3838 Plainfield Road

Closed 8/4/25

Sold

Last Sold Price

$1,300,000

5 beds4 baths5,112 sqft

3838 Plainfield Rd, Oswego, IL 60543

Single FamilyProperty Type

5 acresLot Size

1905Year Built

$254/sq ftPrice per sq ft

3 carsParking Spaces

Description

Welcome to the City Farm! Truly one of a kind historic property originally built in 1905. The beautifully restored farmhouse is situated on 5 acres with a variety of out-buildings including a full apartment / in-law suite. The home is 3 stories and has 5 bedrooms, 31/2 baths, and 5,112 square feet of living space. Additional apartment unit features a bedroom, full bathroom, utility room with laundry, and beautiful kitchen with a 2,500 square foot entertainment room / gym / conference center. The...Welcome to the City Farm! Truly one of a kind historic property originally built in 1905. The beautifully restored farmhouse is situated on 5 acres with a variety of out-buildings including a full apartment / in-law suite. The home is 3 stories and has 5 bedrooms, 31/2 baths, and 5,112 square feet of living space. Additional apartment unit features a bedroom, full bathroom, utility room with laundry, and beautiful kitchen with a 2,500 square foot entertainment room / gym / conference center. The farmhouse gourmet kitchen boasts granite countertops, high-end appliances including a double oven, bottom load refrigerator and additional built-in Sub-Zero refrigerator & freezer. The second floor features the master suite which includes a luxury master bath complete with oversize walk-in shower with wall jets, plus beautiful stand alone claw tub. Two more nice sized bedrooms complete the second floor. On the third floor, find 2 additional bedrooms with amazing views and a loft/game area. The front porch wraps around three sides of the home with access from the kitchen, front door and family room. The two-tiered back deck includes a gazebo and a view of the 1/4 acre private swimming/fishing pond. Brand New Roof installed last week on 3-Car Garage and Playset. Historic barn also includes a sport court with basketball, volleyball, and baseball / golf practice nets. 3 horse stalls plus another huge loft upstairs for more storage/rooms. Pole barn also includes another 2,500 square feet of open storage, and 800 square feet of locked storage! The property also has a 3+ car heated garage with more storage above, and a 70' silo with an additional 500 square foot storage building. One could easily park 20 cars in covered space on this property. All of this and it's close to downtown Oswego, schools, parks and walking paths.

Sold By NON MEMBER

Listed by: Ryan Cherney 630.862.5181 ryan@circleonerealty.com • Circle One Realty

Listing closed: 08/04/2025 12:00 AM • Source: MRED as distributed by MLS GRID, MLS#: 12379773

Get preapproved with Rocket Mortgage¹

Location

Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage¹

$8,488 per month

30 year fixed, 7.03% Interest

Principal and Interest

$6,940

Property Taxes

$1,548

HOA Dues

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Property Information for 3838 Plainfield Road

Property Details

Taxes: $18,578 / year
MLS Type: Detached Single / Coach House
County: Kendall County
Area: Oswego
Township: Oswego
Ownership: Fee Simple
Num Of Garage Spaces: 3.0
Parking Included in Price: Yes
Air Conditioning Type: Central Air, Zoned
Num of Interior Fireplaces: 1
Heat/Fuel: Electric, Propane, Zoned
Architectural Style: Farmhouse
View: Water

Building Information

Year Built: 1905
Lot Size: 5.00 AC / 217,800 SF

General Information

School Information

Elementary School District: 308
Elementary School: Southbury Elementary School

Jr High Middle School: Traughber Junior High School
High School District: 308
High School: Oswego High School
Middle Or Junior School District: 308

Addtl Parking Information

Parking Details: Asphalt, Gravel, Garage Door Opener, Heated Garage, Garage, On Site, Garage Owned, Detached

Location and General Information

Front Exposure: West

Taxes and HOA Information

Association Fee Frequency: Not Applicable
Association Fee Includes: None

Master Association Fee Frequency: Not Required
Additional Parcels: Yes

Property Information

Interior Features

Interior Property Features: Cathedral Ceiling(s), In-Law Floorplan
Num Of Rooms: 10

