Browse All Oswego IL 5 Bedroom Properties for Sale

5 Beds ⋅ 3 Baths ⋅ 12713184 MLS ⋅ NEW Status

Welcome to your dream Home! This Custom Built Home features 4000 sq ft of livable space in this beautifully updated 5-bedroom, 2.5-bathroom home is located in one of Oswego's most sought-after neighborhoods. Featuring spacious living areas, modern finishes. Highlights include, 5 generously sized bedrooms, 2.5 updated bathrooms, Stylish kitchen with contemporary updates, Bright, open-concept living spaces, 5th bed/Den on Main level, Attached 2 car garage & great backyard space, Fully fenced with built in fire pit. Nestled in a vibrant community with access to parks, trails, and a scenic lake. Just a short walk to Prairie Point Park-home to 4th of July fireworks, Oswego farmers market, a splash pad, skate park, sledding hill, and multiple sports fields. Whether it's summer fun or winter adventures, there's something for everyone right outside your door. Don't miss your chance to live in this amazing location-schedule your showing today!

553 Danbury Drive, Oswego

$499,900

5 Beds ⋅ 3 Baths ⋅ 12702588 MLS ⋅ PRICE CHANGE Status

Welcome to your DREAMIEST DREAM HOME! .....Absolutely pristine Silver Charm model in the highly sought-after Churchill Club community! Offering 2,800+ sq. ft. of beautifully maintained living space, this exceptional home combines space, luxury, and an unbeatable lifestyle.||| Features: 5 Bedrooms | 3 Full Bathrooms | Full Basement with Bathroom Rough-In | Dual Staircase | Main-Level Bedroom & Full Bath- (perfect for extended family needing main level living) | 9' Ceilings | Gourmet Kitchen Upgrade | 42" Maple Cabinets | Built-In Cooktop | Double Oven | Prep Island | Breakfast Bar | Formal Living Room | Formal Dining Room | Mudroom | Recessed Lighting | Ceiling Fans & Lighting in All Bedrooms | Gorgeous Spa-Inspired Primary Bath | Private Backyard with No Rear Neighbors | Huge Backyard | Paver Patio | Oak Railings | New Roof (2019)||||Churchill Club Lifestyle: Junior Olympic-Size Pool | Water Slides | Kiddie Pool | Splash Pad | Pickleball Courts | Sand Volleyball | Parks | Walking & Bike Paths | Three On-Site Schools | Walk to Shopping, Restaurants, and Everyday Conveniences |Vacation year-round in your dream home while enjoying one of Oswego's premier resort-style communities. Luxury, location, and lifestyle all come together at 432 Bluegrass Parkway. Welcome home!

432 Bluegrass Parkway, Oswego

$639,000

5 Beds ⋅ 6 Baths ⋅ 12708362 MLS ⋅ ACTIVE Status

Welcome to one of the most versatile and expansive homes in Ashcroft Place. This completely refreshed residence offers over 4,000 square feet of above grade living space. Complete with 5 bedrooms on the 2nd level, one office/flex space or main floor bedroom and 2 bedroom /office or flex spaces on the lower level. There are a total of 6 baths, 4 full baths, 3 are ensuites, on the 2nd level, a powder room on the main level and a large 3/4 lower level bath. All new paint, all new luxury carpet and lighting fixtures. The professionally finished basement is designed for both comfortable living and entertainment. Do you need multi-generational living? This is the place for you. Whether it's multiple home offices, a classroom or craft area this home meets every need! The main level features generous spaces for everyday living and hosting. The stunning lower level is complete with two additional bedrooms/flex or office spaces, a large private bath and a custom-built bar and entertainment area. Whether you desire multi-generational living, guest accommodations or a private retreat, this home delivers unmatched versatility with endless possibilities. Some of the many special features of this home are a hot water and filtered water at the sink, a double oven, laundry chute, four seasons room, office/flex space on 2 levels, heated floors in flex space and bathroom of basement, 100 inch pull down projection screen, extra wide staircase with large landing, ADT alarm system, 3 car tandem garage with custom epoxy floors, custom built patio with lighting and large fire pit, invisible fence system in both front and backyards and so much more! Step outside to your private backyard oasis and enjoy tranquil water views. a perfect backdrop for relaxing evenings, outdoor dining, or hosting gatherings in this lovely neighborhood. Located in a sought-after Oswego community near highly rated schools, parks and amenities this home offers a unique combination of size, flexibility and scenic surroundings. Welcome home!

322 Hemlock Lane, Oswego

$650,000

5 Beds ⋅ 4 Baths ⋅ 12597183 MLS ⋅ ACTIVE Status

Oswego

$499,900

5 Beds ⋅ 4 Baths ⋅ 12701891 MLS ⋅ CONTINGENT Status

Wow, welcome home! This incredible, move-in-ready 5-bedroom, 3.5-bathroom gem is perfectly situated on a peaceful dead-end street, offering beautiful curb appeal and serene views of neighboring cornfields. Step inside to find an abundance of natural light accentuating the fresh paint and gleaming hardwood flooring that flows throughout the expansive main level. The layout boasts both a spacious living room and a large family room complete with a cozy fireplace, a formal dining room, a bright breakfast nook, and a beautifully updated kitchen featuring quartz countertops and stainless steel appliances. A rare main-level bedroom (or bonus room) alongside a full bath adds fantastic flexibility. Upstairs, you will find four generously sized bedrooms, including a huge primary suite with a large, private bathroom. The massive finished basement provides endless entertainment space and a convenient half bath, while the lovely backyard and 2-car garage complete the package. Located just minutes from top-rated schools, local shops, and beautiful parks, this home truly has it all-book your showing today!

