5185 Rolling Hills Road Saylorsburg, PA $ 839,800
5185 Rolling Hills Road
$ 839,800
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5185 Rolling Hills Road

Saylorsburg, PA, 18353
$ 839,800
Bedrooms3 Baths2.0 Sq 2,490

Monthly Estimate*

$ 5,303

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Single Family Home for sale in Saylorsburg, PA

for $839,800 with 3 bedrooms and 2 full baths. This 2,490 square foot home was built in 1887 on a lot size of 22.92.

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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Single Family Active

Price

$ 839,800

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 6,691

Style

Farm House

Lot Size

22.92

Year Built

1887

Town/City

Saylorsburg

County/Region

Monroe

MLS | Web ID

PM142749

Features
Interior
Interior Amenities Pantry Eat-in Kitchen Recessed Lighting Ceiling Fan(s) Storage Grab Bars in Shower or Tub
Basement Full Interior Entry Walk-Out Access Unfinished Concrete
Flooring Hardwood Vinyl
Furnished Y/N Unfurnished
Basement (Y/N) Y
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 2490.0
Half Baths 0
Laundry Features Main Level Laundry Closet
Total Bedrooms 3
Below Grade Finished Area 0.0
Total Baths 2
Heating-Oil True
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General
Sewer Septic Tank
Heating Hot Water Oil Wood
Cooling Ceiling Fan(s) Ductless Zoned
Possession Close Of Escrow
Roof Asphalt Fiberglass Shingle
Appliances Electric Oven Electric Range Refrigerator Dishwasher Microwave Stainless Steel Appliance(s) Washer Dryer
Garage Spaces 7.0
Patio/Porch Features Porch Front Porch Rear Porch
Architectural Style Farm House
Pool Features In Ground Gunite Heated Gas Heat Solar Cover Diving Board Fenced
Security Features Security System
Construction Materials Vinyl Siding
Year Built 1887
Electric 200+ Amp Service Circuit Breakers
View Garden Pasture Pool Trees/Woods
Stories Count 3
Property Subtype Single Family Residence
Tax Year 2025
Current Use Agricultural Residential
County Monroe
Property Type Residential
HOA N
Attached Garage N
Subdivision Name None
Facing Direction South
Garage Y/N Y
Other Structures Barn(s) Outbuilding Pool House Poultry Coop Shed(s) Storage Workshop
Total Rooms 8
Full Baths 2
Status Active
City Saylorsburg
Senior Community Y/N N
High School District Pleasant Valley
Zoning Description Residential
Open Parking Spaces 10.0
Lot Size Units Acres
Lot Size Square Feet 998395.2
Carport Y/N N
Property Attached Y/N N
Land Lease Y/N N
Tax Annual Amount 6691.81
Home Warranty Y/N N
Lease Renewal Y/N N
Additional Parcels Y/N N
Lease Considered Y/N N
Rent Control Y/N N
Virtual Tour https://my.matterport.com/show/?m=nsH49HsisNu
Structure Type House
Standard Status Active
Year Built Source Public Records
Tax Lot 6&7
Legal Description Lot 6&7 New Lot 2
New Construction None
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Exterior
Lot Features Level Sloped Back Yard Front Yard Agricultural Cleared Farm Landscaped Pasture
Water Source Well
Total Parking 17.0
Lot Size Area 22.92
Spa N
Building Area Total 3410.0
Lot Size Acres 22.92
Road Surface Type Paved
Waterfront Y/N N
Covered Spaces 7.0
Crops Included Y/N N
Road Responsibility Public Maintained Road
Horse Y/N N
Irrigation Water Rights Y/N N
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Internal Only
Street Number 1 5185
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* Excluded Features
List By
Keller Williams Real Estate - Stroudsburg 637 Main

Broker

Affordability Calculator

$5,860
Per Month
90%
10%
0%
Monthly Principal & Interest
$5,303
Monthly Property Taxes
$558
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5127516 Elementary School
5127500 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/2/2026$839,800 Listed Price

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5185 Rolling Hills Road, Saylorsburg, PA, 18353 is a Single Family Home for sale at $839,800 with 2,490 sqft and a lot size of 22.92. 5185 Rolling Hills Road has 3 bedrooms, 2.0 baths, and was built in 1887. The property's zip code is 18353 which is in Saylorsburg, PA