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7851 S Jeffery Boulevard, Chicago
$2,500,000
12567655 MLS
Well-traveled northeast corner of 79th & Jeffrey Boulevard in Chicago's South Shore community offers this former religious compound - church, school, rectory, and convent - all interconnected with interior access. The church building with main access on East 79th Street, was completed in 1935, and designed by Joseph W. McCarthy & Associates Architects in a Romanesque cathedral style - constructed of structural steel framing with masonry walls and exterior limestone cladding. The church footprint is about 12,800 sq ft (75 existing pews) plus a full basement with 11 ft ceilings. Soaring ceilings and double level stained glass windows provide an iconic and historical presence. The church has a 130 ft bell tower and is serviced by a 400-amp electrical system. The church basement provides direct interior access into the adjacent school. The school, opened in 1923, is a two-story building also of limestone construction on a concrete foundation with a full basement - approximately 21,200 sq ft plus the basement of nearly 6,000 sq ft. Eight classrooms plus a coatroom on each level. There is a sprinkler system, and all windows have been replaced. Four steam heating systems (radiators) are located in the boiler room of the school basement and heat the entire complex (zoned heating). The school has direct access into the church and provides private access into the former rectory and convent. The rectory (7851 S. Jeffrey Boulevard) is a center-entrance grey limestone property - built in the late 1920's - a two-story structure with a partially finished basement - approximately 5,200 sq ft not including the basement. The former convent (7850 S. Chappel) is also constructed of grey limestone. It's a three-story building with a full basement - nearly 11,200 sq ft of improved space - consisting of individual offices, bedrooms, common kitchen, dining and living rooms, plus common bathrooms, and a private chapel. At the north end of the property is a private fenced parking lot for 50+ vehicles. The entire lot, consisting of two PINs, is approximately 2.009 acres, 87,514 sq ft of land area. Incredible opportunity to invest, repurpose, or transition this 50,000+ sq ft property into something spectacular - positioned on just over a half city block, and ideally located in South Shore near all transportation and the newly opened Obama Presidential Library. Current zoning on most of the parcel is RT-4. The 79th & Chappel corner of the parcel is zoned B3-2. Please check City of Chicago zoning ordinances for any intended uses. Truly an opportunity of a lifetime for a creative and entrepreneurial investor or end-user. Magnificent structure!!!!!

7851 S Jeffery Boulevard, Chicago

7601 S Kingston Avenue, Chicago
$1,985,000
12642708 MLS
Pleased to exclusively present this large corner courtyard building located in the heart of Chicago's South Shore neighborhood. This attractive investment opportunity features a desirable unit mix consisting of 12 studios, 13 one bedroom units, and 9 spacious two bedroom units. These fully renovated units are achieving top of the market rents on the block. Investors will benefit from the current management that has just raised occupancy as well as fixing any deferred maintenance within the building. With the strong demand for affordable housing in the area, investors can experience steady cash flow for years to come. Ideally situated within walking distance to Windsor Park Metra Station and CTA buses, Nearby attractions include the South Shore Cultural Center, and the picturesque Lakefront.

7601 S Kingston Avenue, Chicago

6816 S Cornell Avenue, Chicago
$1,225,000
12776106 MLS
Turnkey 7-Unit Investment Opportunity in South Shore. This solid income-producing asset features a strong unit mix of six spacious three-bedroom, one-bath apartments and one one-bedroom, one-bath unit-offering broad tenant appeal and consistent rental demand. Ideally located less than one mile from the new Obama Presidential Center, South Shore Cultural Center, public transportation, shopping, restaurants, parks, and other neighborhood amenities, the property is well-positioned for long-term occupancy and appreciation. With a convenient location, generous floor plans, and dependable cash flow, this seven-unit building is a standout addition for investors seeking to expand their portfolio or acquire a high-performing asset in one of Chicago's most established communities.

6816 S Cornell Avenue, Chicago

6751 S Chappel Avenue, Chicago
$1,050,000
12718543 MLS
Priced to Sell! Prime investment opportunity in the highly desirable South Shore neighborhood of Chicago, just steps from DuSable Lake Shore Drive. This well positioned 20 unit residential building offers strong income potential in a location known for steady rental demand and convenient access to the lakefront, transportation, and neighborhood amenities. The property consists of twenty (20) spacious units, each featuring 1 bedroom and 1 bathroom with functional layouts that appeal to a broad tenant base. The building presents an excellent value-add opportunity for investors looking to stabilize or enhance cash flow through strategic updates and management. Situated near public transportation, shopping, parks, South Shore Cultural Center, golf course, Rainbow Beach Park, and Lake Michigan shoreline, tenants enjoy easy commuting options and lifestyle conveniences. Proximity to major thoroughfares, Metra and bus lines makes travel to downtown Chicago and surrounding areas seamless. Property is being sold in AS IS condition. No surveys nor disclosures, taxes prorated. Subject to prior offer cancellation. This is a rare opportunity to acquire a sizeable multifamily asset in a strategic South Shore location.

