Old Town Homes for Sale

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  $1,725,000

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  314 W Menomonee St, Chicago, IL 60614

  As featured in Chicago Crain's Magazine -- Discover a rare opportunity to own a landmarked Chicago Treasure-- The actual Old Town "Yellow House", a beloved neighborhood gem. This piece of Chicago history is a charming 1875-built home on Menomonee Street. Featuring a secret garden which is a three-time City of Chicago Garden Contest winner. This iconic beauty with a side yard patio and tandem

  Hadley Rue Baird & Warner

  314 W Menomonee St, Chicago, IL 60614
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  $2,850,000

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  1942 N Sedgwick St Unit PH, Chicago, IL 60614

  This extraordinary penthouse, built as the developer's personal residence, is being offered for the first time and is a rare opportunity to own this masterpiece crafted by the highly acclaimed developer - PLD Homes. Nestled in the highly desirable Southeast Lincoln Park. Boutique condo building with just 2 units.This luxurious home offers an unmatched living experience, with a private elevator, a

  Sabina Szura Baird & Warner

  1942 N Sedgwick St Unit PH, Chicago, IL 60614
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  /12

  $455,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1405 N Orleans St Unit 5N, Chicago, IL 60610

  Spacious Top-Floor Corner Unit with High Ceilings & Rooftop Access Extra-wide 2 bed, 2 bath penthouse in an elevator building (approx. 1,300 sq ft). Bright, open layout with hardwood floors, gas fireplace, and private balcony. Rare direct rooftop deck access just one flight up-600+ sq ft shared space with skyline views, fire table, seating, and grill. Attached heated garage included! Kitchen:

  Lillian Baldwin Real Broker, LLC

  1405 N Orleans St Unit 5N, Chicago, IL 60610
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  /31

  $989,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1401 N Wieland St Unit P, Chicago, IL 60610

  Gorgeous 3-Bed, 3-Bath Townhome in Gated Schiller Place - Old Town's Best Kept Secret! Tucked inside the exclusive, gated Schiller Place community, this 3-bedroom, 3-bathroom townhome offers the perfect combination of privacy, luxury, and location. Just steps from vibrant Wells Street, this hidden gem features a secure gated entry and offers a peaceful retreat in the heart of Old Town. This

  Jovana Brenner @properties Christie's International Real Estate

  1401 N Wieland St Unit P, Chicago, IL 60610
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  $1,000,000

  • 3 Beds
  • 3.5 Baths
  • 2,270 Sq Ft

  250 W Scott St Unit C, Chicago, IL 60610

  Beautiful all brick fee simple 3 bed plus den 3.1 bath townhome with 3 private outdoor spaces and attached heated 1 car garage in the heart of OLD TOWN in coveted Old Town Square. This home lives like a single family. The gated entrance leads you to the main level living room with gas fireplace, dining and kitchen. Continue through the kitchen to an attached patio perfect for daily grilling.

  Jennifer DeBower @properties

  250 W Scott St Unit C, Chicago, IL 60610
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  /16

  $389,000

  • 1 Bed
  • 1.5 Baths

  437 W North Ave Unit 404, Chicago, IL 60610

  Sun-filled South Facing One Bedroom Condo in Boutique Elevator Building in highly desired Old Town neighborhood. Unit Boasts gleaming hardwood floors throughout Living Room, Dining Room, Kitchen and Bedroom. Unit opens to neutral Kitchen with 42 inch cabinets, granite countertops, and stainless appliances. Generous breakfast bar opens to south facing Living Room/Dining Room combo with gas

  Kieran Conlon Compass

  437 W North Ave Unit 404, Chicago, IL 60610
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  /17

  $450,000

  • 2 Beds
  • 2 Baths

  1360 N Sandburg Terrace Unit 2301C, Chicago, IL 60610

  Bright and beautifully renovated 2-bedroom, 2-bath corner unit in a prime Gold Coast/Old Town location, offering sweeping lake and city views from nearly every room. This high-floor home features a large private balcony, perfect for soaking in sunrises or entertaining against a stunning skyline backdrop. A full renovation in 2014 brought modern style to the entire space, including wide-plank

  Grigory Pekarsky Vesta Preferred LLC

  1360 N Sandburg Terrace Unit 2301C, Chicago, IL 60610
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  /20

  $899,900

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  1719 N Halsted St Unit C, Chicago, IL 60614

