Penn Estates Real Estate

Welcome to Penn Estates, a picturesque subdivision nestled in the heart of East Stroudsburg, Pennsylvania, within scenic Monroe County. This charming community is perfectly positioned to offer both tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Penn Estates boasts a variety of beautifully designed homes, each thoughtfully crafted to blend seamlessly with the natural beauty of the surrounding landscape. Residents here enjoy spacious lots, mature trees, and well-maintained common areas that create a warm and inviting atmosphere. The subdivision is known for its friendly neighbors and strong sense of community, making it easy to feel at home from the moment you arrive.

One of the standout features of Penn Estates is its abundance of amenities. Residents have access to a private clubhouse, swimming pool, and various recreational facilities, perfect for enjoying the outdoors and staying active. The community is also surrounded by stunning natural beauty, with nearby hiking trails, parks, and the picturesque Delaware Water Gap National Recreation Area just a short drive away.

Conveniently located, Penn Estates offers easy access to major highways, making commuting to nearby cities such as Stroudsburg, Bethlehem, and Allentown a breeze. Local shopping, dining, and entertainment options are just minutes away, providing residents with everything they need within reach.

Whether you're looking for a peaceful retreat or an active lifestyle, Penn Estates in East Stroudsburg is a hidden gem that promises a fulfilling and vibrant community life. Come explore the possibilities and discover your dream home in this enchanting neighborhood!

Newest Listings in Penn Estates

$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

Listing provided by HomeSmart Realty Advisors

$439,900

4 Beds ⋅ 3 Baths ⋅ PM-143266 MLS

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 endless possibilities for a game room or entertainment lounge, while the spacious deck and level backyard provide the perfect canvas for sought-after amenities like a hot tub, fire pit, or outdoor gathering space. Nestled within the gated Penn Estates community, owners and guests enjoy access to pools, lakes, sports courts, playgrounds, and more--making this an outstanding opportunity to own a high-performing vacation rental in one of the Poconos' most desirable destinations.

3120 Greenbriar Dr, East Stroudsburg

Listing provided by VRA Realty

$325,000

3 Beds ⋅ 2 Baths ⋅ PM-143234 MLS

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 and comfortable gathering space. The updated kitchen offers white cabinetry, granite countertops, stainless steel appliances, tile flooring, and plenty of storage. It opens to the dining area and three-season room, extending the living space and providing a peaceful place to relax while enjoying the wooded surroundings. A split-bedroom floor plan provides privacy for the primary suite, which includes a walk-in closet and updated private bath. Two additional bedrooms and a renovated hall bath are located on the opposite side of the home. Main-level laundry adds everyday convenience. Additional improvements include laminate flooring, an approximately six-year-old roof, an encapsulated crawlspace, a finished storage attic, and an attached one-car garage. The home is situated on a wooded lot with public water and public sewer and has been thoughtfully maintained for its next owner. Penn Estates residents & guests enjoy lakes, swimming pools, newly renovated sports courts, playgrounds, a clubhouse, fitness center, and 24-hour gated security. Convenient to Route 80, shopping, dining, medical facilities, skiing, golf, hiking, and Pocono Mountain attractions. A strong option for a primary residence, vacation home, or investment property. Buyers should independently verify current community and municipal rental requirements.

6228 Willowicke Ter, East Stroudsburg

Listing provided by Keller Williams Real Estate - Stroudsburg

$369,000

3 Beds ⋅ 3 Baths ⋅ PM-143081 MLS

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 and a living room with a wood-burning fireplace. The kitchen includes stainless steel appliances, a gas range, pantry storage, and generous cabinet and counter space. Sliding doors off the dining area lead to the deck and level backyard, creating an easy flow for everyday living and entertaining. Upstairs, all three bedrooms are located on the same level. The primary suite features an arched window, two walk-in closets, and a private bath with a jetted tub and dual vanity. The finished basement provides additional flexible living space that can easily be used as a recreation room, home office, gym, media room, or playroom, along with laundry. Outside, enjoy the deck overlooking the level backyard. Additional features include central air, a one-car garage, paved driveway, and a seller-owned propane tank that supplies the back up generator. Penn Estates offers an outdoor pool, swimming lake, fishing, kayaking, canoeing, basketball and tennis courts, walking paths, a playground, baseball field, soccer field, clubhouse, and 24-hour gated security. Conveniently located near Route 80, Route 611, Target, BJ's Wholesale Club, restaurants, and shopping. This home offers easy access for commuters while keeping everyday conveniences close by. Penn Estates allows short-term rentals, offering flexibility for full-time living, a vacation home, or an investment property. Buyers should verify current HOA rules and local regulations.

