Quick Oswego IL MLS Search

Browse All Oswego IL Waterfront Properties for Sale

5425 State Route 71 Route, Oswego
$759,900
4 Beds ⋅ 4 Baths ⋅ 12791885 MLS ⋅ NEW Status
Serenely poised on 2+ Acre Wooded Lot Overlooking the Fox River - in Unincorporated Oswego, NO HOA! Custom home with 4,200+ SqFt of finished living space - 4 Bedrooms, 4 Full Bathrooms (1 on 1st Floor adjacent to 1st Floor Den), 3 Fireplaces, Heated/Oversized 3 Car Garage! Amazing, Finished Walk-out Basement w/Fireplace, Full Bathroom, Wet Bar, Billiards Room & Family Room Overlooking the Woods! Convenience to Downtown Oswego & Orchard Road corridor for dining, shopping, and everyday errands within easy reach. Step through the foyer and the home opens immediately into a beautiful living room anchored by a stunning stone fireplace - the kind of space that sets the tone for everything that follows. The living room flows naturally into the dining room, creating an effortless connection between the two that's ideal for entertaining. From there, the kitchen takes over: rich cherry cabinetry, granite countertops, stainless appliances, a beverage fridge, and a breakfast nook that makes everyday mornings feel easy. Toward the back of the home, the family room offers its own distinct gathering space - a second fireplace, generous square footage, and views of the screened porch just beyond. Step through the screened porch onto the large deck - your front-row seat to the trees and the Fox River valley. Whether it's a quiet morning with coffee or an evening with friends, this outdoor space earns its keep. The main level also includes a dedicated home office, a full bathroom, and a main-level laundry room - everything you need without ever going upstairs. Upstairs, the primary bedroom is a generous 19' x 16' with a walk-in closet and a private balcony overlooking the backyard and the wooded lot - a rare feature that makes the room feel connected to everything that makes this property special. Three additional bedrooms and a hall bath round out the upper level. The walk-out lower level is a destination of its own - a large recreation room, a secondary family room warmed by a fireplace, a generous bar, and a full bath. Whether it's game night or a casual hang, this level delivers. A new roof in 2023 means one less thing to think about. Four full bathrooms mean no one waits. This is a home for someone who wants room to breathe. For move-up buyers who've outgrown subdivision living. For those who want river access without giving up proximity to town. For anyone who understands that a wooded lot and a custom floor plan are worth more than square footage alone. 5425 Route 71. Space, character, and the Fox River - all in one place!

5425 State Route 71 Route, Oswego

2408 A State Route 31 Highway, Oswego
$379,067
4 Beds ⋅ 3 Baths ⋅ 12784800 MLS ⋅ NEW Status
PERFECTLY HIDDEN OUT IN THE OPEN, this 4 bedroom 3 full bath has historical character and has been delightfully updated for modern needs. The CIRCLE DRIVEWAY wraps around the most magnificent magnolia tree and provides easy in and out, as well as additional parking spaces. Curb appeal is well thought out with PROFESSIONAL LANDSCAPING that flowers all season long! The weatherproof porch leads to the front of the home. Inside, there are HARDWOOD FLOORS through the foyer, formal livingroom, and dining room. To the left is the main bathroom and two bedrooms (one with an en-suite!). Up the stairs is the 3rd full bathroom, loft, the other 2 bedrooms, and attic storage. Back on the mainfloor is the spacious galley kitchen with granite counter tops and soft close drawers. This has open concept to the great room, and it is breathtaking! A whitewashed brick fireplace, gorgeous windows, recessed lighting, and wooden beam accent make this room SO enjoyable! Not to mention the SCENIC RIVER VIEWS. Laundry and the entrance to the BACK DECK are through the greatroom. The side yard is fully fenced with a playset, through the gate is additional yard space with a trampoline and room for storage under the wooden deck. The unfinished basement is large with 2 additional storage rooms. Walk out through the attached garages, one car and one storage. This home is so charming! Easy access to downtown Oswego and a great location for the commuter, come see it to experience it! Owner is a licensed real estate agent.

