Penn Estates, PA Homes

• 

  

  

  /51

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  6235 Willowicke Terrace, East Stroudsburg, PA 18301

  FANTASTIC OPPORTUNITY just 90mins to NYC! This BEAUTIFULLY UPDATED 3bd/2ba Contemporary Chalet in the STR-friendly community of Penn Estates is the perfect mix of modern comfort & Pocono charm. The BRIGHT & OPEN layout features NEW laminate flooring that flows through the sun-filled Living Room w/ brick fireplace, soaring cathedral ceilings & a STUNNING WALL OF WINDOWS that fill the space w/

  

  James (Jim) Galligan

  Keller Williams Real Estate - Stroudsburg 803 Main

  (272) 295-0485

  6235 Willowicke Terrace, East Stroudsburg, PA 18301
• 

  

  

  /20

  $2,450 per month

  • 4 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • House for Rent

  5106 Quail Ln, East Stroudsburg, PA 18301

  Welcome to your dream home at 5106 Quail Ln, nestled in the charming Penn Estates Community in East Stroudsburg! This spacious 4-bedroom, 2-bathroom house is perfect for those seeking comfort and style, offering a generous 1,327 square feet of living space. With a host of modern amenities and a vibrant community atmosphere, this property is a must-see!Step inside and be greeted by a

  5106 Quail Ln, East Stroudsburg, PA 18301
• 

  

  

  /67

  $370,000 Sold Nov 26, 2025

  • 2,691 Sq Ft
  • $137/SF
  • 113 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  453 Lakeside Dr, East Stroudsburg, PA 18301

  LAKE VIEW!! LOCATION IS KEY!! Welcome to this FULLY TURNKEY, beautifully updated 3-bedroom, 2-bath home that perfectly combines comfort and style. Ideally situated directly across from the lake with convenient boat access, this property offers stunning seasonal LAKE VIEWS. A perfect choice for those seeking the ultimate lake lifestyle!Step inside to a bright and inviting interior featuring a

  April Ace WEICHERT Realtors Acclaim - Tannersville

  453 Lakeside Dr, East Stroudsburg, PA 18301
• 

  

  

  /63

  Est $508,784 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,497 Sq Ft

  3465 Crestwood Dr, East Stroudsburg, PA 18301

  3465 Crestwood Dr, East Stroudsburg, PA 18301
• 

  

  

  /44

  $549,000

  • 4 Beds
  • 3 Baths
  • 2,407 Sq Ft

  317 Robinwood Terrace, East Stroudsburg, PA 18301

  Don't Miss This Proven Short-Term Rental Success! Active, fully-permitted STR in amenity-filled Penn Estates, proudly holding Airbnb's coveted 'Guest Favorite' badge. Generating over $75K YTD in gross income, despite being offline for some time, this stylish 3-level home offers the perfect blend of turn-key convenience and future upside. Buy this proven winner now and get in service this calendar

  

  Xander Weidenbaum

  Redstone Run Realty, LLC - Stroudsburg

  (272) 888-0708

  317 Robinwood Terrace, East Stroudsburg, PA 18301
• 

  

  /29

  $3,100 per month

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • House for Rent

  1319 Burnside Terrace, East Stroudsburg, PA 18301

  Discover this amazing and spacious 4-bedroom,2 full bath home, perfectly positioned in the sought-after Stroudsburg, PA, on a peaceful cul-de-sac! Nestled within the secure and welcoming Penn Estates community, this home offers a wonderful gated experience. With stylish decor, delightful open living spaces, and a spacious outdoor patio-it's designed to comfortably welcome up to 6 guest -an ideal

  Colleen Farnan O'Hara WEICHERT Realtors Acclaim - Tannersville

  1319 Burnside Terrace, East Stroudsburg, PA 18301
• 

  

  /34

  $385,000 Sold Nov 25, 2025

  • 2,266 Sq Ft
  • $170/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  1212 Brentwood Dr, East Stroudsburg, PA 18301

  Welcome to 1212 Brentwood Drive — a beautifully maintained 3-bedroom, 2.5-bath home nestled in the desirable Penn Estates gated community of East Stroudsburg. This spacious 2,266 sq. ft. residence offers a seamless blend of comfort and function with an open-concept layout, updated kitchen, and generous natural light throughout. Enjoy peaceful wooded surroundings, a large yard perfect for

  Ignacio Patricio Ignite Realty Group

  1212 Brentwood Dr, East Stroudsburg, PA 18301
• 

  

  /31

  Est $237,957 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,291 Sq Ft

  2340 Burntwood Dr, East Stroudsburg, PA 18301

  2340 Burntwood Dr, East Stroudsburg, PA 18301
• 

  

  /46

  $389,900

  • 3 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  338 Fernwood Dr, East Stroudsburg, PA 18301

  Discover this spacious home tucked away in a peaceful, wooded setting. Enjoy the warmth and character of three fireplaces, relax in the bright and inviting sunroom, and take comfort knowing the home features a newer roof. Surrounded by nature yet just minutes from major routes, this property offers the best of both worlds—serenity and convenience.

