Winfield Real Estate

Welcome to Winfield, Illinois—a charming village nestled in the heart of DuPage County. Known for its scenic beauty and strong sense of community, Winfield offers a perfect blend of suburban tranquility and urban convenience. With its picturesque tree-lined streets and well-maintained parks, this delightful town is an ideal place for families, young professionals, and retirees alike.

Winfield boasts a rich history, dating back to its founding in the mid-19th century. Today, the village is home to a diverse population that enjoys a high quality of life. Residents benefit from excellent schools, including those in the highly regarded Community Unit School District 200, ensuring that children receive a top-notch education. The local government is committed to maintaining the area's charm while promoting sustainable growth, making it an attractive place to live and invest.

Outdoor enthusiasts will appreciate the abundance of recreational opportunities in Winfield. The village is home to several parks and trails, perfect for hiking, biking, and picnicking. The nearby DuPage River offers additional opportunities for canoeing and fishing. For those who enjoy a vibrant social scene, the village hosts numerous community events throughout the year, fostering connections among residents.

With easy access to major highways and the Metra train service, commuting to downtown Chicago or neighboring suburbs is a breeze. Winfield’s combination of small-town charm and big-city accessibility makes it a hidden gem in DuPage County. Whether you’re looking to buy your first home or seeking a peaceful retreat, Winfield is the perfect place to call home. Come explore all that this wonderful village has to offer!

Newest Listings in Winfield

$459,000

3 Beds ⋅ 2 Baths ⋅ 12729583 MLS ⋅ NEW Status

Welcome to this inviting 3-bedroom, 2-bathroom home offering nearly 2,000 square feet of living space in a quiet, family-friendly subdivision in Winfield. Located within the highly regarded Wheaton District 200 school system, this home offers an excellent combination of comfortable living spaces, thoughtful updates, and an exceptional location close to parks, downtown Wheaton, downtown Winfield, and the Prairie Path, which provides a scenic route that can be enjoyed all the way into downtown Wheaton. The main level features a welcoming living room with hardwood flooring, a separate dining area, an updated kitchen with a breakfast bar and pantry, and a convenient mud room. A standout feature of this home is the versatile additional room currently used as a fourth bedroom. This flexible space can also serve as a recreation room, home office, guest room, or playroom, providing valuable additional living space on the main level that is not found in many similar home designs. The multiple living areas throughout the home offer exceptional flexibility for everyday living, relaxing, and entertaining. The finished basement has been thoughtfully transformed into a comfortable family room, creating an inviting space for movie nights, gatherings, or simply relaxing with family and friends. Upstairs, three generously sized bedrooms feature hardwood flooring, providing comfortable accommodations for family and guests. Step outside and discover an expansive backyard designed for enjoying the outdoors and entertaining. The spacious backyard deck offers plenty of room for outdoor dining, gatherings, and summer celebrations, while the spacious fenced yard provides ample room for recreation, pets, gardening, and play. With the large deck and generous backyard, there is no shortage of space to entertain family and friends. Recent improvements include new siding completed in 2023, updated kitchen and mudroom flooring in 2021, and a newer refrigerator, microwave, and dishwasher installed in 2025. A detached two-car garage provides convenient parking and additional storage. Situated in a peaceful, family-friendly subdivision and surrounded by the many amenities of the Wheaton and Winfield communities, this home is ideally positioned for enjoying excellent District 200 Wheaton schools, nearby parks, the Prairie Path, and easy access to downtown Wheaton and downtown Winfield. With its unique additional main-level living space, comfortable finished basement, generous backyard, and exceptional location, this home offers a wonderful opportunity to enjoy a flexible and welcoming lifestyle in a highly desirable area.

26W473 Parkway Drive, Winfield

$899,000

4 Beds ⋅ 4 Baths ⋅ 12725826 MLS ⋅ NEW Status

Stunning all updated, Stucco and cedar home perfectly situated in a quiet neighborhood backing up to Klein Creek Golf Course! This spacious residence offers soaring ceilings, expansive windows that flood the home with natural light and a flowing floor plan idea for both everyday living and entertaining. The large updated kitchen with Wolf/Thermador appliances and opens to a comfortable two story family room with cozy fireplace and golf course views, while the upstairs provides generous bedrooms and plenty of space to unwind. With a 3-car garage, HUGE nicely finished basement with kitchenette and a backyard retreat with in ground pool overlooking the Golf Course, this home combines elegance, comfort and an unbeatable location.

