Homes for Sale near Guidepost Montessori at Wicker Park

• 

  

  

  /23

  $249,000

  • 1 Bed
  • 1 Bath

  4745 N Ravenswood Ave Unit 210, Chicago, IL 60640

  Discover a cozy and stylish JR- 1Bed condo in one of Chicago's most desirable northside neighborhoods. Located in Ravenswood, this unique condo combines comfort, convenience, and modern living-perfect for professionals, commuters, or anyone seeking a vibrant city lifestyle. Prime location surrounded by new developments, restaurants, and boutique shops. Just down the block you'll find Mariano's

  Maria Linares Baird & Warner

  4745 N Ravenswood Ave Unit 210, Chicago, IL 60640
• 

  

  

  /18

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft

  2228 W Belmont Ave Unit 2, Chicago, IL 60618

  Experience better than new construction in the heart of Roscoe Village! This 3-bedroom, 2-bathroom condo offers 1,675 square feet of stylish comfort. Enjoy an open layout with sleek hardwood floors, a kitchen equipped with top of the line appliances, custom built ins for living room and primary bedroom, equipped with two private outdoor spaces one off of the living space and the second off of the

  Jacqueline Lotzof Compass

  2228 W Belmont Ave Unit 2, Chicago, IL 60618
• 

  

  

  /25

  $494,000

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  1224 W Van Buren St Unit 809, Chicago, IL 60607

  Welcome to the crown jewel of Van Buren Lofts, an expansive south facing 3 bed, 2 bath PENTHOUSE that stands as the largest floor plan in the building. Soaring 12 foot ceilings and expansive floor-to-ceiling windows fill the home with sunlight throughout the day, making even the chilliest Chicago winter days feel warm, bright and cheerful. Enjoy two private balconies, ideal for morning coffee or

  michele Clark Compass

  1224 W Van Buren St Unit 809, Chicago, IL 60607
• 

  

  

  /93

  $4,995,000

  • 5 Beds
  • 7 Baths
  • 8,250 Sq Ft

  1407 N Hoyne Ave, Chicago, IL 60622

  A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5+ bed/5.5 bath single-family home underwent a

  Tim Salm Jameson Sotheby's Intl Realty

  1407 N Hoyne Ave, Chicago, IL 60622
• 

  

  

  /14

  $449,000

  • 4 Beds
  • 1 Bath
  • 1,440 Sq Ft

  4460 N Tripp Ave, Chicago, IL 60630

  Mayfair home needs complete renovation or tear down and build new on huge 37' x 156' foot lot. Nice block in good location not far from Montrose L stop. Vintage Victorian style home with large plank wood siding. Easy to show.

  Gordon Munden Jameson Sotheby's Intl Realty

  4460 N Tripp Ave, Chicago, IL 60630
• 

  

  /14

  $195,000

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  2811 W Washington Blvd Unit 301, Chicago, IL 60612

  MOTIVATED SELLERS!! INVERSTOR FRIENDLY BUILDING!! Come take a look at this Great looking 2 Bed 2 Bath Condo right in the Heart of RED HOT East Garfield Park! And for all you investors out there, there are NO rental restrictions on this unit or the building, just no Airbnb allowed. And the leases need to be a minimum of one year. In the property there are beautiful Granite countertops, Maple

  David Mishel Compass

  2811 W Washington Blvd Unit 301, Chicago, IL 60612
• 

  

  /28

  $435,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  600 N Dearborn St Unit 1812, Chicago, IL 60654

  Perched high above the city, this vibrant southeast corner home dazzles with endless sunshine and sweeping skyline views. The smart split layout features two spacious bedrooms and two large baths, wrapped in floor-to-ceiling windows that flood every inch with light. Sleek hardwood floors, custom closets, and in-unit laundry bring style and ease to everyday living. Step outside to your own covered

  Anam Hargey @properties Christie's International Real Estate

  600 N Dearborn St Unit 1812, Chicago, IL 60654
• 

  

