1542 Plainfield RD, Oswego, IL 60543
1542 Plainfield RD, Oswego, IL 60543
1542 Plainfield RD, Oswego, IL 60543
64
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$1,150,000
Est. payment /mo
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5 Beds
4.5 Baths
6,050 SqFt
New

1542 Plainfield RD Oswego, IL 60543

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Jeffrey Herbert

Jeffrey Herbert

+1(312) 523-5496

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Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active

Purchase Type For Sale

Square Footage 6,050 sqft

Price per Sqft $190

MLS Listing ID 12644617

Style Farmhouse

Bedrooms 5

Full Baths 4

Half Baths 1

Year Built 1865

Annual Tax Amount $17,190

Tax Year 2025

Lot Size 5.240 Acres

Lot Dimensions 208817

Property Sub-Type Detached Single

Property 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.

Location

State IL

County Kendall

Area Oswego

Rooms

Basement Finished, Full

Interior

Interior Features 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

Heating Natural Gas, Forced Air, Steam, Baseboard, Radiator(s), Zoned, Radiant Floor

Cooling Central Air, Zoned

Flooring Hardwood

Fireplaces Number 2

Fireplaces Type Wood Burning, Gas Starter

Equipment Water-Softener Owned, CO Detectors, Ceiling Fan(s), Sump Pump

Fireplace Y

Appliance Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Water Softener Owned

Laundry Sink

Exterior

Exterior Feature Hot Tub

Garage Spaces 2.5

Community Features Horse-Riding Area, Gated, Street Paved

Roof Type Asphalt

Building

Lot Description Landscaped, Mature Trees, Pasture

Dwelling Type Detached Single

Building Description Brick, No

Sewer Septic Tank

Water Well

Level or Stories 2 Stories

Structure Type Brick

New Construction false

Schools

School District 308 , 308, 308

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition None

Midwest Real Estate Data (MRED) IDX
© 2026 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Listed by Robert Grilli of  Jameson Sotheby's Intl Realty 

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Jeffrey Herbert

Jeffrey Herbert

Broker | License ID: 475149452

+1(312) 523-5496

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1542 Plainfield RD