601 Carnation Drive, Oswego

$649,990

5 Beds ⋅ 3 Baths ⋅ 12700699 MLS ⋅ ACTIVE Status

Welcome to 2302 La Cote Dr. Oswego, Illinois an impressive NEW home in our Sonoma Trails community. This home site includes a XL fully sodded yard AND Landscaping package. The exquisite Emerson plan offers 3,044 square feet of living space with 5 bedrooms, 3 FULL baths, and loft. As you enter the home you are greeted by an impressive 2- story entry way and 9-foot ceilings throughout the first floor. Entertaining will be easy in this open-concept kitchen equipped with a GOURMET KITCHEN PACKAGE that not only provides ample kitchen storage but elevates the home to an entire new level of luxury. Kitchen boasts a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close drawers and doors PLUS butler pantry. Additionally, the kitchen features modern Kitchen Aid stainless-steel appliances, quartz countertops, and easy-to-maintain luxury vinyl plank flooring. Heading up the beautiful ROD IRON Staircase you will find that the main bedroom suite has a large walk-in closet and private bath featuring a raised dual bowl vanity, luxury vinyl plank floors, quartz vanity top, large shower, and a linen closet. Convenient walk-in laundry room, 3 additional bedrooms with a full second bath, Spacious Loft and a linen closet complete the second floor. All Chicago homes include our America's Smart Home Technology. This home is located in a amenity filled community, offering Pool, Pool House, Pickle Ball, 7 Parks and walking trails! Exterior/interior photos of similar home, actual home as built may vary.

2301 La Cote Drive, Oswego

$639,900

5 Beds ⋅ 3 Baths ⋅ 12696040 MLS ⋅ ACTIVE Status

About This Home: Turnkey luxury meets expansive suburban tranquility. Situated on a premium, north-facing corner lot in Oswego's prestigious Hudson Pointe community, this pristine 2024 Raleigh model offers 2,907 square feet of modern, move-in-ready living. Designed for buyers who want zero deferred maintenance, abundant natural light, and elevated comfort, this home delivers both style and profound practicality-backed by the ultimate peace of mind of transferable builder warranties. Expansive Outdoor Space: Set on a sprawling 13,900 sq. ft. side corner lot, this north-facing property is bathed in natural light. The massive open green space provides a rare sense of privacy and a blank canvas for your ultimate outdoor living oasis, starting with the welcoming front patio. The Hub of the Home: An open-concept gourmet kitchen featuring a massive center island, gleaming quartz countertops, a bright breakfast room, and premium stainless-steel appliances. It flows seamlessly into the family room-perfect for entertaining or daily life. Smart & Energy Efficient: Built for modern living, the home is wired for high-speed fiber internet and includes integrated smart home features (smart thermostat, video doorbell). High-efficiency HVAC and low-E windows keep utility costs low year-round. Main-Floor In-Law Suite & Flow: A highly sought-after, private main-floor bedroom is paired with a full bathroom featuring a convenient walk-in shower. Daily routines are a breeze with a dedicated mudroom/drop zone providing a seamless transition from the garage into the home. Wellness Retreat: The second-floor owner's suite functions as a private getaway, complete with an expansive walk-in closet and a spa-like en-suite bathroom featuring elegant quartz vanities and a luxurious shower with built-in seating. Three additional large bedrooms complete the upper level. EV-Ready 3-Car Garage & Upgraded Basement: The spacious 3-car garage is fully equipped with Wi-Fi-enabled openers and a 220-volt connection for fast electric vehicle charging. Inside, a massive full basement awaits your customization and is fully protected by an advanced filtration system and a dual sump pump system with a primary and secondary battery backup. Key Things to Know: Property Specs: 5 Beds | 3 Baths | 3-Car Garage | 2,907 Sq. Ft. Living Space | 13,900 Sq. Ft. Lot Premium Upgrades: North-facing corner lot with a brick facade, welcoming front patio, high-end quartz surfaces throughout, mudroom, and a 220V EV-ready garage. Future-Proof & Secure: Transferable builder warranties, dual sump pump backup system, advanced basement filtration, smart home integrations, and energy-efficient construction. Top-Tier Education: Located within the acclaimed Oswego School District 308 (Southbury Elementary, Murphy Junior High, Oswego East High School). Prime Location: Just 10 minutes to Route 59 amenities (Whole Foods, Costco, Amazon Fresh, LA Fitness). Steps away from Hudson Crossing Park's scenic Fox River trails, kayaking, and picnicking. Commuter Friendly: Easy access to Downtown Chicago via the nearby Metra rail, offering the perfect blend of a peaceful suburban retreat and urban accessibility. Tenant Occupied till end of October. Lease transfer to new owner possible! 24 Hours notice required for showings!

