199 Winding Way

1,988 Sq. Ft.
$163 / Sq. Ft.
1,988
Sq. Ft.
$163
per Sq. Ft.

Description

Just one house away from the Winding Way pool, basketball courts, and tennis! Located in a highly desirable area for short-term rentals, this beautifully updated 4-bedroom, 2-bath home at 199 Winding Way offers incredible potential as a primary home, vacation retreat, or profitable STR investment. Featuring a modern, sleek design throughout and set on 1 acre, this property delivers both style and space. The lower level is an entertainer's dream — ideal for a party area, game room, or second living...Just one house away from the Winding Way pool, basketball courts, and tennis! Located in a highly desirable area for short-term rentals, this beautifully updated 4-bedroom, 2-bath home at 199 Winding Way offers incredible potential as a primary home, vacation retreat, or profitable STR investment. Featuring a modern, sleek design throughout and set on 1 acre, this property delivers both style and space. The lower level is an entertainer's dream — ideal for a party area, game room, or second living space, complete with its own walkout to the backyard. Outside, enjoy two storage sheds providing ample space for tools, toys, and seasonal items. Situated in Indian Mountain Lakes, you'll have access to top-tier amenities including multiple lakes, beaches, pools, tennis courts, basketball courts, a clubhouse, playgrounds, and 24/7 gated security. Move-in ready and positioned in a prime location for lifestyle, relaxation, and income generation — this home checks every box!
  1. Listed by Heather Rai Schierloh • Brokerage DRE #RO302861 • Coldwell Banker Hearthside Pocono
    P: (570)-977-0770 HRSsoldit@gmail.com

Property Details for 199 Winding Way

Zoning Description
Residential
Subdivision Name
Indian Mountain Lakes
LISTING UPDATED: 03/04/2026 03:48 PM

Property Details for 199 Winding Way

StatusClosed
MLS #PM-137446
Days on Market51
Taxes$3,337 / year
HOA Fees$1,075 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1979
Lot Size1.10 AC / 47,916 SF
CountyMonroe County

Location

Listing Courtesy of Coldwell Banker Hearthside Pocono

Sold By The Real Estate Group, LLC

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Building Information for 199 Winding Way

Stories2Year Built1979Building Size-Lot Size1.10 AC / 47,916 SF

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$1,952 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,584

Property Taxes

$278

HOA Dues

$90

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Property Information for 199 Winding Way

