Thinking of selling in Bolingbrook?
Sell your home in Winston Woods
Winston Woods homes have sold for a median of $389,000 over the past year, typically in about 5 days. It's a balanced market. Here's the full picture, and what your home is worth today.
The Winston Woods market right now
Live from MLS closings · last 12 months$389,000
Median sale
6
Homes sold
12 mo
37
Avg. days on mkt
$184
Median $/sqft
3
For sale now
~6 mo supply
What I know about Winston Woods
What it costs
Homes here have sold for a median of $389,000 over the past year, or about $184 per square foot.
Recently sold in Winston Woods
Jul 2026$427,000
5 Assembly Court
4 bd · 2.5 ba · 1,915 sf · 3d · 110% of list
Jul 2026$418,000
420 Justine Avenue
4 bd · 2 ba · 1,950 sf · 4d · 111% of list
Jul 2026$320,000
539 Hampshire Lane
4 bd · 2 ba · 1,950 sf · 4d · 102% of list
Jun 2026$477,000
602 ASHBURY Avenue
5 bd · 3 ba · 2,650 sf · 5d · 108% of list
Jun 2026$360,000
406 Assembly Drive
4 bd · 2.5 ba · 1,915 sf · 170d · 100% of list
Photo coming soon
Dec 2025$350,000
419 Charlestown Drive
4 bd · 2.5 ba · 2,132 sf · 38d · 100% of list
Sold data via MRED MLS. Shown for market reference; information deemed reliable but not guaranteed.
Selling in Winston Woods: common questions
How fast do homes sell in Winston Woods?
Over the past year, homes in Winston Woods have gone under contract in about a month on average (37 days), with the typical home closing in about 5 days.
What is my Winston Woods home worth?
Homes here have sold for a median of $389,000 over the last 12 months, around $184 per square foot. Every home is different, so request a free, no-obligation valuation for a figure specific to yours.
Is now a good time to sell in Winston Woods?
With 3 homes for sale against 6 sales a year, about 6 months of supply, Winston Woods is a balanced market. Sellers here have been getting about 105.2% of list price.
Thinking of selling?
What's your home actually worth?
Not a Zestimate. A real CMA from someone who's sold this neighborhood, knows the floor plan premiums, and can tell you which upgrades the buyer pool here actually pays for.
- Pricing range with comp-by-comp logic
- Pre-list improvements that pay back, and the ones that don't
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