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Old Town Chicago Real Estate

Old Town is a distinctive central Chicago neighborhood where historic streetscapes, classic architecture, and a lively urban rhythm come together. Tree-lined blocks lead to brick rowhouses, greystones, limestone-front residences, and welcoming storefront corridors, while Wells Street offers dining, cafés, nightlife, and neighborhood energy. Lincoln Park’s broad lawns and paths border the community, with North Avenue Beach and the Lake Michigan shoreline close by for walking, cycling, and waterfront recreation. Convenient transit and a highly walkable setting make it easy to connect with nearby Chicago destinations.

Old Town’s housing includes vintage condos, brownstones, attached townhomes, converted nineteenth-century cottages, and select newer residences with modern amenities. Daniel Ledo brings Chicago-focused knowledge, personalized buyer and seller representation, market analysis, pricing strategy, and transaction coordination to each client conversation. Whether you are comparing comparable homes, preparing to sell, or evaluating a move into this historic Near North Side community, explore current Old Town homes with Daniel Ledo.

Active Homes for Sale in Old Town

Explore active Old Town homes and condos, with current Chicago inventory updated as listings reach the market.

$9,995,000
10
10
13,400 Sq ft
For Sale
MLS# 11985710

Listing Agent: Emily Sachs Wong

Listing Office: @properties Christie's International Real Estate

Attribution contact: [email protected]

<p>Active Homes for Sale in Old Town</p>
$5,200,000
7
6
8,400 Sq ft
For Sale
MLS# 11755660

Listing Agent: Chaz Walters

Listing Office: Coldwell Banker Realty

Attribution contact:

(773) 868-3080

<p>Active Homes for Sale in Old Town</p>
Newly Listed
$12,500,000
7
9
14,000 Sq ft
For Sale
MLS# 12747120

Listing Agent: Emily Sachs Wong

Listing Office: @properties Christie's International Real Estate

Attribution contact: [email protected]

<p>Active Homes for Sale in Old Town</p>
$18,500,000
6
7
13,400 Sq ft
For Sale
MLS# 12273547

Listing Agent: Millie Rosenbloom

Listing Office: Baird & Warner

Attribution contact: [email protected]

<p>Active Homes for Sale in Old Town</p>
$21,000,000
6
6
25,000 Sq ft
For Sale
MLS# 12628484

Listing Agent: Emily Sachs Wong

Listing Office: @properties Christie's International Real Estate

Attribution contact: [email protected]

<p>Active Homes for Sale in Old Town</p>
$5,695,000
6
6
5,500 Sq ft
For Sale
MLS# 12698186

Listing Agent: Thomas Moran

Listing Office: @properties Christie's International Real Estate

Attribution contact: [email protected]

<p>Active Homes for Sale in Old Town</p>

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<p>Active Homes for Sale in Old Town</p>
© MLS GRID. All rights reserved.

Listings courtesy of MRED as distributed by MLS GRID.

IDX information is provided exclusively for consumers' personal, noncommercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end-user license agreement prescribed by the applicable MLS, as amended from time to time.

Based on information submitted to the MLS GRID as of 20th October, 2026 9:37 PM. 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. Updated: 20th October, 2026 9:37 PM (UTC)

Talk With Daniel About Old Town Real Estate.

Call 312-219-5921 or email [email protected] for hands-on Old Town guidance from Ledo Real Estate at 1207 N Dearborn St.
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