446 Windsor Dr, Oswego, IL 60543
Property image
Property image
SOLD
JAN 26, 2026

446 Windsor Dr
Oswego, IL 60543

Deerpath Creek
  • 4 Beds
  • 2.5 Baths
  • 2,145 sqft (on 0.27 acres)

$430,000

Last Sold: Jan 26, 2026
1% over list $425K
$200/sqft
Est. Refi. Payment $3,098/mo*
Refinance Your Home

$430,000

Last Sold: Jan 26, 2026
1% over list $425K
$200/sqft
Est. Refi. Payment $3,098/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,145 sqft
(on 0.27 acres)

Home Value

Trulia Estimate
$441K
Since last month
Increased$3K (+0.7%)
Since last year
Increased$12K (+2.7%)
Since last sale
Increased$10K (+2.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +77% in the last 10 years
MonthEstimated value
2026
August 2026$440K
July 2026$437K
June 2026$437K
May 2026$435K
April 2026$434K
March 2026$436K
February 2026$435K
January 2026$431K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
452 Windsor Dr, Oswego, IL
0.07
Single-Family Home
$475,000
08/17/26
5
2.5
2,315
424 Camden Cir, Oswego, IL
0.18
Single-Family Home
$430,000
07/13/26
4
2.5
2,791
514 Danbury Dr, Oswego, IL
0.20
Single-Family Home
$450,000
03/23/26
4
3
2,743
567 Lakeview Dr, Oswego, IL
0.29
Single-Family Home
$425,000
07/15/26
3
2.5
2,174
406 Windsor Dr, Oswego, IL
0.25
Single-Family Home
$380,000
12/18/25
3
3
2,024
211 Cambridge Ct, Oswego, IL
0.21
Single-Family Home
$475,000
09/22/25
4
3.5
2,780
203 Cambridge Ct, Oswego, IL
0.25
Single-Family Home
$490,000
05/26/26
5
3.5
2,219
716 Pinehurst Ln, Oswego, IL
0.37
Single-Family Home
$390,000
12/12/25
3
2.5
2,029

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
452 Windsor Dr, Oswego, IL 60543
0.07
$475,000
5
2.5
2,315
Recently Sold
445 Windsor Dr, Oswego, IL 60543
0.04
$630,000
4
2.5
2,159
Off Market
454 Windsor Dr, Oswego, IL 60543
0.09
$510,600
4
3.5
2,542
Off Market
251 Isleview Dr, Oswego, IL 60543
0.09
$447,600
5
2.5
2,421
Off Market
327 White Pines Ct, Oswego, IL 60543
0.04
$624,600
5
2.5
4,246
Off Market
236 Isleview Dr, Oswego, IL 60543
0.07
$535,000
4
2.5
3,308
For Sale
235 Isleview Dr, Oswego, IL 60543
0.09
$401,800
4
3.5
2,280
Off Market
433 Camden Cir, Oswego, IL 60543
0.12
$479,200
5
3
2,742
Off Market
531 Danbury Dr, Oswego, IL 60543
0.14
$525,800
4
2.5
2,476
Off Market
316 White Pines Ln, Oswego, IL 60543
0.11
$686,300
5
4.5
3,500
Off Market
315 White Pines Ln, Oswego, IL 60543
0.12
$740,000
4
3.5
3,700
Recently Sold

Local Information

  • Map ViewExplore the area around 446 Windsor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1996
Lot Size
0.27 acres
Living Area
2,145 sqft
Price/Sqft
$200/sqft
Parking
2 Car Garage

