Luxury homes for sale & real estate in Oswego, IL

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ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Nestled on a picturesque 3-acre wooded lot, 53 Abbeyfeale offers the perfect blend of luxury, space, and country living. This remarkable custom-built property welcomes horses and chickens, making it an ideal haven for those who love animals and the outdoors. Boasting over 7,000 square feet of finished living space, this home features a huge wrap-around deck-perfect for entertaining or simply enjoying the tranquil natural surroundings. The home has been freshly painted both inside and out, providing a bright and inviting atmosphere throughout. This estate offers five spacious bedrooms and seven bathrooms-five full and two half baths. The first-floor primary suite provides comfort and privac

$1,385,000

5 beds6 baths7,891 sq ft

53 Abbeyfeale Dr, Oswego, IL 60543

Trayed ceilings • 4 fireplaces • 3 acre wooded lot

ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Majestic 244' Riverfront home in the highly desired, quiet Riverview Heights. This custom-built stone and brick 1.5-story features a main floor primary suite and showcases river living across three levels. The great room and dining room offer soaring ceilings with a dramatic floor-to-ceiling fireplace. The primary suite includes a tray and barrel ceiling with oak crown molding, double walk-in shower, whirlpool tub, walk-in closets, and private deck access with hot tub. Two additional ensuite bedrooms provide comfort for family or guests. The main kitchen is designed for a chef, featuring high-end appliances, double ovens, island cooktop, custom cherry cabinetry with pull-outs, granite count

$1,275,000

5 beds3.5 baths5,398 sq ft

114 Riverview Ct, Oswego, IL 60543

Riverfront home • Dining room • Great room

ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Custom Brick Estate on 14.4 Acres with Creek Frontage - Dual Master Suites, 4-Car Garage & Pole Barn! Welcome to this extraordinary all-brick custom estate situated on 14 serene acres in Oswego, Illinois-where timeless craftsmanship meets modern comfort. A picturesque creek borders the property, creating a peaceful natural backdrop that enhances the home's private, estate-like setting. Whether you're seeking multi-generational living, space for a home-based business, or room for equestrian, hobby farming, or future expansion, this property truly has it all. Spanning over 5,000 sq. ft. of finished living space, this 4-bedroom, 3.5-bath residence offers a bright, open layout designed fo

$1,525,000

4 beds3.5 baths5,000 sq ft

1502 Cherry Rd, Oswego, IL 60543

30x40 pole barn • Creek frontage • Sunroom

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ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Step into refined elegance in this exceptional custom home, set behind a private gate in prestigious Grove Estates. Since purchasing, the owner has made substantial upgrades-expanding the estate by 1.5+ acres with two cleared lots, adding a custom brick paver side driveway with oversized roundabout, and enclosing the entire property with high-end wrought iron fencing. Inside, much of the home has been freshly painted, and a custom dog bath was added to the main floor utility room. Designed for both grand entertaining and everyday comfort, this home is the perfect balance of luxury and practicality. Highlights include: * Striking brick & stone exterior, courtyard, and profession

$1,399,000

6 beds5.5 baths7,617 sq ft

4779 Lees Ct, Oswego, IL 60543

Cleared lots • Wrought iron fencing • Custom home

ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
JUST LISTED: Up for sale are 100 acres of farmland just south of Oswego Illinois. Extensive frontage on Cherry Road between Grove Road and Schlapp Road. The land is high and dry with no visible floodplain or wetlands. The land is currently lease to a tenant farmer on a year to year basis. This is a great opportunity to invest in an area of steady growth and good appreciation. Check with the Village of Oswego and Kendall County for future land uses. SEE conceptual plan in "Additional Information " section. A survey is available upon request. See and Compare. Priced right for today's market.