  /46

  $1,549,000

  • 2 Beds
  • 2 Baths
  • 1,663 Sq Ft

  2550 N Lakeview Ave Unit S605, Chicago, IL 60614

  Click on VIRTUAL TOUR for a closer look! Experience modern sophistication at 2550 N Lakeview - Lucien LaGrange's architectural masterpiece in East Lincoln Park. This luxurious 2-bedroom + den, 2-bath home faces east, offering spectacular views of Lake Michigan and Lincoln Park. Designed for both elegance and everyday comfort, the open-concept layout features espresso Snaidero cabinetry, Sub-Zero

  Michael Battista Jameson Sotheby's Intl Realty

  2550 N Lakeview Ave Unit S605, Chicago, IL 60614
• 

  

  /19

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  758 N Larrabee St Unit 820, Chicago, IL 60654

  River North 2-Bed / 2-Bath Condo with balcony & garage parking Experience modern city living in this stylish River North condo offering comfort, convenience, and thoughtful design. This spacious home features high ceilings, large windows, and a bright, open layout that fills the space with natural light. The eat-in kitchen is perfect for everyday living, with granite countertops, SS refrigerator

  David Montagano @properties Christie's International Real Estate

  758 N Larrabee St Unit 820, Chicago, IL 60654
• 

  

  /4

  $2,800,000

  • Land
  • 0.22 Acre
  • $12,727,273 per Acre

  Unlisted Address

  Premier Bucktown vacant development site comprised of four contiguous lots at 2326, 2328, 2332 and 2334 W Montana. The assemblage totals approximately 9,600 square feet 96x100 (each lot is 24x100) and offers strong flexibility for redevelopment. One parcel is zoned RT-4, with the remaining parcels zoned M1-2.

  Jeffrey Baasch AW Properties Global/Auction Works

  Unlisted Address
• 

  

  /23

  $375,000

  • 2 Beds
  • 2 Baths

  5 E 14th Place Unit 1506, Chicago, IL 60605

  Soak in incredible city views from this high-floor 2-bedroom, 2-bath condo in the vibrant heart of the South Loop! Move-in ready with a popular split floor plan, this home offers an open living and dining area with hardwood floors and a welcoming entry foyer with coat closet. The recently renovated kitchen features white cabinetry, sleek quartz countertops, and an eat-in island, opening

  Kate Waddell Compass

  5 E 14th Place Unit 1506, Chicago, IL 60605
• 

  

  /16

  $159,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  4101 W Iowa St Unit 6, Chicago, IL 60651

  Stunning 2nd floor 2 bedroom + one bathroom fully updated condo, in sought after Humboldt Park. Recent renovation, with modern kitchen. Great cabinetry, granite countertops with matching backsplash and stainless steel appliances. Gorgeous finishes & excellent open floor plan with ample space for living & dining that is open to kitchen. Enjoy hardwood floors and recessed lighting throughout + many

  Benjamin Lissner Baird & Warner

  4101 W Iowa St Unit 6, Chicago, IL 60651
• 

  

  /38

  $595,000

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  4718 W Addison St, Chicago, IL 60641

  Extra-wide lot steps to Kilbourn Park. Renovated 4BR/3BA with three finished levels of modern living. Sunlit open plan with custom kitchen featuring quartz counters, full stainless suite, and great prep/storage-flowing to a large private deck for easy indoor/outdoor entertaining. Spa-style baths on every level. Recent system upgrades include new electrical, plumbing, and two high-efficiency zoned

  Manuel Pineda Compass

  4718 W Addison St, Chicago, IL 60641
• 

  

  /26

  $419,900

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  4170 N Marine Dr Unit 18F, Chicago, IL 60613

  **RISER PROJECT DONE, HALLWAY PROJECT ALMOST FINISHED** Welcome to your high-floor retreat at The Waterford, where modern design meets sweeping Lake Michigan views in the ONLY unit available in the building! Perched on the 18th floor, this spacious 2-bedroom, 1.5-bath condo offers a wraparound balcony with great lake views. Completely renovated in 2020, this home was reimagined with today's

