East Stroudsburg Real Estate

Welcome to East Stroudsburg, a charming town nestled in the heart of Monroe County, Pennsylvania. Known for its picturesque landscapes, friendly community, and convenient location, East Stroudsburg offers the perfect blend of small-town charm and modern amenities.

One of the highlights of living in East Stroudsburg is its proximity to nature. The town is surrounded by stunning natural beauty, with the Delaware Water Gap National Recreation Area just a stone's throw away. Residents can enjoy hiking, biking, fishing, and camping in this outdoor paradise.

East Stroudsburg also boasts a vibrant downtown area, filled with unique shops, delicious restaurants, and cultural attractions. Whether you're looking for a cozy cafe to relax in or a trendy boutique to explore, you'll find plenty of options in town.

Families are drawn to East Stroudsburg for its excellent schools and safe neighborhoods. The town has a strong sense of community, with local events and festivals bringing residents together throughout the year.

With its convenient location near major highways and public transportation, East Stroudsburg offers easy access to larger cities like New York City and Philadelphia. Whether you're commuting for work or heading out for a weekend getaway, you'll appreciate the town's central location.

Come discover all that East Stroudsburg has to offer – from its natural beauty to its welcoming community, this town has something for everyone.

Newest Listings in East Stroudsburg

$590,000

4 Beds ⋅ 3 Baths ⋅ PM-145914 MLS

Investor opportunity in Penn Estates, showings start Sunday Oct 25! 3156 Greenbriar Drive is a renovated 4-bedroom, 2.5-bath active STR in turnkey condition. Offers 3,450 finished square feet, including an expansive finished lower level configured for games and entertainment. One of the few Pocono STR communities that has both Public Water and Public Sewer. Currently on AirBnB as Deer Meadow Lodge, this active vacation rental is a Guest Favorite with a 4.96 rating from 48 reviews, demonstrating established guest appeal. Walk to the community center with pool in the summer, dog park, sports courts. Midway between Shawnee and Camelback for winter ski rentals, not far from Great Wolf Lodge for another indoor waterpark. The home accommodates up to 10 guests and features a hot tub, fire pit, covered and open decks, outdoor dining area, jungle gym and wooded 0.37-acre setting. Inside, find a modern kitchen with stainless steel appliances, island and farmhouse sink; two comfortable living areas; central air; four second-floor bedrooms; a private primary suite; and a large game room fully equipped. An appealing choice for an investor seeking an established STR operation, a second home or a spacious full-time residence. Ready to for a quick sale, still in time for the yearend 'STR Loophole' tax break

3156 Greenbriar Dr, East Stroudsburg

$249,800

3 Beds ⋅ 1 Baths ⋅ PM-145906 MLS

YOUR PERFECT POCONO MOUNTAIN ESCAPE AWAITS! Tucked away at the end of a peaceful cul-de-sac on 1.9 private acres spanning three lots, this charming mountain retreat offers the ultimate combination of privacy, natural beauty, and year-round adventure! Imagine stepping out your back door, crossing the community's preserved open space, and entering over 2,000 acres of protected state forest, perfect for hiking, hunting, and exploring the great outdoors! This inviting 3-bedroom cabin features soaring vaulted ceilings, skylights that fill the home with natural light, a modern kitchen, and a beautifully remodeled bathroom. Relax on the welcoming covered front porch that wraps around the home, offering peaceful wooded views and the perfect setting for morning coffee or unwinding after a day of adventure. Outside, the level, spacious yard is an outdoor enthusiast's dream! Gather with family and friends beneath the large picnic pavilion with a durable metal roof, enjoy evenings around the firepit, or simply relax beside the charming reflecting pond thoughtfully created by the owner. A convenient side-entry walk-in crawl space provides abundant storage for all your outdoor gear and seasonal equipment. LOCATION, LOCATION, LOCATION! Just minutes from Otter Lake for kayaking and water activities, Shawnee Mountain Ski Area for winter fun, the spectacular Delaware Water Gap National Recreation Area and Delaware River for rafting and fishing, or enjoy a day on the links on several close, beautiful golf courses. Whether you're searching for the perfect hunting lodge, weekend ski retreat, summer getaway, or peaceful mountain escape, this property delivers the Pocono lifestyle you've been dreaming of! THREE LOTS, 1.9 ACRES, END-OF-CUL-DE-SAC PRIVACY, AND STATE FOREST ACCESS--A RARE COMBINATION! Come experience the breathtaking Pocono fall foliage and discover your own private mountain paradise. Call to schedule your showing today!