  REMODELED all-brick, open-concept 3 bed, 3 bath townhome-style condo with a wood burning fireplace, private rooftop deck, and 2 tandem parking spaces, located in the heart of Lincoln Park just steps from a top Michelin-starred restaurant. The main floor features a spacious kitchen with a top-of-the-line Viking stove, all appliances included, and a custom-built dining booth (with storage below)

  Gina Musolino Coldwell Banker Realty

  1719 N Halsted St Unit C, Chicago, IL 60614
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  /17

  $319,900 Open Sun 1PM - 2PM

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1444 N Orleans St Unit 6E, Chicago, IL 60610

  Bright, spacious, and perfectly located in the heart of Old Town. This oversized 1-bedroom, 1-bath condo has it all - tons of natural light, hardwood floors, in-unit laundry, and a private balcony with a stunning downtown view. The open-concept kitchen features a center island, and the inviting living room includes a cozy fireplace-ideal for relaxing or entertaining. The full-amenity building

  Konstantin Shelegeda Inter Properties Inc

  1444 N Orleans St Unit 6E, Chicago, IL 60610
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  /42

  $424,900

  • 2 Beds
  • 1 Bath

  1455 N Sandburg Terrace Unit 2901B, Chicago, IL 60610

  Presenting this stunning brand new penthouse unit in Bryant House with spectacular views- Be the first to live in this gut renovated two bedroom, one bathroom unit, ideally located between Old Town & Gold Coast. Wraparound windows facing South to the Chicago skyline and west with panoramic views over the city, provide abundant natural light for a bright and open space. The unit has been

  Eamonn Stafford @properties Christie's International Real Estate

  1455 N Sandburg Terrace Unit 2901B, Chicago, IL 60610
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  /13

  $324,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1636 N Wells St Unit 609, Chicago, IL 60614

  Must See! Upgraded One-Bedroom, One-Bathroom with Balcony in Prime Old Town Location at Americana Towers. Experience the best of Chicago's vibrant Old Town neighborhood. Ideally situated within walking distance to top restaurants, shopping, parks, and convenient public transit including the El and buses, this home offers both style and unmatched location. Flooded with natural sunlight through

  Patrick McEneely @properties Christie's International Real Estate

  1636 N Wells St Unit 609, Chicago, IL 60614
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  $2,399,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 4.5 Baths
  • 5,900 Sq Ft

  1414 N Mohawk St, Chicago, IL 60610

  Welcome to one of Old Town's finest homes built on and oversized lot and surrounded by mature gardens of Boxwood, Limelight Hydrangea and Thorndale Ivy. Enter through its custom iron gates and be ready to fall in love. This home views like a story book with all of its special features and architectural details. Full limestone and brick construction originally built in 2012 and perfected

  Cara Buffa Berkshire Hathaway HomeServices Chicago

  1414 N Mohawk St, Chicago, IL 60610
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  /12

  $475,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  1560 N Sandburg Terrace Unit 2810J, Chicago, IL 60610

  This beautifully renovated 2-bedroom, 1-bath condo offers a rare opportunity to live in the highly sought-after Gold Coast, with breathtaking east-facing views of Lake Michigan and the downtown skyline. Recently gutted and thoughtfully rehabbed, this home features wide-plank natural wood floors, top-of-the-line finishes, and an expansive private balcony perfect for enjoying the incredible views.

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  1560 N Sandburg Terrace Unit 2810J, Chicago, IL 60610
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  /21

  $699,900

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1648 N Bissell St, Chicago, IL 60614

  Lincoln Park's best-kept secret! This rare fee-simple Willow Rowhome offers the space and feel of a single-family home-at a condo price-with no HOA! Perfectly tucked away on a quiet, tree-lined street just steps from Armitage Avenue restaurants and boutiques and the Clybourn Corridor's Apple Store, Whole Foods, and Red Line. Beautifully updated and move-in ready, this charming tri-level home

  Jennifer Owen @properties Christie's International Real Estate

  1648 N Bissell St, Chicago, IL 60614
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  /21

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft

  1560 N Sandburg Terrace Unit 915J, Chicago, IL 60610

  Spacious 2bed/2bath with in-unit washer/dryer and a balcony! This northwest corner unit in the sought after James House building in Sandburg Terrace is move in ready. The spacious main living room has park and lake views and a west facing balcony, perfect for those incredible sunsets. Updated kitchen with stainless steel appliances and granite countertops. Split bedroom floorplan. Master bedroom

