2041 Winchester Dr

2,788 Sq. Ft.
$68 / Sq. Ft.
2,788
Sq. Ft.
$68
per Sq. Ft.

Description

Spacious 4-bedroom, 3-bath home tucked into a quiet cul-de-sac and set on a generous yard, this property offers the perfect blend of comfort and convenience. Step inside to an inviting kitchen with a center island that opens to the dining and living area-ideal for everyday living and easy entertaining. The primary suite provides a private retreat with its own bath, while the additional bedrooms and baths offer great flexibility for family, guests, or a home office. Enjoy outdoor living on the deck...Spacious 4-bedroom, 3-bath home tucked into a quiet cul-de-sac and set on a generous yard, this property offers the perfect blend of comfort and convenience. Step inside to an inviting kitchen with a center island that opens to the dining and living area-ideal for everyday living and easy entertaining. The primary suite provides a private retreat with its own bath, while the additional bedrooms and baths offer great flexibility for family, guests, or a home office. Enjoy outdoor living on the deck overlooking the large yard, with plenty of room for play, pets, gardening, or gatherings. The walk-out basement adds valuable bonus space with great potential for a family room, rec room, or hobby area. With a new roof already done, much of the big work is taken care of-just move in and make it your own!
  1. Listed by Kimberly Taylor • NextHome First Class
    P: (815)-541-5557 C: (815)-541-5557 realtorkimberlytaylor@gmail.com; nexthomefirstclass@gmail.com
  2. Listed by Becky Taylor • NextHome First Class
    P: (815)-232-4433 C: (815)-232-4433 becky.nexthomefirstclass@gmail.com

Property Details for 2041 Winchester Drive

Area
Freeport
Township
Freeport
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Parking Included in Price
Yes
Air Conditioning Type
Central Air
Num of Interior Fireplaces
0
LISTING UPDATED: 12/16/2025 12:07 AM

Property Details for 2041 Winchester Drive

StatusActive
MLS #12500127
Days on Market103
Taxes$5,807 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / Multi-Level
Year Built1980
Lot Size0.18 AC / 7,840 SF
CountyStephenson County

Location

Listing Courtesy of NextHome First Class
Add your commute

Building Information for 2041 Winchester Drive

Stories-Year Built1980Building Size-Lot Size0.18 AC / 7,840 SF

Payment Calculator

$1,409 per month

30 year fixed, 6.15% Interest

Principal and Interest

$926

Property Taxes

$484

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 2041 Winchester Drive

General Information
School Information
  • Elementary School District: 145
  • High School District: 145
  • Middle Or Junior School District: 145
Addtl Parking Information
  • Parking Details: Asphalt, Concrete, Garage Door Opener, Yes, Garage Owned, Attached, Garage
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee Frequency: Not Required
  • Additional Parcels: No
Property Information
Interior Features
  • Num Of Rooms: 7
  • Bedrooms Total: 3
  • Bedrooms (Below Grade): 1
  • Basement Type: Finished, Full, Walk-Out Access
  • Bedrooms Possible: 4
  • Air Conditioning: Central Air
  • Basement Sq Ft: 1204
  • Basement Bathrooms: Yes
  • Room Type: No additional rooms
  • Num of Baths: 3.0
Exterior Features
  • Levels: Bi-Level
  • Patio And Porch Features: Deck
  • Type: Multi-Level
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Public
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: No
  • Age: 41-50 Years
  • Type Detached: Multi-Level
  • Total Sq Ft: 1584
  • Aprox Total Finished Sq Ft: 2788
  • Total Finished and Unfin Sq Ft: 2788
  • Main Sq Ft: 1584
  • Lot Size: Less Than .25 Acre
  • Lot Size Source: County Records
  • Lot Dimensions: 54x146
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Construction: Vinyl Siding
  • Roof Type: Asphalt
  • Foundation Details: Block, Concrete Perimeter
  • General Information: None
  • Below Grade Finished Area: 1204.0
  • Living Area Source: Assessor
Property and Assessments
  • Public Document Count: 3
  • Document Date: 2025-12-10T22:07:12
  • Photos Count: 33
  • Rural: N
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Main
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full
  • Master Bedroom Dimensions: 14X12
Bedroom #2 Information
  • 2nd Bedroom Level: Main
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 12X11
Bedroom #3 Information
  • 3rd Bedroom Level: Main
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 11X10
Bedroom #4 Information
  • 4th Bedroom Level: Basement
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 20X12
Dining Room Information
  • Dining Room Level: N/A
  • RoomType_DR: Dining Room
Family Room Information
  • Family Room Level: Walkout Basement
  • RoomType_FR: Family Room
  • Family Room Dimensions: 27X20
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 20X12
Laundry Information
  • Laundry Level: N/A
  • Room Type: Laundry
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 18X14

