# 1542 Plainfield Road, Oswego, IL 60543 > **TL;DR:** 5bd/5ba single family, $1,150,000 ($190/sqft), built 1865, 6,050 sqft. > Fireplace, Hardwood, A/C, 2-car garage. Est. $6,150/mo. Listed 150 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,150,000 | | Price/sqft | $190 | | Bedrooms | 5 | | Bathrooms | 4 full, 1 half | | Square Feet | 6,050 | | Year Built | 1865 | | Lot Size | 228,254 sqft (5.24 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 150 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $5,815 | | Estimated Insurance | $335 | | **Total** | **$6,150** | ## Key Amenities - Fireplace - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 1865 - 5.24 acre lot - 2 stories - 3 parking spaces - Fireplace ## Description ### Agent 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. ## Location - **Address:** 1542 Plainfield Road, Oswego, IL 60543 - **County:** Kendall - **Coordinates:** 41.636666, -88.288755 - **Google Maps:** https://www.google.com/maps?q=41.636666,-88.288755 ## Listing Agent - **Name:** Alexandra Morgan - **Brokerage:** Jameson Real Estate LLC - **Phone:** (312) 335-3291 - **Broker Phone:** (312) 335-3291 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1542-Plainfield-Rd_Oswego_IL_60543_M80648-53922?f=listhub&s=MREDIL&m=12644617&c=propsimple) ## Photos ![1542 Plainfield Road - Photo 1](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3092760297r.jpg) ![1542 Plainfield Road - Photo 2](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f147112726r.jpg) ![1542 Plainfield Road - Photo 3](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3999368736r.jpg) ![1542 Plainfield Road - Photo 4](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1569683242r.jpg) ![1542 Plainfield Road - Photo 5](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2288838520r.jpg) ![1542 Plainfield Road - Photo 6](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3984683573r.jpg) ![1542 Plainfield Road - Photo 7](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2610643871r.jpg) ![1542 Plainfield Road - Photo 8](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f122704663r.jpg) ![1542 Plainfield Road - Photo 9](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1305771194r.jpg) ![1542 Plainfield Road - Photo 10](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f773523026r.jpg) ![1542 Plainfield Road - Photo 11](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2270213243r.jpg) ![1542 Plainfield Road - Photo 12](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3764349928r.jpg) ![1542 Plainfield Road - Photo 13](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2924330324r.jpg) ![1542 Plainfield Road - Photo 14](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f4100792866r.jpg) ![1542 Plainfield Road - Photo 15](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1940869669r.jpg) ![1542 Plainfield Road - Photo 16](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2565753112r.jpg) ![1542 Plainfield Road - Photo 17](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1841079129r.jpg) ![1542 Plainfield Road - Photo 18](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3169943349r.jpg) ![1542 Plainfield Road - Photo 19](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1306575883r.jpg) ![1542 Plainfield Road - Photo 20](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3899931101r.jpg) ![1542 Plainfield Road - Photo 21](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f282674760r.jpg) ![1542 Plainfield Road - Photo 22](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2144424900r.jpg) ![1542 Plainfield Road - Photo 23](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2007203917r.jpg) ![1542 Plainfield Road - Photo 24](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1515547528r.jpg) ![1542 Plainfield Road - Photo 25](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3510802265r.jpg) ![1542 Plainfield Road - Photo 26](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1873792367r.jpg) ![1542 Plainfield Road - Photo 27](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3304704947r.jpg) ![1542 Plainfield Road - Photo 28](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2980932968r.jpg) ![1542 Plainfield Road - Photo 29](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2373852790r.jpg) ![1542 Plainfield Road - Photo 30](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f4136397058r.jpg) ![1542 Plainfield Road - Photo 31](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f88963253r.jpg) ![1542 Plainfield Road - Photo 32](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2592287867r.jpg) ![1542 Plainfield Road - Photo 33](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2945677480r.jpg) ![1542 Plainfield Road - Photo 34](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f717691940r.jpg) ![1542 Plainfield Road - Photo 35](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f699424997r.jpg) ![1542 Plainfield Road - Photo 36](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f4089646628r.jpg) ![1542 Plainfield Road - Photo 37](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f796726612r.jpg) ![1542 Plainfield Road - Photo 38](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1579235055r.jpg) ![1542 Plainfield Road - Photo 39](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2026742180r.jpg) ![1542 Plainfield Road - Photo 40](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f708715499r.jpg) ![1542 Plainfield Road - Photo 41](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f896029347r.jpg) ![1542 Plainfield Road - Photo 42](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2008905200r.jpg) ![1542 Plainfield Road - Photo 43](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3692224103r.jpg) ![1542 Plainfield Road - Photo 44](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3993115124r.jpg) ![1542 Plainfield Road - 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Photo 55](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3735018762r.jpg) ![1542 Plainfield Road - Photo 56](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3281437889r.jpg) ![1542 Plainfield Road - Photo 57](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f3672439048r.jpg) ![1542 Plainfield Road - Photo 58](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2312534264r.jpg) ![1542 Plainfield Road - Photo 59](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2070754159r.jpg) ![1542 Plainfield Road - Photo 60](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2264869372r.jpg) ![1542 Plainfield Road - Photo 61](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f2211801554r.jpg) ![1542 Plainfield Road - Photo 62](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1399619380r.jpg) ![1542 Plainfield Road - Photo 63](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1759780084r.jpg) ![1542 Plainfield Road - Photo 64](http://lh.rdcpix.com/2a6774eb3bb2b74723ed7bb81f10ce35l-f1989559635r.jpg) --- **MLS#:** 12644617 | **Updated:** 2026-09-28 **Source:** listhub *Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/1542-plainfield-road-oswego-il-60543-12644617) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1542-plainfield-road-oswego-il-60543-12644617#listing", "url": "https://www.propertysimple.ai/listing/1542-plainfield-road-oswego-il-60543-12644617", "name": "1542 Plainfield Road, Oswego, IL 60543", "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. 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