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: 33
Lot Size: 5,24
Map
Street View

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
1865
No
5.24
Kendall
0 / Not Applicable
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

All Bedroom Info:
Total Bedrooms: 5
Bedrooms Above Ground: 5
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fifth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 5
Partial Bathrooms: 1
Bathroom Amenities: Whirlpool,Steam Shower,Double Sink,Soaking Tub
Bathroom in Basement: 1
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

2.5
208817
Finished
Not in DB

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