and a half baths and a finished basement twin home has been completel...	3 beds \| 3 baths \| 1,624 sq.ft.	$233,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 9.15% Airbnb Rental Income: $1004 Traditional Rental Income: $2455 Airbnb ROI: 0.95% Traditional ROI: 9.15%
1135 THOMAS Street CHESTER, PA Tenant-occupied 3 Bedroom, 1 bath home with updates - perfect for an investor looking to a...	3 beds \| 1 baths \| 1,054 sq.ft.	$160,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 8.3% Airbnb Rental Income: $1004 Traditional Rental Income: $1566 Airbnb ROI: 2.29% Traditional ROI: 8.3%
704 E 18TH Street CHESTER, PA Welcome to 704 E 18th Street, Chester-a beautifully renovated single-family home offering ...	3 beds \| 1 baths \| 1,409 sq.ft.	$249,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 4.44% Airbnb Rental Income: $1004 Traditional Rental Income: $1627 Airbnb ROI: 0.29% Traditional ROI: 4.44%
1417 EDGMONT Avenue CHESTER, PA Located on a great, well-established block just steps from Widener University, this well-k...	3 beds \| 1 baths \| 1,240 sq.ft.	$129,900	Airbnb cash on cash: 2.26% Traditional cash on cash: 10.61% Airbnb Rental Income: $1004 Traditional Rental Income: $1691 Airbnb ROI: 2.26% Traditional ROI: 10.61%
1315 HONAN Street CHESTER, PA Welcome to 1315 Honan Street in Chester, a well-maintained end-unit rowhome offering a gre...	3 beds \| 2 baths \| 1,210 sq.ft.	$169,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 5.83% Airbnb Rental Income: $1004 Traditional Rental Income: $1257 Airbnb ROI: 2.07% Traditional ROI: 5.83%
1438 PERKINS Street CHESTER, PA Welcome to 1438 Perkins Street in Chester, a well-maintained end unit rowhome offering an ...	3 beds \| 1 baths \| 1,218 sq.ft.	$149,900	Airbnb cash on cash: 2.33% Traditional cash on cash: 6.58% Airbnb Rental Income: $1004 Traditional Rental Income: $1258 Airbnb ROI: 2.33% Traditional ROI: 6.58%
1436 PERKINS Street CHESTER, PA Welcome to 1436 Perkins Street in Chester, a well-maintained interior rowhome offering an ...	3 beds \| 1 baths \| 1,210 sq.ft.	$149,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 6.6% Airbnb Rental Income: $1004 Traditional Rental Income: $1257 Airbnb ROI: 2.35% Traditional ROI: 6.6%
1119 THOMAS Street CHESTER, PA Completely remodeled and truly move-in ready! This home features brand new flooring throug...	3 beds \| 2 baths \| 1,054 sq.ft.	$195,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 8.06% Airbnb Rental Income: $1004 Traditional Rental Income: $1838 Airbnb ROI: 1.63% Traditional ROI: 8.06%
1114 CLOVER Lane CHESTER, PA Investor Alert! Great brick end row with rear off street parking spot, front yard, hardwoo...	2 beds \| 1 baths \| 936 sq.ft.	$74,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 10.77% Airbnb Rental Income: $703 Traditional Rental Income: $1067 Airbnb ROI: 1.71% Traditional ROI: 10.77%
1014 REMINGTON Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,008 sq.ft.	$135,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 7.66% Airbnb Rental Income: $1004 Traditional Rental Income: $1270 Airbnb ROI: 2.86% Traditional ROI: 7.66%
323 YARNALL Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,049 sq.ft.	$135,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 7.53% Airbnb Rental Income: $1004 Traditional Rental Income: $1264 Airbnb ROI: 2.78% Traditional ROI: 7.53%
530 PENN Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 2,040 sq.ft.	$162,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 5.91% Airbnb Rental Income: $1004 Traditional Rental Income: $1268 Airbnb ROI: 1.89% Traditional ROI: 5.91%
507 W 7TH Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,694 sq.ft.	$145,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 6.6% Airbnb Rental Income: $1004 Traditional Rental Income: $1249 Airbnb ROI: 2.27% Traditional ROI: 6.6%
511 PENN Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,632 sq.ft.	$150,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 6.3% Airbnb Rental Income: $1004 Traditional Rental Income: $1234 Airbnb ROI: 2.22% Traditional ROI: 6.3%
1225 W 7TH Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,431 sq.ft.	$145,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 6.32% Airbnb Rental Income: $1004 Traditional Rental Income: $1220 Airbnb ROI: 2.2% Traditional ROI: 6.32%
411 HIGHLAND Avenue CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 2 baths \| 1,572 sq.ft.	$150,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 6.37% Airbnb Rental Income: $1004 Traditional Rental Income: $1250 Airbnb ROI: 2.17% Traditional ROI: 6.37%
1128 THOMAS Street CHESTER, PA An opportunity for investors seeking their next potential income-producing property in Che...	3 beds \| 1 baths \| 1,104 sq.ft.	$150,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 6.8% Airbnb Rental Income: $1004 Traditional Rental Income: $1274 Airbnb ROI: 2.44% Traditional ROI: 6.8%
2613 SMITHERS Street CHESTER, PA Attention investors-this Chester property offers an opportunity to create a long-term rent...	3 beds \| 1 baths \| 1,210 sq.ft.	$130,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 7.77% Airbnb Rental Income: $1004 Traditional Rental Income: $1263 Airbnb ROI: 2.85% Traditional ROI: 7.77%
206 BROOMALL Street CHESTER, PA Attention investors-this Chester property offers an opportunity to create a long-term rent...	3 beds \| 1 baths \| 1,240 sq.ft.	$130,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 7.66% Airbnb Rental Income: $1004 Traditional Rental Income: $1265 Airbnb ROI: 2.72% Traditional ROI: 7.66%
1202 MORTON Avenue CHESTER, PA This is a great property for first time home buyers or for investment. It delivers excepti...	3 beds \| 2 baths \| 882 sq.ft.	$143,500	Airbnb cash on cash: 2.52% Traditional cash on cash: 6.76% Airbnb Rental Income: $1004 Traditional Rental Income: $1230 Airbnb ROI: 2.52% Traditional ROI: 6.76%
1108 W 3RD Street CHESTER, PA Welcome to one of the best quadruplex investment opportunities in the heart of Chester Cit...	N/A beds \| N/A baths \| 4,116 sq.ft.	$155,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 7.37% Airbnb Rental Income: $818 Traditional Rental Income: $1743 Airbnb ROI: -1.07% Traditional ROI: 7.37%

