21

Penn Estates, PA Homes for Sale under $500,000

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  • /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

    Agent Photo

    Xander Weidenbaum

    Redstone Run Realty, LLC - Stroudsburg

    221 Somerset Dr, East Stroudsburg, PA 18301
  • /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

    Agent Photo

    Lisa Sanderson

    Keller Williams Real Estate - Stroudsburg

    6228 Willowicke Terrace, East Stroudsburg, PA 18301
  • /27

    $299,000

    • 3 Beds
    • 3 Baths
    • 2,184 Sq Ft

    1409 Melrose Terrace, East Stroudsburg, PA 18301

    Do Not Wait to See This Value-Add Opportunity on Flat Usable Property in Sought-After, STR-Friendly Penn Estates! Located on a quiet no-outlet drive with three community lakes and just moments to the New Jersey border, Camelback Mountain Resort, Mt Airy Casino and all the major Pocono attractions, this 3+ bedroom home is a must-see at this price. Enter into mid level off huge deck and ideally

    Agent Photo

    Xander Weidenbaum

    Redstone Run Realty, LLC - Stroudsburg

    1409 Melrose Terrace, 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
  • /39

    $335,000

    $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,063 Sq Ft

    114 Hyland Dr, East Stroudsburg, PA 18301

    Welcome to 114 Hyland Drive, a contemporary mountain retreat tucked among the trees in the desirable Penn Estates community. This spacious 4-bedroom, 3-bath home features soaring cathedral ceilings, abundant natural light, an open loft, and a flexible layout ideal for full-time living, a vacation getaway, or a short-term rental investment. Recent updates include a Mitsubishi Hyper-Heat heating

    Daniel Demers Sell Your Home Services

    114 Hyland Dr, East Stroudsburg, PA 18301
  • /63

    $329,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    2110 Lansdale Dr, East Stroudsburg, PA 18301

    Beautifully maintained 3 bedroom, 2.5 bath Cape Cod located in a gated, amenity-filled community just a short walk to the lake, pool, clubhouse, and tennis courts. This well cared for home features an open living and dining area, modern kitchen with granite countertops, center island, and plenty of cabinet space. Spacious primary bedroom offers double closets and a private bath. The fully

    Keith Torregrossa RE/MAX of the Poconos

    2110 Lansdale Dr, East Stroudsburg, PA 18301
  • /23

    $249,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    4125 Sycamore Ln, East Stroudsburg, PA 18301

    Relax on your deck and enjoy the changing of the seasons in the Poconos. Contemporary 3 bedroom home with a lovely backyard. perfect for relaxing and entertaining family and guest. Wrap around deck and screened in porch. Brand new mini-split system. This house is in the Stroud Township portion of Penn Estates. Close to the gate for commuters. This gated community hosts 24 hour security, lakes,

    David Coulter Keller Williams Real Estate - Stroudsburg

    4125 Sycamore Ln, 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
  • /42

    $419,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    259 Sandlewood Dr, East Stroudsburg, PA 18301

    Your treetop retreat in Penn Estates is ready for its next chapter--set in one of only two communities that allow short-term rentals, in Stroud Township, making this an exceptional opportunity for both lifestyle buyers and savvy investors.Tucked against the greenbelt and acres of wooded land, this 4-bedroom home delivers the privacy everyone craves, with the upgrades today's buyers want. The

    Matteo Adragna ERA One Source Realty

    259 Sandlewood 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
  • /22

    $435,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,531 Sq Ft

    Lot 19 Somerset Dr, East Stroudsburg, PA 18301

    TO BE BUILT - Customize Your Dream Home!Don't miss this opportunity to live in a brand-new 3-bedroom, 2.5-bath home designed for modern living. This thoughtfully crafted floor plan features an open-concept main level with a spacious living room, dining area, and kitchen that seamlessly flow together, creating the perfect space for entertaining and everyday living.The gourmet kitchen

    Robert Brown RGB Real Estate LLC

    Lot 19 Somerset Dr, East Stroudsburg, PA 18301
  • /49

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 2,366 Sq Ft

    7115 Oakland Terrace, East Stroudsburg, PA 18301

    Located on a cul-de-sac in the gated Penn Estates community, this well-maintained 3-bedroom, 2.5-bath Colonial offers 2300 square feet of living space with hardwood floors throughout, a finished basement, a back up generator, and a metal roof offering durability and lasting value. A covered front porch opens to the foyer, where the main level offers multiple living spaces, including a family room

    Jhantteil Lopez Keller Williams Real Estate - Stroudsburg

    7115 Oakland Terrace, 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

    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. Enjoy mornings or evenings on your

    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
  • /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
  • /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 Wilkins & Associates Real Estate Inc. - Stroudsburg

    3420 Crestwood Dr, East Stroudsburg, PA 18301
  • /47

    $424,900

    • 3 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
  • /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
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