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Penn Estates, PA Homes for Sale with Pool

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  • /61

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    6228 Willowicke Terrace, East Stroudsburg, PA 18301

    Move-in ready and beautifully updated, this inviting three-bedroom, two-bath ranch offers comfortable one-floor living in the amenity-filled Penn Estates community. Filled with natural light and enhanced by vaulted ceilings, the home feels bright, open, and welcoming from the moment you enter. The spacious living room features a stone fireplace with wood stove insert, creating a warm focal point

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    Lisa Sanderson

    Keller Williams Real Estate - Stroudsburg

    6228 Willowicke Terrace, East Stroudsburg, PA 18301
  • /66

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 4,210 Sq Ft

    3282 Stonehenge Dr, East Stroudsburg, PA 18301

    ***LOCATION, LOCATION, LOCATION***Amazing LAKEFRONT house in prime Pocono location, walking distance to community pool, beach and tennis courts. Experience the beauty and relaxation of lakefront living at this amazing Pocono retreat. Situated in the highly desired Penn Estates community, this house is perfect for full time living, a family vacation home or fantastic investment opportunity. The

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    Russell Mattia

    Keller Williams Real Estate - West End

    3282 Stonehenge Dr, East Stroudsburg, PA 18301
  • /40

    $399,000

    • 3 Beds
    • 3 Baths
    • 2,340 Sq Ft

    221 Somerset Dr, East Stroudsburg, PA 18301

    Do Not Wait to See This 3-Level Contemporary Home w Flat Backyard in Sought-After, STR-Friendly Penn Estates! Set in this full amenity community w multiple lakes, pools and sports courts and also the closest STR-friendly neighborhood to the NJ border while still being minutes to major Pocono attractions for year round fun like Camelback Mountain Resort, Mt Airy Casino and the Delaware River

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    Xander Weidenbaum

    Redstone Run Realty, LLC - Stroudsburg

    221 Somerset Dr, East Stroudsburg, PA 18301
  • /42

    $469,000

    • 5 Beds
    • 2.5 Baths
    • 2,353 Sq Ft

    160 Summerton Cir, East Stroudsburg, PA 18301

    Do Not Wait to See This Fully Permitted, Turn-Key Legal 5-Bedroom Short-Term-Rental in Sought-After Penn Estates! Home sits on an oversize lot backing to open community space just down the street from the community lakes and just moments to Camelback Mountain Resort, Mount Airy Casino and is located in the closest STR-Friendly community to the NJ border! With 5-Bedroom STR comps in this

    Agent Photo

    Xander Weidenbaum

    Redstone Run Realty, LLC - Stroudsburg

    160 Summerton Cir, East Stroudsburg, PA 18301
  • /82

    $1,950,000

    • 6 Beds
    • 8 Baths
    • 8,494 Sq Ft

    112 Tawny Fox Trail, East Stroudsburg, PA 18301

    Unmatched, One-Of-A-Kind, Fully-Permitted Bed & Breakfast or Estate Opportunity In East Stroudsburg! Less than 90 miles to NYC and minutes to the Delaware Water Gap, Camelback Mountain Resort, Mount Airy Casino and all major Pocono attractions this 9,000+ sqft home on over 4 acres provides the ultimate mountain destination. Long private drive lined w intentional plantings leads to entry featuring

    Agent Photo

    Xander Weidenbaum

    Redstone Run Realty, LLC - Stroudsburg

    112 Tawny Fox Trail, East Stroudsburg, PA 18301
  • /80

    $439,900

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

    3120 Greenbriar Dr, East Stroudsburg, PA 18301

    Turn-key and fully furnished, this exceptional Pocono retreat is ready to deliver both unforgettable guest experiences and immediate income potential. Approved for a 5-bedroom short-term rental, the home features a stylishly updated kitchen, four spacious bedrooms with two conveniently located on the main level, and a private indoor sauna for year-round relaxation. The converted garage offers

    Alex Camaerei VRA Realty

    3120 Greenbriar Dr, East Stroudsburg, PA 18301
  • /51

    $334,999

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    319 Hyland Dr, East Stroudsburg, PA 18301

    Welcome to Affordable Pocono living at its finest! Located in the highly desirable, STR-FRIENDLY Penn Estates community, this beautifully remodeled 3-bedroom, 2-bath Contemporary is truly like new, inside and out! Whether you're searching for a full-time residence, vacation getaway, or income-producing investment, this home checks every box.The bright, airy layout welcomes you with a warm

    Tiffanie Bailey-Romey Axen Realty LLC

    319 Hyland Dr, East Stroudsburg, PA 18301
  • /32

    $269,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    2059 Candlewood Dr, East Stroudsburg, PA 18301

