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$365,000

Tucked away at the end of a quiet cul-de-sac, this impeccably maintained contemporary home sits on 1.51 private acres, offering the perfect blend of nature, privacy, and modern comfort. Built into a natural rock ledge, the property features a small private backyard trail, lush landscaping, and an expansive wraparound deck, creating a truly one-of-a-kind setting. Inside, you'll find 3 bedrooms, 2 full bathrooms, an open loft overlooking the main living area, and an updated kitchen with granite countertops, custom cabinetry with slide-out drawers, and stainless steel appliances. The finished lower level includes a spacious family room, extra storage, and oversized garage. Additional highlights include a ductless mini-split for heating and cooling, roof replaced in 2019, well pump replaced in 2021, low taxes, and a short-term rental-friendly community with very low HOA fees. A rare opportunity to own your own private retreat while remaining close to everything the Poconos has to offer.

3 Beds ⋅ 2 Baths

Tucked away at the end of a quiet cul-de-sac, this impeccably maintained contemporary home sits on 1.51 private acres, offering the perfect blend of nature, privacy, and modern comfort. Built into a natural rock ledge, the property features a small private backyard trail, lush landscaping, and an expansive wraparound deck, creating a truly one-of-a-kind setting. Inside, you'll find 3 bedrooms, 2 full bathrooms, an open loft overlooking the main living area, and an updated kitchen with granite countertops, custom cabinetry with slide-out drawers, and stainless steel appliances. The finished lower level includes a spacious family room, extra storage, and oversized garage. Additional highlights include a ductless mini-split for heating and cooling, roof replaced in 2019, well pump replaced in 2021, low taxes, and a short-term rental-friendly community with very low HOA fees. A rare opportunity to own your own private retreat while remaining close to everything the Poconos has to offer.

2522 Jonathan Ct, East Stroudsburg

Listing courtesy of RE/MAX Centre Realtors. Contact: 2153438200

$945,000

Set within the prestigious Estates at Great Bear, this exceptional Colonial estate offers nearly 7200 square feet of refined living space with 6 bedrooms and 6 Bathrooms, designed for both grand entertaining and everyday comfort. A dramatic two-story foyer with dual staircases and gleaming hardwood floors makes an unforgettable first impression. The main level showcases elegant formal and informal spaces, including a richly detailed dining room with chair rail and crown molding, a spacious chef's kitchen with light cabinetry, granite countertops, and a sunlit breakfast area, a game room, and a soaring two-story great room anchored by a striking brick fireplace. A gracious living room, private office or library, two powder rooms, and a well-placed laundry room complete the first floor. Upstairs, the expansive primary suite serves as a luxurious private retreat, featuring a double-sided fireplace, sophisticated crown molding, two generous walk-in closets, and a spa-like bath with a jetted tub, dual vanities, dual commodes, and a separate shower. Three additional en suite bedrooms provide comfort and privacy for family and guests alike. Additional highlights include a full unfinished basement, three-zone heating and cooling, a three-car garage, and a paver patio. The fully finished lower level expands the home's versatility with two bedrooms, a full bath, a gym, a wet bar, a game room, and expansive recreation space ideal for extended stays or multigenerational living. Outdoor living is equally impressive, with a built-in barbecue bar featuring a television, refrigerator, and sink, complemented by a pergola, an expansive patio, stone bench seating, and a beautifully crafted stone fire pit. Framed by mature landscaping and serene forest views, this remarkable residence offers a rare combination of privacy, elegance, and resort-style living within The Great Bear Golf Course community.

6 Beds ⋅ 6 Baths

Set within the prestigious Estates at Great Bear, this exceptional Colonial estate offers nearly 7200 square feet of refined living space with 6 bedrooms and 6 Bathrooms, designed for both grand entertaining and everyday comfort. A dramatic two-story foyer with dual staircases and gleaming hardwood floors makes an unforgettable first impression. The main level showcases elegant formal and informal spaces, including a richly detailed dining room with chair rail and crown molding, a spacious chef's kitchen with light cabinetry, granite countertops, and a sunlit breakfast area, a game room, and a soaring two-story great room anchored by a striking brick fireplace. A gracious living room, private office or library, two powder rooms, and a well-placed laundry room complete the first floor. Upstairs, the expansive primary suite serves as a luxurious private retreat, featuring a double-sided fireplace, sophisticated crown molding, two generous walk-in closets, and a spa-like bath with a jetted tub, dual vanities, dual commodes, and a separate shower. Three additional en suite bedrooms provide comfort and privacy for family and guests alike. Additional highlights include a full unfinished basement, three-zone heating and cooling, a three-car garage, and a paver patio. The fully finished lower level expands the home's versatility with two bedrooms, a full bath, a gym, a wet bar, a game room, and expansive recreation space ideal for extended stays or multigenerational living. Outdoor living is equally impressive, with a built-in barbecue bar featuring a television, refrigerator, and sink, complemented by a pergola, an expansive patio, stone bench seating, and a beautifully crafted stone fire pit. Framed by mature landscaping and serene forest views, this remarkable residence offers a rare combination of privacy, elegance, and resort-style living within The Great Bear Golf Course community.

258 Rising Meadow Way, East Stroudsburg

Listing courtesy of Iron Valley Real Estate-Mountainside. Contact: 5702431999

$409,000

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, creating a warm and welcoming atmosphere, with plenty of opportunity to personalize to your taste. Whether you’re searching for a full-time residence, weekend getaway, or investment property, this home offers exceptional potential. Penn Estates residents enjoy access to three community lakes, multiple swimming pools, basketball courts, tennis courts, a volleyball court, and a dog park, etc.. providing endless options for recreation and relaxation. The gated setting offers peace of mind while maintaining a strong sense of community. Conveniently located near shopping, dining, schools, and major roadways, with easy access to hiking, skiing, and all the outdoor attractions the Poconos are known for. Don’t miss the opportunity to own a home in one of East Stroudsburg’s most sought-after communities — schedule your private showing today!

