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: 156
Lot Size: 5,24

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
—
Farmhouse
1865
Finished, Full
1,561 (1,561 finished)
Brick
Asphalt
—
No
5.24
Kendall
—
0 / Not Applicable
None
Well
Septic Tank
Central Air, Zoned
Natural Gas, Forced Air, Steam, Baseboard, Radiator(s), Zoned, Radiant Floor
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
Master Bedroom Info:
Dimensions: 17X20
Location: 2nd Level
Floor Type: Hardwood
Second Bedroom Info:
Dimensions: 16X16
Location: 2nd Level
Floor Type: Hardwood
Third Bedroom Info:
Dimensions: 12X13
Location: 2nd Level
Floor Type: Hardwood
Fourth Bedroom Info:
Dimensions: 12X14
Location: 2nd Level
Floor Type: Hardwood
Bathroom Info:
Full Bathrooms: 5
Partial Bathrooms: 1
Bathroom Amenities: Whirlpool, Steam Shower, Double Sink, Soaking Tub
Bathroom in Basement: 1
Dining Room Info:
Dimensions: 24X14
Location: Main Level
Floor Type: Hardwood
Kitchen Info:
Dimensions: 13X17
Location: Main Level
Floor Type: Hardwood
Features: Eating Area-Breakfast Bar, Pantry-Walk-in
Laundry Room Info:
Dimensions: 7X10
Location: Basement
Floor Type: Ceramic Tile
Living Room Info:
Dimensions: 18X20
Location: Main Level
Floor Type: Hardwood
Family Room Info:
Dimensions: 27X25
Location: Main Level
Floor Type: Hardwood
Additional Rooms Info:
Rooms: Bedroom 5, Screened Porch, Attic, Exercise Room, Recreation Room
Basement: Finished, Full
First Additional Room Info:
Name: Bedroom 5
Dimensions: 16X16
Location: Main Level
Floor Type: Hardwood
Second Additional Room Info:
Name: Screened Porch
Dimensions: 29X12
Location: Main Level
Floor Type: —
Third Additional Room Info:
Name: Attic
Dimensions: 35X34
Location: 3rd Level
Floor Type: —
Fourth Additional Room Info:
Name: Exercise Room
Dimensions: 18X23
Location: Basement
Floor Type: Ceramic Tile
Fifth Additional Room Info:
Name: Recreation Rm
Dimensions: 21X19
Location: Basement
Floor Type: Ceramic Tile

Other Specifics

2.5
Block
Asphalt, Other, Garage Door Opener, Garage Owned, Detached, Garage
Sink
Hardwood
Deck, Screened
Fenced
Workshop, Barn(s), Outbuilding, Poultry Coop, Shed(s)
Door Width 32 Inches or More, Hall Width 36 Inches or More, Stair Lift, Grab Bars Throughout, Roll-In Shower, Wheelchair Accessible, Wheelchair Ramp(s)
Hot Tub
Landscaped, Mature Trees, Pasture
208817
Finished
Full
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
Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Water Softener Owned
Not in DB
Gated, Street Paved
—
Wood Burning, Gas Starter

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