Kendall County, IL Homes

• 

  

  

  /25

  $479,900

  Pending

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft

  700 Cheshire Ct, Oswego, IL 60543

  When only the best will do! This bright, open and flowing floor plan is just what you've been searching for in the prestigious Villas of Southbury, a 55+ active adult community. Spacious foyer with 9ft ceilings and hardwood flooring greet your guest upon entry. The formal dining room is perfect for those special gatherings. The expansive great room features hardwood floors, fireplace and vaulted

  

  Erin Hill

  Coldwell Banker Real Estate Group

  (331) 319-0567

  700 Cheshire Ct, Oswego, IL 60543
• 

  

  /2

  $2,150 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,382 Sq Ft
  • Townhouse for Rent

  4409 Klatt St, Plano, IL 60545

  Wonderful rental on the east side of Plano. Adorable duplex with wood-laminate flooring on the main level & neutral carpet on the 2nd floor. Only 1 attached neighbor. 3BR, 2.5 baths! Spacious master bedroom with walk-in closet & private bath. Washer/dryer in unit. Patio in back. Backs to open field. Pets may be considered with references & additional deposit (half month's rent). 1 year or more

  

  Annette Panzek

  Annette C Panzek LTD

  (331) 466-2552

  4409 Klatt St, Plano, IL 60545
• 

  

  /2

  $405,000

  Sold May 26, 2026

  3151 Justice Dr, Yorkville, IL 60560

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Above List Price
  • $202/SF
  • 2 Days On Market

  Current Estimated Value $405,501

  Last Listing Agent Ken Bruderle Superior Homes Realty

  3151 Justice Dr, Yorkville, IL 60560
• 

  

  

  /18

  Est $327,138

  Not Listed For Sale

  241 Devoe Dr Unit 4331, Oswego, IL 60543

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 2009

  241 Devoe Dr Unit 4331, Oswego, IL 60543

  Last Sold Summary

  • 5 Days On Market
• 

  

  

  /34

  $465,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,756 Sq Ft

  1142 Midnight Place, Yorkville, IL 60560

  Move right in before summer! This beautifully updated 4-bedroom home with optional 5th bedroom/den in sought-after Autumn Creek shows better than new. Enjoy a grand two-story foyer, newer flooring, and a bright gourmet kitchen with white cabinets, stainless steel appliances, an island, and a walk-in pantry. The spacious primary suite features vaulted ceilings and a luxurious bath, while major

  

  Marzena Castillo

  Baird & Warner Fox Valley - Geneva

  (331) 481-5290

  1142 Midnight Place, Yorkville, IL 60560
• 

  

  /20

  Starting at $1,785 Per Month

  • 1 - 2 Beds

  2000 Emblem Cir, Oswego, IL 60543

  Echelon Oswego offers contemporary one- and two-bedroom apartment homes in the heart of Oswego, Illinois, where convenience meets style. Enjoy spacious, modern layouts with updated amenities that suit your lifestyle. Whether you're relaxing in your stylish apartment or exploring the vibrant neighborhood, Echelon Oswego offers the perfect blend of comfort and accessibility.

  Echelon Oswego

  (331) 263-0017

  

  2000 Emblem Cir, Oswego, IL 60543
• 

  

  /27

  $285,000

  Sold Jun 17, 2026

  7221 Alden Dr, Plainfield, IL 60586

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $228/SF
  • 3 Days On Market

  Current Estimated Value $272,465

  Last Listing Agent Debbie Pokrzywa @properties Christie's International Real Estate

  7221 Alden Dr, Plainfield, IL 60586
• 

  

  /32

  Est $491,559

  Not Listed For Sale

  2326 Lavender Way Unit 1, Yorkville, IL 60560

  • 5 Beds
  • 2.5 Baths
  • 3,146 Sq Ft
  • Built 2010

  2326 Lavender Way Unit 1, Yorkville, IL 60560

  Last Sold Summary

  • 6 Days On Market
• 

  