    Located in the AMENITY-FILLED, STR-FRIENDLY Penn Estates community, this charming 3bd/2ba Chalet offers the perfect blend of comfort, convenience, & Pocono living. Enjoy community pools, lakes, beaches, tennis courts, playgrounds, 24-hour gated security, & more. The beach & playground are less than a half-mile away, w/ the pool & tennis courts nearby. Conveniently located just mins from Rt 80,

    Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

    2059 Candlewood Dr, East Stroudsburg, PA 18301
  • /44

    $339,999

    • 3 Beds
    • 3 Baths
    • 1,832 Sq Ft

    1147 Hunters Woods Dr, East Stroudsburg, PA 18301

    STR-Friendly Penn Estates Home! 3BR | 3 Full Baths | Vaulted Ceilings | Fireplace | Family Room | Garage | Private Backyard | Amenity-Filled Community Spacious and versatile bi-level home with potential for a 4th bedroom, located in the highly sought-after, amenity-filled Penn Estates Community. STR permitted--offering excellent opportunities for both homeowners and investors. Well-maintained

    Patricia Gordon-Wilson Smart Way America Realty

    1147 Hunters Woods Dr, East Stroudsburg, PA 18301
  • /38

    $289,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    249 Hyland Dr, East Stroudsburg, PA 18301

    Located in the desirable Penn Estates community, this charming 3bd/2ba loft-style home offers comfort, space & convenience. This STR-FRIENDLY, amenity-filled community features lakes, pools, tennis courts, basketball courts, playgrounds, clubhouse, fitness center & more. Enjoy being just mins from downtown Stroudsburg, local dining, shopping, Camelback, Shawnee, Kalahari, Mt. Airy Casino, hiking

    Charlie Carmella Keller Williams Real Estate - Stroudsburg 803 Main

    249 Hyland Dr, East Stroudsburg, PA 18301
  • /37

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft

    3232 Greenbriar Dr, East Stroudsburg, PA 18301

    Escape to your Pocono paradise: A haven awaits! Nestled amidst the towering pines of the Pocono Mountains, this charming Contemporary home isn't just an accommodation, it's an experience. Spacious and comfortable: with 3 bedrooms, 2 full bathrooms, a half bath, large living room with sliding doors to the spacious sun room, also a family room with sliding doors to the back deck. The amenities

    Edward Cunningham, Jr NextHome Maly Realty

    3232 Greenbriar Dr, East Stroudsburg, PA 18301
  • /44

    $389,000

    $21K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,122 Sq Ft

    111 Brewster Way, East Stroudsburg, PA 18301

    BRING AN OFFER! MOTIVATED SELLER! Bright, stylish, and full of character, this 4-bedroom colonial has it all! The first-floor primary suite with private en suite offers convenient first-floor living, while the open, sun-drenched living spaces make entertaining effortless. The kitchen shines with granite countertops and stainless-steel appliances, flowing seamlessly into dining and living areas.

    Robert Puche exp Realty, LLC - Lehigh Valley

    111 Brewster Way, East Stroudsburg, PA 18301
  • /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
  • /36

    $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 Wilkins & Associates Real Estate, Inc.

    3420 Crestwood Dr, East Stroudsburg, PA 18301
  • /46

    $424,900

    • 5 Beds
    • 3 Baths
    • 2,021 Sq Ft

    148 Sandlewood Dr, East Stroudsburg, PA 18301

    Do Not Wait to See This Renovated, Fully-Approved 5-Bedroom Home in Short-Term-Rental-Friendly Penn Estates! With 5-bedroom STR comps grossing in the $100K+ range in this community, this property - with a fully-cleared, flat backyard that's a blank canvas for the amenities that drive higher nightly rates - is a fantastic opportunity for your next investment, second home, or primary residence!

    Armani Colon HomeSmart Realty Advisors

    148 Sandlewood Dr, East Stroudsburg, PA 18301
  • /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
  • /52

    $599,000

    • 6 Beds
    • 3.5 Baths
    • 2,352 Sq Ft

    297 Hyland Dr, East Stroudsburg, PA 18301

    Welcome to 297 Hyland Drive, East Stroudsburg, PA--a spacious six-bedroom, 3.5-bathroom home nestled in a desirable gated community in Penn Estate. Offering privacy, outstanding community amenities, and excellent investment potential, this property is ideal as a primary residence, vacation retreat, or short-term rental opportunity.Inside, you'll find a flexible floor plan featuring a spacious

    Joseph Salerno Iron Valley Real Estate - Mountainside

    297 Hyland Dr, East Stroudsburg, PA 18301
  • /30

    $409,000

    $5K PRICE DROP
    • 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
  • /33

    $368,000

    $12K 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
  • /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
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