For Sale
No HOANo HOA
Single family home for sale at 1542 Plainfield Rd, Oswego, IL 60543 | MLS# 12644617 | Listing updated on 2026-10-09
Photo 1 of Single family home for sale at 1542 Plainfield Rd, Oswego, IL 60543 | MLS# 12644617 | Listing updated on 2026-10-09
Photo 2 of Single family home for sale at 1542 Plainfield Rd, Oswego, IL 60543 | MLS# 12644617 | Listing updated on 2026-10-09
Photo 3 of Single family home for sale at 1542 Plainfield Rd, Oswego, IL 60543 | MLS# 12644617 | Listing updated on 2026-10-09
Photo 4 of Single family home for sale at 1542 Plainfield Rd, Oswego, IL 60543 | MLS# 12644617 | Listing updated on 2026-10-09
60+
Beds Icon

Street View

$1,150,000

Monthly Est:$5,724

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon6,050sqft

1542 Plainfield Rd, Oswego, IL 60543

$5,724/moEst:

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  • Single Family Residence

  • Built in 1865

  • $-- HOA

  • 5.24 acres lot

  • $190/sq.ft

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.

  • Houzeo last checked: 3 hours ago
  • Listing updated: October 9, 2026 at 2:07 pm
  • Listing Provided by: Alexandra Morgan (203) 721-2238 | Jameson Sotheby's Intl Realty (312) 751-0300
  • Source: MRED MLS-IL | MLS#: 12644617 MRED MLS-IL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Kendall County

  • City

    Oswego

  • Neighborhood

    --

  • Year Built

    1865

  • HOA Fees

    -

  • Finished Area

    6,050 sqft

  • Lot Size

    5.24 acres lot

  • Basement Area

    - sqft

  • MLS Name

    MRED MLS

  • MLS Number

    12644617

  • MLS Status

    Active

  • Days on Market

    141

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 5

  • Bedroom 5

    Level: Main

    Area: 256.00 Square Feet

    Dimensions: 16X16

  • Screened Porch

    Level: Main

    Area: 348.00 Square Feet

    Dimensions: 29X12

  • Attic

    Level: Third

    Area: 1190.00 Square Feet

    Dimensions: 35X34

  • Exercise Room

    Level: Basement

    Area: 414.00 Square Feet

    Dimensions: 18X23

  • Recreation Rm

    Level: Basement

    Area: 399.00 Square Feet

    Dimensions: 21X19

  • Bedroom 2

    Level: Second

    Area: 256.00 Square Feet

    Dimensions: 16X16

  • Bedroom 3

    Level: Second

    Area: 156.00 Square Feet

    Dimensions: 12X13

  • Bedroom 4

    Level: Second

    Area: 168.00 Square Feet

    Dimensions: 12X14

  • Dining Room

    Level: Main

    Area: 336.00 Square Feet

    Dimensions: 24X14

  • Family Room

    Level: Main

    Area: 675.00 Square Feet

    Dimensions: 27X25

  • Kitchen

    Level: Main

    Area: 221.00 Square Feet

    Dimensions: 13X17

  • Laundry

    Level: Basement

    Area: 70.00 Square Feet

    Dimensions: 7X10

  • Living Room

    Level: Main

    Area: 360.00 Square Feet

    Dimensions: 18X20

  • Master Bedroom

    Level: Second

    Area: 340.00 Square Feet

    Dimensions: 17X20

Interior

  • Heating

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

  • Flooring

    Hardwood

  • 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

  • Sewer

    Septic Tank

  • Cooling

    Central Air, Zoned

  • Window Features

    Skylight(s)

  • Exterior Features

    Hot Tub

  • Appliances

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

Construction

  • Year Built

    Year Built: 1865

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Roof

    Asphalt

  • Construction Materials

    Brick

  • Architectural Style

    Farmhouse

Utilities & Energy

  • Water Source

    Well

  • Laundry Features

    Sink

  • Basement

    Finished, Full

  • Fireplace Features

    Wood Burning, Gas Starter

  • Electric

    Circuit Breakers

  • Parking Features

    Asphalt, Other, Garage Door Opener, Yes, Garage Owned, Detached, Garage

Other Features

  • Community Features

    Gated, Street Paved

  • Patio And Porch Features

    Deck, Screened

  • Lot Features

    Landscaped, Mature Trees, Pasture

Price History

DateEventPrice

09/28/2026

Source: mls_logoMRED MLS-IL #MRD12644617

Contingent (Active Under Contract)

$1,150,000

$190/sqft

09/28/2026

Source: mls_logoMRED MLS-IL #MRD12644617

Listed for Sale

$1,150,000

$190/sqft

08/04/2026

Source: mls_logoMRED MLS-IL #MRD12644617

Listing Removed

$1,150,000 +32.56%

$190/sqft

04/24/2025

Source: mls_logoMRED MLS-IL #MRD12308894

Sold

$867,500 -3.61%

$143/sqft

03/19/2025

Source: mls_logoMRED MLS-IL #MRD12308894

Listed for Sale

$900,000 +12.64%

$149/sqft

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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC through Oct 09, 2026, 02:30PM. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.

Based on information submitted to the MLS GRID as of Oct 09, 2026, 02:30PM. All data is obtained from various sources and has not been, and will not be, verified by broker or MLS GRID. Supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Some IDX listings have been excluded from this website. Information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID, MRED or Houzeo. The use of the MLS GRID Data may be subject to an end user license agreement. Properties displayed may be listed or sold by various participants in the MLS,

Listings courtesy of MRED as distributed by MLS GRID. ©2026 Midwest Real Estate Data LLC. All Rights Reserved

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