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:

19 Properties Found. Page 1 of 2

Magnificent & Majestic Historic Estate Designed...

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$3,995,000 Active

  • 5 Beds
  • 6 Baths
  • 10,000 ft²

Residential

750 West Hutchinson Street, Chicago, IL

MLS® #09923606

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...

$3,000,000 Reduction. Accepting Offers & Showin...

REDUCED 54% Photo of Listing #09803547
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$2,600,000 Active

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

Residential

817 West Hutchinson Street, Chicago, IL

MLS® #09803547

$3,000,000 Reduction. Accepting Offers & Showings. Must Sell... 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 Designe...

Prepare For Luxury In This Meticulously Renovat...

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$2,400,000 Active

  • 3 Beds
  • Baths
  • 0.17 Acres
  • 4,400 ft²

Residential

801 West Castlewood Terrace, Chicago, IL

MLS® #10425618

Prepare For Luxury In This Meticulously Renovated & Expanded 3 Bedroom Home On An Over-sized East Facing Corner Lot With Lake & Park Views At Marine Drive. A True Urban Oasis, Like No Other Featuring English Manicured Gardens, Blue Stone Paver Yard And Terraces Plus A Koi Pond. Prepare Yourself ...

5 Bedroom Residential Property in Chicago, IL

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$1,497,000 Active

  • 5 Beds
  • 4 Baths
  • 0.24 Acres
  • 5,400 ft²

Residential

905 West Castlewood Terrace, Chicago, IL

MLS® #10413915

Exquisite Elegance Is The Hallmark Of This 2016...

REDUCED 3% Photo of Listing #10413318
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$1,449,900 Price Change

  • 6 Beds
  • Baths
  • 4,200 ft²

Residential

4711 North Hermitage Avenue, Chicago, IL

MLS® #10413318

Exquisite Elegance Is The Hallmark Of This 2016 New Construction Home Located In Ravenswood/lincoln Square*extra Deep 147' Lot*ornate Millwork*wide Plank Custom Stained Hw Floors W/ Herringbone Inlays*2 Gas Fireplaces*formal Lr*formal Dr W/ Walk-in Butler's Pantry*cust Window Treatments*designer ...

4 Bedroom Residential Property in Chicago, IL

NEW Photo of Listing #10503701
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$1,159,900 Active

  • 4 Beds
  • Baths
  • 0.07 Acres

Residential

1651 West Winona Street, Chicago, IL

MLS® #10503701

What A Stunner! Right In The Middle Of It All -...

REDUCED 1% Photo of Listing #10422010
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$1,159,900 Price Change

  • 5 Beds
  • Baths
  • 0.09 Acres
  • 2,560 ft²

Residential

1734 West Winnemac Avenue, Chicago, IL

MLS® #10422010

What A Stunner! Right In The Middle Of It All -- Uptown, Andersonville, Ravenswood, And Lincoln Square. A Short Walk To Winnemac Park, Metra's Ravenswood Stop, Mariano's, La Fitness, Clark Street. Complete Gut - Everything's New! You'll Love The Open Floor Plan, With 9' Ceilings On 1st And 2nd Fl...

View Our Virtual 3d Tour! Total Gut Conversion ...

NEW Photo of Listing #10505161
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$1,139,999 Active

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

Residential

1736 West Winona Street, Chicago, IL

MLS® #10505161

View Our Virtual 3d Tour! Total Gut Conversion Of An Andersonville Brick 2-flat Into A Stunning 5 Bedroom/3.1 Bath, 4000sf Single Family Home Awaits Your Most Discerning Buyers. You Enter The Home And Ascend Into The Enormous Open Plan Great Room Centered Around An Expansive Designer White Kitch...

At The Best Crossroads Of Ravenswood, Andersonv...

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$1,050,000 Active

  • 4 Beds
  • Baths
  • 0.09 Acres
  • 2,508 ft²

Residential

1728 West Winnemac Avenue, Chicago, IL

MLS® #10491474

At The Best Crossroads Of Ravenswood, Andersonville, Edgewater And Uptown, A Gorgeous Single-family Home, Created By A Quality Builder For His Family And Every Detail Is Top Notch- The Only Original Element Is The Exterior Brick Walls. 3 Floors Of Great Living Space! Nicely Sized Living And Dinin...

