Browse All Oswego IL Waterfront Properties for Sale

5 Beds ⋅ 6 Baths ⋅ 12753973 MLS ⋅ NEW Status

Extraordinary Riverfront Retreat on Nearly 3 acres along the Fox River in Oswego. Frank Lloyd Wright-inspired architecture with extensive DESIGNER RENOVATIONS, LUXURY UPGRADES & MAJOR MECHANICAL IMPROVEMENTS. The home delivers the ultimate lifestyle - Walls of glass blending indoor/outdoor space, private boat launch, riverwalk, and two fire pit areas. Chef's kitchen: Custom RekMaker Cabinetry, JennAir appliances, double ovens/dishwashers/sinks, oversized island, built-in grill, commercial hood, adjoining wet bar. NanaWall Glass Wall Easily Opens dining room to the outdoors and a two-level patio Brickpaver patio - ideal for entertaining 75+ guests. Primary suite offers panoramic river views and a spa bath with steam shower, rain shower & soaking tub. A FIRST-FLOOR BEDROOM & ENSUITE FULL BATH are ideal for guests, a private office, and Generational Living. Lower level: radiant heated floors, rec room, wet bar, wine room, fitness room, full bath, hidden room, garage access. Radiant Heated 6 CAR GARAGE With New Boiler, Control4 Smart Home Automation, Sonos Audio, Kohler whole-house generator. New Architectural Roof. New HVAC. Newer tankless water heater. THE RIVERWOOD ESTATE is more than an exceptional home, it's a private riverfront legacy property where generations gather, celebrations become traditions, and memories are made for years to come. Welcome Home!

88 Riverwood Drive, Oswego

$535,000

4 Beds ⋅ 3 Baths ⋅ 12754535 MLS ⋅ NEW Status

Experience peaceful waterfront living in this spacious 4-bedroom, 3-bath home, where beautiful water views can be enjoyed from the backyard, brick patio, and primary suite. Filled with natural light, the main level features a dramatic two-story living room, an open kitchen ideal for entertaining, and a versatile den with a nearby full bath-perfect for a home office, guest room, or potential main-level bedroom. Upstairs, the spacious primary suite offers peaceful water views, two walk-in closets, and a generously sized private bath. Two secondary bedrooms share a convenient Jack-and-Jill bathroom, while an upper-level laundry room adds everyday convenience. The expansive full basement provides abundant storage and excellent potential for a recreation room, home gym, theater, or additional living space. Outside, the waterfront backyard and brick patio with a built-in firepit offer the perfect setting for morning coffee, gardening, entertaining, or relaxing in the evening. Conveniently located across from the elementary school and near the community pool, clubhouse, tennis courts, shopping, and dining, this home offers a wonderful combination of space, convenience, and waterfront living.

