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:

21 Properties Found. Page 1 of 2

Magnificent & Majestic Historic Estate Designed...

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$3,995,000 Active

  • 5 Beds
  • 6 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...

$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...

This Listing Has A Walk Thru Movie As A Tour To...

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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

This Listing Has A Walk Thru Movie As A Tour To Help With Remote Showings. All Floor Plans Are Also Pictures At The End Of The Unit Pictures 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....

Stunning Restored 6,000 Sq Ft Brick Georgian-st...

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$1,990,000 Active

  • 4 Beds
  • Baths
  • 0.18 Acres
  • 6,100 ft²

Residential

4230 North Marine Drive, Chicago, IL

MLS® #10644212

Stunning Restored 6,000 Sq Ft Brick Georgian-style Home Built In 1935. Exquisite Grounds On 75 X 110 Gated Lot Facing Lake Michigan In The Historical Hutchinson Street District. Gorgeous Formal Living, Grand Dining Room, & Foyer With Curved Staircase. Bright Open Kitchen With Fireplace In Breakfa...

Available For In Person Showings!the New 4896 N...

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$1,920,000 Active

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

Residential

4896 North Paulina Street, Chicago, IL

MLS® #10700790

Available For In Person Showings!the New 4896 North Paulina Is A Sophisticated Home That Has Undergone A Plush Renovation In A Top Ravenswood Location. This Spacious Home, Originally Built In 1885, Is Situated On A Huge 52x165 Lot And Is Conveniently Located In The Northeast Corner Of The Ravensw...

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

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$1,599,000 Active

  • 6 Beds
  • 5 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...

Dream Listing In Hot Historic Buena Park Just N...

NEW Photo of Listing #10722851
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$1,299,000 New

  • 4 Beds
  • Baths
  • 4,200 ft²

Residential

4139 North Kenmore Avenue, Chicago, IL

MLS® #10722851

Dream Listing In Hot Historic Buena Park Just North Of Irving! This Jaw Dropping Old World Red Sandstone Meets Modern Contemporary Luxury No Detail Was Spared And Gutted To The Brick. A Refreshing Urban Oasis In The City With A 150 Long Lot, Be Prepared To Be Impressed With Sophisticated Spaces....

Video Tour & In-person Tours Available! Anderso...

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$1,249,000 Active

  • 6 Beds
  • Baths
  • 0.07 Acres

Residential

1625 West Carmen Avenue, Chicago, IL

MLS® #10676782

Video Tour & In-person Tours Available! Andersonville Stunning 6 Bedroom 4/1 Bath Barely Lived-in Magazine Caliber Property That Exudes Quality Throughout Offers Exceptional Mill Work, Over-sized Baseboards, Coffierred Ceilings, Crown Molding Wainscoting And Thoughtful Built-ins. Professional Che...

There Is No Other Home Like 1663 W Carmen! Thi...

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$1,200,000 Active

  • 5 Beds
  • Baths
  • 3,762 ft²

Residential

1663 West Carmen Avenue, Chicago, IL

MLS® #10678777

There Is No Other Home Like 1663 W Carmen! This Complete Gut-rehab Exudes Custom Touches Throughout That You Won't Find In A Developer Home. Situated On A 31 Foot Lot, This All-brick Home Boasts Extra-wide Living Spaces As Well As Incredible Indoor/outdoor Living Including A Professionally Desig...

You Can Have It All .. And In Andersonville! Ex...

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$1,200,000 Active

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

Residential

1352 West Winona Street, Chicago, IL

MLS® #10688228

You Can Have It All .. And In Andersonville! Extra Wide (30') Lot Just East Of Idyllic Glenwood Ave. Spectacular And Inviting 5 Bedroom + Office And 3 Full/1 Half Bath Single Family Home In A Perfect Andersonville Location. The Home Offers Multiple Spaces Throughout The Home, Both Inside And Out,...

Welcome Home To This Extra Wide And Modern Floo...

REDUCED 6% Photo of Listing #10523135
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$1,200,000 Contingent

  • 6 Beds
  • Baths
  • 0.11 Acres
  • 3,300 ft²

Residential

4526 North Dover Street, Chicago, IL

MLS® #10523135

Welcome Home To This Extra Wide And Modern Floor Plan Behind A Vintage Facade. Oversized 33 X 150 Foot Sunny Lot On Tree Lined Street In Beautiful Sheridan Park. Windowed Entryway Leads To A Gracious Front Hall Where You Can Take In The Entire Main Level Perfect For Large Scale Entertaining. Liv...

Impressive Conversion, 2-flat Into Stunning Sfh...

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$1,150,000 Active

  • 4 Beds
  • Baths
  • 0.09 Acres
  • 3,500 ft²

Residential

1724 West Winnemac Avenue, Chicago, IL

MLS® #10663004

Impressive Conversion, 2-flat Into Stunning Sfh On Tree-lined Street. Be The 1st To Enjoy This Spacious Open Main Level, Featuring Gorgeous Kitchen Loaded W/prof Appliances, Qtz Counter Tops, Open To Family Room, 10 Ft Accordion Doors Leading To Large Deck & Backyard. Separate Custom Mud Room E...

Matterport/3d Virtual Tour Link Available! Fam...

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$999,900 Price Change

  • 4 Beds
  • Baths
  • 0.13 Acres
  • 4,570 ft²

Residential

840 West Castlewood Terrace, Chicago, IL

MLS® #10712595

Matterport/3d Virtual Tour Link Available! Famous Castlewood Terrace Is One Of Chicago's Coveted Blocks! This Rarely Available Brick Estate With Approx. 4,600 Sq Ft Is On The National Register Of Historic Places. This Residence Presents The Opportunity To Live In A Single Family Home On Chicago...

Classic Beautifully Renovated Home Combining Th...

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$999,000 Active

  • 5 Beds
  • Baths
  • 3,500 ft²

Residential

4646 North Dover Street, Chicago, IL

MLS® #10654156

Classic Beautifully Renovated Home Combining The Perfect Blend Of Vintage, Quality And Design On The Prettiest Street In Sheridan Park. Formal Entry W/huge Stain Glass Window Welcomes You And Your Guests. East Facing Sunroom Off Foyer Perfect For Your Morning Coffee. Main Floor Features Huge Livi...

Amazing Value And At The Best Crossroads Of Rav...

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$985,000 Active

  • 4 Beds
  • Baths
  • 0.09 Acres
  • 3,500 ft²

Residential

1728 West Winnemac Avenue, Chicago, IL

MLS® #10693417

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

Absolutely Charming And Completely Remodeled Si...

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$945,000 Active

  • 4 Beds
  • 3 Baths
  • 0.09 Acres
  • 2,400 ft²

Residential

1715 West Carmen Avenue, Chicago, IL

MLS® #10637999

Absolutely Charming And Completely Remodeled Single Family Home On A Quiet, Tree-lined Street Just 2 Blocks From Clark Street In Andersonville, One Of The Hottest Neighborhoods On Chicago's North Side! Current Owners Thoughtfully Reimagined This Property When It Was Converted To A Single Family 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 May 25th, 2020 at 6:50pm CDT.