Winston Woods Homes

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  /30

  $529,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  742 Feather Sound Dr, Bolingbrook, IL 60440

  This fully updated two-story home is tucked away on the quiet, tree-lined streets of the desirable Woods of Feather Sound neighborhood. From the moment you step onto the curved paver walkway, you'll be greeted by mature shade trees, manicured landscaping, and a lush green lawn that set the tone for this welcoming property. Inside, the foyer offers a spacious coat closet with built-in storage for

  Sheryl Long Village Realty, Inc.

  742 Feather Sound Dr, Bolingbrook, IL 60440
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  /40

  $505,000 Sold Jun 20, 2025

  • 2,707 Sq Ft
  • $187/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  849 Bonnie Brae Ln, Bolingbrook, IL 60440

  Welcome to your dream home in the coveted St. Andrew Woods neighborhood! This stunning residence combines modern luxury with a touch of nature, offering the perfect sanctuary for relaxation and entertaining. Step inside to discover a beautifully designed open-concept layout that seamlessly blends style and functionality. The heart of the home is the inviting kitchen, perfectly centered to

  Gretchen Ashley Option Premier LLC

  849 Bonnie Brae Ln, Bolingbrook, IL 60440
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  /20

  Est $398,247 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  213 Hampshire Ln, Bolingbrook, IL 60440

  213 Hampshire Ln, Bolingbrook, IL 60440
• 

  

  

  /25

  $364,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  229 Charlestown Dr, Bolingbrook, IL 60440

  Welcome to this charming 4 bedroom, 2 bathroom home in Winston Woods featuring a warm and inviting layout perfect for everyday living and entertaining. The heart of the home is the open-concept kitchen, seamlessly flowing into the dining & living room-ideal for family meals or hosting guests. Notice the hardwood floors are in great shape and add character to this lovely home. Step outside to a

  Kim Moustis Keller Williams Experience

  229 Charlestown Dr, Bolingbrook, IL 60440
• 

  

  

  /31

  $272,500 Sold Jun 12, 2025

  • 1,460 Sq Ft
  • $187/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1972

  246 Monroe Rd Unit 4, Bolingbrook, IL 60440

  Come check out the wonderful size on this lovely townhouse in the heart of bolingbrook!! This well kept unit comes with 3 generous sized bedrooms along with 2.5 bath. In your finished basement you will find a bonus room for your imagination to turn it into what you desire. The main level comes equipped with stainless steel appliances. Bolingbrook promenade mall, I-355, shopping, and convenience

  James Young Exit Strategy Realty

  246 Monroe Rd Unit 4, Bolingbrook, IL 60440
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  /35

  Est $425,517 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  6 Keystone Ct, Bolingbrook, IL 60440

  6 Keystone Ct, Bolingbrook, IL 60440
• 

  

  /42

  $550,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,897 Sq Ft

  674 Goldenrod Dr, Bolingbrook, IL 60440

  This well-appointed 3 bed/2.1 bath home with an attached 3-car garage offers 2,897 sq ft of thoughtfully-designed living space on a 10,249 sq ft lot. The home's southern exposure and skylights provide the primary living areas with abundant natural light throughout the day. The residence boasts numerous upgrades, including a high-end kitchen equipped with Amish cabinetry, granite flooring,

  Michael Kozuchowski Century 21 S.G.R., Inc.

  674 Goldenrod Dr, Bolingbrook, IL 60440
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  /7

  $370,000 Sold Jun 09, 2025

  • 5 Beds
  • 3 Baths
  • Built 1972

  603 Hampshire Ln, Bolingbrook, IL 60440

  Spaciously and well-maintained T-Raised Ranch with a newer roof (2018), furnace (2020), driveway (2021), shed (2018), gazebo (2023), fixtures (2025), and more.

  Eric Andersen Andersen Realty Group

  603 Hampshire Ln, Bolingbrook, IL 60440
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  /2

  Est $514,858 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  821 Bonnie Brae Ln, Bolingbrook, IL 60440

  821 Bonnie Brae Ln, Bolingbrook, IL 60440
• 

  

  /18

  $275,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  172 Pamela Dr Unit 6, Bolingbrook, IL 60440

  Multiple offers received as of 8/13/25. Property being sold As-Is. Make this end-unit Townhouse your future residence! This rare 2 car garage unit expands with backyard privacy with side fencing. This townhouse features an airy kitchen with Thomasville cabinetry, and built-in bar along with wine rack. Quartz counters warm the kitchen with black stainless appliances with subway tiles to add to

  Nicholas Talbot Brummel Properties, Inc.

