Real Estate Investment Properties for Sale in East Stroudsburg, PA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
540 Fairway Lane East Stroudsburg, PA Located in ''The Estates At Great Bear'', this exceptional home welcomes you with a dramat...	4 beds \| 4 baths \| 3,684 sq.ft.	$649,356	Airbnb cash on cash: N/A Traditional cash on cash: 2.99% Airbnb Rental Income: $null Traditional Rental Income: $3812 Airbnb ROI: N/A Traditional ROI: 2.99%
320 Reagan Drive East Stroudsburg, PA OPEN HOUSE -- SATURDAY 3/28/2026 ---Meticulous 2020 Contemporary Colonial in Highly Desire...	4 beds \| 3 baths \| 1,837 sq.ft.	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $2491 Airbnb ROI: N/A Traditional ROI: 2.06%
284 Eastshore Drive East Stroudsburg, PA A Must SEE this Beautiful 3 Bedroom and 2 Bath Ranch! With Lovely Cover front Porch you ca...	3 beds \| 2 baths \| 1,726 sq.ft.	$424,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $2539 Airbnb ROI: N/A Traditional ROI: 3.46%
6361 Lakeshore Drive E East Stroudsburg, PA Escape to your own private lakefront retreat nestled along the shores of a 95-acre, spring...	3 beds \| 2 baths \| 1,882 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $2740 Airbnb ROI: N/A Traditional ROI: 5.39%
557 Marco Way East Stroudsburg, PA COMPLETELY RENOVATED & MOVE-IN READY! This STUNNING 4bd/2.5ba Colonial situated on a QUIET...	4 beds \| 2 baths \| 3,864 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $3502 Airbnb ROI: N/A Traditional ROI: 3.93%
811 Knoll Drive East Stroudsburg, PA *BACK ON THE MARKET DUE TO BUYER'S INABILITY TO OBTAIN A MORTGAGE* Discover the perfec...	4 beds \| 3 baths \| 1,988 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.95% Airbnb Rental Income: $null Traditional Rental Income: $3174 Airbnb ROI: N/A Traditional ROI: 5.95%
1273 Park Drive East Stroudsburg, PA OPPORTUNITY AWAITS in this solid prow-front Ranch in the STR-FRIENDLY community of Winona ...	2 beds \| 1 baths \| 864 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.19% Airbnb Rental Income: $null Traditional Rental Income: $1558 Airbnb ROI: N/A Traditional ROI: 5.19%
348 Clicko Lane East Stroudsburg, PA Tucked away on a quiet CUL-DE-SAC and its Across from a serene GREENBELT, this cha...	3 beds \| 2 baths \| 1,674 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $2271 Airbnb ROI: N/A Traditional ROI: 3.55%
120 Ridgeway Street East Stroudsburg, PA Every so often, an investment comes along that's more than numbers on a page - it's opport...	7 beds \| N/A baths \| 2,841 sq.ft.	$494,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.09% Airbnb Rental Income: $null Traditional Rental Income: $1614 Airbnb ROI: N/A Traditional ROI: 1.09%
17 Hilltop Circle East Stroudsburg, PA Charming East Stroudsburg Rental Welcome to 17 Hilltop Circle, a well-maintained 3-bedroom...	3 beds \| 2 baths \| 1,032 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.19% Airbnb Rental Income: $null Traditional Rental Income: $1966 Airbnb ROI: N/A Traditional ROI: 6.19%
111 Brewster Way East Stroudsburg, PA Bright, stylish, and full of character, this 4-bedroom colonial has it all! The first-floo...	4 beds \| 3 baths \| 2,122 sq.ft.	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.94% Airbnb Rental Income: $null Traditional Rental Income: $2607 Airbnb ROI: N/A Traditional ROI: 3.94%
277 S Courtland Street East Stroudsburg, PA This expansive 15-room property, featuring 5 bedrooms and 3 baths, sits at the heart of St...	5 beds \| 3 baths \| 2,292 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $2604 Airbnb ROI: N/A Traditional ROI: 4.81%
106 Independence Road East Stroudsburg, PA NO MORE SHOWINGS. Highest and Best offers are due by Friday, February 13, at 5:00 PM. The ...	4 beds \| 2 baths \| 1,568 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.52% Airbnb Rental Income: $null Traditional Rental Income: $2453 Airbnb ROI: N/A Traditional ROI: 10.52%
229 Rising Meadow Way East Stroudsburg, PA MAGNIFICENT Colonial home in the exclusive comminity of The Estates @ Great Bear, situated...	4 beds \| 4 baths \| 5,354 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.8% Airbnb Rental Income: $null Traditional Rental Income: $5214 Airbnb ROI: N/A Traditional ROI: 1.8%
143 CATHLEEN Drive East Stroudsburg, PA This STUNNING TURN KEY FULLY FURNISHED with everything in the house included, sitting on o...	3 beds \| 3 baths \| 2,736 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $3036 Airbnb ROI: N/A Traditional ROI: 4.22%
5122 Arrowhead Lane East Stroudsburg, PA Escape to the beauty of the Pocono Mountains in this charming 2-bedroom, 1-bath home featu...	2 beds \| 1 baths \| 1,024 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $1558 Airbnb ROI: N/A Traditional ROI: 4.31%
128 Stoneleigh Drive East Stroudsburg, PA From the moment you walk through the door at 128 Stoneleigh Drive, you know you've found s...	4 beds \| 3 baths \| 2,584 sq.ft.	$535,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.33% Airbnb Rental Income: $null Traditional Rental Income: $3057 Airbnb ROI: N/A Traditional ROI: 3.33%
308 Airport Road East Stroudsburg, PA Who doesn't want to be in town but out of town? EAST STROUDSBURG SOUTH SCHOOL DISTRICT!! D...	3 beds \| 2 baths \| 1,931 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.44% Airbnb Rental Income: $null Traditional Rental Income: $2351 Airbnb ROI: N/A Traditional ROI: 4.44%
233 Edward Smith Boulevard East Stroudsburg, PA 4 BEDROOM COLONIAL ON A CUL-DE-SAC! This Home features Central AC, Wood Burning Fireplace,...	4 beds \| 2 baths \| 2,370 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $3154 Airbnb ROI: N/A Traditional ROI: 6.78%
107 Cindy Court East Stroudsburg, PA Nestled on a quiet cul-de-sac yet close to all conveniences, this charming 3-bedroom bi-le...	3 beds \| 2 baths \| 1,994 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $2069 Airbnb ROI: N/A Traditional ROI: 3.46%
