414 Windsor Dr, Oswego, IL 60543
OFF MARKET

414 Windsor Dr
Oswego, IL 60543

Deerpath Creek
  • Studio
  • 1,642 sqft (on 0.25 acres)

$413,300

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $3,000/mo*
Refinance Your Home

$413,300

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $3,000/mo*
Refinance Your Home
Studio
1,642 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 414 Windsor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
0.25 acres
Living Area
1,642 sqft
Price/Sqft
$252

About this House

This single-family home is located at 414 Windsor Dr, Oswego, IL. 414 Windsor Dr is in the Deerpath Creek neighborhood in Oswego, IL and in ZIP code 60543. This property has approximately 1,642 sqft of floor space. This property has a lot size of 0.25 acres.
414 Windsor Dr, Oswego, IL 60543 is a studio, 1,642 sqft single-family home in Deerpath Creek. It last sold for $160,500 on Jan 22, 1999. It is currently off market. The Trulia Estimate is $413,300, with a rent estimate of $3,255/month.

Home Details for 414 Windsor Dr

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 1

Property Information

Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.25 acres

Price History for 414 Windsor Dr

DatePriceEventSource
01/22/1999$160,500Sold
N/A
09/04/1998$32,000Sold
N/A

Market trends in Oswego

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$385K
$21.67KMoM
Sale-to-List Price
100.1%
0.2%MoM
Price per sq ft
$199
$5MoM
Available listings
132
4MoM
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Property Tax and Assessment

Year2024
Tax$7,926
Assessment$328,485
Home facts updated by county records

Comparable Sales for 414 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
406 Windsor Dr, Oswego, IL
0.06
Single-Family Home
$380,000
12/18/25
3
3
2,024
203 Cambridge Ct, Oswego, IL
0.09
Single-Family Home
$490,000
05/26/26
5
3.5
2,219
446 Windsor Dr, Oswego, IL
0.20
Single-Family Home
$430,000
01/26/26
4
2.5
2,145
414 Sudbury Cir, Oswego, IL
0.32
Single-Family Home
$450,000
09/22/25
4
3
1,602
482 Deerfield Dr, Oswego, IL
0.07
Single-Family Home
$734,848
07/09/26
3
3
2,300
211 Cambridge Ct, Oswego, IL
0.11
Single-Family Home
$475,000
09/22/25
4
3.5
2,780
430 Sudbury Cir, Oswego, IL
0.29
Single-Family Home
$315,000
04/09/26
3
2
1,900
424 Camden Cir, Oswego, IL
0.27
Single-Family Home
$430,000
07/13/26
4
2.5
2,791
415 Sudbury Cir, Oswego, IL
0.29
Single-Family Home
$537,000
05/15/26
4
3.5
2,360
714 Pinehurst Ln, Oswego, IL
0.54
Single-Family Home
$350,000
01/14/26
3
2.5
1,680

Nearby homes

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Assigned Schools

These are the assigned schools for 414 Windsor Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Deerpath Creek
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Deerpath Creek

At least 9 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say there are sidewalks

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 80 % Say it's dog friendly

  • 78 % Say there's holiday spirit

  • 68 % Say neighbors are friendly

  • 67 % Say streets are well-lit

  • 67 % Say people would walk alone at night

  • 58 % Say kids play outside

  • 56 % Say there's wildlife

  • 50 % Say they plan to stay for at least 5 years

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Alex33hales
    "I have a very short commute to work, shopping and dining. My children have never been more than a few minutes from school; elementary, junior high and high school. "
    1
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Apartments for Rent

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Homes for sale near 414 Windsor Dr

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Off Market Homes Near 414 Windsor Dr

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