$1,150,000
 $6,173 est/mo Sourced by Back At You

1542 Plainfield Road,Oswego, IL 60543

Oswego, IL 60543

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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.

Details

MLS #12644617
Listing TypeFor Sale
StyleFarm or Ranch
Sub-TypeResale
StatusActive
Year1865
Days On Site122
Listing Provided ByJameson Sotheby's Intl Realty | Robert Grilli

Features

Bed(s)5
Bath(s) 5 Total
SQ Feet6,050
Garage2
BasementY
Story(s)2
Acreage5.24

Interior

Rooms Total12
CoolingCentral Air, Zoned
HeatingNatural Gas, Forced Air, Steam, Baseboard, Radiator(s), Zoned, Radiant Floor
Interior FeaturesCathedral 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
AppliancesRange, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Water Softener Owned
Fireplaces Total2
Fireplace FeaturesWood Burning, Gas Starter
Laundry FeaturesSink
Window FeaturesSkylight(s)

Exterior

Exterior FeaturesHot Tub
RoofAsphalt
Foundation DetailsBlock
Lot FeaturesLandscaped, Mature Trees, Pasture
Construction MaterialsBrick
Patio And Porch FeaturesDeck, Screened
FencingFenced

Parking

Parking FeaturesAsphalt, Other, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Garage Spaces2.5

Utilities

SewerSeptic Tank
ElectricCircuit Breakers

Location

Community FeaturesGated, Street Paved

Taxes

Tax Year2025
Tax Annual Amount17190

Area Information

StateIL
CountyKendall
CityOswego
Zip Code60543
AreaOswego
Listing VS Median (in 60543)
Price:
$1,150,000
low | high
Med:
$439,990
100% of Average
sqft:
6,050
low | high
Med:
1,953
100% of Average
$ / sqft:
$190
low | high
Med:
$225
31.478238607271% of Average
On site:
122
low | high
Med:
101
100% of Average
Sourced by Back At You

Market Activity 60543

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Learn More About This Property

StateIL
CountyKendall
CityOswego
Zip Code60543
AreaOswego
Listing VS Median (in 60543)
Price:
$1,150,000
low | high
Med:
$439,990
100% of Average
sqft:
6,050
low | high
Med:
1,953
100% of Average
$ / sqft:
$190
low | high
Med:
$225
31.478238607271% of Average
On site:
122
low | high
Med:
101
100% of Average
Sourced by Back At You
Listing Updated: September 15, 2026 at 7:53:19 PM PDT