  Mark Zipperer RE/MAX Premier

  4170 N Marine Dr Unit 18F, Chicago, IL 60613
• 

  

  /22

  $275,000

  • 2 Beds
  • 1.5 Baths

  862 N Mozart St Unit 2F, Chicago, IL 60622

  Situated on a quiet treelined street this stylish and inviting 2-bedroom, 1.5-bath condo in the heart of Chicago's vibrant Humboldt Park neighborhood. This second-floor home is part of an all-brick, six-unit building that underwent a full gut rehab in 2012, blending classic Chicago architecture with modern comfort and peace of mind. Inside, you'll find bamboo hardwood flooring throughout and a

  Amber Kardosh @properties Christie's International Real Estate

  862 N Mozart St Unit 2F, Chicago, IL 60622
• 

  

  /21

  $949,000

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  1317 W Byron St, Chicago, IL 60613

  Phenominal painted victorian on a corner lot in Lake View, right off of Southport! Long-term owners have decided to sell and move on. This is THE single family home available in the Blaine school district at this price point, so if you don't want a condo, this is what you should be looking at! Property needs updating to suit the new owner's taste but the major things have been done; making it

  Mark Fonter Vylla Home

  1317 W Byron St, Chicago, IL 60613
• 

  

  /27

  $650,000

  • 6 Beds
  • 2 Baths

  2916 S Union Ave, Chicago, IL 60616

  Bridgeport 2-Flat in a prime location! Each spacious unit offers 3 bedrooms and 1 bath, ideal for live-in owners or those looking to generate rental income. The 2nd-floor unit features its own washer/dryer, and the basement includes additional laundry and storage. Enjoy a fully fenced yard with a patio area perfect for entertaining or relaxing, along with a convenient 2-car garage. Recent 2025

  Kelly Deschamp Exit Real Estate Partners

  2916 S Union Ave, Chicago, IL 60616
• 

  

  /31

  $489,900

  • 5 Beds
  • 3 Baths

  349 W 26th St, Chicago, IL 60616

  Location, location, location. First time on the market in 25 years. Investment Opportunity or Multi-Generational Living! It features two separate units with seperate utilities, perfect for investors or extended families. Unit A on the first floor offers 2 bedrooms and 1 bathroom. Unit B, spanning the second and third floors, includes 3 bedrooms, 1.5 bathrooms, with the second floor housing the

  Sonny Ruan Chi Real Estate Group LLC

  349 W 26th St, Chicago, IL 60616
• 

  

  /32

  $410,000

  • 2 Beds
  • 2 Baths

  1901 S Calumet Ave Unit 2912, Chicago, IL 60616

  Harbor View! Enjoy phenomenal downtown views and beautiful sunsets from this highly upgraded penthouse, 2 bedroom 2 bathroom plus den which is located. One of the most well run and beautiful, full amenity buildings in the South Loop! Always smiling face at the front door to welcome you! The kitchen amazing chef's features Snaidero cabinets, upgraded quartz counter tops, Grohe faucets, high-end

  Donna Surma New West Realty Partners LLC

  1901 S Calumet Ave Unit 2912, Chicago, IL 60616
• 

  

  /36

  $499,900

  • 5 Beds
  • 2 Baths

  2914 W Polk St, Chicago, IL 60612

  Step right up into this fully renovated multi-unit gem in the heart of the near-West side! Every detail has been modernized. This classic 1919 two-unit brick building offers a compelling investment or owner-occupant opportunity in the 60612 ZIP code. Two spacious units - one 2-bedroom/1 bath and one 3-bedroom / 1 bath - each boasting formal living and dining rooms, giving owners or tenants

  Amy Gillham HomeSmart Connect LLC

  2914 W Polk St, Chicago, IL 60612
• 

  

  /29

  $375,000

  • 3 Beds
  • 3.5 Baths

  527 N Ridgeway Ave, Chicago, IL 60624

  Come and view this beautifully-rehabbed and spacious 3 bed/3.1 bath home in Garfield Park! Bright, open concept 1st floor features a sitting area and dining room, half-bath, coast closet, recessed lighting, electric fireplace with natural stone surround, and hardwood floors throughout. Large kitchen with custom granite island and countertops, 4-piece stainless steel appliance package, and

  Jessica Hayes Century 21 S.G.R., Inc.

