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$550,000
9 Beds 6 Baths 12740010 MLS CONTINGENT Status
**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago

$244,900
4 Beds 2 Baths 12718747 MLS CONTINGENT Status
NEW PRICE - a standout opportunity to own a classic all-brick Chicago 2-unit! Full of timeless character and outstanding potential, this property features impressive masonry construction, sun-filled living spaces, beautiful hardwood floors, decorative fireplaces with built-in bookcases, oversized bay windows, and generous room sizes throughout. Both units offer spacious layouts ideal for owner-occupants, investors, or multigenerational living. Outside, enjoy a deep backyard, side driveway, detached garage, and additional parking. With its newly adjusted price, this property offers even greater potential for rental income, owner occupancy, or creating a residence while offsetting housing costs. Conveniently located near Lake Michigan, Rainbow Beach Park, South Shore Cultural Center, Metra and CTA transportation, shopping, restaurants, schools, and major roadways. Take another look at the value and possibilities this classic Chicago two-flat has to offer.

7754 S Saginaw Avenue, Chicago

$402,205
9 Beds 6 Baths 12673942 MLS CLOSED Status
Exceptional investment opportunity in Chicago's desirable South Shore neighborhood! This jumbo 3-flat features spacious, move-in-ready units with similar layouts, each offering 3 bedrooms, 2 full baths - including a primary suite with private ensuite bath - hardwood floors, formal dining room, and a bright living room with classic bay window. A defined foyer entry, walk-in pantry space, and generous room sizes throughout add to the appeal. Ideally located near Lake Michigan, Rainbow Beach, South Shore Cultural Center, Jackson Park, and neighborhood parks, offering easy access to recreation and outdoor amenities. Close to shopping, dining, schools, and public transportation - including CTA bus routes and Metra Electric - for a quick commute to Hyde Park, the University of Chicago, and Downtown Chicago. Whether you're expanding your portfolio or planning to owner-occupy while collecting rental income from the remaining units, this well-maintained multi-unit building offers strong long-term potential in one of Chicago's historic lakefront communities. Don't miss this rare opportunity in a location that continues to attract both residents and investors.

7537 S Phillips Avenue, Chicago

$740,000
9 Beds 6 Baths 12692973 MLS CLOSED Status
Fantastic opportunity to own a turnkey three-flat in the elevated Jackson Park neighborhood in South Shore, perfect for an owner-occupant or investor. The building is HUGE on a double-wide lot with each unit being 2100 SF. Fully gut rehabbed in 2014 with all new plumbing, electrical, drywall and refinished floors. Each unit offers three spacious bedrooms and two full baths, along with expansive living and dining areas, a bright sunroom, and a large open kitchen featuring granite and stainless steel appliances each unit includes a "separate A/C, furnaces, hot water heaters, and in-unit W/D" ?. Enclosed walk up, three-car garage, and a sizable backyard. The full unfinished basement presents excellent potential for a 4th unit, with high ceilings, egress/ingress - an outstanding value-add opportunity. Ideally located on one of the nicest streets in Jackson Park, South Shore's beautiful beaches and boat docks, the Museum of Science and Industry, and a variety of shopping and dining options. Convenient access to downtown via bus, train, or Lake Shore Drive. Adding to the area's appeal, a new family entertainment center is scheduled to break ground in Spring 2026. 2 units are currently rented at $1990-2100/unit, reflecting the quality level of finishes and location. Assumablie FHA Loan 2.75% Loan balance $358,109.00 PITI $2,777.00.

6730 S Merrill Avenue, Chicago

$749,900
9 Beds 6 Baths 12664985 MLS PENDING Status
This is the one you've been waiting for! Welcome to 6835 S. Clyde Avenue, a stunning all-brick 3-flat in the heart of South Shore, just moments from Jackson Park, the lakefront, beaches, marinas, golf courses, Hyde Park, the University of Chicago, and the transformative Obama Presidential Center. Fully gutted and meticulously renovated from top to bottom, this exceptional property showcases high-end finishes, quality craftsmanship, and thoughtful design throughout, with no expense spared. Each of the three expansive units features a highly desirable 3-bedroom, 2-bathroom layout, offering outstanding flexibility for owner-occupants, house hackers, or those seeking high rental income. One unit is currently operating as a successful short-term rental, demonstrating the property's exceptional income-producing potential. The building also features a full basement with additional possibilities, a solid brick 2-car garage, and outdoor space perfect for entertaining and enjoying Chicago summers. Situated in a rapidly growing lakefront community benefiting from significant public and private investment, this turnkey multifamily property offers the rare combination of luxury finishes, prime location, and exceptional income potential. Whether you're looking to owner-occupy one unit while generating rental income from the other, or add a high-performing asset to your investment portfolio, this is a rare opportunity that doesn't come around often. Properties with this combination of location, flexibility, and income potential are seldom available on the market.