2408 A State Route 31 Highway, Oswego

199 Dorset Avenue, Oswego
$389,900
3 Beds ⋅ 4 Baths ⋅ 12782679 MLS ⋅ CONTINGENT Status
Former Builder's Model with Water Views and 2,861 Finished Sq. Ft.-Space New Construction Can't Match at This Price. Photos simply cannot capture how beautiful and spacious this home truly is. At 199 Dorset Avenue, those water views continue inside, visible from the family room and dining area, creating a peaceful, open, and genuinely special setting. This former builder's model offers more living space than many single-family homes, with three spacious bedrooms, two full and two half bathrooms, a finished lower level, and a two-car attached garage-all with the ease of low-maintenance living. Hardwood flooring in the kitchen, dining room, and foyer, elegant wainscoting, abundant natural light, and a gas fireplace give the main level warmth and character. The oversized kitchen is designed for everyday living and entertaining, with Merillat cabinetry, granite countertops, stainless-steel appliances, a double oven, a center island with seating, and a pantry. Upstairs, the primary suite is a private retreat with two custom-organized walk-in closets and a spa-inspired bathroom featuring dual sinks, a whirlpool tub, and a separate full-body-spray shower. Two additional bedrooms, another full bathroom, and convenient second-floor laundry complete the upper level. The finished lower level adds a spacious recreation or media room, flexible space for a home office, gym, or game area, a half bathroom, and ample storage. Prairie Point Community Park is only steps away, placing trails, recreation, and green space within easy reach. For only $195 per month, the association includes exterior maintenance, lawn care, snow removal, and insurance, plus access to the community clubhouse, swimming pool, and fitness center. The home is located in Oswego School District 308. Qualified buyers may take advantage of a seller-paid interest-rate buydown designed to reduce monthly financing costs during the initial years of ownership. Ask the listing agent for details. Schedule your private showing and experience the view and the space for yourself.

199 Dorset Avenue, Oswego

34 N Adams Street, Oswego
$330,000
2 Beds ⋅ 1 Baths ⋅ 12782732 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

233 Willington Way, Oswego
$625,000
5 Beds ⋅ 4 Baths ⋅ 12769820 MLS ⋅ ACTIVE Status
Welcome to this beautifully crafted (one of a kind in Southbury), former model home offering a comfortable blend of style, space, and functionality. Guests are welcomed by a covered front porch and spacious two-story foyer. The main level features a front formal living room with columns & wood burning fireplace, a separate formal dining room with butlers pantry, a large family room with a second gas fireplace and views of the backyard and pond. The kitchen offers stainless steel appliances, double ovens, plenty of cabinet space, and generous amount of countertops for all of your culinary creations. There is an adjoining breakfast room that opens to the outdoor patio. A standout feature is the first-floor private office, conveniently located adjacent to the powder room and offering flexibility for working from home, additional guest space or other flex space needs. Upstairs, the home offers five bedrooms plus a versatile loft, providing plenty of room for family, guests, hobbies, or a second workspace. The primary suite includes two walk-in closets and a spacious bath with a large vanity & dual sinks, a separate shower, and whirlpool tub. A junior suite offers its own private bath and walk-in closet, while three additional bedrooms provide comfortable accommodations & 3rd full bath. The deep-pour basement features nine-foot ceilings and roughed-in plumbing for a future bathroom and kitchen, offering excellent potential for additional finished living space & lots of storage. A tandem three-car garage provides plenty of parking, including a convenient storage loft. Outside, professionally landscaped grounds surround a spacious paver patio overlooking peaceful pond views. Located in Southbury, the community offers a clubhouse, 3 pools, pickleball, sand volleyball, ponds and walking paths, with convenient access to Southbury Elementary. Popular District 308 Schools including Traughber Jr High & Oswego High School. Great proximity to shopping, dining, and other local amenities. Welcome Home!

