View All West Loop Chicago IL Oversized Lot Homes Listings

$700,000
2 Beds 2 Baths 12718478 MLS CLOSED Status
Nestled on a picturesque, tree-lined street, this beautifully maintained and freshly painted 2 bed, 2 bath home offers the perfect blend of charm, space, and location. Situated within a quaint, well-maintained community, this residence enjoys an abundance of natural light thanks to its desirable northwest exposure and unique positioning within the complex, making it one of the brightest homes in the community. The spacious, thoughtfully designed floor plan is both comfortable and functional, offering generous living space, a separate dining area, and an easy flow that's perfect for everyday living and entertaining. The inviting living room opens to an oversized private front balcony, creating the ideal spot to enjoy your morning coffee, dine al fresco, or simply relax outdoors. The timeless kitchen features rich cabinetry, granite countertops, a tiled backsplash and stainless-steel appliances, including a 2024 refrigerator and 2025 dishwasher. The spacious primary suite offers two large closets and a marble ensuite bath complete with a steam shower, jetted soaking tub, and double vanity. A generously sized second bedroom and full bath provide flexibility for guests, a home office, or both. Additional highlights include hardwood floors, in-unit laundry, generous storage throughout, garage parking, a new HVAC and A/C system (2025), and the peace of mind of a new building roof (2022). The private, brick paver driveway is one of a kind in the city, making a wonderful community within the West Loop. Located within the highly sought-after Skinner West School District and just one block from Mary Bartelme Park, you'll love the rare combination of a quiet residential setting with the best of the West Loop just outside your door. Whole Foods, Mariano's, Randolph Street's renowned Restaurant Row, Madison Street favorites, boutique shopping, parks, public transportation, and easy access to I-90/94, I-55, and downtown are all just moments away.

1037 W Monroe Street Unit #3, Chicago

$873,000
2 Beds 2 Baths 12713794 MLS ACTIVE Status
One of only 3 South facing Units at Mcquire Lofts & one floor below the PH. Only 2 homes per floor in this boutique elevator building. This Charming 1900 SQ FT residence blends timeless classic features with modern living offering a layout with endless possibilities & an EZ convert to a 3BR/dedicated office/TV RM. This home lives large & features a south facing Balcony for BBQ & seating w/stunning views of the city & Willis Tower. A grand foyer w/classic black-and-white harlequin tile welcomes you into an expansive Living area with dramatic 12FT+ ceilings, featuring Crown moldings wainscoting oak floors oversized windows custom plantation shutters & a cozy fireplace. The HUGE Living area ( 44ft long) offers versatility of space with an office area & Dining Rm seamlessly connected to the redesigned chef's kitchen featuring the VIKING PRO Series refrigerator double oven/convection microwave w/WARMING drawer, 6 burner gas cooktop w/grill, & Bosch DW. Granite counters under-cabinet lighting & a bespoke island create functionality. A custom butler's pantry & dry bar w/added cabinetry further enhance this home's entertaining capabilities. The Primary Suite offers custom plantation shutters, abundant closet space, & an ensuite spa-inspired bathroom w/luxe finishes, dual vanities, a large walk-in shower, marble flooring & tile work & custom storage. The large 2nd BR offers ample closet space & is complemented by a spacious REFRESHED 2nd full bath with walk-in shower custom bench & marble top vanity. (No tubs) The Kitchen & Bathrooms were gutted & renovated. The wall paper in 2nd bthrm has been removed & painted. Additional highlights include Laundry RM w/side by side Maytag W/D. All closets by California Closets & custom Hunter Douglas window treatments throughout. A WIC coat/Costco closet has additional storage off the foyer. I car garage space & storage rm included in the price. HEALTHY Reserves $71,000 NO Special Assessments. Madison & Morgan is the heart of the west loop, the Morgan EL & Madison Buses at yr doorstep. Starbucks xxrss the street! Walk to Randolph st & Fulton Market dining Whole foods a few blocks & MONTEVERDE next door. Come on home!