Bedrooms Total: 5
Bedrooms (Below Grade): 0
Community Features: Lake
Attic: Unfinished
Bath Amenities: Double Sink,Full Body Spray Shower,Soaking Tub
Fireplace Features: Wood Burning
Basement Type: Partially Finished, Crawl Space, Partial
Bedrooms Possible: 5
Air Conditioning: Central Air, Zoned
Electric: Circuit Breakers
Dining Room: Combined w/ LivRm
Basement Bathrooms: No
Fireplace Location: Family Room
Room Type: Office, Bedroom 5
Num of Baths: 3.1

Exterior Features

Patio And Porch Features: Deck
Type: Coach House

Utilities / Equipment

Sewer: Sewer-Public
Water: Well

Appliances: Oven-Double, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Freezer, Washer, Dryer, Disposal, All Stainless Steel Kitchen Appliances, Oven
Other Equipment: Water-Softener Owned, Central Vacuum, TV-Cable, Security System, CO Detectors, Ceiling Fan(s), Sump Pump, Sprinkler-Lawn, Backup Sump Pump;, Radon Mitigation System, Generator

Property/Lot Information

New Construction YN: No
Rebuilt: No

Rehabilitated: Yes
Rehab Year: 2023
Built Before 1978: Yes
Age: 100+ Years
Type Detached: Coach House
Total Sq Ft: 0
Aprox Total Finished Sq Ft: 0
Total Finished and Unfin Sq Ft: 0
Lot Description: Landscaped Professionally
Lot Size: 5.0-5.99 Acres
Lot Dimensions: 5.0
Other Structures: Barn(s), Gazebo, Greenhouse, Shed(s)
Waterfront: Yes
Disability Access and/or Equipped: No
Exterior Building Type: Vinyl Siding
Construction: Vinyl Siding
Roof Type: Asphalt
Foundation Details: Block
General Information: School Bus Service
Living Area Source: Estimated

