Oswego Real Estate

Oswego Real Estate

Welcome to Oswego, Illinois – a charming village nestled in the heart of Kendall County. Known for its picturesque landscapes and vibrant community spirit, Oswego offers a perfect blend of suburban tranquility and urban convenience. Just a stone’s throw from the hustle and bustle of Chicago, this delightful town provides residents with easy access to big-city amenities while maintaining its small-town charm.

Oswego boasts a rich history, with roots dating back to the 1830s. Today, it is a thriving community with a population of over 36,000 residents who take pride in their hometown. The village is adorned with beautiful parks, scenic riverfronts, and a variety of recreational facilities that cater to families and outdoor enthusiasts alike. The Fox River, which winds through the area, offers opportunities for fishing, kayaking, and leisurely strolls along its banks.

Education is a cornerstone of the Oswego community, with top-rated schools that prioritize student success and development. The Oswego Community Unit School District is known for its commitment to academic excellence, making it an attractive destination for families looking to settle down.

Culturally rich, Oswego hosts numerous events throughout the year, including the popular Oswego East and West High School Homecoming parades, summer concert series, and the annual PrairieFest, which celebrates the unique heritage of the village.

With its welcoming atmosphere, vibrant local businesses, and a strong sense of community, Oswego is not just a place to live; it’s a place to thrive. Whether you’re looking for a new home or simply exploring, Oswego invites you to discover all that it has to offer!

Newest Listings in Oswego

$475,000
3 Beds ⋅ 3 Baths ⋅ 12713177 MLS ⋅ NEW Status
Turnkey perfection awaits at 218 Woodford Road! This meticulously maintained, move-in-ready masterpiece showcases exceptional craftsmanship, timeless finishes, and thoughtful detail at every turn. Soaring 9-foot ceilings and an inviting open-concept main living area create a bright, spacious atmosphere that's perfect for both everyday living and entertaining. From elegant wainscoting and crown molding to sleek granite countertops, designer warm and cool paint tones, and brand-new carpeting, every room has been carefully curated with its own unique character and style. The custom-finished basement is an entertainer's dream, complete with a private bar and abundant space for hosting family and friends. Practical luxury continues in the heated 2-car garage, featuring commercial-grade epoxy flooring-ideal for year-round comfort and durability. Step outside to landscaped grounds that lead to a spacious, fully fenced backyard, offering the perfect setting for relaxing, playing, or entertaining. The exceptional lifestyle extends beyond your front door. Just down the block, residents enjoy exclusive access to the Churchill Clubhouse, featuring a resort-style pool, splash pad, fitness center, tennis and basketball courts, sand volleyball, and scenic walking and biking trails. Located within a highly acclaimed school district and just minutes from shopping, dining, and entertainment, this exceptional home seamlessly blends style, comfort, quality, and convenience. Every detail has been thoughtfully designed-simply move in and start enjoying everything this incredible home has to offer. Don't miss your chance ------ CUSTOM FINISHED BASEMENT 2018 - FENCED IN YARD 2019 - ROOF 2019 - WATER HEATER 2021 - NEW REFRIGERATOR, OVEN, DISHWASHER 2025

218 Woodford Road, Oswego
$539,900
4 Beds ⋅ 3 Baths ⋅ 12717077 MLS ⋅ NEW Status
Pride of ownership can definitely be seen here! Very well maintained 3030sf home on secluded Arrowwood Drive of Gates Creek! This one owner home is the first time this custom built quality Krughoff home has been on the market - 2 family rooms, 4 spacious bedrooms, 2 full 1 half bath, tons of storage, 3.5 car garage with 3 bays plus additional workroom area! Main level has a Den/Study which could also be a bedroom, great traditional layout with a full unfinished basement and pristine front and back yard!! Upper level has 4 bedrooms and another family room or you can use it as an exercise room or play area! The master bedroom is very spacious with a tray ceiling, large master bath with separate shower and upgraded organizer closet! The outside boasts a large lot, paver patio, a storage shed and plenty of space for entertaining! Upgrades/updates include: New Front Porch 2016, HVAC 2016, HWH 2017, New Roof 2019, New Windows 2nd floor 2018 & 1st floor 2020, New 25"x18" Back Patio 2021, New Carpeting 2022, Master Bath Shower 2024, New Kitchen Appliances 2024, and Master Bath Closet Redo 2025! Sellers hate to leave this great location but this is your opportunity to grab this move-in ready home in Oswego!!