6835 S Clyde Avenue, Chicago

$390,000
8 Beds 3 Baths 12635215 MLS CLOSED Status
Welcome to 7813 S East End Ave, a well-maintained solid brick 2-flat located in the heart of South Shore, just minutes from the lakefront and approximately 3 miles from the Obama Presidential Center. This property features two spacious 3-bedroom units with separate utilities, making it an ideal opportunity for both investors and owner-occupants. Each unit showcases hardwood floors throughout, beautifully preserved oak trim detailing, and updated kitchens and bathrooms, blending classic character with modern convenience. The finished basement offers additional value featuring 2 bedrooms and 1 bathroom, providing flexible space for extended living or added income potential (buyer to verify zoning and use). Additional highlights include newer plumbing and a detached 2-car garage for added convenience. With strong rental potential, this property is perfectly suited for a house hacker looking to live in one unit while renting the others-potentially living for free. Ideally located just minutes from Lake Michigan and the South Shore Cultural Center, with easy access to public transportation and downtown Chicago, the property sits in an area with strong rental demand and continued neighborhood growth-making it a smart, long-term investment.

7813 S East End Avenue, Chicago

$360,000
9 Beds 4 Baths 12630243 MLS CLOSED Status
Owned for over 60 years by one family, this very special 3 flat features original, pristine vintage finishes. Prepare to be impressed! Beautiful hardwood flooring (some preserved with carpet). Private fenced courtyard. 3 large units, fully finished basement and a separate 3 car garage. Units are 3 bedroom, 1 bath. Unit 2 (1 year tenant 1000) and 3 (9 year tenant 900) are leased on month to month leases. 1st floor and basement are vacant. Solid brick construction. Conveniently located to public transportation, schools, shopping. Property is fenced in entirety. Basement boiler regularly maintained. Insurance 3700 annually, water 85-169 approx monthly, electric separate meters, gas 600 annually. Perfect opportunity to live in a building and have tenants, or rent all 3 units. Laundry in basement. Roof maintained regularly. Fireplace for decorative purposes only. Super clean property and very well cared for. Estate property, inspections welcome but property conveyed as-is. All offers due in Monday May 4 by 3pm.

7829 S Cornell Avenue, Chicago

$350,000
7 Beds 3 Baths 12605581 MLS CLOSED Status
This classic Chicago brick income-producing two-flat offers a rare opportunity for investors or owner-occupants seeking strong upside potential. Tucked away on an oversized lot in a quiet, character-filled pocket near the lakefront, this property blends space, charm, and location. Inside, you'll find hardwood floors, decorative fireplaces, and spacious layouts throughout. The first-floor duplex features 3 bedrooms, 2 bathrooms, and expanded living space, while the second-floor 3 bed / 1 bath unit is tenant-occupied on a month-to-month basis, providing immediate income potential. Each unit is equipped with its own separate washer and dryer, adding convenience and independence for both owner and tenant living. Major improvements include a new roof (2024), HVAC and furnace systems for both units under 10 years old, and water heaters replaced in 2019 and 2022. Separate utilities and central air for both units add long-term convenience and efficiency. Outside, the large fenced backyard with gazebo offers rare outdoor entertaining space, complete with a sliding rear gate for easy access and added functionality. Ideally positioned near South Shore Golf Course, Lake Shore Drive, Jackson Park, South Shore Cultural Center, the Obama Center, 71st Street Beach, Rainbow Beach, Quantum Shore, Hyde Park, and easy access to Downtown Chicago, this property offers an exceptional combination of accessibility, lifestyle, and hidden-character appeal. Estate sale - sold AS-IS.

7223 S Coles 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

$400,000
7 Beds 4 Baths 12560835 MLS ACTIVE Status
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

$230,000
5 Beds 3 Baths 12535103 MLS CLOSED Status
Available to view - Saturday, 2/28-12pm-2pm**Priced Reduced!!** Being Sold "AS IS"!! Fantastic Opportunity To own this Brick two flat apartment building conveniently located near Stony Island Avenue!! Easy connection to downtown Chicago and the South Suburban areas! Both units have 2 bedrooms, Livingroom w/electric fireplace, Large Dining Room, Kitchen with oversized cabinets, stove and refrigerator. Hardwood Floors throughout! There is a basement with two extra rooms/storage, entertaining, etc...and another 1/2 bath-waiting for your decorating idea's! This one also comes with a Brick 2 car garage for off-street parking/storage and a secured fenced backyard!!! Please note: 1st Floor Kitchen ceiling has some water damage (pipe burst) and will need to be repaired! Waiting or your TLC!! Please include "AS IS" wording on all offers!!