26W286 Pinehurst Drive, Winfield

$569,000

4 Beds ⋅ 3 Baths ⋅ 12727171 MLS ⋅ ACTIVE Status

Welcome to this wonderful Fredericksburg Farm neighborhood. This is a Seiffert built home that has been meticulously maintained. Located on a cul-de-sac street, corner lot, has an extra large fenced in yard that is professionally landscaped and backs up to the beautiful vast Chartwell Park. Enjoy the expansive views from the large deck, with built in granite top bar, that is perfect for your outdoor entertaining. Featuring 4 bedrooms, including a primary en-suite with 2 large walk-in closets. The Roof and all Siding is 5 years old. An open layout eat-in kitchen w/new floors, a 1st floor office/den, laundry room, a formal living room and dining room. The 1st floor family room includes a beautiful brick gas-log fireplace and built in shelving. This all is on the first floor of this lovely two story home. The finished basement adds almost 1200 sq. ft. more of entertaining and livable space. There are two 11x10 foot additional rooms and a spacious crawl space. Access to the attic storage is located in the heated garage. This location is ideal for close proximity to Metra station, Northwestern Medicine, Central DuPage hospital and the quaint shops in Winfield. Homes are rarely available on the market in this terrific location.

27W168 Chartwell Drive, Winfield

$284,900

2 Beds ⋅ 2 Baths ⋅ 12725857 MLS ⋅ ACTIVE Status ⋅ Highlake BLDG.

This is where location, convenience and affordability all come together! Priced well below several recent sales, this sparkling clean and move-in ready, spacious home offers 2 bedrooms, 2 full baths, a den with a fireplace, an eat-in kitchen, separate dining room and in-unit laundry room. The generous primary suite features a private bath and walk-in closet. Enjoy mornings and evenings outdoors on the balcony overlooking the community surroundings. Northwestern Medicine Central DuPage Hospital, the Winfield Metra station and downtown Winfield's shops and restaurants are all just minutes away, with downtown Wheaton nearby for even more dining, shopping and entertainment. Recent improvements include a new air conditioner in 2024 and water heater in 2023. An exceptional value in a wonderfully convenient location!

0N069 Windermere Road Unit #2305, Winfield

$649,900

5 Beds ⋅ 4 Baths ⋅ 12720311 MLS ⋅ ACTIVE Status

Awake to the warmth of the Eastern Sun in this custom-built Craftsman home, thoughtfully designed in 2004 and perfectly situated on a fabulous lot in desirable South Winfield. Offering over three levels of versatile living space, this exceptional home features 5 bedrooms, 3.1 bathrooms, and an ideal multi-generational living arrangement with a fully finished walk-out lower level complete with a spacious recreation/family room, bedroom, full bath, and kitchenette. Easy-maintenance tile flooring extends throughout the lower level and much of the home. A charming covered front porch and paver brick walkway create a warm welcome. Inside, hardwood floors flow through the foyer, kitchen, eating area, family room, powder room, and hallway to the garage. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, a tiled backsplash, tall cabinetry, a center island with pendant lighting, recessed lighting, stainless steel appliances, including a beverage refrigerator, and a generous dinette area. The kitchen opens seamlessly to the inviting family room, highlighted by abundant natural light and a cozy gas fireplace. Upstairs, you'll find four generously sized bedrooms, including an impressive primary suite with a private sitting area, a full wall walk-in closet, and an en-suite bath featuring dual vanities, a soaking tub, and a separate shower. Three additional spacious bedrooms and a full hall bath complete the second level. Outdoor living is just as impressive, with a second-floor deck overlooking the backyard and stairs leading to a beautiful paver brick patio. The walk-out lower level is accessible both from inside the home and via a separate exterior paver walkway, providing added privacy and flexibility for extended family or guests. Additional highlights include a new roof (2023),newer A/C, and Generac Generator, brick and cedar exterior, and an unbeatable location. Enjoy the convenience of walking to downtown Winfield and the Metra station, with quick access to I-88 via Winfield Road. Shopping is just minutes away at Danada Square, offering multiple grocery stores, restaurants, and everyday conveniences. Outdoor enthusiasts will appreciate nearby Cantigny Park, Herrick Lake Forest Preserve, St. James Farm, and Blackwell Forest Preserve, all just a short bike ride away. This is a rare opportunity to own a spacious, versatile home in one of Winfield's most convenient locations.

