Uptown Single-Family Homes For Sale

The Uptown neighborhood on Chicago’s north side is continuing to gain popularity among home buyers, and especially to those looking for a single-family home. Its close proximity to the CTA Red Line or Lake Shore Drive provides home owners with easy access to downtown, as you probably already know, its collection of concert venues, bars, and restaurants also makes for a rather vibrant atmosphere as well. Many single-family homes in Uptown are historic but also include a full compliment of updated features and finishes on both the inside of the home and outside. Like most neighborhoods on the north side, you’ll probably also find a nice mix of new construction single-family homes in Uptown as well. 

Check out Uptown single-family homes for sale or continue reading more about what the neighborhood has to offer below

Search Uptown Real Estate For Sale Below:

16 Properties Found. Page 1 of 1

Magnificent & Majestic Historic Estate Designed...

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$3,995,000 Active

  • 5 Beds
  • 7 Baths
  • 0.38 Acres
  • 10,000 ft²

Residential

750 West Hutchinson Street, Chicago, IL

MLS® #10600793

Magnificent & Majestic Historic Estate Designed By George Maher, Set On Nearly 6 City Lots Of Lush & Private Professionally Landscaped Gardens. Located In The Hutchinson Historic District, Minutes From Downtown Chicago & Steps To The Park & Lakefront. Grand-scale Entertaining, Inside & Out With...

Situated On A Lush 14,375 Square Foot Corner Lo...

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$2,890,000 Active

  • 5 Beds
  • 7 Baths
  • 10,000 ft²

Residential

839 West Hutchinson Street, Chicago, IL

MLS® #10748127

Situated On A Lush 14,375 Square Foot Corner Lot On A Prime Block In The Buena Park Historic District Right Off The Lakefront, This Magnificent Estate - Originally Designed By Noted Architect George Maher- Provides A Rare Balance Of Grand Classic Architecture And Spectacular Renovations Suitable ...

This Exquisite, Architecturally Significant Hom...

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$2,600,000 Active

  • 6 Beds
  • 6 Baths
  • 0.37 Acres
  • 12,000 ft²

Residential

817 West Hutchinson Street, Chicago, IL

MLS® #10806321

This Exquisite, Architecturally Significant Home, Designed By George Washington Maher Was His Largest & His Last Design In The 2 Block Hutchinson Street Landmark District. The Famous Prairie School Architect, Explicitly Designed This Museum Like Mansion For Jewelry Executive Aclaude Seymour In 1...

Currently Featured In Jan21 Edition Of Chicago ...

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$1,825,000 Contingent

  • 3 Beds
  • 5 Baths
  • 0.13 Acres

Residential

819 West Castlewood Terrace, Chicago, IL

MLS® #10954332

Currently Featured In Jan21 Edition Of Chicago Magazine! Own A Piece Of History. Come See For Yourself This Remarkably Updated Historic Home On The Quiet Landmark Street Of Castlewood Terrace. Located In The Margate Park Enclave, This Home Provides The Quintessential Suburban Feel In The Heart ...

A Stunning Renovation Of This 6 Bedroom 5.1 Bat...

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$1,775,000 Contingent

  • 6 Beds
  • 6 Baths
  • 0.2 Acres
  • 5,365 ft²

Residential

4896 North Paulina Street, Chicago, IL

MLS® #10946874

A Stunning Renovation Of This 6 Bedroom 5.1 Bath Single Family Home On Nearly 3 Full Lots In The Heart Of Ravenswood. Light Floods The Home As It Is Situated On A 52 X 165 Corner Lot. A Fully Fenced In, Landscaped Backyard Oasis Boasting A Hardscape Patio Area With Fire Pit And Plenty Of Yard Spa...

New Construction Coming On A 165' Lot W/ 40' De...

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$1,599,000 Contingent

  • 6 Beds
  • 6 Baths
  • 4,500 ft²

Residential

4720 North Hermitage Avenue, Chicago, IL

MLS® #10630034

New Construction Coming On A 165' Lot W/ 40' Deep Backyard With Heated Patio And Stairs. 4500 Sq Ft W/4 Bedrooms & 3 Baths On 2nd Flr. This Builder Is Excellent To Work With For Customization. All Previous Buyers Love Him. Custom Built-ins Include Dr Buffet, Pantry Closet & Floor To Ceiling Pantr...

Stunning All Brick & Limestone Single Family Bu...

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$1,469,000 Contingent

  • 4 Beds
  • 5 Baths
  • 0.09 Acres
  • 4,500 ft²

Residential

4630 North Paulina Street, Chicago, IL

MLS® #10848670

Stunning All Brick & Limestone Single Family Built By Acclaimed Landrosh Development. This Special Home Sits On An Extra Deep Lot (25x165) In Hot East Ravenswood! Unsurpassed Attention To Detail Boasting High-end Designer Finishes And A Smart Functional Floor Plan. Signature Features Include: C...

Amazing Opportunity To Own This Stunning All Br...

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$1,440,000 Active

  • 4 Beds
  • 6 Baths
  • 0.09 Acres
  • 4,500 ft²

Residential

4414 North Hermitage Avenue, Chicago, IL

MLS® #10949393

Amazing Opportunity To Own This Stunning All Brick Home On A Deep Lot And In One Of The Best Blocks In Ravenswood. The Recently Updated Kitchen Is Waiting To Serve! This Luxurious Home Greets You With A Welcoming Front Porch And An Open Floor Plan Featuring 10 Foot Ceilings. Gorgeous High End Ti...

