Winston Woods, IL homes for sale & real estate

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ABOUT THIS HOME
Winston Woods, IL Homes for Sale
Great investment! The Roof- Built to Last for Decades! Solid Home with Lots of Storage and Endless Potential! Welcome to this well-maintained "Arlington" model, nestled in a cul-de-sac where pride of ownership truly is noticeable. Winston Woods! This inviting raised ranch features multiple spacious living spaces and a generously sized backyard with a very nice deck, providing the ideal setting for gatherings, gardening, or play. The lower level adds more versatility with a 4th bedroom, full bath, family room perfect for guests, an in-law suite, a theater room; use your imagination. Plentiful storage throughout, including closet inserts, three walls of built-in cabinetry, and craft

$299,900

4 beds2 baths1,950 sq ft

Lower level • 4th bedroom • Full bath

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Winston Woods, IL Homes for Sale
Welcome to sought after Bolingbrook area in the Winston Woods subdivision!! Your search is over. This beautiful split level home offers so much with 4 bedrooms, 2.5 baths, living and dining room with hardwood floors, family room with a fireplace looking into the enclosed rear porch/patio, unfinished basement, 2 car garage and a good sized fenced in rear yard with brick paver patio. The kitchen offer white cabinets, granite counter tops, stainless steel appliances and recess lighting. Updated bathrooms. Force air heat and central air conditioning. Newer mechanicals. 1st floor bedroom. The Boughton Ridge Golf Course is just a few blocks away. Schools, parks, shopping and highways are all near

$394,900

4 beds2.5 baths1,915 sq ft

231 Charlotte Ln, Bolingbrook, IL 60440

White cabinets • Brick paver patio • Enclosed rear porch

$395,000

4 beds2 baths1,950 sq ft

601 Derbyshire Ln, Bolingbrook, IL 60440

Fresh paint • Laundry area • New flooring

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ABOUT THIS HOME
Winston Woods, IL Homes for Sale
Check back on the official launch date to see all the details on this fantastic new Redfin listing!

$490,000

4 beds3.5 baths2,400 sq ft

719 Feather Sound Dr, Bolingbrook, IL 60440

0.3 acre lot • Car-dependent

NEW 23 HRS AGO

$364,900

4 beds2 baths1,755 sq ft

220 Falcon Ridge Way, Bolingbrook, IL 60440

2 garage spots • Somewhat walkable

ABOUT THIS HOME
Winston Woods, IL Homes for Sale
RARE OPPORTUNITY! STUNNING CUSTOM REMODELED END UNIT TOWNHOUSE IN SOUGHT-AFTER WINSTON VILLAGE. WELCOME HOME TO THIS BEAUTIFULLY UPDATED 3-BEDROOM, 2.5 BATH END-UNIT WITH A FULL FINISHED BASEMENT AND 2-CAR ATTACHED GARAGE, LOCATED IN PRIME BOLINGBROOK LOCATION. ENJOY AN OPEN CONCEPT FLOOR PLAN FEATURING A SPACIOUS LIVING ROOM AND DINING AREA THAT OPENS TO A LARGE PRVATE PATIO - PERFECT FOR ENTERTAINING. THE BRAND NEW EAT-IN KITCHEN BOASTS CUSTOM CABINETRY, QUARTZ COUNTERTOPS AND SS APPLIANCES - IDEAL FOR ANY HOME CHEF. HIGHLIGHTS INCLUDE: NEW LUXURY WOOD LAMINATE FLOORING ON THE MAIN LEVEL, BRAND NEW LED LIGHTING THROUGHOUT, FULLY REMODELED BATHROOMS WITH DESIGNER TILES AND VANITIES, NEW DO

$297,900

3 beds2.5 baths1,320 sq ft

557 Monroe Rd, Bolingbrook, IL 60440

2,160 sq ft lot • $230 HOA • 2 garage spots

OPEN FRI, 12PM TO 2PM

ABOUT THIS HOME
Winston Woods, IL Homes for Sale
READY FOR IMMEDIATE DELIVERY * NEW CONSTRUCTION RANCH TOWNHOMES FROM AN AWARD WINNING HOME BUILDER * READY TO MOVE IN OCTOBER * SEVERAL HOMES WILL BE FINISHED UP TO DRYWALL AWAITING YOUR PERSONAL CUSTOMIZED INTERIOR SELECTIONS * PHOTOS ARE FROM THE BUILDERS MODELS * BLUEBELL RIDGE IS CONVENIENTLY LOCATED NEAR MAJOR EXPRESSWAYS, SHOPPING, GOLF COURSES, RESTAURANTS & MUCH MUCH MORE *