815 Preston Lane, Oswego

$1,200,000

7 Beds ⋅ 6 Baths ⋅ 12750633 MLS ⋅ ACTIVE Status

Some homes you see. This one, you feel the moment you step inside. This extraordinary 7-bedroom, 6-bath waterfront estate brings extensive renovations, exceptional craftsmanship, and true resort-style living together on a truly remarkable property. Set along Waubonsie Creek, this expansive home offers incredible flexibility for everyday living, entertaining, multi-generational needs, and guests. The main level has been beautifully transformed with new oak hardwood flooring, fresh paint, updated lighting and plumbing fixtures, and impeccable trim work throughout. At the heart of the home is a completely renovated kitchen, thoughtfully redesigned with wall-to-ceiling custom cabinetry, integrated lighting, quartz countertops, double ovens, and a spacious eat-in area overlooking the pool. Direct access to the screened-in porch creates a seamless connection between indoor and outdoor living. Formal living and dining spaces provide an elegant backdrop for entertaining, while the dramatic two-story family room fills with natural light and centers around a striking masonry fireplace, framing views of the yard and pool beyond. Down the hall, a second fireplace warms the library, creating an inviting retreat for quiet mornings or evening conversation. The first-floor primary suite is a private sanctuary, crowned by soaring coffered, 10-foot ceilings. The completely renovated spa-inspired bath is where the home truly indulges - an oversized walk-in shower, a stand-alone soaking tub, heated floors, and custom tile, sinks, and vanity come together for a retreat that rivals any five-star escape. A custom lower staircase and all-new carpeting further elevate the home's impressive interior. A brand-new mudroom, designed specifically with poolside living in mind, offers direct access to the pool along with custom benches, built-in drawers for pool towels, a new dog wash, new tile and lighting, and an oversized pantry closet. Upstairs, five bedrooms provide exceptional space and versatility, many crowned with soaring vaulted ceilings. One features a private en-suite bath and walk-in closet, while another includes a custom built-in bunk bed, ideal for children, grandkids, or overnight guests. The remaining bedrooms are complemented by a beautifully updated shared full bathroom, including a newly renovated hall bathroom. The walk-out lower level expands the possibilities even further. A separate suite with a bedroom, full closet, and full bath offers outstanding potential for multi-generational living, an in-law arrangement, or extended-stay guests. The spacious recreation area gathers around the home's third masonry fireplace, with abundant storage and a renovated wine room featuring new wine shelving and custom tile. Outside, the property becomes a private oasis with an in-ground pool, large screened-in porch, dog run, waterfront setting, and expansive grounds designed for both relaxation and entertaining. Car enthusiasts will appreciate the home's exceptional five-car garage capacity. The three-car side-load garage features brand-new epoxy flooring, while the walk-out lower level provides an additional two-car tandem garage, creating tremendous flexibility for vehicles, recreational equipment, storage, or workshop space. A turnaround driveway adds everyday convenience. Additional highlights include Pella windows, several new appliances, and extensive updates throughout the home. The village is also installing a new parkway walkway in front of the property that will connect to a larger path system, adding even more appeal for those who enjoy walking, biking, and the outdoors. The home was converted to the new 2" city water in September and sewer in August (with the well kept intact to serve the pool and irrigation needs). This is more than a home. It is a waterfront estate designed for the way you want to live, with exceptional entertaining possibilities, resort-style outdoor living, and thoughtful craftsmanship at every turn. Schedule today

3663 Wolf Road, Oswego

$310,000

2 Beds ⋅ 2 Baths ⋅ 12745834 MLS ⋅ ACTIVE Status

Opportunity in the desirable River Run 55+ active community! This spacious ranch offers 2 bedrooms and 2 full baths. A wide galley kitchen with attached dining area, separate dining room, office/family room and large living room make up the majority of the 1,636 square feet on the main level. Primary bedroom has en suite bathroom with shower and dual sink. There is also a partial unfinished basement and a 2-car attached. The functional floorplan features generous single level living space while the deck and pond frontage in the backyard can provide a peaceful outdoor setting year round. Nearby parks and additional ponds make for wonderful recreation options. This is an excellent opportunity to make this home your own! Choose FHA Financing to Qualify for $100 Down Program. Ask your Agent for Details. Schedule your showing today!

444 Badger Lane, Oswego

$625,000

5 Beds ⋅ 4 Baths ⋅ 12745106 MLS ⋅ ACTIVE Status

This meticulously designed masterpiece epitomizes model-quality elegance, offering an unparalleled living experience. Guests are received on a covered front porch before stepping into a grand, two-story foyer. To the right, a sophisticated formal living room centers around a crackling fireplace, while an exquisite formal dining room resides to the left. Rich hardwood paths flow seamlessly into a breathtaking family room, where a second fireplace serves as a focal point against a backdrop of sweeping backyard & pond views. The kitchen is a masterclass in culinary luxury, anchoring the home with stainless steel appliances, dual ovens, and an abundance of artistry cabinetry and premium countertops. A breakfast room transitions effortlessly to the outdoor patio, while a main-level executive study-versatile enough to serve as a sixth bedroom-enjoys access to an adjacent bath. The upper level is configured with a versatile loft perfect for remote studies or relaxation. Accommodations include a junior suite with a private wardrobe and en suite bath, alongside three additional generous sized bedrooms. The primary retreat is an expansive haven of indulgence, boasting dual walk-in closets and a spa-inspired bath complete with double vanities, a shower, and a deep soaking tub. Below, a massive, deep-pour basement with nine-foot ceilings and roughed in plumbing for bath and kitchen stands ready for your custom finishing ideas. A tandem three-car garage with storage loft easily accommodates your toys, big and small! Outside, the professionally landscaped, lush grounds frame a premium paver patio overlooking tranquil pond views. Situated within Southbury-a premier community boasting premium pools, a pickleball court, sand volleyball & walking paths-this home offers close proximity to popular District 308 schools- Southbury Elementary, Traughber, Oswego High School and major local amenities for shopping & dining.