  /18

  $410,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  4429 E Millbrook Cir, Yorkville, IL 60560

  Do not miss out on this wonderful 3 bedroom 2 bath ranch home with a full unfinished basement. Enjoy the year-round maintenance free lifestyle with lawncare, landscaping, and snow removal covered within your association fees. The home has an bright open floor plan with an eating area in the kitchen and a formal area in the dining room. First floor laundry room and the primary bedroom with a full

  

  Thomas Wolfe

  RE/MAX Premier

  (331) 295-3168

  4429 E Millbrook Cir, Yorkville, IL 60560
• 

  

  /41

  Starting at $1,450 Per Month

  • Studio - 2 Beds

  77 S Adams St, Oswego, IL 60543

  ***SPECIAL - Sign a 13-month lease and receive one month free PLUS a $500 Visa Gift Card after move in. Free month must be taken as a whole month, cannot be prorated! ***The Reserve at Hudson Crossing is located in the heart of downtown Oswego, next to Hudson Crossing riverfront Park. Our downtown location is ideal, putting you close to everything you need.We offer studio, 1- and

  The Reserve at Hudson Crossing

  (331) 259-9103

  

  77 S Adams St, Oswego, IL 60543
• 

  

  /22

  $484,990

  Sold Dec 15, 2025

  982 Garnet Ln, Montgomery, IL 60538

  • 4 Beds
  • 2.5 Baths
  • 2,356 Sq Ft
  • Built 2025

  Last Sold Summary

  • $206/SF
  • 49 Days On Market

  Current Estimated Value $502,972

  Last Listing Agent Daynae Gaudio Daynae Gaudio

  982 Garnet Ln, Montgomery, IL 60538
• 

  

  /29

  Est $476,115

  Not Listed For Sale

  4819 Butler St, Oswego, IL 60543

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft
  • Built 2010

  4819 Butler St, Oswego, IL 60543

  Last Sold Summary

  • 0 Days On Market
• 

  

  /43

  $419,900

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,429 Sq Ft

  225 Parkside Ln, Oswego, IL 60543

  Welcome to this spacious and beautifully updated 4-bedroom, 2.5-bath home located in highly desirable Oswego. From the moment you step inside, you are greeted by striking vaulted ceilings, abundant natural light, freshly painted walls, and seamless vinyl flooring that flows through an effortless main-level layout featuring a formal dining room, a comfortable living room, a private den, and a

  

  Angela Walker

  Angela Walker Homes Real Estate Group

  (331) 704-1279

  225 Parkside Ln, Oswego, IL 60543
• 

  

  /50

  Starting at $2,499 Per Month

  • 2 Beds

  317 Madrone Dr, Oswego, IL 60543

  Redwood Oswego is where you'll find the single-story apartment you've been looking for. Live in a two-bedroom, two-bathroom, pet-friendly apartment rental home with an attached garage. Enjoy being surrounded by charming greenery, with all the amenities you could need just a stones throw away. Plus, you can get to the arts, entertainment, dining and attractions of downtown Chicago in just over an

  Redwood Oswego

  (331) 267-4306

  

  317 Madrone Dr, Oswego, IL 60543
• 

  

  /24

  $515,000

  Sold Jun 09, 2026

  703 Fairfield Dr, Oswego, IL 60543

  • 4 Beds
  • 2.5 Baths
  • 2,837 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $182/SF
  • 6 Days On Market

  Current Estimated Value $521,689

  Last Listing Agent Tammy Rodrigues GENERATION HOME PRO

  703 Fairfield Dr, Oswego, IL 60543
• 

  

  /19

  Est $309,526

  Not Listed For Sale

  8627 Foxborough Way Unit 1711, Joliet, IL 60431

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft
  • Built 2008

  8627 Foxborough Way Unit 1711, Joliet, IL 60431

  Last Sold Summary

  • 14 Days On Market
• 

  

