1358 Winding Way, Coolbaugh Twp, PA 18466 - Photo 1

Save This Listing

Close

1/16

View All Photos

$280,000

For Sale
Active
Single Family
3 Beds
2 Full Baths
1,368 Sq. Ft.
Updated 8 days ago

See This Home

Save This Listing

Close

1/16

Property Description

Turnkey Poconos Investment - Established Short-Term Rental Welcome to 1358 Winding Way, a fully furnished, income-producing Airbnb nestled in the gated community of A Pocono Country Place. This 3-bedroom, 2-bath retreat offers 1,368 sq ft of comfortable living space, an open living/dining layout, and a dedicated loft/game room perfect for guest entertainment. Unwind in the private backyard jacuzzi. The unfinished basement offers bonus storage or future expansion potential. Located in one of the Poconos' largest amenity-rich communities, residents and guests enjoy access to multiple lakes, beaches, pools, tennis courts, playgrounds, and more - just minutes from Camelback Mountain, Kalahari Resort, and Mt. Airy Casino. Whether you're an investor looking for a proven STR with existing licensing, or a family wanting a private mountain getaway, this home delivers both lifestyle and income potential in one of the region's most sought-after gated communities.

Full Property Details

Full Property Details for 1358 Winding Way

General

Price: $280,000
HOA FEE: $149/month
HOA FEE FREQ.: Annually
Taxes: $1,971
Status: Active
Type: Single Family
Source: Lehigh_Valley
MLS ID: 784447
Updated: 9/17/2026
Added to Site: 8 day(s) ago

Interior

Number of Rooms: 5
Interior Features: Dining Area, Game Room, Loft
Fireplace: Yes
Fireplace(s): Family Room
Appliances: Dishwasher, Electric Dryer, Electric Oven, Electric Range, Electric Water Heater, Microwave, Refrigerator, Washer
Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 3

Other Rooms

Laundry: Electric Dryer Hookup, Lower Level

Additional Information

Spa: Yes

Exterior

Exterior Features: Deck, Hot Tub/Spa, Porch
Porch/Patio/Deck: Deck, Porch

Parking

Parking Features: Off Street

Location

Area: Coolbaugh Twp
County: Monroe
Subdivision: Pocono Country Place
Driving Directions: Merge onto I-80 West toward Hazleton. Take Exit 298 onto PA-611 toward Scotrun. Take a slight right onto Sterling Rd. Turn right onto Knollwood Dr. Turn left onto Shadyside Dr. Turn left onto Winding Way â€” destination on the right.

School Information

Elem School District: Pocono Mountain
Midd School District: Pocono Mountain
High School District: Pocono Mountain
Elementary School: Clear Run Elementary Center
Middle School: Clear Run Intermediate School
High School: Pocono Mountain West High School

Community

Home Owners Assn.: Lehigh Valley MLS

Heating & Cooling

Air Conditioning: Yes
Cooling Type: Wall Unit(s)
Heating Type: Baseboard, Electric

Utilities

Sewer: Septic Tank
Water: Community/Coop, Public

Structural Information

Architectural Style: Split Level
Construction: T1-11 Siding, Wood Siding
Basement Desc.: Walk-Out Access
Roof: Asphalt, Fiberglass
Square Feet: 1,368
Living Area: 1,368 Sq. Ft.
Year Built: 1991

Lot Features

Lot Size (Acres): 0.22
Lot Size (Sq. Ft.): 9,568
Lot Size Source: Public Records
Zoning: R-3- Residential

Financial Considerations

Association Fee: $1,788
Assoc Fee Freq.: Annually
Tax Amount: $1,971

Disclosures and Reports

Property ID: 03.9F.1.425

Listed by Keller Williams Northampton

Quickly Find Out More

* Indicates a required field

Comment *

Full Name *

Email Address *

Mobile Phone Number *

See this property in person

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1358 Winding Way —

Keller Williams Northampton

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 1358 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 1358 Winding Way Get Price Alerts and Save Property

Date

Details

Price

Change

Source

9/17/2026

Listed

$280,000

151.57%

MLS

12/22/2006

Sold

$111,300

—

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

Tax History for 1358 Winding Way

Year

Property Taxes

Change

Tax Assessment

Change

2026

$1,371

132%

$137,120

—

2025

$591

19%

$137,120

131%

2024

$495

14%

$59,360

—

2023

$435

2%

$59,360

—

2022

$427

2%

$59,360

—

2021

$417

-84%

$59,360

279%

2019

$2,684

—

$15,670

—

2018

$2,684

-1%

$15,670

—

2017

$2,715

—

$15,670

—

2016

$2,715

-2%

$15,670

—

2015

$2,778

-2%

$15,670

—

2014

$2,829

—

$15,670

—

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.

Estimate the Cost

Estimate the Cost for 1358 Winding Way

1358 Winding Way, Coolbaugh Twp, PA 18466 (MLS# 784447) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1358 Winding Way is currently listed for $280,000 and was received on September 17, 2026. Want to learn more about 1358 Winding Way? Do you have questions about finding other Single Family real estate for sale in Coolbaugh Twp? You can browse all Coolbaugh Twp real estate or contact a Coldwell Banker agent to request more information.

1358 Winding Way Coolbaugh Twp, PA 18466