Homes for Sale near Bennett Day School

• 

  

  

  /16

  $299,000

  $6K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  5 E 14th Place Unit 1402, Chicago, IL 60605

  Imagine enjoying the Chicago Air & Water Show from your own private 14th-floor balcony-no crowds, just breathtaking lake views. Experience the best of South Loop living from the 14th floor! This 1-bedroom, 1-bath condo features a brand-new private east-facing balcony with breathtaking views of Lake Michigan and the Museum Campus-the perfect place to enjoy your morning coffee or unwind at the end

  Andrea Leu Coldwell Banker Realty

  5 E 14th Place Unit 1402, Chicago, IL 60605
• 

  

  

  /34

  $384,500

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 3405, Chicago, IL 60654

  Experience sophisticated city living in this beautifully renovated one-bedroom residence located at 300 N State St, Unit 3405, in Chicago's iconic Marina City. Designed with modern elegance in mind, this stunning home features an open-concept layout, floor-to-ceiling windows, and two private balconies showcasing breathtaking skyline and river views. The custom-designed kitchen is the centerpiece

  Cristina Timbalist Coldwell Banker Realty

  300 N State St Unit 3405, Chicago, IL 60654
• 

  

  

  /26

  $1,475,000

  Open Sun 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 2,750 Sq Ft

  2745 N Greenview Ave Unit 1, Chicago, IL 60614

  Beautifully designed four-bedroom, three-and-a-half-bath duplex that lives like a single-family home in an exceptional Lincoln Park location! Situated on a corner lot with its own private entrance, the home features an extra-wide floor plan, incredible natural light and 10-foot ceilings on both levels. The sun-filled main level centers around a chef's kitchen with quartz countertops, an oversized

  Heather Ruwe @properties Christie's International Real Estate

  2745 N Greenview Ave Unit 1, Chicago, IL 60614
• 

  

  /2

  $1,500,000

  • 6 Beds
  • 2 Baths

  2732 W Belmont Ave, Chicago, IL 60618

  Rare opportunity to own a unique mixed-use property offering exceptional income and redevelopment potential. Located in a prime Avondale location just east of the California/Elston intersection...this 75' x 120' triple lot has 75 feet of frontage along Belmont Avenue and contains a fully renovated all-brick 2-flat , a large brick carriage house/garage, and a private parking lot...The brick 2-flat

  Craig Wolf Strauss Realty Ltd

  2732 W Belmont Ave, Chicago, IL 60618
• 

  

  

  /36

  $475,000

  Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,528 Sq Ft

  2545 S Dearborn St Unit 525, Chicago, IL 60616

  Experience authentic loft living in the historic Opera Lofts, where original architectural artifacts and relics are displayed throughout this distinctive, art-inspired building. This upgraded 2-bedroom, 2-bath residence offers approximately 1,528 square feet of open-concept living space with dramatic 19-foot ceilings, hardwood floors, a fireplace, and a spacious private balcony accented by a

  Joanna Olszynska Compass

  2545 S Dearborn St Unit 525, Chicago, IL 60616
• 

  /2

  $300

  • Land
  • 0 Sq Ft

  401 N Wabash Ave Unit P294, Chicago, IL 60611

  Parking spot for rent - $350 per month, one year minimum.

  James Qiu Kale Realty

  401 N Wabash Ave Unit P294, Chicago, IL 60611
• 

  

  /34

  $2,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,453 Sq Ft

  363 E Wacker Dr Unit 1506, Chicago, IL 60601

  Welcome to The St. Regis Chicago Residences, one of the city's most distinguished addresses and an architectural landmark by internationally acclaimed architect Jeanne Gang of Studio Gang. Rising above the meeting point of the Chicago River and Lake Michigan, the tower's crystalline silhouette has become an unmistakable presence on the Chicago skyline, bringing together world-class architecture,

  Rafael Murillo Compass

  363 E Wacker Dr Unit 1506, Chicago, IL 60601
• 

  

  /58

  $1,099,900

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  1433 S Prairie Ave Unit H, Chicago, IL 60605

  Experience luxury living in the heart of South Loop / Museum Park! This exceptional 4-bedroom, 3.1-bathroom 3,800 square feet townhome with a dedicated office, private terrace, and attached heated 2-car garage offers the perfect combination of sophisticated design, generous living space, and an unbeatable location. Spanning three spacious levels, the home features soaring ceilings, hardwood

  Sonny Ruan Chi Real Estate Group LLC

  1433 S Prairie Ave Unit H, Chicago, IL 60605
• 

  

