3,104

Homes for Sale near St Benedict Preparatory School

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  • /24

    $829,000

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

    1109 W Belmont Ave Unit 4, Chicago, IL 60657

    Perched atop one of Chicago's most sought-after neighborhoods, this top-floor Lakeview penthouse delivers a rare combination of space, light, and private outdoor living that's simply unmatched. Step inside to find hardwood floors throughout, crown molding, and a space bathed in natural light from skylights. The wood-burning fireplace anchors the living area, creating a warm, inviting centerpiece.

    Debra Flynn Baird & Warner

    1109 W Belmont Ave Unit 4, Chicago, IL 60657
  • /2

    $19,500

    • Land
    • 0 Sq Ft

    4755 N Washtenaw Ave Unit P-11, Chicago, IL 60625

    Outdoor parking, 1 of 27 outdoor parking spots

    Steve Cotsirilos Lifestyle Properties

    4755 N Washtenaw Ave Unit P-11, Chicago, IL 60625
  • /20

    $719,000

    • Land
    • 0 Sq Ft

    1620-32 N Lowell Ave, Chicago, IL 60639

    Attention investors, and business owners - this is a rare commercial opportunity in Chicago's rapidly evolving West Humboldt Park neighborhood. Introducing seven continuous vacant lots located at 1620-1632 N. Lowell Ave., offering outstanding visibility, flexibility, and long-term upside for a commercial or mixed-use project. Zoned B1-1 Neighborhood Shopping District, these properties are

    Juan Espinosa E-Professional Realty

    1620-32 N Lowell Ave, Chicago, IL 60639
  • /31

    $775,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    334 W Barry Ave Unit B, Chicago, IL 60657

    Rare opportunity to own a spacious townhome in one of East Lakeview's most desirable neighborhoods! Situated on an idyllic tree-lined street just steps from Lincoln Park, the Lakefront, and Nettelhorst Elementary, this rarely available 3-bedroom, 2.5-bath townhome with attached garage parking offers incredible potential. Ready for renovation, it's the perfect opportunity to customize and create

    Joshua Wiedow Baird & Warner

    334 W Barry Ave Unit B, Chicago, IL 60657
  • /33

    $495,000

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

    1000 N Lake Shore Dr Unit 1909, Chicago, IL 60611

    Experience refined living in this exceptional southeast corner residence in Chicago's prestigious Gold Coast, showcasing protected panoramic views of Lake Michigan, Oak Street Beach, and the city's most celebrated architectural landmarks, including the Drake Hotel, Palmolive Building, Water Tower, and John Hancock Center. Meticulously reimagined with designer finishes and impeccable attention to

    Johnny Phan Baird & Warner

    1000 N Lake Shore Dr Unit 1909, Chicago, IL 60611
  • /13

    $1,199,000

    • 8,310 Sq Ft

    1634 W Fargo Ave, Chicago, IL 60626

    Great opportunity to acquire a clean, stable, fully rented classic 6 Flat. Rents are below market and leases are Month to Month with a family member in 1 of the remodeled apartments, each with 2BRs + sunroom. Feats include: restored hardwood features and numerous updates including copper plumbing, windows, dishwashers & disposers, circuit breaker electric as well as the common areas. Bright

    Donald Gelfund RE/MAX Properties Northwest

    1634 W Fargo Ave, Chicago, IL 60626
  • /16

    $199,000

    Pending
    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    1904 N Drake Ave Unit 1A, Chicago, IL 60647

    Beautifully maintained condo in the heart of Logan Square! This inviting home features 2 spacious bedrooms and 1 full bath, along with an updated kitchen showcasing newer cabinetry and stainless steel Samsung appliances. Gleaming hardwood floors run throughout the unit, adding warmth and character. Additional conveniences include dedicated storage and coin laundry located in the basement. Ideally