4 Beds ⋅ 3 Baths

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, creating a warm and welcoming atmosphere, with plenty of opportunity to personalize to your taste. Whether you’re searching for a full-time residence, weekend getaway, or investment property, this home offers exceptional potential. Penn Estates residents enjoy access to three community lakes, multiple swimming pools, basketball courts, tennis courts, a volleyball court, and a dog park, etc.. providing endless options for recreation and relaxation. The gated setting offers peace of mind while maintaining a strong sense of community. Conveniently located near shopping, dining, schools, and major roadways, with easy access to hiking, skiing, and all the outdoor attractions the Poconos are known for. Don’t miss the opportunity to own a home in one of East Stroudsburg’s most sought-after communities — schedule your private showing today!

8226 Woodchuck Ct, East Stroudsburg

Listing courtesy of KW Empower. Contact: vicki@kwempower.com

$350,000

Nestled on a beautifully situated lot with breathtaking mountain views, this unique home offers space, charm, and versatility across three thoughtfully designed levels. From the moment you arrive, you’ll appreciate the serene setting and the rare opportunity to enjoy nature right from your doorstep. The first floor features two comfortable bedrooms, a convenient half bath, and a laundry area, along with a spacious family room perfect for everyday living or hosting guests. Upstairs on the second level, you’ll find the heart of the home—a stunning, oversized family room complete with a cozy fireplace, ideal for relaxing or entertaining. This level also includes a dining room, a beautifully remodeled kitchen, a full bath, and access to a large deck where you can take in the incredible mountain views off of the large family room. Off of the dining room you will find another very large deck. The third floor offers a private retreat with an extra-large bedroom and a generously sized bathroom, creating the perfect space for relaxation and privacy. With three decks throughout the home, you’ll have multiple places to unwind, entertain, and enjoy the peaceful surroundings. This property is truly a rare find, combining scenic beauty with functional living space. STR friendly and all furniture included nothing to do but move in!

2 Beds ⋅ 3 Baths

Nestled on a beautifully situated lot with breathtaking mountain views, this unique home offers space, charm, and versatility across three thoughtfully designed levels. From the moment you arrive, you’ll appreciate the serene setting and the rare opportunity to enjoy nature right from your doorstep. The first floor features two comfortable bedrooms, a convenient half bath, and a laundry area, along with a spacious family room perfect for everyday living or hosting guests. Upstairs on the second level, you’ll find the heart of the home—a stunning, oversized family room complete with a cozy fireplace, ideal for relaxing or entertaining. This level also includes a dining room, a beautifully remodeled kitchen, a full bath, and access to a large deck where you can take in the incredible mountain views off of the large family room. Off of the dining room you will find another very large deck. The third floor offers a private retreat with an extra-large bedroom and a generously sized bathroom, creating the perfect space for relaxation and privacy. With three decks throughout the home, you’ll have multiple places to unwind, entertain, and enjoy the peaceful surroundings. This property is truly a rare find, combining scenic beauty with functional living space. STR friendly and all furniture included nothing to do but move in!

207 Bunsen Ct, East Stroudsburg

Listing courtesy of Century 21 Keim Realtors. Contact: 6103950393

$654,900

Beautifully renovated lakefront home on a rare double lot in the sought-after Winona Lakes community. Fully updated in 2024, this property offers 4 bedrooms, 2 full bathrooms, a modern kitchen, dining area, and a bright living space perfect for relaxing or entertaining. The finished basement provides additional flexibility and can easily serve as a 5th bedroom, game room, or lounge area. Enjoy year-round relaxation in the sunroom with hot tub, plus a custom Finland-made spa for a true retreat experience. Step outside to a beautifully designed outdoor living area with a built-in fireplace overlooking the lake, creating the perfect setting for gatherings or peaceful evenings by the water. With direct lake access, you can kayak, boat, and fish right from your own backyard. Currently operating as a successful short-term rental generating approximately $98,000 in 2025 income, making it ideal as a primary home, vacation getaway, or income-producing investment. Conveniently located near skiing at Shawnee Mountain Ski Area and the scenic trails and waterfalls of Bushkill Falls.

4 Beds ⋅ 2 Baths

Beautifully renovated lakefront home on a rare double lot in the sought-after Winona Lakes community. Fully updated in 2024, this property offers 4 bedrooms, 2 full bathrooms, a modern kitchen, dining area, and a bright living space perfect for relaxing or entertaining. The finished basement provides additional flexibility and can easily serve as a 5th bedroom, game room, or lounge area. Enjoy year-round relaxation in the sunroom with hot tub, plus a custom Finland-made spa for a true retreat experience. Step outside to a beautifully designed outdoor living area with a built-in fireplace overlooking the lake, creating the perfect setting for gatherings or peaceful evenings by the water. With direct lake access, you can kayak, boat, and fish right from your own backyard. Currently operating as a successful short-term rental generating approximately $98,000 in 2025 income, making it ideal as a primary home, vacation getaway, or income-producing investment. Conveniently located near skiing at Shawnee Mountain Ski Area and the scenic trails and waterfalls of Bushkill Falls.

2044 Big Winona Rd, East Stroudsburg

Listing courtesy of Tesla Realty Group, LLC. Contact: 8448375274