  /26

  $465,000

  • 8 Beds
  • 6 Baths

  4344 W Lexington St, Chicago, IL 60624

  Excellent investment opportunity! This well-maintained 3-flat features three spacious units, each offering a primary bedroom with a private en-suite bath, an additional full bathroom, separate furnace, water heater, central air, and washer/dryer hookups. Units 1 and 2 are currently rented, while Unit 3 is vacant-perfect for an owner-occupant or additional rental income. The full basement offers

  Frank Montro Better Homes & Gardens Real Estate

  4344 W Lexington St, Chicago, IL 60624
• 

  

  /39

  $2,200,000

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  257 E Delaware Place Unit 10AB, Chicago, IL 60611

  Few residences in the Gold Coast offer what discerning luxury buyers value most: an entire floor to themselves, direct private elevator access, exceptional scale, historic character, and the quiet privacy of boutique living. At 257 East Delaware Place, all those qualities come together in one extraordinary penthouse. Set within an elegant 1917 boutique building with just 12 residences, Unit 10AB

  Carrie McCormick @properties Christie's International Real Estate

  257 E Delaware Place Unit 10AB, Chicago, IL 60611
• 

  /2

  $250

  • Land
  • 0 Sq Ft

  10 E Ontario St Unit S922, Chicago, IL 60611

  INDOOR-IN BUILDING COVERED SPACE FOR RENT.

  Monina Canete Guidance Realty

  10 E Ontario St Unit S922, Chicago, IL 60611
• 

  

  /27

  $699,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  847 W Roscoe St Unit 1, Chicago, IL 60657

  Classic Lakeview greystone character meets a clean, modern update in this 3 bedroom, 2 bath duplex down. The main level features bay windows, generous trim, a built in china hutch in the formal dining room, and a decorative fireplace anchoring the living room, all over rich hardwood floors. The kitchen offers white and charcoal shaker cabinetry, quartz counters, a glass tile backsplash, stainless

  Alex Grange Real Broker LLC

  847 W Roscoe St Unit 1, Chicago, IL 60657
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  /25

  $382,500

  $2K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,643 Sq Ft

  3750 N Lake Shore Dr Unit 1D, Chicago, IL 60613

  Welcome to 3750 Lake Shore Drive, a hidden gem providing a seldom-found value for the most discerning buyers. This historic cooperative is soaked in timeless charm, architectural features, yet welcomes you into a modern lifestyle. Anchored by a beautiful timeless lobby, and an iconic atrium with in-ground pool and a fitness center - this is truly 1930 and 2026 in one ideal oasis. One of the only

  Joe Tyler Gerber Baird & Warner

  3750 N Lake Shore Dr Unit 1D, Chicago, IL 60613
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  /2

  $15,000

  $8K PRICE DROP

  • Land
  • 0 Sq Ft

  303 W Ohio St Unit P173, Chicago, IL 60654

  7TH FLOOR Indoor Parking Space in Silver Tower. Must own in building to purchase.

  Jennifer Christopher Oak Leaf Realty

  303 W Ohio St Unit P173, Chicago, IL 60654
• 

  

  /29

  $529,900

  New Construction Pending

  • 2 Beds
  • 2 Baths
  • 1,343 Sq Ft

  3329 N Whipple St Unit 1, Chicago, IL 60618

  Beautiful new construction, all brick 2 bed/2 bath condo nestled within a quiet, tree lined block in East Avondale. Upon entry, this sophisticated first floor condo showcases a private paved front yard garden. The unit is filled with designer light fixtures, custom stone, and elegant millwork throughout making the space live like a single family home. Experience the 10' ceilings, herringbone

  Paulina Sambor Real People Realty

  3329 N Whipple St Unit 1, Chicago, IL 60618
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  /37

  $636,500

  • 2 Beds
  • 2 Baths
  • 1,297 Sq Ft

  123 S Green St Unit 506B, Chicago, IL 60607

  Breathtaking, unobstructed east-facing skyline views await from dual private balconies in this premier 5th-floor residence at The Emerald. This turn-key West Loop gem offers a 2-bedroom, 2-bathroom split floor plan with floor-to-ceiling glass, hardwood floors throughout, and an airy, open layout filled with natural light. Enjoy total peace of mind with an appliance package installed within the

  Nayibe Garces Prello Realty

  123 S Green St Unit 506B, Chicago, IL 60607
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  /26

  $243,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  535 N Michigan Ave Unit 2003, Chicago, IL 60611

  LOCATION, LOCATION, LOCATION! Enjoy Magnificent Mile living in this spacious, high-floor 1-bedroom condo. South-facing bay windows fill the living room and bedroom with natural light, while espresso flooring adds warmth to the main living area. The updated kitchen features stainless steel appliances, espresso cabinets with soft-close doors, quartz countertops, a tile backsplash, pendant lighting,

  Sasidanai Tasaniyom Century 21 S.G.R., Inc.