    Jan Siegien @properties Christie's International Real Estate

    1904 N Drake Ave Unit 1A, Chicago, IL 60647
  • /43

    $799,900

    Pending
    • 10 Beds
    • 7 Baths

    2044 W Birchwood Ave, Chicago, IL 60645

    Multiple offers received. Seller requests Highest & Best by Thursday. All showings must be completed prior to the deadline. Sight-unseen offers will be considered. Fully renovated and upgraded 3-flat in prime Rogers Park location featuring true 3-bedroom layouts and 2 full bathrooms per unit-an extremely rare configuration for the area. Each unit offers updated kitchens with modern cabinetry and

    Anel Bonfil HomeSmart Connect LLC

    2044 W Birchwood Ave, Chicago, IL 60645
  • /39

    $749,995

    Pending
    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    550 N Kingsbury St Unit 111, Chicago, IL 60654

    Entertainer's Dream! River Bank Lofts Fully Rehabbed Corner 2-Bedroom 2-Bathroom Unit with Custom Golf Simulator/Theater and Private 300+ Square Foot Corner Patio. This highly coveted, fully rehabbed corner unit at the River Bank Lofts was made for hosting. Spread out in your nearly 1,000 square foot open living/dining room, then step outside to your 300+ square foot private corner patio

    Michael Scanlon eXp Realty

    550 N Kingsbury St Unit 111, Chicago, IL 60654
  • /31

    $899,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    1534 N Wood St Unit 3, Chicago, IL 60622

    Exceptional top-floor duplex penthouse unit in a boutique all-brick building, ideally situated on the border of Wicker Park and Bucktown. Thoughtfully designed for both everyday living and entertaining, the home features 3 bedrooms, 2.5 baths, and great open-concept layout. Expansive floor-to-ceiling windows flood the living room with natural light and offer picturesque treetop views creating a

    Beata Rogowski Coldwell Banker Realty

    1534 N Wood St Unit 3, Chicago, IL 60622
  • /2

    $709,000

    • 6 Beds
    • 3 Baths

    5318 W Deming Place, Chicago, IL 60639

    Beautiful Belmont-Cragin 2-flat with a full finished basement, offering a great opportunity for both investors and owner-occupants. This solid all-brick building was fully gutted in 2020, blending classic structure with modern updates. Each unit features 2 bedrooms and 1 bathroom, with spacious layouts and plenty of natural light. The fully finished non conforming basement provides additional

    Maria Bello Remax Future

    5318 W Deming Place, Chicago, IL 60639
  • /22

    $380,000

    Pending
    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    2152 W Ainslie St Unit 2, Chicago, IL 60625

    Sunny, charming, well-maintained condo in the heart of Lincoln Square. The open kitchen has plentiful cabinets, granite countertops, and newer appliances. It opens to the sunny, south-facing living space with lovely hardwood floors throughout. Primary bedroom is spacious with a walk-in closet. Second bedroom, perfect for a home office, has a large closet and exits to the generous outdoor deck

    Karrin Algas @properties Christie's International Real Estate

    2152 W Ainslie St Unit 2, Chicago, IL 60625
  • /13

    $520,000

    $15K PRICE DROP
    • 9 Beds
    • 3 Baths

    4345 N Kedvale Ave, Chicago, IL 60641

    Location, Location and Location. Property is in the Heart of North Chicago. Close to the Public transportation, Highway and Train Station. An Excellent opportunity to invest and to build a 3 - 5 unit building in a large lot 47.3 x 181.1 with 2 car detached garage and can park 4 - 6 cars in the driveway. The existing building is AS IS CONDITION. but the units are rentable with some remodeling.