  /26

  $319,900

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,471 Sq Ft

  398 Chesapeake Ln Unit 2, Oswego, IL 60543

  Welcome home! Spacious and newly renovated 2-bedroom, 2.5-bath townhome with a loft. This light and bright home offers an open and airy floor plan with vaulted ceilings that create exceptional volume and flow throughout the main living areas. Fresh paint, brand new carpet, modern light fixtures, and newer luxury vinyl plank flooring in the foyer, kitchen, utility room, and powder room give the

  

  Kimberly Zahand

  Keller Williams North Shore West

  (331) 273-3849

  398 Chesapeake Ln Unit 2, Oswego, IL 60543
• 

  

  /50

  Starting at $1,712 Per Month

  • Studio - 3 Beds

  782 Oxbow Ave, Oswego, IL 60543

  Springs at Oswego is a gated, garden-style apartment community in Oswego, Illinois, in the Chicago metro near Naperville. Residents enjoy private entry living with an in-home washer/dryer, a private balcony or patio, and a professional onsite team. Springs at Oswego offers studio, one, two, and three bedroom floor plans. Pricing varies by floor plan, lease length, and availability. The community

  Springs At Oswego

  (630) 864-6734

  

  782 Oxbow Ave, Oswego, IL 60543
• 

  

  /20

  $320,000

  Sold Jan 27, 2026

  602 Clearwater Ct Unit 2, Oswego, IL 60543

  • 2 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Below List Price
  • $190/SF
  • 23 Days On Market

  Current Estimated Value $333,349

  Last Listing Agent Kelly Michelson Baird & Warner

  602 Clearwater Ct Unit 2, Oswego, IL 60543
• 

  /2

  Est $291,531

  Not Listed For Sale

  12 Pickford Rd, Montgomery, IL 60538

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1971

  12 Pickford Rd, Montgomery, IL 60538

  Last Sold Summary

  • 2 Days On Market
• 

  

  /27

  $659,700

  $15K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,174 Sq Ft

  13008 Timber Wood Cir, Plainfield, IL 60585

  Oswego schools and newer home with loads of upgrades, in popular Grande Park! Country club lifestyle with pool, clubhouse, parks, tennis, and more. Enjoy covered porch, expansive family room/kitchen combo, en suite second bedroom, master suite with spa bath, 5th bedroom/flex room, 2nd floor laundry room, all season sun room, 3 car garage, giant walk-in pantry, mud room, household hub/second

  

  Krista Laskowski

  Re/Max Ultimate Professionals

  (779) 235-9127

  13008 Timber Wood Cir, Plainfield, IL 60585
• 

  

  /50

  Starting at $1,999 Per Month

  • 1 - 4 Beds

  615 Starling Cir, Oswego, IL 60543

  Avanterra Wolf's Crossing is brand new single-family home rental community located in Oswego, IL. This innovative approach to community living combines the amenities and conveniences of maintenance-free apartment living with the personal private space of a 1, 2, 3 or 4 bedroom home.

  Avanterra Wolfs Crossing

  (630) 381-6096

  

  615 Starling Cir, Oswego, IL 60543
• 

  

  /33

  $484,990

  Sold Jun 11, 2026

  226 Piper Glen Ave, Oswego, IL 60543

  • 4 Beds
  • 2.5 Baths
  • 2,437 Sq Ft
  • Built 2026

  Last Sold Summary

  • 15% Below List Price
  • $199/SF
  • 29 Days On Market

  Last Listing Agent Linda Little Little Realty

  226 Piper Glen Ave, Oswego, IL 60543
• 

  

  /22

  Est $234,608

  Not Listed For Sale

  64 Garden Dr, Montgomery, IL 60538

  • 2 Beds
  • 1 Bath
  • 956 Sq Ft
  • Built 1976

  64 Garden Dr, Montgomery, IL 60538

  Last Sold Summary

  • 5 Days On Market
• 

  

  /18

  $299,990

  Pending

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft

  4 Woodcliff Rd, Montgomery, IL 60538

  Set on a spacious 0.21-acre fenced lot in the highly sought-after Oswego School District, this move-in-ready ranch offers 1,384 square feet of comfortable living space designed for everyday functionality. Featuring 3 bedrooms, 2 full baths, multiple living areas, an oversized one-car garage, ample off-street parking, and a backyard storage shed, this home delivers far more than meets the eye.