$3,500,000

— beds— baths— sq ft

100 acres Cherry Rd, Na-au-say Township, IL 60543

High and dry land • 100 acre lot • Listed 242 days

Property at 0000 Riverwood Dr, Oswego, IL 60543

$1,700,000

— beds— baths— sq ft

0000 Riverwood Dr, Oswego, IL 60543

Property at 5.43 B-3 Commercial Acres State Route 31, Oswego, IL 60543

$1,595,000

— beds— baths— sq ft

5.43 B-3 Commercial Acres State Route 31, Oswego, IL 60543

Property at 123 Orchard Rd, Oswego, IL 60543

$1,139,528

— beds— baths— sq ft

123 Orchard Rd, Oswego, IL 60543

Property at 0000 5th St, Oswego, IL 60543

$1,469,000

— beds— baths— sq ft

0000 5th St, Oswego, IL 60543

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ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Prepare to experience unmatched craftsmanship and luxury at 13302 Rosewood Lane-an extraordinary custom-built estate in Plainfield's prestigious Oswego School District. Situated on a beautifully landscaped corner lot, this residence offers a level of refinement, design, and privacy rarely found. From the moment you arrive, the elegance is undeniable. A full paver brick driveway, front entry, and walkways lead you to an impressive exterior with Pella windows, new roof (2022), and magazine-worthy outdoor living spaces. The resort-style backyard features an 800 sq. ft. flagstone and paver patio, full electric, custom wood pergola with lighting, built-in granite outdoor kitchen island with atta

$975,000

4 beds3 baths3,994 sq ft

13302 Rosewood Ln, Plainfield, IL 60585

Custom wood pergola • Custom built estate • Paver brick driveway

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
The Reserve Collection at Bronk Farm in Plainfield in desirable Plainfield North High School 202 School District. Enjoy life at your community clubhouse and pool. Bronk Farm offers distinctive new construction homes with open concept styles. THIS HOME IS TO BE BUILT. The Deer Valley is a gorgeous family home with a stunning two-story great room that is open to the beautiful wrought iron railing stairway. There is a formal dining room for your special occasions. Your gourmet kitchen is complete with built-in SS appliances, premium 42" maple cabinets with crown molding and Quartz counters. There is a large island with room for seating plus a beautiful tile backsplash. You have a flex roo

$850,000

4 beds3.5 baths3,516 sq ft

12946 S Sydney Cir, Plainfield, IL 60585

Open concept styles • Formal dining room • Community clubhouse

$1,100,000

6 beds5 baths4,548 sq ft

7542 Thornhill Ct, Yorkville, IL 60560

0.7 acre lot • 3 garage spots • Community pool

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Welcome to The Quinn, a proposed to be built home that redefines modern living with its perfect balance of connection, comfort, and creativity. From the moment you step inside, soaring 10-foot ceilings set the tone for light, volume, and style - while the rare 9ft walk-out basement opens the door to endless possibilities for future living, entertaining, or play. The heart of the home is its bright, open-concept Great Room, flowing effortlessly into a stunning designer kitchen and casual dining room. With an oversized island, walk-in hidden pantry, and seamless access to the outdoors, this space was made for gathering. A private front study adds flexibility, perfect for working from home, re

$1,799,900

4 beds3.5 baths3,600 sq ft

25846 W Prairie Hill Ln, Plainfield, IL 60585

Designer kitchen • Private front study • 10 foot ceilings

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Experience the ease and elegance of single-level living in The Scarlett - a custom-designed ranch plan that perfectly blends comfort, style, and innovation. Proposed for Lot 55 Baxter Court in one of North Plainfield's premier communities, Stewart Ridge, this home captures the essence of effortless living. From its sleek and fresg exterior to the open, airy layout inside, The Scarlett is thoughtfully designed to balance modern sophistication with everyday function. Offering just under 2500 square feet, this single-story home includes 3 bedrooms, 3.5 baths, and a floor plan tailored for today's lifestyles. Step inside to discover volume ceilings, a chef-inspired kitchen with an oversized isl

$999,900

3 beds3.5 baths2,427 sq ft

26207 Baxter Ct, Plainfield, IL 60585

Main floor mudroom • Hidden pantry • Oversized island

ABOUT THIS HOME
Luxury Home for sale in Oswego, IL:
Discover an incredible investment opportunity with this expansive 72+acre parcel located just west of Route 47 in Kendall County. Perfectly positioned across from the popular Raging Waves Waterpark and just north of Cornelius Road, this property is ideally situated to take advantage of local attractions and growing demand. This prime land is adjacent to Yorkville's new data center property, making it a strategic choice for future development. With significant existing infrastructure and accessibility, this site is ripe for commercial, residential, or mixed-use projects, poised to benefit from the area's ongoing growth and development. Whether you're a developer looking to create a thriving