233 Willington Way, Oswego

$638,600

3 Beds ⋅ 3 Baths ⋅ 12677372 MLS ⋅ ACTIVE Status

Custom ranch built in 2019 with a spectacular rear southeast-facing 10,974 SF pond-view lot (summer sunrise on the screened porch). Maintenance-free Hardy Board exterior on front and screened porch plus clad soffits & fascia. Maintenance-free vinyl on three sides. Covered front porch with overhead light. Spacious entry foyer. Vaulted & nine-foot ceilings throughout, ceramic fireplace, skylight, and French/atrium doors in Family Room open onto aesthetic 20'x10' screened porch. Step-saver kitchen features Shaker white cabinets, quartz counters, Whirlpool SS appliances, Samsung French-door refrigerator '23, extra-deep stainless sink, recessed ceiling lights, and above-cabinet lighting. Spacious walk-in pantry w/custom wood shelving. Luxury vinyl flooring throughout except ceramic baths. Three bedrooms plus separate den/office, three full ceramic baths on the main floor; BR#2 has a private ensuite bath for in-law/nanny/guest quarters; First-floor laundry/utility w/garage access. 3-car garage plus extra storage bay; Lovely yard/pond view/landscaping with solar lighting, juniper trees, weeping cherry, hydrangeas etc. Full unfinished basement for future expansion or storage. High-efficiency direct-vent furnace and 40-gallon gas water heater. New architectural shingle roof and new skylight to be installed before closing (hail). Wall-hung TV in FR & porch/patio furniture, all window treatments included. Iron fence in rear is temporary for little dog. Please see Feature Sheet & Disclosures under Additional Info. Ashcroft Swim & Clubhouse Membership available, details on Feature Sheet. Don't miss this ideal opportunity.

743 Juniper Street, Oswego

$445,000

4 Beds ⋅ 3 Baths ⋅ 12743995 MLS ⋅ ACTIVE Status

Welcome to 36 Crofton Court, where charm meets one of the best backyard views in Oswego! The big ticket items have all been updated!! Nestled on a quiet cul-de-sac with one of the largest lots in the area and no HOA, this traditional 4-bedroom, 2.5-bath home offers the kind of setting that's becoming harder to find; peaceful pond views, mature trees, and a backyard that feels like your own private retreat. Whether you're sipping your morning coffee on the low-maintenance Trex deck, watching the herons, ducks, and other wildlife, or simply enjoying the view from the kitchen table, this home invites you to slow down and stay awhile. Inside, you'll find a spacious and functional layout with generously sized living spaces, a large kitchen overlooking the water, and a welcoming family room with fire-place, perfect for gathering with family and friends. The oversized first-floor laundry room adds everyday convenience, while all four bedrooms are located upstairs, including a primary suite with private bath. This home has been well maintained over the years and offers peace of mind with newer roof, HVAC system, water softener, sump pump, and water heater. Chimney has recently been built and garage door has been replaced. While it could benefit from cosmetic updates, the big-ticket items are already done, giving you the opportunity to personalize the finishes and truly make it your own. Complete with a full basement, beautiful outdoor living spaces, and an unbeatable pond-front setting, this is the perfect opportunity for buyers looking for solid bones with a fantastic location.

36 Crofton Court, Oswego

$599,900

4 Beds ⋅ 3 Baths ⋅ 12734678 MLS ⋅ CONTINGENT Status

INCREDIBLE FOX RIVERFRONT HOME WITH AMAZING VIEWS! Situated on approximately 1 ACRE with 140 FEET OF FOX RIVER FRONTAGE, this beautifully remodeled home offers over 2,400 square feet of living space plus a large screened-in three-season porch. Featuring 4 bedrooms, 2.5 bathrooms, plus a large bonus room, the flexible floor plan provides plenty of space to fit your needs. The bonus room could easily serve as a dedicated home office, home gym, family room, playroom, or even a 5th bedroom. The home has been completely updated with modern finishes throughout, including luxury vinyl plank flooring throughout the main living spaces. The updated kitchen features white shaker cabinets, quartz countertops, subway tile backsplash, stainless steel appliances, and a butcher block breakfast bar. Outside, the treed one-acre lot is shaded by mature trees, creating a private and peaceful setting along the river. Enjoy the large screened-in three-season porch, concrete patio, and, at the river's edge, a screened-in gazebo overlooking the Fox River. This incredible outdoor retreat is perfect for relaxing, entertaining, and taking in everything the Fox River has to offer. Enjoy fishing, kayaking, and canoeing right from your own backyard! All of this while being just minutes from Downtown Oswego and major roadways. A rare opportunity to enjoy a beautifully updated home, a spacious treed lot, and incredible Fox River frontage!

