Real Estate Investment Properties for Sale in Stroudsburg, PA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
142 Chatham Hill Road Stroudsburg, PA Sold AS-IS! Come enjoy this 3 bedroom, 2 and a half bathroom home that includes a 2 car ga...	3 beds \| 3 baths \| 1,988 sq.ft.	$492,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 3.81% Airbnb Rental Income: $1463 Traditional Rental Income: $2714 Airbnb ROI: 0.15% Traditional ROI: 3.81%
114 Duck Hollow Circle Stroudsburg, PA Welcome to Labar Village, a charming 55+ community nestled in the heart of Stroudsburg. St...	2 beds \| 2 baths \| 1,051 sq.ft.	$249,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4.61% Airbnb Rental Income: $1394 Traditional Rental Income: $1765 Airbnb ROI: 1.24% Traditional ROI: 4.61%
5261 Glenbrook Road Stroudsburg, PA Experience the perfect blend of comfort and convenience in this 3-bed, 2.5-bath Ranch home...	3 beds \| 3 baths \| 2,839 sq.ft.	$484,500	Airbnb cash on cash: -0.72% Traditional cash on cash: 4.42% Airbnb Rental Income: $1463 Traditional Rental Income: $3364 Airbnb ROI: -0.72% Traditional ROI: 4.42%
148 Sportsmans Trail Stroudsburg, PA Experience the pinnacle of estate living in this masterfully crafted, all-brick sprawling ...	4 beds \| 4 baths \| 4,435 sq.ft.	$729,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.04% Airbnb Rental Income: $1637 Traditional Rental Income: $3689 Airbnb ROI: -0.66% Traditional ROI: 3.04%
155 Chase Road Stroudsburg, PA A TRULY EXCEPTIONAL STATELY 4bd 2.5ba BRICK Colonial in the Fox Chase community! Set on OV...	4 beds \| 3 baths \| 3,350 sq.ft.	$769,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 2.2% Airbnb Rental Income: $1637 Traditional Rental Income: $3310 Airbnb ROI: -0.78% Traditional ROI: 2.2%
3043 Hemlock Road Stroudsburg, PA Luxurious STR PROPERTY with proven track record of income of over $95k yearly. Four-bedroo...	4 beds \| 3 baths \| 3,469 sq.ft.	$818,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 1.79% Airbnb Rental Income: $1637 Traditional Rental Income: $3030 Airbnb ROI: -0.65% Traditional ROI: 1.79%
809 Monroe Street Stroudsburg, PA Recently renovated Victorian-style home ideally located on Monroe Street in the heart of S...	3 beds \| 2 baths \| 2,285 sq.ft.	$420,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.12% Airbnb Rental Income: $1463 Traditional Rental Income: $2433 Airbnb ROI: -0.45% Traditional ROI: 3.12%
168 Terrace Drive Stroudsburg, PA Welcome to this well-maintained 3-bedroom, 1 full and 1 half bath ranch situated on a larg...	3 beds \| 2 baths \| 1,048 sq.ft.	$369,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 2.52% Airbnb Rental Income: $1463 Traditional Rental Income: $1707 Airbnb ROI: 0.57% Traditional ROI: 2.52%
34 Walbert Drive Stroudsburg, PA TUCKED AWAY IN A LOVELY NEIGHBORHOOD SETTING in Hamilton Township, this RENOVATED Ranch fe...	2 beds \| 1 baths \| 768 sq.ft.	$274,900	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.06% Airbnb Rental Income: $1394 Traditional Rental Income: $1436 Airbnb ROI: 1.27% Traditional ROI: 3.06%
2487 Mountain Road Stroudsburg, PA Charming, Eccentric Farmhouse beautifully maintained and thoughtfully upgraded! This 3-4 b...	3 beds \| 3 baths \| 2,100 sq.ft.	$465,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 2.97% Airbnb Rental Income: $1463 Traditional Rental Income: $2446 Airbnb ROI: -0.28% Traditional ROI: 2.97%
818 Thomas Street Stroudsburg, PA Step back in time and fall in love with this charming 2 story home built circa 1902. From ...	4 beds \| 4 baths \| 2,252 sq.ft.	$475,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 5.15% Airbnb Rental Income: $1637 Traditional Rental Income: $3578 Airbnb ROI: -0.26% Traditional ROI: 5.15%
1341 Beaver Valley Road Stroudsburg, PA Brookside Estate - Private Streamfront Retreat Escape to Brookside Estate, a secluded 22 a...	5 beds \| 4 baths \| 2,800 sq.ft.	$1,200,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 2.44% Airbnb Rental Income: $1444 Traditional Rental Income: $4765 Airbnb ROI: -0.92% Traditional ROI: 2.44%
228 Victory Lane Stroudsburg, PA Victory Lane is a picturesque country road that ends at a cul-de-sac that is the intersect...	3 beds \| 2 baths \| 2,328 sq.ft.	$450,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 4.3% Airbnb Rental Income: $1463 Traditional Rental Income: $2478 Airbnb ROI: 0.87% Traditional ROI: 4.3%