  527 N Ridgeway Ave, Chicago, IL 60624
• 

  /2

  $865,000

  • 2 Beds
  • 1 Bath

  3222 N Drake Ave, Chicago, IL 60618

  2-Flat in Prime Logan Square/Avondale Location Great investment opportunity in the vibrant Logan Square/Avondale neighborhood! This frame 2-flat offers two units, each with 2 bedrooms and 1 bathroom. The property includes a 2-car garage and is ideally located near restaurants, shops, public transportation, and easy expressway access. Home needs work - perfect for investors, rehabbers, or

  Rebecca Parise Sav-More Realty, Inc.

  3222 N Drake Ave, Chicago, IL 60618
• 

  

  /55

  $375,000

  • 7 Beds
  • 5 Baths

  4339 W Monroe St, Chicago, IL 60624

  Classic Chicago Greystone two-flat in the fast-rising West Garfield Park, delivered with full architectural plans, drawings, and permits-a rare, high-upside opportunity nearly ready for completion. Featuring a newer roof with a fresh layer on top, all-new plumbing (city-passed), and all-new electrical (awaiting final city approval), this property offers peace of mind and major value-add

  Michael Applegate Straight-A Realty, LLC

  4339 W Monroe St, Chicago, IL 60624
• 

  

  /32

  $655,000

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1335 S Prairie Ave Unit 1802, Chicago, IL 60605

  Welcome to the highly sought-after Prairie District in South Loop, where a great opportunity awaits!! This spacious split floor plan on the 18th floor is in pristine condition and boasts the most amazing east facing views you will ever find. Large cooks kitchen with stainless steel appliances, granite countertops, double oven, new microwave (2025), and plenty of counter space for bar stools and

  Morgan Sage Berkshire Hathaway HomeServices Chicago

  1335 S Prairie Ave Unit 1802, Chicago, IL 60605
• 

  

  /26

  $214,950

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  3930 N Pine Grove Ave Unit 2313, Chicago, IL 60613

  Sleek new (Aug. 2024) stainless appliances and fabulous lake views in this stunning 23rd floor unit. Step into a bright, open-concept living space where the kitchen features granite countertops and an island with built-in shelving and wine storage. The 5-burner electric range and microwave are equipped with voice control via the SmartThings app. Updated vanity in the bathroom with granite

  Jerome Witte My Town Realty Group Inc

  3930 N Pine Grove Ave Unit 2313, Chicago, IL 60613
• 

  

  /28

  $199,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  5320 N Sheridan Rd Unit 2304, Chicago, IL 60640

  Welcome to The Metropolitan Condominiums, one of Edgewater Beach's most coveted addresses along Sheridan Road - and for good reason. This stylish 1-bedroom, 1-bath condo doesn't just offer a home; it offers a front-row seat to Lake Michigan and Foster Beach, with views that'll make your morning coffee taste just a little bit better. Inside, you'll find an open-concept living and dining area

  Kyle Hadley Kale Realty

  5320 N Sheridan Rd Unit 2304, Chicago, IL 60640
• 

  

  /22

  $750,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 2 Baths

  2237 N Hoyne Ave Unit 3N, Chicago, IL 60647

  Welcome home! Fall in love with this modern Bucktown penthouse by award-winning Halcyon Development. Built in 2020, this wide, contemporary home features soaring ceilings, grey-stained oak floors, and a covered front terrace. The open layout showcases a stunning chef's kitchen with a massive quartz island, custom high-gloss cabinetry, herringbone backsplash, and premium appliances - perfect for

