East Stroudsburg Homes with Chalet Style

Welcome to East Stroudsburg, a charming city nestled in the heart of Monroe County, Pennsylvania. Known for its scenic beauty and vibrant community, East Stroudsburg offers a perfect blend of small-town charm and modern amenities.

One of the unique features of the real estate landscape in East Stroudsburg is the prevalence of homes with chalet style architecture. These homes are characterized by their cozy and rustic design, featuring steeply pitched roofs, large windows, and exposed wooden beams. Living in a chalet-style home in East Stroudsburg allows residents to enjoy the beauty of the surrounding nature while still being close to all the conveniences of city life.

Whether you are looking for a weekend getaway or a permanent residence, East Stroudsburg has something to offer for everyone. From outdoor enthusiasts to foodies and art lovers, this city has a diverse range of activities and attractions to explore. With easy access to hiking trails, ski resorts, and charming downtown shops and restaurants, East Stroudsburg truly has something for everyone.

If you are considering making East Stroudsburg your home, let us help you find the perfect property to suit your needs. Contact us today to learn more about the homes with chalet style architecture and other real estate opportunities in this beautiful city.

Newest East Stroudsburg Homes with Chalet Style

$424,900

5 Beds ⋅ 3 Baths ⋅ PM-143305 MLS

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! This three-level contemporary offers all above-grade living and backs onto community green space linking to hundreds of acres of Nature Conservancy land. Located in highly sought-after Penn Estates, an amenity-filled community with access to multiple lakes, a beach area, pool, dog park, and so much more.Every room has brand-new flooring, and each level has its own full bathroom. The modern kitchen features natural-granite countertops, subway-tile backsplash, soft-close cabinets, and stainless appliances, complemented by all-new windows and doors throughout. Vaulted ceilings set the tone, while sliding doors open to a screened porch. The main level has an open living area, the new kitchen, a full bath, and two bedrooms. Upstairs: two bedrooms, including a primary with exposed beams and full en-suite. Downstairs: a fifth bedroom plus a full-size family room with a stone chimney in place - ready for a wood or pellet stove - and sliding doors that walk out to the yard, alongside laundry with hookup. This is a rare opportunity to purchase a FULLY-PERMITTED, FIVE BEDROOM home with BACKYARD POTENTIAL in a sought-after STR-Friendly location. Opportunities At This Price Point Are Rare--Do Not Delay--Call to Find Out More Today!

148 Sandlewood Dr, East Stroudsburg

$250,000

3 Beds ⋅ 2 Baths ⋅ PM-142688 MLS

Whether you're looking for a full-time residence, weekend getaway, or investment property, this charming 3-bedroom, 2-bath chalet is the perfect fit! Nestled in a peaceful wooded setting, this home offers the ideal Pocono retreat. The lower level features a spacious recreation room with a cozy wood stove, utility closet, laundry/bath, and a flexible room that can serve as a third bedroom, office, or hobby space. Upstairs, you'll love the vaulted ceilings and open-concept layout featuring a kitchen with a breakfast bar, dining area, and inviting living room with a wood-burning fireplace. Step onto the large deck from the living or dining area and enjoy views overlooking the front yard and surrounding woods. Two bedrooms and an updated full bath complete the upper level. Additional highlights include a new roof (2017), Nest smart thermostats, a wall A/C unit in the upstairs living room, electric baseboard heat, front patio, lean-to for firewood storage, power inlet for generator hookup and EV charging station, and a horseshoe driveway with plenty of parking for family and guests. Located in an amenity-filled community with a clubhouse, indoor and outdoor pools, and just minutes from the Pocono Mountains' year-round attractions, festivals, skiing, hiking, lakes, shopping, and dining, this home offers endless possibilities for living, vacationing, or generating rental income.