702 West Point Way, Oswego

$617,055

5 Beds ⋅ 3 Baths ⋅ 12691340 MLS ⋅ ACTIVE Status

BRICK FRONT OPTION * IN LAW SUITE WITH 2ND FLOOR LAUNDRY OPTION * SPECIAL FINANCING OFFERS AVAILABLE!! READY FOR FALL DELIVERY!!!! Homesite# 0107 Discover the Raleigh, a home expertly planned to combine style and everyday comfort. This spacious layout offers four bedrooms, two and a half bathrooms, and a dedicated study to suit your lifestyle. The main level features a seamless flow between the family room, kitchen, and breakfast room, creating an open and inviting space perfect for both relaxing and entertaining. The chef-inspired kitchen boasts stainless steel appliances, sleek 42" cabinetry, elegant quartz countertops, and a large island that serves as both a functional workspace and gathering spot. The owner's suite, located upstairs, is a true retreat featuring two generous walk-in closets and a spa-like en-suite bathroom with dual sinks and a deluxe shower. Three additional bedrooms share a full bathroom, and the main-level laundry room adds ease to your daily routine. An Open to Below lookout from the second level creates a dramatic and airy connection to the other rooms below, enhancing the home's spacious feel. A standard three-car garage provides ample parking and storage. Exterior will be OCEANSIDE color siding with GRAYSTONE color brick. (pic for reference ONLY) *Photos are not this actual home* Discover Reserve at Hummel Trails, a vibrant master-planned community offering brand-new homes in Oswego, Illinois-where modern living meets everyday convenience and natural beauty. Designed with lifestyle in mind, this inviting neighborhood features a scenic pond and community park, creating the perfect setting for relaxing evenings, outdoor play, and gathering with friends and family. Ideally located just minutes from the bustling Route 59 corridor in Naperville, Illinois, residents enjoy quick access to top-tier shopping, dining, and entertainment. Everyday errands and weekend plans are effortless with nearby destinations like Whole Foods Market, Amazon Fresh, LA Fitness, and Costco. Families benefit from highly regarded Oswego Community Unit School District 308, with convenient access to Southbury Elementary, Traughber Junior High, and Oswego East High School. For outdoor enthusiasts, Wolf's Crossing Community Park is just moments away, offering playgrounds, a splash pad, fitness areas, and open green space for year-round recreation. At Reserve at Hummel Trails, you're not just buying a new home-you're stepping into a connected, amenity-rich community designed to elevate your everyday life."

188 Blazing Star Trail, Oswego

$635,000

5 Beds ⋅ 3 Baths ⋅ 12687971 MLS ⋅ ACTIVE Status

Exceptional Opportunity! Seller is offering a $25,000 closing cost credit that can be used toward an interest rate buy-down, closing costs, prepaid expenses, or other eligible financing costs-helping reduce upfront expenses and potentially lowering monthly payments. Combined with over 3342 square feet of living space and extensive upgrages already in place, this home delivers value that's hard to match! One of the largest floorplans available, the popular Lyndale-AR model offers over 3342 square feet of thoughtfully designed living space, combining size, style, and flexibility in a beautifully appointed 5-bedroom home. From the moment you enter, the dramatic two-story foyer and abundant natural light create a warm and welcoming first impression. The open-concept floor plan is enhanced by luxury vinyl plank flooring, designer lighting, custom window treatments, and spacious room sizes throughout. At the center of the home, the expansive kitchen is designed to bring people together, featuring a large center island, stainless steel appliances, abundant cabinetry, pantry storage, a dedicated coffee bar area, and exceptional workspace for cooking, entertaining, and everyday living. The family room offers a comfortable gathering space highlighted by a remote-controlled fireplace with a rustic beam mantel. A highly sought-after main floor bedroom located adjacent to the powder room offers exceptional flexibility and privacy, making it ideal for extended family, overnight guests, related living arrangements, or a private office. Upstairs, the spacious primary suite provides a relaxing retreat complete with a luxurious bath and oversized walk-in closet. Three additional generously sized bedrooms, a versatile loft, and a convenient second-floor laundry with newer wash and dryer (2024) provide the space and functionality desired today. The deep-pour basement offers excellent storage and future finishing potential, while the professionally landscaped yard, direct access to the walking path, three-car garage, dedicated EV charging outlet, and numerous completed upgrades add to the home's appeal. With custom window treatments, designer lighting, stainless steel appliances, and landscaping already in place, this move-in ready Lyndale-AR model offers the space, versatility, and modern conveniences today's buyers are seeking. Schedule a private showing today!

