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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West Loop Market — Oversized Lot Homes Comparison

Live MLS data — West Loop vs. Oversized Lot Homes

West Loop

Oversized Lot Homes

inventory

Active Listings

Sold (Past 6 Mo.)

165

Under Contract

pricing

Avg. List Price

$1,505,951

$825,000

Cost / Sq. Ft.

$570

$434

typical home

Living Area

2,139 ft²

1,900 ft²

Avg. Beds

2.6

2.0

Avg. Baths

2.6

2.0

Days on Market

Oversized Lot Homes in West Loop: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

Chicago Real Estate Source's review of MLS data as of October 20, 2026 shows 1 active listing for West Loop oversized lot homes. Listings like these do not come up often in West Loop. These listings made up about 1% of the 67 active listings in West Loop, across every property type. Over the past six months, 3 listings in this search sold. With so few listings, setting up a listing alert is the easiest way to learn of the next one.

Oversized Lot Homes in West Loop, Chicago IL, October 20, 2026
Measure	Value
Active listings	1
All active listings in West Loop, every property type	67
Sold, past six months	3

Oversized Lot Homes in other neighborhoods

Chicago: 44 active, median $895,000
Aurora: 12 active, median $587,490
Naperville: 9 active
Elgin: 5 active
Berwyn: 3 active

Market questions

How many West Loop oversized lot homes are for sale?

There was 1 active listing for West Loop oversized lot homes as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do West Loop oversized lot homes stack up against other neighborhoods?

As of October 20, 2026, there was 1 active listing for West Loop oversized lot homes. In the same search, Chicago had 44 oversized lot homes for sale at a median list price of $895,000, Aurora had 12 oversized lot homes for sale at a median list price of $587,490 and Naperville had 9 oversized lot homes for sale.

How many West Loop oversized lot homes sold recently?

3 West Loop oversized lot homes sold in the six months before October 20, 2026.

How do West Loop oversized lot homes compare with all active listings in West Loop?

As of October 20, 2026, there was 1 active listing for West Loop oversized lot homes, out of 67 active listings in West Loop across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All West Loop Chicago IL Oversized Lot Homes Listings

$825,000

2 Beds ⋅ 2 Baths ⋅ 12765654 MLS ⋅ CONTINGENT Status

Seller requests to show until all contingencies have been met. Welcome to a rare Stunning SOUTH facing unit with an AMAZING view of the iconic Willis Tower. Located in a Boutique 8 unit elevator building at Madison & Morgan in one of Chicago's most sought-after energetic neighborhoods. Only 2 homes per floor, this Charming 2 Bed/2 Bath home effortlessly blends classic features with modern living elevating the home's elegant atheistic. A dramatic Foyer welcomes you into a bright 1900 sq ft open space ideal for family & entertaining! Featuring soaring 12Ft+ceilings Crown moldings Oak floors recessed lighting OVERSIZED windows that illuminate the home with natural light beautiful custom Plantation Shutters & a cozy Fireplace. The expansive LV/DR/Office area offers versatility to suit your lifestyle with the opportunity to design a dedicated private space. Enjoy stunning views of the Willis Tower & City scape from a large Balcony accessed from the Living Room. The re-designed open Chefs kitchen boasts high end Viking Pro Series SS appliances includes a convection oven/microwave & WARMING TRAY Granite counters under cabinet lighting & bespoke Breakfast bar. The custom butlers pantry/dry bar is designed for additional storage & enhances the home's entertaining vibe. The private Primary suite features custom plantation shutters & a row of thoughtfully organized closets. An elegant Marble ensuite Bathroom features dual vanities custom cabinetry for extra storage and a luxurious walk in shower. A generous sized 2nd BR with organized closets & custom silhouette shades is complimented by a spacious 2nd bathroom w/custom step in shower. A large laundry room & walk in coat /"costco" closet are located off the foyer. Additional features through out the home include recessed lighting custom Hunter Douglas silhouette shades & California Closets. One Car Garage space & Storage room included completes this stunning lovingly maintained home. LOW HOA $556 mo VERY healthy assoc. $71,000 reserve & no special assessments. Huge potential to personalize and be in the most desired location in the West Loop. Steps to Monteverde & Starbucks xrss the road a few blocks to Randolph's St Restaurant Row, hot Fulton Market restaurants nightlife, boutiques, workout studios, Target, Whole Foods, Mariano's, United Center, the EL the Madison Bus stop and 90/94 access. SKINNER SCHOOL DISTRICT!

1016 W Madison Street Unit #4S, Chicago

$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

$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

$135,000

12611459 MLS ⋅ CLOSED Status

Huge oversized vacant lot (32 x 125) in rapidly developing East Garfield Park! 4,000 SF lot, RT-4 zoning. Full alley access in the rear. Multiple new construction homes on the block. Many possibilities... single family home or multi-unit building. EGP is on fire right now! Over a dozen residential projects in for permit. Brand new Semaphore Cafe is an amazing coffee shop addition to neighborhood. Proposed $42M Madison Street Athletic and Cultural Complex is in the works. Recently finished & award winning Fifth City Commons is stunning modern example of carbon nuetral construction just a few blocks away. All adjacent to the United Center which has the largest planned development in the city coming with The 1901 Project - a $7B multi-phase development featuring a complex array of sports and entertainment venues, residential living, and open park space. EGP also offers quick access to I-290 & 80/94, the city's CTA Blue line & Green lines flank each side of the neighborhood. Lot is 10min walk to Western Station (Blue Line). Truly a unique opportunity at a unique time for this quickly developing neighborhood!

2711 W Adams Street, 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

1227 W Jackson Boulevard Unit #PH, 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

1227 W Jackson Boulevard Unit #2, 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

1224 W Van Buren Street Unit #310, Chicago

$315,500

2 Beds ⋅ 2 Baths ⋅ 12359570 MLS ⋅ CLOSED Status

THIS UNIT HAS NO PARKING! Welcome to the largest 2 bed, 1.5 bath homes in the building, boasting over 1,150 square feet of thoughtfully designed space. From the moment you step inside, you'll be drawn in by soaring 13' wall-to-wall-floor-to-ceiling western-facing windows, and gleaming hardwood floors. The open-concept layout is perfect for entertaining, whip up dinner in your modern kitchen with granite countertops, oak cabinetry, and stainless steel appliances while friends relax in your oversized living room, or gather around the adjacent dining area for wine and conversation. Step out to your private balcony, peacefully secluded from the highway traffic in a quiet cul-de-sac. The king-sized primary suite is your private retreat, complete with ensuite bath featuring dual vanities. The second bedroom easily accommodates a king bed or makes a perfect WFH office or flex space. Guests? No problem, there's a powder room just for them. Additional features include in-unit laundry, extra storage, and an unbeatable location in the heart of the West Loop. While this unit DOES NOT HAVE PARKING, you're steps from world-class restaurants, coffee shops, bars, boutiques, Target, WF, Mary Bartelme Park, the Medical District, Blue Line, and easy access to I-290/I-94. All in the sought-after Skinner School District.

1224 W Van Buren Street Unit #310, 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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