1810 Chipperfield Drive Stroudsburg, PA Investors and developers, take note! Don't miss out in this great opportunity. This 5-acre...	2 beds \| 1 baths \| 1,715 sq.ft.	$420,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 1.69% Airbnb Rental Income: $1394 Traditional Rental Income: $1759 Airbnb ROI: -0.31% Traditional ROI: 1.69%
59 Coach Road Stroudsburg, PA Back on market Buyer got cold feet!! Properties like this do NOT come around often in Stro...	4 beds \| 3 baths \| 2,200 sq.ft.	$475,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 2.55% Airbnb Rental Income: $1637 Traditional Rental Income: $2428 Airbnb ROI: -0.27% Traditional ROI: 2.55%
3038 Hemlock Road Stroudsburg, PA Experience refined living in this stunning, meticulously designed 4-5 bedroom, 3.5 bath br...	5 beds \| 4 baths \| 5,022 sq.ft.	$825,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.78% Airbnb Rental Income: $1444 Traditional Rental Income: $3982 Airbnb ROI: -1.08% Traditional ROI: 2.78%
813 Stokes Mill Road Stroudsburg, PA Remodeled 3 Bedroom & 2 Bath Cape In the Stroud Township!! Remodeled Kitchen w/ new floori...	3 beds \| 2 baths \| 1,400 sq.ft.	$299,100	Airbnb cash on cash: 0.85% Traditional cash on cash: 5.75% Airbnb Rental Income: $1463 Traditional Rental Income: $2411 Airbnb ROI: 0.85% Traditional ROI: 5.75%
116 Lee Avenue Stroudsburg, PA Convenient living right in Stroudsburg Borough! Walking distance to main Street and All th...	3 beds \| 3 baths \| 1,420 sq.ft.	$409,900	Airbnb cash on cash: -0.14% Traditional cash on cash: 2.86% Airbnb Rental Income: $1463 Traditional Rental Income: $2184 Airbnb ROI: -0.14% Traditional ROI: 2.86%
846 Thomas Street Stroudsburg, PA OLD WORLD CHARM WITH MODERN UPGRADES THROUGHOUT THIS VICTORIAN STYLE HOME LOCATED IN THE H...	3 beds \| 3 baths \| 2,476 sq.ft.	$424,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.74% Airbnb Rental Income: $1463 Traditional Rental Income: $2850 Airbnb ROI: 0.17% Traditional ROI: 4.74%
1734 Twin Pine Road Stroudsburg, PA BACK ON THE MARKET - Don't miss out the second time around...Set on 3.7 private acres, thi...	2 beds \| 1 baths \| 1,370 sq.ft.	$219,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.81% Airbnb Rental Income: $1394 Traditional Rental Income: $1817 Airbnb ROI: 0.75% Traditional ROI: 4.81%
1519 Ridge Drive Stroudsburg, PA Well maintained versatile bi-level on a 1 acre private lot .with no HOA in Pleasant Valley...	3 beds \| 2 baths \| 2,152 sq.ft.	$370,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 4.57% Airbnb Rental Income: $1463 Traditional Rental Income: $2449 Airbnb ROI: 0.48% Traditional ROI: 4.57%
303 Ridge Road Stroudsburg, PA Turn key--move-in ready without the wait. Welcome to this beautifully built 2024 home, ide...	4 beds \| 3 baths \| 3,320 sq.ft.	$549,990	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.62% Airbnb Rental Income: $1637 Traditional Rental Income: $3229 Airbnb ROI: -0.38% Traditional ROI: 3.62%
Phillips St Stroudsburg, PA Ideally located just a minute from Rt 611, this brand-new home offers the perfect blend of...	3 beds \| 3 baths \| 1,512 sq.ft.	$445,900	Airbnb cash on cash: 1% Traditional cash on cash: 3.88% Airbnb Rental Income: $1463 Traditional Rental Income: $2231 Airbnb ROI: 1% Traditional ROI: 3.88%
110 Kraemer Avenue Stroudsburg, PA Great Opportunity to own a Turn Key Home in Downtown Stroudsburg. This home features great...	2 beds \| 1 baths \| 800 sq.ft.	$114,000	Airbnb cash on cash: 5.76% Traditional cash on cash: 10.35% Airbnb Rental Income: $1394 Traditional Rental Income: $1479 Airbnb ROI: 5.76% Traditional ROI: 10.35%
1117 Shagbark Lane Stroudsburg, PA QUIET COUNTRY LIVING AT IT'S FINEST in this Sprawling Bi-level! Upon entering this 4 Bedro...	4 beds \| 3 baths \| 2,812 sq.ft.	$399,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 5.62% Airbnb Rental Income: $1637 Traditional Rental Income: $3228 Airbnb ROI: 0.13% Traditional ROI: 5.62%
102 Arbor Way Stroudsburg, PA THIS HOME HAS IT ALL...FANTASTIC LOCATION, SOLAR PANELS OWNED, GREAT CORNER LOT, GREAT SCO...	4 beds \| 3 baths \| 3,100 sq.ft.	$549,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.19% Airbnb Rental Income: $1637 Traditional Rental Income: $3027 Airbnb ROI: -0.41% Traditional ROI: 3.19%
1069 Fritz Avenue Stroudsburg, PA Nestled in a quiet neighborhood close to endless amenities, this charming three bedroom ho...	3 beds \| 1 baths \| 1,176 sq.ft.	$325,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.28% Airbnb Rental Income: $1463 Traditional Rental Income: $1750 Airbnb ROI: 0.92% Traditional ROI: 3.28%