115 Piper Glen Avenue, Oswego

$625,000

5 Beds ⋅ 4 Baths ⋅ 12677421 MLS ⋅ ACTIVE Status

Absolutely stunning model quality home with all the bells and whistles. Your buyers will be greeted on the covered front porch and into the 2 story foyer. The WoW factor hits you immediately as you enter the front door, with a lovely formal living room with fireplace to the right and the formal dining room to the left. The hardwood floors lead you forward into the spacious family room with 2nd fireplace and sweeping back yard views. The kitchen is sure to be the center piece for gatherings with stainless steel appliances, double oven and abundance of cabinet & counter space for all of your culinary creations. The breakfast room provides access to the patio. Conveniently located 1st floor laundry. Bonus feature includes a 1st floor office/potential 6th bedroom with adjacent bath. The 2nd level has room for everyone including a loft for gaming/relaxing or homework station, a ensuite guest bedroom with walk in closet and full private bath, 3 additional generous sized bedrooms with hall bath and an expansive primary suite, The primary suite boasts a full luxury bath with dual sinks, shower and separate tub as well 2 walk in closets. The deep pour 9ft basement is just waiting for your finishing ideas and includes rough in plumbing for bath and kitchen as well as providing tons of storage. The 3 car tandem garage is big enough for all of your toys, big and small. You will have amazing BBQs in your fenced back yard with paver patio & great pond views. The lush & professionally landscaped yard will be the envy of all your friends. Southbury is a premier pool & clubhouse community featuring 3 pools, pickleball courts, sand volleyball, park, exercise rooms, great room, library and more, ponds & walking paths Walk to Southbury Elementary & busing provided to Traughber Jr High and Oswego High School. Located just minutes to all major amenities. Welcome home!

233 Willington Way, Oswego

$609,914

5 Beds ⋅ 3 Baths ⋅ 12686263 MLS ⋅ ACTIVE Status

5 BEDROOMS * SPECIAL FINANCING OFFERS AVAILABLE! READY FOR FALL DELIVERY! Homesite #0127. Discover the Raleigh, a home expertly planned to combine style and everyday comfort. This spacious layout offers four bedrooms, two and a half bathrooms, a dedicated study to suit your lifestyle, in addition to an In-Law suite with a second floor laundry upgrade. The main level features a seamless flow between the family room, kitchen, and breakfast room, creating an open and inviting space perfect for both relaxing and entertaining. The chef-inspired kitchen boasts stainless steel appliances, sleek 42" cabinetry, elegant quartz countertops, and a large island that serves as both a functional workspace and gathering spot. The owner's suite, located upstairs, is a true retreat featuring two generous walk-in closets and a spa-like en-suite bathroom with dual sinks and a deluxe shower. Three additional bedrooms share a full bathroom, and the main-level laundry room adds ease to your daily routine. An Open to Below lookout from the second level creates a dramatic and airy connection to the other rooms below, enhancing the home's spacious feel. A standard three-car garage provides ample parking and storage. Exterior will be GREYSTONE color siding with Graystone color brick. (pic for reference ONLY). *Photos are not this actual home* Welcome to Hudson Pointe II, a beautifully designed master-planned community offering brand-new homes in the heart of Oswego, Illinois. Perfectly blending comfort, convenience, and natural beauty, this neighborhood is ideal for families and individuals seeking a balanced lifestyle. Right within the community, residents can enjoy a well-maintained park for leisurely play and gatherings, as well as a serene pond that enhances the peaceful atmosphere of Hudson Pointe II. Just 10 minutes from the Naperville Route 59 corridor, Hudson Pointe II places premier shopping, dining, and entertainment within easy reach. Access top destinations like Whole Foods, Amazon Fresh Market, LA Fitness, and Costco, along with a variety of local restaurants and entertainment spots. Families will appreciate the top-rated Oswego School District 308, with students attending Southbury Elementary, Murphy Junior High, and Oswego East High School-all conveniently located within a 10-minute drive. Outdoor enthusiasts will love the close proximity to Wolf's Crossing Community Park, offering an array of recreational features including playgrounds, an outdoor fitness area, a splash pad, and more-perfect for year-round family fun. At Hudson Pointe II, you're not just buying a home-you're joining a thoughtfully planned community where modern living meets natural charm and everyday convenience.

701 Erwin Street, Oswego

$1,099,000

5 Beds ⋅ 4 Baths ⋅ 12684348 MLS ⋅ PRICE CHANGE Status

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 garage. From the moment you enter, the grand two-story foyer with its elegant chandelier sets the tone for the sophistication found throughout the home. Rich premium walnut hardwood flooring spans the main level, complemented by solid wood paneled doors, custom millwork, and detailed trim surrounding every door and window. Picturesque windows adorned with plantation shutters flood the home with natural light while showcasing breathtaking views of the surrounding property. Designed for both everyday living and entertaining, the custom chef's kitchen is a true showpiece featuring high-end finishes, abundant workspace, and a large center island complete with a prep sink. The adjacent family room offers built-in shelving, a grand fireplace, and spectacular views of the backyard oasis. The thoughtfully designed main level includes a first-floor bedroom and full bathroom, ideal for guests or multi-generational living. Two separate staircases lead to the second floor, including a discreet secondary staircase equipped with a chairlift for added accessibility. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite that serves as a private retreat. The owner's suite features a cozy fireplace sitting area, spacious walk-in closet, and spa-inspired bathroom with heated floors. Every bathroom in the home, except the basement bath, offers the comfort of heated flooring. One secondary bedroom also provides convenient access to additional attic storage. The finished deep-pour basement expands the living space with a dedicated theater room, large office or potential guest suite, full bathroom, recreation area, television lounge, expansive utility room, and an oversized storage room with built-in shelving. Step outside and discover your own private resort. The meticulously maintained grounds feature professional landscaping, a paver patio with fire pit, expansive wood deck, outdoor speaker system, and a dedicated area to practice your golf swing. Sports enthusiasts will appreciate the private pickleball court, while the expansive yard offers endless opportunities for recreation and relaxation. With oversized bedrooms, exceptional attention to detail, premium finishes, and an unmatched blend of luxury and functionality, 14 Abbeyfeale Drive presents a rare opportunity to own one of Oswego's finest executive homes.