23 Sleepy Hollow Lane East Stroudsburg, PA A rare architectural masterpiece in the heart of the Poconos. Welcome to ''The Octagon Hou...	4 beds \| 4 baths \| 5,092 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.3% Airbnb Rental Income: $null Traditional Rental Income: $2183 Airbnb ROI: N/A Traditional ROI: 0.3%
5951 MILFORD RD East Stroudsburg, PA Own a Stone Cabin Resort situated on over 5 acres in the Poconos! This turnkey 4 bedroom, ...	4 beds \| 3 baths \| 1,965 sq.ft.	$899,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.48% Airbnb Rental Income: $null Traditional Rental Income: $3530 Airbnb ROI: N/A Traditional ROI: 0.48%
21 Lenape Drive East Stroudsburg, PA Step into this meticulously cared for and beautifully renovated Cape Cod nestled in the qu...	4 beds \| 2 baths \| 1,428 sq.ft.	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.79% Airbnb Rental Income: $null Traditional Rental Income: $2490 Airbnb ROI: N/A Traditional ROI: 5.79%
1812 Big Ridge Drive East Stroudsburg, PA STUNNING, SPACIOUS & BRIGHT 3bd/2.5ba END-UNIT Townhome in the Premier Golf Community of C...	3 beds \| 3 baths \| 2,188 sq.ft.	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.57% Airbnb Rental Income: $null Traditional Rental Income: $2069 Airbnb ROI: N/A Traditional ROI: 1.57%
110 Carol Road East Stroudsburg, PA OPEN HOUSE SUNDAY MARCH 29TH 11-2PM A well Maintained 3-Bedroom Home in Mountain Top Estat...	3 beds \| 3 baths \| 1,096 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.95% Airbnb Rental Income: $null Traditional Rental Income: $2197 Airbnb ROI: N/A Traditional ROI: 4.95%
1187 Manzanedo Road East Stroudsburg, PA A private, coach lamp lit drive welcomes you to this impressive custom home set on 8.48 ac...	3 beds \| 4 baths \| 3,159 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.21% Airbnb Rental Income: $null Traditional Rental Income: $1936 Airbnb ROI: N/A Traditional ROI: -0.21%
557 Lakeside Drive East Stroudsburg, PA Enjoy your own lakefront getaway! This fully furnished 4-bedroom, 3-bath home with a sauna...	4 beds \| 3 baths \| 2,072 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $3146 Airbnb ROI: N/A Traditional ROI: 3.92%
259 Sandlewood Drive East Stroudsburg, PA Your treetop retreat in Penn Estates is ready for its next chapter--set in one of only two...	4 beds \| 2 baths \| 2,200 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.6% Airbnb Rental Income: $null Traditional Rental Income: $2310 Airbnb ROI: N/A Traditional ROI: 2.6%
2231 CLEARVIEW Drive East Stroudsburg, PA This impressive, newly renovated raised ranch beauty boasts an open floor plan with five b...	5 beds \| 3 baths \| 3,161 sq.ft.	$496,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $2785 Airbnb ROI: N/A Traditional ROI: 3.57%
325 Chestnut Road East Stroudsburg, PA Welcome To 325 Chestnut Road, An Exquisite and Fully REMODELED HOME Located in the Desirab...	3 beds \| 2 baths \| 3,055 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2487 Airbnb ROI: N/A Traditional ROI: 3.28%
128 S Green Street East Stroudsburg, PA Massive Historic Colonial Set On Triple Sized Borough Lot In Prime East Stroudsburg Locati...	5 beds \| 3 baths \| 3,488 sq.ft.	$599,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $3492 Airbnb ROI: N/A Traditional ROI: 3.96%
197 Meyers Street East Stroudsburg, PA WOW!!! PRICE IMPROVEMENT!! Motivated Seller!! Priced to Sell!! Completely remodelled home ...	4 beds \| 3 baths \| 1,296 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 6.06%
1173 Coolbaugh Road East Stroudsburg, PA Escape to the serenity of mountain living in this warm and welcoming 3-bedroom chalet-styl...	3 beds \| 2 baths \| 1,512 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.56% Airbnb Rental Income: $null Traditional Rental Income: $1856 Airbnb ROI: N/A Traditional ROI: 5.56%
1316 Kensington Drive East Stroudsburg, PA I've seen HUNDREDS of homes in Penn Estates, and VERY FEW come close to this level. Introd...	5 beds \| 4 baths \| 2,350 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $2785 Airbnb ROI: N/A Traditional ROI: 2.72%
1 Norman Drive East Stroudsburg, PA Home is under contract and is only accepting back up offers at this time. This beautifully...	4 beds \| 2 baths \| 1,985 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $2356 Airbnb ROI: N/A Traditional ROI: 3.8%
424 Somerset Drive East Stroudsburg, PA Turn-key Pocono retreat in Penn Estates with proven rental performance and strong weekend ...	3 beds \| 2 baths \| 1,248 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.27% Airbnb Rental Income: $null Traditional Rental Income: $2003 Airbnb ROI: N/A Traditional ROI: 3.27%
514 Highlawn Drive East Stroudsburg, PA Welcome to this spacious and inviting five-bedroom, four-bath home tucked away on a quiet ...	5 beds \| 4 baths \| 4,797 sq.ft.	$640,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $4131 Airbnb ROI: N/A Traditional ROI: 3.65%
22 Mountain Top Road East Stroudsburg, PA Spacious 4-Bedroom Home with Large Backyard! This charming 4-bedroom, 2-bath home offers c...	4 beds \| 2 baths \| 1,630 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $1969 Airbnb ROI: N/A Traditional ROI: 4.37%
156 Raven Drive East Stroudsburg, PA This cozy Pocono cabin is a great getaway tucked away in the woods for privacy and relaxat...	2 beds \| 1 baths \| 1,002 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.03% Airbnb Rental Income: $null Traditional Rental Income: $1333 Airbnb ROI: N/A Traditional ROI: 4.03%
1013 Bear Swamp Road East Stroudsburg, PA Elegant, modern Pocono Home offering 3 bedrooms and 2.5 bathrooms on over an acre of priva...	3 beds \| 4 baths \| 1,664 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.04% Airbnb Rental Income: $null Traditional Rental Income: $2044 Airbnb ROI: N/A Traditional ROI: 2.04%