  535 N Michigan Ave Unit 2003, Chicago, IL 60611
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  /31

  $625,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft

  330 W Diversey Pkwy Unit 2007-09, Chicago, IL 60657

  BLANK SLATE | KILLER VIEWS | HUGE HOME IN SKY. For those who simply aren't finding their dream home...Perhaps it doesn't exist yet? This opportunity offers two side-by-side units on the 20th floor of architect Mies van der Rohe's iconic Commonwealth Plaza. Floor-to-ceiling windows throughout are the backdrop to this amazing modernist space. Imagine views south, unobstructed over Lake Michigan,

  Caroline Moellering @properties Christie's International Real Estate

  330 W Diversey Pkwy Unit 2007-09, Chicago, IL 60657
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  /27

  $525,000

  • 3 Beds
  • 2 Baths

  1427 W Superior St Unit 2F, Chicago, IL 60642

  Don't miss this opportunity during low-inventory days to grab this cute and cozy duplex in hot Noble Square! Located on a quiet street with mature trees, this is what you picture when you envision your first home in Chicago. This duplex up has all the modern touches (quartz countertops, stainless appliances) and the classic touch of a fully brick structure to ease your mind. With 3 spacious

  Laura Renaldo Look With Laura

  1427 W Superior St Unit 2F, Chicago, IL 60642
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  /21

  $889,000

  $6K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft

  850 N Lake Shore Dr Unit 807, Chicago, IL 60611

  Now 80% sold and ready for immediate occupancy! One-, two-, and three-bedroom units available ranging from 1000-3700+ square feet. 807 is a 1402 sq ft corner split 2 bedroom with views of the lake and city, expansive living/dining room, open kitchen with all new SS Bosch kitchen appliances and new, in-unit Whirlpool washer and dryer. 850 Lake Shore Drive, awarded Development of the Year, is a

  Lisa McMillan Wolf Residential Group LLC

  850 N Lake Shore Dr Unit 807, Chicago, IL 60611
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  /44

  $499,000

  Pending

  • 7 Beds
  • 3 Baths

  4211 W Gladys Ave, Chicago, IL 60624

  Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a

  Shaheen Pervaiz Exit Strategy Realty

  4211 W Gladys Ave, Chicago, IL 60624
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  /25

  $1,500,000

  Pending

  • 5 Beds
  • 3.5 Baths

  2326 W Erie St, Chicago, IL 60612

  You'll notice it before you can name it. Standing out front, taking in the clean lines and quiet confidence of this 5 bedroom, 3.5 bath contemporary masterpiece, something reads differently. The extra width, a full 30-foot lot where nearly every home nearby was built on 25. Five feet that change everything past the front door. The house doesn't narrow. It opens. Sunlight travels the length of the

  Scott Newman Keller Williams ONEChicago

  2326 W Erie St, Chicago, IL 60612
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  /8

  $995,000

  Pending

  • 2 Beds
  • 3.5 Baths
  • 2,754 Sq Ft

  180 E Pearson St Unit 4207, Chicago, IL 60611

  Stunning southwest corner residence with unobstructed panoramic views of Navy Pier, Lake Michigan, the Chicago skyline, and spectacular sunsets from the 42nd floor of the iconic Water Tower Residences. Spanning over 2,700 square feet and offered in its current condition, Residence 4207 presents a rare opportunity to renovate and create a truly custom home around an exceptional floor plan with

  Julie Harron Jameson Sotheby's Intl Realty

  180 E Pearson St Unit 4207, Chicago, IL 60611
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  /36

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 4,308 Sq Ft

  840 N Lake Shore Dr Unit 1801, Chicago, IL 60611

  Designed for those who appreciate exceptional architecture and luxury, this one-of-a-kind residence at 840 N Lake Shore Drive offers an opportunity to own one of Chicago's most distinctive homes in the sky. Designed by acclaimed architect Lucien Lagrange, the building is known for its timeless limestone facade, premier Gold Coast location, and sweeping Lake Michigan views. Unlike any other "01"

  Julie Cassin @properties Christie's International Real Estate

  840 N Lake Shore Dr Unit 1801, Chicago, IL 60611
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  /38

  $1,299,000

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

  161 E Chicago Ave Unit 24-02, Chicago, IL 60611

  RARELY available two-story duplex in the iconic Olympia Centre, one of Chicago's most prestigious luxury residences. Soaring 25-foot floor-to-ceiling picture windows create a dramatic architectural statement while framing breathtaking panoramic views of Michigan Avenue, Lake Michigan, the historic Water Tower, and the John Hancock Center. Bathed in natural light, this extraordinary home offers an

