38

Middle Smithfield, PA Homes for Sale with Acreage

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  • /73

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 5,354 Sq Ft

    229 Rising Meadow Way, East Stroudsburg, PA 18302

    MAGNIFICENT Colonial home in the exclusive comminity of The Estates @ Great Bear, situated on the 18th Fairway! Almost 8,000 square feet of living space. Upon entering through the front door, the first vision will be a grand double staircase in the Grand Foyer. Ultra modern kitchen boasts Granite Counters, Stainless Appliances, Pantry, Center Island that flows into eating area. Huge Stone

    Agent Photo

    Russell Mattia

    Keller Williams Real Estate - West End

    (570) 526-4249

    229 Rising Meadow Way, East Stroudsburg, PA 18302
  • /36

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    3257 Trafalgar Ave, East Stroudsburg, PA 18302

    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.

    Agent Photo

    Xander Weidenbaum

    Redstone Run Realty, LLC

    (272) 466-0805

    3257 Trafalgar Ave, East Stroudsburg, PA 18302
  • /39

    $1,500,000

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft

    2146 & 2138 Bridge Side Dr, East Stroudsburg, PA 18302

    Welcome to a once a lifetime opportunity to own a Pocono paradise, approximately one hour from the New York boarder, with astounding creek side mountain valley experience. Where you own your own island and log cabin experience, and an income producing home, that makes it a compound for when you want to use it or other options. SPR permitted with registration/fee in a combination where privacy is

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    Anne M. Lusk

    Lusk & Associates Sotheby's International Realty

    (272) 999-2250

    2146 & 2138 Bridge Side Dr, East Stroudsburg, PA 18302
  • /35

    $534,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,627 Sq Ft

    264 Mc Cole Rd, East Stroudsburg, PA 18302

    NEW CONSTRUCTION!!! Feel safe, confident, and secure in your newly built Cambridge with no inspections necessary due to the builders 12 point inspection process and one year warranty. Welcome home to this beautiful 4BR-2.5BA Colonial on 7.76 acre lot in East Stroudsburg!! Home features a Primary bedroom w/Primary BA, and walk-in closet. Open kitchen w/island bar, morning room w/sliding doors

    Agent Photo

    Ricmarie Sierra-Figueroa

    E-Realty Services - Pocono Summit

    (272) 357-1208

    264 Mc Cole Rd, East Stroudsburg, PA 18302
  • /93

    $925,000

    • 6 Beds
    • 6.5 Baths
    • 7,961 Sq Ft

    145 Rising Meadow Way, East Stroudsburg, PA 18302

    EXQUISITE 6BD/6.5BA Estate in Private Golf Community. The GRAND Foyer w/ a dual staircase leads to the Formal Living & Dining Room, a spacious Eat-in Kitchen w/ granite counters, a massive island, ample cabinetry, & SS appliances. The STUNNING 2-story Great Room features floor-to-ceiling windows, a fireplace. A CONSERVATORY, office, mudroom, laundry, & half bath complete this level. Upstairs, the

    Brendan Galligan Keller Williams Real Estate - Stroudsburg 803 Main

    145 Rising Meadow Way, East Stroudsburg, PA 18302
  • /48

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    209 Dry Pond Dr, East Stroudsburg, PA 18302

    Welcome Home... to this large ranch style home that sits on an acre of land, located in a beautiful neighborhood and no HOA dues. A spacious living room with wood burning fireplace and hardwood flooring. Formal dining room & large kitchen with lots of cabinets and stainless steel appliances. Primary Bedroom has a full bathroom with a stand up shower and Walk in Closet. Two additional bedrooms and

    Sayira Fernandez Pocono Mountain Lakes Realty - Blakeslee

    209 Dry Pond Dr, East Stroudsburg, PA 18302
  • /3

    $52,500

    • Land
    • 1.64 Acres
    • $32,012 per Acre

    60 & 61 Gallahad Pass 60 - 61 Rd, East Stroudsburg, PA 18302

    Luxury lot- Totaling 1.64 .These lots in Winona Lake offers a rare opportunity to own significantly more land that the typical parcel in the community.Sewer capacity available w public sewer - need well. This property stands out for its added space, privacy and flexibility.This generous acreage provides ample room for a well-designed home and much outdoor living areas. Additionally, the