0S630 Madison Street, Winfield

$539,999

4 Beds ⋅ 3 Baths ⋅ 12723715 MLS ⋅ ACTIVE Status

Beautiful 4 bedroom 3 bath home with jaw dropping backyard that will have you wanting to entertain family and friends every weekend. Perfect neighborhood full of kids and in walking distance of multiple parks and Cantigny! Exceptional landscaping gives great curb appeal with covered front entry. One of a kind rear covered porch that adds another 300 sqf of outdoor living space plus a large lower deck built around a 28' pool and private, fully fenced in backyard. Brand new Carven pool installed just two seasons ago with new pool heater. Brand new coffee bar addition done this year with pantry storage. Freshly remodeled downstairs powder bath, and a newly renovated freshly painted basement with gas fireplace. Beautiful estate shutters on the large front bay windows with a second gas fireplace and gorgeous built ins that give your family room character. Original hardwood floors throughout the first and second floor. Epoxy flooring in the garage plus a ceiling storage rack. With four spacious bedrooms, large nooks, and two full bathrooms upstairs be sure to see this house early because it won't last long!

S758 Grant Street, Winfield

$559,000

4 Beds ⋅ 4 Baths ⋅ 12721649 MLS ⋅ PRICE CHANGE Status

Welcome to this exceptionally spacious 4-bedroom, 2-full and 2-half bath home, perfectly situated on a quiet corner lot in the heart of Winfield. Thoughtfully designed with generous proportions, this home features beautiful hardwood floors and an expansive floor plan tailored for effortless daily living and grand entertaining. The giant primary suite serves as a luxury private retreat, complete with a massive walk-in closet and a spa-like en-suite boasting a double vanity, jetted soaking tub, separate shower, and private water closet, while the second upstairs full bath shines with a stunning vaulted ceiling, skylight, and double vanity. For auto enthusiasts, the finished 2-car garage includes a built-in vehicle lift, located right off the massive main-level mudroom and laundry area. Downstairs, the finished basement offers incredible recreation space alongside a highly convenient potential second laundry area. Step outside to enjoy premium outdoor living on the large, brand-new entertaining deck (2025). Move right in with total peace of mind thanks to a newer roof, windows, central A/C, gutters, soffits, water heater, and sump pump, plus new siding, water softener, washer, dryer, ceiling fans, and lighting within the last two years. All of this is just moments from downtown Winfield shopping and dining, the Metra station, the famous antique district, the scenic Winfield Riverwalk, Central DuPage Hospital (CDH), and local parks. Don't miss out on this beautifully maintained, feature-packed property!

27W390 Waterford Drive, Winfield

$689,000

4 Beds ⋅ 3 Baths ⋅ 12695743 MLS ⋅ ACTIVE Status

Welcome Home! Exceptional curb appeal and a welcoming front porch set the stage for this beautifully maintained home. Rich hardwood flooring extends throughout both the main and upper levels. The spacious kitchen features granite countertops, stainless steel appliances, and a separate eating area, opening seamlessly to the inviting family room with a cozy wood-burning fireplace and gas starter. A convenient first-floor laundry room adds everyday functionality. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a walk-in closet and private en suite bath. Skylights fill the home with abundant natural light, creating a bright and airy feel throughout. The partially basement offers endless possibilities to customize the space to fit your needs. Relax in the incredible three-season room overlooking the beautifully landscaped backyard, complete with a gas grill and fire pit-perfect for entertaining or enjoying quiet evenings outdoors. Major updates include a new roof and exterior paint in 2019, along with double-pane Andersen windows. Ideally located near the train, top-rated schools, and Cantigny Park, this exceptional home truly has it all. Welcome home!