  172 Pamela Dr Unit 6, Bolingbrook, IL 60440
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  /33

  $550,000 Sold Jun 03, 2025

  • 26 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1994

  851 Bluestem Dr, Bolingbrook, IL 60440

  Carefully-maintained 5 bed/2.1 bath single family home in prime Bolingbrook location. The 1st floor includes an attached 3-car garage, formal living and dining rooms, a cozy sitting area, an eat-in kitchen, plus a flexible bonus room, perfect as a 5th bedroom, home office, or guest suite. Upstairs, you will find 4 generously-sized bedrooms, including a large primary suite with 2 walk-in closets

  Michael Kozuchowski Century 21 S.G.R., Inc.

  851 Bluestem Dr, Bolingbrook, IL 60440
• 

  

  /3

  Est $281,719 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  593 Sharon Way, Bolingbrook, IL 60440

  593 Sharon Way, Bolingbrook, IL 60440
• 

  

  /20

  $372,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  9 Shilling Ct, Bolingbrook, IL 60440

  Step inside this beautifully remodeled 4-bedroom, 2-bathroom raised ranch in the desirable Bolingbrook area. Offering the perfect blend of modern updates and comfortable living, this home is ready for you to move right in and enjoy. The spacious layout provides ample room, with four generously sized bedrooms and two RECENTLY 2025 renovated bathrooms. Imagine weekend barbecues in the big yard,

  Shahzana Ripp Coldwell Banker Realty

  9 Shilling Ct, Bolingbrook, IL 60440
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  /23

  $295,000 Sold May 30, 2025

  • 1,800 Sq Ft
  • $164/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  205 Fuller Ln, Bolingbrook, IL 60440

  This beautifully designed three bedroom + full size room/DEN, two and a half bathroom townhouse offers the perfect blend of modern style, space, and functionality in a prime location. The main floor boasts a sleek, modern brand new kitchen with stylish finishes, a bright and inviting dining area, a generously sized living room perfect for entertaining, a convenient powder room and a large room

  Claudiu Popescu Baird & Warner

  205 Fuller Ln, Bolingbrook, IL 60440
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  /16

  Est $220,286 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  129 Pamela Dr, Bolingbrook, IL 60440

  129 Pamela Dr, Bolingbrook, IL 60440
• 

  

  /27

  $299,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  543 Norman Rd, Bolingbrook, IL 60440

  Immaculate - move in ready! This beautiful spacious 4 bedroom, 2 and a half bath home features many updates! Roof and siding 2018, all newer vinyl clad windows and sliding glass door 2017, newer air conditioning and newer coil in furnace, 50 gallon HWH, all appliances including washer & dryer. Gleaming kitchen cabinets and granite counter tops! The large sliding glass door off the living room

  Donald Gudmundson Comstock Realty Group, LLC

  543 Norman Rd, Bolingbrook, IL 60440
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  /9

  $215,000 Sold May 09, 2025

  • 1,180 Sq Ft
  • $182/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1972

  213 Monroe Rd, Bolingbrook, IL 60440

  Seller said "bring all offers"One of the best deals in Bolingbrook!! 3 Bedrooms and one and half bathrooms and a basement we have to say it twice one of the best deals in Bolingbrook. The Promenade Shopping Mall minutes away, convenience for shopping and dining. I-355 and I-55 also minutes away. Yes you found the diamond in the rough.

  Hector Martinez HRM Commercial, LLC

  213 Monroe Rd, Bolingbrook, IL 60440
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  /28

  Est $313,778 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,895 Sq Ft

  144 Pamela Dr, Bolingbrook, IL 60440

  144 Pamela Dr, Bolingbrook, IL 60440
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  /38

  $410,000 Sold May 07, 2025

  • 1,900 Sq Ft
  • $216/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1981

  730 Dorchester Dr Unit 8, Bolingbrook, IL 60440

  Charming 3-Bedroom Home on Nearly Half an Acre. This 3-bedroom, 2.5-bath home offers a comfortable layout with thoughtful features. Enjoy two fireplaces, one in the main living area and another in the Primary suite. The second-floor laundry adds convenience, and the finished basement includes a private office space. The Primary suite features a walk-in closet and a newly updated bathroom.