    JoAnn Korovich Keller Williams Real Estate - West End

    60 & 61 Gallahad Pass 60 - 61 Rd, East Stroudsburg, PA 18302
  • /86

    $405,000

    • 3 Beds
    • 2.5 Baths
    • 1,773 Sq Ft

    325 Tower Dr, East Stroudsburg, PA 18302

    Welcome to your private mountain retreat in the highly sought-after Castle Rock Acres community of East Stroudsburg! Nestled on a serene 1.5-acre lot, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and natural surroundings. Step inside to find a warm and inviting layout ideal for both everyday living and entertaining. The spacious living areas

    James J Astromsky RE/MAX Crossroads

    325 Tower Dr, East Stroudsburg, PA 18302
  • /87

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    20 Huckleberry Dr, East Stroudsburg, PA 18302

    ****MULTIPLE OFFERS RECEIVED. HIGHEST & BEST DUE THURSDAY 04/09/2026 12PM****Welcome to easy, one-level living in this beautifully maintained 3-bedroom, 2 full bath ranch that checks all the boxes! From the moment you arrive, you'll appreciate the paved driveway, 2-car garage, and pride of ownership throughout. Step inside to find a warm and inviting layout featuring central air for year-round

    Ashley Schreck Keller Williams Real Estate - Tannersville

    20 Huckleberry Dr, East Stroudsburg, PA 18302
  • /63

    $449,900

    • 4 Beds
    • 3 Baths
    • 2,061 Sq Ft

    3638 Bristol Cir W, East Stroudsburg, PA 18302

    Beautifully updated 4BR/3BA home on 1.5+ acres in East Stroudsburg with a magazine-worthy kitchen featuring quartz countertops, huge island, prep sink, stylish cabinetry, and tile backsplash. Bright living room with cathedral ceilings, skylights, and east-facing sunrises. Hardwood floors throughout, new mini split system, and 4-zone oil heat. Private primary suite with massive walk-in closet and

    Keith Torregrossa RE/MAX of the Poconos

    3638 Bristol Cir W, East Stroudsburg, PA 18302
  • /6

    $60,000

    • Land
    • 1.01 Acres
    • $59,406 per Acre

    0 Hull Rd 86, East Stroudsburg, PA 18302

    Prime wooded corner Double lot in private community--ready to build! Private septic, Private water, paved road, and great amenities including pool, tennis, clubhouse & lake. Unbeatable location: directly across from School bus stop and 5 minutes or less to Fernwood Horseback Riding, Super Foodtown, Pocono Zip Racer (Pocono TreeVentures), Pocono Hills Golf Course, Retro Fitness, CVS Pharmacy,

    Olivia Cipollo The Collective Real Estate Agency

    0 Hull Rd 86, East Stroudsburg, PA 18302
  • /40

    $190,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    280 Coolbaugh Rd, East Stroudsburg, PA 18302

    Property is under contract. Accepting back up offers. Endless Potential Awaits! Bring your vision and tools! This 3 bedroom, 1 bath home sits on a beautiful 2 acre lot and is ready to be transformed into the home of your dreams. With the right touch, it could become the cozy country home, family retreat, or peaceful getaway you've been searching for. The garage conversion was started and features

    Layla Alyeldin exp Realty, LLC - Philadelphia

    280 Coolbaugh Rd, East Stroudsburg, PA 18302
  • /6

    $34,900

    • Land
    • 1.2 Acres
    • $29,083 per Acre

    Lot 21 Pocono Forested Dr, Middle Smithfield Township, PA 18302

    Quiet. Private. Yours. This 1.2-acre wooded lot in Pocono Forested Acres offers something increasingly hard to find in Monroe County -- room to breathe, mature trees on all sides, and a private neighborhood setting with minimal HOA overhead and low annual dues.The lot sits on Pocono Forested Drive in Middle Smithfield Township, tucked into a well-established residential community where the