Real Estate investment in East-stroudsburg, PA

There are 155 properties for sale in the city of East Stroudsburg . The median list price in East Stroudsburg is $372,000 and the average price per square foot is $164. In March 2026, the average monthly cash on cash return in East Stroudsburg is 4.00%. The average monthly rental income in East Stroudsburg is $2,456.

East-stroudsburg, PA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 155 investment properties available for sale in East-stroudsburg.

The ROI for Short-Term is higher than the Long-Term in East-stroudsburg with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in East Stroudsburg, PA

540 Fairway Lane

East Stroudsburg, PA

4 beds | 4 baths | 3,684 sq.ft.

$649,356

Airbnb cash on cash: N/A

Traditional cash on cash: 2.99%

Airbnb Rental Income: $null

Traditional Rental Income: $3812

Airbnb ROI: N/A

Traditional ROI: 2.99%

320 Reagan Drive

East Stroudsburg, PA

4 beds | 3 baths | 1,837 sq.ft.

$434,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2491

Airbnb ROI: N/A

Traditional ROI: 2.06%

284 Eastshore Drive

East Stroudsburg, PA

3 beds | 2 baths | 1,726 sq.ft.

$424,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.46%

Airbnb Rental Income: $null

Traditional Rental Income: $2539

Airbnb ROI: N/A

Traditional ROI: 3.46%

6361 Lakeshore Drive E

East Stroudsburg, PA

3 beds | 2 baths | 1,882 sq.ft.

$339,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.39%

Airbnb Rental Income: $null

Traditional Rental Income: $2740

Airbnb ROI: N/A

Traditional ROI: 5.39%

557 Marco Way

East Stroudsburg, PA

4 beds | 2 baths | 3,864 sq.ft.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.93%

Airbnb Rental Income: $null

Traditional Rental Income: $3502

Airbnb ROI: N/A

Traditional ROI: 3.93%

811 Knoll Drive

East Stroudsburg, PA

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

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.95%

Airbnb Rental Income: $null

Traditional Rental Income: $3174

Airbnb ROI: N/A

Traditional ROI: 5.95%

1273 Park Drive

East Stroudsburg, PA

2 beds | 1 baths | 864 sq.ft.

$195,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.19%

Airbnb Rental Income: $null

Traditional Rental Income: $1558

Airbnb ROI: N/A

Traditional ROI: 5.19%

348 Clicko Lane

East Stroudsburg, PA

3 beds | 2 baths | 1,674 sq.ft.

$384,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2271

Airbnb ROI: N/A