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1542 Plainfield Road , Oswego, IL 60543

$1,150,000
  • 1542 Plainfield Road , Oswego, IL 60543 Main Photo

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New to the Market New
BEDS5 BATHS4 full 1 partial SQUARE FEET6,050 MLS#12644617
STATUSNew PROPERTY TYPEResidential - Single Family SCHOOLDistrict 308

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.

1542 Plainfield Road | MLS# 12644617

This single family home located at 1542 Plainfield Road , Oswego, IL 60543 is currently listed for sale with an asking price of $1,150,000. This property was built in 1865 and has 5 bedrooms and 4 full and 1 partial baths with 6050 sq. ft. Plainfield Road is located within the District 308 school district. Search Oswego real estate on sdwyer.gogambino.com today.

Property Features

Property Type: Residential - Single Family
Basement: Finished, Full
Basement: Yes
Cooling: Central Air, Zoned
Fireplaces: 2
Garage: 2.5
Heating: Natural Gas, Forced Air, Steam, Baseboard, Radiator(s)
Home Style: Farmhouse
Lot Size: 5.24 Acres
Roof Type: Asphalt
Taxes: $17,190
Year Built: 1865

Amenities

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

Feature Descriptions

Additional rooms: Bedroom 5,Screened Porch, Attic, Exercise Room, Recreation Room
Additional Structures: Workshop, Barn(s), Gazebo, Greenhouse, Poultry Coop, Shed(s)
Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Water Softener Owned
Association Includes: None
Bath Features: Whirlpool, Steam Shower, Double Sink, Soaking Tub
Dining Room: Separate
Exterior: Brick
Fireplace: Wood Burning, Gas Starter
Fireplace Location(s): Family Room, Living Room
Hot Tub: Yes
Laundry: Sink
Lot: Landscaped, Mature Trees, Pasture
Lot Dimensions: 208817
Other Equipment: Water-Softener Owned, CO Detectors, Ceiling Fan(s), Sump Pump
Parcel#: 0335377003
Parking: Asphalt, Other, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Sewer: Septic Tank
Total Rooms: 12
Township: Oswego
Water: Well

Room Sizes

Bedroom 5: 16X16
Screened Porch: 29X12
Attic: 35X34
Exercise Room: 18X23
Recreation Rm: 21X19
Bedroom 2: 16X16
Bedroom 3: 12X13
Bedroom 4: 12X14
Dining Room: 24X14
Family Room: 27X25
Kitchen: 13X17
Laundry: 7X10
Living Room: 18X20
Primary Bedroom: 17X20

Local Schools

School District: District 308

Listed By / Shown By

Listed By

Agency Name: Jameson Sotheby's Intl Realty
Agency Phone: 312-751-0300

Shown By

Agent Name: Stephen Dwyer
Agent Phone: Cell: (815) 289-3241
Agency Title: Gambino Realtors

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Estimated Payment

$ 6,991.58 per month $5,223.66 Principal & Interest $1,432.50 Property Tax $335.42 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/22/2026. The listing information on this page last changed on 05/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 05/22/2026 12:37:54 AM EST) or MRED MLS (last updated Fri 05/22/2026 12:33:06 AM EST) or Rockford Board of Realtors (NWIAR) (last updated Thu 05/21/2026 10:15:57 PM EST) or Northern Illinois Commercial Association Realtors (last updated Thu 05/21/2026 2:10:15 PM EST). Real estate listings held by brokerage firms other than Gambino Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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