    Tom Robertson Redstone Run Realty, LLC - Stroudsburg

    Lot 21 Pocono Forested Dr, Middle Smithfield Township, PA 18302
  • /53

    $379,000 Open House 4/25

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft

    7107 Hillbrow Ct N, East Stroudsburg, PA 18302

    Right in the heart of the Pocono Mountains, this contemporary 3-bedroom, 2.5-bath home is completely renovated including a new roof and truly turn-key. It features modern fixtures throughout, a game room, an attached garage, and wraparound decks perfect for relaxing or entertaining. An additional lot brings the total property size to 2.1 acres, offering extra privacy and room to enjoy the natural

    Cassie Transue Keller Williams Real Estate - Stroudsburg

    7107 Hillbrow Ct N, East Stroudsburg, PA 18302
  • /5

    $25,000

    0 Bristol Cir W Unit 198, Middle Smithfield Township, PA 18302

    Don’t miss the opportunity to own a private wooded lot in Wilderness Acres, a peaceful Pocono community just minutes from East Stroudsburg. Imagine building your dream home or weekend retreat sipping morning coffee surrounded by trees and fresh mountain air. Living in Wilderness Acres means you’re minutes from Delaware Water Gap National Recreation Area, world-class river fishing, stocked trout

    Julian Hartshorne Howard Hanna TheFrederickGroup

    0 Bristol Cir W Unit 198, Middle Smithfield Township, PA 18302
  • /4

    $25,000

    0 Parliament Dr Unit 132, Middle Smithfield Township, PA 18302

    Escape to the natural beauty of the Pocono Mountains and build the getaway you’ve always imagined in desirable Wilderness Acres. If you’re looking for a low traffic, peaceful community, this lot is for you! Create your own mountain retreat on a full 1.23 acres surrounded by trees, fresh air, and the peaceful rhythm of nature and nearby Marshall’s Creek Wilderness Acres is known for its relaxed

    Julian Hartshorne Howard Hanna TheFrederickGroup

    0 Parliament Dr Unit 132, Middle Smithfield Township, PA 18302
  • /21

    $16,800

    • Land
    • 1.08 Acres
    • $15,556 per Acre

    0 Cottontail Ln Unit PM-134913, East Stroudsburg, PA 18302

    **Acre DOUBLE LOT in the Poconos - No HOA** Escape to this beautiful one-acre lot in the Poconos, where serene nature meets convenience! This package includes TWO adjascent parcels on a private road totaling over an acre in size. Located on a mountaintop, you'll enjoy great seasonal views over the Poconos from your own piece of the mountains. The lot is flat and level, partially wooded and

    David Sweeney USRealty.com,LLP

    0 Cottontail Ln Unit PM-134913, East Stroudsburg, PA 18302
  • /6

    $55,000

    • Land
    • 2.5 Acres
    • $22,000 per Acre

    Lot 6 Hutson Hill, Middle Smithfield Township, PA 18302

    Build your dream retreat on this stunning 2.5-acre sanctuary in the heart of the desirable Marshalls Creek area. Perfectly balancing total seclusion with modern convenience, this vacant lot is located in a serene ''silent zone,'' you will enjoy ultimate privacy while remaining just minutes from I-80, making it an ideal location for commuters or a peaceful vacation getaway. Nestled within the East

    Kelly Houston Keller Williams Real Estate - Northampton Co

    Lot 6 Hutson Hill, Middle Smithfield Township, PA 18302
  • /2

    $74,900

    • Land
    • 4.85 Acres
    • $15,443 per Acre

    1052 Bear Swamp Rd, Middle Smithfield Township, PA 18302

    GREAT LOCATION! This 4.85 Acre homesite is nestled on a well-kept street in South Ridge with no dues. Close to major highways, shopping centers, hospital, and area attractions. Bring your builder. Call Today!

