25

Recently Sold Winding Creek Estates Homes

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  • /43

    $750,000 Sold Jul 16, 2025

    • 2,776 Sq Ft
    • $270/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    276 Winding Creek Dr, Naperville, IL 60565

    Located in the highly sought-after Winding Creek neighborhood, this beautiful home offers a prime central location just a short walk to both Maplebrook Elementary and Lincoln Junior High. With outstanding curb appeal, the professionally landscaped front entry leads to a welcoming front porch. Hardwood floors flow seamlessly through the entry, kitchen, and family room. The open-concept layout

    Ginny Jackson Baird & Warner

    276 Winding Creek Dr, Naperville, IL 60565
  • /30

    $455,000 Sold Jul 15, 2025

    • 1,624 Sq Ft
    • $280/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    253 Waxwing Ave, Naperville, IL 60565

    *** UPDATE AT SELLERS DIRECTION****- Multiple Offers Received. Presentation of offers will be 6/10 at 3:00pm**** Set on a picturesque corner lot, this beautifully maintained split-level home exudes charm inside and out. From the moment you step inside, you will instantly feel a warm and inviting vibe. The sun-drenched living and dining room feature gleaming hardwood floors and an abundance of

    Linda Schramm Baird & Warner

    253 Waxwing Ave, Naperville, IL 60565
  • /32

    $525,000 Sold Jun 30, 2025

    • 2,118 Sq Ft
    • $248/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    1316 Carol Ln, Naperville, IL 60565

    *MULTIPLE OFFERS- HIGHEST AND BEST DUE SUNDAY, 5/18 BY 3PM* Charming Raised Ranch with a Dreamy 3 Seasons Room! This inviting home is perfect for first-time buyers or anyone looking to downsize without sacrificing space. The standout feature? A beautifully updated 3 seasons room just off the garage-surrounded by sliders, it's flooded with natural light and offers the perfect retreat or

    Erin O'Connell Baird & Warner

    1316 Carol Ln, Naperville, IL 60565
  • /58

    $1,100,000 Sold Jun 26, 2025

    • 3,324 Sq Ft
    • $331/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    1454 Rill Ct, Naperville, IL 60565

    **HIGHEST & BEST DUE BY SUN, 5/4 AT 5PM** Beautifully Updated All-Brick Home on a Quiet Court in the Heart of Naperville! This timeless home combines classic elegance with modern functionality, offering high-end updates throughout that are both stylish and enduring. From the moment you arrive, the beautifully maintained front porch and charming curb appeal set the tone for what awaits inside.

    Erin O'Connell Baird & Warner

    1454 Rill Ct, Naperville, IL 60565
  • /40

    $550,000 Sold Jun 18, 2025

    • 3,646 Sq Ft
    • $151/SF
    • 10 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1987

    1605 Riparian Dr, Naperville, IL 60565

    Welcome Home to 1605 Riparian Drive! This 3-Story home is situated on a corner lot and features 5 Bedrooms/2.1 Bathrooms, 3 car attached garage, and approximately 3,646 square feet! Property is owned by the US Department of HUD. Case #137-554433. Seller makes no representations or warranties as to property condition. Seller may contribute for buyer's closing costs, upon buyer request at time of

    Frank Rusin Four Seasons Realty, Inc.

    1605 Riparian Dr, Naperville, IL 60565
  • /34

    $1,100,000 Sold Jun 10, 2025

    • 2,792 Sq Ft
    • $394/SF
    • 1 Day On Market
    • 4 Beds
    • 4 Baths
    • Built 1988

    420 Prairie Knoll Dr, Naperville, IL 60565

    Rare opportunity in Winding Creek! This fully renovated and reimagined brick front showstopper sits on a quiet street in the heart of one of Naperville's most sought-after neighborhoods and is packed with high-end finishes, designer touches, and premium upgrades throughout. With 4 bedrooms, 2 full and 2 half baths, and a newly finished basement with loads of storage this home will go fast. This

    David Swanson john greene, Realtor

    420 Prairie Knoll Dr, Naperville, IL 60565
  • /39

    $710,000 Sold Jun 02, 2025

    • 3,032 Sq Ft
    • $234/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1990

