Real Estate Investment Properties for Sale in Chesterbrook, PA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
613 WASHINGTON Place #13 CHESTERBROOK, PA Welcome to 613 Washington Place, a beautifully total renovated 2-bedroom, 2-full bathroom,...	2 beds \| 2 baths \| 946 sq.ft.	$355,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.62% Airbnb Rental Income: $1580 Traditional Rental Income: $1971 Airbnb ROI: 0.09% Traditional ROI: 2.62%
423 CANNON Court #423 CHESTERBROOK, PA Welcome to 423 Cannon Court, an elegant end-unit townhome nestled in Chesterbrook's covete...	3 beds \| 3 baths \| 1,548 sq.ft.	$524,800	Airbnb cash on cash: -0.44% Traditional cash on cash: 2.53% Airbnb Rental Income: $1549 Traditional Rental Income: $2559 Airbnb ROI: -0.44% Traditional ROI: 2.53%
306 HANOVER COURT CHESTERBROOK, PA OFFER DEADLINE FRIDAY 4/10 6:30 PM. Welcome to 306 Hanover Court in Chesterbrook, Pennsylv...	4 beds \| 3 baths \| 2,080 sq.ft.	$620,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.19% Airbnb Rental Income: $2387 Traditional Rental Income: $3020 Airbnb ROI: 1.09% Traditional ROI: 3.19%
Investment Properties for Sale in Other Cities of Pennsylvania
245 Lucca Ln Pittsburgh , PA New Construction in Siena at St. Clair by Benjamin Marcus Homes! Well appointed END UNIT t...	3 beds \| N/A baths \| 2,394 sq.ft.	$715,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 0.42% Airbnb Rental Income: $1454 Traditional Rental Income: $2085 Airbnb ROI: -1.17% Traditional ROI: 0.42%
4621 PINE Street #G411 Philadelphia , PA In the heart of West Philly's University City, this upgraded and beautifully maintained 4t...	1 beds \| 1 baths \| 917 sq.ft.	$229,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 3.59% Airbnb Rental Income: $860 Traditional Rental Income: $1384 Airbnb ROI: -0.36% Traditional ROI: 3.59%
516 E HIGH Street Philadelphia , PA Welcome to 516 High St, a home that offers not just space, but possibility. From the momen...	4 beds \| 3 baths \| 2,094 sq.ft.	$429,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 5.19% Airbnb Rental Income: $1328 Traditional Rental Income: $2939 Airbnb ROI: 0.17% Traditional ROI: 5.19%
2324 S MILDRED Street Philadelphia , PA Welcome to this beautifully maintained end-of-row home nestled on a quiet block in the vib...	3 beds \| 2 baths \| 1,144 sq.ft.	$217,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 6.65% Airbnb Rental Income: $1115 Traditional Rental Income: $1756 Airbnb ROI: 1.71% Traditional ROI: 6.65%
4625 Fifth Ave #609 Pittsburgh , PA 4625 Fifth Ave #609, Schenley Farms, PA 15213 \| Condo/Coop	2 beds \| 1 baths \| N/A	$99,900	Airbnb cash on cash: -8.4% Traditional cash on cash: -6.55% Airbnb Rental Income: $738 Traditional Rental Income: $606 Airbnb ROI: -8.4% Traditional ROI: -6.55%
1717 Lowrie St Pittsburgh , PA Ready to start a new life in a glamorous, contemporary, new home that has been custom-fit ...	4 beds \| 3 baths \| 4,580 sq.ft.	$750,000	Airbnb cash on cash: -2.01% Traditional cash on cash: 1.71% Airbnb Rental Income: $737 Traditional Rental Income: $3027 Airbnb ROI: -2.01% Traditional ROI: 1.71%
919 Eleanor St Pittsburgh , PA	3 beds \| 2 baths \| 1,877 sq.ft.	$359,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 2.4% Airbnb Rental Income: $698 Traditional Rental Income: $1768 Airbnb ROI: -1.68% Traditional ROI: 2.4%
10 Ingress Way Pittsburgh , PA 10 Ingress Way, Pittsburgh, PA 15203 \| Other	2 beds \| 1 baths \| 1,328 sq.ft.	$340,000	Airbnb cash on cash: -2.35% Traditional cash on cash: -0.75% Airbnb Rental Income: $419 Traditional Rental Income: $674 Airbnb ROI: -2.35% Traditional ROI: -0.75%
1912 Jane St #2 Pittsburgh , PA 1912 Jane St #2, Pittsburgh, PA 15203 \| Condo/Coop	2 beds \| 2 baths \| 2,160 sq.ft.	$225,000	Airbnb cash on cash: -4.12% Traditional cash on cash: 2.81% Airbnb Rental Income: $366 Traditional Rental Income: $1593 Airbnb ROI: -4.12% Traditional ROI: 2.81%
243 Augusta St Pittsburgh , PA Fantastic END UNIT with large (24'x10') rear deck and two car garage on scenic Mt. Washing...	3 beds \| 2 baths \| 1,748 sq.ft.	$424,900	Airbnb cash on cash: -0.91% Traditional cash on cash: 2.29% Airbnb Rental Income: $824 Traditional Rental Income: $1770 Airbnb ROI: -0.91% Traditional ROI: 2.29%
5 Bayard Rd #514 Pittsburgh , PA You don't want to miss this biggest one bedroom floor plan. Bright with natural sunlight. ...	1 beds \| 1 baths \| 880 sq.ft.	$125,000	Airbnb cash on cash: -7.47% Traditional cash on cash: 1.6% Airbnb Rental Income: $605 Traditional Rental Income: $1407 Airbnb ROI: -7.47% Traditional ROI: 1.6%
1667 Hillsdale Ave Pittsburgh , PA 1667 Hillsdale Ave, Pittsburgh, PA 15216 \| Single Family Residential	3 beds \| 1 baths \| 1,390 sq.ft.	$259,900	Airbnb cash on cash: 2.15% Traditional cash on cash: 1.72% Airbnb Rental Income: $1724 Traditional Rental Income: $1142 Airbnb ROI: 2.15% Traditional ROI: 1.72%
125 Lincoln Ave Swissvale , PA This spacious 4-bedroom 2 bath home is conveniently located in Edgewood on a tree lined st...	4 beds \| 2 baths \| N/A	$379,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 4.48% Airbnb Rental Income: $955 Traditional Rental Income: $2537 Airbnb ROI: -0.95% Traditional ROI: 4.48%
602 Middle St Pittsburgh , PA This Deutschtown gem combines practical and functional with tantalizing quirks to create a...	2 beds \| 2 baths \| N/A	$235,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 4.82% Airbnb Rental Income: $642 Traditional Rental Income: $1599 Airbnb ROI: -0.82% Traditional ROI: 4.82%
46 Windom Hill Pl Pittsburgh , PA Spectacular views of the Pittsburgh skyline, this architecturally significant residence bl...	3 beds \| 2 baths \| 2,914 sq.ft.	$1,245,000	Airbnb cash on cash: -2.17% Traditional cash on cash: -0.86% Airbnb Rental Income: $610 Traditional Rental Income: $1839 Airbnb ROI: -2.17% Traditional ROI: -0.86%