A Most Unique Andersonville Opportunity. Bring ...

NEW Photo of Listing #10511930
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$1,000,500 Active

  • 4 Beds
  • Baths
  • 0.17 Acres

Residential

4900 North Glenwood Avenue, Chicago, IL

MLS® #10511930

A Most Unique Andersonville Opportunity. Bring Your Architect And Your Ideas. Currently A Two Story 4br/1.1ba Greystone Sits On A 66' Wide Lot With A Side Drive. Huge Side Yard, Balcony And A 6 Car Garage. Zoned R3. Filled With Light And Hardwood Floors. Vintage Touches Include Beveled And Staine...

Magnificent Graceland West Single Family Home. ...

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$999,900 Active

  • 3 Beds
  • Baths
  • 0.06 Acres
  • 3,434 ft²

Residential

4455 North Greenview Avenue, Chicago, IL

MLS® #10474277

Magnificent Graceland West Single Family Home. First Time On Market In 20 Years! This Gorgeous Property Is A Blend Of The Most Charming Original Features And Stunning Updates. Sensational New Kitchen, Luxurious New Master Bath, Original Staircase And Woodwork, Gorgeous Hardwood Floors Throughout ...

Fantastic New Price On This Charming 4-bed/3.5-...

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$899,000 Active

  • 4 Beds
  • Baths
  • 0.09 Acres
  • 3,869 ft²

Residential

1223 West Winona Street, Chicago, IL

MLS® #10432897

Fantastic New Price On This Charming 4-bed/3.5-bath Single-family Home With An Attached 2-car Garage And Private Driveway! Steps To Clark And Foster And The The Epicenter Of Andersonville! This Large Home Provides A Fantastic Floor Plan With A Perfect Mix Of Vintage Charm And Modern, Designer Upd...

Beautifully Updated And Maintained Single Famil...

REDUCED 3% Photo of Listing #10479562
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$875,000 Active

  • 4 Beds
  • Baths
  • 0.07 Acres

Residential

1714 West Winona Street, Chicago, IL

MLS® #10479562

Beautifully Updated And Maintained Single Family In A+ Andersonville Location! Walk To It All From Here! Marianos, Jewel, Endless World Class Dining & Retail Along Clark, Level 1 Mcpherson Elementary, Waldorf, Montessori & Lycee Schools, Lakefront, Winnemac Park And More! Beautiful Finishes Thr...

Welcome Home To This Stately Andersonville Grey...

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$825,000 Contingent

  • 3 Beds
  • Baths
  • 0.09 Acres

Residential

1251 West Winnemac Avenue, Chicago, IL

MLS® #10446389

Welcome Home To This Stately Andersonville Greystone. The First Floor Has Been Beautifully Renovated With No Detail Overlooked. A Traditional Foyer Leads Into Spacious Open Concept Living/dining Area. The Living Room, Centered Around A New Fireplace, Overlooks A Tree-lined Street. Tastefully Remo...

Tremendous Value For This Sprawling 5 Bedroom A...

NEW Photo of Listing #10507456
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$750,000 Active

  • 5 Beds
  • Baths
  • 0.09 Acres
  • 4,167 ft²

Residential

4909 North Winthrop Avenue, Chicago, IL

MLS® #10507456

Tremendous Value For This Sprawling 5 Bedroom All Brick Home Located In The Heart Of Uptown! Featuring Beautiful Hardwood Floors On The Main And Second Level . Large Living & Dining Space, Massive Eat-in Stainless & Granite Kitchen With Professional Grade Stove & 42' Cabinets. Double Doors Off Th...

Grand Brick Vintage Home On Oversized Lot (50' ...

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$699,000 Contingent

  • 8 Beds
  • 3 Baths
  • 0.19 Acres
  • 7,516 ft²

Residential

4530 North Beacon Street, Chicago, IL

MLS® #10363624

Grand Brick Vintage Home On Oversized Lot (50' X 165') W/ Over 7500 Sq Ft Of Living Space. Prime Candidate For A Rehab / Or Redevelopment. Numerous Possibilities Here. Property Sold In As Is Condition And Is In Need Of Major Repair. 4 Parking Spaces Off Alley. Currently Zoned For Single Family. R...

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 September 16th, 2019 at 9:21am CDT.