  

  Kimberly Kleronomos

  john greene, Realtor

  (331) 301-7320

  4 Woodcliff Rd, Montgomery, IL 60538
• 

  

  /50

  Starting at $1,800 Per Month

  • 1 - 3 Beds

  12822 White Willow Dr, Plainfield, IL 60585

  Situated in a peaceful setting in Chicago's western suburbs, is a new community with one, two and three bedroom apartment homes called the Legacy Apartments! The Legacy offers the best of contemporary design and convenience that feels like home. These fantastic homes are near major shopping and dining experiences in Naperville & Oswego. Complete ease of access to major tolls & highways. Discover

  The Legacy Apartments

  (331) 239-1006

  12822 White Willow Dr, Plainfield, IL 60585
• 

  

  /47

  $525,000

  Sold Aug 04, 2025

  2585 Lambert Dr Unit 5, Aurora, IL 60503

  • 4 Beds
  • 2.5 Baths
  • 2,918 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Above List Price
  • $180/SF
  • 3 Days On Market

  Current Estimated Value $524,490

  Last Listing Agent Cassandra Dunn Berkshire Hathaway HomeServices Chicago

  2585 Lambert Dr Unit 5, Aurora, IL 60503
• 

  

  /26

  Est $266,357

  Not Listed For Sale

  15 Durango Rd Unit 4, Montgomery, IL 60538

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1960

  15 Durango Rd Unit 4, Montgomery, IL 60538

  Last Sold Summary

  • 24 Days On Market
• 

  /2

  $410,000

  Pending

  • 4 Beds
  • 2 Baths

  112 Appletree Ct, Yorkville, IL 60560

  Wonderful investment opportunity. This duplex is located in a cul-de-sac and backs up to open area owned by the school district. Each unit has 2 bedrooms, 1 bathrooms, and a single car garage. Walking distance to schools, shopping, banking, restaurants, and downtown Yorkville, where you can enjoy all the river front festivities. Unit A is rented on a month to month basis. Unit B has a full year

  

  Bobbie Soris

  Realty Executives Success

  (331) 291-8875

  112 Appletree Ct, Yorkville, IL 60560
• 

  

  /50

  Starting at $2,500 Per Month

  • 2 - 3 Beds

  501 Vinca Ln, Oswego, IL 60543

  Home at Ashcroft is located in Kendall County near Plainfield, Wooley Rd, and Southbury with easy access to Fox Bend Golf Course, School District 308, Chicago Premium Outlet Mall, Phillip Park Zoo, minutes from Aurora, and Naperville. Your rental home is tailored to fit your lifestyle with private driveways, smart locks, select homes with basements, resort style pool, fitness center, and

  Home at Ashcroft

  (815) 475-5035

  

  501 Vinca Ln, Oswego, IL 60543
• 

  

  /32

  $600,000

  Sold Apr 02, 2026

  Unlisted Address

  • 3 Beds
  • 2 Baths
  • Built 1991

  Last Sold Summary

  • 6% Below List Price

  Current Estimated Value $607,539

  Last Listing Agent Kelly Michelson Baird & Warner

  Unlisted Address
• 

  

  /36

  Est $354,202

  Not Listed For Sale

  11 Durango Rd, Montgomery, IL 60538

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1960

  11 Durango Rd, Montgomery, IL 60538

  Last Sold Summary

  • 3 Days On Market
• 

  

