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$299,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,372 Sq. Ft.
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Welcome to this beautifully renovated and well-maintained home with flexible living space, including an extra room converted from the garage. The main level offers convenient first-floor living with a bedroom, a full bath with shower, sunken living room, dining room, and kitchen with Stainless Steel appliances. Luxury vinyl and tile flooring flow throughout the home. Upstairs you'll find additional 3 bedrooms and a second full bath. Two pellet stoves keep the home cozy and warm year-round. Enjoy outdoor living on the rear deck overlooking the yard, complete with a fire pit, grill, and portable hot spa. Three sheds provide plenty of storage. Located in a gated community with lakes, beaches, swimming pools, playgrounds, tennis courts, and a clubhouse. Use it as a full-time residence, vacation getaway, or short-term rental investment. Convenient to major highways, shopping, dining, skiing, golf, water parks, casinos, and all the Pocono Mountains have to offer.

Full Property Details for 2385 Winding Way

General

  • Price: $299,900
  • HOA FEE: $153/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,943 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 2102
  • MLS ID: PM-144449
  • Updated: 9/3/2026
  • Added to Site: 22 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Cathedral Ceiling(s), Open Floorplan, Ceiling Fan(s), Built In Shower Chair, Hand-held Shower Head
  • Fireplace: Yes
  • Fireplace(s): Family Room
  • Appliances: Range, Electric Range, Refrigerator, Dishwasher, Microwave, Washer, Dryer
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Main Level

Additional Information

  • Shared Amenities: Security, Gated, Clubhouse, Playground, Outdoor Pool, Fitness Center, Tennis Court(s), Basketball Court

Exterior

  • Exterior Features: Rain Gutters, Garden, Private Yard
  • Porch/Patio/Deck: Deck

Location

  • County: Monroe
  • Subdivision: A Pocono Country Place

Community

  • Community Features: Security, Gated, Clubhouse, Playground, Outdoor Pool, Fitness Center, Tennis Court(s), Basketball Court
  • Association: Yes
  • Assoc. Fees Include: Trash

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s)
  • Heating Type: Baseboard, Pellet Stove, Electric, Fireplace Insert

Utilities

  • Sewer: Private Sewer
  • Water: Private

Structural Information

  • Architectural Style: Contemporary
  • Exterior Const.: T1-11
  • Roof: Asphalt, Shingle
  • Stories/Levels: 2
  • Square Feet: 1,372
  • Sq. Ft. Source: Public Records
  • Living Area: 1,372 Sq. Ft.
  • Current Bldg. Use: Residential
  • Year Built: 1988

Additional Structures

  • Other Structures: Shed(s), Storage

Lot Features

  • Lot Size (Acres): 0.35
  • Lot Size (Sq. Ft.): 15,246
  • Frontage: Private Road
  • Street/Road Desc.: Paved
  • Lot Features: Level, Back Yard, Few Trees, Garden

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $1,830
  • Assoc Fee Freq.: Annually
  • Tax Amount: $1,943.28
  • Tax Year: 2025
  • Terms: Cash, Conventional, FHA

Disclosures and Reports

  • Special Conditions: Standard
  • Legal Description: Lot 425 Sec L
  • APN: 03.9D.1.129

Listed by eXp Realty, LLC - East Stroudsburg, Izabella Glinska

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Listing agent

— 2385 Winding Way —

  • Izabella Glinska

    eXp Realty, LLC - East Stroudsburg

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2385 Winding Way

School District:Pocono Mountain School District
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2385 Winding Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/03/2026
Listed
$299,900
1010.74%
MLS
6/16/2014
Sold
$27,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2385 Winding Way

Year
Property Taxes
Change
Tax Assessment
Change
2026
$585
1%
$58,530
—
2025
$582
19%
$58,530
—
2024
$488
14%
$58,530
—
2023
$429
-88%
$58,530
—
2022
$3,595
775%
$58,530
—
2021
$411
-90%
$58,530
155%
2019
$3,926
—
$22,920
—
2018
$3,926
-1%
$22,920
—
2017
$3,972
—
$22,920
—
2016
$3,972
-2%
$22,920
—
2015
$4,063
-2%
$22,920
—
2014
$4,138
—
$22,920
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by eXp Realty, LLC - East Stroudsburg, Izabella Glinska

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2385 Winding Way, Tobyhanna, PA 18466 (MLS# PM-144449) is a Single Family property with 3 bedrooms and 2 full bathrooms. 2385 Winding Way is currently listed for $299,900 and was received on September 03, 2026. Want to learn more about 2385 Winding Way? Do you have questions about finding other Single Family real estate for sale in Tobyhanna? You can browse all Tobyhanna real estate or contact a Coldwell Banker agent to request more information.

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