About this House

Welcome HOME ! A beautifully updated home in the heart of Oswego, set on a professionally landscaped lot along a mature tree-lined street. This move-in ready property blends modern style with everyday comfort, offering thoughtful updates throughout, a spacious layout, and a large fenced yard perfect for entertaining, gardening, or simply enjoying the outdoors. From the moment you arrive, the home's curb appeal stands out with lush landscaping, shade trees, and a welcoming entry. Step inside to discover a bright and inviting main level. The first floor has been freshly updated with new wood laminate and carpeting, creating a warm and comfortable setting for family gatherings or entertaining guests. Crisp new white trim throughout the main floor adds to the fresh, polished feel. The heart of the home is the upgraded kitchen, featuring stunning quartz countertops, with a deep undermount stainless steel sink. The open design makes meal preparation and entertaining effortless, while the sleek finishes ensure the space is both functional and stylish. Adjacent living and dining areas offer the perfect flow for both casual family nights and formal dinners. The first-floor bathroom has been completely remodeled with a quartz vanity and modern fixtures. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home offices. The spacious master bedroom offers a walk-in closet and a luxurious en-suite bath complete with a soaking tub and a full-size shower, creating the perfect retreat. Large windows throughout the home bathe each room in natural light while providing energy efficiency and peace of mind. Outside, enjoy a large fenced yard designed for fun and relaxation. Whether you envision backyard barbecues, a safe space for pets to roam, a play area for children, or quiet evenings on the concrete patio, this backyard delivers. Professional landscaping enhances the outdoor space, providing seasonal beauty and plenty of room to make the yard your own. Feel like relaxing out front this home has a covered porch so you can watch the world go by. Beyond the home, the location is equally appealing. 446 Windsor Drive is situated in a highly desirable Oswego neighborhood, close to parks, schools, shopping, dining, and everyday conveniences. Oswego's vibrant community offers top-rated schools, family-friendly events, and a charming downtown area with boutique shops and restaurants. Outdoor enthusiasts will love the nearby trails, forest preserves, and access to the Fox River, making it easy to enjoy an active lifestyle. With its blend of thoughtful updates, spacious living areas, professional landscaping, and an ideal location, this home is ready to welcome its next owner. Offering style, comfort, and peace of mind with warranties and recent improvements, 446 Windsor Drive is truly a must-see property in Oswego. Don't miss the opportunity to make this beautifully maintained home your own and enjoy the perfect combination of modern upgrades and timeless neighborhood charm.
446 Windsor Dr, Oswego, IL 60543 is a 4 bedroom, 3 bathroom, 2,145 sqft single-family home in Deerpath Creek, built in 1996. It last sold for $430,000 on Jan 26, 2026 (1% above the $425,000 asking price). It is currently off market. The Trulia Estimate is $440,900, with a rent estimate of $3,403/month.
Last check for updates: about 15 hours ago
Listed by Roger Jenisch, (773) 682-8771
Exit Realty Redefined
Bought with: Craig Caffarello, BPOR,CNC,E-PRO,SFR, (630) 898-8500, Your Place Realty Group
Source: MRED as distributed by MLS GRID, MLS#12457968

Home Details for 446 Windsor Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,FullNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Foyer, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2145 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Stainless Steel Appliance(s)DishwasherDisposalDryerLaundry: Main Level,Gas Dryer Hookup,In UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood Burning, Gas Starter, Family RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Replacement Windows, Screens, Window Treatments, Drapes, BlindsDoor: Sliding Doors, Storm Door(s), 6 Panel Door(s)Flooring: Laminate, Carpet
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability AccessFloors: Laminate, Carpet
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioFencing: Fenced, WoodFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Concrete,Garage Door Opener,On Site,Garage Owned,Attached,Off Street,Driveway,Owned,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer, Storm Sewer

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl Siding, BrickNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 0329121002

Price & Status

Price
List Price: $425,000Price Per Sqft: $200/sqft
Status Change & Dates
Off Market Date: Fri Sep 19 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: OswegoCommunity: Deerpath Creek
School Information
Elementary School District: 308Jr High / Middle School District: 308High School District: 308

Building

Building Area
Building Area: 3245 Square Feet

Community

Community Features: Sidewalks, Street Lights

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 0.27 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12457968Attic: UnfinishedAttribution Contact: (773) 682-8771

Additional Information

SidewalksStreet LightsSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display

Price and Tax history

DateEventPrice
Jan 26, 2026
Source: N/A
Sold
$430,000
Oct 24, 2025
Source: MRED as distributed by MLS GRID #12457968
Sold
$430,000
Sep 19, 2025
Source: MRED as distributed by MLS GRID #12457968
Contingent
$425,000
Aug 28, 2025
Source: MRED as distributed by MLS GRID #12457968
Listed For Sale
$425,000
Sep 24, 1996
Source: N/A
Sold
$185,000

Market trends in Oswego

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$382K
$2.5KMoM
Sale-to-List Price
100.1%
Price per sq ft
$203
$4MoM
Available listings
131
1MoM

Around this home

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
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026. 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. Click here for more information

Frequently asked questions about 446 Windsor Dr

  • What is 446 Windsor Dr estimated to be worth?
    Trulia's estimated value for 446 Windsor Dr in Oswego, IL is $440,900.
  • What is the price history for 446 Windsor Dr?
    446 Windsor Dr in Oswego, IL last sold for $430,000 in January 2026.
  • Is Oswego a buyer's or seller's market?
    Oswego is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Oswego?
    The median sale price in Oswego is $382K. That is down $2.5K from the prior month.
  • Does 446 Windsor Dr have air conditioning?
    Yes, 446 Windsor Dr in Oswego, IL has air conditioning.
  • Does 446 Windsor Dr have laundry facilities?
    Yes, 446 Windsor Dr in Oswego, IL has in-unit laundry.

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