802 Arrowwood Drive, Oswego
$489,990
4 Beds ⋅ 3 Baths ⋅ 12718932 MLS ⋅ PRICE CHANGE Status
*Below Market Interest Rate Available for Qualified Buyers* Welcome to the Paxton at Piper Glen-one of our best-selling Smart Series homes! From the moment you pull into the driveway and walk inside, it's easy to see why this plan is so popular. With 2,437 square feet, 4 bedrooms, 2.5 bathrooms, an upstiars loft and a 2-car garage, this 2-story plan boasts an efficient and artfully crafted design. You'll find the following rooms throughout the first floor: * Dining room * Powder bathroom * Family room * Breakfast area * Kitchen * Laundry room One of the wow factors in this plan is the open-concept area uniting the family room, breakfast area, and kitchen! Host brunch with friends in this space where some can whip up pancakes and coffee in the kitchen while others chat in the breakfast area or family room nearby. This kitchen comes with GE stainless steel appliances, a sizable corner pantry, a center island, and expansive countertop / cabinetry space. Upstairs, 3 bedrooms, the owner's suite, a spacious loft and a full bathroom surround the hallway. Relaxation and luxury await in your owner's suite. The en-suite bathroom comes with a dual-bowl vanity, a spacious tiled shower, and a long walk-in closet. Rounding out this home is a full basement. Broker must be present at clients first visit to any M/I Homes community. *Photos are of a similar home, not subject home* Lot 24

146 Piper Glen Avenue, Oswego
$489,990
4 Beds ⋅ 3 Baths ⋅ 12718914 MLS ⋅ PRICE CHANGE Status
*Below Market Interest Rate Available for Qualified Buyers* Boasting 2,289 square feet, 4 bedrooms, and 2.5 bathrooms, the Quinn is one of our best selling floorplans! As you enter the home, an open flex room sits just off to the side. Transform this versatile room into a light-filled seating area to create an inviting entrance. Straight ahead, your kitchen and family room sit on either side of the central breakfast area, providing an open and expansive main floor. This kitchen offers the following highlights: * GE stainless steel appliances * Center island * Back-facing window above the sink * Spacious corner pantry * Sleek cabinets and counters Upstairs, 4 bedrooms, a laundry room, and 2 full bathrooms complete the second floor. Inside the owner's bedroom, 3 windows cast sunshine in during the daytime. A private, en-suite bathroom connects to your bedroom and leads to the spacious walk-in closet. From seasonal decor to tools and cleaning supplies, it's important that your new home has plenty of storage room for these essential items. Thankfully, the Quinn plan comes with a full basement. *Photos are of model home, not subject home* Broker must be present at clients first visit to any M/I Homes community. Lot 23

144 Piper Glen Avenue, Oswego
$299,900
3 Beds ⋅ 2 Baths ⋅ 12718915 MLS ⋅ NEW Status
Spacious 3 bedroom 1.5 bath home in Oswego's Ogden Falls neighborhood is absolutely turnkey and ready for its next owner. Located in the desirable Oswego School District, this home can't be beat as an affordable first home or a rock-solid investment property. Walk-in to the open floorplan where your eye will be drawn to how many windows there are, filling the space with an abundance of natural light. Notice the brand new flooring and carpet alongside freshly painted walls throughout the home. The family room is massive with plenty of room for seating. The kitchen features great cabinet and counter space, newer stainless steel appliances, and an adjacent dining area. The half bath is conveniently located on the first floor for guests. Upstairs, the bedrooms are spacious, especially the grand primary bedroom with a shared primary ensuite bathroom featuring an updated vanity and lighting. Other features of the home include newer mechanicals and a newer roof - leaving absolutely nothing left to do! Enjoy the good-sized brick paver patio just outside the back door, perfect for BBQs, and a 2-car garage which is the cherry on top. Walk to the park or drive right across the way to shopping and restaurants. Come scoop this beauty up today! // UPDATES: Whole Home Interior Painted (2026), First Floor Luxury Vinyl Plan (2026), Second Floor and Staircase Carpet (2026), Full Bathroom Update (2026), Half Bath Update (2026), Lighting (2026), 11 of 13 Windows with New Sashes & All Windows with New Sills (2026), Roof (2023), Dishwasher (2023), AC/Furnace (2020), Oven/Range (2020), Water Heater (2019).