233 Willington Way, Oswego

36 Crofton Court, Oswego
$425,000
4 Beds ⋅ 3 Baths ⋅ 12771265 MLS ⋅ CONTINGENT Status
THE VIEW. THE LOT. THE BIG-TICKET UPDATES. Welcome to 36 Crofton Court, a spacious 4-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac with one of the largest lots in the area, beautiful pond views, and NO HOA! This is an opportunity to enjoy an established home in a setting that's hard to duplicate. This home includes a traditional, functional floor plan with great living spaces, a large kitchen and eating area overlooking the pond, and a family room with fireplace. A large first-floor laundry room adds plenty of everyday convenience. Upstairs you'll find four bedrooms, including a primary suite with a walk-in shower updated in 2023. Outside may be where this home really shines. Enjoy morning coffee, dinner, or an evening overlooking the water from the low-maintenance Trex deck while watching the herons, ducks, and other wildlife that regularly visit the pond. Mature trees and the oversized yard create a peaceful backdrop with plenty of room to enjoy. And here's the best part; the updates you DON'T necessarily want to spend money on after buying a home have already been handled. Furnace and A/C replaced in 2019, roof in 2019, gutters with LeafGuard in 2020, garage door in 2020, thermostat in 2021, and water heater in 2022. The chimney was rebuilt and the fireplace cleaned and inspected in 2020. Additional features include a full basement (with fire place!), water softener, sump pump, and updated patio doors. Bring your decorating ideas and make the finishes your own while starting with a home that already has many of its major improvements completed. You can change paint, flooring, and finishes, but you can't recreate this lot, this view, or this location! Motivated Seller!!

36 Crofton Court, Oswego

204 Holly Lane, Oswego
$625,000
4 Beds ⋅ 4 Baths ⋅ 12770275 MLS ⋅ CONTINGENT Status
Welcome to 204 Holly Lane in Gates Creek West, where spacious living, entertaining and a beautiful pond-side setting come together. Located in Oswego with Yorkville schools, this impressive two-story home offers flexible living space from top to bottom, along with an inground saltwater pool and tranquil views of the pond and fountain just beyond the backyard. A covered front porch and brick-accented exterior welcome you inside to a dramatic two-story foyer. The main level offers a private den, formal dining room and a beautifully designed sitting room featuring a built-in dry bar with wine cooler and beverage refrigerator-the perfect spot to unwind with an evening cocktail or gather with friends for conversation. At the heart of the home, the spacious kitchen provides abundant cabinetry and counter space and flows easily into the casual dining area and soaring two-story family room with fireplace and walls of windows. Step outside onto the raised composite deck overlooking the inground saltwater pool, mature backyard and pond beyond. Whether entertaining on a summer afternoon or simply listening to the fountain across the water, this backyard setting was made to be enjoyed. A first-floor laundry room adds everyday convenience. Upstairs, the generously sized primary suite features a vaulted ceiling, peaceful backyard views and a spacious en suite bath with dual vanity, soaking tub and separate shower. A concealed panic/safe room is located behind the smaller linen closet. Three additional well-sized bedrooms and another full bath complete the second level. The partially finished basement expands the possibilities even further with a recreation area, additional bedroom, wet bar and full bath-ideal for an in-law arrangement, extended-stay guests or additional living space. And golfers take note-the dedicated golf simulator, including the simulator equipment, stays with the home, creating your own year-round place to practice and play. With 5 bedrooms, 31/2 baths, multiple entertaining spaces, a three-car garage, inground saltwater pool, pond views and a versatile finished lower level, 204 Holly Lane offers the space to gather, retreat, entertain and enjoy home in every season. This is more than a house with great features-it's a home designed for how people actually live.

