445 Windsor Dr, Oswego, IL 60543
OFF MARKET

445 Windsor Dr
Oswego, IL 60543

Deerpath Creek
  • 4 Beds
  • 2.5 Baths
  • 2,159 sqft (on 0.25 acres)

$649,400

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $4,577/mo*
Refinance Your Home

$649,400

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $4,577/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,159 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 445 Windsor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Pulling into the driveway you will notice right away the care and attention to a beautifully landscaped home with beautiful mature trees, bushes and perennial flower and plants. This home has over 2100 sqft plus a partially finished basement, and a 3 car garage with an epoxy finished floor and oversized garaged doors to accommodate taller vehicles. The bright and open foyer leads to the vaulted formal living room. There's a formal dining room that leads to the large eat in kitchen and generous sized family room with fireplace that is a great space for entertaining. From the kitchen, you can walk out to the large deck overlooking the mature fenced backyard that provides a space to relax, entertain and take in the beautiful vegetation and wildlife. The second floor provides a great master suite with large bath with a walk in closet that also leads to an unfinished attic for extra storage. This home conveniently provides a large second floor laundry room and three additional bedrooms. The partially finished basement provides space for more entertainment and two additional storage rooms. Hurry to come see this great find.
445 Windsor Dr, Oswego, IL 60543 is a 4 bedroom, 3 bathroom, 2,159 sqft single-family home in Deerpath Creek, built in 1996. It last sold for $435,000 on Jul 8, 2024 (2% above the $424,900 asking price). It is currently off market. The Trulia Estimate is $649,400, with a rent estimate of $3,381/month.

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 445 Windsor Dr

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Partially Finished,FullNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Eating Area, Family Room, Foyer, Kitchen, Laundry, Living Room, Other Room, Play Room, Recreation Room, Storage
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2159 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, Refrigerator, Disposal, Water Softener, Humidifier, Gas Water HeaterDishwasherDisposalLaundry: Upper Level,In UnitMicrowaveRefrigerator
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
Windows, Doors, Floors & Walls
Flooring: Hardwood, Laminate
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability AccessFloors: Hardwood, Laminate
View
No View

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PorchFencing: FencedOther Structures: Shed(s)Foundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Asphalt,Garage Door Opener,Garage,On Site,Garage Owned,Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (below surface): 814 Square Feet

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Aluminum SidingNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 0329124003

Price & Status

Price
List Price: $424,900
Status Change & Dates
Off Market Date: Wed May 29 2024Possession Timing: Close Of Escrow

Location

Direction & Address
City: OswegoCommunity: Deerpath Creek
School Information
Elementary School: Prairie Point Elementary SchoolElementary School District: 308Jr High / Middle School: Traughber Junior High SchoolJr High / Middle School District: 308High School: Oswego High SchoolHigh School District: 308

Agent Information

Buyer Agent
Buyer Company Name: Melissa Walsh Group

Building

Building Area
Building Area: 3273 Square Feet

Community

Community Features: Park, Curbs, Sidewalks, Street Lights, Street Paved

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 10890 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12066300Attic: Unfinished

Additional Information

ParkCurbsSidewalksStreet LightsStreet PavedSource Internet Automated Valuation DisplaySource Internet Consumer CommentSource Internet Entire Listing DisplaySource Internet Address DisplayMRD REMARKSINTERNET: Yes
Last check for updates: about 11 hours ago
Listed by Brian Hauser, (630) 742-9350
Charles Rutenberg Realty of IL
Missy Hauser, (630) 742-5353
Charles Rutenberg Realty of IL
Bought with: Melissa Walsh, (630) 272-7263, Coldwell Banker Real Estate Group
Source: MRED as distributed by MLS GRID, MLS#12066300

Price History for 445 Windsor Dr

DatePriceEventSource
07/08/2024$435,000Sold
MRED as distributed by MLS GRID #12066300
05/27/2024$424,900Listed For SaleMRED as distributed by MLS GRID #12066300

Market trends in Oswego

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$365K
$4.33KMoM
Sale-to-List Price
99.9%
0.6%MoM
Price per sq ft
$202
$3MoM
Available listings
128
14MoM
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Property Tax and Assessment

Year2024
Tax$9,453
Assessment$370,416
Home facts updated by county records

Comparable Sales for 445 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
446 Windsor Dr, Oswego, IL
0.04
Single-Family Home
$430,000
01/26/26
4
2.5
2,145
251 Isleview Dr, Oswego, IL
0.08
Single-Family Home
$433,000
07/23/25
5
2.5
2,421
439 Camden Cir, Oswego, IL
0.14
Single-Family Home
$430,000
07/14/25
4
2.5
2,586
531 Danbury Dr, Oswego, IL
0.18
Single-Family Home
$549,000
08/21/25
4
2.5
2,476
406 Windsor Dr, Oswego, IL
0.21
Single-Family Home
$380,000
12/18/25
3
3
2,024
514 Danbury Dr, Oswego, IL
0.24
Single-Family Home
$450,000
03/23/26
4
3
2,743
211 Cambridge Ct, Oswego, IL
0.17
Single-Family Home
$475,000
09/22/25
4
3.5
2,780
203 Cambridge Ct, Oswego, IL
0.21
Single-Family Home
$490,000
05/26/26
5
3.5
2,219
414 Sudbury Cir, Oswego, IL
0.43
Single-Family Home
$450,000
09/22/25
4
3
1,602
552 Lakeview Dr, Oswego, IL
0.43
Single-Family Home
$430,000
10/08/25
4
3.5
2,020

Nearby homes

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Assigned Schools

These are the assigned schools for 445 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

  • 56 % 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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Homes for sale near 445 Windsor Dr

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Off Market Homes Near 445 Windsor Dr

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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