1016 W Madison Street Unit #4S, Chicago

$2,907,500
4 Beds 5 Baths 12612048 MLS CLOSED Status
Introducing the first duplex resale at the Embry! Welcome to Unit 305, an exceptionally rare four-bedroom, four-and-a-half-bath duplex residence in the heart of the West Loop. One of only four duplex homes built in this celebrated luxury development, this home at almost 3,700 sq ft offers impeccable features including elegant herringbone hardwood floor in the foyer and living room along with arched entryways and fireplace surrounds. The dramatic ceiling heights and striking grand staircase create a sense of arrival from the moment you step inside. The main level is anchored by an expansive great room and an upgraded Atelier Jouvence Fireplace with floor-to-ceiling windows that fill the space with natural light. A stunning chef's kitchen is outfitted with Bovelli cabinetry, Wolf, Sub-Zero, and Miele appliances, upgraded 2' quartzite countertops, and a large butler's pantry. The open flow between the kitchen, dining area, and living room makes the home ideal for both entertaining and daily living. A private terrace off the dining room offers charming city tree lined views and creates the perfect indoor-outdoor connection. Thoughtful design continues with multiple flexible spaces rarely found in a condominium, including a separate den/office, a fully built-out lower-level office with custom desk and shelving, and an oversized laundry room with dual washers and dryers and a second office area complete with built-in desk and cabinetry. Each of the four bedrooms is ensuite, providing privacy and comfort for family and guests alike. The primary suite is a serene retreat featuring a custom walk-in closet and spa-caliber bath with dual vanities, freestanding soaking tub, radiant heated floors, Lefroy Brooks fixtures and a glass-enclosed walk-in shower. Additional details include designer lighting, multi-zoned HVAC, prewiring for smart home integration, automated shades, abundant storage, and a heated tandem parking space accommodating two vehicles. Embry is a boutique fifteen-story building that has quickly become the West Loop's most sought-after address. Residents enjoy a full suite of amenities including 24-hour door staff, a dramatic double-height lobby, an open-air firepit oasis, outdoor kitchen with grill and dining, an indoor/outdoor fitness center with putting green, a private luxe owner's lounge, and dog run. With its premier location just steps from world-class dining, boutique shopping, vibrant nightlife, and neighborhood parks, Embry offers a lifestyle of sophistication and convenience. With its rare duplex layout, extensive customizations, and unmatched location, this residence represents a truly special opportunity in one of Chicago's most architecturally significant developments. Broker owned.

21 N May Street Unit #305, Chicago

$680,000
2 Beds 2 Baths 12467637 MLS CLOSED Status
Newer construction in the heart of the West Loop-welcome to 1400 W Monroe, a boutique collection of sophisticated 2-bedroom designer homes. Perfectly situated on Skinner Park, just two blocks from the acclaimed Skinner School and next to 569 Bark Park, this residence offers elevated urban living in one of Chicago's most sought-after neighborhoods. This south-facing 2BR/2BA home features a thoughtful split floor plan with soaring ceilings, expansive loft-style windows, and unobstructed park views that fill the space with natural light. The open-concept living area is anchored by a chef's kitchen designed for both beauty and functionality. Highlights include: Custom Italian cabinetry by Linea Decor High-end paneled Thermador appliances Quartz countertops with an oversized waterfall island (seating for four) Ample storage and sleek modern finishes Perfect for entertaining, the space flows seamlessly into the bright living and dining areas. Electronic blinds add convenience and style, while interiors curated by NY-based Mojo Stumer bring a new level of sophistication to the West Loop. The home has been meticulously upgraded throughout with designer-selected details that balance elegance and everyday functionality. Additional features include: Garage parking available, Private storage unit included. A rare opportunity to own a turnkey designer home with timeless modern style-steps from everything the West Loop has to offer.

1400 W Monroe Street Unit #4A, Chicago

$1,950,000
5 Beds 4 Baths 12378423 MLS CLOSED Status
Introducing 1227 W Jackson Condominiums - a limited collection of three luxury homes in Chicago's coveted West Loop, delivering early 2026. Designed by a renowned development team known for timeless craftsmanship, this new construction blends refined materials, desirable layouts, and elevated finishes. Experience the pinnacle of urban living in this extraordinary Penthouse Residence, offering an expansive 3,318 square feet across two levels. With 5 spacious bedrooms and 4 full bathrooms, this home delivers the scale and comfort of a single-family home with the convenience of care-free condominium ownership. Enjoy seamless indoor/outdoor living with an oversized front terrace that flows naturally from the main living area and a 750-square-foot rooftop deck with water and electric hookups - ideal for hosting or a serene outdoor escape. Inside, an open-concept living and dining room features a custom fireplace with stone surround and a chef's kitchen outfitted with sleek Italian cabinetry, striking quartz countertops and backsplash, under-cabinet lighting, a large island, and integrated Thermador appliances. At the rear of the residence, the primary suite is tucked away for restful retreat and features an oversized walk-in closet as well as a spa-quality bath with heated floors, dual vanity, a private water closet and a large walk-in shower boasting rain, handheld and wall mount shower heads, plus bench and shower niche. The additional bedrooms each offer flexible space and large closets, with a credit available to tailor all closets to your storage needs. On the top level, find a fifth bedroom and an additional family room that opens directly to the rooftop deck-ideal for guests, work-from-home, or relaxed living. Completing this remarkable home is a rare approximately 700-square-foot private storage room perfect for a wine cellar, home gym, or curated organizational space, plus an attached garage parking space for an additional $35,000. Every detail, from premium finishes to modern conveniences, has been meticulously curated for city living at its finest.

