
1542 Plainfield Rd Oswego, IL 60543
Highlights
- Barn
- Greenhouse
- Landscaped Professionally
- Oswego East High School Rated A-
- Gated Community
- Mature Trees
About This Home
As of April 2025Welcome to the Historic Gaylord Home & Garden - A Rare Gem in Kendall County!Step into history with this stunning 1865-built home, seamlessly blending timeless charm with modern conveniences. Recognized for its historical significance in Kendall County, this 4.8-acre horse property offers endless opportunities-whether as a private retreat, B&B, wedding venue, or event space.Inside, you'll find original woodwork, hardwood floors, and exquisite craftsmanship throughout, complemented by two wood-burning fireplaces, a finished attic, a walkout basement, an elevator, a wine cellar, and a workshop. Included in the sale is the vintage 1901 piano in the dining room. A thoughtfully designed 2008 addition enhances the home while maintaining its historic character. The breathtaking grounds feature century-old trees, a barn for events, a chicken barn, two workshops, a machine shed, and two spacious pastures. Enjoy the serenity of country living while being just minutes from shopping, dining, and modern conveniences. Zoned R3-SU. Don't miss this once-in-a-lifetime opportunity to own a piece of history! Schedule your private tour today!
Last Agent to Sell the Property
john greene, Realtor License #471018035 Listed on: 03/13/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $17,983
Year Built
- Built in 1865
Lot Details
- 4.8 Acre Lot
- Fenced
- Landscaped Professionally
- Paved or Partially Paved Lot
- Mature Trees
Parking
- 2.5 Car Garage
- Driveway
- Parking Included in Price
Home Design
- Farmhouse Style Home
- Brick Exterior Construction
- Block Foundation
- Asphalt Roof
Interior Spaces
- 5,006 Sq Ft Home
- 2-Story Property
- Elevator
- Built-In Features
- Bookcases
- Historic or Period Millwork
- Ceiling Fan
- Skylights
- Wood Burning Fireplace
- Fireplace With Gas Starter
- Entrance Foyer
- Family Room with Fireplace
- 2 Fireplaces
- Living Room
- Formal Dining Room
- Home Office
- Recreation Room
- Workshop
- Utility Room with Study Area
- Home Gym
- Wood Flooring
- Carbon Monoxide Detectors
Kitchen
- Range
- High End Refrigerator
- Dishwasher
- Disposal
Bedrooms and Bathrooms
- 5 Bedrooms
- 5 Potential Bedrooms
- Main Floor Bedroom
- Walk-In Closet
- Bathroom on Main Level
- Dual Sinks
- Whirlpool Bathtub
- Steam Shower
Laundry
- Laundry Room
- Dryer
- Washer
Basement
- Basement Fills Entire Space Under The House
- Sump Pump
- Finished Basement Bathroom
Accessible Home Design
- Roll-in Shower
- Grab Bars
- Halls are 36 inches wide or more
- Wheelchair Access
- Accessibility Features
- Stair Lift
- Doors are 32 inches wide or more
- Wheelchair Ramps
Outdoor Features
- Deck
- Greenhouse
- Gazebo
- Shed
Farming
- Barn
Utilities
- Forced Air Zoned Heating and Cooling System
- Radiator
- Baseboard Heating
- Heating System Uses Steam
- Heating System Uses Natural Gas
- Well
- Water Softener is Owned
- Septic Tank
Listing and Financial Details
- Homeowner Tax Exemptions
Community Details
Recreation
- Horse Trails
Security
- Gated Community
Ownership History
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Purchase Details
Purchase Details
Purchase Details
Purchase Details
Purchase Details
Similar Homes in Oswego, IL
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $867,500 | Fidelity National Title | |
Warranty Deed | $799,000 | None Listed On Document | |
Warranty Deed | $286,500 | Fidelity National Title Co | |
Warranty Deed | -- | Attorney | |
Deed | $660,000 | First American Title | |
Interfamily Deed Transfer | -- | Attorney | |
Quit Claim Deed | -- | None Available | |
Deed | $280,000 | -- | |
Deed | $192,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $422,500 | New Conventional | |
Previous Owner | $639,200 | New Conventional | |
Previous Owner | $363,000 | New Conventional | |
Previous Owner | $502,000 | Commercial | |
Previous Owner | $260,000 | New Conventional | |
Previous Owner | $340,000 | New Conventional | |
Previous Owner | $380,000 | Unknown | |
Previous Owner | $250,000 | Unknown | |
Previous Owner | $100,000 | Credit Line Revolving | |
Closed | -- | No Value Available |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
04/24/2025 04/24/25 | Sold | $867,500 | -3.6% | $173 / Sq Ft |
03/24/2025 03/24/25 | Pending | -- | -- | -- |
03/13/2025 03/13/25 | For Sale | $900,000 | +12.6% | $180 / Sq Ft |
03/25/2024 03/25/24 | Sold | $799,000 | 0.0% | $160 / Sq Ft |
01/24/2024 01/24/24 | Pending | -- | -- | -- |
12/18/2023 12/18/23 | For Sale | $799,000 | -- | $160 / Sq Ft |
Tax History Compared to Growth
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2023 | $17,581 | $208,646 | $38,118 | $170,528 |
2022 | $17,322 | $194,996 | $35,624 | $159,372 |
2021 | $16,225 | $182,239 | $33,293 | $148,946 |
2020 | $15,893 | $176,931 | $32,323 | $144,608 |
2019 | $15,314 | $168,105 | $32,323 | $135,782 |
2018 | $15,743 | $167,169 | $32,143 | $135,026 |
2017 | $15,625 | $160,740 | $30,907 | $129,833 |
2016 | $14,997 | $152,360 | $29,296 | $123,064 |
2015 | $14,666 | $142,392 | $27,379 | $115,013 |
2014 | -- | $136,915 | $26,326 | $110,589 |
2013 | -- | $138,298 | $26,592 | $111,706 |
Agents Affiliated with this Home
-
Seller's Agent in 2025
Kimberly Grant
john greene Realtor
(630) 251-4244
301 Total Sales
-
Buyer's Agent in 2025
Robert Grilli
Jameson Sotheby's Intl Realty
(708) 337-2385
134 Total Sales
-
Seller's Agent in 2024
Brandon Schuppe
Skydan Real Estate Sales, LLC
(708) 710-1859
65 Total Sales
Map
Source: Midwest Real Estate Data (MRED)
MLS Number: 12308894

APN: 03-35-377-003
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