Thinking of selling in Chicago?
Sell your home in The Regatta
The Regatta homes have sold for a median of $612,500 over the past year, and the typical one went under contract in 27 days. It's a seller's market. Here's the full picture, and what your home is worth today.
The The Regatta market right now
Live from MLS closings · last 12 months$612,500
Median sale
8
Homes sold
12 mo
27
Median days on mkt
$527
Median $/sqft
2
For sale now
~3 mo supply
Median price by year
▼ 21%What the sales data shows in The Regatta
Prices softening
The median sale price is down about 21% year over year, so pricing right matters more than it did a year ago.
Recently sold in The Regatta
Sep 2026$800,000
420 WATERSIDE Drive
2 bd · 2.5 ba · 32d · 104% of list
$1,085,000
420 WATERSIDE Drive
3 bd · 3 ba · 1,887 sf · 94d · 90% of list
Jul 2026$425,000
420 Waterside Drive
1 bd · 1 ba · 1d · 106% of list
Jul 2026$415,000
420 Waterside Drive
1 bd · 1 ba · 875 sf · 22d · 100% of list
Mar 2026$1,250,000
420 Waterside Drive
3 bd · 2.5 ba · 2,642 sf · 1d · 89% of list
Mar 2026$415,000
420 WATERSIDE Drive
1 bd · 1 ba · 788 sf · 31d · 97% of list
Nov 2025$850,000
420 Waterside Drive
2 bd · 2.5 ba · 66d · 101% of list
Nov 2025$420,000
420 Waterside Drive
1 bd · 1 ba · 780 sf · 14d · 105% of list
Sold data via MRED MLS. Shown for market reference; information deemed reliable but not guaranteed.
Selling in The Regatta: common questions
How fast do homes sell in The Regatta?
Over the past year, the typical home in The Regatta went under contract in 27 days. That is the median market time of the homes that sold in the last 12 months.
What is my The Regatta home worth?
Homes here have sold for a median of $612,500 over the last 12 months, around $527 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 The Regatta?
With 2 homes for sale against 8 sales a year, about 3 months of supply, The Regatta is a seller's market. Sellers here have been getting about 99.1% of list price.
Your local agent
Selling in The Regatta? Talk to Joe
8 homes sold in The Regatta over the past year at a median of $612,500, and the typical one went under contract in 27 days. Joe can go through where The Regatta prices have moved and what that means for your timing.
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 The Regatta comps, not a national average, and sellers here have been getting about 99.1% 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 built on the homes that actually sold around you, adjusted for the floor plan, condition and upgrades that move the price.
- 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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