1227 W Jackson Boulevard Unit #PH, Chicago

$1,335,000
4 Beds 3 Baths 12378379 MLS CLOSED Status
Introducing 1227 W Jackson Condominiums - a limited collection of three luxury homes in Chicago's coveted West Loop, delivering early 2026. Designed by a renowned development team known for timeless craftsmanship, this new construction blends refined materials, desirable layouts, and elevated finishes. This thoughtfully designed 4-bedroom, 3-bathroom residence offers 2,422 square feet of single-floor living with an oversized front terrace perfect for indoor/outdoor living. Inside, an expansive living and dining room set the stage for both gracious entertaining and everyday comfort, anchored by a custom gas fireplace with stone surround and a large private front terrace directly off the living room. The adjacent chef's kitchen is a statement in form and function, featuring sleek Italian cabinetry, under-cabinet lighting, striking quartz countertops and slab backsplash, a large island, and fully integrated Thermador appliances. At the rear of the residence, the primary suite is tucked away for restful retreat and features an oversized walk-in closet as well as a spa-quality bath with heated floors, dual vanity, a private water closet and a large walk-in shower boasting rain, handheld and wall mount shower heads, plus bench and shower niche. The additional bedrooms each offer flexible space and large closets, with a credit available to tailor all closets to your storage needs. Completing this remarkable home is a rare approximately 300-square-foot private storage room perfect for a wine cellar, home gym, or curated organizational space plus an attached garage parking space for an additional $35,000. Every detail, from premium finishes to modern conveniences, has been meticulously curated for city living at its finest.

1227 W Jackson Boulevard Unit #2, Chicago

$330,000
3 Beds 1 Baths 12190259 MLS CLOSED Status
Sundrenched and charming, this oversized top-floor condo exudes vintage appeal. Set on an expansive 28.5-foot-wide lot in a rowhome style, this unique corner unit maximizes its interior space with two oversized bays built lot line to lot line. With 11 windows capturing abundant sunlight, primarily from the South and East exposures, this home is a true gem. The property is a standout within a set of Italianate-style homes, featuring a smooth brownstone facade, intricate cornice details, and neo-Greco design elements that highlight the craftsmanship throughout. The home is cataloged in the Chicago Landmarks Historical Survey for its significant architectural features. The unit begins with a private staircase leading to the top floor, where its ultra-wide layout shines. A spacious living room and dining room seamlessly flow into an open, entertainer's kitchen, offering stunning corner views from windows overlooking the treetops. The extra-high ceilings further enhance the charm and welcoming atmosphere of the space. Hardwood floors in excellent condition run throughout the condo, complemented by fabulous details such as a perfectly balanced fireplace in the living room. Storage is abundant, with built-out closets in the generously sized bedrooms. A sun-soaked office, which can double as a guest room, adds versatility. The bathroom offers oversized counters, and the convenience of in-unit laundry is included. Central air and forced air heat ensure comfort year-round. One parking space is included in the price, and the building has strong reserves with a fully owner-occupied association and no rental restrictions. Strategically located, the condo is just an 11-minute walk to the Western Blue Line and a 15-minute walk to the Damen Green Line. Immediate access to 24-hour buses on Western and a 2-minute drive to the 290 Expressway make commuting a breeze. The area offers convenient access to Pete's Fresh Market, Walgreens, and an array of restaurants, bars, and pubs. With the West Loop, Greektown, Little Italy, and West Town all nearby, this home provides easy access to the best that Chicago has to offer!

2300 W Monroe Street Unit #2, Chicago

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West Loop, Chicago IL · Curated MLS Search

Oversized Lot Homes in West Loop, Chicago IL

An editorially curated view of every active oversized lot homes listing in West Loop, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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