  Amy Ivy HomeSmart Connect LLC

  730 Dorchester Dr Unit 8, Bolingbrook, IL 60440
• 

  

  /25

  Est $407,880 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,915 Sq Ft

  7 Purchase Ct, Bolingbrook, IL 60440

  7 Purchase Ct, Bolingbrook, IL 60440
• 

  

  /10

  $213,500 Sold Apr 14, 2025

  • 1,577 Sq Ft
  • $135/SF
  • 195 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1972

  515 Racine Ln Unit 515, Bolingbrook, IL 60440

  UNBELIEVABLE PRICE ON THIS GREAT COLBY MODEL IN WINSTON VILLAGE. UPDATED BATHS AND KITCHEN. BASEMENT SEMI-FINISHED WITH WALLS AND CARPET FOR FAMILY ROOM AND TWO OFFICES. CLOSE TO SHOPPING, RESTAURANTS, I-355, I-55 (AND SOON I-80).

  Todd Hague 1st Cornerstone Realty Inc.

  515 Racine Ln Unit 515, Bolingbrook, IL 60440
• 

  

  /39

  Est $423,659 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,275 Sq Ft

  415 Devon Ln, Bolingbrook, IL 60440

  415 Devon Ln, Bolingbrook, IL 60440
• 

  

  /28

  $530,000 Sold Mar 28, 2025

  • 2,306 Sq Ft
  • $230/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  697 Tall Grass Dr Unit 4, Bolingbrook, IL 60440

  Welcome to this beautifully updated 4-bedroom home with a dedicated office and 2.5 bathrooms, perfectly blending modern elegance with everyday comfort. Nestled in a desirable Bolingbrook neighborhood, this home is everything you've been searching for. Step inside to a bright and airy living room, where soaring cathedral ceilings and abundant natural light create a warm and inviting ambiance.

  Jennifer Anteliz Baird & Warner

  697 Tall Grass Dr Unit 4, Bolingbrook, IL 60440
• 

  

  /16

  Est $396,812 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  230 Hampshire Ln, Bolingbrook, IL 60440

  230 Hampshire Ln, Bolingbrook, IL 60440
• 

  

  /24

  $279,900 Sold Mar 24, 2025

  • 1,590 Sq Ft
  • $176/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  186 Jeffrey Ln, Bolingbrook, IL 60440

  Priced to sell. Work being completed. Ready for new owner.

  Peter Osei Michael Gabriel Real Estate

  186 Jeffrey Ln, Bolingbrook, IL 60440
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  /11

  Est $264,705 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  162 Tracy Way, Bolingbrook, IL 60440

  162 Tracy Way, Bolingbrook, IL 60440
• 

  

  /43

  $284,900 Sold Mar 20, 2025

  • 1,730 Sq Ft
  • $165/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  228 Diane Ln, Bolingbrook, IL 60440

  RARE OPPORTUNITY! 4-bedroom, 2.5-bath townhome with a den and full basement in the highly sought-after Winston Village! Largest unit model in complex...If you're looking for a lot of room this is definitely the home for you. Between the semi-finished basement and den this home has an amazing amount of room and versatility. The complex has a great party room, park and zero entry swimming pool

  Monica Vargas GREAT HOMES REAL ESTATE, INC.

  228 Diane Ln, Bolingbrook, IL 60440
• 

  

  /39

  Est $563,072 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  735 Cornwall Ct, Bolingbrook, IL 60440

  735 Cornwall Ct, Bolingbrook, IL 60440
• 

  /2

  $423,500 Sold Mar 12, 2025

  • 2,675 Sq Ft
  • $158/SF
  • 99 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  816 Bonnie Brae Ln, Bolingbrook, IL 60440

  As you arrive through the curved tree-lined streets to this beautiful home, at one of the highest points of St. Andrews Woods, you will see you can enjoy this park like setting from the front porch to the deck in back and make you feel like you're on vacation. The main floor boasts a Spectacular large & Sunny Family room featuring hardwood floors with decorative craftsman inlay, Vaulted ceilings

  Anthony Cervenka Anthony Cervenka Value Realty

  816 Bonnie Brae Ln, Bolingbrook, IL 60440
• 

  

  /22

  Est $339,161 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  701 Westchester Ln, Bolingbrook, IL 60440

  701 Westchester Ln, Bolingbrook, IL 60440
• 

  