137 Old Kettle Court Stroudsburg, PA WELCOME HOME -- SPACE, COMFORT & ELEGANCE FOR THE WHOLE FAMILY Welcome to this exceptional...	5 beds \| 5 baths \| 4,000 sq.ft.	$795,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 2.66% Airbnb Rental Income: $1444 Traditional Rental Income: $3810 Airbnb ROI: -1.11% Traditional ROI: 2.66%
305 Ridge Road Stroudsburg, PA Welcome to this nearly new ranch home offering convenient one-level living, modern design,...	3 beds \| 2 baths \| 2,980 sq.ft.	$429,999	Airbnb cash on cash: -0.64% Traditional cash on cash: 2.19% Airbnb Rental Income: $1463 Traditional Rental Income: $2170 Airbnb ROI: -0.64% Traditional ROI: 2.19%
120 Leafy Greene Street Stroudsburg, PA Unique Opportunity! Welcome to ''120-122 Leafy Greene Street'', Stroud Township - a charmi...	5 beds \| 3 baths \| 2,112 sq.ft.	$375,356	Airbnb cash on cash: 0.14% Traditional cash on cash: 6.65% Airbnb Rental Income: $1444 Traditional Rental Income: $3307 Airbnb ROI: 0.14% Traditional ROI: 6.65%
230 Colbert Street Stroudsburg, PA Ever wanted a stunning, fully custom-built home in one of the most ultra-desirable and con...	4 beds \| 3 baths \| 2,241 sq.ft.	$489,800	Airbnb cash on cash: -0.07% Traditional cash on cash: 3.56% Airbnb Rental Income: $1637 Traditional Rental Income: $2838 Airbnb ROI: -0.07% Traditional ROI: 3.56%
150 R Pope Road Stroudsburg, PA Prepare to be impressed by this stunning, meticulously maintained raised ranch that perfec...	3 beds \| 2 baths \| 1,784 sq.ft.	$390,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.36% Airbnb Rental Income: $1463 Traditional Rental Income: $2547 Airbnb ROI: 0.21% Traditional ROI: 4.36%
113 N 1st Street Stroudsburg, PA In Town Location Offering 3 Bedrooms, 2 Baths, Light & Bright Kitchen With Wood Cabinets, ...	4 beds \| 2 baths \| 1,402 sq.ft.	$224,900	Airbnb cash on cash: 2.25% Traditional cash on cash: 7.22% Airbnb Rental Income: $1637 Traditional Rental Income: $2235 Airbnb ROI: 2.25% Traditional ROI: 7.22%
319 Ramblebush Road Stroudsburg, PA Step right into this completely remodeled contemporary home in the perfect location! This ...	3 beds \| 2 baths \| 1,983 sq.ft.	$349,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.82% Airbnb Rental Income: $1463 Traditional Rental Income: $2439 Airbnb ROI: 0.54% Traditional ROI: 4.82%
2115 W MAIN Street Stroudsburg, PA Versatile multi-faceted home/property and commercially zoned Garage on main Business Route...	4 beds \| 4 baths \| 4,000 sq.ft.	$695,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 2.22% Airbnb Rental Income: $1637 Traditional Rental Income: $3362 Airbnb ROI: -1.16% Traditional ROI: 2.22%
529 Lindbergh Avenue Stroudsburg, PA Beautiful 4BR, 2BA home in the heart of Stroudsburg Borough. Classic architectural charm m...	4 beds \| 2 baths \| 1,683 sq.ft.	$399,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.14% Airbnb Rental Income: $1637 Traditional Rental Income: $2569 Airbnb ROI: 0.41% Traditional ROI: 4.14%
784 Sunset Lane Stroudsburg, PA Welcome to this beautifully renovated three-bedroom, three-bathroom, ranch offering stylis...	3 beds \| 3 baths \| 2,620 sq.ft.	$474,900	Airbnb cash on cash: -0.52% Traditional cash on cash: 4.39% Airbnb Rental Income: $1463 Traditional Rental Income: $3214 Airbnb ROI: -0.52% Traditional ROI: 4.39%
1100 Ehler Street Stroudsburg, PA HIGHEST & BEST By Sunday 3/15 @ 8PM. Charming Contemporary well built home right In the To...	3 beds \| 3 baths \| 2,176 sq.ft.	$402,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 4.92% Airbnb Rental Income: $1463 Traditional Rental Income: $3062 Airbnb ROI: -0.47% Traditional ROI: 4.92%
1369 Twin Pine Road Stroudsburg, PA This charming bungalow in the Pocono's presents a remarkable opportunity for buyers ready ...	2 beds \| 1 baths \| 988 sq.ft.	$189,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 4.86% Airbnb Rental Income: $1394 Traditional Rental Income: $1503 Airbnb ROI: 1.91% Traditional ROI: 4.86%
406 Broad Leaf Lane Stroudsburg, PA Escape the Crowds & Embrace the Pocono Lifestyle in Desirable Hamilton Township! Enjoy the...	4 beds \| 3 baths \| 2,244 sq.ft.	$499,800	Airbnb cash on cash: -0.23% Traditional cash on cash: 4.5% Airbnb Rental Income: $1637 Traditional Rental Income: $3386 Airbnb ROI: -0.23% Traditional ROI: 4.5%

