View All Logan Square Chicago IL Homes with Guest House Listings

5 Beds ⋅ 4 Baths ⋅ 12710410 MLS ⋅ CONTINGENT Status

Multiple offer situation: We respectfully request best and final offers by 5:00 pm July 28. Thank you. It's the right home for the life you always imagined. Nestled in a quiet block in Logan Square, this stunning home is situated within two blocks of some of the most notable restaurants in Logan Square as well as "The 606 Bloomingdale Trail". The extra large lot featuring 5700 ft. allows for a very generous floor plan as well as an abundance of natural light. This home not only offers 6 bedrooms and 4 full bathrooms, it also provides you with a separate living space that can be used as a guest house, in-law suite or nanny apartment which includes its own entrance. Included with the house is about 800 sq. ft. of storage space which is nestled behind a hidden passageway. There is so many unique features of this home, come experience it yourself. Feel the difference when you walk through the door.

1931 N Whipple Street, Chicago

$1,820,000

6 Beds ⋅ 4 Baths ⋅ 12537355 MLS ⋅ CLOSED Status

FULL WALK THRU VIDEO ON VTOUR BUTTON - WALK THE HOUSE FROM YOUR CHAIR. Amazing single family home in prime Logan Square location on an extra wide lot. Modern white board and batten facade with black accents and limestone entry. Spacious, extra wide floor plan with 6 bedrooms (four bedrooms on the second level - 2 in the lower level). Sun filled main level with 10' ceilings and white oak hardwood flooring. Combined living/dining room with large windows offering ample natural light and wood burning fireplace with gas log. Chef quality kitchen featuring professional grade appliances, large island with bar seating, shaker cabinetry with under counter lighting, quartz counters and backsplash, butler pantry with beverage center, and pantry closet. Adjoining family room with steam fireplace, built-ins, and large windows overlooking the backyard. Spacious primary bedroom features 12' vaulted ceilings, two walk-in closets, and inspiring master bath with freestanding soaking tub, frameless glass shower, oversized vanity with dual sinks and quartz countertops, and heated flooring. Two additional bedrooms, full bath with dual vanity, tub and heated flooring, laundry with washer/dryer, and zoned heating/cooling complete the upper level. 9ft ceilings in the basement with radiant heated flooring throughout includes recreation room with wet bar + beverage center, two guest bedrooms, full bath, two storage spaces, mechanicals, and second laundry with hook-up and sink. Statement lighting, designer fixtures and finishes, metal railings, coffered ceilings, custom millwork, pre-wiring for surround sound, and skylights. Fully enclosed landscaped yard with rear paver patio and detached two-car garage featuring roof deck with composite decking. Awesome location in Logan Square! Easy access to all your favorite spots for food, entertainment and shopping. Conveniently located near I94, parks and public tran. Close to the Blue Line.

2421 W Belden Avenue, Chicago

$700,000

3 Beds ⋅ 2 Baths ⋅ 12463410 MLS ⋅ CLOSED Status

Step inside this one-of-a-kind, impeccably renovated 3 bedroom, 2 bathroom brick and timber loft in the beloved Brau House Lofts, where soaring ceilings, dramatic design, and sun-drenched spaces create the ultimate blend of style and luxury. Perfectly positioned in the heart of Logan Square, this home offers the ideal balance of neighborhood charm and vibrant city living. Flooded with natural light from three exposures, the expansive living and entertaining space features a custom bar with built-in keg, sleek fireplace, and oversized windows that frame the open layout beautifully. The chef's kitchen stuns with a custom wood island, Taj Mahal quartzite countertops, high-end Bosch appliances, and incredible cabinet storage, flowing seamlessly into the dining area and living room for an ideal entertaining setup. The spacious primary suite boasts a generous walk-in closet and a brand-new, spa-like bathroom with dual vanities and an oversized tile shower. Two additional large bedrooms include a guest suite with ensuite bath and highly customized closet build-outs. The building offers elevator access and a shared rooftop deck with sweeping city views. A lofted unfinished space adds endless potential, perfect for a home office or incredible extra storage. Exterior parking space included. Step outside and experience all that Logan Square has to offer, from The 606 Trail to Colectivo, Revolution Brewing, Sushi Taku, and some of the area's best dining, coffee shops, and nightlife, everything is right at your doorstep.