3861 Lumberjack Dr, East Stroudsburg

$549,000

4 Beds ⋅ 4 Baths ⋅ PM-145899 MLS

SPACIOUS POCONO DREAM HOME - BLUE MOUNTAIN LAKE ESTATES. Room to live, relax, and entertain! This impressive three-level Center Hall Colonial offers 4-5 bedrooms, 3.5 baths, and over 5,600 square feet of finished living space. Beautiful hardwood floors and tile add warmth and style throughout. Step outside to your own private backyard oasis featuring a level low-maintenance yard, Trex deck, paver patio, outdoor kitchen, and firepit--perfect for hosting gatherings or enjoying peaceful evenings at home. The open-concept main level showcases a dramatic floor-to-ceiling stone propane fireplace, a spacious living room, and a kitchen with a breakfast nook. A formal dining room, expansive family room, private office with French doors, and convenient laundry room leading to an oversized two-car garage complete the first floor. Upstairs, retreat to the enormous primary suite featuring a separate den with a cozy propane fireplace and a luxurious en-suite bath with a corner soaking tub, separate shower, and dual vanities. Three additional spacious bedrooms and a full bath provide plenty of room for family and guests. The finished lower level takes entertaining to another level with a fitness area, game room, entertainment space with rough plumbing for a bar, and a potential theater room partially wired for surround sound. An additional bonus room offers flexible space for guests, hobbies, or a potential fifth bedroom. Enjoy the lifestyle of Blue Mountain Lake Estates, with community amenities including two swimming pools, playgrounds, tennis courts, a natural lake, clubhouse, and scenic nature trails. The corner lot offers passive solar heat from all angles of the house with access to a nearby fire hydrant for safety and home insurance savings. Recent upgrades include brand new ductless units in living room and primary bedroom, and an almost new water heater. Conveniently located approximately 90 miles from both NYC and Philadelphia, with nearby skiing, shopping, hospitals

2493 Horseshoe Dr, East Stroudsburg

$259,000

3 Beds ⋅ 1 Baths ⋅ PM-145897 MLS

Do Not Wait to See This Charming 3-Bedroom Ranch Tucked Away on a Beautiful Wooded Lot at the End of a Quiet Cul-De-Sac! Offering incredible privacy, easy one-level living and an awesome indoor-outdoor setup, this move-in-ready home is the perfect Pocono escape. Set among towering trees in a low-dues community just a short distance from the lake, the setting alone makes this property special. Step inside to a bright, open living space featuring vaulted ceilings, updated flooring and a gorgeous stone fireplace. The kitchen opens to a spacious dining area, creating an easy flow for everyday living and entertaining. The real showstopper is the HUGE enclosed porch featuring walls of windows that allow you to enjoy the beauty of the outdoors all year long! Whether watching the leaves change, enjoying a summer rainstorm or taking in a peaceful snowfall, this space brings the best of the Poconos right to your doorstep. Step outside onto the oversized deck for grilling, outdoor dining and relaxing among the trees. A mini-split system provides efficient heating and cooling. All of this within easy reach of Bushkill Falls, Shawnee Mountain Ski Area, the Delaware Water Gap National Recreation Area and shopping and dining in East Stroudsburg. Whether you're looking for a full-time home or weekend getaway, this property offers the privacy, charm and mountain lifestyle you've been searching for! Do Not Delay - Call to Schedule Your Private Tour Today!

314 Indian Way, East Stroudsburg

$389,000

4 Beds ⋅ 2 Baths ⋅ PM-145891 MLS

Tree house Experience with all amenities & luxuries the Poconos can offer in minutes, right on the most QUIET Cul-De-Sac! This beautiful Property is located in the Amenity filled Penn Estates community, that is STR friendly and within 90 miles to NYC and only 20 minutes from the NJ Border. This property has been very well cared for and it SHOWS! 4 Great Sized bedrooms, 2 full, renovated Bathrooms, and a Kitchen that is perfectly constructed for hosting and gathering with friends and family with ALL STAINLESS STEAL APPLIANCES. The Dining room is truly a wonderful highlight, surrounded by trees, creating the feeling of tree house living! The Living room Features Vaulted Ceilings & A WOOD Burning Fireplace to cozy up around making it the PERFECT Mountain home! This location is ideal, because not only it's quiet, and although it's located on .59 Acres you are neighboring wooded acres that give you endless sight of bliss in the woods & privacy. This is a fully furnished home that is turn key ready for the new owners. NEW Roof in 2022 and New Water Heater in 2024. The Basement has a Separate walk in/out entrance (but also access within the main home) & can be used to create Additional living potential as it is currently unfinished. There is definitely room to grow even more! Whether you want to live full time, Or even use it as an investment property this could be a great opportunity to take advantage of!