Summary
Location and General Information
  • Directions: Rt 115 S, R on Mountain Rd, L on Lookout, Right on Scenic, R on Winding way. House on Right
  • County Or Parish: Monroe
  • Latitude: 40.993788
  • Longitude: -75.493685
  • General Property Information : Water Body Access: No
Taxes and HOA
  • Association Fee: $.00
  • Association: Yes
  • Tax Map Number: 20632001297435
  • Tax Legal Description: Lot 2227 Sec Ff
  • Tax Book Number: /10
  • Parcel Number: 20.8I.1.92
  • Tax Year: 2025
  • Association Fee Frequency: Annually
  • Tax Annual Amount: $3,337.04
  • General Property Information : Association: Yes
  • General Property Information : Association Fee: $1,075.00
  • General Property Information : Capital Improvement Fee: $1,000.00
Parking
  • Attached Garage: No
  • Carport: No
  • Garage Spaces: 1.0
  • Garage: Yes
  • Open Parking: Yes
  • Open Parking Spaces: 8.0
  • General Property Information : Garage: Yes
  • General Property Information : Attached Garage: No
  • General Property Information : Garage Spaces: 1.0
  • General Property Information : Carport: No
  • General Property Information : Open Parking: Yes
  • General Property Information : Open Parking Spaces: 8.0
School Information
  • District High School: Pocono Mountain
Property
Lot Information
  • Above Grade Finished Area: 1098.0
  • Below Grade Finished Area: 900.0
  • Building Area Source: Estimated
  • Lot Size Acres: 1.1
  • Living Area: 1988.0
  • Living Area Source: Estimated
  • Building Area Total: 2198.0
  • Lot Size Area: 1.1
  • Lot Size Units: Acres
  • Lot Size Square Feet: 47916.0
  • General Property Information : Above Grade Finished Area: 1098.0
  • General Property Information : Below Grade Finished Area: 900.0
  • General Property Information : Living Area: 1988.0
  • General Property Information : Living Area Source: Estimated
  • General Property Information : Above Grade Unfinished Area: 0.0
  • General Property Information : Below Grade Unfinished Area: 200.0
  • General Property Information : Building Area Source: Estimated
  • General Property Information : Lot Size Acres: 1.1
  • Structure Type : House: Yes
  • Architectural Style : Bi-Level: Yes
  • Construction Materials : Vinyl Siding: Yes
  • Road Frontage Type : Private Road: Yes
  • Road Surface Type : Paved: Yes
  • Road Responsibility : Road Maintenance Agreement: Yes
Property and Assessments
  • Disclosures : Resale Certificate: Yes
  • Possession : Close Of Escrow: Yes
  • Year Built Source: Public Records
  • Owner Name: Jrs Construction & Rehab LLC
  • Floor Plans Count: 1
  • Property Type: Residential,Single Family Residence
  • Year Built: 1979
  • Property Sub Type: Single Family Residence
  • Contract Information : Owner Name: Jrs Construction & Rehab LLC
  • General Property Information : Year Built Source: Public Records
  • Current Use : Residential: Yes
Utilities
  • Water Source : Well: Yes
  • Sewer : On Site Septic: Yes
Interior and Exterior Features
Exterior Features
  • Stories: 2
  • Pool Private: No
  • General Property Information : Pool Private: No
  • Association Amenities : Security: Yes
  • Association Amenities : Gated: Yes
  • Association Amenities : Meeting Room: Yes
  • Association Amenities : Party Room: Yes
  • Association Amenities : Picnic Area: Yes
  • Association Amenities : Teen Center: Yes
  • Association Amenities : Playground: Yes
  • Association Amenities : Recreation Room: Yes
  • Association Amenities : Indoor Pool: Yes
  • Association Amenities : Tennis Court(s): Yes
  • Association Fee Includes : Trash: Yes
  • Association Fee Includes : Maintenance Road: Yes
  • Roof : Shingle: Yes
Interior Features
  • Basement: Yes
  • Basement: Yes
  • Fireplace: Yes
  • Rooms Total: 8
  • Bathrooms Total Integer: 2
  • Bathrooms Total Decimal: 2.0
  • Bathrooms Total Notational: 2.0
  • Cooling: Yes
  • Heating: Yes
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • General Property Information : Rooms Total: 8.0
  • General Property Information : Bathrooms Half: 0.0
  • General Property Information : Stories: 2.0
  • General Property Information : Fireplace: Yes
  • General Property Information : Basement: Yes
  • Interior Features : Kitchen Island: Yes
  • Interior Features : Recessed Lighting: Yes
  • Fireplace Features : Basement: Yes
  • Flooring : Tile: Yes
  • Flooring : Vinyl: Yes
  • Basement : Full: Yes
  • Basement : Daylight: Yes
  • Basement : Walk-Out Access: Yes
  • Basement : Finished: Yes
  • Basement : Heated: Yes
  • Cooling : Ceiling Fan(s): Yes
  • Heating : Baseboard: Yes
  • Heating : Fireplace(s): Yes
  • Appliances : Electric Cooktop: Yes
  • Appliances : Refrigerator: Yes
  • Appliances : Dishwasher: Yes
  • Appliances : Washer: Yes
  • Appliances : Dryer: Yes
Room Information
  • Room Types : Bathroom 2: Yes
  • Room Types : Bathroom 2 Level: Lower
  • Room Types : Bedroom 2: Yes
  • Room Types : Bedroom 2 Level: Main
  • Room Types : Bedroom 3: Yes
  • Room Types : Bedroom 3 Level: Lower
  • Room Types : Primary Bathroom: Yes
  • Room Types : Primary Bathroom Level: Main
  • Room Types : Primary Bedroom: Yes
  • Room Types : Primary Bedroom Level: Main
Multi Family
Multi Family Information
  • Furnished: Unfurnished
Rental
Rental Information
  • Occupant Type: Vacant
  • Contract Information : Occupant Type: Vacant