14 Abbeyfeale Drive, Oswego

$1,395,000

5 Beds ⋅ 6 Baths ⋅ 12679849 MLS ⋅ CONTINGENT Status

**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 city. Since purchasing, the owner has dramatically expanded this estate, capitalizing on Oswego's generous lot sizes by adding **1.5+ additional acres across two cleared lots**. The entire massive property is now enclosed with high-end wrought iron fencing and features a newly added custom brick-paver side driveway with an oversized roundabout. Inside, the home balances grand scale with everyday comfort, featuring fresh paint throughout and a brand-new custom dog bath in the main-floor utility room. ### **Estate Highlights:** * **Unbelievable Acreage:** A massive, fully fenced private lot with two patios, dramatic uplighting, mature trees, and endless room to breathe. * **Architectural Grandeur:** Striking brick & stone exterior, a welcoming courtyard, and soaring interior spaces featuring crown molding, coffered ceilings, and wainscoting. * **Soaring Two-Story Family Room:** Framed by floor-to-ceiling windows and a dramatic stone fireplace. * **A True Chef's Kitchen:** Premium Brakur cabinetry, top-tier Wolf & Sub-Zero appliances, a massive 9-foot island, and granite finishes. * **Palatial Primary Suite:** Your own private wing complete with a sitting room, wet bar, dual-sided fireplace, spa-inspired bath, and a boutique-style walk-in closet. * **Finished Entertainer's Basement:** Complete with a private home theater, massive rec room, guest suite, full bath, and fireplace. * **Top-Tier Education:** Located in the highly acclaimed Oswego School District. --- **The Oswego Advantage:** Get the sprawling land, custom square footage, and high-end privacy you deserve, without the restrictive price tag of other luxury enclaves. This is luxury, privacy, and lifestyle-scaled up.

4779 Lees Court, Oswego

$699,990

5 Beds ⋅ 5 Baths ⋅ 12668622 MLS ⋅ CONTINGENT Status

*Below Market Interest Rate Available for Qualified Buyers* An open-concept layout, flexible design options, and plenty of storage space await in the 2-story Lyndale floorplan in Oswego! This plan offers 5 bedrooms, 4.5 bathrooms, and over 3,300 square feet. Step inside where you'll be greeted by the study-the perfect space for a private home office. Continue forward and you'll come across the kitchen, family room and breakfast area. Whip up all your family's favorite home-cooked dishes in your kitchen, which includes an expansive island that doubles as a breakfast bar, included GE appliances, and so much more. Enjoy weekends at home watching movies in the spacious family room with a stunning fireplace. You'll also find a first floor bedroom with attached full bathroom as well as a powder room and mud room space. When it's time to call it a night, head upstairs to your 4 bedrooms and so much more. You'll first come across a spacious loft and convenient second floor laundry room. Bedrooms 3 and 4 share a hallway bathroom while bedroom 2 has its own en-suite bathroom. All bedrooms also have spacious walk-in closets. Rounding out this home is a 9 foot basement with a rough-in for a future bathroom. *Photos and Virtual Tour are of a similar home, not subject home* Broker must be present at clients first visit to any M/I Homes community. Lot 54

404 Tanya Lane, Oswego

$1,950,000

5 Beds ⋅ 6 Baths ⋅ 12657443 MLS ⋅ ACTIVE Status

88 Riverwood Drive, Oswego

$608,000

5 Beds ⋅ 4 Baths ⋅ 12667759 MLS ⋅ ACTIVE Status

WELCOME TO THIS LOVELY AND ELEGANT HOME. 9 FEET CEILING, 4 BEDROOM + FIRST FLOOR DEN AND 2nd LOFT, *** SUNROOM***, OVER 3450 SQ FT, 3.1 BATH, *** 3 CAR GARAGE***, *** LOOKOUT BASEMENT***, FIREPLACE. TWO STORY FOYER AND LIVING ROOM, A GOURMET KITCHEN w/ISLAND, HARDWOOD FLOORS, HUGE MASTER BEDROOM SUITE WITH *** SITTING AREA ***, WALKIN CLOSET AND LUXURY MASTER BATH WITH SEPERATE SHOWER AND WHIRLPOOL TUB. TWO BEDROOMS WITH JACK AND JILL. 4TH BEDROOM SUITE, LARGE LAUNDRY ROOM, CLUB HOUSE, PARK, PLAYGROUND, POOL, POND. Elementary school in the subdivision. OVER 100+ SHOPPING STORES WITHIN MINUTES.

