Penn Estates, PA Homes

• 

  

  

  /63

  $375,000

  Sold Aug 27, 2025

  108 Bayberry Ct, East Stroudsburg, PA 18301

  • 3 Beds
  • 2 Baths
  • 2,391 Sq Ft
  • Built 1986

  Last Sold Summary

  • 24% Below List Price
  • $157/SF
  • 198 Days On Market

  Current Estimated Value $397,132

  Last Listing Agent Maria Imperati Keller Williams RE Milford

  108 Bayberry Ct, East Stroudsburg, PA 18301
• 

  

  

  /30

  Est $430,564

  Not Listed For Sale

  3156 Greenbriar Dr, East Stroudsburg, PA 18301

  • 4 Beds
  • 2.5 Baths
  • 3,456 Sq Ft
  • Built 1999

  3156 Greenbriar Dr, East Stroudsburg, PA 18301

  Last Sold Summary

  • 44 Days On Market
• 

  

  

  /21

  $445,000

  • 4 Beds
  • 2 Baths
  • 3,580 Sq Ft

  145 Runnymede Dr, East Stroudsburg, PA 18301

  Space & Style! This 4BR, 2BA contemporary ranch offers over 3,680 sq ft, featuring an updated kitchen and a partially finished lower level with an entertainment room, bedroom, and space to expand. The home's unique design includes a sunken living room and elevated dining area, adding architectural charm. Enjoy a private backyard with deck, screened porch, and fire pit. A must-see!

  Stephanie James Smart Way America Realty

  145 Runnymede Dr, East Stroudsburg, PA 18301
• 

  

  

  /41

  $505,000

  Sold Mar 25, 2026

  1160 Belaire Dr, East Stroudsburg, PA 18302

  • 5 Beds
  • 3 Baths
  • 2,303 Sq Ft
  • Built 1990

  Last Sold Summary

  • 18% Above List Price
  • $219/SF
  • 6 Days On Market

  Last Listing Agent Julia Giambalvo-LaBar Redstone Run Realty, LLC - Stroudsburg

  1160 Belaire Dr, East Stroudsburg, PA 18302
• 

  

  

  /16

  Est $318,594

  Not Listed For Sale

  1704 Winona Terrace, East Stroudsburg, PA 18301

  • 3 Beds
  • 3 Baths
  • 1,979 Sq Ft
  • Built 1990

  1704 Winona Terrace, East Stroudsburg, PA 18301

  Last Sold Summary

  • 8 Days On Market
• 

  

  /62

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  314 Hyland Dr, East Stroudsburg, PA 18301

  Welcome to this beautifully maintained turnkey and fully furnished 3Bed/2Bath contemporary home located on a corner lot in the amenity-filled Penn Estates community! Whether you're searching for a primary residence, vacation retreat, or investment property, this STR-friendly home offers the perfect blend of comfort, convenience, and opportunity.The open concept main level features a spacious

  Nermin Moses Coldwell Banker Town & Country - Moscow

  314 Hyland Dr, East Stroudsburg, PA 18301
• 

  

  /45

  $439,900

  Sold Sep 02, 2025

  257 Somerset Dr, East Stroudsburg, PA 18301

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft
  • Built 1985

  Last Sold Summary

  • $188/SF
  • 26 Days On Market

  Current Estimated Value $447,272

  Last Listing Agent Leah Gianacopoulos ERA One Source Realty

  257 Somerset Dr, East Stroudsburg, PA 18301
• 

  

  /41

  Est $553,450

  Not Listed For Sale

  6112 Wales Ct, East Stroudsburg, PA 18301

  • 4 Beds
  • 3.5 Baths
  • 2,749 Sq Ft
  • Built 2024

  6112 Wales Ct, East Stroudsburg, PA 18301

  Last Sold Summary

  • 188 Days On Market
• 

  

  /80

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  1709 Winona Terrace, East Stroudsburg, PA 18301

  Step into 1709 Winona Terrace, an inviting Pocono retreat offering exceptional space and impressive flexibility, all set on a private cul-de-sac in desirable Penn Estates. Visualize the possibilities with a flowing layout ready to be transformed by your vision and personal touches. Enjoy comfortable bedrooms, multiple bathrooms, a spacious kitchen, generous living areas, and ample room for

  Barbara Geiss RE/MAX of the Poconos

  1709 Winona Terrace, East Stroudsburg, PA 18301
• 

  