  Kimberly Saydak Baird & Warner

  1560 N Sandburg Terrace Unit 915J, Chicago, IL 60610
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  /40

  $464,900

  • 2 Beds
  • 1 Bath

  1560 N Sandburg Terrace Unit 1710J, Chicago, IL 60610

  Presenting this rarely available spectacular newly gut rehabbed two bedroom unit with balcony on the much sought after east facing side of James House with lake views. Be the first to live in this beautiful unit, among the many new features are the in-unit washer & dryer. The entire unit was gut-renovated and finished to the highest standards. The large kitchen has contemporary gloss white

  Eamonn Stafford @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 1710J, Chicago, IL 60610
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  $449,900

  • 2 Beds
  • 1 Bath

  1560 N Sandburg Terrace Unit 2403J, Chicago, IL 60610

  Stunning newly gut rehabbed two bedroom unit at James House, with large balcony on a high floor with panoramic views of the city and skyline. Be the first to live in this unit, among the many new features is the in-unit washer & dryer. The entire unit was renovated and finished to the highest standards. The beautiful open kitchen has contemporary gloss white cabinets with black accent hardware

  Eamonn Stafford @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 2403J, Chicago, IL 60610
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  $1,980,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  824 W Armitage Ave Unit 2CD, Chicago, IL 60614

  This one of a kind, 2x wide, two level penthouse lives like a single-family home, offering 3400 square feet of living space plus the most amazing outdoor deck that spans the entire width of the home. Located right in the heart of the Armitage Corridor, everything is right out of your front door! Completely redone and enlarged, this home exudes the finest finishes throughout! The main level of the

  Emily Sachs Wong @properties Christie's International Real Estate

  824 W Armitage Ave Unit 2CD, Chicago, IL 60614
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  /20

  $334,900

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft

  1560 N Sandburg Terrace Unit 3506J, Chicago, IL 60610

  Stunning East-Facing one bedroom in sought after James House. Enjoy panoramic views of the lake, park, and city skyline from spacious home. Features include wood floors throughout, a modern kitchen with granite countertops, and a marble vanity in the updated bath. Step out onto your private balcony off the living room-perfect for watching the sunrise with your cup of coffee in the morning or

  Nancy Slattery @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 3506J, Chicago, IL 60610
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  $2,350,000

  • 5 Beds
  • 5.5 Baths
  • 5,200 Sq Ft

  1431 N Mohawk St, Chicago, IL 60610

  Chic design and contemporary finishes define this unique residence on a peaceful block in the heart of Old Town. Upon entry, you will find yourself in an exquisite two-story living room with large, picture windows, a fireplace, wide 5" oak plank floors, and sleek, white finishes, ushering in an abundance of natural light. The floor plan flows seamlessly into the separate dining area with a large

  Carrie McCormick @properties Christie's International Real Estate

  1431 N Mohawk St, Chicago, IL 60610
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  $1,650,000

  • 2 Beds
  • 2.5 Baths
  • 2,477 Sq Ft

  1550 N Clark St Unit 302, Chicago, IL 60610

  This remarkable home at Fifteen Fifty on the Park, inspired by the iconic Parker Hotel in Palm Springs, will give you vacation vibes all year round! These owners worked with Lauren Svenstrup of Studio Sven to create the ultimate dream home that is completely custom from top to bottom. Floor to ceiling windows bathe the open concept living spaces with incredible natural light, all overlooking

  Emily Sachs Wong @properties Christie's International Real Estate

  1550 N Clark St Unit 302, Chicago, IL 60610
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  $450,000

  • 2 Beds
  • 1 Bath

  1560 N Sandburg Terrace Unit 411J, Chicago, IL 60610

  Absolutely stunning renovation from experienced condo renovation team BW Designs. Experience a completely updated layout and all new luxe finishes throughout this perfect floorplan PLUS an IN-UNIT Washer/ Dryer. Split bedrooms, transformed bath, and an open kitchen and spacious living room. Beautiful bespoke details including black and gold knurled door hardware, high end quartz selections, all

  Shayne Wulbert @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 411J, Chicago, IL 60610
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  $1,835,000

  • 3 Beds
  • 3.5 Baths
  • 3,310 Sq Ft

  1550 N Clark St Unit 604, Chicago, IL 60610

  Presenting #604 - a rare opportunity to own a beautifully designed and thoughtfully upgraded 3 bedroom, 3 and a half-bathroom plus den home in one of Chicago's most sought-after locations. Spanning over 3,300 square feet, this incredible residence blends stylish design with modern functionality for an exceptional living experience. From the moment you step inside, five-inch white oak hardwood

  Christina Lotzer @properties Christie's International Real Estate

  1550 N Clark St Unit 604, Chicago, IL 60610
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  /19

  $415,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1960 N Lincoln Park W Unit 3011, Chicago, IL 60614