Property History for 199 Winding Way

DateEvent & SourcePriceAppreciation
Feb 11, 2026

Closed (Public Record)

Public Record #1929074658

$325,000

+131.5% / yr

Feb 2, 2026

Closed

PMAR #PM-137446

$325,000
Jan 12, 2026

Pending

PMAR #PM-137446

Jan 5, 2026

Price Change

PMAR #PM-137446

$319,000
Dec 5, 2025

Expired

Greator Scranton Board of REALTORS #SC256165

$325,000
Dec 5, 2025

Listed (Active)

Greator Scranton Board of REALTORS #SC256165

$25,000
Nov 22, 2025

Listed (Active)

PMAR #PM-137446

$325,000
May 5, 2025

Closed (Public Record)

Public Record #1557873854

$170,000

+4.3% / yr

Feb 24, 2023

Closed (Public Record)

Public Record #1506903460

$155,000
Feb 24, 2023

Closed (Public Record)

Public Record #1506903460

$155,000
Feb 24, 2023

Closed

PMAR #PM-99693

$155,000
Feb 24, 2023

Closed

GLVRMLS #698281

$155,000
Jan 17, 2023

Pending

PMAR #PM-99693

Jan 16, 2023

Pending

GLVRMLS #698281

Aug 4, 2022

Listed (Active)

GLVRMLS #698281

$215,000
Aug 3, 2022

Listed (Active)

PMAR #PM-99693

$215,000
DateEvent & SourcePrice
02/11/2026

Closed (Public Record)

Public Record #1929074658

$325,000

+131.5% / yr

02/02/2026

Closed

PMAR #PM-137446

$325,000
01/12/2026

Pending

PMAR #PM-137446

01/05/2026

Price Change

PMAR #PM-137446

$319,000
12/05/2025

Expired

Greator Scranton Board of REALTORS #SC256165

$325,000
12/05/2025

Listed (Active)

Greator Scranton Board of REALTORS #SC256165

$25,000
11/22/2025

Listed (Active)

PMAR #PM-137446

$325,000
05/05/2025

Closed (Public Record)

Public Record #1557873854

$170,000

+4.3% / yr

02/24/2023

Closed (Public Record)

Public Record #1506903460

$155,000
02/24/2023

Closed (Public Record)

Public Record #1506903460

$155,000
02/24/2023

Closed

PMAR #PM-99693

$155,000
02/24/2023

Closed

GLVRMLS #698281

$155,000
01/17/2023

Pending

PMAR #PM-99693

01/16/2023

Pending

GLVRMLS #698281

08/04/2022

Listed (Active)

GLVRMLS #698281

$215,000
08/03/2022

Listed (Active)

PMAR #PM-99693

$215,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 199 Winding Way

Taxable ValueLand$25,500Additions$83,070Total$108,570
Tax Record2025$813 ($68 / month)
Home Facts
Beds3Total Finished SqFt2,156 SqFtAbove Grade Finished SqFt1,098 SqFtFinished Basement SqFt1,058 SqFtStories1Lot Size47,916 SqFtStyleSingle Family ResidenceYear Built1979ZoningR-1CountyMONROEAPN20.8I.1.92Fireplace TypeHas Fireplace

Schools near 199 Winding Way

This home is within Pocono Mountain School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 3 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Tobyhanna El Center
PublicK to 6

Clear Run Intrmd School
Public3 to 6

Pocono Mountain West Junior High School
Public7 to 8

Pocono Mountain West High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Coldwell Banker Hearthside Pocono

Based on information from one of the following Multiple Listing Services: BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by BRIGHT, Greater LeHigh Valley Regional MLS, Greator Scranton Board of REALTORS® and Pocono Mountains Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.