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5185 Rolling Hills Road
Saylorsburg PA 18353 US

$839,800

Active Listing ID PM-142749
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3 bed
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2.00 Bath (2 Full)
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Lot: 22.92 Acres
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Single Family Residence

$839,800

Active Listing ID PM-142749
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5185 Rolling Hills Road Welcome to your own private countryside retreat, where timeless farmhouse charm meets modern luxury on an extraordinary 23-acre gentleman's farm in the heart of the Pocono Mountains. Beautifully maintained and thoughtfully updated, this remarkable estate offers the perfect blend of refined country living, equestrian potential, hobby farming, and exceptional recreational amenities. At the center of the property is a stunning three-story farmhouse featuring over 2, 000 square feet of impeccably renovated living space with 3 bedrooms (could be 4, one currently used as walk-in closet) and 2 beautifully updated full baths. Every detail has been carefully selected, from the custom solid wood Plain & Fancy cabinetry and granite countertops to the designer tile-surround bathrooms and warm, inviting living spaces. The private third-floor bedroom creates the perfect guest retreat, bunk room, or children's hideaway with room to comfortably sleep two to four. Step outside and experience your own private resort. Spend summer days relaxing beside the sparkling 42' x 24' heated in-ground pool surrounded by an expansive patio, entertain family and friends under the open skies, or simply take in the peaceful views of your spectacular acreage. The farm buildings are equally impressive. The rebuilt barn, finished with a newer roof and striking red aluminum siding, provides garage space for up to eight vehicles, ideal for the automobile enthusiast, collector, contractor, or hobbyist, while the expansive upper hay loft offers abundant storage or future possibilities. The impressive 82' x 20' lean-to provides extensive covered equipment storage and presents an outstanding opportunity to create multiple horse stalls. With 23 gorgeous acres at your disposal, there is ample room to design riding arenas, fenced pastures, paddocks, and virtually any equestrian facility you envision. Complete your country lifestyle with a matching potting/tool shed, a large, fenced garden ready for homegrown vegetables, and a chicken coop providing fresh eggs right from your own backyard. Whether your dream is raising horses, creating a sustainable hobby farm, or simply enjoying wide-open space and privacy, this property offers endless possibilities. Designed for year-round comfort and efficiency, the home features multiple heating options including efficient hot water baseboard oil heat, energy-saving mini-split systems providing both heating and central air conditioning, plus an auxiliary wood-burning heating system capable of heating both the home and domestic hot water throughout the winter while dramatically reducing utility costs. An automatic whole-house Generac generator provides peace of mind by instantly restoring power whenever needed. Despite its incredible privacy and peaceful rural setting, this exceptional estate is just minutes from Blue Ridge Winery, the East Coast's #1 Winery, according to Travel + Leisure, and less than ten minutes from schools, shopping, restaurants, and everyday conveniences. Whether you're searching for an elegant gentleman's farm, an equestrian estate, a collector's paradise, or simply a breathtaking country retreat where generations of memories can be made, this extraordinary Pocono property delivers a lifestyle few will ever experience. Come discover this beautiful slice of Americana and begin creating your family's dream. Call to schedule your private showing today.

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Property Features

  • Facts
  • Lot Size: 22.92 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Zoned, Ceiling Fan(s), Ductless
  • Floor Covering: Vinyl, Hardwood
  • Roof Type: Asphalt, Fiberglass, Shingle
  • Heating Fuels: Hot Water(Heating), Oil, Wood
  • Additional Features
  • Basement
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 839800
  • unparsedaddress: 5185 Rolling Hills Road
  • postalcity: Saylorsburg
  • stateorprovince: PA
  • country: US
  • postalcode: 18353
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 22.92
  • lotsizeunits: Acres
  • lotsizearea: 22.92
  • livingarea: 2490
  • livingareaunits: Square Feet
  • latitude: 40.89465
  • longitude: -75.373253
  • listagentfullname: Bob Kelly
  • listagentkey: 3yd-PMARPA-KEL
  • listagentmlsid: KEL
  • listagentpreferredphone: (570) 213-4884
  • listofficekey: 3yd-PMARPA-KLRW07
  • listofficemlsid: KLRW07
  • disclaimer: Copyright © 2026 Pocono Mountains Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: PMARPA
  • yearbuilt: 1887
  • listingcontractdate: 2026-07-02
  • countyorparish: Monroe
  • parcelnumber: 15.8.1.10-23
  • elementaryschooldistrict: Pleasant Valley
  • middleorjuniorschooldistrict: Pleasant Valley
  • highschooldistrict: Pleasant Valley
  • appliances: Electric Oven, Electric Range, Refrigerator, Dishwasher, Microwave, Stainless Steel Appliance(s), Washer, Dryer
  • cooling: Zoned, Ceiling Fan(s), Ductless
  • constructionmaterials: Vinyl Siding
  • flooring: Vinyl, Hardwood
  • heating: Hot Water(Heating), Oil, Wood
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 17
  • roof: Asphalt, Fiberglass, Shingle
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: Pantry, Eat-in Kitchen, Recessed Lighting, Ceiling Fan(s), Storage, Grab Bars in Shower or Tub
  • architecturalstyle: Other
  • rooms: Bedroom 1, Bathroom 1, Bedroom 3, Bathroom 2, Basement, Family Room, Laundry Room, Bedroom 2, Laundry Room
  • securityfeatures: Security System
  • otherstructures: Outbuilding, Storage
  • patioandporchfeatures: Porch
  • basement: Unfinished, Walk-Out Access, Interior Entry, Concrete, Full
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -75.37325, 40.89465
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Listing Changed: 7/3/2026 1:33:17 PM GMT
Source Updated Date: 7/7/2026 6:49:02 PM GMT

Courtesy of: Bob Kelly, Keller Williams Real Estate - Stroudsburg 637 Main

Copyright © 2026 Pocono Mountains Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.