Property and Assessments

Possible Use: Horses
Public Document Count: 1

Document Date: 2025-05-30T19:07:52
Photos Count: 50
OpenHouse Count: 0

Virtual Tour/Additional Media

Virtual Tour: None
Virtual Tour YN: No

Virtual Tour Date: 06-02-2025

Room Information

Master Bedroom Information

Master Bedroom Level: Second
Room Type: Master Bedroom

Master Bedroom Bath: Full
Master Bedroom Dimensions: 14X14

Bedroom #2 Information

2nd Bedroom Level: Second
Room Type: Bedroom 2

Bedroom #2 Room Dimensions: 12X12

Bedroom #3 Information

3rd Bedroom Level: Second
Room Type: Bedroom 3

Bedroom #3 Room Dimensions: 12X12

Bedroom #4 Information

4th Bedroom Level: Third
Room Type: Bedroom 4

Bedroom #4 Room Dimensions: 16X14

Bedroom #5 Information

5th Bedroom Level: Third
Room Type: Bedroom 5

Bedroom #5 Room Dimensions: 16X14

Dining Room Information

Dining Room Level: Main
RoomType_DR: Dining Room

Dining Room Dimensions: 14X10

Family Room Information

Family Room Level: Main
RoomType_FR: Family Room

Family Room Dimensions: 29X22

Kitchen Information

Kitchen Level: Main
RoomType_KT: Kitchen

Kitchen Dimensions: 15X14

Laundry Information

Laundry Level: Main
Room Type: Laundry

Laundry Dimensions: 12X9

Living Room Information

Living Room Level: Main
Room Type: Living Room

Living Room Dimensions: 19X14

Office Information

Room Level: Main
Room Type: Office

Dimensions: 12X12

Property History for 3838 Plainfield Road

Date	Event & Source	Price	Appreciation
Aug 4, 2025	Sold MRED #12379773	$1,300,000	—
Jul 16, 2025	Pending MRED #12379773		—
Jul 16, 2025	Contingent MRED #12379773		—
Jun 9, 2025	Price Change MRED #12379773	$1,395,000	—
May 30, 2025	Cancelled MRED #12329798	$1,495,000	—
May 30, 2025	Listed (Active) MRED #12379773	$1,495,000	—
May 5, 2025	Contingent MRED #12329798		—
Apr 4, 2025	Listed (Active) MRED #12329798	$1,495,000	—
Aug 16, 2021	Sold (Public Record) Public Record #1470623312	$855,000	—
Aug 16, 2021	Sold (Public Record) Public Record #1470623313	$855,000	+5.3% / yr
Jun 17, 2021	Cancelled MRED #11068091	$884,900	—
May 15, 2021	Listed (Active) MRED #11068091	$884,900	—
Jun 5, 2018	Sold (Public Record) Public Record #627530487	$725,000	—
Apr 25, 2017	Cancelled MRED #09250408	$749,900	—
Jun 7, 2016	Cancelled MRED #08964877	$775,000	—
Jun 7, 2016	Listed (Active) MRED #09250408	$786,900	—
Jun 25, 2015	Cancelled MRED #08964839	$799,900	—
Jun 25, 2015	Listed (Active) MRED #08964877	$799,900	—
Jun 25, 2015	Listed (Active) MRED #08964839	$7,999,000	—
Nov 12, 2012	Cancelled MRED #08074730	$1,499,000	—
May 23, 2012	Listed (Active) MRED #08074730	$1,699,000	—
Sep 12, 2007	Expired MRED #06475353	$1,799,000	—
Jun 13, 2007	Listed (Active) MRED #06475353	$1,799,000	—
Apr 3, 2007	Expired MRED #06330110	$1,799,000	—
Nov 3, 2006	Listed (Active) MRED #06330110	$1,799,000	—

Date	Event & Source	Price
08/04/2025	Sold MRED #12379773	$1,300,000
07/16/2025	Pending MRED #12379773	—
07/16/2025	Contingent MRED #12379773	—
06/09/2025	Price Change MRED #12379773	$1,395,000
05/30/2025	Cancelled MRED #12329798	$1,495,000
05/30/2025	Listed (Active) MRED #12379773	$1,495,000
05/05/2025	Contingent MRED #12329798	—
04/04/2025	Listed (Active) MRED #12329798	$1,495,000
08/16/2021	Sold (Public Record) Public Record #1470623312	$855,000
08/16/2021	Sold (Public Record) Public Record #1470623313	$855,000 +5.3% / yr
06/17/2021	Cancelled MRED #11068091	$884,900
05/15/2021	Listed (Active) MRED #11068091	$884,900
06/05/2018	Sold (Public Record) Public Record #627530487	$725,000
04/25/2017	Cancelled MRED #09250408	$749,900
06/07/2016	Cancelled MRED #08964877	$775,000
06/07/2016	Listed (Active) MRED #09250408	$786,900
06/25/2015	Cancelled MRED #08964839	$799,900
06/25/2015	Listed (Active) MRED #08964877	$799,900
06/25/2015	Listed (Active) MRED #08964839	$7,999,000
11/12/2012	Cancelled MRED #08074730	$1,499,000
05/23/2012	Listed (Active) MRED #08074730	$1,699,000
09/12/2007	Expired MRED #06475353	$1,799,000
06/13/2007	Listed (Active) MRED #06475353	$1,799,000
04/03/2007	Expired MRED #06330110	$1,799,000
11/03/2006	Listed (Active) MRED #06330110	$1,799,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

3838 Plainfield Road

Beds

Lot Size

177,725 SqFt

Style

Single Family Residence

County

KENDALL

APN

03-21-300-012

Schools near 3838 Plainfield Road

This home is within Oswego Community Unit School District 308.


Rating	School	Type	Grades	Distance
7/10	Southbury Elementary School	Public - Serves this home	K to 5	1.1 mi
6/10	Traughber Jr High School	Public - Serves this home	6 to 8	0.3 mi
8/10	Oswego High School	Public - Serves this home	9 to 12	1.1 mi
NR	Goal - Granting Opportunities For Alternative Livi	Public - Nearby school	6 to 12	1.1 mi
NR	East View Academy School	Public - Choice school	K to 12	1.3 mi


Rating	School	Distance
7/10	Southbury Elementary School PublicK to 5 Serves this home	1.1 mi
6/10	Traughber Jr High School Public6 to 8 Serves this home	0.3 mi
8/10	Oswego High School Public9 to 12 Serves this home	1.1 mi
NR	Goal - Granting Opportunities For Alternative Livi Public6 to 12 Nearby school	1.1 mi
NR	East View Academy School PublicK to 12 Choice school	1.3 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 60543

