1542 Plainfield Road, Oswego, Illinois 60543
$1,150,000
|
For Sale
|
|
| Status: | Active |
| Sqft: | 6,050 |
| Cost/Sqft: | $190 |
| Beds: | 5 |
| Baths: | 5 |
| Year Built: | 1865 |
| Property Taxes: | $17,190 |
| Days On Market: | 156 |
| Lot Size: | 5,24 |
Description
Welcome to the historic Gaylord House & Gardens, a truly extraordinary estate where timeless character, modern comfort, and endless possibilities come together on just over 5 picturesque acres. Originally built in 1865, this property is rich in local history and offers a rare opportunity to own a one-of-a-kind country retreat with unmatched charm, ample acreage, and exceptional special use potential. Every detail of this remarkable home showcases timeless craftsmanship and thoughtful livability. With 5 bedrooms and 4.5 bathrooms, the home offers a generous and well balanced layout designed to accommodate comfortable living and entertaining. Original woodwork, hardwood flooring, and stunning architectural details have been beautifully preserved throughout. Multiple living spaces create a warm and inviting atmosphere, highlighted by two wood burning fireplaces, a finished attic, walkout basement, private elevator, wine cellar, and screened in patio. A thoughtfully integrated 2008 addition expands the home while honoring its original character and architectural integrity. The vintage 1901 piano located in the dining room is also included with the sale, adding yet another touch of timeless elegance. Outside, the scenic grounds are surrounded by mature trees, open green space, and protective security fencing that lines the property, offering both beauty and privacy while creating an ideal setting for pets and children. The property features a large barn ideal for gatherings or events, a chicken barn, two workshops, a machine shed, and two spacious pastures, making it perfectly suited for horses, hobby farming, entertaining, or recreational use. Electric service is available to all exterior structures. Whether you are envisioning a private estate, boutique event venue, bed and breakfast, or peaceful countryside homestead, this property offers incredible potential. The property is zoned R3 SU, offering additional flexibility and opportunity for a variety of uses. Known as the Gaylord House & Gardens, this exceptional property combines historic significance with the serenity of country living while remaining conveniently close to shopping, dining, and everyday amenities. The opportunity to own an estate of this caliber and one of Kendall County's most distinctive landmark properties is truly once in a lifetime. Experience the beauty, presence and endless potential by scheduling your private showing today.
Property Specifics
| Single Family | |
| — | |
| Farmhouse | |
| 1865 | |
| Finished, Full | |
| 1,561 (1,561 finished) | |
| Brick | |
| Asphalt | |
| — | |
| No | |
| 5.24 |
| Kendall | |
| — | |
| 0 / Not Applicable | |
| None | |
| Well | |
| Septic Tank | |
| Central Air, Zoned | |
| Natural Gas, Forced Air, Steam, Baseboard, Radiator(s), Zoned, Radiant Floor | |
| 12644617 | |
| 0335377003 |
Property History
| DATE: | EVENT: | PRICE: | SOURCE: |
|---|---|---|---|
| 25 Mar, 2024 | Sold | $799,000 | MRED MLS |
| 24 Jan, 2024 | Under contract | $799,000 | MRED MLS |
| 18 Dec, 2023 | Listed for sale | $799,000 | MRED MLS |
| 24 Apr, 2025 | Sold | $867,500 | MRED MLS |
| 24 Mar, 2025 | Under contract | $900,000 | MRED MLS |
| 13 Mar, 2025 | Listed for sale | $900,000 | MRED MLS |
| 20 May, 2026 | Listed for sale | $1,150,000 | MRED MLS |
Room Specifics
Total Bedrooms: 5
Bedrooms Above Ground: 5
Bedrooms Below Ground: 0
Dimensions: 17X20
Floor Type: Hardwood
Dimensions: 16X16
Floor Type: Hardwood
Dimensions: 12X13
Floor Type: Hardwood
Dimensions: 12X14
Floor Type: Hardwood
Full Bathrooms: 5
Bathroom Amenities: Whirlpool, Steam Shower, Double Sink, Soaking Tub
Bathroom in Basement: 1
Dimensions: 24X14
Floor Type: Hardwood
Dimensions: 13X17
Floor Type: Hardwood
Features: Eating Area-Breakfast Bar, Pantry-Walk-in
Dimensions: 7X10
Floor Type: Ceramic Tile
Dimensions: 18X20
Floor Type: Hardwood
Dimensions: 27X25
Floor Type: Hardwood
Rooms: Bedroom 5, Screened Porch, Attic, Exercise Room, Recreation Room
Name: Bedroom 5
Dimensions: 16X16
Floor Type: Hardwood
Name: Screened Porch
Dimensions: 29X12
Floor Type: —
Name: Attic
Dimensions: 35X34
Floor Type: —
Name: Exercise Room
Dimensions: 18X23
Floor Type: Ceramic Tile
Name: Recreation Rm
Dimensions: 21X19
Floor Type: Ceramic Tile
Other Specifics
| 2.5 | |
| Block | |
| Asphalt, Other, Garage Door Opener, Garage Owned, Detached, Garage | |
| Sink | |
| Hardwood | |
| Deck, Screened | |
| Fenced | |
| Workshop, Barn(s), Outbuilding, Poultry Coop, Shed(s) | |
| Door Width 32 Inches or More, Hall Width 36 Inches or More, Stair Lift, Grab Bars Throughout, Roll-In Shower, Wheelchair Accessible, Wheelchair Ramp(s) | |
| Hot Tub | |
| Landscaped, Mature Trees, Pasture | |
| 208817 | |
| Finished | |
| Full | |
| Cathedral Ceiling(s), Elevator, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s), Bookcases, Historic/Period Mlwk, Special Millwork, Workshop | |
| Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Water Softener Owned | |
| Not in DB | |
| Gated, Street Paved | |
| — | |
| Wood Burning, Gas Starter |
Tax History
| Year | Property Taxes |
|---|---|
| 2024 | $17,581 |
| 2025 | $17,983 |
| 2026 | $17,190 |
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Listing Provided By
Jameson Sotheby's Intl Realty


