2396 Winding Way, Coolbaugh Twp, PA 18466 - Photo 1

Save This Listing

Close

1/35

View All Photos

$315,000 Just Listed

For Sale
Active
Single Family
4 Beds
2 Full Baths
1,638 Sq. Ft.
Updated 3 days ago

See This Home

Save This Listing

Close

1/35

Property Description

Spacious and move-in ready! This inviting 4-bedroom, 2-bath home offers nearly 2,000 square feet of comfortable living space in a gated, amenity-filled community in the heart of the Pocono Mountains. The open-concept layout features a bright living room with a propane fireplace, seamlessly flowing into the dining area and kitchen--perfect for everyday living and entertaining. The main level offers the convenience of a first-floor bedroom and full bath, while upstairs you'll find three additional bedrooms, including an oversized bedroom, a second full bath, and an open loft overlooking the living area. A large family room provides plenty of additional space for gatherings, recreation, or relaxation. Enjoy outdoor living from both the front and rear decks overlooking the yard, creating the perfect setting for morning coffee, family barbecues, or simply unwinding after a day of enjoying the Poconos. Located in a secure gated community featuring lakes, beaches, swimming pools, playgrounds, tennis courts, a clubhouse, and more, this property offers exceptional flexibility as a full-time residence, vacation getaway, or short-term rental investment. Conveniently located near major highways, shopping, dining, skiing, golf, hiking, water parks, casinos, and all the attractions the Pocono Mountains are known for. Don't miss this opportunity to own a spacious Pocono retreat with room for everyone in one of the area's most desirable amenity-filled communities.

Full Property Details

Full Property Details for 2396 Winding Way

General

Price: $315,000
HOA FEE: $66/month
HOA FEE FREQ.: Annually
Taxes: $1,914
Status: Active
Type: Single Family
Source: Lehigh_Valley
MLS ID: 779492
Updated: 6/26/2026
Added to Site: 3 day(s) ago

Interior

Number of Rooms: 8
Interior Features: Dining Area, Loft, Family Room Main Level, Vaulted Ceiling(s)
Fireplace: Yes
Fireplace(s): Living Room
Appliances: Dishwasher, Electric Water Heater, Refrigerator, Washer/Dryer
Flooring: Hardwood, Laminate, Resilient, Tile

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 4

Other Rooms

Laundry: Main Level

Exterior

Exterior Features: Deck, Porch, Shed
Porch/Patio/Deck: Deck, Porch

Parking

Parking Features: No Garage

Location

Area: Coolbaugh Twp
County: Monroe
Subdivision: Pocono Country Place
Driving Directions: 611 N to slight right onto Sterling Rd/PA 196, right on Knollwood Dr, left on Rosemont Dr, Right on Overlook Dr, left onto Winding Way, house on the left.

School Information

Elem School District: Pocono Mountain
Midd School District: Pocono Mountain
High School District: Pocono Mountain
High School: Pocono Mountain

Community

Home Owners Assn.: Lehigh Valley MLS

Heating & Cooling

Cooling Type: Ceiling Fan(s), Wall/Window Unit(s)
Heating Type: Baseboard, Electric

Utilities

Sewer: Community/Coop Sewer
Water: Public

Structural Information

Architectural Style: Contemporary
Construction: Vinyl Siding
Basement Desc.: Crawl Space
Roof: Asphalt, Fiberglass
Stories/Levels: 2
Square Feet: 1,638
Living Area: 1,638 Sq. Ft.
Year Built: 1985

Additional Structures

Other Structures: Shed(s)

Lot Features

Lot Size (Acres): 0.24
Lot Size (Sq. Ft.): 10,454
Lot Size Source: Public Records
Zoning: R-3 RESIDENTIAL

Financial Considerations

Association Fee: $788
Assoc Fee Freq.: Annually
Tax Amount: $1,914.4

Disclosures and Reports

Property ID: 3635916847282

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

— 2396 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 2396 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 2396 Winding Way Get Price Alerts and Save Property

Date

Details

Price

Change

Source

6/26/2026

Listed

$315,000

20.23%

MLS

2/25/2022

Sold

$262,000

—

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

Tax History for 2396 Winding Way

Year

Property Taxes

Change

Tax Assessment

Change

2026

$577

1%

$57,660

—

2025

$574

20%

$57,660

—

2024

$480

13%

$57,660

—

2023

$423

4%

$57,660

—

2022

$406

—

$57,660

—

2021

$405

-91%

$57,660

131%

2019

$4,275

—

$24,960

—

2018

$4,275

-1%

$24,960

—

2017

$4,325

—

$24,960

—

2016

$4,325

-2%

$24,960

—

2015

$4,425

-2%

$24,960

—

2014

$4,506

—

$24,960

—

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 2396 Winding Way

2396 Winding Way, Coolbaugh Twp, PA 18466 (MLS# 779492) is a Single Family property with 4 bedrooms and 2 full bathrooms. 2396 Winding Way is currently listed for $315,000 and was received on June 26, 2026. Want to learn more about 2396 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.

2396 Winding Way Coolbaugh Twp, PA 18466