Oswego, IL Homes for Sale under $1,500,000

/78
$1,200,000
- 7 Beds
- 6 Baths
- 3,884 Sq Ft
3663 Wolf Rd, Oswego, IL 60543

Some homes you see. This one, you feel the moment you step inside. This extraordinary 7-bedroom, 6-bath waterfront estate brings extensive renovations, exceptional craftsmanship, and true resort-style living together on a truly remarkable property. Set along Waubonsie Creek, this expansive home offers incredible flexibility for everyday living, entertaining, multi-generational needs, and guests.

Kimberly Zahand

Keller Williams North Shore West

3663 Wolf Rd, Oswego, IL 60543
Explore Oswego
/6
$1,100,000

$275K PRICE INCREASE
- Land
- 7.43 Acres
- $148,048 per Acre
7.43 Acres Vacant La State Route 31, Oswego, IL 60543

Location, Location, Location! Exceptional 7.43-acre riverfront parcel in unincorporated Kendall County, directly adjacent to the Village of Oswego boundary, this rare opportunity offers natural beauty and prime convenience-walk to downtown Oswego's shopping, dining, and parks. Ideal location for a new upscale residential development as portrayed in listing images!

Kim Kleronomos

john greene, Realtor

7.43 Acres Vacant La State Route 31, Oswego, IL 60543
/53
$1,499,000
- 5 Beds
- 3.5 Baths
- 4,800 Sq Ft
1502 Cherry Rd, Oswego, IL 60543

Private 14.4-Acre Creekfront Estate | 4,800+ Sq Ft | Designed for Living, Creating & Expanding! Welcome to 1502 Cherry Rd - a one-of-a-kind estate where privacy, space, and luxury converge on over 14 pristine acres in Oswego, IL. Designed for those who demand the extraordinary, this stunning ranch offers a lifestyle rarely found at any price. Step inside and discover a thoughtfully designed floor

Tammy Rodrigues GENERATION HOME PRO

1502 Cherry Rd, Oswego, IL 60543
/64
$1,150,000
- 5 Beds
- 4.5 Baths
- 6,050 Sq Ft
1542 Plainfield Rd, Oswego, IL 60543

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

Robert Grilli Jameson Sotheby's Intl Realty

1542 Plainfield Rd, Oswego, IL 60543
/2
$1,469,000

Pending
- Land
- 6.25 Acres
- $235,040 per Acre
0000 Fifth St, Oswego, IL 60543

6.25 ac of Residential land available. Zoned R-5, Utilities at site. Detention Provided. Close to Route 34, with traffic counts of 29,471 VPD. Oswego Community Unit School District 308.

Shamus Conneely john greene Commercial

0000 Fifth St, Oswego, IL 60543
/10
$1,139,528

$142K PRICE DROP
- Land
- 3.27 Acres
- $348,480 per Acre
123 Orchard Rd, Oswego, IL 60543

Ready to build your Business on Orchard Road in Fast Growing Oswego. There are 1 to 3 Retail Lots available on the East side of Orchard Road and north of the Lewis Stoplight. Redwood Apartments are being built as we speak behind this location as well as all the way to the north to Mill Road. This is for Lots 1, 2 & 3. ALL THREE LOTS. Please note you will have to put in your own access road. There

Laura Tomsa Brummel Properties, Inc.

123 Orchard Rd, Oswego, IL 60543
/87
$1,100,000

Pending
- 7 Beds
- 3 Baths
- 4,700 Sq Ft
7479 Grove Rd, Oswego, IL 60543

Home is under contract. Welcome to Oakberry Farm, a rare 8.5-acre private country estate tucked among mature hardwoods and rolling woodlands just minutes from Oswego, Plainfield, and Naperville. Rich in history, character, and natural beauty, this remarkable property offers two homes, multiple outbuildings, private walking trails, and a setting that feels worlds away from the everyday.~~~The

Ryan Kurtz john greene, Realtor

7479 Grove Rd, Oswego, IL 60543
/62
$1,099,000

$51K PRICE DROP
- 5 Beds
- 4 Baths
- 4,000 Sq Ft
14 Abbeyfeale Dr, Oswego, IL 60543

Welcome to 14 Abbeyfeale Drive, an extraordinary executive estate nestled on 2.2 beautifully landscaped acres in one of Oswego's most prestigious settings. Offering over-the-top quality, exceptional craftsmanship, and luxurious amenities throughout, this stunning move-in-ready residence features 5 bedrooms, a private office, 4 full bathrooms, a deep-pour finished basement, and an oversized 4-car

Brad McCreary Keller Williams Infinity

14 Abbeyfeale Dr, Oswego, IL 60543
/2
$1,250,000
- Land
- 5 Acres
- $250,000 per Acre
1300 Orchard Rd, Oswego, IL 60543

5-acre site on the southeast corner of Orchard Road and Mill Street in Oswego, IL. Ideal commercial property. It is located on a high-traffic signalized corner. Detention has already been installed off-site. All utilities are adjacent to the site. Large residential developments are adjacent to the site.

Steven Wiercioch WXR & Associates, LTD

1300 Orchard Rd, Oswego, IL 60543

Illinois Kendall County

Home Prices in Oswego, IL

The median home sale price in Oswego, IL is $442,000, up 4% year-over-year. Homes in Oswego sell in 24 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price $442,000	Median Single Family Sale Price $474,780
Median Townhouse Sale Price $364,990	Median 2 Bedroom Sale Price $324,900
Median 1 Bedroom Sale Price $146,000	Average Price Per Sq Ft $216
Number of Homes for Sale 232	Last 12 months Home Sales 1,090
Months of Supply 2.60	Median List Price $459,990
Median Change From 1st List Price 0%	Median Home Sale Price YoY Change 4%

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