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$825,000
8 Beds ⋅ 3 Baths ⋅ 12754863 MLS ⋅ NEW Status
Rare opportunity to own a solid brick legal 3-unit building in Chicago's Uptown neighborhood on beautiful tree-lined Kenmore Avenue. Situated on an oversized lot, this Uptown multi-unit property offers outstanding potential for an investor, owner-occupant, or future single-family home conversion. Spacious units feature abundant natural light, generous room sizes, and separate living and dining spaces. Each unit has separate heating and cooling systems and individual utilities. The vacant top-floor unit features a bright 2-bedroom, 1-bath layout, dramatic stairwell accented by a skylight, and in-unit laundry. The first- and second-floor units each offer 3 bedrooms and 1 bath. The unfinished basement provides additional untapped potential with great ceiling height and two separate entrances. Detached 2-car garage. Prime Uptown Chicago location near the Wilson Red and Purple Line CTA station, multiple bus routes, lakefront parks and trails, restaurants, coffee shops, grocery stores, and the Uptown Entertainment District. An exceptional opportunity to own a brick 3-unit investment property in one of Chicago's most vibrant North Side neighborhoods.

4725 N Kenmore Avenue, Chicago
$1,295,000
10 Beds ⋅ 4 Baths ⋅ 12741174 MLS ⋅ ACTIVE Status
Excellent investment opportunity in the heart of Andersonville! This handsome three-unit greystone offers an impressive 10-bedroom, 4-bathroom configuration with spacious apartments with individual HVAC systems and strong rental income. Unit 1 is a generous duplex-down featuring four bedrooms, two full baths, and a separate family room, while Units 2 and 3 each offer three bedrooms and one bath. Additional highlights include private rear decks, common laundry, and a two-car garage. Ideally located near the restaurants, shops, cafes, and neighborhood amenities along Clark Street, with convenient access to public transportation and the lakefront. A substantial, income-producing property in one of Chicago's most desirable neighborhoods-schedule your showing today!

1319 W Foster Avenue, Chicago
$750,000
5 Beds ⋅ 2 Baths ⋅ 12701584 MLS ⋅ ACTIVE Status
Historic Uptown! This Chicago Classic brick two-unit offers comfortable living space for an owner-occupant or tenants! Less than 5 miles from Montrose Beach and close to restaurants and public transportation. The first-floor apartment features 2 bedrooms, 1 bathroom, and hardwood floors, while the second-floor apartment includes 3 bedrooms and 1 bathroom. Each unit includes a charming living room, a formal dining room with wood crown molding throughout, a vintage built-in hallway wood cupboard, and a back den that can be used as pleased, plus access to an unfinished basement with potential for additional storage or future improvements. The owner occupies the 1st floor unit as their primary residence and will remain until the sale closes. The 2nd floor unit is vacant. Property TUCKPOINTED 4/2022, WARRANTY ON ROOF UNTIL 5/2027, Sewer line excavated, PVC cleaned out 3/2026. Property is being sold as-is.

1223 W Gunnison Street, Chicago
$1,226,000
8 Beds ⋅ 3 Baths ⋅ 12602618 MLS ⋅ CLOSED Status
Turnkey, classic Andersonville greystone offering three legal units on a wide lot. All units feature open-concept kitchens and granite baths. Bright and sunny throughout with high ceilings, hardwood floors, and gas-forced air heat. Extensive capital improvements include 2022 renovation of garden unit (new flooring, appliances, paint, etc.) New windows in 1st and 2nd floor units, refreshed common areas and 2nd floor main living spaces. The property also offers a landscaped, private fenced yard. Located on a quiet, tree-lined street just steps from Andersonville's dining and shopping district, Foster Beach, the Red Line, and Metra. Great opportunity for an investor or live-in owner in a prime location.

1427 W Winona Street, Chicago
$800,000
8 Beds ⋅ 3 Baths ⋅ 12524383 MLS ⋅ CLOSED Status
SOLD BEFORE PRINT

1439 W Foster Avenue, Chicago
$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
$763,800
6 Beds ⋅ 3 Baths ⋅ 12422656 MLS ⋅ CLOSED Status
WALK THRU VIDEO ON VIRTUAL TOUR BUTTON. Legal 2 unit (not a 3 unit - BEDROOMS CAN HOLD TWIN BEDS) with 3 bedrooms top floor and a 3bed/2bth/2 kitchen duplex down (basement can be it's own unit. The basement height is 6 ft 5 at it's highest point - you take the back interior stairs to get to basement) 25 x 180 oversized lot! Rental comps around 2500 and 3500 for a total of 6k a month. 2025 renovations include nearly everything from structural, including new roof, windows, plumbing, and HVAC, to cosmetic, including drywall, insulation, floor finishes, lighting, cabinetry, appliances, and a fully finished lower level. Both units are move-in ready, ensuring a smooth transition for new tenants. The property also comes with a detached 2-car garage, storage shed, and fenced-in yard. Great uptown loaction on small 2 block run of Magnolia - close to the train, lake and shopping districts. Great rent potential and an area that is appreciating very fast. Whether you're seeking a turnkey investment or a property to live in while generating rental income, this 2-unit building presents a fantastic opportunity. - Gas Forced heat, central AC, new kitchens, Washer and Dryer on EVERY floor. HUGE backyard.