66 Wingate Drive, Oswego
$450,000
4 Beds ⋅ 3 Baths ⋅ 12708521 MLS ⋅ NEW Status
Welcome to this beautifully maintained custom-built home in the desirable Mill Race Creek community! Offering 4 bedrooms, 2.1 baths, and a 2.5-car garage, this spacious home features an incredible backyard oasis with tranquil pond views that can be enjoyed from nearly every rear-facing window.The open-concept kitchen is designed for both everyday living and entertaining, featuring a center island, granite countertops, a built-in desk area, and seamless flow into the spacious family room with a cozy fireplace. A versatile first-floor flex room provides endless possibilities as a home office, playroom, formal living room, or study.The impressive primary suite is a true retreat, complete with a luxurious en suite bath featuring a jetted tub, separate vanities with a beauty counter, and an oversized walk-in closet. An adjoining flex room offers the perfect space for a nursery, private office, home gym, sitting room, or whatever best fits your lifestyle.The partially finished basement provides additional living and recreation space with plenty of room for storage. Outside, relax and unwind while taking in peaceful pond views from your backyard. Mill Race Creek offers scenic walking trails, neighborhood parks, and convenient access to park district facilities, highly rated schools, shopping, dining, and everyday amenities-all just minutes from your front door. This exceptional home combines comfort, flexibility, and an unbeatable location. Don't miss your opportunity to make it yours!

490 Waubonsee Circle, Oswego
$418,990
3 Beds ⋅ 3 Baths ⋅ 12718368 MLS ⋅ NEW Status
SPECIAL FINANCING OFFERS AVAILABLE! JANUARY 2027 DELIVERY! Homesite# 1631 Enter a sanctuary of comfort and charm in this stunning Darcy model. This three-bedroom, two-and-a-half-bathroom townhome showcases a striking contemporary design, thoughtfully crafted for modern living. The main level boasts an open-concept layout where the kitchen, great room, and dining area flow together seamlessly. Notable kitchen features include a spacious center island, sleek quartz countertops, ample cabinetry, a undermount sink, and top-of-the-line stainless steel appliances. Elegant touches-such as two-panel interior doors, classic colonist trim, luxury vinyl plank flooring, and energy-efficient LED lighting-further enhance the home's appeal. Perched on the second floor, a spacious, the light-filled loft offers a heightened sense of openness and possibility. Whether imagined as a home office, an inspiring creative studio, or a cozy reading nook, this adaptable space meets your needs with style. Completing the upstairs are three inviting bedrooms, including a luxe owner's suite designed for ultimate comfort and sophistication. The owner's suite offers a private retreat with a spacious walk-in closet, and a spa-inspired deluxe shower-your personal haven after a long day. *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.

201 Cooney Way, Oswego
$554,900
4 Beds ⋅ 4 Baths ⋅ 12713732 MLS ⋅ NEW Status
Meticulously maintained home in desirable Gates Creek! Step inside to discover a bright, open-concept floor plan featuring soaring vaulted ceilings, abundant natural light, and beautiful hardwood flooring throughout the main level. Designed for effortless hosting, the open concept layout flows seamlessly into a finished basement complete with a wet bar-offering additional living and entertainment space. The main level features a functional laundry room that conveniently doubles as a mudroom. Upstairs, you'll find spacious bedrooms featuring multiple walk-in closets, including a expansive primary suite complete with a relaxing soaking tub, separate shower equipped with multiple shower heads, and ample vanity space. Enjoy outdoor living on the newly completed patio (2025) with picturesque tree-lined views. Major mechanical updates include newer furnace and A/C (both under 3 years old) and a reverse osmosis drinking water system. Move-in ready and built to impress!

706 Norway Place, Oswego
$675,000
4 Beds ⋅ 3 Baths ⋅ 12704130 MLS ⋅ NEW Status
Stunning, move-in-ready home loaded with upgrades and designed for both everyday living and entertaining! This beautifully maintained home features an impressive two-story foyer with a grand staircase, a private first-floor office, formal living and dining rooms, and an expansive two-story family room with soaring ceilings, fireplace, and oversized windows that fill the space with natural light. The gourmet kitchen is a chef's dream, offering granite countertops, a large center island with breakfast bar, double ovens, stainless steel appliances, upgraded cabinetry with crown molding, a planning desk, and both a walk-in pantry and butler's pantry. The spacious eat-in area flows seamlessly into the family room, making it ideal for entertaining. The luxurious primary suite features a sitting area, two walk-in closets, dual vanities, a soaking tub, and a separate shower. The full 1,823 sq. ft. deep-pour basement with rough-in plumbing for a future bathroom offers endless possibilities for future living space. Enjoy a private backyard retreat with a newer patio, gazebo(2024) and professionally enhanced landscaping perfect for relaxing or entertaining guests. Located in a desirable area close to parks schools, shopping dinning and just minutes from Naperville. Don't miss the opportunity to own this well- cared home in a great location.

