Ad #7839978
MLS #12644617
Welcome to the historic Gaylord House & Gardens, a truly
1542 Plainfield Rd, Oswego, Illinois, 60543
$1,150,000
5Beds
5Baths
6,050Sqft
5.240Acres
About this property
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 Features
5 Beds
5 Baths
6,050 Sqft
Built in 1865
5.240 Acres
2 Stories
Open, Garage
Siding: Brick
Asphalt Roof
Has Fireplace
Radiant, Steam, Zoned, Natural Gas, Other (Heating), Radiant Floor, Baseboard, Forced Air
$17,190 / yr property tax
Kendall County
Additional Photos
Contact Information
Robert Grilli
Jameson Real Estate LLC
312-335-3291
Location
Listing Agent: Robert Grilli 312-335-3291
Broker: Jameson Real Estate LLC 312-335-3291 Listing Site
Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Jameson Real Estate LLC 312-335-3291 Listing Site
Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Jul 24, 2026
Photo Gallery
$1,150,000
5
Beds
5
Baths
6,050
Sqft
1542 Plainfield Rd, Oswego, Illinois, 60543
By contacting this agent you agree to these Terms and Conditions.
MLS# 12644617
Welcome to the historic Gaylord House & Gardens, a truly
$1,150,000
1542 Plainfield Rd, Oswego, Illinois, 60543
5
Beds
5
Baths
6,050
Sqft
5.240
Acres
$1,150,000
1542 Plainfield Rd, Oswego, Illinois, 60543
5 Beds
5 Baths
6,050 Sqft
5.240 Acres
Accessibility Features
Accessible Approach with Ramp
Accessible Elevator Installed
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.
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Property Details
HOME DETAILS
5 Beds
5 Baths
6,050 Sqft
Built in 1865
5.240 Acres
2 Stories
EXTERIOR
Open, Garage
Siding: Brick
Asphalt Roof
INTERIOR
Has Fireplace
Radiant, Steam, Zoned, Natural Gas, Other (Heating), Radiant Floor, Baseboard, Forced Air
FINANCIAL & COMMUNITY
$17,190 / yr property tax
Kendall County
See More Details
Location
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Ad Statistics
Ad Number
7839978
Viewed
23 times
Listing Status
Active
Added
Jun 01, 2026
Last Refresh
Jul 24, 2026 07:15:10 PM
Listing Information
Data Source
Midwest Real Estate Data, LLC
Source Property ID
12644617
Listing Agent: Robert Grilli 312-335-3291
Broker: Jameson Real Estate LLC 312-335-3291 Listing Site
Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Jameson Real Estate LLC 312-335-3291 Listing Site
Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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