4870 N Magnolia Avenue, Chicago
$1,230,000
5 Beds ⋅ 3 Baths ⋅ 12291540 MLS ⋅ CLOSED Status
Classic 3-unit graystone with valued, long-time tenants paying rents waaaaaay below market. *** Gut rehab in 2012 and meticulously maintained since. Rehab included new tearoff roof, deck and fence replacement, tuckpointing, all new electric and plumbing, full window replacement, new HVAC systems and full renovation of the 3 units. *** Each home has high ceilings, hardwood floors, GFA heat, central air, in-home laundry, family/sitting room and large rear deck. Units 2 & 3 also have an den/office area. *** All units have open kitchens with wood cabinetry, S/S appliances including dishwasher and stainless countertops. Baths finished with pedestal sink, tub/shower combo with subway tile, and Penny Round tile floor. *** These bright, beautiful homes overlook the stately residences of the Lakewood Balmoral Historic District. Ideally located just steps to Red Line/bus stops; Andersonville shopping, restaurants; and lakefront beaches, parks and trails. *** Top floor lease ends 4/30, so will be ready for owner-occupant; renewal of current tenants' lease; or re-lease during prime spring rental season. *** Rents INCLUDE parking + large, individual storage rooms in heated, dry, unfinished basement.

1323 W Foster 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
$1,225,000
10 Beds ⋅ 4 Baths ⋅ 12162567 MLS ⋅ CLOSED Status

Chicago
$930,000
6 Beds ⋅ 3 Baths ⋅ 12130374 MLS ⋅ CLOSED Status

1419 W Winona Avenue, Chicago
$807,000
5 Beds ⋅ 3 Baths ⋅ 12118952 MLS ⋅ CLOSED Status
UNLOCK THE POTENTIAL - GREYSTONE & BRICK MULTI UNIT IN ANDERSONVILLE ON AN OVERSIZED LOT. One 3-bedroom /1-bath apartment, One 2 bedroom /1 bath apartment and 1bedroom /1 bath basement unit OR a blank canvas primed for conversion into your dream single-family home. Much of the original vintage detailing is intact; woodwork, moldings, and more! Detached two car garage with second floor studio. Curb cut for entrance from Argyle. Imagine the possibilities with spacious rooms, abundant natural light, and a layout tailored to your lifestyle. Whether you're looking for a renovation project, investment opportunity or a blank canvas to unleash your creativity, this property has it all. Seize this opportunity to create your ideal home.

1446 W Argyle Street, Chicago
$650,000
7 Beds ⋅ 3 Baths ⋅ 12064823 MLS ⋅ CLOSED Status
Come view this spacious and sunny 2 Unit Greystone located in Uptown. This building has been well maintained by a long term live-in owner and boasts beautiful apartments on a quiet one way street. The gated entry and front yard offer plenty of curb appeal, ready for your green thumb! Hardwood floors and oversized windows throughout add to this home's charm. The 2nd floor boasts 4 bedrooms and 1.5 bathrooms, plus a washer and dryer. The 1st floor has 3 bedrooms and 1 full bath, plus a stunning brick fireplace. The prime location puts you in reach of Argyle Street, Andersonville, LUC, and Edgewater making for an easy walk for shopping, entertainment, and nightlife(such as the famous Green Mill). Multiple transportation options make for great marketability for these apartments. You won't want to miss this perfect investment opportunity!

4843 N Kenmore Avenue, Chicago
$1,200,000
12 Beds ⋅ 4 Baths ⋅ 12048862 MLS ⋅ CLOSED Status
Terrific Investment Opportunity in Uptown Neighborhood! This 4-unit building presents a profitable investment opportunity with all units fully occupied. Constructed of brick and on an extra wide lot, the building boasts spacious units with central A/C and efficient gas forced air heating for tenant comfort. The garden unit has been fully renovated (2022), showcasing modern amenities and style. Stainless steel appliances are featured in all units, enhancing their appeal. Each floor offers ample storage space, ensuring convenience for tenants. Additionally, there are shared laundry facilities in the basement. Four tandem exterior spaces are available, making parking hassle-free for residents. Situated in a prime location on the cusp of Andersonville and Uptown neighborhoods. Just minutes away from restaurants, shopping, and public transportation, making it highly desirable for tenants and a promising investment opportunity for savvy investors. All lease dates ending between March-May 2025.