120 Riverview Court, Oswego

$360,000

2 Beds ⋅ 1 Baths ⋅ 12737349 MLS ⋅ ACTIVE Status

Discover a rare Fox Riverfront home for sale in Oswego, Illinois! Situated on a 1.05-acre lot directly across from the Fox River and Veterans Serenity Park, this property offers stunning year-round water views and immediate access to the Fox River Trail right outside your front door. Perfect for biking, jogging, or scenic walks, this location combines outdoor recreation with small-town charm. This 2-bedroom, 1-bath home offers 1,200 sq. ft. of living space filled with natural light. The inviting living room features warm wood-accent walls, a bay window overlooking the park and river, and an open layout that flows into the dining space-ideal for entertaining. The bright kitchen has vaulted ceilings, tile flooring, and plenty of potential for customization. A full basement provides additional storage or expansion space. Car lovers, mechanics, and hobbyists will appreciate the oversized 3-car garage with an extra-high overhead door, perfect for storing boats, RVs, and other outdoor toys. A storage shed is also included. The spacious deck is ideal for morning coffee, weekend BBQs, and watching the sunset over the water. Located just minutes from downtown Oswego's shops, restaurants, and community events, this property offers both tranquility and convenience. Whether you're seeking a single-family home with river views, a vacation home in Oswego, or a prime redevelopment lot in Kendall County, 34 N Adams St is a one-of-a-kind opportunity.

34 N Adams Street, Oswego

$389,900

3 Beds ⋅ 4 Baths ⋅ 12736012 MLS ⋅ CONTINGENT Status

NOT YOUR TYPICAL TOWNHOUSE. This former builder's Premier model offers approximately 2,861 square feet of finished living space, three spacious bedrooms, two full and two half baths, a finished lower level and beautiful lake views. The main level showcases the upgrades expected in a former model home, including hardwood flooring, elegant wainscoting, a gas fireplace and abundant natural light. The kitchen features rich Merillat cabinetry, granite countertops, stainless-steel appliances and generous workspace, opening naturally to the dining and living areas. The impressive primary suite includes two custom-organized walk-in closets and a spa-inspired bathroom with a Jacuzzi tub and separate full-body shower. Two additional bedrooms and another full bathroom provide comfortable space for family, guests or a home office. The finished lower level significantly expands the home's possibilities with a large recreation room, game or media area, entertaining space and an additional half bath. Enjoy peaceful lake views, a private patio and a prime location directly across from Prairie Point Community Park. Monthly HOA dues are only $195 and include access to a brand-new clubhouse, swimming pool and fitness center. Professionally cleaned carpeting and windows make this spacious, upgraded home completely move-in ready. More space, more amenities and a better lifestyle-schedule your private showing today.

199 Dorset Avenue, Oswego

$480,000

3 Beds ⋅ 3 Baths ⋅ 12703851 MLS ⋅ CONTINGENT Status

Welcome to Tranquil Waterfront Living on the Ponds at Mill Race! Experience breathtaking waterfront views from this beautifully situated premium tree-lined lot overlooking the picturesque pond. Relax with your morning coffee or unwind at sunset on the stamped concrete patio, surrounded by the serenity of nature. This exceptional home is designed for both everyday comfort and effortless entertaining. The serene enclosed sunroom provides the perfect space to gather with family and friends while enjoying year-round pond views. Highlights include: Premium waterfront lot with stunning pond views, Beautiful tree-lined setting offering privacy and tranquility, located at the end of a cul-de-sac, Spacious living room with soaring vaulted ceilings, Generous Master Bedroom featuring an Ensuite bath and abundant closet space, enclosed sunroom perfect for entertaining or relaxing, Stamped concrete patio overlooking the water and an Oversized 3-car garage with ample storage Whether you're seeking peaceful waterfront living or a home designed for hosting memorable gatherings, this Ponds at Mill Race gem offers the perfect blend of comfort, beauty, and convenience. Close to shopping, schools and nearby bike paths that lead you to the Fox River bike path. Don't miss this opportunity to enjoy waterfront living at its finest!

