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$322,500
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Property Description
This beautifully renovated property is perfect for investors looking for an income property. Great location for a vacation or a weekend getaway. This HOA is short term rental friendly! 3 stylishly decorated bedrooms and 2 bathrooms provide plenty of space for guests. The eat-in kitchen has brand new quartz countertops and brand new appliances. The eat-in kitchen has brand new quartz countertops and brand new appliances. The house features automatic smart thermostats, a brand new jacuzzi, hardwood floors throughout the home and 2 fully renovated bathrooms with brand new tile and fixtures. Enjoy the outside wooded serenity around the firepit or the large rear deck OR the screened in porch! This house has many options for entertaining. Gather inside to relax around the living room fireplace. Pocono Country Place has many wonderful amenities to enjoy including swimming pools, lakes, parks, clubhouses, security and so much more. Book a showing today and see why people are flocking to the Pocono Mountains!
Full Property Details
Full Property Details for 1355 Winding Way
General
- Price: $322,500
- HOA FEE: $133/month
- HOA FEE FREQ.: Annually
- Taxes: $1,598 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSPhilly
- MLS ID: PAMR2006048
- Updated: 3/9/2026
- Added to Site: 57 day(s) ago
Interior
- Number of Rooms: 8
- Rooms/Areas: Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Bedroom 1, Bathroom 1, Bathroom 2
- Interior Features: Combination Dining/Living, WhirlPool/HotTub
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Gas/Propane
- Appliances: Dishwasher, Dryer - Electric, Microwave, Oven/Range - Electric, Refrigerator, Washer
- Furnished: Yes
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Upper Floor Baths: 1
- Upper - Full Baths: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
- Bedrooms Upper: 2
- Bedrooms Main & Up: 1
Additional Information
- Shared Amenities: Basketball Courts, Beach, Boat Ramp, Club House, Common Grounds, Community Center, Dog Park, Gated Community, Lake, Pool - Outdoor, Security, Swimming Pool, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges, Other
- Shared Pool: Yes
- Pool: Yes
Exterior
- Exterior Features: Hot Tub, Play Area, Play Equipment
Parking
- Total Spaces: 4
- Parking Features: Crushed Stone
- Parking Type: Driveway
Location
- Area: Coolbaugh Twp (13503)
- Municipality: COOLBAUGH TWP
- County: MONROE
- Subdivision: POCONO COUNTRY PLACE
- Driving Directions: Route 196 north to K&L gate of Pocono Country Place. Take Knollwood to left on Shadyside to right on Winding Way
- Location Details: Rural
School Information
- School District: Pocono Mountain
Community
- Association: Yes
- Assoc. Name: A POCONO COUNTRY PLACE
- Assoc. Fees Include: Common Area Maintenance, Pool(s), Recreation Facility, Road Maintenance, Security Gate, Trash
Heating & Cooling
- Cooling Type: Wall Unit
- Cooling Fuel: Electric
- Heating Type: Baseboard - Electric
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Contemporary
- Structure Type: Detached
- Construction: Frame, T-1-11
- Foundation: Crawl Space
- Stories Description: Main, Upper 1
- Square Feet: 1,212
- Sq. Ft. Source: Assessor
- Living Area: 1,212 Sq. Ft.
- Finished Above Grnd: 1,212 Sq. Ft.
- Year Built: 1985
- Year Built Source: Estimated
- Property Condition: Excellent
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 0.24
- Lot Size (Sq. Ft.): 10,454
- Lot Size Source: Estimated
- Street/Road Desc.: Paved
- Zoning: R-3
- Lot Description: Level
Water Features
- Water Front Type: Lake
- Water Front Name: Lake Dresser
Financial Considerations
- Price Per Sq. Ft.: $266.09
- Association Fee: $1,597
- Assoc Fee Freq.: Annually
- School Tax: $1,119
- County Tax: $263
- County Tax Freq: Annually
- Tax w/Assessment: $48,150
- Tax Amount: $1,598
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 1212
Disclosures and Reports
- Ownership: Fee Simple
- Inclusions: Washer, Dryer, Dishwasher, Refrigerator, Electric Range Oven, Microwave
- Lot Number: 500
Listed by Century 21 Keim Realtors, Jotham Oliver
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Schools
Schools serving 1355 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 1355 Winding Way
Date
Details
Price
Change
Source
3/09/2026
Price Reduced
$322,500
-1.53%
MLS
2/02/2026
Listed
$327,500
94.94%
MLS
7/09/2022
Sold
$168,000
—
Public Record
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
Tax History for 1355 Winding Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$479
19%
$48,150
—
2024
$401
14%
$48,150
—
2023
$353
-83%
$48,150
—
2022
$2,101
522%
$48,150
—
2021
$338
-82%
$48,150
344%
2019
$1,857
—
$10,840
—
2018
$1,857
-1%
$10,840
—
2017
$1,878
—
$10,840
—
2016
$1,878
-2%
$10,840
—
2015
$1,922
-2%
$10,840
—
2014
$1,957
—
$10,840
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1355 Winding Way
1355 Winding Way, Tobyhanna, PA 18466 (MLS# PAMR2006048) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1355 Winding Way is currently listed for $322,500 and was received on February 02, 2026. Want to learn more about 1355 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.