7115 Oakland Ter, East Stroudsburg

Listing provided by Keller Williams Real Estate - Stroudsburg

$599,000

6 Beds ⋅ 4 Baths ⋅ PM-142841 MLS

Welcome to 297 Hyland Drive, East Stroudsburg, PA--a spacious six-bedroom, 3.5-bathroom home nestled in a desirable gated community in Penn Estate. Offering privacy, outstanding community amenities, and excellent investment potential, this property is ideal as a primary residence, vacation retreat, or short-term rental opportunity. Inside, you'll find a flexible floor plan featuring a spacious living room, formal dining room, large kitchen, inviting family room, and generous living spaces designed for both everyday comfort and entertaining. The attached two-car garage provides ample parking and additional storage, while the oversized yard offers endless possibilities for outdoor living, recreation, or future enhancements. Built with solid bones and a functional layout, this home is ready for your personal touch while offering exceptional long-term value. Short-term rentals are permitted within the community, making this an attractive option for investors seeking rental income. Residents enjoy access to outstanding community amenities, including three private lakes, a swimming pool, tennis courts, basketball courts, and the peace of mind of living in a gated community. Conveniently located near shopping, supermarkets, restaurants, and everyday essentials, with easy access to Interstate 80, this home offers the perfect blend of mountain living and modern convenience. Whether you're looking for a full-time residence, weekend getaway, or income-producing investment this is an opportunity you won't want to miss.

297 Hyland Dr, East Stroudsburg

Listing provided by Iron Valley Real Estate - Mountainside

$64,900

3 Beds ⋅ 2 Baths ⋅ PM-142820 MLS

A rare opportunity inside the desirable gated community of Penn Estates. This property has experienced fire damage and is being sold as-is, offering the perfect canvas for investors, builders, or buyers looking to customize a home from the ground up. With its prime location and strong neighborhood appeal, this lot presents exceptional potential for redevelopment or a full renovation. Whether you envision a modern retreat or a traditional family home, this lot offers the foundation for something truly special. An excellent option for investors or buyers with a creative eye. Bring your vision and unlock the value this property can offer. All offers must be on a State contract and include proof of funds and REO addendum.

314 Juniper Ct, East Stroudsburg

Listing provided by Diamond Realty Associates

$289,900

3 Beds ⋅ 2 Baths ⋅ PM-142481 MLS

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 trails & major routes including I-80 for an easy commute. Step inside to an open & inviting layout featuring a BRIGHT & AIRY Living Room w/ a cozy FIREPLACE that flows seamlessly into the Eat-in Kitchen w/ BRAND NEW appliances. The main level also offers a bedroom, full bathroom & relaxing jacuzzi room. Upstairs, you'll find a SPACIOUS LOFT area & 2 additional bds, including the Primary bedroom w/ a PRIVATE BALCONY & Jack & Jill bath. Outside, enjoy the large wrap-around deck surrounded by nature, perfect for entertaining, relaxing or taking in the peaceful setting. Additional highlights include a full stand-up crawl space, NEW hot water heater, 2 NEW elongated toilets & a NEW roof. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, THIS HOME HAS SO MUCH TO OFFER!