  

  Nick Smith

  Coldwell Banker Hearthside Realtors - Allentown

  (272) 236-2360

  338 Fernwood Dr, East Stroudsburg, PA 18301
• 

  

  /20

  $5,861 per month

  • 4 Beds
  • 2 Baths
  • 2,486 Sq Ft
  • Condo for Rent

  1825 Jennifer Dr Unit ID1271267P, East Stroudsburg, PA 18301

  This 4-bedroom home is in a prime location in Stroudsburg, PA, offering everything you need for an amazing vacation. With 2.5 bathrooms, it comfortably accommodates up to 10 guests, making it ideal for families, groups, and friends. The home features an open layout with cozy living spaces, a fully stocked kitchen, and a game room with an indoor bar. Step outside to enjoy a private backyard oasis

  1825 Jennifer Dr Unit ID1271267P, East Stroudsburg, PA 18301
• 

  

  /38

  $427,500 Sold Nov 25, 2025

  • 3,336 Sq Ft
  • $128/SF
  • 69 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 2007

  3114 Fairfax Terrace, East Stroudsburg, PA 18301

  All offers will be considered. Gorgeous 5 bedroom 3 baths tastefully furnished colonial home. This home is a wonderful primary residence or continue using as an active STR, turnkey. The oversized front porch sets a welcoming tone, perfect for relaxing and enjoying the neighborhood. Inside, newer laminate flooring flows through the foyer into a bright living room with a cozy gas fireplace. The

  Deirdre Cramer Realty Executives - Stroudsburg

  3114 Fairfax Terrace, East Stroudsburg, PA 18301
• 

  

  /34

  Est $301,439 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,170 Sq Ft

  142 Hyland Dr, East Stroudsburg, PA 18301

  142 Hyland Dr, East Stroudsburg, PA 18301
• 

  

  /26

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  1137 Woodland Dr, East Stroudsburg, PA 18301

  Do not wait to see this proven Short-Term Rental performer in amenity-filled Penn Estates, proudly holding Airbnb's coveted ''Guest Favorite'' badge! Earning over $84K in 2024 and already $48K on the books for 2025 (after brief period offline for improvements), this one comes fully furnished, fully permitted (including the hot tub), and ready to host from day one. Set on a quiet wooded lot with a

  

  Xander Weidenbaum

  Redstone Run Realty, LLC - Stroudsburg

  (272) 394-0401

  1137 Woodland Dr, East Stroudsburg, PA 18301
• 

  

  /56

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 948 Sq Ft
  • House for Rent

  261 Overlook Dr, East Stroudsburg, PA 18301

  Don't wait to see this one-of-a-kind retreat in Penn Estates that blends chic, contemporary design with cozy mountain living. This fully furnished 2-bedroom, 2-bath chalet-contemporary home (≈948 sq ft) sits on a wooded corner lot and features vaulted ceilings, large windows that flood the interior with light, a brick fireplace for warm evenings, and modern finishes throughout. Enjoy time

  Paige Patrick Coldwell Banker Hearthside Pocono

  261 Overlook Dr, East Stroudsburg, PA 18301
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  /122

  $365,000 Sold Nov 20, 2025

  • 1,812 Sq Ft
  • $201/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  445 Hyland Dr, East Stroudsburg, PA 18301

  Your Perfect Retreat Awaits in the heart of the Poconos within Stroudsburg School District! Welcome to 445 Hyland Drive in the desirable, gated Penn Estates community; a place where comfort, style, and natural beauty come together. Step inside to an open-concept main level featuring soaring vaulted ceilings, stone fireplace, beautiful modern kitchen, and plenty of space for gathering. This

  Suzanne Kasperski Christian Saunders Real Estate

  445 Hyland Dr, East Stroudsburg, PA 18301
• 

  

  /44

  Est $418,155 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,527 Sq Ft

  264 Somerset Dr, East Stroudsburg, PA 18301

  264 Somerset Dr, East Stroudsburg, PA 18301
• 

  