  Ornit Mandell Ornit Mandell

  161 E Chicago Ave Unit 24-02, Chicago, IL 60611
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  /48

  $750,000

  • 14 Beds
  • 4 Baths

  1627 N Kedzie Ave, Chicago, IL 60647

  Investor gem in a prime Humboldt Park location! This legal 3-unit property also includes an additional studio with a full bathroom. Units 1 and 2 each offer 5 bedrooms, a living room, kitchen, and enclosed porch, plus a basement for extra storage. Just steps from Humboldt Park and a few blocks from The 606 Trail, with easy access to transportation, restaurants, shopping, Logan Square, Wicker

  Bianey Soto Realty of America, LLC

  1627 N Kedzie Ave, Chicago, IL 60647
• 

  

  /21

  $344,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  4214 N Kenmore Ave Unit GF, Chicago, IL 60613

  Motivated Owners are selling their thoughtfully maintained Uptown neighborhood, 2-bedroom, 2-full-bath ground-floor condo in a charming vintage building with a secure entrance. Rehabbed within the last 10 years, this move-in-ready home blends timeless character with modern updates and meticulous care. Recent improvements include a new toilet, vanity, exhaust fan, and light fixture in the hall

  Charlotte Davis Real People Realty

  4214 N Kenmore Ave Unit GF, Chicago, IL 60613
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  /46

  $1,400,000

  1713 S Jefferson St, Chicago, IL 60616

  Introducing 1713 S Jefferson, a turnkey, legal 6 unit building in the rapidly growing East Pilsen/South Loop neighborhood. Gut rehabbed to the studs in 2024, each unit features brand new plumbing, electric, stainless steel appliances, central air and central heat, with in-unit washer and dryer. The roof was redone in 2024, along with a new water service to the building and a brand new metal back

  Donald Hajdari AAA Real Estate

  1713 S Jefferson St, Chicago, IL 60616
• 

  

  /35

  $839,000

  • 1 Bed
  • 1.5 Baths
  • 1,186 Sq Ft

  340 E Randolph St Unit 907, Chicago, IL 60601

  One of only 13 units offering a 12' x 10' terrace, the size of a bedroom off of a sumptuous living room from this southwest nearly 1200 square feet perfect height corner residence in the very highest regarded Lakeshore East Building, 340 on the Park. Residence 907's terrace offers room for a day bed, heat lamp, 4 - 6 top, grill, comfortability, a "bow-out" from the exterior glass of the building

  Nicholas Colagiovanni Baird & Warner

  340 E Randolph St Unit 907, Chicago, IL 60601
• 

  

  /11

  $1,115,000

  $996K PRICE INCREASE

  3100 W Lexington St, Chicago, IL 60612

  7 Building units gut rehabbed to the highest quality. Newer appliances, granite counters, hardwood floors, tenantn paid heat & electricity. Most baths include walk in showers artfully tiled. First floor laundry room with coin machines available for tenant use. Heavy iron gate protects building on two sides. Corner location allows for easy street parking on Albany. Excellent location minutes from

  Marguerite Dooley Charles Rutenberg Realty of IL

  3100 W Lexington St, Chicago, IL 60612
• 

  

  /61

  $924,200

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

  505 N Lake Shore Dr Unit 5706, Chicago, IL 60611

  Welcome to the Iconic Lake Pointe Tower at 505 N LSD. This Building set an example of luxury and the mix of the Urban and Suburban life style in one place. Incomparable views from this beautiful high floor pristine condo of the lake, skyline, Navy Pier, sailboats & fireworks. White Carerra marble floors and Hardwood floors. Preferred open concept kitchen, dining and living rooms. Large kitchen

  Nader Shahat Green Equities LLC

  505 N Lake Shore Dr Unit 5706, Chicago, IL 60611
• 

  

  /17

  $85,000

  $15K PRICE DROP Pending

  • Studio
  • 1 Bath
  • 600 Sq Ft

  2921 S Michigan Ave Unit 413, Chicago, IL 60616

  Affordable Pet-Friendly Chicago Studio with Pool, Tennis Courts & Prime South Side Location Don't miss this opportunity to own a bright, pet-friendly studio in one of Chicago's most convenient South Side locations! This east-facing unit offers abundant natural light, beautiful wood flooring throughout, and peaceful park views. The thoughtfully designed floor plan features a full kitchen, a full

  Salman Khan Kale Realty

  2921 S Michigan Ave Unit 413, Chicago, IL 60616
• 

  