Completely Gutted Row House In The Historic Bue...

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$1,249,000 Active

  • 4 Beds
  • 5 Baths
  • 0.26 Acres
  • 4,200 ft²

Residential

4139 North Kenmore Avenue, Chicago, IL

MLS® #10954632

Completely Gutted Row House In The Historic Buena Park Just North Of Irving Park Road! This Dream Home Is Over 4,000sq Ft And The Perfect Mix Of Vintage Charm And Modern Luxury - No Detail Was Spared While Gutted Down To The Brick. This Home Lives Like A Single-family Home On A 150' Long Lot With...

Not Many Homes Show Like This Contemporary Ande...

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$1,100,000 Temporarily No Showings

  • 3 Beds
  • 4 Baths
  • 0.07 Acres

Residential

1708 West Winnemac Avenue, Chicago, IL

MLS® #10917802

Not Many Homes Show Like This Contemporary Andersonville Home. Four Sprawling Levels, Each With Wall Of French Doors And Windows Creates A Stunning Light-filled Environment. Cherry And Slate Flooring, Dramatic Hardwood Staircase, 5 Outdoor Spaces...two Balconies, Back Patio, Roof Deck And A Chris...

If You're Looking For More Space For Any Reason...

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$895,000 Active

  • 5 Beds
  • 6 Baths
  • 0.07 Acres
  • 4,000 ft²

Residential

1219 West Winona Street, Chicago, IL

MLS® #10950385

If You're Looking For More Space For Any Reason, This Stunning Home On A Double Lot Is For You. With Over 4000 Square Feet Of Living Space On 4 Levels, This Meticulously Maintained Smart Home Boasts 5 Oversized Bedrooms (including 2 Master Suites, One With Jacuzzi Tub, Massive Walk In Shower And...

There Are Rare Homes, Then There Are Rare 50 Fo...

REDUCED 3% Photo of Listing #10726614
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$849,900 Active

  • 5 Beds
  • 4 Baths
  • 0.17 Acres
  • 2,892 ft²

Residential

4525 North Beacon Street, Chicago, IL

MLS® #10726614

There Are Rare Homes, Then There Are Rare 50 Foot Lots Available. You Have Both Here! 5 Bedroom, 3 1/2 Bath Mansion Built In 1900! Original Uniqueness And Charm With A Mix Of Modern In This Breathtaking Beauty! Custom Millwork/hand Carved Crown Molding. Original Hardwood Floors/baseboards/doors/f...

Your Best Priced Home In Uptown And Andersonvil...

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$787,000 Contingent

  • 5 Beds
  • 4 Baths
  • 0.11 Acres
  • 3,700 ft²

Residential

4733 North Winthrop Avenue, Chicago, IL

MLS® #10953287

Your Best Priced Home In Uptown And Andersonville!! What Value! Compare This Huge Mansion Like, Light Filled Home On Tree Lined Street! Rarely Available 33' X 150' Lot! Four Levels Of Living Highlighted By 5+1 Bedrooms , 3.5 Baths, 2 Upgraded And 2 Expansive Cedar Decks! Beautiful Front And Rear...

Beautiful Greystone In Uptown Close To The Lake...

REDUCED 3% Photo of Listing #10906435
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$699,900 Contingent

  • 3 Beds
  • 3 Baths

Residential

833 West Lakeside Place, Chicago, IL

MLS® #10906435

Beautiful Greystone In Uptown Close To The Lake. 3 Bed/ 2.1 Bath. Kitchen Completely Renovated In 2015 With Gorgeous Gray Cabinetry, Large Marble Island & Ss Appliances. Seller Removed Wall To Create Open Concept Living Space. Separate Breakfast Nook Off The Kitchen That Can Also Be Used As Offic...

Beautiful, Recently Renovated Home In Prime And...

REDUCED 4% Photo of Listing #10920447
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$699,000 Contingent

  • 3 Beds
  • 3 Baths
  • 0.07 Acres

Residential

1643 West Foster Avenue, Chicago, IL

MLS® #10920447

Beautiful, Recently Renovated Home In Prime Andersonville Location Now Available! This Spacious 3 Bed/2.1 Bath Home Features Multiple Outdoor Decks And A Private Backyard. The Home's Main Level Features An Inviting Living/dining Space Anchored By A New Gas Fireplace. The Remodeled Kitchen Feature...

Victorian Home With Elaborate Trim And Interior...

REDUCED 4% Photo of Listing #10863922
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$575,000 Active

  • 7 Beds
  • 5 Baths
  • 0.18 Acres
  • 3,696 ft²

Residential

4706 North Malden Street, Chicago, IL

MLS® #10863922

Victorian Home With Elaborate Trim And Interior Woodwork. Nestled On Malden Street With Mature Trees And An Iron Gate Fence, This Home Features A Large Driveway, Front Yard, Elaborate Cone Tower On The Left Side Of The House. Seven Bedrooms And A Basement Give Plenty Of Room For Bringing This H...

Contact us for information about single-family homes in Uptown

The marketplace is always changing, so if you’re looking for more information about single-family homes in Chicago’s Uptown neighborhood, contact our team at Chicago Condo Finder today at (312) 953-0961! Although our specialty might be luxury condos for sale in downtown Chicago, our superior knowledge relating to the entire Chicago real estate market is second-to-none, and that certainly includes single-family homes in some of the city’s hottest neighborhoods!

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Berkshire Hathaway HomeServices KoenigRubloff Realty Group are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on January 21st, 2021 at 2:01am CST.