6751 S Chappel Avenue, Chicago

7839 S Kingston Avenue, Chicago
$950,000
12767352 MLS
Prime Value-Add investment opportunity in nice South Shore neighborhood. 4.95 Gross Rent Multiplier, 10.5 CAP. 12-unit m/u property, comprised of (9) 2 Bedroom/1Bath Units, and (3) 3 Bedroom/1 Bath units. Two 6-unit brick buildings, with center entrances front and back, with rear parking. Each unit with large bright living room, 2 or 3 full bedrooms, dining/family room, and separate kitchen with pantry and leading to back enclosed porch. Over half of the apartments have been completely remodeled to leverage higher market rents. New owner can complete rehab of additional units and leverage appreciation of market rents, or easily convert all remaining 2 bedrooms into 3 bedrooms. The opportunity is here to step into cash flow on day one and to also improve overall performance through leasing and management. Conveniently located a short distance from public transportation, including Metra, beautiful Lake Michigan, and surrounded by numerous grocery stores and shops. This multifamily opportunity offers immediate value-add potential from the moment of acquisition.

7839 S Kingston Avenue, Chicago

7016 S East End Avenue, Chicago
$600,000
12657831 MLS
Exceptional development opportunity in the heart of South Shore. This expansive 40,453 SF parcel (250' x 163') is zoned RT-4 and offers outstanding potential for a luxury single-family residence, duplex development, or multi-unit residential project. Surrounded by mature trees and positioned on a beautiful residential block, the site is ideally located near the Obama Presidential Center, Lake Michigan, the 71st Street retail corridor, and the South Shore Cultural Center. Nestled near the historic Jackson Park Highlands neighborhood and amid ongoing new construction and investment activity, this property presents a compelling opportunity for developers, builders, and long-term investors alike. Convenient access to Lake Shore Drive, CTA transit, and the Metra Electric enhances appeal for future residents and supports strong long-term value. The seller is willing to divide the property into either ten 25' x 163' parcels or five 50' x 163' parcels, offering added flexibility for a range of development plans. A builder is also in place and available to assist with project execution if desired.

7016 S East End Avenue, Chicago

7741 S Yates Boulevard, Chicago
$595,000
9 Beds ⋅ 3 Baths ⋅ 12780562 MLS
Welcome to this exceptional South Shore three-flat offering timeless Chicago architecture, generous living space, and outstanding investment potential. This classic brick building features three spacious units, each thoughtfully designed with large room sizes, abundant natural light, hardwood flooring, separate dining rooms, and versatile den spaces that can easily serve as home offices, sitting rooms, or additional bedrooms. Rich in vintage character, select units showcase beautiful built-in bookcases and original architectural details that blend seamlessly with tasteful updates. The property is currently producing income with two units occupied, while the vacant third-floor unit presents an outstanding opportunity for an owner-occupant or savvy house hacker to move right in while offsetting their mortgage with rental income from the other two units. For investors, the unit is also being actively marketed for lease, offering the flexibility to bring the building to full occupancy and maximize cash flow. The partially finished basement offers additional usable space and is ready for your finishing touches, creating even more potential to add value. A common-area coin-operated laundry provides an additional income stream, while the detached brick 3-car garage offers valuable parking and the opportunity for supplemental rental income. Completing the property are a rear porch and ample storage, enhancing both functionality and tenant appeal. Ideally situated in the heart of South Shore, you'll enjoy convenient access to Lake Michigan, Rainbow Beach, Jackson Park, the South Shore Cultural Center, the future Obama Presidential Center, Metra and CTA transportation, shopping, dining, parks, and major expressways. Whether you're looking to expand your investment portfolio or take advantage of a rare owner-occupied house hacking opportunity, this is your chance to own a well-maintained, income-producing building in one of Chicago's most historic and steadily revitalizing lakefront neighborhoods. Schedule your private showing today!