$5,801,600

— beds— baths— sq ft

72 Acres, Yorkville, IL 60560

72.52 acre lot • Listed 46 days

Property at 26205 Stewart Ridge Dr, Plainfield, IL 60544, 4 beds, 3.5 baths

$989,900

4 beds3.5 baths3,013 sq ft

26205 Stewart Ridge Dr, Plainfield, IL 60544

Property at 3316 Club Ct, Naperville, IL 60564, 4 beds, 4.5 baths

$2,599,900

4 beds4.5 baths3,850 sq ft

3316 Club Ct, Naperville, IL 60564

Property at 5983 Championship Ct, Yorkville, IL 60560, 4 beds, 3.5 baths

$1,450,000

4 beds3.5 baths4,000 sq ft

5983 Championship Ct, Yorkville, IL 60560

Property at 8055 Shadow Creek Ln, Yorkville, IL 60560, 4 beds, 3 baths

$1,006,500

4 beds3 baths2,908 sq ft

8055 Shadow Creek Ln, Yorkville, IL 60560

Property at 10.38 acres S Heggs Rd, Plainfield, IL 60585

$1,140,762

— beds— baths— sq ft

10.38 acres S Heggs Rd, Plainfield, IL 60585

Property at 4216 Carpenter Rd, Naperville, IL 60564, 6 beds, 6.5 baths

$1,795,000

6 beds6.5 baths5,300 sq ft

4216 Carpenter Rd, Naperville, IL 60564

Property at 7619 Mill Rd, Yorkville, IL 60560

$3,900,000

— beds— baths— sq ft

7619 Mill Rd, Yorkville, IL 60560

Property at 12906 S Sydney Cir, Plainfield, IL 60585, 4 beds, 3.5 baths

$919,000

4 beds3.5 baths3,539 sq ft

12906 S Sydney Cir, Plainfield, IL 60585

Property at Sign in for address, Montgomery, IL 60538

$1,995,000

— beds— baths17,880 sq ft

Property at 15738 Creekview Dr, Plainfield, IL 60544, 4 beds, 3.5 baths

$859,900

4 beds3.5 baths2,800 sq ft

15738 Creekview Dr, Plainfield, IL 60544

Property at 1 US 30, Montgomery, IL 60538

$4,846,050

— beds— baths— sq ft

1 US 30, Montgomery, IL 60538

Property at 000 Wood Farm Rd, Plainfield, IL 60544

$4,805,750

— beds— baths— sq ft

000 Wood Farm Rd, Plainfield, IL 60544

Property at 4.428 Acres Rte 34 Hwy, Yorkville, IL 60560

$3,279,011

— beds— baths— sq ft

4.428 Acres Rte 34 Hwy, Yorkville, IL 60560

Property at 3.37AC Lockport St, Plainfield, IL 60544

$1,685,000

— beds— baths— sq ft

3.37AC Lockport St, Plainfield, IL 60544

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. 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.

Luxury Homes for Sale in Oswego

There are currently 9 luxury homes for sale in Oswego at a median listing price of $427K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oswego stay on the market for 43 days and receive 5 offers. Popular neighborhoods include Seasons Ridge, Far Southeast, and Downtown Oswego. This map is refreshed with the newest listings in Oswego every 15 minutes.

In the past month, 40 homes have been sold in Oswego. In addition to houses in Oswego, there were also 5 condos, 40 townhouses, and 1 multi-family unit for sale in Oswego last month. Oswego is a not walkable city in Kendall County with a Walk Score of 24. Oswego is home to approximately 29,810 people and 8,689 jobs. Find your dream home in Oswego using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oswego are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oswego. Our Oswego real estate stats and trends will give you more information about home buying and selling trends in Oswego. If you're looking to sell your home in the Oswego area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oswego with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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