204 Holly Lane, Oswego

196 Chapin Way, Oswego
$555,000
4 Beds ⋅ 4 Baths ⋅ 12750494 MLS ⋅ CONTINGENT Status
STUNNING WATERFRONT HOME IN PRESCOTT MILL! Perched directly on the water, this stunning 2,844 sq ft Prescott Mill beauty offers unobstructed, direct pond views right from your own backyard and the sunrises here are nothing short of spectacular! FRESHLY painted and move-in ready, this spacious 5 bedroom, 3.5 bath, 3 car garage home features a main floor home office, finished basement, and two laundry rooms! MAIN LEVEL: Inside, the layout offers a comfortable flow with real hardwood flooring, a separate living room and dining room, along with a spacious kitchen and family room. The kitchen features 42" cabinetry, a pantry and recently upgraded quartz countertops, statement waterfall model island, tile backsplash, stainless steel sink/faucet/disposal, a reverse osmosis filter, and dishwasher featuring all-steel interior and 3rd rack. The main level also includes a perfect office/den! UPSTAIRS: Wake up and find yourself looking out over the water as the sun rises from the massive primary suite features a vaulted ceiling, huge walk-in closet, plus an additional closet utilized as a convenient 2nd floor laundry room! The master bathroom includes dual vanities, a soaking tub, and a separate shower. Also a full bath and three additional comfortable sized bedrooms provide plenty of space and closets. BASEMENT: The fully finished basement provides even more living space with a fifth bedroom, full bathroom, recreation area with sink and cabinets, and featuring a raised stage for the theater area with HDMI wiring for theater sound. There are also dedicated storage rooms. This home also offers a tankless water heater, whole-house humidifier, Ecobee smart thermostat, water softener and battery-backup sump pump. RECENT UPDATES: Just Freshly Painted Throughout (Sep 2026) | New Attic Insulation (2025) | New Furnace, AC & Ecobee Thermostat (Sept 2022) | Roof (Oct 2019) | Kitchen Upgrades (2024) | New Dryer (2023) | | Whole-House Humidifier | 240V EV Charger Outlet in Garage | MyQ Smart Garage Opener | Solar Floodlight | Basement HDMI Theater Sound Wiring. LOCATION & LIFESTYLE: Located in the sought-after Prescott Mill subdivision, residents enjoy access to a wonderful neighborhood park and playground, walking paths, and nearby schools. Best of all, you are just 10 minutes from shopping and dining along Route 59 (95th St.) and Route 34, combining peaceful waterfront living with ultimate daily convenience. This is the one you've been waiting for!

196 Chapin Way, Oswego

1502 Cherry Road, Oswego
$1,399,000
5 Beds ⋅ 4 Baths ⋅ 12764386 MLS ⋅ ACTIVE Status
14.4-Acre Creekfront Estate in Oswego with Plainfield Annexation Potential! This custom all-brick 5-bedroom, 3.5-bath home offers 4,800+ sq ft, two main-floor primary suites, an oversized 4-car garage and a 30x40 pole barn. The property is eligible for annexation into the Village of Plainfield. With annexation and rezoning, uses such as horses, a home-based business or an event/wedding venue may be possible (buyer to verify with the Village). The land is currently farmed, offering potential rental income, and continued farming may qualify it for a reduced farmland tax assessment. A peaceful creek borders the property, giving you true country privacy just minutes from Oswego and Plainfield shopping and dining. Inside, the great room features skylights and a floor-to-ceiling stone fireplace. The kitchen offers updated appliances, a granite island and a pantry. Both main-level primary suites have private baths, ideal for multi-generational living: one is a retreat with soaking tub, separate shower, double vanity and walk-in closet, and the other is designed for accessibility. Upstairs are 3 more bedrooms, a full bath, a his-and-hers office and a finished bonus room over the garage. Take in creek and countryside views from the sunroom. The Alpha Drainage System keeps the basement dry, and the roof, HVAC and gutters are newer. Central vac, long private drive, and a pole barn ready for equipment, vehicles, hobbies or storage. Acreage like this near Oswego and Plainfield is rare. Schedule your private showing today!

1502 Cherry Road, Oswego

3663 Wolf Road, 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 (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

743 Juniper Street, Oswego
$607,900
3 Beds ⋅ 3 Baths ⋅ 12677372 MLS ⋅ PRICE CHANGE Status
Custom ranch built in 2019 with expansive & spectacular rear southeast-facing 10,974 SF, POND VIEW LOT (summer sunrise on the lanai/screened porch). Bring the outdoors in! 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, soffit, fascia. gutters, & skylight were just installed 9/26; Wall-hung TV in FR, window treatments,& area rug in FR included. Please see Feature Sheet & Disclosures under Additional Info. Ashcroft Swim & Clubhouse Membership available; details on Feature Sheet. Don't miss this ideal opportunity for such a tranquil view!

743 Juniper Street, Oswego

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Oswego Waterfront Real Estate

Our website features the best real estate search for waterfront properties available in Oswego and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

How much is your home worth?

Get instant property value now!