    480 Prairie Knoll Dr, Naperville, IL 60565

    Welcome to this stunning home in one of Naperville's most sought-after neighborhoods-Winding Creek! You'll immediately be charmed by the home's inviting curb appeal, complete with a covered front porch. Step inside tp into a spacious foyer with a winding staircase, flanked by a bright living room providing extra flex space and the formal dining room. Hardwood floors flow through the entryway and

    Ginny Jackson Baird & Warner

    480 Prairie Knoll Dr, Naperville, IL 60565
  • /26

    $715,000 Sold Apr 14, 2025

    • 3,141 Sq Ft
    • $228/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    1530 Welton Ct, Naperville, IL 60565

    BRICK GEORGIAN WITH A WALK OUT BASEMENT NESTLED ON A QUIET TREE LINED CULDESAC IN WINDING CREEK ESTATES JUST MINUTES DRIVE TO DOWNTOWN NAPERVILLE WILL STEAL YOUR HEART! SPACIOUS GOURMET KITCHEN & DINETTE WITH NEW FLOORING, LOADS OF CABINETS AND COUNTER SPACE, NEW SS APPLIANCES, LARGE PANTRY & BUTLERS PANTRY & FORMAL DINING ROOM. A 20' X 16' FAMILY ROOM WITH VAULTED CEILING, SKYLIGHTS & A BRICK

    Edward Chapman RE/MAX of Naperville

    1530 Welton Ct, Naperville, IL 60565
  • /50

    $840,000 Sold Apr 10, 2025

    • 3,124 Sq Ft
    • $269/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1987

    499 Quail Dr, Naperville, IL 60565

    ***Highest and Best due by 8 PM Monday 03/10. No escalations accepted*** Stunningly rehabbed 4-bedroom home for sale! Welcome to this meticulously renovated 4-bedroom, 3.5-bathroom single-family home, boasting an array of brand new features and modern amenities. This stunning property has been transformed from top to bottom, offering the perfect blend of style, comfort, and functionality. New

    Sairavi Suribhotla Keller Williams Infinity

    499 Quail Dr, Naperville, IL 60565
  • /23

    $615,000 Sold Mar 21, 2025

    • 2,600 Sq Ft
    • $237/SF
    • 18 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    1415 Terrance Dr, Naperville, IL 60565

    Come See this Beautiful Home Nestled on a Quiet, Tree-lined Street in Winding Creek Subdivision! This Home Offers a Wonderful Yard with Plenty of Room for Entertaining in the Backyard! Design of this Home also Offers Plenty of Living Space! This home sits on an Extra Large lot that offers plenty of privacy. Receive your guests with a Large Formal Living Room and Separate Dining Room! Extra Large

    Anna Fattore @properties Christie's International Real Estate

    1415 Terrance Dr, Naperville, IL 60565
  • /24

    $725,000 Sold Mar 17, 2025

    • 2,404 Sq Ft
    • $302/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    137 W Bailey Rd, Naperville, IL 60565

    Gorgeous Winding Creek home! Completely remodeled and across from a beautiful park. Dream kitchen featuring new cabinets with crown molding, island, quartz tops, stainless steel appliances, and a walk in pantry with a storage system. Rear foyer wiith large closet and a true mud room with first floor laundry, coat hooks, shoe cubbies, laundry sink. Primary bedroom features, walk-in closet

    Jay Mehra john greene, Realtor

    137 W Bailey Rd, Naperville, IL 60565
  • /11

    $826,000 Sold Jan 17, 2025

    • 2,785 Sq Ft
    • $297/SF
    • 4 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1986

    1500 Estuary Ct, Naperville, IL 60565

    HIGHEST AND BEST DUE MONDAY 12/16 AT 1PM. WHEN ONLY THE BEST WILL DO!!! Come grab this WINDING CREEK Gem! BRAND NEW BATHS, KITCHEN, CARPET, PAINT, APPLIANCES. Hard to find walk-in pantry. All new high end fixtures. Beautiful new Hardwood floors. All new white over-sized baseboards & bright shaker cabinets. Master Suite with stylish bathroom. First floor bedroom/office. Finished basement with

    Robert Muller Peacock Realty, Inc

    1500 Estuary Ct, Naperville, IL 60565
  • /2

    $770,000 Sold Jan 10, 2025

    • 3,067 Sq Ft
    • $251/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    1462 Terrance Dr Unit 3, Naperville, IL 60565

