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$2,895,000
12579441 MLS ACTIVE Status
PRICE REDUCED for this attractive 1960's era, 32 unit brick building in great location in booming South Shore. Appealing unit mix of 4 studios, 10-1/1's, 15-2/1's and 3-3/1's. Roof, Porches, Masonry/Tuckpointing, and Electrical work done within last 5-8 yrs. Every unit updated with Bath and Kitchen reno during same period. Laundry in basement area and outdoor parking in rear for 16-20 cars. Located 1/2 block from Rainbow Beach Park and Rainbow Beach on the shore of beautiful Lake Michigan. The CTA 26, 6, 71, and N5 buses serve this location with both north and south bound stops at 78th and S. South Shore Dr, and it's just a short 2 block walk to the Metra Line (commuter rail) stop. Less than 3 miles to world renowned University of Chicago, the new Obama Presidential Library, the soon to be renovated Jackson Park Golf course, and just 9 blocks from the Campus of the soon to be built, 1 million s.f. Illinois Quantum and Microelectronics Park. Also, less than 11 miles to the center of downtown Chicago. New property management is in place and is working to stabilize rents. There is an ASSUMABLE loan in place at an attractive rate and it will not adjust until 12-1-28, at which time it will float off SOFR.

7801 S South Shore Drive, Chicago

$2,500,000
12567655 MLS ACTIVE Status
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

$1,200,000
12700556 MLS ACTIVE Status
Exceptional investment opportunity in the highly desirable South Shore neighborhood! This well-maintained seven-unit multifamily building offers a strong unit mix consisting of six spacious three-bedroom, one-bath apartments and one one-bedroom, one-bath unit, providing broad tenant appeal and consistent rental demand. Ideally located less than one mile from the New Obama Center, South Shore Cultural Center, public transportation, shopping, restaurants, parks, and other neighborhood amenities. This property is well-positioned for long-term occupancy and appreciation. Approximately half of the units are occupied under subsidized rental programs, providing a stable and reliable income stream, while the remaining market-rate units offer potential for future rental growth. Whether you're looking to expand your portfolio or acquire a solid income-producing asset in a thriving community, this property presents an excellent opportunity. Convenient location, spacious floor plans, and dependable cash flow make this a standout investment in one of Chicago's most established neighborhoods.

6816 S Cornell Avenue, Chicago

$1,050,000
12718543 MLS ACTIVE Status
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

$949,900
12 Beds 6 Baths 12603994 MLS ACTIVE Status
Recently Gut Rehabbed Jumbo three flat, just steps off Jackson Park golf course, harbor, and lakefront. Over 6000 square feet, with three 2,000+ sq ft. gut-renovated apartments, each with 4 Bedrooms and 2 Baths. First floor unit vacant for any owner occupants, middle and top rented. Three exceptional shaker kitchens with waterfall quartz countertops. Six luxury baths with designer finishes. Twelve total spacious bedrooms. In unit laundry, all new electrical, plumbing, high efficiency heating and cooling, windows, porch, roof, and more. Huge, tall basement for additional space. A 5-minute drive to the Obama Presidential Center and the rapidly transforming 63rd Street corridor, the $800M Woodlawn Central project is poised to reshape the area. This 8-acre mixed-use development will feature a hotel, theater, technology center, retail, restaurants, and residential towers.

6711 S Paxton Avenue, Chicago

$799,900
12704639 MLS ACTIVE Status
Well-Maintained Six-Unit Investment | Five 2BR Units | Tenant-Paid Heat | In-Unit Laundry | Parking Potential Exceptional opportunity to acquire a well-maintained six-unit multifamily investment property featuring five spacious two-bedroom residences and one one-bedroom residence. Offering an attractive unit mix, generous floor plans, and strong rental appeal, this property is an excellent addition to any investment portfolio. The apartments feature expansive living and dining areas, updated kitchens with ample cabinetry, solid-surface countertops, subway tile backsplashes, dishwashers, and modern fixtures. Many of the units retain their original architectural charm, including decorative fireplaces and built-in shelving, blending timeless character with functional updates. Most units also feature the convenience of in-unit laundry, an amenity highly sought after by today's renters. Designed for efficient ownership, each apartment has a separate heating system, with tenants responsible for their own heat, helping reduce operating expenses. The property has been consistently maintained and offers clean, well-kept common areas, attractive rear porches, and a large, dry basement with exceptional storage capacity and future value-add potential. The oversized rear yard provides the opportunity to create approximately five off-street parking spaces, offering additional income potential. One unit is currently vacant, allowing buyers to easily inspect a representative apartment without disturbing existing tenants. Whether you're looking to expand your portfolio, complete a 1031 exchange, or acquire a stable income-producing asset with future upside, this six-unit building offers strong fundamentals, operational efficiencies, and long-term investment potential.