    Krupavaram Pudi Dome Realty, Inc

    4345 N Kedvale Ave, Chicago, IL 60641
  • /38

    $1,200,000

    Pending
    • 5 Beds
    • 4 Baths

    3013 N Racine Ave, Chicago, IL 60657

    This 3-story multi-unit building features a fantastic 2BR, 2BTH Duplex Up apartment with a modern open floor plan, living room fireplace, skylights, spacious dining area, large kitchen with ample counter space, granite counters, new stainless appliances and new flooring both in 2025, in-unit laundry room and two private outdoor spaces! Perfect for the live-in owner or as a high-end rental. The

    Michael Hall Baird & Warner

    3013 N Racine Ave, Chicago, IL 60657
  • /2

    $1,374,770

    • Land
    • 0 Sq Ft

    1313 W Ancona St, Chicago, IL 60642

    RARE FULLY-PERMITTED 3-LOT DEVELOPMENT SITE - WEST TOWN. Shovel-ready opportunity with the entitlement risk already eliminated: complete architectural permit set included in the sale. Three contiguous lots totaling 72' of frontage on quiet W. Ancona Ave, zoned RM-4.5, steps from the Chicago Ave corridor, Noble Square, and Eckhart Park. Approved plans deliver three 3-story single-family homes -

    Malwina Smosna Chicagoland Brokers, Inc.

    1313 W Ancona St, Chicago, IL 60642
  • /8

    $4,795,000

    New Construction
    • 5 Beds
    • 5.5 Baths

    453 W Briar Place Unit PH-WEST, Chicago, IL 60657

    Welcome to 453 West Briar Place in Chicago's East Lakeview neighborhood, just steps from the lakefront. From the award-winning builder of 647 West Melrose street and numerous custom single family homes, this boutique, six-unit building covers nearly three city lots, features 30-foot wide living spaces and has attached garage parking with direct elevator access to the residences. The units are

    William Goldberg Fulton Grace Realty

    453 W Briar Place Unit PH-WEST, Chicago, IL 60657
  • /10

    $1,799,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,405 Sq Ft

    2821 N Orchard St Unit 3, Chicago, IL 60657

    Coming Fall 2026 - The Condo That Redefines "Wow"! Welcome to your future lifestyle upgrade-a sleek, serene and sophisticated 3-bedroom, 2-bath luxury condo that's as smart as it is stunning. Currently under construction and slated for a grand debut in late September of 2026, this masterpiece isn't just a home-it's a statement. Spin into Style: Yes, your indoor garage parking comes with a

    Anam Hargey Real Broker LLC

    2821 N Orchard St Unit 3, Chicago, IL 60657
  • /22

    $675,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    4728 N Malden St Unit 3N, Chicago, IL 60640

    Perched among the treetops on one of Sheridan Park's picturesque historic streets, this 3 bed, 2 bath penthouse offers the perfect blend of timeless design and luxury. Set within a secure, gated boutique building, this light-filled home impresses from the moment you enter. Dramatic vaulted ceiling with exposed cross beams, skylights, a wood-burning fireplace and charming Juliette balcony with

    Molly Marino Baird & Warner

    4728 N Malden St Unit 3N, Chicago, IL 60640
  • /50

    $679,900

    New Construction
    • 6 Beds
    • 3 Baths

    1051 N Springfield Ave, Chicago, IL 60651

    Don't miss out on this gorgeous 2 unit 1 year old newer construction on a double lot with one PIN. Possibility to potentially add another structure or coach house later.First floor unit featuring 4 spacious bedrooms and 2 bathrooms in the down duplex. The 2nd floor features 2 bedrooms and 1 bath. Both units have designer shaker kitchen cabinets, a large peninsula, quartz countertops, stainless

    Ed Kress Executive Realty Group LLC

    1051 N Springfield Ave, Chicago, IL 60651
  • /2

    $20,000

    • Land
    • 0 Sq Ft

    630 N State St Unit P517, Chicago, IL 60654

    Indoor Parking at 630 N. State. Great location in River North. Do not need to live in building to buy or rent parking space.