  Stunning High-Floor Condo in a Prime Lincoln Park Location Experience breathtaking views and modern upgrades in this beautifully updated 1-bedroom + office area condo, perfectly situated in a popular dog-friendly building at Clark & Armitage. Enjoy an oversized recessed balcony, ideal for grilling, unwinding, and taking in both Lake Michigan sunrises and stunning western sunsets. The

  Maureen Burns @properties Christie's International Real Estate

  1960 N Lincoln Park W Unit 3011, Chicago, IL 60614
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  /15

  $450,000

  • 2 Beds
  • 1 Bath

  1560 N Sandburg Terrace Unit 4011J, Chicago, IL 60610

  Penthouse Vibes, Prime Location, Showroom Style - Welcome to the James House! Perched high on the 40th floor of the iconic James House in Sandburg Village, this fully renovated 2-bedroom, 1-bath condo isn't just a home-it's a statement. With designer finishes, jaw-dropping sunset and skyline views, and every imaginable upgrade already done for you, this home delivers the rare combination of

  Mark Miles Spot Real Estate

  1560 N Sandburg Terrace Unit 4011J, Chicago, IL 60610
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  $3,250,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 7 Baths
  • 6,400 Sq Ft

  545 W Dickens Ave, Chicago, IL 60614

  Timeless and turnkey with an incredible outdoor footprint that includes a pool, 545 W. Dickens Ave. is a 5-6 bed/5.5 bath, 6,400-square-foot single-family home located in Chicago's coveted Lincoln School District. Situated on a charming residential stretch of Dickens, this 1880s home's facade has 50-ft-wide frontage that has been expertly maintained to preserve its original character, including

  Tim Salm Jameson Sotheby's Intl Realty

  545 W Dickens Ave, Chicago, IL 60614
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  /20

  $350,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1960 N Lincoln Park W Unit 1008, Chicago, IL 60614

  Calling all investors. South facing upgraded one bedroom with balcony in a full amenity building directly across from Lincoln Park. Currently leased through April 2026. Modern open concept floorplan with a dine-in kitchen island along with wood floors throughout unit. Kitchen features include stone countertops and stainless steel appliances. Perfect work from home nook converted from a

  Jeff Herbert Urban Living Properties, LLC

  1960 N Lincoln Park W Unit 1008, Chicago, IL 60614
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  /22

  $1,450,000

  • 3 Beds
  • 2.5 Baths

  1719 N Burling St Unit 2S, Chicago, IL 60614

  First resale of this newer construction home on one of the best Lincoln Park blocks! This building sits on an extra wide lot, allowing for unbelievably gracious interiors with a thoughtfully designed floorplan. A west-facing terrace spans the width of the home, with the perfect outdoor space. A private elevator entry directly into your home. The gracious living and dining area is completely open

  Emily Sachs Wong @properties Christie's International Real Estate

  1719 N Burling St Unit 2S, Chicago, IL 60614
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  $2,895,000

  1921 N Sedgwick St, Chicago, IL 60614

  Introducing 1921 N Sedgwick Avenue - a rare, income-producing property with substantial value-add and development upside in one of Chicago's most sought-after neighborhoods. Situated at the crossroads of Lincoln Park and the Old Town Triangle, this meticulously maintained six-unit building offers a compelling combination of strong in-place cash flow and long-term appreciation potential. This

  Steve Kehoe Compass

  1921 N Sedgwick St, Chicago, IL 60614
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  /31

  $2,899,998

  • 6 Beds
  • 7 Baths
  • 6,500 Sq Ft

  2054 N Mohawk St, Chicago, IL 60614

  This fabulous home offers an extra wide floorplan and a thoughtful design throughout and is located on one of the most premier blocks of East Lincoln Park. The main living space is located on the second level of the home, allowing for privacy and sensational natural light through large east-facing windows. The luxurious, all white kitchen is adorned with designer finishes with antiqued glass

  Emily Sachs Wong @properties Christie's International Real Estate

  2054 N Mohawk St, Chicago, IL 60614
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  /22

  $389,900

  • 2 Beds
  • 1 Bath

  1455 N Sandburg Terrace Unit 2604B, Chicago, IL 60610

  Discover this stunning, fully remodeled two-bedroom unit with breathtaking lake views in the heart of Old Town. The meticulously redesigned interior features a sleek open kitchen with custom cabinetry, quartz countertops, and top-of-the-line appliances. The modern bathroom has been fully renovated and showcases stylish, high-end fixtures. The primary bedroom offers a professionally organized