Real Estate investment in Chester, PA

There are 52 properties for sale in the city of Chester . The median list price in Chester is $149,900 and the average price per square foot is $103. In April 2026, the average monthly cash on cash return in Chester is 8.00%. The average monthly rental income in Chester is $1,502.

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

There are 52 investment properties available for sale in Chester.

In 2026, 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 $1,502.

Your search for investment property begins and ends here

Investment Property for Sale in Chester, PA

212 W 21ST Street

CHESTER, PA

3 beds | 1 baths | 1,152 sq.ft.

$135,000

Airbnb cash on cash: 2.16%

Traditional cash on cash: 9.52%

Airbnb Rental Income: $1004

Traditional Rental Income: $1602

Airbnb ROI: 2.16%

Traditional ROI: 9.52%

1023 MCDOWELL Avenue

CHESTER, PA

3 beds | 1 baths | 1,108 sq.ft.

$120,000

Airbnb cash on cash: 3.26%

Traditional cash on cash: 8.59%

Airbnb Rental Income: $1004

Traditional Rental Income: $1265

Airbnb ROI: 3.26%

Traditional ROI: 8.59%

925 CENTRAL Avenue

CHESTER, PA

2 beds | 2 baths | 868 sq.ft.

$159,900

Airbnb cash on cash: 0.41%

Traditional cash on cash: 9.1%

Airbnb Rental Income: $703

Traditional Rental Income: $1723

Airbnb ROI: 0.41%

Traditional ROI: 9.1%

1340 W 7TH Street

CHESTER, PA

3 beds | 1 baths | 1,392 sq.ft.

$199,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $1004

Traditional Rental Income: $1273

Airbnb ROI: 1.18%

Traditional ROI: 4.49%

408 W 15TH Street

CHESTER, PA

3 beds | 1 baths | 1,052 sq.ft.

$150,000

Airbnb cash on cash: 1.31%

Traditional cash on cash: 8.21%

Airbnb Rental Income: $1004

Traditional Rental Income: $1638

Airbnb ROI: 1.31%

Traditional ROI: 8.21%

2213 MADISON Street

CHESTER, PA

3 beds | 1 baths | 1,310 sq.ft.

$150,000

Airbnb cash on cash: 1.75%

Traditional cash on cash: 7.15%

Airbnb Rental Income: $1004

Traditional Rental Income: $1423

Airbnb ROI: 1.75%

Traditional ROI: 7.15%

2215 MADISON Street

CHESTER, PA

3 beds | 1 baths | 1,362 sq.ft.

$130,000

Airbnb cash on cash: 2.18%

Traditional cash on cash: 7.48%

Airbnb Rental Income: $1004

Traditional Rental Income: $1310

Airbnb ROI: 2.18%

Traditional ROI: 7.48%

2118 W 9TH Street

CHESTER, PA

N/A beds | N/A baths | 1,280 sq.ft.

$155,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 8.26%

Airbnb Rental Income: $818

Traditional Rental Income: $1622

Airbnb ROI: 0.64%