    Robert Grilli Jameson Sotheby's Intl Realty

    630 N State St Unit P517, Chicago, IL 60654
  • /31

    $525,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    704 W Buena Ave Unit 1E, Chicago, IL 60613

    Nearly fifty years, one owner. In a city where most move on within a decade, that is the first thing worth knowing. The second is why. It begins with the building. In 1914, a developer put up a Tudor Revival on Buena Ave and did things that would make no sense to a spreadsheet today: carved half timbered gables into the roofline, set a limestone shield above the entry, ran herringbone brick

    Samuel Ciochon @properties Christie's International Real Estate

    704 W Buena Ave Unit 1E, Chicago, IL 60613
  • /25

    $669,000

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

    4939 N Damen Ave Unit 304, Chicago, IL 60625

    Experience elevated living in this beautifully designed 2-bedroom, 2-bath residence in a boutique elevator building in the heart of Ravenswood. Offering the perfect blend of luxury, convenience, and thoughtful design, this newer construction home features an open-concept floor plan with wide-plank oak hardwood floors, oversized windows that flood the space with natural light, and a stunning

    Madeline Flanagan @properties Christie's International Real Estate

    4939 N Damen Ave Unit 304, Chicago, IL 60625
  • /27

    $725,000

    Pending
    • 3 Beds
    • 2 Baths

    2843 N Lincoln Ave Unit 103, Chicago, IL 60657

    HIGHEST AND BEST DUE BY NOON TOMORROW MONDAY JULY 27. Massive 3BR/2BA duplex condo with jaw-dropping, soaring 2 story ceilings in the incredibly bright and spacious living area with gas fireplace. Chef's kitchen with large natural stone island, stainless steel appliances, and pantry closet. Separate formal dining room to accommodate large dinner parties leads to lovely private outdoor space lined

    Jeffrey Lowe Compass

    2843 N Lincoln Ave Unit 103, Chicago, IL 60657
  • /60

    $2,849,000

    Pending Pre-Foreclosure
    • 5 Beds
    • 4.5 Baths
    • 6,806 Sq Ft

    652 W Sheridan Rd, Chicago, IL 60613

    Nestled in leafy East Lakeview is this iconic 5 BR/4.1 BA Chicago Greystone on a massive 35' x 167.5' lot, with over 6,800 sq. ft. of finished living space. This home is essentially new construction inside of a vintage envelope. During its extensive 2016 gut renovation, no detail was overlooked, nor expense spared. Thoughtfulness, craftsmanship and innovation were at the fore. New Marvin windows

    Alex Wolking Keller Williams ONEChicago

    652 W Sheridan Rd, Chicago, IL 60613
  • /21

    $345,900

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    6833 N Kedzie Ave Unit 1516, Chicago, IL 60645

    Completely updated by an interior decorator. Everything is new and up-to-date. This almost 2000 sqft, 3 bedroom penthouse condo in Winston Towers II feels and lives like a home. There's a front foyer with 2 closets and an accent wall. The great room is open to the kitchen, has an island for bar stools and an eat-in area. All new appliances including a wine fridg. All the bedrooms are good size

    Henry Torn ListWithFreedom.com

    6833 N Kedzie Ave Unit 1516, Chicago, IL 60645
  • /21

    $899,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,700 Sq Ft

    161 E Chicago Ave Unit 40DE, Chicago, IL 60611

    Rare opportunity with this property! Enjoy incredible views from this high-floor DE combination unit with desirable south and west exposures, filling the home with natural light throughout the day. The flexible split floor plan offers endless possibilities. Currently configured as one expansive residence, it can also be converted back to its original layout as a large studio (D unit) and a

    Caroline Druker Baird & Warner

    161 E Chicago Ave Unit 40DE, Chicago, IL 60611
  • /19

    $525,000

    Pending
    • 2 Beds
    • 2 Baths

    952 N Crosby St Unit 952C, Chicago, IL 60610

    You probably weren't looking for River Village. Most buyers aren't. Tucked between downtown, River North, West Town, and the river, this gated townhome community remains one of the Near North Side's most overlooked pockets. People love to say "walking distance." Walking distance to what? A park you'll actually use. A peaceful stretch of river walk. Skinner North. Coffee. Dinner. Groceries. The

