Thinking of selling in Bolingbrook?
Sell your home in Winston Woods
Winston Woods homes have sold for a median of $405,000 over the past year, typically in about 5 days. It's a seller's 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$405,000
Median sale
8
Homes sold
12 mo
29
Avg. days on mkt
$196
Median $/sqft
2
For sale now
~3 mo supply
What I know about Winston Woods
What it costs
Homes here have sold for a median of $405,000 over the past year, or about $196 per square foot.
Recently sold in Winston Woods
Aug 2026$410,000
539 Hampshire Lane
4 bd · 2 ba · 1,950 sf · 5d · 100% of list
Aug 2026$400,000
430 Faversham Court
3 bd · 2 ba · 1,962 sf · 3d · 107% of list
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
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 (29 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 $405,000 over the last 12 months, around $196 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 2 homes for sale against 8 sales a year, about 3 months of supply, Winston Woods is a seller's market. Sellers here have been getting about 104.7% of list price.
Your local agent
Joe knows Winston Woods
Joe has read every one of the 8 homes that sold in Winston Woods this past year, at a median of $405,000, with the typical home going under contract in under two weeks. Joe knows what today's Winston Woods buyer will actually pay, and what they won't.
With only 3 months of inventory, the risk here isn't finding a buyer; it's underpricing and leaving money on the table. Joe prices off the actual Winston Woods comps, not a national average, and sellers here have been getting about 104.7% of list price. Text or call any time for a straight read on your number.
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
- No obligation, no spam, no auto-dialer
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