  /16

  $390,000

  • 4 Beds
  • 2.5 Baths
  • 1,841 Sq Ft

  212 Spicebush Dr, East Stroudsburg, PA 18301

  Spacious 4-bedroom, 2.5-bath home offers warmth, character, and versatility in a short-term rental-friendly community. Step into the inviting living room featuring a cozy fireplace, perfect for gathering with family and friends. The primary suite offers a touch of luxury with its own fireplace for added ambiance, creating the perfect retreat after a long day. Brand new roof—less than a year old &

  

  Christina Taliaferrow-Mosleh

  D-N-A Property Management Co

  (272) 666-1533

  212 Spicebush Dr, East Stroudsburg, PA 18301
• 

  

  /17

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • House for Rent

  2332 Burntwood Dr, East Stroudsburg, PA 18301

  🏡 For Rent - $2,500/month📍 2332 Burntwood Drive, Bushkill, PA 18324🛏 3 Bedrooms | 🛁 2 Bathrooms |Private Lotbonus playroom, Washer & dryer Welcome to your perfect Poconos retreat! Nestled in the heart of Bushkill, this beautifully maintained 3-bedroom, 2-bathroom home offers a rare combination of comfort, style, and nature. Located in a peaceful,

  Kettisha Walker Kettisha Walker Realty, Inc.

  2332 Burntwood Dr, East Stroudsburg, PA 18301
• 

  

  /49

  $405,000 Sold Nov 17, 2025

  • 3,201 Sq Ft
  • $127/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1985

  246 Julian Terrace, East Stroudsburg, PA 18301

  Do Not Wait to See This Massive 3,000 Sqft 4 Bedroom Home w Expansion Opportunities in Sought-After Short-Term-Rental Friendly Location! Set on a flat usable lot w open backyard, this neighborhood offers 3 lakes, beach area, sports courts, dog park and swimming pools and is just moments from Camelback Mountain Resort, Mt Airy Casino and Route 80 at the Delaware Water Gap. Pull in to long paved

  Xander Weidenbaum Redstone Run Realty, LLC - Stroudsburg

  246 Julian Terrace, East Stroudsburg, PA 18301
• 

  

  /48

  Est $393,098 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  6117 Berwood, East Stroudsburg, PA 18301

  6117 Berwood, East Stroudsburg, PA 18301
• 

  

  /70

  $449,900 Pending

  • 5 Beds
  • 3 Baths
  • 2,688 Sq Ft

  109 Sundew Dr, East Stroudsburg, PA 18301

  PERFECT POCONO GETAWAY & INVESTMENT OPPORTUNITY! This FULLY FURNISHED Contemporary is ideal for personal enjoyment or STR income. With 5bd/3ba & 2 KITCHENS, it easily hosts multiple families or groups. The main floor features an open Living Room w/ brick fireplace flowing into the REMODELED Eat-in Kitchen w/ stainless steel appliances, island, & sliders to the sunroom, perfect for morning coffee

  Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

  109 Sundew Dr, East Stroudsburg, PA 18301
• 

  

  /43

  $2,800 per month

  • 4 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • House for Rent

  114 Brewster Way, East Stroudsburg, PA 18301

  Experience luxury and comfort in this beautifully renovated FULL-TIME rental featuring 4 spacious bedrooms and 2 full bathrooms. Designed with high-end finishes throughout, the home offers an open-concept living, dining, and kitchen area perfect for entertaining or relaxing with family. Enjoy cozy evenings by the fireplace, and unwind in the spa-like lower level complete with a walk-in shower and

  Dara Larsen Iron Valley R E Tri-State

  114 Brewster Way, East Stroudsburg, PA 18301
• 

  

  /37

  $330,000 Sold Nov 14, 2025

  • 1,800 Sq Ft
  • $183/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  1228 Woodland Dr, East Stroudsburg, PA 18301

  PRICED TO SELL. Nestled in a private, amenity filled community - Penn estates, this 3bd/2.5ba freshly remodeled bi-level home offers quality living as the home is set on a very quite street and is fully updated. Top level welcomes you with spacious and bright living room with wood burning fireplace for the cozy winter evenings, dining room and fully finished bonus space that could be anything -

  Jolanta Gonzalez The Collective Real Estate Agency

  1228 Woodland Dr, East Stroudsburg, PA 18301
• 

  

  /37

  Est $420,051 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,020 Sq Ft

  4276 Woodacres Dr, East Stroudsburg, PA 18301

  4276 Woodacres Dr, East Stroudsburg, PA 18301
• 

  