    John Grafft Compass

    952 N Crosby St Unit 952C, Chicago, IL 60610
  • /13

    $1,550,000

    New Construction Pending
    • 3 Beds
    • 3.5 Baths

    1404 W George St Unit PH, Chicago, IL 60657

    NEW, UNDER-CONSTRUCTION DUPLEX UP PENTHOUSE . Welcome to 1404 W. George St. ***DELIVERING FALL 2026*** Intimate all masonry new construction 2-unit building located in the heart of the Southport corridor. This incredible 3 bed 3.1 bath PENTHOUSE DUPLEX-UP home with FULLY PAVED AND BUILT OUT PRIVATE ROOF TERRACE. Built with luxury transitional finishes, A spacious open floor plan, a wonderful

    Sam Jenkins Jameson Sotheby's Intl Realty

    1404 W George St Unit PH, Chicago, IL 60657
  • /20

    $775,000

    Pending
    • 3 Beds
    • 2.5 Baths

    3740 N Lake Shore Dr Unit 5A, Chicago, IL 60613

    Spectacular, turnkey, fully redone 3-bedroom home in the iconic 3740 Lake Shore Drive. Flooded with natural light, this corner unit features hardwood floors throughout and gorgeous molding in every room. The spacious formal dining room and vintage charm can be found at every turn, complemented by abundant storage and custom built-ins. Enjoy a private hallway shared by only two residences, along

    Joanne Nemerovski Compass

    3740 N Lake Shore Dr Unit 5A, Chicago, IL 60613
  • /20

    $500,000

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

    2555 W Leland Ave Unit 203, Chicago, IL 60625

    Spectacular condo in the sought-after Lincoln Square/Rockwell Crossing neighborhood! Located in a boutique elevator building, this beautifully updated condo offers soaring 10-foot ceilings, abundant natural light, and an open floor plan designed for comfortable living and entertaining. The spacious kitchen features newer stainless steel appliances (2023-2026), a large peninsula with bar seating,

    Michelle Martin @properties Christie's International Real Estate

    2555 W Leland Ave Unit 203, Chicago, IL 60625
  • /26

    $2,200,000

    New Construction Pending
    • 3 Beds
    • 3.5 Baths

    1942 N Orchard St Unit 1S, Chicago, IL 60614

    SOLD BEFORE PRINT. Rare opportunity to live on one of the most prestigious streets and nestled among the iconic mansions of Chicago in a new construction condo. This new construction project blends in with a timeless brick and limestone facade. Separating itself from other new construction, this home offers a custom kitchen with Ceruse Oak cabinets, natural quartzite countertops, professional

    Jeffrey Lowe Compass

    1942 N Orchard St Unit 1S, Chicago, IL 60614
  • /16

    $219,000

    $16K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 827 Sq Ft

    6254 N Bell Ave Unit T, Chicago, IL 60659

    Fantastic West Ridge near Rogers Park 2 bedroom, 2 bathroom condo approximately 20 blocks from Lake Michigan and less than 2 miles from Loyola University. This beautiful condo offers a bright and spacious layout with easy access to CTA and Metra transportation, Devon Avenue's vibrant dining scene and international markets, neighborhood parks, grocery stores, and everyday conveniences. This highly

    Ruby Park Coldwell Banker Realty

    6254 N Bell Ave Unit T, Chicago, IL 60659
  • /32

    $849,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,318 Sq Ft

    492 W Belmont Ave Unit 492, Chicago, IL 60657

    Don't miss this rare opportunity to own a beautifully renovated 3-bedroom, 2.1-bath townhouse in the heart of East Lakeview, offering a private, tucked-away setting just steps from the Lake Michigan shoreline. Lives like a single-family home with all three bedrooms and two full bathrooms conveniently located on the second level. Thoughtfully updated throughout, featuring brand-new luxury vinyl

    Lance Kirshner Compass

    492 W Belmont Ave Unit 492, Chicago, IL 60657
  • /20

    $150,000

    Pending
    • Studio
    • 1 Bath
    • 600 Sq Ft

    5701 N Sheridan Rd Unit 16N, Chicago, IL 60660

    Welcome to Hollywood Towers! This spacious, sun-filled studio offers beautiful views of Lake Michigan, the beach, and the outdoor pool. Featuring an open layout with plenty of room for living, dining, and working from home, plus ample storage throughout, this unit is ready for your personal touches. Enjoy full-service lakefront living with heat, A/C, cable, and internet included in the