2650 W Belden Avenue Unit #207, Chicago

$665,000

3 Beds ⋅ 2 Baths ⋅ 12450041 MLS ⋅ CLOSED Status

Incredible, modern 2000sqft 3Br/2Ba simplex condo - incredibly unique floor plan that offers the flexibility of being either a 3Br with one living space, or a huge 2Br with two living spaces. Presently the front room is being used as a family room, but with its own door it can easily be used as a bedroom, office, or flex space. Sun drenched with windows in all directions, soaring ceilings, 8' solid core doors, hardwood floors throughout, Grohe fixtures, wired for sound, top-of-the line appliances. Featuring a true chef's kitchen w/ soft-close flat panel cabinetry, huge quartz island, & Miele appliance package including paneled fridge & dishwasher, 6 burner gas cooktop, & wall oven. In addition to the front family room, there is a separate living/dining room open to the kitchen, perfect space for entertaining w/ room to accommodate a large dining table, and access to the private deck. The primary suite has built-out a WIC & private bath w/ steam shower, freestanding soaking tub & dual vanity. In unit laundry w/ granite folding space & storage. 2nd bed w/ built-out closet & full guest bath w/ tub. Shared roof deck w/ 360 degree skyline views, additional storage closet and one garage parking space! Amazing Logan Square location - walk to California Blue Line, Milwaukee Ave for nearly unlimited dining and nightlife options, easy access to 90/94, and just three blocks to Holstein Park's outdoor pool, field house, and fantastic summer programming.

2413 W Fullerton Avenue Unit #3, Chicago

$1,025,000

3 Beds ⋅ 4 Baths ⋅ 12414994 MLS ⋅ CLOSED Status

Impeccable custom built modern and spacious Logan Square single home just steps from the highly desired 606 Trail. This meticulously refined contemporary home offers elegance and functionality. Featuring a sleek brick facade, soaring ceilings with recessed LED lighting throughout the house, natural oak wood flooring, modern staircase with additional built in LED lighting, custom kitchen cabinetry, high end appliances. Large island with breakfast bar seating and large eat-in kitchen dining space. Custom designed powder room. Upstairs offers a large primary bedroom and separate walk-in closet with custom remodeled primary bath and invigorating shower jets. Upstairs also boasts two additional bedrooms with newly remodeled Jack-and-Jill bathroom and a second-level laundry hookup. Bright lower level will impress with lots of storage space, wet bar with beverage fridge in the family room area, additional guest full bathroom, and a huge, oversized bedroom. Lower level also provides a laundry room in addition to the upstairs laundry hookup. Located in a vibrant area of the city with lots of cafes, restaurants, and music venues. Make this your dream home!

1728 N Mozart Street, Chicago

$695,000

6 Beds ⋅ 3 Baths ⋅ 12404222 MLS ⋅ CLOSED Status

Welcome to this beautifully maintained and thoughtfully upgraded single-family home located on the border of Logan Square and East Humboldt Park-just steps from the 606 Trail and Humboldt Park's sports fields, fishing lagoon, and inland beach! Offering nearly 2,700 sq ft of finished living space, this home is perfect for those seeking flexible living arrangements-ideal for multi-generational living, house hacking, a private guest suite, or short term rental. The main residence features four bedrooms and two full bathrooms, including two bedrooms and a full bath on the main level, and two bedrooms with another full bath upstairs. The recently remodeled main-level bathroom features timeless hexagon tile, subway shower tile, and elegant gold finishes. Upstairs, the primary suite offers a generous soaking tub with a rainfall showerhead, creating a relaxing, spa-like retreat. The main kitchen blends vintage charm with modern convenience, showcasing classic showcase cabinetry, granite countertops, stainless steel appliances, a walk-in pantry, and a reverse osmosis water system installed in 2024. You'll also find a dedicated dining room perfect for hosting, a bright and inviting living room, and a versatile den-ideal as an office, playroom, or fitness space. Flooring throughout the main level was recently updated in May 2025, adding fresh appeal. The remodeled garden-level suite, completed in 2020 with separate front and rear entrances, includes two bedrooms, one full bathroom, a full kitchen, living room, and den. The bathroom features a jacuzzi tub, and the largest bedroom includes a custom-built closet with pull-out shelving. The kitchen is beautifully updated with quartz countertops, a fish scale tile backsplash, stainless steel appliances, and its own reverse osmosis water system. This level offers tall ceilings, a functional layout, and a private feel-making it perfect for related living, guest accommodations, or a caregiver suite. A secure, shared laundry room is easily accessible to both levels and includes an extra refrigerator for added storage and convenience. Additional highlights include a two-car garage, a fully fenced backyard with new privacy fencing, and a spacious low-maintenance patio strung with charming lights-an ideal setting for outdoor entertaining or quiet evenings. The backyard is designed for ease, with no grass to maintain. There's also a workshop and storage area in the basement, attic storage above, and a new electrical panel. The home is equipped with a Nest thermostat for energy efficiency and peace of mind. Extensive upgrades have been made over the years, including new siding and exterior stairs in 2024, a new garage in 2018, a roof installed in 2016, updated windows, gate, fence, and patio in 2018, newly asphalted alley in 2025, and updated plumbing and electric systems in 2019. The furnace and AC were replaced in 2018, and the hot water tank was installed in 2019. Whether you're looking for flexible living options, income potential, or simply a beautifully updated home in one of Chicago's most dynamic neighborhoods, this property offers exceptional space, versatility, and comfort. Don't miss your chance to own this one-of-a-kind, move-in-ready home!

