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

$369,900

3 Beds ⋅ 3 Baths ⋅ PM-144612 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

$339,900

3 Beds ⋅ 2 Baths ⋅ PM-143861 MLS

Tucked into a peaceful wooded setting in the Leisure Lands community, 3178 Leisure Lands Road delivers the classic Pocono chalet experience with the space and updates to enjoy it year-round. This 3-bedroom, 2-bath A-frame offers 2,074 sq. ft. across three thoughtfully laid-out levels on a private, wooded .79-acre double lot. Inside, soaring ceilings, skylights and an open floor plan bring in natural light, while a stone fireplace anchors the living space with classic mountain-retreat character. The kitchen features stone countertops, an island and room to gather. The primary suite takes the entire top floor with a walk-in closet and private bath; two more bedrooms sit on the main level. The walk-out lower level adds a spacious 22x24 recreation room with a bar and wood stove, plus a bonus office/flex space and the laundry -- ideal for a home gym, playroom or work-from-home setup. Stay comfortable through the seasons: a wood stove and fireplace take care of cooler nights, while ceiling fans, window units and the shade of mature trees over the deck and firepit keep things cool and easy in summer. Recent upgrades add real peace of mind -- a Kohler 20RCA whole-home standby generator (installed 2026), a new sediment filter, updated light fixtures, and Blue Ridge 2-gig internet for seamless remote work and streaming. Buyer to verify all information with Middle Smithfield Township.

3178 Leisure Lands Rd, East Stroudsburg

$229,000

3 Beds ⋅ 2 Baths ⋅ PM-142688 MLS

Escape to the Poconos and make this charming chalet your own! Tucked into a peaceful wooded setting, this 3-bedroom, 2-bath home offers the perfect blend of comfort, recreation, and versatility. Whether you're searching for a year-round home, weekend retreat, or income-producing getaway, this property is ready to enjoy. The main level features a bright, open-concept living space with vaulted ceilings, a wood-burning fireplace, dining area, and kitchen with breakfast bar. Large glass doors lead to an expansive deck overlooking the wooded surroundings, creating the perfect spot for morning coffee, outdoor dining, or relaxing after a day of Pocono adventures. Two bedrooms and an updated full bath complete this level. Downstairs, a spacious recreation room with a cozy wood stove provides plenty of room to gather, play, or unwind. A flexible additional room can be used as a third bedroom, office, or hobby space, while the laundry area and half bath add convenience. Additional highlights include a 2017 roof, Nest smart thermostats, wall A/C, electric baseboard heat, front patio, firewood storage, generator hookup, EV charging station, and horseshoe driveway with ample parking. Enjoy community amenities including a clubhouse and indoor and outdoor pools, all just minutes from skiing, hiking, lakes, dining, shopping, festivals, and year-round Pocono attractions. A great opportunity to own your own piece of the Poconos and start enjoying the getaway you've been waiting for!

5110 Yukon Dr, East Stroudsburg

$229,000

3 Beds ⋅ 2 Baths ⋅ 779980 MLS

5110 Yukon Dr, East Stroudsburg

$264,900

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

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