0S415 Madison Street, Winfield

$305,000

3 Beds ⋅ 2 Baths ⋅ 12712955 MLS ⋅ ACTIVE Status

Welcome to 27W327 Providence, Winfield-offering the peace of mind that comes from buying a home that has been lovingly maintained by its owner. Perfectly situated in one of Winfield's desirable neighborhoods, this beautiful two-story townhome combines comfort, convenience, and a low-maintenance lifestyle in an exceptional location. Just steps from the scenic Illinois Prairie Path, Winfield Scott Park, local restaurants, the Metra station, and Northwestern Medicine Central DuPage Hospital, you'll enjoy easy access to everything the community has to offer while coming home to a quiet, friendly neighborhood. Filled with natural light, the inviting floor plan provides comfortable living spaces ideal for both everyday living and entertaining. Step outside to your private, spacious stone patio-perfect for morning coffee, summer grilling, or relaxing at the end of the day while enjoying peaceful pond views behind the home. Whether you're taking a walk along the Prairie Path, commuting with ease, or simply enjoying the benefits of maintenance-free living, this home offers the perfect blend of convenience and tranquility. Don't miss this wonderful opportunity to enjoy easy living in one of Winfield's most desirable locations!

27W327 Providence Lane, Winfield

$339,000

2 Beds ⋅ 2 Baths ⋅ 12714014 MLS ⋅ ACTIVE Status

Welcome to 27W194 Emerson Court - a beautifully maintained Harper Woods END UNIT townhome tucked away in a quiet cul-de-sac. This light filled home features an open, airy two-story floor plan with hardwood flooring throughout the main level, creating a warm and inviting atmosphere from the moment you step inside. The dramatic family room showcases soaring vaulted ceilings, a cozy fireplace, and an abundance of natural light, flowing seamlessly into the bright white kitchen complete with stainless steel appliances and ample cabinet and counter space, ideal for both everyday living and entertaining. Upstairs you'll find a versatile loft overlooking the family room, a generously sized guest bedroom, and a spacious primary suite featuring expansive dual closets and direct access to the shared full bath. The finished basement adds valuable living space, perfect for a recreation room, home office, fitness area, or media room, while still providing additional storage options. Step outside to your private deck, offering a peaceful setting for morning coffee, summer grilling, or relaxing with friends and family. Additional highlights include an attached two-car garage, NEW electrical panel (July 2026) and NEW A/C unit (August 2026) for added peace of mind. Ideally located just minutes from the Winfield Metra station, Northwestern Medicine Central DuPage Hospital, Cantigny Park and Golf Course, shopping, dining and all your everyday needs. Investor friendly association allows rentals, making this an excellent opportunity for both homeowners and investors alike. Welcome Home!

27W194 Emerson Court, Winfield

$450,000

4 Beds ⋅ 3 Baths ⋅ 12545443 MLS ⋅ PRICE CHANGE Status

Charming two-story Colonial situated on a spacious oversized corner lot in desirable Winfield Heights and served by award-winning schools! This 4-bedroom, 2.5-bath home offers timeless character and endless potential to make it your own. Original hardwood floors extend throughout much of the home, adding warmth and classic appeal. The generously sized living room features a cozy wood-burning fireplace, while the formal dining room just off the kitchen is perfect for gatherings and entertaining. An adjacent sitting room offers additional flexible living space for relaxing, working from home, or everyday enjoyment. The full unfinished basement provides endless possibilities for future living space, recreation, a workshop, or abundant storage. An attached 2.5-car garage adds everyday convenience. Ideally located with easy access to the Metra station, Northwestern Medical Central DuPage hospital, DuPage County Courthouse, Winfield Mounds Forest Preserve, Cantigny Golf Club, downtown Winfield, shopping, dining, and more. Major updates include a tear-off roof and water heater, both replaced in 2021. A wonderful opportunity to add your personal style and create the home you've been dreaming of! Home is being sold AS IS.

27W084 Fleming Drive, Winfield

$589,000

4 Beds ⋅ 3 Baths ⋅ 12713403 MLS ⋅ PRICE CHANGE Status

Completely refreshed and move-in ready, this stunning 4-bedroom, 2.5-bathroom, two-story Winfield home blends modern updates with exceptional curb appeal, offering nearly 3,000 square feet of finished living space. The main level welcomes you with new luxury flooring, a formal dining room, and spacious living and family rooms that flow seamlessly into the newer kitchen, featuring granite countertops, built-in stainless steel appliances, and a sunlit garden window. Upstairs, the primary suite features a spa-like en-suite bathroom with a tile shower and floors, a freestanding soaking tub, and a dual vanity. The expansive finished basement provides flexible space ready to adapt to your needs. Outside, a brand-new wood deck overlooks the beautiful backyard! All of this while being ideally situated just minutes from local parks, the forest preserve, and the Metra station for an effortless commute. Don't miss out on this incredible property!

0N421 Winfield Scott Drive, Winfield

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