  /35

  $264,900 Sold Mar 07, 2025

  • 1,460 Sq Ft
  • $181/SF
  • 8 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1973

  500 Racine Ln Unit 5, Bolingbrook, IL 60440

  Discover the perfect blend of modern living and comfort in this beautifully remodeled end-unit townhome! Featuring a spacious master suite complete with a generous walk-in closet, this home is designed for both relaxation and style. The brand new kitchen and bathrooms boast contemporary finishes, while the professional paint job and new carpet, along with wood laminate flooring, create an

  Maurice Lynch Diamond Real Estate Inc

  500 Racine Ln Unit 5, Bolingbrook, IL 60440
• 

  

  /12

  Est $230,828 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  176 Jeffrey Ln, Bolingbrook, IL 60440

  176 Jeffrey Ln, Bolingbrook, IL 60440
• 

  

  /26

  $390,000 Sold Mar 05, 2025

  • 1,950 Sq Ft
  • $200/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  9 Charlotte Ct, Bolingbrook, IL 60440

  Welcome to your new dream home nestled in a serene cul-de-sac in the highly sought-after suburban neighborhood of Bolingbrook, IL. it's located in the center of shooping centers and mall, This stunning raised ranch boasts of meticulously maintained four bedrooms, two full baths, and two car garage radiating warmth and comfort to your family. With the vibrant Bolingbrook Promenade mall and the

  Layth Witwit Keller Williams Infinity

  9 Charlotte Ct, Bolingbrook, IL 60440
• 

  

  /26

  Est $239,352 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  204 Diane Ln, Bolingbrook, IL 60440

  204 Diane Ln, Bolingbrook, IL 60440
• 

  

  /37

  $548,500 Sold Feb 21, 2025

  • 3,100 Sq Ft
  • $177/SF
  • 98 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1994

  838 Bluestem Dr, Bolingbrook, IL 60440

  Experience unparalleled luxury at Bluestem Dr. This extraordinary 4-bedroom, 2.5-bath home is a true masterpiece of thoughtful design and quality craftsmanship, where every detail has been carefully curated with love and sophistication. From the gourmet kitchen with high-end finishes and state-of-the-art appliances to the exquisite flooring and custom doors, elegance radiates throughout every

  Olga Kaminska Core Realty & Investments Inc.

  838 Bluestem Dr, Bolingbrook, IL 60440
• 

  

  /33

  Est $356,933 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,950 Sq Ft

  4 Vigilance Ct, Bolingbrook, IL 60440

  4 Vigilance Ct, Bolingbrook, IL 60440
• 

  

  /58

  $440,000 Sold Feb 14, 2025

  • 2,662 Sq Ft
  • $165/SF
  • 4 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1971

  430 Charlestown Dr, Bolingbrook, IL 60440

  Meticulously Updated & Maintained 5 Bedroom & 3 Full Bath T Raised Ranch In Prime Location Just A Few Short Blocks From The Bolingbrook Promenade, 355 Toll Road & 55 Expressway! 10'X7' Covered Front Porch Leads To Luxurious Entry Newer Front Door Leading To Inviting Foyer Boasting Rich Tile Flooring With Custom Inlays. Hardwood Stairs Lead To Spacious Living Room, Dining Room & Modern Kitchen In

  Rusty Clements Baird & Warner

  430 Charlestown Dr, Bolingbrook, IL 60440
• 

  

  /22

  Est $266,333 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  234 Monroe Rd, Bolingbrook, IL 60440

  234 Monroe Rd, Bolingbrook, IL 60440
• 

  

  /60

  $499,000 Sold Feb 14, 2025

  • 3,512 Sq Ft
  • $142/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  237 Saint Andrews Dr, Bolingbrook, IL 60440

  Drama in the woods! With almost 3,500 sq ft of living space, this custom built distinctive Airhart shed-roof-design home is a must see. Nestled upon a large mature wooded lot in the beautiful Saint Andrews Woods subdivision, this MCM-style contemporary home is secluded, yet close to everything. This unique home abounds with special features in every room. Enter via the bright, vaulted foyer with

  Pauline Sharpe Berkshire Hathaway HomeServices Chicago

  237 Saint Andrews Dr, Bolingbrook, IL 60440
• 

  /2

  Est $293,938 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  504 Dubois Cir, Bolingbrook, IL 60440

  504 Dubois Cir, Bolingbrook, IL 60440

Showing Results 41 - 80, Page 2 of 18