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$1,430,000
11 Beds 8 Baths 12497672 MLS CLOSED Status
Welcome to 4631 N. Kenmore St. an exceptional urban Oasis located within the highly desirable Uptown/Andersonville neighborhoods of Chicago. This legally classified 4 flat features spacious two-and-three - bedroom configurations each equipped with two full baths. The building classic vintage Greystone exterior, had its roof replaced in 2014, a thoughtful renovation of 1st, 2nd & 3rd floors down to the studs with a comprehensive remodeling 2015-2016. Upgrades included windows, flooring, steel porch, Tuck-pointing and coping along with the three car parking pad to enhance functionality for the residence. Garden Apt. was entirely redone in 2021. Inside each unit boasts modern kitchens features including custom 42-inch white designer cabinets, granite countertops and a breakfast bar that accommodates 4 or more making it ideal for entertaining. The kitchens are outfitted with stainless steel appliances including a dishwasher and garbage disposal, promoting both style and convenience. Each apartment also includes individually controlled central heating and air conditioning systems, oak floors, in-unit laundry facilities, and large private rear decks. Nestled along a tranquil tree lined street, the property is within proximity to a diverse selection of restaurants, cafes, parks, and public transportation options including the Wilson Red and Purple lines. Residents will also enjoy nearby attractions such as Wrigley Field, Gallagher Way, Target, Montrose beach and all the vibrant offerings of Uptown, Andersonville, Ravenswood and Lincoln square. With long-term tenants already established, this property presents an excellent opportunity for savvy investors looking to expand their portfolio in a thriving market.

4631 N Kenmore Avenue, Chicago

$1,007,500
4 Beds 2 Baths 12157223 MLS CLOSED Status
Incredible opportunity to own a meticulously maintained Greystone rich with history and vintage charm. Situated on an extra wide double lot on one of the most desirable tree-lined streets in Uptown. Enter from your very own private side drive this special property has the most magnificent vintage detail, wood work, stained glass and period appropriate (Steuben) light fixtures. Double parlor living room, separate dining room with original built-in hutch and four generous bedrooms and two full baths. High-end eat-in chefs kitchen with stone counters, classic subway backsplash, stainless steel appliances and wood island breakfast bar. Tastefully updated bathrooms with timeless finishes - first floor features include seamless glass shower w/steam unit . Full height basement with loads of natural light offers endless possibility to expand your living space and create the home of your dreams. Separate laundry with by side washer/dryer, abundant storage and a half bath. Professionally landscaped yard, patio plus 1.5 car garage in carriage house complete with blacksmith forging station, water, and electric. Bring your ideas and convert the upstairs to a work from home office, gym or yoga studio. Additional improvements include new mini split air conditioning added to first and second floor, updated electrical and plumbing. Steps to all the best dining, shopping, entertainment and lakefront in Uptown/Andersonville neighborhood.

1218 W Winona Street, Chicago

$650,000
7 Beds 4 Baths 11927122 MLS CLOSED Status
Location, Location, Location!!! Nestled in the Heart of Uptown Chicago! This classic red brick 3-Flat building is on an Oversized Chicago lot 33 x 142 feet, presents a Unique Opportunity for both Renovation Enthusiasts and Crafty Investors! RT-4 Zoning, whether you envision it as a Restored Religious Congregation, lovely 3 story Single Family, or an incredible rehabbed incoming generating opportunity, this uptown Gem is a Blank Canvas ready for its Next Chapter! Property is being sold "As Is". 1st and 2nd floor units features living rooms and kitchens. Hosting 2 bedrooms and 1 full bathroom in the first floor and 5 bedrooms and 1 full bathroom on the second floor. 3rd floor is very spacious open floor loft with a balcony and an additional bonus room. Full finished basement have 2 half baths, plenty storage spaces with washer and dryer. The adjacent parking lot to the building provides about 16 exterior parking spaces. Just steps away from red line public transit, just blocks away from Lake Michigan and Lake shore Drive. Walking distance to the schools, grocery stores, restaurants, and nightlife entertainment (Aragon Ballroom, the Riviera Theater and more.) This is walker's paradise. Bring your creative ideas to this Blank Canvas, full of so many potentials and enjoy all the goodness this neighborhood has to offer. PLEASE NOTE THAT THIS BUILDING HAS TO SELL WITH THE PARKING LOT LAND NEXT TO IT total of 66 x 142. (4718 N Winthrop Ave with a different price $550,000).

4716 N Winthrop Avenue, Chicago

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Uptown, Chicago IL · Curated MLS Search

Multi-Family Homes in Uptown, Chicago IL

An editorially curated view of every active multi-family homes listing in Uptown, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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