    Jeffrey Poloway Village Realty

    1052 Bear Swamp Rd, Middle Smithfield Township, PA 18302
  • /3

    $729,500

    • Land
    • 64.78 Acres
    • $11,261 per Acre

    0 Coolbaugh Rd Unit PM-137517, East Stroudsburg, PA 18302

    Builders Dream! Discover 64 ACRES + of pristine wooded land offering privacy , natural beauty in a country setting. This expansive property is ideal for those seeking to build a peaceful get away, the perfect retreat or enjoy year- round living. Great location, close to shopping, restaurants , school and commuter friendly with easy access to I-80 Don't miss out on this amazing opportunity to

    Jennifer-Lynn Amantea Amantea Real Estate

    0 Coolbaugh Rd Unit PM-137517, East Stroudsburg, PA 18302
  • /62

    $234,990

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    1109 Alpine Dr, East Stroudsburg, PA 18302

    Welcome to 1109 Alpine Drive. This well-designed two-level home offers 3 bedrooms and 2 full bathrooms. The open-concept upper level provides comfortable living space and is equipped with two air conditioning units to keep you cool. The walkout lower level features a bar area, recreation room, an additional bedroom, and a full bathroom--perfect for entertaining or hosting guests. Enjoy peaceful

    Yarrow Wilkins RE/MAX Crossroads

    1109 Alpine Dr, East Stroudsburg, PA 18302
  • /74

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 1,965 Sq Ft

    5951 Milford Rd, East Stroudsburg, PA 18302

    Own a Stone Cabin Resort situated on over 5 acres in the Poconos! This turnkey 4 bedroom, 2 and a half bathroom Airbnb with 2 kitchens generates an astonishing income, averaging $190,000 annually for the past three years. The charming cabin, constructed in 1941, underwent a comprehensive renovation in 2022. The property features a detached structure containing a heated in-ground swimming pool

    Alexander Schwartz RE/MAX Preferred - Cherry Hill

    5951 Milford Rd, East Stroudsburg, PA 18302
  • /4

    $85,000

    • Land
    • 5.97 Acres
    • $14,238 per Acre

    16 & 17 Summit Dr, Middle Smithfield Township, PA 18302

    Don't Miss Out on Your Chance to Own 5.97 Acres in Middle Smithfield Township. Your Own Piece of the Poconos. Located in Private Subdivision w/ No Dues and Low Taxes. Owner is Selling 2 Lots Together as a Package Deal. Pin #s 09732400552018 and 09732400449887. Also Listed Separately PM-136668 and PM-136686

    Alicia Olcsvay The Collective Real Estate Agency

    16 & 17 Summit Dr, Middle Smithfield Township, PA 18302
  • /52

    $579,900

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    30 Ledgewood Ct, East Stroudsburg, PA 18302

    Wow! Wow! Wow! Exquisite and Spectacular Home situated on approximately 4.5 acre of land in an area that does not have a HOA, therefore, NO DUES. This home was built in 1995 by the current owners(One Family Home for 30 years)Home features Primary Bedroom with Walk In Closet, Bathroom, Two other bedrooms on the second floor. First floor has a Formal Dining Room, Family Room, Living Room, Kitchen,

    Maxine Foster Keller Williams Real Estate - Stroudsburg

    30 Ledgewood Ct, East Stroudsburg, PA 18302
  • /49

    $579,000

    • 3 Beds
    • 2 Baths
    • 2,876 Sq Ft

    30 Ledgewood Ct, East Stroudsburg, PA 18302

    Wow! Wow! Wow! Exquisite and Spectacular Home situated on approximately 4.5 acre of land in an area that does not have a HOA, therefore, NO DUES. This home was built in 1995 by the current owners(One Family Home for 30 years)Home features Primary Bedroom with Walk In Closet, Bathroom, Two other bedrooms on the second floor. First floor has a Formal Dining Room, Family Room, Living Room, Kitchen,

    Maxine Foster Keller Williams Real Estate

    30 Ledgewood Ct, East Stroudsburg, PA 18302
  • /3

    $45,900

    • Land
    • 2.92 Acres
    • $15,719 per Acre

    17 Summit Dr, East Stroudsburg, PA 18302

    Build Your Dream Home on This 2.92 Acres of Raw Land Located on Cul-de-Sac in Private Subdivision. No Dues, Low Taxes. Adjacent Lot 16 with 3.05 Acres is Also for Sale. PM-136668. Owner will Sell Together as Package.