  Becky Sexson Baird & Warner

  2237 N Hoyne Ave Unit 3N, Chicago, IL 60647
• 

  

  /17

  $319,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 3008, Chicago, IL 60654

  Open renovation of sunny, east facing one bedroom one bathroom at Marina Towers. Enjoy beautiful views of the Chicago River and Lake Michigan from two large balconies. Modern concept kitchen, living, and bedroom with an eye for maximizing light and views. Kitchen features breakfast passthrough with granite counters, wood cabinets and stainless steel appliances. Upgraded bathroom has a built-in

  Michael Michalak RE/MAX 10 Lincoln Park

  300 N State St Unit 3008, Chicago, IL 60654
• 

  

  /15

  $165,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  4343 N Clarendon Ave Unit 2613, Chicago, IL 60613

  West-facing one-bedroom, one-bath with brand-new laminate plank flooring with sweeping sunset and skyline views. Monthly assessments include heat, air conditioning, high-speed internet, and basic cable-electric is the only utility you cover. Parking space available for $25,000 additional (easily rents for 275 a month). This building delivers true full-amenity living with 24-hour door staff, an

  Walker Robinson RE/MAX Premier

  4343 N Clarendon Ave Unit 2613, Chicago, IL 60613
• 

  

  /25

  $450,000

  • 2 Beds
  • 2.5 Baths

  680 N Lake Shore Dr Unit 518, Chicago, IL 60611

  Spacious and well-maintained, this 2-bedroom, 2.5-bath unit is located in a desirable full-amenity building. The home features a newly remodeled kitchen, bathrooms, and laundry area. The cook's kitchen includes black granite counters, top-tier appliances, and space for a large dining table. Blonde oak floors run through the kitchen and hallways. A built-in office nook near the entry adds

  John Floros Fulton Grace Realty

  680 N Lake Shore Dr Unit 518, Chicago, IL 60611
• 

  

  /20

  $639,000

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1335 S Prairie Ave Unit 1504, Chicago, IL 60605

  Experience show-stopping views of Lake Michigan, renowned museums, Soldier Field, and the vibrant Navy Pier fireworks, all from the comfort of your home! Welcome to the highly sought-after Prairie District in South Loop, where a rare opportunity presents itself with this breathtaking east-facing 2-bedroom, 2-bathroom condo. The expansive living and dining area boasts elegant hardwood floors and

  Linda Feinstein Compass

  1335 S Prairie Ave Unit 1504, Chicago, IL 60605
• 

  

  /21

  $465,000

  • 6 Beds
  • 3 Baths

  4832 W Harrison St, Chicago, IL 60644

  Beautifully Renovated 2 unit with finished basement features two - 3 bedroom apartments, first floor duplexed to basement for extended living. All separate heat Electric and H20 plus brand new roof top central air units. Custom kitchens with 42 inch cabinets quartz countertops in Kitchen and baths. Brand new Hardwood floors throughout and Stainless steel Appliances for both apartments. Located

  Cedrick Hunter Hunter's Realty, Inc.

  4832 W Harrison St, Chicago, IL 60644
• 

  

  /5

  $22,000

  • Land
  • 0 Acre

  2 E Erie St Unit 666, Chicago, IL 60611

  Great location in the building. Well maintained parking garage/ space. Currently rented month to month. parking space dimensions are approximate.