1659 N Francisco Avenue, Chicago

$500,000

3 Beds ⋅ 2 Baths ⋅ 12211297 MLS ⋅ CLOSED Status

Welcome to 2430 N Washentaw Avenue Unit 3S, a stunning 3-bedroom, 2-bathroom penthouse nestled in the heart of East Logan Square. Located on a quiet, tree-lined one-way street just steps from the Boulevard and the brand-new field house and park, this home offers the perfect blend of charm, character, and modern luxury. Step into an expansive open-concept layout with 9' ceilings, showcasing exposed brick walls and rich dark hardwood flooring throughout. The oversized living room seamlessly flows into a beautifully appointed white kitchen featuring shaker cabinetry with soft-close drawers, gleaming quartz countertops, a stylish tiled backsplash, and premium Bertazzoni stainless steel appliances. A convenient peninsula offers additional seating for casual dining.The primary suite is a true retreat with large bay windows, a custom walk-in closet, and an ensuite bathroom boasting a double vanity and an oversized shower adorned with elegant white and gray marble tiles. The second bedroom features generous space and a well-organized closet, while the third bedroom offers a versatile layout, ideal for a home office, nursery, or guest room.Step outside onto your private deck, perfect for entertaining or relaxing after a long day. This unit also includes one garage parking space and a designated storage area in the shared basement.With LED lighting, Energy Star windows, Grohe & Kohler plumbing fixtures, and high-end finishes throughout, this penthouse offers style and comfort. Located just a short walk from the 'L', this home combines an incredible location with unmatched value. Don't miss your chance to own this chic penthouse in one of the most sought-after neighborhoods in Chicago.

2430 N Washtenaw Avenue Unit #3S, Chicago

$895,000

3 Beds ⋅ 4 Baths ⋅ 12178153 MLS ⋅ CLOSED Status

Discover the Perfect Blend of Contemporary Luxury and Classic Charm at 2442 W Homer St Welcome to your dream home in one of Chicago's most desirable neighborhoods! This fully remodeled, single-family residence offers 4 bedrooms, 3.5 bathrooms, and over 2,800 sq ft of refined living space-free from HOA constraints. Ideal for both entertaining and everyday living, this home features a stunning, expansive kitchen and a finished basement with a room for a home office and guest suite. The lower level offers an additional entertainment area and abundant storage, including an oversized utility room. Upstairs you will find three bedrooms with a remodeled primary suite including a walk-in shower, dual vanities and a walk-in closet. The property also includes a convenient two-car detached garage and recent replacement of roofs of both the house and garage. Located in the vibrant Logan Square/West Bucktown area, you'll be surrounded by parks, daycare centers, schools, easy access to the 606, and a variety of fantastic dining and nightlife options. Commuting is effortless with the Western Blue Line stop just steps away and easy access to the freeway. Elevate your lifestyle with the perfect blend of comfort, style, and convenience. Schedule your showing today to experience all that 2442 W Homer St has to offer! The roof was replaced in 2021