  /55

  $1,395,000

  • 6 Beds
  • 5.5 Baths
  • 7,617 Sq Ft

  4779 Lees Ct, Oswego, IL 60543

  **Unrivaled Value. Ultimate Privacy. Unmatched Space.** Why compromise on acreage and square footage when you can have it all in Oswego? Step into refined elegance with this exceptional custom estate, set behind a private gate in prestigious Grove Estates. In Oswego, your money simply goes further-giving you the kind of sprawling, ultra-luxury compound that would cost millions more closer to the

  

  Ron Donavon

  Keller Williams Inspire - Geneva

  (331) 373-4909

  4779 Lees Ct, Oswego, IL 60543
• 

  

  /3

  Starting at $1,765 Per Month

  • 2 - 3 Beds

  1222 Market Place Dr, Yorkville, IL 60560

  Discover the perfect blend of comfort and convenience at Reserve at Fox River in Yorkville, IL. Just north of the Fox River with easy access to North Bridge Street and I-34, our community offers beautifully landscaped green spaces, a refreshing pool, playground, and basketball court. Residents enjoy modern amenities like a fitness center, clubhouse, laundry facilities, and private garages.

  Reserve at Fox River

  (815) 916-4736

  

  1222 Market Place Dr, Yorkville, IL 60560
• 

  

  /25

  $493,000

  Sold Aug 01, 2025

  239 Morgan Valley Dr, Oswego, IL 60543

  • 5 Beds
  • 3 Baths
  • 2,522 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Above List Price
  • $195/SF
  • 4 Days On Market

  Current Estimated Value $502,297

  Last Listing Agent Jeremy Mccalmont HomeLITE Real Estate Services

  239 Morgan Valley Dr, Oswego, IL 60543
• 

  

  /18

  Est $263,100

  Not Listed For Sale

  145 Heathgate Rd, Montgomery, IL 60538

  • 3 Beds
  • 1 Bath
  • 1,096 Sq Ft
  • Built 1974

  145 Heathgate Rd, Montgomery, IL 60538

  Last Sold Summary

  • 4 Days On Market
• 

  

  /45

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  1801 Wild Rose Trail, Joliet, IL 60431

  *** PLAINFIELD SCHOOLS***Prepare to be captivated by this extraordinary home nestled on a tranquil, tree-lined street. Step into a world of charm and elegance as you explore this meticulously maintained two-story gem, boasting three bedrooms loft and two-and-a-half baths - an ideal haven for your family. From the moment you arrive, the curb appeal will leave you breathless. This residence

  

  Debbie Stukel-Podzimek

  HomeSmart Realty Group

  (779) 209-1767

  1801 Wild Rose Trail, Joliet, IL 60431
• 

  

  /25

  Starting at $1,070 Per Month

  • 1 Bed

  50 Boulder Hill Pass, Montgomery, IL 60538

  Wedgewood Manor Active Senior Living is located in a quiet neighborhood in Montgomery, Illinois. Our community is close to shopping, dining, and scenic walking paths along the Fox River. We are a family owned and family operated secure 49-unit apartment complex for active seniors 55 and over. When you come through the doors of the Manor, it's like coming home and being among family. Our newly

  Wedgewood Manor Active Senior Living

  (331) 301-3869

  50 Boulder Hill Pass, Montgomery, IL 60538
• 

  

  /43

  $425,000

  Sold Aug 29, 2025

  2034 Ingemunson Ln, Yorkville, IL 60560

  • 3 Beds
  • 2.5 Baths
  • 2,282 Sq Ft
  • Built 2021

  Last Sold Summary

  • 6% Below List Price
  • $186/SF
  • 54 Days On Market

  Current Estimated Value $439,307

  Last Listing Agent Mel Eriksen @properties Christie's International Real Estate

  2034 Ingemunson Ln, Yorkville, IL 60560
• 

  /2

  Est $353,916

  Not Listed For Sale

  52 Ingleshire Rd, Montgomery, IL 60538

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1975

  52 Ingleshire Rd, Montgomery, IL 60538

  Last Sold Summary

  • 6 Days On Market

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