7741 S Yates Boulevard, Chicago

7649 S Luella Avenue, Chicago
$529,999
4 Beds ⋅ 3 Baths ⋅ 12772880 MLS
Welcomes to south shore's newest GEM!! Rarely available remodeled Bungalow with a side lot included!! This beautiful home features 6 bedrooms, 3 baths, and an astonishing finished basement! As you enter you will come across beautiful Greek coffered ceilings and an alluring living room fireplace. Next you have 3 bedrooms followed by a huge full charming bathroom with tile around! Next you will enter the royal dining room next to the kitchen of your dreams! 42 inch cabinets, crown molding, led lighting, quartz countertops, and stainless steel appliances! Up to the second floor you will find a one of a kind primary bedroom with its own full bath! Bedroom is huge and has a walk in closet! Bathroom is huge and includes a freestanding tub, separate shower, fireplace, and tile all around!! There are skylights all throughout the second floor for added sunlight and relaxing rainy nights! Down to the lower level you will encounter a marvelous flooring design followed by a massive fireplace, 2 bedrooms, and another full bath!! On the exterior you will have it like no other! TWO LOTS!! A one of a kind opportunity to own a soccer field! Huge family BBQ hostings, or simply build yourself another house!! Endless possibilities!!! In addition home presents a brand new fence, new siding, and brick two car garage! Home is located on a beautiful and quiet tree line street! You won't find another opportunity like this! Schedule your showing today!

7649 S Luella Avenue, Chicago

7719 S Kingston Avenue, Chicago
$500,000
12607565 MLS
7719 S. Kingston Avenue is a well-maintained brick multifamily building in Chicago's South Shore neighborhood, offering a long-term investment opportunity. The property supports meaningful future cash flow potential through improved operations and continued rent growth, while maintaining a straightforward, manageable footprint across seven one-bedroom, one-bath units. With steady tenant demand and a supply-constrained multifamily market where similar assets rarely become available, the building is well-positioned for continued income upside and long-term value appreciation. Overall, 7719 S. Kingston presents a durable South Side hold with strong future investment potential. Property is being sold as-is. Open city violations on record including exterior masonry, parapet wall, fire safety, and interior conditions. Violation reports available upon request. Buyer to assume all violations at closing.

7719 S Kingston Avenue, Chicago

7644 S Cornell Avenue, Chicago
$456,500
6 Beds ⋅ 3 Baths ⋅ 12620545 MLS
This is an updated multi-unit property on South Cornell Ave in Chicago. The remodel was done two years ago. The property has new mechanicals (Electric-Plumbing-Furnaces-bathrooms-floors-kitchens) The units are two-bedroom and one bath each with in unit laundry. There are hardwood floors throughout (even the garden unit). Porcelain and ceramic tile cover the bathrooms and kitchen floors. Lots of windows and the kitchen and dining area has been opened up for a continuous flow. The stoves-refrigerators-microwaves are one year old. Living Room area has adequate space for a couch-love seat-multiple chairs, etc. Power Outlets are on the wall areas for the hanging of televisions. the property is a very nice multi-unit building. this was not a hurry up/fix and flip project that you have been seeing throughout the communities. Ample money and time have been put into this renovation. Noting has been hidden. No surprises that you find months later after the deal is closed. Brick two-car garage as well. There are several options for the next potential buyer. You can rent the two-units and live in the garden unit. Garden unit is probably the best of the units. Or you can rent the top unit as a two-bedroom rental and rent the first-floor unit as a duplex offering four bedrooms-two bathrooms. Currently, I have tenants in the first and second floor units with the garden unit vacant and awaiting the new owner. Currently, these rentals are generating ($3055) in monthly rental income. Roof has six additional years of life remaining. Back Porch and windows were not replaced; however, there are no major repairs needed. I would say that $13,500.00 in repairs may be needed. Property is being sold as is. Property is close to transportation-hospitals-grocery stores-. Obama center is seven blocks away. Don't miss this opportunity. Great block-great neighbors.