  Greg Viti Keller Williams ONEChicago

  2 E Erie St Unit 666, Chicago, IL 60611
• 

  

  /23

  $2,499,000

  • 7,975 Sq Ft

  3135 N Clifton Ave, Chicago, IL 60657

  Essex Three-Twelve, LLC. has been exclusively engaged to market for sale 3135 N. Clifton Ave., a multi-family apartment property ideally located in Chicago's highly desirable Lakeview neighborhood. The property, which consists of five (5) large apartments, sits on an extra-wide 36-foot lot, and has a unit mix of three (3) 3 Bd/2 Ba simplex apartments, one (1) 2 Bd/2.5 Ba Coach House, and one (1)

  Niko Apostal Essex 312, LLC

  3135 N Clifton Ave, Chicago, IL 60657
• 

  

  /11

  $18,000

  • Land
  • 0 Acre

  1606 S Drake Ave, Chicago, IL 60623

  Discover an incredible opportunity in the heart of North Lawndale! This RT-4 zoned land lot offers the perfect canvas for your next residential or multi-unit development. Ideally situated just off a major street, the property provides excellent visibility and accessibility while maintaining a sense of neighborhood charm. A rear alley offers convenient access for parking or future garage

  Tabren Smith EXIT Strategy Realty

  1606 S Drake Ave, Chicago, IL 60623
• 

  

  /22

  $445,000

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  625 W Jackson Blvd Unit 411, Chicago, IL 60661

  NE Corner 2 BR/2 BA 1350 SF 2 bedroom 2 bath - gorgeous renovated kitchen and baths. Exclusive to this home is the hall gallery art by renowned artist Penny Pinch. Balcony with views of Sears Tower! In-unit washer/dryer, and parking are included! Easy access to loop offices, the lakefront, and highway/CTA transportation. Hurry to visit this remarkable property!

  Anne Rossley Baird & Warner

  625 W Jackson Blvd Unit 411, Chicago, IL 60661
• 

  

  /25

  $485,000

  • 6 Beds
  • 2 Baths

  1242 S Sawyer Ave, Chicago, IL 60623

  Welcome to this beautifully rehabbed two-flat grey stone in the heart of Chicago! This spacious brick building offers 6 total bedrooms -3 bedrooms per floor - each unit featuring large open-concept kitchens that flow seamlessly into the family and/or dining rooms, perfect for entertaining or comfortable everyday living. The first floor has been completely gutted and remodeled, offering modern

  Carla Sumerlin Kale Realty

  1242 S Sawyer Ave, Chicago, IL 60623
• 

  

  /17

  $140,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  3900 N Lake Shore Dr Unit 14D, Chicago, IL 60613

  Here's your opportunity to grab a huge one bedroom condo on the lake. The unit boasts an entire wall of south facing windows to capture the light and views from Lake Michigan to Wrigley Field. The kitchen has maple cabinets with dovetailed drawers. The bath has a newer vanity and shower surround. The bedroom is big enough to easily fit a king size bed. There is also plenty of storage throughout.

  Eric Carlson Baird & Warner

  3900 N Lake Shore Dr Unit 14D, Chicago, IL 60613
• 

  

  /30

  $729,900

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

  616 N May St Unit 3C, Chicago, IL 60642

  MOTIVATED SELLER, OFFERING SIGNIFICANT CLOSING CREDIT! Expansive duplex penthouse, 2 bed + DEN / 2.1 baths with three private outdoor spaces and sweeping skyline views at the crossroads of West Loop, River West, and West Town. Featuring a designer-renovated primary bath, updated chef's kitchen, and garage parking, this home blends modern comfort with city convenience. Inside, soaring ceilings and

  Peter Kozera Eras Brokerage and Realty LLC

  616 N May St Unit 3C, Chicago, IL 60642
• 

  

  /37

  $549,999

  • 4 Beds
  • 3.5 Baths
  • 2,910 Sq Ft

  1522 N Leamington Ave, Chicago, IL 60651

  This stunning newer construction home offers luxurious living with impeccable design and finishes. The spacious living and dining room is flooded with natural light, creating a warm and inviting atmosphere. A stunning chandelier and beautiful hardwood flooring add an elegant touch, making it the perfect space for entertaining guests. The modern kitchen features 44" cabinets, quartz countertops, a

  Eduardo Garcia Realty of America, LLC

  1522 N Leamington Ave, Chicago, IL 60651

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