  /35

  $875,000

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  222 E Chestnut St Unit 6B, Chicago, IL 60611

  Experience unparalleled service and timeless sophistication in one of Streeterville/Gold Coast's most sought-after 1920s boutique buildings. Built in 1929, designed by prominent Chicago based architects Rissman and Hirschfeld right before the Great Depression, this is truly a historical masterpiece. With only three residences per floor and one of the only buildings in Chicago with 24/7 door staff

  Kim Kelly Compass

  222 E Chestnut St Unit 6B, Chicago, IL 60611
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  /26

  $625,000

  • 1 Bed
  • 2 Baths
  • 1,220 Sq Ft

  401 N Wabash Ave Unit 2138, Chicago, IL 60611

  Experience elevated city living in this exceptionally spacious deluxe king 1-bedroom, 2-bath residence within one of Chicago's most prestigious addresses. Offered fully furnished with sophisticated designer furnishings, this elegant home features stunning Southeast skyline and river views with timeless finishes throughout. Generous living and dining spaces provide the perfect setting for both

  Allie Cipra Coldwell Banker Realty

  401 N Wabash Ave Unit 2138, Chicago, IL 60611
• 

  

  /29

  $925,000

  New Construction Open Sun 11AM - 12:30PM

  • 3 Beds
  • 2 Baths

  2254 W Chicago Ave Unit 2N, Chicago, IL 60622

  Two residences have already been pre-sold, only six residences remain. Welcome to this stunning eight-unit luxury boutique ELEVATOR building in the heart of Ukrainian Village, where architecture, culture, and everyday convenience come together beautifully. Surrounded by beloved coffee shops, destination restaurants, local boutiques, and some of the neighborhood's most iconic historic churches,

  Svitlana Creadon Compass

  2254 W Chicago Ave Unit 2N, Chicago, IL 60622
• 

  

  /33

  $1,780,000

  • 9 Beds
  • 6 Baths

  1415 W Augusta Blvd, Chicago, IL 60642

  Location! location! Location! Large updated 3 unit building located in central noble square walking distance to wicker park and Ukrainian village with rare high ceilings in the 2 upper units and 3 single car separate covered garage spaces. Top floor penthouse unit features large 4 bedroom, 3 bath duplex with high ceilings. First floor unit also has high ceilings is 2 bed, 1 bath unit. Garden unit

  Kyle Olszewski Kale Realty

  1415 W Augusta Blvd, Chicago, IL 60642
• 

  

  /79

  $4,350,000

  Pending

  • 3 Beds
  • 3 Baths
  • 3,725 Sq Ft

  363 E Wacker Dr Unit 5801, Chicago, IL 60601

  Welcome to the breathtaking #5801 at Chicago's newest full service luxury tower, The St Regis. Located in the highly sought after neighborhood of Lake Shore East, this iconic architecture by world renowned Jeanne Gang adds a unique beauty to Chicago's famous skyline. This 3 bed/3 bath condo in the sky presents unobstructed views from the South, West and North highlighting Grant Park, Lake

  Matt Mercer Gold Coast Realty Chicago

  363 E Wacker Dr Unit 5801, Chicago, IL 60601
• 

  

  /21

  $585,000

  Pending

  • 2 Beds
  • 2 Baths

  720 N Larrabee St Unit 1601, Chicago, IL 60654

  High floor corner unit boasts sweeping views of the city and lake, with natural light pouring in throughout. The generous living space, with floor-to-ceiling windows, allows for living, dining, and flex space, and leads to a north-facing balcony, with east views adding even more exposure to the room. The kitchen features granite counters, 42-inch cabinets, a peninsula, and stainless steel

  Courtney Welsch Baird & Warner

  720 N Larrabee St Unit 1601, Chicago, IL 60654
• 

  /2

  $74,900

  • Land
  • 4,356 Sq Ft
  • $749,000 per Acre

  1125 S Richmond St, Chicago, IL 60612

  This is a great opportunity to build on this vacant lot. Size is 37 x 125, zoned RT-4.

  Anastasia Kokalias Oikos Realty LLC

  1125 S Richmond St, Chicago, IL 60612
• 

  

  /35

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  852 N Trumbull Ave, Chicago, IL 60651

  Completely renovated and ready to move in! This attractive brick single-family home offers 3 bedrooms, 2 bathrooms, and a versatile year-round bonus room-ideal for a home office, family room, or guest space. Located in a highly sought-after, evolving neighborhood known for its growing appeal and accessible price points, the home combines modern updates with a fresh, contemporary feel. Enjoy the

  Lupe Marino Pearson Realty Group

  852 N Trumbull Ave, Chicago, IL 60651

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