    Nestled on a tranquil cul-de-sac and backing to the serene beauty of Winding Creek Park, this stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of elegance, comfort, and functionality and is served by award-wining 203 Schools. As you step inside, you're greeted by a wide, welcoming entryway that sets the tone for the spacious interiors. To your left, a formal dining room awaits your

    Christopher Grano Keller Williams Infinity

    1462 Terrance Dr Unit 3, Naperville, IL 60565
  • /31

    $485,000 Sold Dec 27, 2024

    • 2,193 Sq Ft
    • $221/SF
    • 84 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1977

    1324 Frederick Ln, Naperville, IL 60565

    Well maintained and beautiful Two Story home situated in the heart of Naperville. This home features 5 bedrooms, 3 full and 1 half bathrooms, a finished basement and a 2 car attached garage. The first floor welcomes you with hardwood floors in the formal living and dining rooms, the updated kitchen features white cabinetry, granite countertops, stainless steal appliances, and custom built-in

    Christopher Cobb RE/MAX of Naperville

    1324 Frederick Ln, Naperville, IL 60565
  • /50

    $950,000 Sold Dec 12, 2024

    • 3,349 Sq Ft
    • $284/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    406 Sagebrush Rd, Naperville, IL 60565

    Incredible opportunity in Naperville Central High school district! Enjoy your home like oasis where it feels like vacation everyday. Beautifully updated kitchen has gorgeous Omega cabinets, granite counters, hardwood and high end appliances, Miele double ovens, Thermador cooktop, Dacor warming drawers & microwave. The pantry is spacious, with tons of storage! This chef's delight kitchen is open

    Jennifer Fay RE/MAX PREMIER

    406 Sagebrush Rd, Naperville, IL 60565
  • /2

    $560,000 Sold Nov 01, 2024

    • 2,740 Sq Ft
    • $204/SF
    • 161 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    298 Winding Creek Dr, Naperville, IL 60565

    An Absolute Gem!! Beautiful home located on a quiet drive nestled within one of Naperville's finest neighborhoods. Brick paver front walk and porch present a warm and inviting entrance. Large open kitchen with stainless steel appliances, granite counters, and real wood oak cabinets. Gleaming hardwood floors. An abundance of windows allows radiant light to stream throughout the home. The

    John Simon Baird & Warner Fox Valley - Geneva

    298 Winding Creek Dr, Naperville, IL 60565
  • /40

    $675,000 Sold Oct 23, 2024

    • 2,875 Sq Ft
    • $235/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    304 W Bailey Rd, Naperville, IL 60565

    Highest and Best offers due Sunday, September 8th at 4pm. This well-maintained home in the heart of Winding Creek presents a great opportunity to move into one of Naperville's most sought-after neighborhoods. The house boasts attractive curb appeal with professional landscaping, a new sidewalk and a welcoming covered front porch. Inside, you'll find hardwood floors, crisp white trim, crown

    Ginny Jackson Baird & Warner

    304 W Bailey Rd, Naperville, IL 60565
  • /71

    $783,682 Sold Sep 11, 2024

    • 2,595 Sq Ft
    • $302/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    520 Prairie Knoll Dr, Naperville, IL 60565

    Welcome to this beautiful updated brick Georgian in the heart of desirable Winding Creek in Naperville situated on a quiet tree lined street and attending award winning Naperville 203 schools. Updated both inside and out. Hardwood floors throughout the first floor. Crown molding. White trim and doors. Kitchen with white cabinets, granite counters & backsplash and black appliances. Large

    Mike Long @properties Christie's International Real Estate

    520 Prairie Knoll Dr, Naperville, IL 60565
  • /2

    $653,250 Sold Sep 03, 2024

    • 2,864 Sq Ft
    • $228/SF
    • 11 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    504 W Bailey Rd, Naperville, IL 60565

    Have you been looking to move to one of Naperville's favorite neighborhoods, Winding Creek? Here's your opportunity! This home is well-maintained, with all major items such as the roof, windows, HVAC, and Hardiboard siding being new or recently replaced. The property boasts great curb appeal, with newer pavers on the expanded driveway, front walkway, and porch. As you enter, you'll be greeted by