607 Mansfield Way, Oswego

$580,000

5 Beds ⋅ 4 Baths ⋅ 12667318 MLS ⋅ CONTINGENT Status

Welcome to Southbury! This impressive 5-bedroom, 3.1-bath home offers over 3,672 square feet above grade plus a finished basement with a full bath, providing plenty of space for everyday living, entertaining, working from home, and everything in between. The front of the home includes a covered front porch, mature landscaping, and classic curb appeal. Inside, hardwood floors, plantation shutters, and generously sized rooms create a warm and welcoming feel throughout. The main level features a dedicated 5th bedroom, first-floor office or den, formal living and dining spaces, convenient first-floor laundry, and an open-concept kitchen with abundant cabinetry, stainless steel appliances, a large center island, and a built-in desk. The large family room includes a fireplace. The standout feature of the home is a large sunroom filled with natural light and overlooking the private backyard. Step outside to the maintenance-free Trex deck, perfect for morning coffee, summer barbecues, or simply enjoying the peaceful setting. Upstairs, you'll find four spacious bedrooms, including a generous primary suite featuring an updated primary bath with dual vanities, oversized walk-in shower, soaking tub, and designer finishes. Additional updated bathrooms add style and functionality throughout the home. Need even more space? The finished basement offers endless possibilities with a large recreation area, full bath, and plenty of room for a home gym, media room, playroom, or guest space. Located in the heart of Southbury, this home offers convenient access to Southbury Elementary, Traughber Junior High, and Oswego High School, along with neighborhood parks, walking trails, the clubhouse, pool, and all the amenities that make this community so desirable. Southbury is known for its community feel, amenities, and convenient location within Oswego. This is the kind of home that checks all the boxes including space, updates, functionality, and a backyard you'll love spending time in. Additional updates throughout the home provide peace of mind, including dual HVAC systems replaced approximately 2.5 years ago, all windows replaced in 2013/2014, architectural shingle roof (2016), kitchen appliances (2018), water softener (2017), backup sump pump, and newer carpeting throughout much of the home. Primary bath was remodeled in 2019.

221 Willington Way, Oswego

$1,150,000

5 Beds ⋅ 5 Baths ⋅ 12644617 MLS ⋅ ACTIVE Status

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.

1542 Plainfield Road, Oswego

$649,990

5 Beds ⋅ 3 Baths ⋅ 12641549 MLS ⋅ PENDING Status

Welcome to 1498 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a FALL MOVE IN! This homesite includes a fully sodded yard AND Landscaping package AND a FRONT PORCH. The exquisite Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 FULL baths, Loft plus a Flex Room great for a first-floor office or additional sitting area. Entertaining will be easy in this open-concept kitchen equipped with a GOURMET KITCHEN PACKAGE that not only provides ample kitchen storage but elevates the home to an entire new level of luxury. Kitchen boasts a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close drawers and doors PLUS butler pantry. Additionally, the kitchen features modern Kitchen Aid stainless-steel appliances, quartz countertops, and easy-to-maintain luxury vinyl plank flooring. The Emerson plan also features a full basement and a 3-car garage which provides ample storage for the entire home. The main bedroom suite has a large walk-in closet and private bath featuring a raised dual bowl vanity, luxury vinyl plank floors, quartz vanity top, large shower, and a linen closet. Convenient walk-in laundry room, 3 additional bedrooms with a full second bath and a linen closet complete the second floor. All Chicago homes include our America's Smart Home Technology. Photos are of similar home and model home. Actual home built may vary.

1498 Vintage Drive, Oswego

$649,990

5 Beds ⋅ 3 Baths ⋅ 12641560 MLS ⋅ PENDING Status

Welcome to 2314 Hirsch Rd. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a FALL MOVE IN! This homesite includes a fully sodded yard AND Landscaping package. The exquisite Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 FULL baths, Loft plus a Flex Room great for a first-floor office or additional sitting area. Entertaining will be easy in this open-concept kitchen equipped with a GOURMET KITCHEN PACKAGE that provides ample kitchen storage. Kitchen boasts a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close drawers and doors PLUS butler pantry. Additionally, the kitchen features modern Kitchen Aid stainless-steel appliances, quartz countertops, and easy-to-maintain luxury vinyl plank flooring. A SPECIAL FEATURE of this home is a first-floor bedroom with adjacent full bathroom, a perfect space for out-of-town guests or multi-generational living. The Emerson plan also features a full basement and a 3-car garage. The main bedroom suite has a large walk-in closet and private bath featuring a raised dual bowl vanity, luxury vinyl plank floors, quartz vanity top, large shower, and a linen closet. Convenient walk-in laundry room, 3 additional bedrooms with a full second bath. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar home, actual home as built may vary.

2314 Hirsch Road, Oswego

$615,000

5 Beds ⋅ 3 Baths ⋅ 12635458 MLS ⋅ CONTINGENT Status

*Photos are not this actual home*

516 Fridley Avenue, Oswego

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 12526887 MLS ⋅ ACTIVE Status

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 plan centered around two main-level master suites - ideal for multigenerational living, long-term guests, or a private owner's retreat. The Finished Room Over Garage (FROG) adds even more versatility, whether you envision a home office, media room, playroom, or additional guest suite. The property's crown jewel is its unmatched garage and storage infrastructure. A 4-car attached garage paired with a massive pole barn delivers the kind of space that car collectors, hobbyists, equipment owners, and entrepreneurs dream about. Bring your classics, your toys, your tools - there is room for all of it. Outdoors, over 14 acres of picturesque land surround you with room to roam, entertain, or simply breathe. The estate's natural setting provides the seclusion of country living while remaining just minutes from everyday conveniences in Oswego and a short drive to the greater Chicagoland area. Additional highlights include a thoughtful ranch layout, generous living spaces, and a character and quality that must be experienced in person to be fully appreciated. This is not just a home - it is a private retreat built for a buyer who has earned the best. Schedule your private showing today.

