View All Portage Park Chicago IL Homes with Guest House Listings

$700,000
4 Beds 4 Baths 12382312 MLS CLOSED Status
Gorgeous, professionally built 4 bedrooms, 3.5 bath single family home is perfectly located in the heart of Portage Park. This architecturally inspired and expertly designed home combines all the high-end modern amenities with the character of a true American Four-Square home, offering the ideal blend of style and comfort on an oversized lot in one of Chicago's most desirable neighborhoods. Located on a tree-lined Cullom Ave, this home is easily the best house on the block in the rapidly appreciating Portage Park neighborhood. Every detail in this house has been planned, professionally built and designed for a very comfortable living! Step into a spacious open-concept first floor, where hardwood floors flow seamlessly through the foyer, living room, dining room, and a gourmet kitchen with a bonus banquette/breakfast area. The chef's kitchen features high-end stainless-steel appliances, quality cabinetry with abundant storage, top line granite countertops and an oversized island perfect for casual dining or entertaining. A cozy wood burning fireplace in the living room adds warmth and ambiance during chilly Chicago winters. Ascend to the second floor to find three generously sized bedrooms, including a primary suite with dual closets. The full bathroom boasts a luxurious air bath jacuzzi, providing a spa-like retreat. The third floor reveals a versatile loft suite with skylights and an attached half bath, ideal for use as a home office or guest quarters. The fully finished basement extends your living space with a spacious family room, laundry facilities, new furnace, new sump pump and an oversized full bathroom featuring both a shower and jacuzzi. A bonus storage room with separate access ensures ample space for all your seasonal items. Outdoor enthusiasts will appreciate the covered front porch with its inviting bench swing, perfect for lazy summer days. The enclosed backyard and large rear deck offer ideal spaces for al fresco dining and entertaining. A 2-car detached garage provides safe and convenient parking, in addition to ample street parking in front. Perfectly located for ultimate convenience, this home offers easy access to the thriving Six Corners district, home to popular retail stores, restaurants, and small businesses. Commuters will appreciate the proximity to the 90/94 expressway, Metra, and CTA Blue Line, allowing for quick trips to downtown Chicago, O'Hare Airport, or the suburbs.

4944 W Cullom Avenue, Chicago

$525,000
5 Beds 3 Baths 12362683 MLS CLOSED Status
Move right in to this beautifully updated 6-bedroom, 3-bath home in the highly sought-after Portage Park neighborhood. Offering thoughtfully designed living space, this home combines modern updates with timeless charm. Step through a stylish curved wall entry into a spacious open-concept living and dining area, highlighted by gleaming oak hardwood floors. The updated kitchen is a chef's delight, featuring crisp white cabinetry, granite countertops, and stainless steel appliances. Gorgeous custom railing on stairs to 2nd floor and unique light fixtures throughout give the house real character. Upstairs, you'll find a generously sized primary suite with custom closets, a remodeled bath, and 6'9" ceilings. Additional space on 2nd floor offers potential for a private dressing area and/or living space. 6 bedrooms offers great flex space that could be used for offices, music rooms, gaming rooms, craft rooms, or guest rooms. The fully finished basement offers incredible versatility, complete with a second kitchen, cozy living area, two additional bedrooms, and a workout space. Basement has its own breaker box...ideal for extended family or rental potential (legality of basement as rental space is not known). Zoned heating and cooling ensure year-round comfort throughout the home while saving you money. Nice sized back yard with new paver patio in 2019 which provides an excellent space for outdoor entertaining and hanging out. Yard is fence and dog ready. Extensively renovated in a 2017 gut rehab and enhanced with continued updates, including a new roof and gutters in 2019 and a luxurious 2nd floor bathroom remodel in 2022. Also owners added a mini split AC system in basement in 2018. A new liner & cap was added to the chimney in 2022. New AC compressor in 2025. Enjoy the convenience of nearby shopping, public transportation,and parks- and the home is just a short stroll from beautiful Portage Park. Short walk to three different bus lines (Irving park and montrose buses run east/west and Austin bus runs north/south.) Austin and Irving park buses run to metra and blue line trains. This is city living at its best!

4141 N Meade Avenue, Chicago

$572,000
5 Beds 3 Baths 12261939 MLS CLOSED Status
Discover the perfect blend of space, comfort, and versatility in this stunning 5-bedroom, 3-bathroom home, ideally situated on a RARE double lot in the highly sought-after Portage Park neighborhood of Chicago. This exquisite, move-in ready property exudes warmth and charm from the moment you step inside. The beautifully refinished hardwood floors flow seamlessly through the living and dining areas, leading to three inviting bedrooms on the main floor. Enjoy the convenience of a full bathroom and a generously sized eat-in kitchen, where you can start your day soaking up the morning sun on the expansive, private deck just off the kitchen-perfect for sipping coffee and catching up on the news. The backyard, a true gem, offers endless possibilities for outdoor entertainment and recreation, thanks to the spacious double lot. Venture to the second floor, which features an abundance of living space that can easily accommodate an in-law suite, complete with two additional bedrooms, a full bathroom, and a full kitchen. This level is designed for both privacy and flexibility, accessible via two separate staircases: one from the back deck and another from the side of the house. While this property is zoned for single-family residential use (RS-2), its layout provides a unique two-flat feel, with separate gas and electrical meters for each floor-ideal for extended family living or guest accommodations. The basement is an entertainer's dream, featuring new carpeting, expansive living areas, and a wet bar perfect for football Sundays. You'll also find ample storage, a third full bathroom, and a large utility/laundry room combo, enhancing the home's functionality. With two garages-one accommodating two cars and the other 1.5 cars-you'll have plenty of space for vehicles, hobbies, and additional storage. This turnkey property showcases comprehensive renovations throughout, featuring freshly painted walls and beautifully refinished hardwood floors that add timeless elegance. Your year-round comfort is ensured with brand-new furnaces for the 1st and 2nd floors, a new air conditioning unit for the 1st floor, and a new hot water heater for the 2nd floor - all installed in 2024. All three bathrooms have been transformed into spa-like retreats with designer finishes, including contemporary vanities, stylish mirrors, premium lightning fixtures, and modern plumbing fixtures. Every bathroom renovation was completed in 2024 offering you the perfect blend of classic charm and modern convenience without the need for additional updating. Located just moments from local restaurants, public transit, parks, and shops, this home offers not just a place to live, but a lifestyle to embrace. Don't miss out on this remarkable opportunity-schedule your showing today!

5826 W Warwick Avenue, Chicago

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Portage Park, Chicago IL · Curated MLS Search

Homes with Guest House in Portage Park, Chicago IL

An editorially curated view of every active homes with guest house listing in Portage Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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