7644 S Cornell Avenue, Chicago

7544 S Essex Avenue, Chicago
$425,000
9 Beds ⋅ 3 Baths ⋅ 12724446 MLS
OWNER-OCCUPANT & INVESTOR VALUE-ADD OPPORTUNITY IN SOUTH SHORE! Not turnkey. Not overdone. Full of potential. This solid all-brick 3-flat offers approximately 3,200 sq ft, 9 bedrooms, 3 baths, separate utilities and a full basement-with an opportunity to create value through cosmetic renovation. Owner-occupants: Live in one unit while renting the other two, with anticipated rental potential of approximately $4,600/month from the two rented units, subject to market conditions and tenant demand. Investors: Three units create multiple income streams with anticipated rents of approximately $2,300 per unit, or $6,900/month when fully rented. The strategy is simple: BUY RENOVATE RENT BUILD EQUITY Financing options may include FHA 203(k), Conventional Rehab, Cash, or Hard Money, subject to lender/investor approval, property eligibility, borrower qualifications and applicable loan terms. Located in South Shore amid significant public and private investment, including INVEST South/West, the Obama Presidential Center, THRIVE Exchange and 71st Street corridor investment. Future impact is not guaranteed, but the level of investment makes this an opportunity worth a closer look. This is where the opportunity begins: bring your vision, improve the property and create the value. Short sale. Sold AS-IS. Subject to lender approval. If you're looking for a property where the upside comes from what YOU do with it, don't let this one pass without running the numbers. Anticipated rents are estimates for illustrative purposes only. Actual rents, expenses, renovation costs and values may vary. Financing is subject to lender approval, borrower qualification, property eligibility and applicable terms. Buyer to independently verify all information and projections.

7544 S Essex Avenue, Chicago

7804 S Paxton Avenue, Chicago
$400,000
3 Beds ⋅ 3 Baths ⋅ 12585565 MLS
2023 Rehabbed Chicago Bungalow, with 4 bedrooms, Spacious & Open, Attic Master Bedroom, with new two sink vanity and tub. With new kitchen appliances and Quartz countertop. Bright living room with office space, fireplace and a front porch, as well as hardwood floors all throughout the first and up to the attic, The basement has been finished and includes a 1-bedroom,& spacious closet space, full elegant bathroom with stand-up shower, and all new fixtures, new vanity, space to be used as a recreational room, or gym with storage space, and laundry space as well, with a new added small washer for small tasks, also includes a beautiful backyard, with lots of potential to add an extra parking space, but also come with a 2-space car garage- Being sold AS-IS! Accepting Offers! *Sellers are motivated* PROPERTY IS ALSO LISTED FOR LEASE!

7804 S Paxton Avenue, Chicago

7751 S Phillips Avenue, Chicago
$400,000
7 Beds ⋅ 4 Baths ⋅ 12560835 MLS
Attention investors and house hackers, this South Chicago 3-flat checks every box. 7751 S. Phillips Ave offers immediate cash flow with serious value-add upside in one well-maintained package. The building features three income-producing units: two 2-bedroom/1-bath units currently leased at $1,300/month and one spacious 3-bedroom/1-bath unit at $1,500/month, generating $4,100/month and $49,200 annually in rental income at a 7.7 cap rate. The real opportunity is in the unfinished basement. With the right build-out, this space can be converted into an additional 1- or 2-bedroom unit, pushing total monthly rents to $5,100-$5,300 and stabilized property value well north of $550,000, a potential $130,000+ in forced equity for the right buyer. Whether you're an experienced investor looking to add a cash-flowing asset to your portfolio, or an owner-occupant ready to live in one unit while the other two cover your mortgage, 7751 S. Phillips delivers. Strong existing tenants, proven rents, and a clear path to increased value make this a rare find at this price point.

7751 S Phillips Avenue, Chicago

2050 E 73Rd Street, Chicago
$399,000
4 Beds ⋅ 4 Baths ⋅ 12746777 MLS
THE OWNER SAYS SELL. MAJOR PRICE REDUCTION. THIS RARE VINTAGE SOUTH SHORE VICTORIAN WILL NOT BE AROUND LONG!!! ELEGANT AND SPACIOUS 5 BEDROOM 3.5 BATH AND NEARLY 3000 SQUARE FEET OF ROYALTY. LIVING ROOM, DINING ROOM AND FAMILY ROOM ON MAIN LEVEL WITH GLEAMING HARDWOOD FLOORS. KITCHEN FEATURES SHAKER STYLE KITCHEN CABINETS, GRANITE COUNTER TOPS, BLACK PACKAGE SS APPLIANCES AND ISLAND!! ENJOY A TOTALLY PRIVATE 3RD LEVEL MASTER SUITE OASIS WITH LARGE WALK-IN CLOSET AND MASTER BATH!! MASSIVE 2ND FLOOR BEDROOMS WITH GREAT CLOSET SPACE AND HUGE BATHROOM. FULL FINISHED BASEMENT FEATURES FAMILY ENTERTAINMENT AREA, BEDROOM, FULL BATHROOM AND LAUNDRY ROOM. NEW WINDOWS, NEW HIGH EFFICIENCY HOT WATER TANK/FURNACE, NEW HVAC SYSTEM, NEW PLUMBING/ELECTRICAL, NEW PRIVACY FENCE. NEW 3-CAR GARAGE.

2050 E 73Rd Street, Chicago



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