Active

1542 Plainfield Road

Oswego, IL 60543

$1,150,000 $4,848/Mo

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Overview

Bed

Bath

6,050

Sqft

5.24

Acres(Lot)

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 wa rm 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 Details

Property Type : Residential

Price : $1,150,000

AD Id : 78971253

MLS Id : MRD12644617

Beds : 5

Lot Size : 5.24 Acres

Living Area Size : 6,050

Year Built : 1865

Garage : 2.5

County : Kendall

Map

Features

Bedroom Information

Total Bedroom: 5 Room Types: Bedroom 5, Screened Porch, Attic, Exercise Room, Recreation Room

Bathroom Information

Total Baths: 5 Full Baths: 4 Half Baths: 1

Room Information

Rooms Total: 12

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 Roof: Asphalt Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Water Softener Owned Laundry Features: Sink

Roofing Information

Asphalt
Flooring Information

Flooring: Hardwood Construction Materials: Brick
Heating & Cooling

Heating: Natural Gas, Forced Air, Steam, Baseboard, Radiator(s), Zoned, Radiant Floor Cooling: Central Air, Zoned WaterSource: Well

Building Information

Year Built: 1865
Exterior Features

Hot Tub Construction Materials: Brick Foundation Details: Block

Lot Information

Lot Dimensions: 208817 Lot Description: Landscaped, Mature Trees, Pasture Lot Acres: 5.24 Lot Size: 5.0-5.99 Acres

Property Information

Property Type: Residential Style: Farmhouse Sub Type: Detached Single Type Detached: 2 Stories

Listing Price Information

Original List Price:$1150000

Tax Information

Annual Tax: $17190 Tax Year: 2025 Parcel Number: 0335377003 Tax Exemption: Homeowner

Parking Information

Total Parking: 2.5 Asphalt, Other, Garage Door Opener, Yes, Garage Owned, Detached, Garage Is Parking Included in Price: Yes

Garage Information

Garage Space: 2.5

Homeowners Association Information

Included Fees: None

Utility Information

Sewer: Septic Tank Water Source: Well
Location Information

City: Oswego Direction: From W Lockport St (IL-126), R on Ridge Rd (CR-22), L on Plainfield Rd

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
420 Windsor Drive, Oswego, IL, 60543	$434,900	3	3	2,448	2,448 SqFt
34 N Adams Street, Oswego, IL, 60543	$420,000	2	1	1,200	1,200 SqFt
147 Linden Drive, Oswego, IL, 60543	$475,000	5	4	2,752	2,752 SqFt
2424 Semillon Street, Oswego, IL, 60543	$459,990	4	3	1,953	1,953 SqFt
2407 Semillon Street, Oswego, IL, 60543	$419,990	3	3	1,663	1,663 SqFt
184 Blazing Star Trail, Oswego, IL, 60543	$547,690	3	2	1,965	1,965 SqFt
352 Andover Drive, Oswego, IL, 60543	$650,000	4	4	2,211	2,211 SqFt
233 Cooney Way, Oswego, IL, 60543	$369,990	3	3	1,767	1,767 SqFt
229 Cooney Way, Oswego, IL, 60543	$379,990	3	3	1,767	1,767 SqFt
453 Newport Circle, Oswego, IL, 60543	$270,000	2	3	1,288	1,288 SqFt

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ByOwner last updated this listing 06/07/2026 @ 06:20

MLS: MRED #12644617 LISTED BY: Robert Grilli, Jameson Sotheby's Intl Realty 312-751-0300 SOURCE: Midwest Real Estate Data LLC (MRED) (Listings courtesy of Midwest Real Estate Data LLC (MRED) as distributed by MLS GRID)