    Ginny Jackson Baird & Warner

    504 W Bailey Rd, Naperville, IL 60565
  • /48

    $890,000 Sold Aug 20, 2024

    • 3,008 Sq Ft
    • $296/SF
    • 15 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1988

    409 Flock Ave, Naperville, IL 60565

    Offer verbally accepted- pending relocation signatures. Have you been dreaming of a home that backs to open green space, providing privacy and a yard that seems to go on forever? This home checks that box, is filled with updates inside and out, AND is located in one of Naperville's favorite neighborhoods, Winding Creek! This Georgian beauty has so much curb appeal. A new brick paver walkway and

    Erin O'Connell Baird & Warner

    409 Flock Ave, Naperville, IL 60565
  • /28

    $492,500 Sold Aug 16, 2024

    • 1,696 Sq Ft
    • $290/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    263 Bay Colony Dr, Naperville, IL 60565

    You will love this updated split-level home in a desirable Naperville location. This well-maintained home sits on a large, 10,000 SF lot and features fresh paint and gleaming hardwood floors throughout. The main level features a convenient layout and an attractive kitchen with granite counters and newer stainless steel appliances. You will find all 3 bedrooms on the upper level and a newly

    Jeffrey Kaminski Compass

    263 Bay Colony Dr, Naperville, IL 60565
  • /23

    $615,000 Sold Aug 16, 2024

    • 2,547 Sq Ft
    • $241/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    130 Waxwing Ave, Naperville, IL 60565

    TRULY A GREAT HOME. COLONIAL WITH BEAUTIFUL CURB APPEAL AND BRICK WALKWAY. GREAT FLOOR PLAN WITH FORMAL LIVING AND DINING ROOMS, EITHER OF WHICH COULD BE A HOME OFFICE. LARGE KITCHEN HAS CENTER ISLAND AND OPEN TO FAMILY ROOM. ACCESS TO PATIO AND LARGE BACK YARD FROM BREAKFAST AREA AND FAMILY ROOM. FOUR LARGE BEDROOMS ON SECOND LEVEL AND PRIMARY BEDROOM INCLUDES A LARGE WALK-IN CLOSET. PRIMARY

    Vicki Saylor Century 21 Circle

    130 Waxwing Ave, Naperville, IL 60565
  • /36

    $625,000 Sold Aug 05, 2024

    • 2,562 Sq Ft
    • $244/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    216 Waxwing Ave, Naperville, IL 60565

    Standing proud and just steps outside the beautiful Winding Creek Estates, this magnificent Naperville residence is a must-see! Towering trees and lush landscaping dotted with vibrant blooms lead to this home's dignified columned porch. Through the new glass-inlaid entry, a timelessly elegant 2,562 Sq Ft interior greets you with rich wood accents, exquisite crown moldings, recessed lighting and

    Sarah Martinath Compass

    216 Waxwing Ave, Naperville, IL 60565
  • /37

    $775,000 Sold Aug 05, 2024

    • 3,248 Sq Ft
    • $239/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    1458 Terrance Dr, Naperville, IL 60565

    Are you looking for the perfect place to call home? This home is located in one of Naperville's favorite neighborhoods, Winding Creek Estates, and is perfectly situated in the heart of the neighborhood on a large lot backing to Winding Creek Park. You won't have to drive out for leisure activities; you can step out the back door and enjoy the park, conveniently walk to elementary and junior high

    Ginny Jackson Baird & Warner

    1458 Terrance Dr, Naperville, IL 60565
  • /2

    $690,000 Sold Jul 31, 2024

    • 2,516 Sq Ft
    • $274/SF
    • 7 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1987

    436 Prairie Knoll Dr Unit 5, Naperville, IL 60565

    The perfect home and community to raise your family!!! The only thing missing is the white picket fence...The yard is fenced though. Its just not painted. Immaculately kept home in one of the most sought after neighborhoods in all of Naperville...WINDING CREEK! This beautiful colonial with truly unique curb appeal has the perfect interior layout for just lounging around with the family or

    Jorge Romero Realty One Group Inc.

    436 Prairie Knoll Dr Unit 5, Naperville, IL 60565
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