1289 Winding Way

Off Market

1289 Winding Way

Monroe County PA 18466

2080 sq. ft.

10890 sq. ft.

Single-Family

Last sold for $340,000

Alexa Sanchez, last sold this property on 24 October 2025 after -253 days on market.

Overview

Experience the epitome of Pocono elegance in this meticulously updated 5-bedroom, 3-bathroom sanctuary nestled in the heart of Tobyhanna, PA. This stately country home—brimming with modern finishes and refined charm—is perfect for those seeking a luxurious retreat in nature's embrace. This residence combines rustic Pocono charm with polished sophistication. Whether hosting family gatherings by the fire pit under the gazebo, enjoying evenings in the spa-like primary suite, or exploring nearby trails and lakes, this home delivers a high-end, aspirational lifestyle. Imagine waking each day in your elegant primary suite, whipping up breakfast in your gourmet kitchen, and spending weekends embracing nature before retreating to your private haven—this is the Pocono lifestyle you've been dreaming of. Schedule your private tour today and step into a world of modern luxury thoughtfully crafted for serene country living, only in Tobyhanna's premier community.

Features

5 bedrooms

3 bathrooms

4 carspaces

3 open car spaces

1 garage space

2080 sq. ft. floor area

10890 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Monroe County over the last 12 months, the estimated median property value of 1289 Winding Way is $384.45k.

Median value

$384.45k

Estimated value range

$14k - $830k

Median days on market

Estimated value trend

13%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Monroe County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1289 Winding Way

2025

Sold

$340,000

24 Oct 2025 by Alexa Sanchez, of Smart Way America Realty

2024

Sold

$220,000

18 Apr 2024 by Anthony Walters, of EveryHome Realtors

2018

Sold

$113,000

28 Jun 2018 by Bobbi Mika, of WEICHERT Realtors Acclaim - Tannersville

Happy sellers in Monroe County

95%

95% of sellers in Monroe County reported that their sale price either exceeded or met their price expectations.

Monroe County stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 11 reviews in Monroe County over the last 12 months.

Local market activity for 5 bedroom single-family properties in Monroe County

In the last 12 months, 26 five-bedroom single-family properties similar to 1289 Winding Way, have been sold.

This represents a 14% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Monroe County for a market analysis.

Elzbieta Rosser

at Weichert Realtors, Acclaim

(68 reviews)

Get a market analysis

Terriann Chamberlain

at KLRW - Keller Williams Real Estate

(1 review)

Get a market analysis

Danielle Holmes-Klaver

at Keller Williams Real Estate - Stroudsburg

(4 reviews)

Get a market analysis

Lasha Basadzishvili

at Pocono Mountain Lakes Realty

(1 review)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Monroe County

Elzbieta Rosser

Sellers who recommend Elzbieta Rosser have praised them for being local expert, responsive, clear communication, reliable, dedicated, well-prepared, and supportive