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History and modern comfort come together beautifully at 453 Main Street in Oswego. Built in 1902 by four master builders, this one-of-a-kind home is rich in character and timeless craftsmanship while offering today's most sought-after updates. Situated on nearly an acre, this property provides a peaceful retreat with mature trees and privacy, all within walking distance to charming downtown Oswego, where you'll enjoy local shops, restaurants, parks, and community events. From the moment you arrive, you'll be welcomed by the inviting front porch, complete with a natural gas sconce, making it the perfect place to enjoy your morning coffee or unwind in the evening. Inside, you'll immediately appreciate the stunning original oak trim, beautiful woodwork, and the restored living room fireplace that create warmth and historic elegance throughout the home. The fully updated gourmet kitchen is designed for both everyday living and entertaining, featuring KitchenAid stainless steel appliances, a farmhouse sink, pot filler faucet, abundant cabinetry, and generous counter space that will delight any home chef. The spacious primary suite serves as a private retreat, complete with its own balcony overlooking the expansive backyard-an ideal spot to relax and take in the peaceful surroundings. The finished basement offers additional living space with a welcoming family room featuring a wet bar and wine refrigerator, perfect for entertaining family and friends. Step outside and discover your own private oasis. Follow the path beyond the insulated two-car garage to a secluded wooded area with a fire pit, creating the perfect setting for evening gatherings, roasting marshmallows, or simply enjoying the stars. The garage has been thoughtfully upgraded with raised rafters for additional storage, electrical service, newer windows, two service doors, and new garage doors installed in 2022. This meticulously maintained home has seen numerous recent improvements, including a new roof (2018), fully remodeled upstairs hall bathroom (2019), restored living room fireplace (2020), new water softener (2021), new hot water heater (2021), new bedroom carpeting (2021), new basement flooring (2022), new fence (2022), and new garage doors (2022). This is a rare opportunity to own a truly historic home that perfectly blends timeless craftsmanship, modern amenities, and an exceptional location. Homes with this much character, land, and convenience rarely become available. Schedule your private showing today and experience everything this remarkable property has to offer.
| DAYS ON MARKET | 17 | LAST UPDATED | 7/23/2026 |
|---|---|---|---|
| YEAR BUILT | 1902 | COMMUNITY | Oswego |
| GARAGE SPACES | 2.0 | COUNTY | Kendall |
| STATUS | Conditional | PROPERTY TYPE(S) | Single Family |
| ADDITIONAL DETAILS | |
| AIR | Wall Unit(s) |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer |
| AREA | Oswego |
| BASEMENT | Finished, Full, Yes |
| CONSTRUCTION | Frame |
| EXTERIOR | Balcony, Fire Pit |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Natural Gas, Radiant, Steam |
| LOT | 0 |
| LOT DESCRIPTION | Wooded |
| LOT DIMENSIONS | 146X363X95X433 |
| PARKING | Gravel, Garage Door Opener, Detached, Garage |
| SEWER | Public Sewer |
| STYLE | Other |
| TAXES | 6359 |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.