$219,000 | 354 Ogden Falls Boulevard, Unit 354, Oswego, IL 60543

1/24

New

$219,000

2
Bedrooms: 1
Bathrooms: 960
Square Feet

354 Ogden Falls Boulevard, Unit 354, Oswego, IL 60543

$429,900 | 207 Willington Way, Oswego, IL 60543

1/30

Open: 10/10 01:00AM - 03:00PMNew

$429,900

4
Bedrooms: 3
Bathrooms: 2,490
Square Feet: Unavailable
Acres

207 Willington Way, Oswego, IL 60543

$399,000 | 147 Monroe Street, Oswego, IL 60543

1/35

Open: 10/10 12:00PM - 03:00PMNew

$399,000

4
Bedrooms: 2
Bathrooms: 2,002
Square Feet: 0.23
Acres

147 Monroe Street, Oswego, IL 60543

$485,000 | 502 Saratoga Court, Oswego, IL 60543

1/41

Listed By Sotheby's RealtyOpen: 10/10 12:00PM - 02:00PM

$485,000

4
Bedrooms: 4
Bathrooms: 2,700
Square Feet: 0.25
Acres

502 Saratoga Court, Oswego, IL 60543

$570,000 | 428 Sudbury Circle, Oswego, IL 60543

1/59

Listed By @propertiesOpen: 10/10 10:30AM - 01:30PM

$570,000

5
Bedrooms: 4
Bathrooms: 3,200
Square Feet: 0.41
Acres

428 Sudbury Circle, Oswego, IL 60543

1/20

$419,990

3
Bedrooms: 3
Bathrooms: 1,663
Square Feet: 0.13
Acres

2421 Semillon Street, Oswego, IL 60543

1/23

$285,000

2
Bedrooms: 2
Bathrooms: 1,536
Square Feet: 0.04
Acres

570 Springbrook Trail North, Oswego, IL 60543

1/59

$414,900

3
Bedrooms: 3
Bathrooms: 1,698
Square Feet: 0.35
Acres

312 Badger Court, Oswego, IL 60543

$285,000 | 403 Bluegrass Parkway, Oswego, IL 60543

1/36

Open: 10/10 01:00AM - 03:00PM

$285,000

2
Bedrooms: 2
Bathrooms: 1,841
Square Feet: Unavailable
Acres

403 Bluegrass Parkway, Oswego, IL 60543

Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 3838 Plainfield Road, Oswego, IL 60543	$1,300,000	5	4	5,112	217,800
101 Linden Drive, Oswego, IL 60543	$435,000	4	3	3,647	–
103 Linden Drive, Oswego, IL 60543	$300,000	5	3	3,414	10,890
105 Linden Drive, Oswego, IL 60543	$329,500	3	2.5	2,511	10,387
107 Linden Drive, Oswego, IL 60543	$500,000	5	4	3,450	–
111 Linden Drive, Oswego, IL 60543	$416,500	4	2.5	3,249	9,350
205 Liszka Lane, Oswego, IL 60543	$572,000	4	4	4,100	10,715
203 Liszka Lane, Oswego, IL 60543	$315,000	5	3	3,413	10,890
261 Ashcroft Lane, Oswego, IL 60543	$289,500	3	2.5	3,249	11,208
259 Ashcroft Lane, Oswego, IL 60543	$302,000	4	2.5	2,997	11,209
257 Ashcroft Lane, Oswego, IL 60543	$408,990	3	3	2,403	10,890
113 Linden Drive, Oswego, IL 60543	$322,000	3	2.5	2,900	12,700
263 Ashcroft Lane, Oswego, IL 60543	$270,000	4	3	2,771	11,325
109 Linden Drive, Oswego, IL 60543	$285,000	3	3	2,403	8,610
207 Liszka Lane, Oswego, IL 60543	$279,000	5	3	3,456	–
255 Ashcroft Lane, Oswego, IL 60543	$426,990	4	3	2,600	11,325

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Circle One Realty

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 08/04/2025 05:32 PM. 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.