    Alicia Olcsvay The Collective Real Estate Agency

    17 Summit Dr, East Stroudsburg, PA 18302
  • /73

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 5,092 Sq Ft

    23 Sleepy Hollow Ln, East Stroudsburg, PA 18302

    A rare architectural masterpiece in the heart of the Poconos. Welcome to ''The Octagon House'' — a tastefully updated and professionally furnished 4-bedroom, 3.5-bath residence offering an impressive 5,672 sq. ft. of refined living space on 1.83 private acres. From the moment you step inside, soaring light-filled spaces and a seamless flow of open-concept design set this home apart. Walls of

    Heather Schierloh Coldwell Banker Hearthside Pocono

    23 Sleepy Hollow Ln, East Stroudsburg, PA 18302
  • /76

    $418,000

    • 4 Beds
    • 2.5 Baths
    • 2,292 Sq Ft

    3584 Bristol Cir W, East Stroudsburg, PA 18302

    Beautiful Home in Wilderness Acres - Middle Smithfield. Welcome to this well-maintained and spacious home located in the desirable Wilderness Acres community in Middle Smithfield. Enjoy the serenity of this peaceful neighborhood with a very low community fee.This charming property features 4 bedrooms, including a master suite with a private bath. 2.5 bathrooms. A modern kitchen with an island -

    Angelica Saenz RKA Real Estate, LLC

    3584 Bristol Cir W, East Stroudsburg, PA 18302
  • /3

    $88,000

    • Land
    • 2.86 Acres
    • $30,769 per Acre

    Lot 4 Adams Dr, Middle Smithfield Township, PA 18302

    Great 2.86 acre wooded lot. Not located in a development. Come build your dream home!

    Sandra Meisse Meisse Real Estate

    Lot 4 Adams Dr, Middle Smithfield Township, PA 18302
  • /5

    $65,000

    • Land
    • 1.08 Acres
    • $60,185 per Acre

    267 Sellersville Dr, East Stroudsburg, PA 18302

    Nestled in a quiet, amenity-rich community, this beautiful 1.03-acre lot is ready for your vision. With septic and well already installed, the hard work is done—just bring your plans and get started! Located in a sought-after community featuring lakes, beaches, pools, a clubhouse, and more, you'll enjoy year-round recreation and peace of mind. Whether you're looking to build a weekend getaway or

    Nicholas Keblish exp Realty, LLC - Philadelphia

    267 Sellersville Dr, East Stroudsburg, PA 18302
  • /46

    $1,575,000

    • 4 Beds
    • 4.5 Baths
    • 5,348 Sq Ft

    282 Crabapple Ln, East Stroudsburg, PA 18302

    Tucked away on a winding private lane, this circa 1863 home offers a rare combination of history, beauty, and modern luxury. Set on 50 expansive acres, this property is a dream come true for those seeking the perfect country escape, where history, charm, and modern luxury blend seamlessly...just under two hours from New York City.Lovingly renovated and thoughtfully improved by a dedicated

    Jena Grisafi Carol C Dorey Real Estate

    282 Crabapple Ln, East Stroudsburg, PA 18302
  • /7

    $298,900

    • Land
    • 97.05 Acres
    • $3,080 per Acre

    0 Lr 45017 Marshalls Creek Rd, East Stroudsburg, PA 18302

    Calling outdoor lovers . . . large wooded parcel containing 97 +/- acres. Zoned RR, Rural Reserve located in Marshalls Creek area of Middle Smithfield Township. Ideal for hunting, hiking, camping, some trails exist along with a series of small ponds. Act 319 Forest Reserve. Low Taxes. Deeded Right of Way access to property that requires cross over of creek. (no auto vehicle access) -walking

    Deron Erney Bulldog Realty and Property Management

    0 Lr 45017 Marshalls Creek Rd, East Stroudsburg, PA 18302
  • /4

    $52,450

    • Land
    • 1.37 Acres
    • $38,285 per Acre

    11 Pine Hill Ct, Middle Smithfield Township, PA 18302

    Spacious corner lot in a quiet, scenic neighborhood on over 1 acre located on a Township Road with NO DUES! The perfect setting to build your dream home. Turn your vision into reality—contact us today! Owner is a PA Licensed Real Estate Broker & Homebuilder with 39 years of experience.