1509 E 69Th Place, Chicago

$729,000
4 Beds 4 Baths 12510159 MLS ACTIVE Status
The Jackson Park Highlands is one of the city's best kept secrets. This amazing area of Land Mark Status homes features tree lined streets, well-manicured lawns, deep set backs and no alleys. It epitomizes suburban living within the city. Now offering for sale one of its most stately residences. A majestic English Tudor home with tall ceilings and spacious sun filled rooms. There are four bedrooms, two full baths, two powder rooms, a library with double door entry, butler's pantry and finished basement with wet bar. underneath the carpeting there are hard wood floors. Loads of period charm and eloquence are found here. Side drive, 2.5 car garage, superb location near the University of Chicago, golf course, beaches, marinas, and only minutes away from world class shopping, dining and entertaining. Come take a look and make it your own.

6731 S Cregier Avenue, Chicago

$725,000
5 Beds 3 Baths 12672666 MLS ACTIVE Status
This well-kept craftsman home in Jackson Park Highlands is set on a 50 x 134 sf lot; what appears to be small and quaint from the outside is deceptively large at just under 4,700 sf. One large cozy room reveals itself to another with natural light that follows you throughout the day. This home features 5 bedrooms, 3 bathrooms, wrap-around terrace, expansive recreation room, and a two-car garage. Upon entering, the foyer opens up to a large hallway with views into the dining room and living room that is large enough to have multiple seating areas. French doors allow access to the terrace from the living room and adjacent family room making this home comfortable for indoor/outdoor entertaining. In the kitchen, stainless steel appliances and granite countertops make food prep and cooking easy. Walk through the dining room to a private area at the rear of the house where the primary suite is located with its own screened porch. Just past the second bedroom are stairs to three additional bedrooms and another full bath on the second floor. In the basement, you will find a finished recreation room with a wet bar. An office, full bathroom, laundry/mechanical room and storage areas complete the lower level. Below the generously sized two-car garage is a full basement. Its caddy corner location on the property creates a lovely outdoor space to read a book or have dinner on a summer night with friends. This property is sold AS-IS and will shine with a few creative thoughts and aesthetic ideas. Walk to play a round of golf at the Jackson Park Golf Course or to the lakefront trail; the Obama Presidential Center is only minutes away. Easy access to Metra, CTA, and DuSable Lake Shore Drive will take you directly to the Loop.

6840 S Constance Avenue, Chicago

$614,900
4 Beds 3 Baths 12704475 MLS ACTIVE Status
Located in historic Jackson Park Highlands, this spacious 4-bedroom, 2.5 -bath home is filled with character, personality, and room to truly LOVE WHERE YOU LIVE. Some homes are simply properties. Others carry history, memories, and a legacy that deserves to continue. For more than 40 years, this home has been owned by the same family, and now it is ready for its next chapter. From the dedicated study and formal dining room to the family room designed for gathering, this home gives you space to live, work, entertain, and create new memories. And then there's the additional room that once served as the home's hot tub room. Yes, a dedicated hot tub room. Bring your vision and reimagine the space as a wellness room, home gym, creative studio, lounge, or something completely your own. Need even more space? The home also features a fully unfinished basement with a dedicated laundry area, offering additional room for storage and the opportunity to explore future possibilities based on your needs and vision. Come in. Walk the home. See the character. Imagine the possibilities. With minor upgrades, thoughtful improvements, and your personal touch, this property offers the opportunity to create a home that reflects your style and how you want to live. Jackson Park Highlands is known for its distinctive architecture, beautiful homes, tree-lined streets, and rich history. You're also minutes from Jackson Park, Chicago's lakefront and beaches, the Museum of Science and Industry, golf, DuSable Lake Shore Drive, and the Obama Presidential Center. After more than four decades of one family's memories, this home is ready for a new story, a new vision, and a new legacy. This home SCREAMS: LOVE WHERE YOU LIVE. Ready to walk it? Let's get you inside.

