Refine Search
Map
Sort by
$2,875,000
12715402 MLS ⋅ ACTIVE Status
844-846 W. Lakeside Pl., a classic center-entrance six-flat apartment building located in Chicago's Uptown neighborhood, a short walk from Lake Michigan and Montrose Harbor. The Property consists of five (5) three-bedroom/two-bathroom units and one (1) four-bedroom/two-bathroom unit, with each apartment measuring approximately 1,600 square feet. The Offering also includes five (5) garage parking spaces and a basement workspace currently rented for $550/month. Tenants have large private storage spaces in the basement as well. The apartments showcase preserved vintage character - coffered ceilings, wainscoting, crown molding, decorative fireplaces, and built-in cabinetry - paired with select unit-level updates including refinished hardwood floors, quartz countertops, stainless-steel appliances, HVAC, in-unit washer/dryers, and renovated bathrooms. Capital improvements include a fully rebuilt rear porch system (2023) and a 400-amp electrical service upgrade (2016). A new owner may choose to pursue additional cosmetic renovations to kitchens and bathrooms to push rents above current market levels, building on the unit modernization already completed elsewhere in the building. The Property may also support the addition of an Accessory dwelling unit (ADU) or two, pending city approval. 844-846 W. Lakeside Pl. is ideally situated on a quiet, tree-lined street one block from the Lakefront Trail and Montrose Harbor, with three CTA stations nearby - Lawrence Red Line (7 minutes), Wilson Red/Purple (8 minutes), and Argyle Red Line (10 minutes) - all providing direct service to the Loop.

844 W Lakeside Place, Chicago
$2,140,000
12684909 MLS ⋅ CLOSED Status
Rare opportunity to acquire a fully renovated, income-producing multifamily property in Chicago's highly desirable Uptown neighborhood. This well-maintained asset consists of 6 spacious apartments and 5 on-site parking spaces, with a significant value-add component through city-approved plans for 2 additional ADU units in the basement. The property has undergone extensive capital improvements, including a complete upgrade of the heating and cooling systems to modern HVAC throughout all units in late 2025. Interiors feature ultra-modern kitchens with stainless steel appliances, beautifully renovated bathrooms, abundant natural light, and contemporary finishes designed to attract and retain quality tenants. Current rents exceed $2,600 per unit, providing strong in-place income with additional upside through continued rent optimization and the future ADU expansion. Ownership has already secured city approvals, permits, and architectural/MEP plans for the basement conversion, allowing a new owner to immediately pursue development of the additional units. Ideally located just minutes from the Wilson Red Line station, the property offers convenient access to downtown Chicago while benefiting from Uptown's vibrant dining, entertainment, and retail scene. Nearby attractions include Truman College, local cafes, restaurants, and neighborhood amenities that continue to drive strong rental demand. This offering presents a compelling combination of stabilized income, recent capital improvements, and immediate expansion potential in one of Chicago's most dynamic rental submarkets.

4431 N Racine Avenue, Chicago
$1,230,000
12430995 MLS ⋅ CLOSED Status
Rare opportunity to acquire a renovated multifamily building in the heart of Uptown, one of Chicago's most vibrant and transit-oriented neighborhoods. Renovated in the past 10 years, the property features six modern residential units with individual HVAC and efficient layouts. This investment offers stable income with significant immediate upside for the next owner. The partially finished basement also provides the potential for a 7th unit as a 2-bedroom accessory dwelling unit (ADU). In-place rents are below market averages, promising substantial upside. With the grand reopening of the Lawrence Red Line station after a four-year, multibillion-dollar reconstruction, tenant demand is expected to rise significantly. The improved accessibility to public transportation, combined with the property's proximity to Uptown's entertainment district and lakefront amenities, positions it perfectly for strong rent growth potential and long-term appreciation. The building is ideally situated next to a brand-new public park and steps from iconic venues like the Aragon Ballroom, Riviera Theatre, and Green Mill Lounge. The popularity of these venues drives consistent demand for off-street parking, creating an additional income opportunity via platforms like SpotHero. The neighborhood's walkability, easy access to Lake Shore Drive, and thriving retail and dining scene make this a prime investment opportunity.

4832 N Winthrop Avenue, 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



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.