Real Estate investment in Stroudsburg, PA

There are 59 properties for sale in the city of Stroudsburg . The median list price in Stroudsburg is $400,000 and the average price per square foot is $194. In April 2026, the average monthly cash on cash return in Stroudsburg is 4.00%. The average monthly rental income in Stroudsburg is $2,478.

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

There are 59 investment properties available for sale in Stroudsburg.

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

The ROI for Short-Term is higher than the Long-Term in Stroudsburg with average rental income of $1,463.

Your search for investment property begins and ends here

Investment Property for Sale in Stroudsburg, PA

142 Chatham Hill Road

Stroudsburg, PA

3 beds | 3 baths | 1,988 sq.ft.

$492,000

Airbnb cash on cash: 0.15%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $1463

Traditional Rental Income: $2714

Airbnb ROI: 0.15%

Traditional ROI: 3.81%

114 Duck Hollow Circle

Stroudsburg, PA

2 beds | 2 baths | 1,051 sq.ft.

$249,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $1394

Traditional Rental Income: $1765

Airbnb ROI: 1.24%

Traditional ROI: 4.61%

5261 Glenbrook Road

Stroudsburg, PA

3 beds | 3 baths | 2,839 sq.ft.

$484,500

Airbnb cash on cash: -0.72%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $1463

Traditional Rental Income: $3364

Airbnb ROI: -0.72%

Traditional ROI: 4.42%

148 Sportsmans Trail

Stroudsburg, PA

4 beds | 4 baths | 4,435 sq.ft.

$729,900

Airbnb cash on cash: -0.66%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $1637

Traditional Rental Income: $3689

Airbnb ROI: -0.66%

Traditional ROI: 3.04%

155 Chase Road

Stroudsburg, PA

4 beds | 3 baths | 3,350 sq.ft.

$769,900

Airbnb cash on cash: -0.78%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $1637

Traditional Rental Income: $3310

Airbnb ROI: -0.78%

Traditional ROI: 2.2%

3043 Hemlock Road

Stroudsburg, PA

4 beds | 3 baths | 3,469 sq.ft.

$818,000

Airbnb cash on cash: -0.65%

Traditional cash on cash: 1.79%

Airbnb Rental Income: $1637

Traditional Rental Income: $3030

Airbnb ROI: -0.65%

Traditional ROI: 1.79%

809 Monroe Street

Stroudsburg, PA

3 beds | 2 baths | 2,285 sq.ft.

$420,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 3.12%

Airbnb Rental Income: $1463

Traditional Rental Income: $2433

Airbnb ROI: -0.45%

Traditional ROI: 3.12%

168 Terrace Drive

Stroudsburg, PA

3 beds | 2 baths | 1,048 sq.ft.

$369,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 2.52%

Airbnb Rental Income: $1463

Traditional Rental Income: $1707

Airbnb ROI: 0.57%