    Robert Brown RGB Real Estate LLC

    11 Pine Hill Ct, Middle Smithfield Township, PA 18302
  • /87

    $775,000

    • 6 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    353 Great Bear Way Rd, East Stroudsburg, PA 18302

    Welcome to Estates at Great Bear, where elegance meets lifestyle on a Jack Nicklaus Signature Golf Course. This stately Toll Brothers brick-front residence is beautifully positioned along the 1st Fairway, offering sophistication, privacy, and over 7,000 sq ft of refined living space.Step through the dramatic two-story foyer to find formal living and dining rooms, perfect for elevated

    Tiffanie Romey Bailey Bairo Real Estate - Bartonsville

    353 Great Bear Way Rd, East Stroudsburg, PA 18302
  • /2

    $45,900

    • Land
    • 3.05 Acres
    • $15,049 per Acre

    0 Summit Dr 16, East Stroudsburg, PA 18302

    3.05 Acres of Raw Land Located on a Cul-de-Sac in Private Subdivision. No Dues, Low Taxes. Build the Home of Your Dreams. Adjacent Lot Also for Sale. Pin #09732400552018. Owners Will Sell Together as a Package.

    Alicia Olcsvay The Collective Real Estate Agency

    0 Summit Dr 16, East Stroudsburg, PA 18302
  • /2

    $40,000

    • Land
    • 1.21 Acres
    • $33,058 per Acre

    0 Pocono Forested Dr Unit PAMR2005312, East Stroudsburg, PA 18302

    PRICE IMPROVEMENT. Is privacy important to you? Build your Dream home on this spacious lot which is over 1 acre and 355' of road frontage in this quiet neighborhood minutes from I-80, 209 and The Delaware Water Gap. Within reach of Grocery Stores, Bushkill Falls, Campgrounds, Rafting, Waterparks, Skiing Resorts and Shopping. Allowed short term rental. Low Taxes. Low HOA is for road maintenance

    Katherine Bennett RE/MAX Crossroads

    0 Pocono Forested Dr Unit PAMR2005312, East Stroudsburg, PA 18302
  • /2

    $40,000

    • Land
    • 1.21 Acres
    • $33,058 per Acre

    0 Pocono Forested Dr 22 Dr, East Stroudsburg, PA 18302

    PRICE IMPROVEMENT! Is privacy important to you? Build your Dream home on this spacious lot which is over 1 acre and 355' of road frontage in this quiet neighborhood minutes from I-80, 209 and The Delaware Water Gap. Within reach of Grocery Stores, Bushkill Falls, Campgrounds, Rafting, Waterparks, Skiing Resorts and Shopping. Allowed short term rental. Low Taxes. Low HOA is for road maintenance

    Katherine Bennett RE/MAX Crossroads

    0 Pocono Forested Dr 22 Dr, East Stroudsburg, PA 18302
  • /2

    $64,900

    • Land
    • 2.5 Acres
    • $25,960 per Acre

    6 Hutson Hill 6, East Stroudsburg, PA 18302

    Discover peace and privacy on this 2.5-acre mostly level lot, nestled on a quiet country road in the heart of the Poconos. Surrounded by mature trees and large neighboring parcels, you'll enjoy a true sense of seclusion. The previous owner cleared some trees, making it even easier to build. Prior perc test completed. Use any builder and start planning your Dream home today!

    Pedro Ramos, Sr. CENTURY 21 Ramos Realty, Inc.

    6 Hutson Hill 6, East Stroudsburg, PA 18302
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