1502 Cherry Road, Oswego

$589,605

5 Beds ⋅ 3 Baths ⋅ 12628764 MLS ⋅ CONTINGENT Status

SPECIAL FINANCING OFFERS AVAILABLE!! READY FOR JULY DELIVERY!!!! Homesite# 0058 "Discover the Raleigh, a home expertly planned to combine style and everyday comfort. This spacious layout offers four bedrooms, two and a half bathrooms, and a dedicated study to suit your lifestyle. The main level features a seamless flow between the family room, kitchen, and breakfast room, creating an open and inviting space perfect for both relaxing and entertaining. The chef-inspired kitchen boasts stainless steel appliances, sleek 42" cabinetry, elegant quartz countertops, and a large island that serves as both a functional workspace and gathering spot. The owner's suite, located upstairs, is a true retreat featuring two generous walk-in closets and a spa-like en-suite bathroom with dual sinks and a deluxe shower. Three additional bedrooms share a full bathroom, and the main-level laundry room adds ease to your daily routine. An Open to Below lookout from the second level creates a dramatic and airy connection to the other rooms below, enhancing the home's spacious feel. A standard three-car garage provides ample parking and storage. Exterior will be OCEANSIDE color siding with GRAYSTONE color brick. (pic for reference ONLY) *Photos are not this actual home* Discover Reserve at Hummel Trails, a vibrant master-planned community offering brand-new homes in Oswego, Illinois-where modern living meets everyday convenience and natural beauty. Designed with lifestyle in mind, this inviting neighborhood features a scenic pond and community park, creating the perfect setting for relaxing evenings, outdoor play, and gathering with friends and family. Ideally located just minutes from the bustling Route 59 corridor in Naperville, Illinois, residents enjoy quick access to top-tier shopping, dining, and entertainment. Everyday errands and weekend plans are effortless with nearby destinations like Whole Foods Market, Amazon Fresh, LA Fitness, and Costco. Families benefit from highly regarded Oswego Community Unit School District 308, with convenient access to Southbury Elementary, Traughber Junior High, and Oswego East High School. For outdoor enthusiasts, Wolf's Crossing Community Park is just moments away, offering playgrounds, a splash pad, fitness areas, and open green space for year-round recreation. At Reserve at Hummel Trails, you're not just buying a new home-you're stepping into a connected, amenity-rich community designed to elevate your everyday life."

158 Blazing Star Trail, Oswego

$605,000

5 Beds ⋅ 3 Baths ⋅ 12627383 MLS ⋅ CONTINGENT Status

702 Erwin Street, Oswego

$419,900

5 Beds ⋅ 3 Baths ⋅ 12621935 MLS ⋅ ACTIVE Status

Designed for effortless living, this home offers a functional, practical floor plan with tastefully refreshed updates! You'll appreciate the efficient use of space, and worry-free lifestyle, ideal for those looking to simplify without compromising comfort. With no basement to worry about, you'll enjoy low maintenance, no concerns about flooding or moisture, and a home that's easy to navigate and easy to care for. A classic white picket fence sets the tone, leading to an oversized covered front porch including ceiling fans, custom porch furniture, inviting you to share this perfect cozy porch in the morning with coffee or relaxing in the evenings. Step inside to see a two-story foyer that offers a bright, open-concept layout with stylish wood laminate flooring throughout the main level. Fresh paint throughout the home creates a light, neutral backdrop offering a true blank canvas for buyers to bring their own style and vision to life. Just off the entry, a versatile room with custom French doors offers the perfect flexible space for a home office, den, or playroom, tailored to today's versatile needs. Designed for both everyday living and entertainment, the spacious living and family rooms flow seamlessly together. The family room opens to a generously sized eat-in kitchen featuring abundant cabinetry and counter space, a center island with electric and storage, pantry with a custom sliding barn door, fresh paint, and a few new appliances that include microwave and dishwasher. The main level is completed by a convenient half bath and a functional laundry/mudroom with direct access to the attached two-car garage and asphalt driveway. Upstairs, you'll find five generously sized bedrooms, including a spacious primary master suite with vaulted ceilings, a walk-in closet, and a private bath with double sinks and a separate shower. An additional full hallway bathroom also offers another full shower, double sink, and vanity for ample storage. New trim, updated electrical with new outlets, light switches and hardware all around the home. Enjoy peace of mind with major updates, including a brand-new furnace (February 2026), roof, paint, and more! HOME WARRANTY included ! Low HOA. Step outside to the oversized backyard complete with a concrete patio, pergola, fully fenced yard including a dedicated dog run! Kid friendly/family-oriented neighborhood, close to elementary school, three parks and walkable to downtown restaurants, bars, coffee shops and village events. With ten total rooms and a thoughtfully designed layout, this move-in-ready home offers the perfect balance of simplicity, functionality and community. Don't miss the opportunity to make it yours!