1312 W Winnemac Avenue, Chicago
$799,000
9 Beds ⋅ 3 Baths ⋅ 12040675 MLS ⋅ CLOSED Status
Incredible opportunity to own a classic gray stone building! This two flat has 3 bedrooms and 1 bathroom on each floor and finished basement, high ceilings, full living room and dining room plus large kitchens. 2 spots parking pad in the back. Fantastic location near the Lawrence Red Line stop, the Aragon Ballroom and the Riviera and walking distance to Parks, Restaurants, Lake, Post Office etc

4823 N Magnolia Avenue, Chicago
$795,000
4 Beds ⋅ 2 Baths ⋅ 12038371 MLS ⋅ CLOSED Status
Come see this beautiful, all-brick, Chicago 2-flat beauty. This property offers a fantastic opportunity for investors or owner occupants. Live in the whole building as current owners do, rent one unit and live in the other, or rent both. Completely renovated with new plumbing, new electrical, new roof, new bathrooms and kitchens, refinished original wood floors and moldings, and all new appliances. Washer and Dryer is common in the basement. All the historic charm with clean and modern convenience. Each unit has 2 bedrooms and 1 bathroom. Large newly fenced-in back yard and a 2-car garage. The vibrant Uptown-Andersonville area has so much to offer, from endless dining options, coffee shops, playgrounds, to multiple grocery stores. One block away from the red line and about 7 blocks away from the lake. Selling due to job relocation. Licensed broker co-owned.

1221 W Gunnison Street, Chicago
$649,000
6 Beds ⋅ 2 Baths ⋅ 12010078 MLS ⋅ CLOSED Status

1263 W Foster Avenue, 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
$892,000
7 Beds ⋅ 3 Baths ⋅ 11904580 MLS ⋅ CLOSED Status
South Andersonville immaculately maintained and updated jumbo two-flat on over-sized lot. 4beds on 2nd level, 3beds on 1st level plus interior stairwell to huge unfinished basement with full bath. Structurally this home is completely updated- electric, plumbing, roof, masonry all in amazing condition. Garage is newer build. Tons of opportunity to expand to lower level for an owner's duplex. Photos this week then MLS. Just east of Clark St./Andersonville.

1455 W Winona Street, Chicago
$642,500
7 Beds ⋅ 3 Baths ⋅ 11832140 MLS ⋅ CLOSED Status
Perfect investment opportunity for investors/owners who have the vision! With some TLC, this place has a lot of potential to shine and greatly increase in value. This is a two-flat classic greystone building on an oversized Chicago lot 37.5 x 150 feet. Three bedrooms, one bath on the second floor; two bedrooms, one bath on the first floor. Both apartments have separate living rooms and dining rooms. (Right now the living room on the first floor has been used as the third bedroom, but can easily convert it back). The in-law apartment in the basement has two bedrooms and one bathroom. Enclosed porches. Very very low rent due to longtime tenants. There's a two-car garage and five spots of parking space at the back of the building--perfect to earn extra income. The rubber roof is about 7 years old. All double-panel windows. Gas furnace forced-air system. 3 hot water tanks, each 140 gallons. Separate utilities. Fantastic location--convenient and only half a block from Argyle red line station, and a few blocks from Lake Michigan. Walking distance to the school, library, grocery stores, restaurants, Parks and nightlife entertainment (ie Aragon Ballroom, and the Riviera Theater). The building is sold in as-is condition. Neither seller nor agent represents the legality of the basement unit. This property is on ADU area.

5039 N Winthrop Avenue, Chicago
$400,000
5 Beds ⋅ 2 Baths ⋅ 11791004 MLS ⋅ CLOSED Status
Calling all investors, landlords and renovation ready owners to this classic red brick 2 flat for an incredible rehab and wealth generating opportunity in Uptown while only blocks from Andersonville. This property needs a full rehab giving a great opportunity to keep the existing configuration or convert the full unfinished basement into a garden apartment, coin operated laundry or rentable storage space. It is perfect for those looking for an owner occupied building with an Airbnb operation. The garden unit would be a perfect set up while you live in one unit and rent the other. There is also the option to easily duplex the 1st floor and basement (accessible stairs are off the dining room). Furthermore, this has the potential to be your spacious single family sanctuary. Property is being sold "As Is". Each unit features hardwood flooring, a spacious living room, separate dining room, a kitchen, hosting 3 bedrooms and 1 bathroom on the second floor and 2 bedrooms and one bathroom on the first floor. Just blocks away from Lake Michigan, located minutes away from the Cubs Stadium and Andersonville with over 85 shops, cafes and restaurants. This is a walkers paradise. Bring your creative ideas to this blank canvas and enjoy all the goodness this neighborhood has to offer.

1219 W Winnemac Avenue, Chicago



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