    JP Maund Keller Williams ONEChicago

    5701 N Sheridan Rd Unit 16N, Chicago, IL 60660
  • /16

    $210,000

    Pending
    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    4343 N Clarendon Ave Unit 2304, Chicago, IL 60613

    High-floor 1 bed/1 bath with unobstructed Lake Michigan views through floor-to-ceiling, panoramic windows. Heated garage parking included in this full-amenity building featuring 24-hour door staff, outdoor pool and sundeck, tennis courts, laundry center, fitness center, party room, and on-site management. Steps to the lakefront trail, Montrose Beach, parks, Red Line and express buses, with

    Jessica Kennedy Compass

    4343 N Clarendon Ave Unit 2304, Chicago, IL 60613
  • /33

    $579,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    2522 W Chicago Ave Unit 4, Chicago, IL 60622

    Penthouse 3-bedroom, 2-bathroom condo with expansive ceiling height and private rooftop with 360 views of downtown and one of the best neighborhoods in Chicago. The home offers ideal indoor and outdoor living with skyscraper views, and situated in a 4 unit building. Step into your condo and notice soaring ceiling height, south-facing floor to ceiling windows, and an expansive layout with plenty

    Camille Canales Compass

    2522 W Chicago Ave Unit 4, Chicago, IL 60622
  • /34

    $629,500

    • 6 Beds
    • 2 Baths
    • 3,090 Sq Ft

    6515 N Maplewood Ave, Chicago, IL 60645

    Awesome Location! Fantastic Location!! Move in Ready Bungalow. Spacious & Recently Updated Modern features your dream Bricks Bungalow (6 bedrooms & 2 kitchens area) home - Looks Beautiful & cute (Rarely found) with exceptional interior designs - sits on wider / larger lots located on the quiet tree lined west Ridge neighborhood. Main floor has Sunny & bright Huge Living Room with Wider New

    MD Islam Century 21 Circle

    6515 N Maplewood Ave, Chicago, IL 60645
  • /38

    $1,575,000

    New Construction Pending
    • 5 Beds
    • 3.5 Baths
    • 4,300 Sq Ft

    2638 W Superior St, Chicago, IL 60612

    Space, design, and outdoor living come together in this exceptional 5-bedroom, 3.5-bath custom new construction residence offering approximately 4,300 square feet of beautifully finished living space. Designed for buyers who want more than the ordinary, this home delivers impressive scale, elevated finishes, modern efficiency, and two private rooftop decks. From the moment you enter, the home

    Emilia Crespo RCI Realty LLC

    2638 W Superior St, Chicago, IL 60612
  • /54

    $1,299,900

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

    628 N Rockwell St, Chicago, IL 60612

    Come take a look at this stunning, fully updated, move-in-ready home where luxury and sophistication greet you the moment you step inside. Perfectly situated in the heart of Ukrainian Village, directly on Smith Park, this exceptional residence offers forever east-facing views of the iconic Chicago skyline. Ideally located near shopping, dining, expressways, public transportation, and neighborhood

    Christopher Paul Redfin Corporation

    628 N Rockwell St, Chicago, IL 60612
  • /43

    $599,900

    $15K PRICE DROP Pending
    • 5 Beds
    • 4 Baths

    4450 N Mango Ave, Chicago, IL 60630

    Exceptional investment opportunity on the border of Jefferson/Portage Park! This beautifully maintained and updated brick 2-flat with an additional finished garden apartment offers incredible flexibility for investors and owner-occupants alike. The spacious first-floor unit features 2 bedrooms plus a versatile den that can easily serve as a third bedroom or home office, a large sun-filled living

    Alexander Kasten Coldwell Banker Realty

    4450 N Mango Ave, Chicago, IL 60630

Showing Results 601 - 640, Page 16 of 18

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