Real Estate investment in Chesterbrook, PA

There are 3 properties for sale in the city of Chesterbrook . The median list price in Chesterbrook is $524,800 and the average price per square foot is $344. In April 2026, the average monthly cash on cash return in Chesterbrook is 3.00%. The average monthly rental income in Chesterbrook is $2,559.

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

There are 3 investment properties available for sale in Chesterbrook.

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

The ROI for Short-Term is higher than the Long-Term in Chesterbrook with average rental income of $1,580.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterbrook, PA

613 WASHINGTON Place #13

CHESTERBROOK, PA

2 beds | 2 baths | 946 sq.ft.

$355,000

Airbnb cash on cash: 0.09%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $1580

Traditional Rental Income: $1971

Airbnb ROI: 0.09%

Traditional ROI: 2.62%

423 CANNON Court #423

CHESTERBROOK, PA

3 beds | 3 baths | 1,548 sq.ft.

$524,800

Airbnb cash on cash: -0.44%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $1549

Traditional Rental Income: $2559

Airbnb ROI: -0.44%

Traditional ROI: 2.53%

306 HANOVER COURT

CHESTERBROOK, PA

4 beds | 3 baths | 2,080 sq.ft.

$620,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $2387

Traditional Rental Income: $3020

Airbnb ROI: 1.09%

Traditional ROI: 3.19%

Investment Properties for Sale in Other Cities of Pennsylvania

Pittsburgh , PA

3 beds | N/A baths | 2,394 sq.ft.

$715,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: 0.42%

Airbnb Rental Income: $1454

Traditional Rental Income: $2085

Airbnb ROI: -1.17%

Traditional ROI: 0.42%

Philadelphia , PA

1 beds | 1 baths | 917 sq.ft.

$229,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $860

Traditional Rental Income: $1384

Airbnb ROI: -0.36%

Traditional ROI: 3.59%

Philadelphia , PA

4 beds | 3 baths | 2,094 sq.ft.

$429,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 5.19%

Airbnb Rental Income: $1328

Traditional Rental Income: $2939

Airbnb ROI: 0.17%

Traditional ROI: 5.19%

Philadelphia , PA

3 beds | 2 baths | 1,144 sq.ft.

$217,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 6.65%

Airbnb Rental Income: $1115

Traditional Rental Income: $1756

Airbnb ROI: 1.71%

Traditional ROI: 6.65%

Pittsburgh , PA

2 beds | 1 baths | N/A

$99,900

Airbnb cash on cash: -8.4%

Traditional cash on cash: -6.55%

Airbnb Rental Income: $738

Traditional Rental Income: $606

Airbnb ROI: -8.4%

Traditional ROI: -6.55%

Pittsburgh , PA

4 beds | 3 baths | 4,580 sq.ft.

$750,000