311 Francesca Court, Oswego

$450,000

4 Beds ⋅ 3 Baths ⋅ 12708521 MLS ⋅ ACTIVE 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

$1,595,000

12663512 MLS ⋅ ACTIVE Status

INVESTMENT AND DEVELOPMENT OPPORTUNITY ON THE FOX RIVER! This 5.43-acre parcel is zoned B-2 Commercial and located within the Downtown Oswego TIF District-just one block from Village Hall and immediately north of the Route 34/Route 31 bridge. With panoramic views of the Fox River, Hudson Crossing Park, and Downtown Oswego, the property offers strong potential for a boutique hotel, restaurant, intimate banquet facility, or rooftop riverfront venue. The location is positioned to benefit from several major demand drivers, including the planned CRICKET STADIUM just a few miles away, nearby WEDDING VENUES regional soccer tournaments at STEWART PARK, Downtown Oswego events, and continued growth throughout the area. EXTENSIVE PRELIMINARY DUE DILIGENCE HAS ALREADY BEEN COMPLETED: * Preliminary Engineering * Topographic Survey * Soil Erosion Plan * IHPA Archaeological Survey and Release * Phase I Environmental Study * IEPA Permit * Village Engineering Review Documents * U.S. Army Corps of Engineers Wetlands Determination * Stormwater Management Analysis * IDOT Highway Permit The addition of Route 31 sidewalks will further strengthen pedestrian access and connectivity. A rare opportunity to bring a destination hospitality, dining, or entertainment concept to one of Oswego's most visible riverfront locations. Location, location, location!

5.43 B-3 Commercial Acres State Route 31, Oswego

$99,000

12636996 MLS ⋅ ACTIVE Status

17 E Lyncliff Drive, Oswego

$579,000

3 Beds ⋅ 3 Baths ⋅ 12634234 MLS ⋅ CONTINGENT Status

Take a look at this amazing property, 2.6 acres on the Fox River in Oswego property features two homes. 1st ranch 3 bedrooms with a walkout basement, second Ranch 3 bedrooms overlooking the Fox River. These two homes can work perfectly for families that would like to keep their in-laws, moms, and dads close to them. Property offers 34X40 Pole building Room to grow let the kids outside they can run all day long with your own personal park right on the rivers Plenty of fishing Let the kid skip stones across the river all day long, Property features a small pond down by the river. Plenty of room for friends and families camp out by the river bonfires Country life it gets no better. Minutes from downtown Oswego offers school bus pickup for the Kids. Close all the shopping restaurants that the area has to offer. This is an estate sale property being sold as is This is private property will be shown by appointment only

2110 A-B State Route 31 Route, 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

$1,999,900

12491440 MLS ⋅ ACTIVE Status

You need to check out this incredibly rare property that does not become available too often. 14.5 acres located right on the Fox River near Downtown Oswego, with its own private lake. This property has over 700' of river frontage! Amenities on this expansive property include: huge wrapping driveway that allows for extensive privacy off the main road, basketball court, playground, private lake, river frontage, 2 large sheds that can be upgraded/renovated to more livable spaces (currently just used as storage), and the best part is a massive free-standing 12,000 sq ft building equipped with elevator/full commerical kitchen (appliances/hood system/commercial dishwashing station all included)/massive event space and separate large dining space/12 dorm rooms with 4 bunk beds in each room sleeping 8 comfortably per room/laundry room/designated office spaces/designated AV room/6 bathrooms/plenty of storage/tons of furniture, supplies, dishes, cookware, tables, chairs, ect. The property also has RV hook-ups. This property has pleasant surprises around every corner, that you simply need to check out for yourself. It was being used as a spiritual retreat, but the possibilities are honestly endless for what you can do with such a unique lot: summer camp, RV park, spiritual retreat, spa retreat, tree/plant nursery, senior care facility, get a simple re-zoning and building a beautiful waterfront estate; my personal favorite idea would be to turn this into a stunning wedding reception venue since it already has the commerical kitchen for catering, large space for ceremony, dining space, dance floor, bathrooms...all of it is ready to go! Call listing agent to schedule a showing.

1626 State Route 31, Oswego

$1,100,000

12455839 MLS ⋅ ACTIVE Status

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

7.43 Acres Vacant Land State Route 31, Oswego

$850,000

4 Beds ⋅ 4 Baths ⋅ 12335262 MLS ⋅ ACTIVE Status

TO BE BUILT. Rare Fox River frontage lot. Come build your dream home with private and vast views of the river. Many models and blueprints available or start from scratch. Builder is a premier 100% custom builder.

123 W Benton Street, Oswego

$100,000

12335178 MLS ⋅ ACTIVE Status

Come build your dream home on the Fox River! Lots like this dont come around but every 20-30 years. .68 acres with 225 Feet of river frontage. Privacy and walk to down town oswego. Award winning schools and close to shopping.

123 W Benton Street, Oswego

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