  /40

  $340,000

  Sold Mar 03, 2026

  8212 Pine Grove, East Stroudsburg, PA 18301

  • 4 Beds
  • 3 Baths
  • 2,148 Sq Ft
  • Built 1995

  Last Sold Summary

  • 2% Above List Price
  • $158/SF
  • 21 Days On Market

  Last Listing Agent Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

  8212 Pine Grove, East Stroudsburg, PA 18301
• 

  

  /35

  Est $334,562

  Not Listed For Sale

  272 Julian Te, East Stroudsburg, PA 18301

  • 3 Beds
  • 3 Baths
  • 1,644 Sq Ft
  • Built 1996

  272 Julian Te, East Stroudsburg, PA 18301

  Last Sold Summary

  • 11 Days On Market
• 

  

  /33

  $260,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  6106 Berwood, East Stroudsburg, PA 18301

  Tucked among tall trees in the Poconos, this contemporary home offers striking architecture and endless potential. Its bold red exterior and dramatic window lines bring in natural light from every angle, creating a warm connection to the surrounding woods. Inside, the open layout features two distinct living areas, each anchored by a stone fireplace that adds rustic charm and character. Vaulted

  Emma Djiya 1st Class Realty - PA

  6106 Berwood, East Stroudsburg, PA 18301
• 

  

  /42

  $285,000

  Sold Dec 18, 2025

  476 Hyland Dr, East Stroudsburg, PA 18301

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1989

  Last Sold Summary

  • 15% Below List Price
  • $185/SF
  • 150 Days On Market

  Current Estimated Value $291,814

  Last Listing Agent Aron Cooper Keller Williams Integrity

  476 Hyland Dr, East Stroudsburg, PA 18301
• 

  

  /24

  Est $368,074

  Not Listed For Sale

  1208 Harmony Dr, East Stroudsburg, PA 18301

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1985

  1208 Harmony Dr, East Stroudsburg, PA 18301

  Last Sold Summary

  • 15 Days On Market
• 

  

  /37

  $329,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  3420 Crestwood Dr, East Stroudsburg, PA 18301

  Welcome to Penn Estates. Enjoy the lakes, swimming pools, new recreation courts, playgrounds and activities at the clubhouse. Landlord is selling. This home has a long rental history in Penn Estates. Hardwood and laminate floors, knotty pine wood cathedral ceiling. Kitchen/dining area has granite countertops and is open to the living room. French doors lead to a large deck and also a screened-in

  Ingrid Eagon Better Homes and Gardens Real Estate Wilkins & Associates - Stroudsburg

  3420 Crestwood Dr, East Stroudsburg, PA 18301
• 

  

  /70

  $445,000

  Sold Dec 15, 2025

  109 Sundew Dr, East Stroudsburg, PA 18301

  • 5 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Below List Price
  • $166/SF
  • 13 Days On Market

  Current Estimated Value $442,666

  Last Listing Agent Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

  109 Sundew Dr, East Stroudsburg, PA 18301
• 

  

  /51

  Est $525,352

  Not Listed For Sale

  2209 Marcel Ct, East Stroudsburg, PA 18301

  • 5 Beds
  • 3 Baths
  • 3,026 Sq Ft
  • Built 1987

  2209 Marcel Ct, East Stroudsburg, PA 18301

  Last Sold Summary

  • 2 Days On Market
• 

  

  /37

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  353 Hyland Dr, East Stroudsburg, PA 18301

  Charming FURNISHED 3bd/2ba Contemporary nestled in the desirable STR-friendly! Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this home has something for everyone! Located in an amenity-filled community w/ lakes, pools, tennis/basketball courts, playgrounds, clubhouse & more, you'll have plenty of ways to enjoy every season. Inside, you'll find

  Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

  353 Hyland Dr, East Stroudsburg, PA 18301
• 

  

  /25

  $275,000

  Sold Oct 08, 2025

  638 Lakeside Dr, East Stroudsburg, PA 18301

  • 3 Beds
  • 2.5 Baths
  • 1,908 Sq Ft
  • Built 1998

  Last Sold Summary

  • 31% Below List Price
  • $144/SF
  • 287 Days On Market

  Current Estimated Value $294,425

  Last Listing Agent Savannah Vasquez RE/MAX Centre Bucks - Jamison

  638 Lakeside Dr, East Stroudsburg, PA 18301
• 

  