259 Sandlewood Dr, East Stroudsburg

$309,900

3 Beds ⋅ 2 Baths ⋅ PM-145878 MLS

Do Not Wait to See This Completely Remodeled 3 Bed, 2 Bath Home in Monroe Lakes! Tucked into a wooded Pocono setting in East Stroudsburg, this move-in-ready home has been extensively refreshed inside and out with a clean modern look and a surprisingly spacious layout. Step inside to new flooring, fresh paint and recessed lighting throughout. The beautifully updated kitchen features granite countertops, subway tile backsplash, new cabinetry and stainless steel appliances, opening to a dedicated dining area. A spacious living room is anchored by a wood-burning stove with dramatic stone surround, creating the perfect spot to relax after a day exploring the Poconos. Both full bathrooms have been completely redone with stylish tile showers, modern fixtures and sleek finishes. The main level offers an additional large room ideal for a bedroom, office or second living space, while upstairs you'll find a spacious primary bedroom, bonus room and awesome additional bedroom highlighted by a unique arched window. Outside, enjoy a huge deck and wooded surroundings. Located in Monroe Lakes with convenient access to Route 209, shopping and dining in East Stroudsburg, Bushkill Falls and the Delaware Water Gap National Recreation Area. With major renovations already completed, all that's left is to move in and enjoy. Do Not Wait To Make This Turn-Key Pocono Home Yours!

348 Carnation Rd, East Stroudsburg

$275,000

3 Beds ⋅ 2 Baths ⋅ PM-145871 MLS

Welcome to 1301 Sierra Trail, where space, comfort, and outdoor living come together! Situated on a beautiful 1-acre lot with NO HOA, this inviting 3-bedroom, 2-bathroom split-level home offers an open-concept layout perfect for everyday living and entertaining. Step outside to your own backyard retreat featuring a swimming pool and spacious two-level deck, ideal for summer gatherings, relaxing afternoons, and making lasting memories with family and friends. The full basement provides additional space with endless possibilities for storage, hobbies, or future use. With a generous acre of land, there's plenty of room to enjoy the outdoors, garden, and embrace a more relaxed lifestyle. The property currently accommodates chickens, offering a glimpse into the possibilities of country-style living. Enjoy the freedom of no HOA restrictions while still having the comforts of home. Don't miss your opportunity to make this wonderful property your own!

1301 Sierra Trails Dr, East Stroudsburg

$350,000

3 Beds ⋅ 2 Baths ⋅ PM-145870 MLS

Located at the end of a QUIET CUL-DE-SAC on 1.51 PRIVATE ACRES, this impeccably maintained contemporary home offers the perfect blend of privacy, nature, and modern comfort, with a NEWER ROOF for added peace of mind. Built into a natural rock ledge, this truly unique property features a private backyard trail, beautiful landscaping, and an EXPANSIVE WRAPAROUND DECK perfect for enjoying the surrounding Pocono setting. Inside, you'll find 3 bedrooms, 2 full bathrooms, an open loft overlooking the main living area, and an updated kitchen featuring granite countertops, custom cabinetry with convenient slide-out drawers, and stainless steel appliances. The FINISHED BASEMENT provides even more living space with a spacious family room, additional storage, and access to the oversized garage. Additional highlights include ductless mini-split heating and cooling, a well pump replaced in 2021, LOW TAXES, and VERY LOW HOA FEES in a SHORT-TERM RENTAL-FRIENDLY COMMUNITY. Whether you're looking for a full-time residence, Pocono getaway, or investment opportunity, this one-of-a-kind property offers the privacy and setting you've been searching for while keeping you close to everything the Poconos has to offer.

