O'Neil Property Group

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$1,150,000
158 Days On Site

1542 Plainfield Road
Oswego, IL 60543

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
6,050
SqFt
$190
/SqFt
1865
Built
County:
Kendall
Listing Courtesy of MRED as distributed by MLS Grid of Jameson Sotheby's Intl Realty
1542 Plainfield Road1542 Plainfield Road1542 Plainfield Road1542 Plainfield Road
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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.

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Listing Snapshot
PriceΒ 
$1,150,000
Days On SiteΒ 
158 Days
BedroomsΒ 
5
Inside Area (SqFt)Β 
6,050 sqft
Total BathsΒ 
5
Full BathsΒ 
4
Partial BathsΒ 
1
Lot SizeΒ 
5.24 Acres
Year BuiltΒ 
1865
MLS NumberΒ 
12644617
StatusΒ 
Active
Property TaxΒ 
$17,190
HOA/Condo/Coop FeesΒ 
N/A
Sq Ft SourceΒ 
Plans
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS
3 weeks agoStatus changed to Active
5 months agoListing first seen on site
General Features
AcresΒ 
5.24
Direction FacesΒ 
North
FoundationΒ 
Block
GarageΒ 
Yes
Garage SpacesΒ 
2.5
ParkingΒ 
AsphaltOtherGarage Door OpenerDetachedGarage
Parking SpacesΒ 
2.5
Property Sub TypeΒ 
Single Family Residence
SewerΒ 
Septic Tank
SqFt BelowΒ 
1561
StyleΒ 
Farmhouse
Water SourceΒ 
Well
Interior Features
AppliancesΒ 
Water SoftenerRangeMicrowaveDishwasherFreezerWasherDryerDisposalWater Softener Owned
BasementΒ 
Sump PumpFinishedFull
CoolingΒ 
Ceiling Fan(s)Central AirZoned
ElectricΒ 
Circuit Breakers
FireplaceΒ 
Yes
Fireplace FeaturesΒ 
Family RoomLiving RoomWood BurningGas Starter
FireplacesΒ 
2
FlooringΒ 
Hardwood
HeatingΒ 
Hot WaterNatural GasForced AirSteamBaseboardZonedRadiant Floor
InteriorΒ 
Cathedral Ceiling(s)ElevatorIn-Law FloorplanBuilt-in FeaturesWalk-In Closet(s)Bookcases
Laundry FeaturesΒ 
Sink
SpaΒ 
Yes
Window FeaturesΒ 
Skylight(s)
AtticΒ 
Dimensions - 35X34Level - Third
Bedroom 2Β 
Dimensions - 16X16Level - Second
Bedroom 3Β 
Dimensions - 12X13Level - Second
Bedroom 4Β 
Dimensions - 12X14Level - Second
Bedroom 5Β 
Dimensions - 16X16Level - Main
Dining RoomΒ 
Dimensions - 24X14Level - Main
Exercise RoomΒ 
Dimensions - 18X23Level - Basement
Family RoomΒ 
Dimensions - 27X25Level - Main
KitchenΒ 
Dimensions - 13X17Level - MainDescription - Eating Area-Breakfast Bar,Pantry-Walk-in
LaundryΒ 
Dimensions - 7X10Level - Basement
Living RoomΒ 
Dimensions - 18X20Level - Main
Master BedroomΒ 
Dimensions - 17X20Level - Second
Recreation RmΒ 
Dimensions - 21X19Level - Basement
Screened PorchΒ 
Dimensions - 29X12Level - Main
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Exterior Features
Construction DetailsΒ 
Brick
FencingΒ 
Fenced
Lot FeaturesΒ 
LandscapedPasture
Other StructuresΒ 
WorkshopBarn(s)OutbuildingPoultry CoopShed(s)
Patio And PorchΒ 
ScreenedDeck
RoofΒ 
Asphalt
SpaΒ 
Yes
Windows/DoorsΒ 
Skylight(s)
Community Features
Accessibility FeaturesΒ 
Accessible Full BathAccessible EntranceTherapeutic WhirlpoolStair Lift
Community FeaturesΒ 
Gated
MLS AreaΒ 
Oswego
School DistrictΒ 
308
TownshipΒ 
Oswego
Schools
School District
308
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing Courtesy of MRED as distributed by MLS Grid of Jameson Sotheby's Intl Realty



Based on information submitted to the MLS GRID as of 2026-10-26 05:12 AM UTC. All data is obtained from various sources and may not have been 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.
Last checked: 2026-10-26 05:12 AM UTC
MRED DMCA Copyright Information Copyright Β© 2026 Midwest Real Estate Data LLC. All rights reserved.

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Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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