249 Hyland Dr, East Stroudsburg

Listing provided by Keller Williams Real Estate - Stroudsburg 803 Main

$349,000

4 Beds ⋅ 2 Baths ⋅ PM-142476 MLS

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 everyday living, elegant entertaining, family gatherings, or designing the ultimate Pocono getaway. The expansive garage adds tremendous value, providing outstanding space for parking, storage, hobbies, or all your recreational gear. Whether you're searching for a primary residence, vacation retreat, weekend escape, or investment opportunity, this property presents the space and setting to make it your own. The seller is giving a credit to buyers on acceptable terms. Contact us for details. Buyers are recommended to complete due diligence with the township, HOA, and any applicable agencies regarding rental rules and restrictions. Enjoy vacation living year-round while staying close to schools, shopping, restaurants, major highways, and Pocono attractions. Convenient to New York, New Jersey, Philadelphia, and the Lehigh Valley.

1709 Winona Ter, East Stroudsburg

Listing provided by RE/MAX of the Poconos

$349,000

3 Beds ⋅ 2 Baths ⋅ PM-142324 MLS

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 living room with soaring ceilings and a cozy wood burning fireplace, creating the perfect gathering space year round. The kitchen is equipped with granite countertops, stainless steel appliances, and a center island, making meal prep and entertaining a breeze. Two bedrooms and a full bath complete the main floor, while the expansive deck provides plenty of outdoor space for relaxing or hosting guests. Upstairs, you'll find a private primary suite with its own full bath and balcony, along with an open loft style family room overlooking the living area below. Convenient second floor laundry adds to the home's functional layout. Recent updates include a newer roof and energy efficient ductless mini split heating and cooling systems for year-round comfort. Enjoy all that Penn Estates has to offer, including multiple pools, lakes, tennis courts, playgrounds, fitness facilities, and 24-hour security. Conveniently located just minutes from major highways, shopping, dining, and popular Pocono attractions, this home offers easy commuting and endless recreational opportunities.

314 Hyland Dr, East Stroudsburg

Listing provided by Coldwell Banker Town & Country - Moscow

$399,000

3 Beds ⋅ 3 Baths ⋅ PM-142321 MLS

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 National Recreation Area! Offering over 2,300 sqft of finished above grade living space with the ability to convert the garage to more footage, this is an ideal opportunity to take this value-priced 3-bedroom home and turn it into a 5-bedroom 3-bath 2,500+ sqft property! Inside, enjoy recent upgrades like newer floors, fresh paint and updated fixtures. Stone fireplace and vaulted ceilings set the tone while large sunroom w loads of windows accessing the deck is the perfect place for a great dining area that overlooks backyard. Bathrooms - with one on each level - are clean and simple, needing minimal updates. Downstairs, huge family room has full-size windows for lots of light and includes a neat little 'step down' space underneath the sunroom that could be an ideal mini-nook or video game area. Full size laundry area on this level is perfect for supplies. Convert the garage into an additional bedroom and do the same with the loft, and you have 5 bedrooms, a great lower-level gameroom and an awesome dining space. Tons of value here sub-$400K! Do Not Delay - Call to View Today!

221 Somerset Dr, East Stroudsburg

Listing provided by Redstone Run Realty, LLC - Stroudsburg

$435,900

3 Beds ⋅ 3 Baths ⋅ PM-142151 MLS

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 includes granite countertops, ample cabinetry, and functional workspace, while luxury vinyl plank flooring throughout the main level provides both style and durability. A convenient powder room completes the first floor. Upstairs, you'll find three generously sized bedrooms, including a private primary suite featuring a walk-in closet and en-suite bath. Two additional bedrooms and a full bathroom provide plenty of room for family, guests, or a home office. A one-car garage adds convenience and additional storage space. Act now and personalize your new home by selecting your own colors, finishes, and upgrades before construction progresses! Built by an award-winning builder celebrating 40 years of custom homebuilding excellence in the Pocono region. For added peace of mind, every home includes in-house 90-day and 1-year warranty inspections, along with a comprehensive 12-year third-party structural warranty. Pictures may show optional upgrades and features not included in the base price. Seller is a Pennsylvania licensed real estate broker.

Lot 19 Somerset, East Stroudsburg

Listing provided by RGB Real Estate LLC

$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

Listing provided by Keller Williams Real Estate - Stroudsburg 803 Main

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Listings courtesy of Pike Wayne Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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