  /57

  Est $317,170

  Not Listed For Sale

  215 Leland Te Terrace, East Stroudsburg, PA 18301

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1986

  215 Leland Te Terrace, East Stroudsburg, PA 18301

  Last Sold Summary

  • 68 Days On Market
• 

  /2

  $52,500

  • Land
  • 14,810 Sq Ft
  • $154,412 per Acre

  158 Overlook Dr 158 Dr, East Stroudsburg, PA 18301

  Wooded Lake-View Lot in Penn Estates -- Build Your Dream Home!A third of an acre of wooded bliss with a lake view awaits you in the heart of the Pocono Mountains. This beautiful lot features some level areas toward the front--perfect for building--and a gentle slope toward the back, giving you both natural beauty and versatile design options. Enjoy the convenience of central water and sewer,

  Jennifer Harvey CENTURY 21 Select Group - Blakeslee

  158 Overlook Dr 158 Dr, East Stroudsburg, PA 18301
• 

  

  /80

  $342,500

  Sold Sep 29, 2025

  1149 Kensington Dr, East Stroudsburg, PA 18301

  • 3 Beds
  • 3 Baths
  • 2,314 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Below List Price
  • $148/SF
  • 87 Days On Market

  Current Estimated Value $348,762

  Last Listing Agent Suzanne Kasperski Christian Saunders Real Estate

  1149 Kensington Dr, East Stroudsburg, PA 18301
• 

  

  /73

  Est $450,787

  Not Listed For Sale

  139 Riverbend Terrace, East Stroudsburg, PA 18301

  • 5 Beds
  • 3.5 Baths
  • 3,181 Sq Ft
  • Built 1991

  139 Riverbend Terrace, East Stroudsburg, PA 18301

  Last Sold Summary

  • 49 Days On Market
• 

  

  /93

  $679,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 3,244 Sq Ft

  316 Ash Terrace, East Stroudsburg, PA 18301

  Multiple Offers Received. Welcome to 316 Ash Terrace. Often described by residents and visitors alike as ''the best house in Penn Estates'', this 5-bedroom residence has proudly housed the same family for nearly 20 years and was designed with virtually every necessity in mind. Offering central air and quality finishes that have stood the test of time, this home was designed to accommodate larger

  Adam Sawah VRA Realty

  316 Ash Terrace, East Stroudsburg, PA 18301
• 

  

  /48

  $528,500

  Sold Apr 15, 2026

  557 Lakeside Dr, East Stroudsburg, PA 18301

  • 4 Beds
  • 3 Baths
  • 2,072 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $255/SF
  • 2 Days On Market

  Current Estimated Value $527,989

  Last Listing Agent Erin Fleckenstein Weichert Realtors - Bethlehem

  557 Lakeside Dr, East Stroudsburg, PA 18301
• 

  

  /33

  Est $392,423

  Not Listed For Sale

  156 Riverbend Terrace, East Stroudsburg, PA 18301

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft
  • Built 1986

  156 Riverbend Terrace, East Stroudsburg, PA 18301

  Last Sold Summary

  • 3 Days On Market
• 

  

  /30

  $414,000

  • 4 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  8226 Woodchuck Ct, East Stroudsburg, PA 18301

  Welcome to 8226 Woodchuck Court, located in the desirable gated community of Penn Estates in the heart of the Poconos. Nestled on a quiet cul-de-sac, this home offers privacy, comfort, and a lifestyle filled with resort-style amenities.The property features a thoughtfully designed layout with inviting living spaces ideal for everyday living and entertaining. Natural light fills the home,

  Fatjon Brahimi KW Empower

  8226 Woodchuck Ct, East Stroudsburg, PA 18301
• 

  

  /45

  $310,000

  Sold Jun 15, 2026

  3303 Greenbriar Dr, East Stroudsburg, PA 18301

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $287/SF
  • 8 Days On Market

  Current Estimated Value $294,344

  Last Listing Agent Kelly Houston Keller Williams Northampton

  3303 Greenbriar Dr, East Stroudsburg, PA 18301
• 

  

  /35

  Est $395,574

  Not Listed For Sale

  1108 Woodland Dr, East Stroudsburg, PA 18301

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 1989

  1108 Woodland Dr, East Stroudsburg, PA 18301

  Last Sold Summary

  • 5 Days On Market
• 

  

  /33

  $369,900

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  6116 Berwood Terrace, East Stroudsburg, PA 18301

  4bd/2.5ba Contemporary tucked at the end of a QUIET CUL-DE-SAC in the highly desirable, STR-FRIENDLY community! Located just mins to Rt 80, shopping, dining, & Pocono attractions, this home is ideal for full-time residence, weekend escape, or investment opportunity. Open/airy layout featuring a Living Room w/ soaring ceilings & a cozy brick wood-burning FIREPLACE, perfect for relaxing evenings.

  Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

  6116 Berwood Terrace, East Stroudsburg, PA 18301
• 

  

  /23

  $300,000

  Sold Aug 08, 2025

  133 Summerton Cir, East Stroudsburg, PA 18301

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $151/SF
  • 28 Days On Market

  Current Estimated Value $315,447

  Last Listing Agent Adam Sawah VRA Realty

  133 Summerton Cir, East Stroudsburg, PA 18301
• 

  

  /3

  Est $318,264

  Not Listed For Sale

  214 Mercedes Ct, East Stroudsburg, PA 18301

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1990

  214 Mercedes Ct, East Stroudsburg, PA 18301

  Last Sold Summary

  • 109 Days On Market
• 

  

  /4

  $19,900

  • Land
  • 22,215 Sq Ft
  • $39,020 per Acre

  LOT 27 Kensington Dr, Penn Estates, PA 18301

  Build your dream home home or vacation getaway in the heart of the Poconos! This 0.51-acre lot located in Penn Estates offers the perfect opportunity to create your ideal full-time residence, vacation home, or investment property in a short-term rental friendly community. Enjoy an amenity-filled lifestyle with pools, lakes, clubhouse, community store, boating, swimming, tennis courts, and more,

  Jessica Ann Eng Amantea Real Estate

  LOT 27 Kensington Dr, Penn Estates, PA 18301
• 

  

  /48

  $250,000

  Sold Aug 22, 2025

  1231 Kensington Dr, East Stroudsburg, PA 18301

  • 3 Beds
  • 2 Baths
  • 2,275 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $110/SF
  • 8 Days On Market

  Current Estimated Value $279,411

  Last Listing Agent Kimberly Rosado Keller Williams Real Estate - Allentown

  1231 Kensington Dr, East Stroudsburg, PA 18301
• 

  

  /32

  Est $302,321

  Not Listed For Sale

  2326 Burntwood Dr, East Stroudsburg, PA 18301

  • 4 Beds
  • 2 Baths
  • 1,526 Sq Ft
  • Built 1990

  2326 Burntwood Dr, East Stroudsburg, PA 18301

  Last Sold Summary

  • 85 Days On Market
• 

  

  /80

  $449,900

  • 4 Beds
  • 3 Baths
  • 2,387 Sq Ft

  3120 Greenbriar Dr, East Stroudsburg, PA 18301

  Rare opportunity to own a furnished, turn-key Pocono investment property in Penn Estates that's already permitted for a 5-bedroom short-term rental. This spacious 4-bedroom home is set up to start generating income immediately and features a remodeled kitchen, relaxing indoor sauna, and 2 first-floor bedrooms for added convenience and guest appeal. The converted garage offers the perfect

  Alex Camaerei VRA Realty

  3120 Greenbriar Dr, East Stroudsburg, PA 18301
• 

  

  /56

  $280,000

  Sold Jul 14, 2025

  1237 Brentwood Dr, East Stroudsburg, PA 18301

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $218/SF
  • 5 Days On Market

  Current Estimated Value $285,261

  Last Listing Agent Rosalie Bueti Keller Williams Real Estate - Stroudsburg

  1237 Brentwood Dr, East Stroudsburg, PA 18301
• 

  

  /41

  Est $336,411

  Not Listed For Sale

  6109 Edgeview Dr, East Stroudsburg, PA 18301

  • 4 Beds
  • 3 Baths
  • 1,472 Sq Ft
  • Built 1984

  6109 Edgeview Dr, East Stroudsburg, PA 18301

  Last Sold Summary

  • 41 Days On Market
• 

  

  /42

  $299,999

  $15K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,260 Sq Ft

  2041 Candlewood Dr, East Stroudsburg, PA 18301

  PRICE REDUCTION!!!! Acted quick this will not last. Have you been dreaming of living your best Pocono life here is a magnificent 4-bedroom, 2-bath home located in the desirable Penn Estates community! This beautifully updated smart home features a gourmet kitchen, renovated bathrooms, and a stunning living room with a cozy fireplace--perfect for relaxing or entertaining. Offering move-in ready

  Tara Tall RE/MAX Crossroads

  2041 Candlewood Dr, East Stroudsburg, PA 18301
• 

  

  /55

  $425,000

  Sold Jun 04, 2026

  1201 Hunters Woods Dr, East Stroudsburg, PA 18301

  • 5 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • Built 2000

  Last Sold Summary

  • $212/SF
  • 8 Days On Market

  Current Estimated Value $403,511

  Last Listing Agent Adam Sawah VRA Realty

  1201 Hunters Woods Dr, East Stroudsburg, PA 18301

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