  /55

  $349,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,379 Sq Ft

  1808 Jennifer Dr, East Stroudsburg, PA 18301

  BEAUTIFULLY REMODELED & FULLY FURNISHED 3bd/3ba Contemporary in an amenity-filled, STR-FRIENDLY COMMUNITY. Just mins from shopping centers, major highways, & popular Pocono attractions, this home offers both comfort & convenience. The welcoming foyer opens to a sunken Living Room filled w/ natural light, where a stunning floor-to-ceiling wood-burning fireplace creates the perfect cozy gathering

  Lisa Bauer Keller Williams Real Estate - Stroudsburg 803 Main

  1808 Jennifer Dr, East Stroudsburg, PA 18301
• 

  

  /13

  $2,200 per month

  • 4 Beds
  • 3 Baths
  • 1,996 Sq Ft
  • House for Rent

  412 Lakeside Dr, East Stroudsburg, PA 18301

  A $50 DISCOUNT OFF THE RENTAL AMOUNT IS OFFERED TO TENANTS WHO PAY ON OR BEFORE 5 PM ON THE 1ST OF EVERY MONTH! Great 4 Bedroom 2.5 Bath Home in the Amenity Filled Community of Penn Estates. Features Include vinyl Flooring throughout, Fireplace, open concept, new appliances and a 1 car garage! Home is still undergoing minor repairs and cleaning but schedule your showing today to be first in!

  Natasha Leap D-N-A Property Management Co

  412 Lakeside Dr, East Stroudsburg, PA 18301
• 

  

  /37

  $370,000 Sold Nov 14, 2025

  • 2,002 Sq Ft
  • $185/SF
  • 24 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  1135 Hunters Woods Dr, East Stroudsburg, PA 18301

  Welcome to 1135 Hunters Woods Drive, a stunning four-bedroom, three-bathroom home nestled in the Penn Estates community. This newly listed property offers an exceptional blend of comfort, privacy, and recreational amenities that make it perfect for families seeking both tranquility and convenience.The heart of this home features a well-appointed kitchen with a spacious island, ideal for meal

  Bob Kelly Keller Williams Real Estate - Stroudsburg 637 Main

  1135 Hunters Woods Dr, East Stroudsburg, PA 18301
• 

  

  /37

  Est $406,879 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,806 Sq Ft

  3452 Crestwood Dr, East Stroudsburg, PA 18301

  3452 Crestwood Dr, East Stroudsburg, PA 18301
• 

  

  /40

  $334,900

  • 4 Beds
  • 3 Baths
  • 2,148 Sq Ft

  8212 Pine Grove, East Stroudsburg, PA 18301

  NICELY MAINTAINED 4bd/3ba Bi-Level home located on a quiet cul-de-sac in an amenity-filled STR-FRIENDLY community. This BRIGHT & OPEN home features a welcoming Living Room that flows seamlessly into a SPACIOUS Kitchen w/ plenty of cabinet/counter space, plus an eating area w/ sliders to the deck overlooking a peaceful backyard, perfect for relaxing or entertaining. The main floor also includes

  Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

  8212 Pine Grove, East Stroudsburg, PA 18301
• 

  

  /33

  $255,000 Sold Oct 31, 2025

  • 1,554 Sq Ft
  • $164/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  104 Grouse Ct, East Stroudsburg, PA 18301

  PRICE REDUCED TO SELL QUICKLY! 3 Bed 2 Bath, Contemporary home in Penn Estates an amenities filled gated community. An Open Kitchen with ceiling to floor length Windows bring the outdoors inside. Living Room has a Wood Burning Fireplace. Corner lot on a Cul-de-Sac.

  Nosheen Hayat Smart Way America Realty

  104 Grouse Ct, East Stroudsburg, PA 18301
• 

  

  /54

  Est $307,806 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,636 Sq Ft

  4250 Woodacre's Dr, East Stroudsburg, PA 18301

  4250 Woodacre's Dr, East Stroudsburg, PA 18301
• 

  

  /55

  $374,800

  • 5 Beds
  • 3 Baths
  • 2,094 Sq Ft

  7109 Pine Grove, East Stroudsburg, PA 18301

  STUNNING COLONIAL WITH 5 BEDROOMS AND 3 FULL BATHS LOCATED IN AMENITY FILLED COMMUNITY. OPEN CONCEPT KITCHEN WITH QUARTZ COUNTERTOPS, STAINLESS STEELE APPLIANCES AND CHEF'S SINK. ULTRA MODERN TILED BATHS. WATERPROOF FLOORING THROUGHTOUT THE ENTIRE HOUSE. DINING ROOM, FORMAL LIVING ROOM AND FAMILY ROOM. PAVED DRIVEWAY, UTILITY SHED, CENTRAL AIR, NEW DECK AND NEW ROOF!! SHORT TERM RENTALS ALLOWED!!