2522 Jonathan Ct, East Stroudsburg

$649,000

4 Beds ⋅ 3 Baths ⋅ PM-145869 MLS

**125 Estate Drive | Canterbury Estates | East Stroudsburg, PA** **YOUR OWN BACKYARD PARADISE!** Enjoy summer days by your private in-ground swimming pool, relaxing evenings in the hot tub, and entertaining family and friends on the expansive deck! Welcome to this beautiful 4-bedroom, 2.5-bath Colonial nestled in the desirable Canterbury Estates community. Surrounded by mature landscaping and offering wonderful curb appeal, this spacious home is designed for both comfortable everyday living and entertaining. Inside, you'll find a beautifully updated kitchen featuring white cabinetry, stainless steel appliances, stylish tile backsplash, generous counter space, and a breakfast bar overlooking the dining area. The partially finished basement offers additional flexible living space, perfect for a recreation room, home office, or entertainment area. Outside, the impressive backyard retreat is the true highlight, complete with an in-ground pool, hot tub, spacious decking, and plenty of room to enjoy the outdoors. those needing extra storage will appreciate the 2-car attached garage PLUS a separate 1-car detached garage!** Additional features include a paved driveway, storage shed, and beautifully landscaped grounds. Conveniently located near shopping, dining, outdoor recreation, and major commuter routes. **Your own private oasis awaits in Canterbury Estates!**

125 Estate Dr, East Stroudsburg

$498,450

5 Beds ⋅ 3 Baths ⋅ PM-145865 MLS

Updated five-bedroom, three-bath contemporary with an attached two-car garage in gated Penn Estates. Vaulted living space, generous windows and an open loft create an inviting retreat. The updated kitchen features white cabinetry and stainless-steel appliances beside the dining area. Two bedrooms and a full bath occupy the main level; the primary bedroom, full bath and loft are upstairs. The finished lower level offers a spacious family room, two bedrooms and another full bath. The two lower bedrooms received township final approval in September 2025. Enjoy a wooded setting, deck and screened porch, plus community lakes, pools and recreation amenities. Ideal as a primary residence or vacation retreat. Short-term rental use is subject to township and association requirements and approvals.

334 Somerset Dr, East Stroudsburg

$375,000

3 Beds ⋅ 2 Baths ⋅ PM-145851 MLS

Fully renovated 3-bedroom, 2-bath home on over half an acre! Features a large deck, spacious storage shed, and enclosed sunroom ideal for a playroom, library, or home office. Conveniently located near Poconos shopping, dining, and attractions, with a nearby school bus stop for pickup and drop-off.

5062 Pine Ridge Rd N, East Stroudsburg

$165,000

PM-145793 MLS

The Pinnacle of Pocono Luxury - Lot 204 Great Bear Way Road, East Stroudsburg, PA 18302 Build your legacy on the crown jewel of The Estates at Great Bear. This premium 0.81-acre parcel offers a rare combination of ultimate privacy, sports luxury, and a seamless head start on construction. Positioned with commanding topography, this spectacular lot directly overlooks the 6th hole of the Jack Nicklaus Signature Golf Course--renowned as the only public Nicklaus design in the entire Pocono Mountains region. Lot 204 stands completely apart as one of the few properties in the development featuring an existing inground pool, creating an instant private backyard resort. Skip the multi-year zoning and design headaches: your purchase includes fully approved township blueprints and paid permits for an estate spanning over 5,000 sq. ft. of luxury living, featuring 5 spacious bedrooms and 3.5 bathrooms in a timeless Custom French Provincial style. The lot boasts a solid, sound foundation and is completely builder-ready with direct electric and gas hookups already at the site. Located within a premier community, residents enjoy 24/7 gated security, access to a 17,000 sq. ft. clubhouse, Jack's Pub, and pristine tennis facilities. You are minutes from the Delaware Water Gap, Shawnee Mountain skiing, and upscale shopping, all while remaining an easy 75-minute commute to Manhattan. This is a turnkey luxury land package. Bring your builder and immediately begin constructing your dream estate on the Poconos' most exclusive fairway.

204 Great Bear Way Rd, East Stroudsburg

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The data relating to real estate for sale on this web site includes listings held by MLS-IDX Participants of the Internet Data Exchange program of the Multiple Listing Service of the Pocono Mountains Association of Realtors. Listings marked with the Internet Data Exchange logo are not necessarily the listings of the owner of this web site. All listing data is the copyrighted property of the aforesaid Association and its MLS-IDX Participants with all rights reserved. The information contained herein is believed to be accurate, but no warranty as such is expressed or implied.

East Stroudsburg Real Estate

Newest Listings in East Stroudsburg

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