2442 W Homer Street, Chicago

$315,000

3 Beds ⋅ 2 Baths ⋅ 12092539 MLS ⋅ CLOSED Status

This vintage home is located on a beautiful block in a popular area of the city. The exterior is protected by security gates and fences. The yard has beautiful gardens and 2 car garage off the alley with EDO. There is newer siding; windows and a roofs on the house and garage. The interior has the original floor plan with open living on the 1st floor. There are hardwood floors in the living room and dining room. The kitchen has a built in breakfast bar as well as table space; pantry and stainless steel appliances. The 2nd floor has one large bedroom; a nursery room and unfinished space and expansion possibilities over the 1st floor. The basement is partially finished with full bath recreation room, extra sink, and large bedroom that can be used for entertainment or guest use. There is also a laundry room in the rear of the basement and access to the yard. Come and see the possibilities to make this home your creation.

3430 W Lyndale Street, Chicago

$482,000

2 Beds ⋅ 2 Baths ⋅ 12045127 MLS ⋅ CLOSED Status

Welcome to this unique duplex-up in Logan Square overlooking the 606! This gorgeous home is part of a gated community and comes with an attached garage parking spot and an additional exterior spot. Featuring two large bedrooms, a primary en-suite, and a fenced in private patio, you don't want to miss this one! Upon entry you're greeted by the spacious living room that highlights a wood burning fireplace with a new custom mantle. Off the living room is the newly fenced patio with plenty of space for a grill, table, and plants. Throughout the home you'll be impressed with the beautiful hardwood flooring and great natural light throughout. The kitchen boasts new GE stainless steel appliances, granite countertops, and plenty of cabinet space. There's plenty of storage in this house including a pantry with new shelving and new shelves in the garage. Head upstairs and you'll find your bedrooms, the full hall bathroom, and the new LG washer and dryer. The spacious primary suite features a newly refreshed en-suite bathroom, a large walk-in closet, and a great view of the 606 through the sliding glass doors. The guest bedroom, which doesn't share a wall with the primary bedroom, is the perfect guest room or office with great closet space. There are so many updates to count including Roof (2022-2023), GE Kitchen Appliances (2023), HVAC (2015), Water Heater (2019), LG Washer/Dryer (2022), Primary Bathroom Tile (2024), and Stairs Runner (2024). Your new home is only a block away from the nearest 606 entrance, right around the corner from Bucktown, Wicker Park, and Logan Square restaurants and facilities, and close to CTA. Welcome home!

2512 W Bloomingdale Avenue Unit #A, Chicago

$975,000

5 Beds ⋅ 4 Baths ⋅ 11901872 MLS ⋅ CLOSED Status

Properties like this only come once in a lifetime. This hard to find, exceptional Logan Square brick three flat PLUS Coach House is every Buyer's dream, sitting on a massive DOUBLE LOT and fully owner occupied for almost 4 decades. Impeccably maintained, extensively updated and in pristine condition. Perfect for either investors or owner occupants to live in with extra income. The lot is 50 feet wide, featuring a side drive with new security gate, providing an extra large beautiful yard, perfect for entertaining with its multiple patios. Each unit has separate utilities with central heating. Property still has stunning original stained glass window in entryway, beautiful wood doors, built-ins and trim to perfectly compliment the modern updates. The 1st floor unit is a DUPLEX DOWN with formal dining & living spaces. The primary suite includes a big dressing room, whirlpool tub, steam shower and dual vanity. The 2nd floor unit has 3 bedrooms, a private balcony and extended steel deck off the remolded kitchen with spiral stair system to ground level patio! Unit 3 is the coach/ guest house. This super unique space features an open concept living area with exposed brick and lofted bedroom with sky lights & spiral staircase. All units have updated kitchens, updated baths, gas fireplaces and washer & dryers. The list of cool features and improvements is too long to list here. Must see in person to truly appreciate. Parking is no problem with detached 2 car garage. Large beautifully hardscaped & landscaped front & rear yards with mature trees. Located on a quiet residential tree-lined street with easy access to 90/94, Metra and the Blue Line. Short distance to Michelin rated fine dining, farmers markets, parks, coffee shops & breweries. Love where you live, or enjoy an investment property that your tenants/ guests will cherish. True unicorn property that's gorgeous inside and out!

2832 N Francisco Avenue, Chicago

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Logan Square, Chicago IL · Curated MLS Search

Homes with Guest House in Logan Square, Chicago IL

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