Property History for 2041 Winchester Drive

DateEvent & SourcePriceAppreciation
Dec 10, 2025

Listed (Active)

MRED #12500127

$189,900
Nov 20, 2016

Sold

NorthWest Illinois Alliance of REALTORS® #118509

$127,000
Sep 15, 2016

Pending

NorthWest Illinois Alliance of REALTORS® #118509

Aug 16, 2016

Listed (Active)

NorthWest Illinois Alliance of REALTORS® #118509

$129,900
Oct 7, 2015

Expired

NorthWest Illinois Alliance of REALTORS® #115805

$134,900
Apr 7, 2015

Cancelled

NorthWest Illinois Alliance of REALTORS® #113994

$134,900
Apr 6, 2015

Listed (Active)

NorthWest Illinois Alliance of REALTORS® #115805

$134,900
Apr 20, 2014

Listed (Active)

NorthWest Illinois Alliance of REALTORS® #113994

$139,900
DateEvent & SourcePrice
12/10/2025

Listed (Active)

MRED #12500127

$189,900
11/20/2016

Sold

NorthWest Illinois Alliance of REALTORS® #118509

$127,000
09/15/2016

Pending

NorthWest Illinois Alliance of REALTORS® #118509

08/16/2016

Listed (Active)

NorthWest Illinois Alliance of REALTORS® #118509

$129,900
10/07/2015

Expired

NorthWest Illinois Alliance of REALTORS® #115805

$134,900
04/07/2015

Cancelled

NorthWest Illinois Alliance of REALTORS® #113994

$134,900
04/06/2015

Listed (Active)

NorthWest Illinois Alliance of REALTORS® #115805

$134,900
04/20/2014

Listed (Active)

NorthWest Illinois Alliance of REALTORS® #113994

$139,900

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

Public Records for 2041 Winchester Drive

Taxable ValueLand$5,845Additions$51,920Total$57,765
Tax Record2024$5,807 ($484 / month)
Home Facts
Beds4Total Finished SqFt1,584 SqFtAbove Grade Finished SqFt1,584 SqFtStories1Lot Size16,142 SqFtStyleSingle Family ResidenceYear Built1980CountySTEPHENSONAPN18-13-26-380-006

Schools near 2041 Winchester Drive

This home is within Freeport School District 145.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 7 to 8
Public - 9 to 12
Public - 5 to 6
Rating
School
Distance
Lincoln-Douglas Elementary School
PublicPK to 4

Freeport Middle School
Public7 to 8

Freeport High School
Public9 to 12

Carl Sandburg Middle School
Public5 to 6

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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2041 Winchester Drive is a single family home for sale in Freeport, IL 61032. This property was listed for sale on December 10, 2025 by NextHome First Class, it's currently listed at $189,900. It has been on the market for a total of 103 days and was last sold on November 21, 2016. This listing's school district is Freeport School District 145. Nearby schools include Lincoln-Douglas Elementary School, Freeport Middle School and Freeport High School. 2041 Winchester Drive is a 4-bed, 3-bath, 2,788 sqft single family home built in 1980.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of NextHome First Class

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance 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 Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance 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. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/16/2025 12:07 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.