191 Chapin Way, Oswego
$289,900
2 Beds ⋅ 3 Baths ⋅ 12715505 MLS ⋅ NEW Status
Welcome home to this beautifully updated, move-in-ready townhome offering one of the largest and most desirable floor plans in Springbrook Townhomes! Featuring 2 bedrooms, 2.1 bathrooms, a spacious loft, and an attached 2-car garage, this home combines comfort, style, and flexibility to fit today's lifestyle. Freshly painted throughout with brand-new carpeting, updated light fixtures, newer appliances, and durable wood laminate flooring on the main level, there's nothing to do but move in and enjoy. The bright, open floor plan is perfect for everyday living and entertaining. The updated kitchen offers extended cabinetry, abundant counter space, a breakfast bar, pantry closet, and newer stainless steel appliances, all flowing seamlessly into the dining and living areas. Upstairs, the oversized loft creates endless possibilities as a family room, home office, media room, playroom, or an easy future third bedroom. The spacious primary suite features a private full bath and a large walk-in closet, while the second bedroom and full hall bath provide comfortable accommodations for family or guests. Convenient second-floor laundry makes everyday living even easier. Located in the highly sought-after Springbrook Townhomes and award-winning Oswego School District 308, you'll enjoy easy access to shopping, dining, parks, walking trails, entertainment, and major commuting routes. Low-maintenance living with lawn care and snow removal included means you'll have more time to enjoy everything the community has to offer. Beautifully maintained, thoughtfully updated, and truly move-in ready this is a home you'll be proud to own. Schedule your private showing today!

131 Springbrook Trail, Oswego
$419,900
3 Beds ⋅ 4 Baths ⋅ 12717451 MLS ⋅ NEW Status ⋅ Deerpath Creek Villa'S BLDG.
Welcome Home! This beautifully updated Deerpath Villa duplex offers 3 bedrooms, a loft, and 3.5 baths, perfectly blending comfort, style, and functionality. Enjoy peaceful views of the nature preserve from the spacious deck and patio, creating the perfect setting for relaxing or entertaining. Inside, you'll find hardwood flooring throughout the first floor, complemented by plush gray carpeting throughout the upper level and finished lookout basement. Luxury plank flooring enhances the bathrooms and first-floor laundry room, while custom blinds have been installed with in the home. The well-appointed kitchen features granite countertops, stainless steel appliances, a large center island, and under-cabinet lighting, all flowing seamlessly into the open-concept living area. The living room showcases a soaring vaulted ceiling, rich hardwood flooring, and a charming brick-faced wood-burning fireplace. Major improvements include a roof replaced in 2022, air conditioner installed in 2023, furance 2025, microwave and dishwasher 2026 and replacement windows on the first and second floors updated. The finished lookout basement expands the living space with a spacious family room, third bedroom, and a full bath-ideal for guests, extended family, or a private retreat. Additional highlights an attached 2-car garage featuring a painted interior and epoxy-coated floor, exterior security cameras, neutral decor throughout, and exceptional move-in condition. Backing to a private nature preserve, this home offers the perfect balance of peaceful surroundings and modern convenience.

597 Sudbury Circle, Oswego
$349,000
2 Beds ⋅ 2 Baths ⋅ 12716848 MLS ⋅ NEW Status
This beautiful ranch home is ready for new owners. 2 Bedrooms, 2 Full Bath with 3 Car Attached Garage W/ Oversized Tandem Bay (Bring the Boat, Snowmobile, ATV's & MORE!) Large Living Room and Dining Room Area, Plus Eat In Kitchen and Spacious Family Room with Fireplace to enjoy the cold nights/ 2 Large Bedrooms (Extra Large Master with attached Full Bath/ And Great Enclosed Porch - All on Quiet Dead End! Sold As-Is/ bring all your qualified buyers and you will not be disappointed. See this one today!

128 Laurie Lane, Oswego
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