  Nadiia Glavin Keller Williams ONEChicago

  1455 N Sandburg Terrace Unit 2604B, Chicago, IL 60610
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  /5

  $1,570,000

  • 3 Beds
  • 4 Baths

  1631 N Halsted St, Chicago, IL 60614

  Located at 1631 N Halsted, this 3 unit, 5658 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1631 N Halsted St, Chicago, IL 60614
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  /6

  $1,700,000

  • 3 Beds
  • 6 Baths

  1629 N Halsted St, Chicago, IL 60614

  Located at 1629 N Halsted, this 3 unit, 5,755 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The below grade former restaurant space offers the opportunity for an owner/user to open up shop and use the residential and office unit income to cover their mortgage, or an

  Daniel Hyman Millennium Properties RE, Inc.

  1629 N Halsted St, Chicago, IL 60614
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  /9

  $2,100,000

  • 9 Beds
  • 8 Baths

  1625 N Halsted St, Chicago, IL 60614

  Located at 1625 N Halsted, this 4 unit, 8,174 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1625 N Halsted St, Chicago, IL 60614
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  /9

  $1,700,000

  • 6 Beds
  • 7 Baths

  1623 N Halsted St, Chicago, IL 60614

  Located at 1623 N Halsted, this 3 unit, 5,388 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1623 N Halsted St, Chicago, IL 60614
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  /34

  $2,099,000

  • 5 Beds
  • 3.5 Baths

  1719 N Fremont St, Chicago, IL 60614

  Welcome to this wonderful and impeccably maintained solid brick Lincoln Park Single Family home, featuring a super spacious, functional floorplan, and wonderful outdoor space. The main level features the amazing living space - with a gracious front living room, with beautiful Oak hardwood flooring, amazing light and a feature wood burning (or gas) fireplace The large separate dining room, in the

  Sam Jenkins Jameson Sotheby's Intl Realty

  1719 N Fremont St, Chicago, IL 60614
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  /39

  $1,800,000

  • 4 Beds
  • 3.5 Baths
  • 3,750 Sq Ft

  1955 N Halsted St Unit 1, Chicago, IL 60614

  You will think this is the model for new construction in the heart of Lincoln Park! Check out this 2018-bulit extra wide 3,750SF duplex down with 650 sq. ft. of private outdoor space. The gourmet kitchen boasts an 8' x 8' island with extra thick quartz, walk-in pantry, a 100-bottle Thermador wine fridge, quartz counters, and SubZero & Wolf appliances. Designed for luxury, this condo includes

  Eric Marcus Keller Williams ONEChicago

  1955 N Halsted St Unit 1, Chicago, IL 60614
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  /28

  $1,280,000

  • 6 Beds
  • 4 Baths

  1648 N Cleveland Ave, Chicago, IL 60614

  Four unit building located in the Lincoln Park/ Old Town area. Walking distance to North Ave beach, Lincoln Park zoo, theatres, restaurants and night life entertainment areas. Keep as rental units or redesign to single family. Own and live in one of the most exciting neighborhoods in the city.

  Gary Wydra Lasalle Assoc. Realtors Inc.

  1648 N Cleveland Ave, Chicago, IL 60614
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  /21

  $262,000

  • 1 Bed
  • 1 Bath

  1560 N Sandburg Terrace Unit 3207J, Chicago, IL 60610

  Elevated Junior one bedroom done to perfection! Expansive western windows (custom, app- or remote-controlled darkening curtains) provide gorgeous, unobstructed city views and spectacular sunsets. Gorgeous, well-thought-out kitchen: white modern cabinets, quartz countertops, and stainless steel appliances (2022). Brand new, spa-like bath with custom, walk-in shower(2024). Ample closets (Elfa in

  Bette Bleeker @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 3207J, Chicago, IL 60610
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  /86

  $9,450,000

  • 7 Beds
  • 5.5 Baths
  • 8,691 Sq Ft

  1853 N Burling St, Chicago, IL 60614

  Set on an expansive 44-ft-wide lot on the most coveted block of one of Chicago's most prestigious streets, 1853 N Burling is an exceptional custom-built estate. Situated in the heart of Lincoln Park, this architectural tour de force seamlessly combines masterful craftsmanship & refined modern living. Designed for extraordinary living, every element of this home has been carefully curated to

  Carrie McCormick @properties Christie's International Real Estate

  1853 N Burling St, Chicago, IL 60614

Showing Results 41 - 80, Page 2 of 3