$399,900

2 beds2 baths1,468 sq ft

492 Ridge Ln, Bolingbrook, IL 60440

3,225 sq ft lot • $225 HOA • 2 garage spots

NEW CONSTRUCTION

ABOUT THIS HOME
Winston Woods, IL Homes for Sale
WALKOUT BASEMENT * NEW CONSTRUCTION RANCH TOWNHOMES FROM AN AWARD WINNING HOME BUILDER * SEVERAL HOMES WILL BE FINISHED UP TO DRYWALL AWAITING YOUR PERSONAL CUSTOMIZED INTERIOR SELECTIONS * PHOTOS ARE FROM THE BUILDERS MODELS * BLUEBELL RIDGE IS CONVENIENTLY LOCATED NEAR MAJOR EXPRESSWAYS, SHOPPING, GOLF COURSES, RESTAURANTS & MUCH MUCH MORE *

$383,900

2 beds2 baths1,468 sq ft

462 Ridge Ln, Bolingbrook, IL 60440

3,225 sq ft lot • $225 HOA • 2 garage spots

ABOUT THIS HOME
Winston Woods, IL Homes for Sale
COME TO SEE THIS BEAUTIFUL 3 BEDROOM 2.1 BATHROOM TOWNHOME AT THE CLUSTERS SUBDIVISION IN BOLINGROOK!!RELAXING LIVING ROOM WITH HALF VAULTED CEILING & A LOFT!! UNIQUE KITCHEN STYLE INCLUDES A WALL MOUNT RANGE HOOD/ NEW KITCHEN CABINETS. FAMILY ROOM W/ FIRE PLACE AND TWO WINDOWS! FIRST FLOOR INCLUDES HALF BATH AND A LAUNDRY UNIT/ SECOND FLOOR BATH INCLUDES WHIRPOOL BATHTUB/ WITH CERAMIC TILE SURROUNDING!! MASTER BEDROOM FULL BATH/ WALKING CLOSET!! ROOF REPLACED IN 2021. CLUSTERS PROVIDE CLUB HOUSE AND A POOL FOR THOSE HOT DAYS! CONVENIENTLY EASY ACCESS TO PROMENADE MALL, IKEA, COSTCO IN BOLINGBROOK/ EASY ACCESS TO 355 AND 55 INTERSTATE. . OWNER IS A REAL ESTATE AGENT.

$316,900

3 beds2.5 baths1,971 sq ft

424 Van Gogh Cir, Bolingbrook, IL 60440

$175 HOA • 2 garage spots • Community pool

Property at 316 Bedford Rd, Bolingbrook, IL 60440, 3 beds, 1.5 baths

$368,900

3 beds1.5 baths1,755 sq ft

316 Bedford Rd, Bolingbrook, IL 60440

Property at 488 Ridge Ln, Bolingbrook, IL 60440, 2 beds, 2 baths

$386,900

2 beds2 baths1,468 sq ft

488 Ridge Ln, Bolingbrook, IL 60440

Based on information submitted to the MLS GRID as of Wed Nov 12 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. 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.

Average home prices near Winston Woods, IL

Cities

Neighborhoods

Farmingdale Village homes for sale
$534,360
River Woods Estates homes for sale
$514,900
Indian Oaks homes for sale
$333,500
University Heights homes for sale
$439,998
Bolingbrook Townhomes homes for sale
$266,750
Old Bolingbrook homes for sale
$340,200
Woodbridge Estates homes for sale
$362,450

Winston Woods, IL real estate trends

$375K

Sale price

-1.3%
since last year

$185

Sale $/sq ft

-4.9%
since last year

Under list price

0.6%

Days on market

Down payment

27.3%

Total homes sold

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