6723 S Euclid Avenue, Chicago

$600,000
12657831 MLS ACTIVE Status
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

$580,000
9 Beds 6 Baths 12729819 MLS NEW Status
Three Units. One Building. Multiple Possibilities. Prime South Shore 3-Flat Investment Opportunity! 7428 S. Bennett Avenue is a classic Chicago brick 3-flat featuring three spacious 3-bedroom, 2-bathroom units, approximately 1,800 SF each, plus a 2-car garage. Each unit offers beautiful hardwood floors, large windows, generous room sizes, separate living and dining areas, and decorative fireplaces that add timeless Chicago character. This multifamily property presents an excellent opportunity for investors seeking a substantial income-producing asset or portfolio addition. Conveniently located near the Metra, Lake Michigan, Museum of Science and Industry, golf and recreational amenities, Downtown Chicago, and major transportation routes. Private Listing-contact the listing broker for additional information and showing opportunities. Photos provided are for 1st floor unit. Additional photos to come soon for 2nd and 3rd floor.

7428 S Bennett Avenue, Chicago

$575,000
9 Beds 3 Baths 12740640 MLS ACTIVE Status
This classic all-brick 3-flat in the desirable Hyde Park/South Shore area. Each of the three spacious, units features, 3 bedrooms and 1 updated full bathroom, an oversized living room with a decorative fireplace, a Formal Dining room ideal for entertaining, and a newly updated kitchen with an efficient layout and ample cabinet space. All units have been freshly painted The enclosed rear porches provide valuable year-round living space, while the full unfinished basement offers excellent potential for additional storage or future development. Recent improvements include a new roof and parapet, new heating systems, a completely rebuilt 3-car garage with a new floor, roof, and doors, a gated front yard, a new rear patio, and new tuckpointing. With spacious units, significant recent improvements, and strong income potential, this property is truly an investor's dream and a fantastic opportunity in a desirable Chicago neighborhood.

7730 S Essex Avenue, Chicago

$575,000
3 Beds 2 Baths 12735766 MLS ACTIVE Status
A Rare Gem in Chicago's Historic Jackson Park Highlands-South Shore neighborhood! Welcome to 7021 S. Cregier Avenue, a beautifully maintained brick single-family home offering over 3,000 square feet of living space, timeless character, and exceptional indoor and outdoor living. This spacious home features 3 bedrooms, 2 bathrooms, in which one is a convenient first-floor powder room. Step inside through the-perfect four-season's room and enjoy a thoughtfully designed floor plan featuring a separate living room with a cozy fireplace, a formal dining room, generous bedroom sizes, and an abundance of natural light throughout. The full finished basement provides even more living and entertaining space and features a wine cellar, adding a unique touch to this already impressive home. Outside, escape to your own spacious backyard oasis-ideal for entertaining, relaxing, gardening, or creating the outdoor space of your dreams. Parking is plentiful with an exceptionally long private driveway that accommodates up to 7 cars, offering an incredible amount of off-street parking in addition to the garage. Perfectly situated near the Obama Presidential Center, Jackson Park Golf Course, Lake Michigan and lakefront amenities, parks, shopping, dining, and transportation, this home offers the perfect blend of historic neighborhood charm, space, convenience, and functionality. A rare opportunity in one of Chicago's most distinctive neighborhoods-7021 S. Cregier Avenue is Live & Ready!

7021 S Cregier Avenue, Chicago

$500,000
12607565 MLS ACTIVE Status
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

$456,500
6 Beds 3 Baths 12620545 MLS ACTIVE Status
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



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