  Laura Pfaeffle RKA Real Estate, LLC

  7109 Pine Grove, East Stroudsburg, PA 18301
• 

  

  /17

  $469,000 Sold Oct 31, 2025

  • 2,435 Sq Ft
  • $193/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  135 Hyland Dr, East Stroudsburg, PA 18301

  Beautifully renovated 4BR/3BA home in an amenity-filled community! Step into the bright vaulted foyer and enjoy an open layout with hardwood floors, granite countertops, and stainless-steel appliances. The family room features a cozy gas fireplace, while the media room is perfect for movie nights. Enjoy the outdoor space on the large rear deck and fire pit. Upstairs, spacious bedrooms provide

  Joseph Seagraves RGB Real Estate LLC

  135 Hyland Dr, East Stroudsburg, PA 18301
• 

  

  /6

  Est $406,333 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,506 Sq Ft

  3115 Greenbriar Dr, East Stroudsburg, PA 18301

  3115 Greenbriar Dr, East Stroudsburg, PA 18301
• 

  

  /81

  $394,999

  • 3 Beds
  • 2 Baths
  • 2,970 Sq Ft

  209 Julian Terrace, East Stroudsburg, PA 18301

  For sale: 209 Julia Terrace, located in the heart of the Pocono Mountains in the gated Penn Estates community of East Stroudsburg, PA. This spacious home features 3 bedrooms and 2 full bathrooms, including a luxurious upstairs master suite with a jacuzzi tub, full bathroom, and two oversized walk-in closets that could easily be converted into additional bedrooms, a home office, or a nursery. The

  Mourad Senbel Iron Valley Real Estate of Berks

  209 Julian Terrace, East Stroudsburg, PA 18301
• 

  

  /109

  $525,000 Sold Oct 24, 2025

  • 2,776 Sq Ft
  • $189/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1989

  195 Hyland Dr, East Stroudsburg, PA 18301

  THIS TOTALLY UPDATED 4 BEDROOM CHALET IN THE AMENITY FILLED STR FRIENDLY COMMUNITY OF PENN ESTATES is WAITING FOR YOU! The Open Floor Plan, Efficient Mini Split Air/Heat Systems, and the Uniquely Tasteful Upgraded Finishes are just the beginning! Additional features are a Huge Deck in the back with a Custom Built In Pool and Spa... the Spacious Primary Bedroom has an entire Separate Private Wing

  Glenn Wright Keller Williams Real Estate - Stroudsburg

  195 Hyland Dr, East Stroudsburg, PA 18301
• 

  

  /50

  Est $388,065 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,025 Sq Ft

  3317 Greenbriar Dr, East Stroudsburg, PA 18301

  3317 Greenbriar Dr, East Stroudsburg, PA 18301
• 

  

  /32

  $449,900

  • 4 Beds
  • 3.5 Baths
  • 3,544 Sq Ft

  135 Sandlewood Dr, East Stroudsburg, PA 18301

  Welcome to this stunning 4-bedroom, 3.5-bathroom contemporary home located in the prestigious gated community of Penn Estates in East Stroudsburg, PA. With a sprawling open floor plan, this residence is an entertainer's dream. The wide-open chef's kitchen, complete with a seating island, is the perfect spot to prepare meals while engaging with family and friends. Two expansive living areas, each

  Gregory Vannatta Weichert Realtors - Ruffino Real Estate

  135 Sandlewood Dr, East Stroudsburg, PA 18301
• 

  

  /48

  $335,000 Sold Oct 24, 2025

  • 1,600 Sq Ft
  • $209/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1983

  4136 Sycamore Ln, East Stroudsburg, PA 18301

  Highest and Best Offers due Wednesday, 9/10 at 5:00 PM. If you are looking for a retreat to call home, then you've found it. This property is kept in immaculate condition and brings the essence of a mountain home to life. Located at the end of a cul-de-sac and surrounded by trees, this is a nature lovers paradise. When you reach this home you'll immediately notice the expansive front deck that

  Bernadette Blackwood Keller Williams Real Estate - Stroudsburg

  4136 Sycamore Ln, East Stroudsburg, PA 18301
• 

  

  /40

  Est $290,323 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  6111 Wales Ct, East Stroudsburg, PA 18301

  6111 Wales Ct, East Stroudsburg, PA 18301

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