123 Eisenhower Drive, Oswego

$429,900

5 Beds ⋅ 3 Baths ⋅ 12613328 MLS ⋅ PENDING Status

Welcome to this fantastic 5-bedroom, 2.5-bathroom home in highly sought-after Oswego, offering an exceptional layout designed for modern living. Step inside and discover a spacious and inviting floor plan perfect for families of all sizes. Upstairs, you'll find four generously sized bedrooms, each providing ample space and natural light. These versatile rooms offer the perfect environment for a dedicated home office, e-learning stations, or simply comfortable private retreats. Great loft area that can be used an extra office space, reading nook, you name it. The true highlight of this property extends outdoors to the large, private yard - an ideal setting for entertaining, gardening, or simply enjoying the beautiful Illinois seasons. Located in a desirable Oswego neighborhood, this home offers convenience to local amenities, schools, and parks. Don't miss the opportunity to make this versatile and spacious property your new home!

206 Washington Street, Oswego

$649,990

5 Beds ⋅ 3 Baths ⋅ 12564530 MLS ⋅ PENDING Status

Welcome to 1440 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a summer MOVE IN! This homesite includes a fully sodded yard AND Landscaping package. The exquisite Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 FULL baths, Loft plus a Flex Room great for a first-floor office or additional sitting area. As you enter the home you are greeted by an impressive 2- story entry way and 9-foot ceilings throughout the first floor. Entertaining will be easy in this open-concept kitchen equipped with a GOURMET KITCHEN PACKAGE that not only provides ample kitchen storage but elevates the home to an entire new level of luxury. Kitchen boasts a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close drawers and doors PLUS butler pantry. Additionally, the kitchen features modern Kitchen Aid stainless-steel appliances, quartz countertops, and easy-to-maintain luxury vinyl plank flooring. This home has it all with a full LOOK OUT BASEMENT and a 3-car garage which provides ample storage for the entire home. The main bedroom suite has a large walk-in closet and private bath featuring a raised dual bowl vanity, luxury vinyl plank floors, quartz vanity top, large shower, and a linen closet. Convenient walk-in laundry room, 3 additional bedrooms with a full second bath and a linen closet complete the second floor. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar home, actual home as built may vary.

1440 Vintage Drive, Oswego

$649,990

5 Beds ⋅ 3 Baths ⋅ 12564551 MLS ⋅ ACTIVE Status

Welcome to 1486 Vintage Dr. Oswego, Illinois a beautiful new home in our Sonoma Trails community. This home will be ready for a late SUMMER MOVE IN! This homesite includes a fully sodded yard AND Landscaping package. The exquisite Emerson plan offers 3,044 square feet of living space with 5 bedrooms, and 3 FULL baths, Loft plus a Flex Room great for a first-floor office or additional sitting area. As you enter the home you are greeted by an impressive 2- story entry way and 9-foot ceilings throughout the first floor. Entertaining will be easy in this open-concept kitchen equipped with a GOURMET KITCHEN PACKAGE that not only provides ample kitchen storage but elevates the home to an entire new level of luxury. Kitchen boasts a large island with an overhang for stools, 42-inch designer cabinetry with crown molding and soft close drawers and doors PLUS butler pantry. Additionally, the kitchen features modern Kitchen Aid stainless-steel appliances, quartz countertops, and easy-to-maintain luxury vinyl plank flooring. Off of the kitchen is a bump out that allows for an oversized kitchen table and access to your backyard. Continuing onto the main level you will flow into your large Living area filled with natural light and room to spread out. A SPECIAL FEATURE of this home is a first-floor bedroom with adjacent full bathroom, a perfect space for out-of-town guests or multi-generational living. This home has it all with a full basement and a 3-car garage which provides ample storage for the entire home. The main bedroom suite has a large walk-in closet and private bath featuring a raised dual bowl vanity, luxury vinyl plank floors, quartz vanity top, large shower, and a linen closet. Convenient walk-in laundry room, 3 additional bedrooms with a full second bath and a linen closet complete the second floor. All Chicago homes include our America's Smart Home Technology. Exterior/interior photos of similar home, actual home as built may vary.

1486 Vintage Drive, Oswego

$1,385,000

5 Beds ⋅ 7 Baths ⋅ 12540088 MLS ⋅ ACTIVE Status

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 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 privacy, while four of the bedrooms each have their own dedicated full bathroom. 4 fireplaces add warmth and comfort throughout the colder months. An additional fifth bedroom is located on the second floor. The home is adorned with tray ceilings featuring indirect lighting, cathedral ceilings, and beautiful Brazilian cherry hardwood floors. The open layout creates a seamless flow between living areas, enhancing both everyday living and entertaining. The gourmet kitchen includes a breakfast room, marble floors with granite inserts, huge Island with double sinks and is designed to delight any culinary enthusiast. With four separate heating and cooling zones, the home ensures comfort in every season. The finished walk-out basement expands the living space further, offering a full wet bar and a complete second kitchen-ideal for gatherings or extended family stays. Enjoy movie nights in the dedicated theater room, which features three rows of theater seating. A spacious game room provides opportunities for fun and relaxation. The basement also includes a full bathroom with a steam shower for a spa-like experience. Step outside to the enclosed gazebo, thoughtfully designed with retractable hurricane shutters, offering a peaceful retreat in any weather. The huge 3 car heated garage has 12-foot ceilings and a dedicated furnace with a car lift allowing extra storage for additional cars. Inground sprinkler, system, CertainTeed Carriage House 40-year shingles comprise the roof. Fantastic Oswego School district 308, enjoy the country life but just minutes to shopping and dining. Call for your private showing today!

53 Abbeyfeale Drive, Oswego

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