5110 Yukon Dr, East Stroudsburg

$250,000

3 Beds ⋅ 2 Baths ⋅ 779980 MLS

Whether you're looking for a full-time residence, weekend getaway, or investment property, this charming 3-bedroom, 2 bath chalet is the perfect fit! Nestled in a peaceful wooded setting, this home offers the ideal Pocono retreat. The lower level features a spacious recreation room with a cozy wood stove, utility closet, laundry/half bath, and a flexible room that can serve as a third bedroom, office, or hobby space. Upstairs, you'll love the vaulted ceilings and open-concept layout featuring a kitchen with a breakfast bar, dining area, and inviting living room with a wood-burning fireplace. Step onto the large deck from the living or dining area and enjoy views overlooking the front yard and surrounding woods. Two bedrooms and an updated full bath complete the upper level. Additional highlights include a new roof (2017), Nest smart thermostats, a wall A/C unit in the upstairs living room, electric baseboard heat, front patio, lean-to for firewood storage, power inlet for generator hookup and EV charging station, and a horseshoe driveway with plenty of parking for family and guests. Located in an amenity-filled community with a clubhouse, indoor and outdoor pools, and just minutes from the Pocono Mountains' year-round attractions, festivals, skiing, hiking, lakes, shopping, and dining, this home offers endless possibilities for living, vacationing, or generating rental income.

5110 Yukon Dr, East Stroudsburg

$269,900

3 Beds ⋅ 2 Baths ⋅ PM-142030 MLS

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, Camelback, Kalahari, Shawnee, The Outlets, & other popular Pocono attractions. Inside, the inviting Living Room features soaring vaulted ceilings & a BEAUTIFUL stone-faced wood-burning fireplace. The Dining Room flows into the Kitchen w/ plenty of cabinet & counter space, plus access to the laundry room. The main level includes a bedroom & full bath, while upstairs offers a VERSATILE LOFT, ideal home office, reading nook, game area, or additional sleeping space, 2 additional bds, & another full bath. RECENT UPDATES include a freshly painted deck, new gutters, cleared front landscaping, a newer roof, hot water heater, dishwasher, remote garage door opener, updated paint, & newer kitchen appliances. Complete w/ PUBLIC water & sewer, a 1-car garage, & a quiet setting, this home is perfect as a primary residence, vacation getaway, or investment opportunity.

2059 Candlewood Dr, East Stroudsburg

$347,250

3 Beds ⋅ 2 Baths ⋅ PM-140891 MLS

*** TO BE BUILT*** If YOU are looking for that perfectly private POCONO RETREAT WITH A LAKE VIEW, you have FOUND IT! This is a TO BE BUILT, brand new, chalet style home. Peace of mind with all new mechanicals and finishes of YOUR choice! With central heating and air conditioning you will be comfortable in YOUR new home all year long. Kitchen includes all soft close doors and drawers and stainless appliances.

1-2-3 Lake Shore Dr E, East Stroudsburg

$373,000

3 Beds ⋅ 3 Baths ⋅ PM-140778 MLS

Do Not Wait to See This Fully Remodeled Modified A-Frame Retreat Tucked Away on a Private, Wooded Lot in Wilderness Acres! Blending modern upgrades with classic mountain character, this home delivers the perfect balance of style, comfort, and setting. Set back from the road with a long driveway and surrounded by trees, the property offers a peaceful, secluded feel from the moment you arrive. Inside, the dramatic open-concept main living space is highlighted by soaring vaulted ceilings, exposed beams, and rich wood finishes that create warmth and charm throughout. A wood-burning stove anchors the room, making it the perfect place to unwind. The completely updated kitchen features sleek cabinetry, modern appliances, and clean lines, flowing seamlessly into the dining and living areas. Sliding doors lead to a spacious front deck, ideal for relaxing, entertaining, or enjoying the natural surroundings. The main level offers multiple bedrooms and updated bathrooms, while the upper-level loft-style primary suite creates a comfortable and private retreat. Efficient mini-split systems provide heating and cooling year-round. Located just minutes from Route 80, Shawnee Mountain, the Delaware Water Gap, and endless outdoor recreation including hiking, skiing, and river activities, this home is perfectly positioned for both convenience and lifestyle. Move-in ready and thoughtfully updated, this is a standout Pocono property you won't want to miss.

3257 Trafalgar Ave, East Stroudsburg

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