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 $2,987/mo*
$430,000
Last Sold: Jan 26, 2026
1% over list $425K
$200/sqft
Est. Refi. Payment $2,987/mo*
4 Beds
2.5 Baths
2,145 sqft
(on 0.27 acres)
Homes for sale near 446 Windsor Dr
Apartments for Rent
Local Information
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Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 24, 2025
Home Highlights
Parking
2 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
$200/sqft
Listed
180+ days ago
Home Details for 446 Windsor Dr
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MLS Status: Closed |
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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 |
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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 |
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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 |
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Price List Price: $425,000Price Per Sqft: $200/sqft |
Status Change & Dates Off Market Date: Fri Sep 19 2025Possession Timing: Close Of Escrow |
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Direction & Address City: OswegoCommunity: Deerpath Creek |
School Information Elementary School District: 308Jr High / Middle School District: 308High School District: 308 |
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Building Area Building Area: 3245 Square Feet |
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Community Features: Sidewalks, Street Lights |
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HOA Fee Includes: None |
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Lot Area: 0.27 acres |
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Special Conditions: None |
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Listing Terms: Conventional |
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Business Information Ownership: Fee Simple |
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BasementMls Number: 12457968Attic: UnfinishedAttribution Contact: (773) 682-8771 |
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SidewalksStreet Lights |
Last check for updates: about 4 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

Price History for 446 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 01/26/2026 | $430,000 | Sold | N/A |
| 10/24/2025 | $430,000 | Sold | MRED as distributed by MLS GRID #12457968 |
| 09/19/2025 | $425,000 | Contingent | MRED as distributed by MLS GRID #12457968 |
| 08/28/2025 | $425,000 | Listed For Sale | MRED as distributed by MLS GRID #12457968 |
| 09/24/1996 | $185,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $9,415 |
| Assessment | $369,003 |
Home facts updated by county records
Comparable Sales for 446 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $433,000 | 07/23/25 | 5 | 2.5 | 2,421 | |
0.16 | Single-Family Home | $430,000 | 07/14/25 | 4 | 2.5 | 2,586 | |
0.14 | Single-Family Home | $549,000 | 08/21/25 | 4 | 2.5 | 2,476 | |
0.15 | Single-Family Home | $460,000 | 06/27/25 | 5 | 2.5 | 2,303 | |
0.25 | Single-Family Home | $380,000 | 12/18/25 | 3 | 3 | 2,024 | |
0.21 | Single-Family Home | $475,000 | 09/22/25 | 4 | 3.5 | 2,780 | |
0.41 | Single-Family Home | $509,000 | 05/30/25 | 4 | 3 | 2,000 | |
0.37 | Single-Family Home | $390,000 | 12/12/25 | 3 | 2.5 | 2,029 | |
0.39 | Single-Family Home | $430,000 | 10/08/25 | 4 | 3.5 | 2,020 |
Assigned Schools
These are the assigned schools for 446 Windsor Dr.
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
Learn more about our methodology.
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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
Homes for rent near 446 Windsor Dr
Off Market Homes Near 446 Windsor Dr
Explore by feature
446 Windsor Dr, Oswego, IL 60543 is a 4 bedroom, 3 bathroom, 2,145 sqft single-family home built in 1996. 446 Windsor Dr is located in Deerpath Creek, Oswego. This property is not currently available for sale. 446 Windsor Dr was last sold on Jan 26, 2026 for $430,000 (1% higher than the asking price of $425,000). The current Trulia Estimate for 446 Windsor Dr is $433,500.