7713 S Cornell Avenue, Chicago

$412,000
9 Beds 6 Baths 12461297 MLS CLOSED Status
Welcome to 7825 S Phillips Ave in the revitalized South Shore neighborhood- a prime choice for investors or buyers seeking both lifestyle and income potential. This property is a legal 3-flat, with each spacious unit offering 3 bedrooms and 2 baths. The property's updates include newer windows. A full spacious basement, with a 3-car garage with a driveway which provides secure parking- a rare find in the city. Location is a standout, with the Metra Cottage Grove Station just 3.7 miles away, connecting tenants quickly to downtown Chicago. For recreation, the nearby South Shore Beach and Cultural Center offers a beach, nature sanctuary, and event venues, adding year-round activities that appeal to a wide range of renters. Plus, with Midway Airport within a 23-minute drive, this property combines convenience with lifestyle appeal. Whether you're a first-time investor or looking to expand your portfolio, this is an exciting, income-generating property in a neighborhood with increasing demand. Don't miss your chance to own in South Shore- your tenants will love the amenities, and you'll love the returns!

7825 S Phillips Avenue, Chicago

$395,000
6 Beds 3 Baths 12447458 MLS CLOSED Status
Fantastic opportunity to own a classic 2-flat in the vibrant South Shore neighborhood. This solid brick property offers two spacious units, each featuring 3 bedrooms, generous living and dining areas, full kitchens with appliances, and updated baths. The first-floor unit includes 1 bathroom, while the second-floor unit offers 2 bathrooms for added convenience. Additional highlights include a full unfinished basement, perfect for storage or future expansion, and exterior parking spaces for 2 vehicles. Both units are currently vacant, making this an ideal option for an owner-occupant or an investor seeking strong rental potential. Located on a tree-lined street near shopping, dining, and transportation, this property combines convenience with opportunity. Don't miss the chance to make this South Shore gem your own!

1759 E 72Nd Place, Chicago

$399,000
4 Beds 2 Baths 12443434 MLS CLOSED Status
Owner Occupant or Investor Opportunity in South Shore! All masonry 2-flat in a prime South Shore location! Whether you're looking to grow your investment portfolio or live in one unit and rent the other, this property is a smart move. Each spacious unit features 2 bedrooms, large living and dining rooms, plus a bonus flex space-perfect for a home office or extra storage. Enjoy bright, updated kitchens with new white cabinets, granite countertops, and stylish tile backsplashes. Updates include brand-new HVAC systems and a water heater (2022). The clean, dry, unfinished basement has 3 electrical panels, 3 gas meters, HVAC, and laundry hookups-ideal for adding a garden unit, short-term rental space, or creating a duplex down. Extras include a 3-car garage and a fenced yard. Conveniently located near shops, parks, and public transit. Please schedule a tour.

6923 S Merrill Avenue, Chicago

$395,000
4 Beds 4 Baths 12440139 MLS CLOSED Status
Welcome to 7827 S Kingston Ave - a fully renovated brick 2-flat in the heart of South Shore, combining modern luxury with smart investment potential. Each spacious unit offers 2 bedrooms and 2 full bathrooms, thoughtfully redesigned with open-concept layouts, sleek finishes, and contemporary style throughout. Enjoy brand-new kitchens featuring white cabinetry, updated countertops, and new appliances. The spa-like bathrooms are outfitted with designer tile, modern vanities, and built-in Bluetooth speaker systems for added comfort. Each primary bedroom includes an en-suite bathroom and generous closet space. Both units are equipped with new hardwood flooring, updated windows, plumbing, separate electrical systems, and individual furnaces - offering comfort and efficiency. Each unit offers a dedicated laundry hookup area, ideal for future tenants or owner convenience. Outside, the property features a fenced-in yard and a solid 2-car brick garage. Prime location with easy access to Lake Shore Drive, Metra, public transportation, and Chicago's stunning lakefront. Perfect for investors or owner-occupants. Property is being sold as-is, with a home warranty included by the seller. Don't miss this exceptional opportunity to own a turn-key multi-unit in one of the city's most up-and-coming neighborhoods!

7827 S Kingston Avenue, Chicago

$395,000
6 Beds 2 Baths 12437938 MLS CLOSED Status
Beautifully Updated 2-Unit Home Just Steps from the Lake Don't miss this incredible opportunity to own a modern, move-in ready 2-flat just blocks from the lake! Each unit offers 3 spacious bedrooms, 1 full bathroom, a separate dining room, and a bright, inviting living room-ideal for both comfortable living and strong rental potential. Recent upgrades include: New energy-efficient windows New Plumbing, New Electrical, and New Roof Brand-new back porch Stylish, modern appliances Central air conditioning in both units The property also features a full unfinished basement-a blank canvas ready for your renovation ideas. Whether you're dreaming of extra living space, a home gym, or an income-generating garden unit, the possibilities are endless. Located in a growing neighborhood just minutes from parks, schools, shopping, and public transportation, this is a smart investment in a desirable location. Live in one unit and rent out the other, or add this gem to your portfolio. Either way, it's a rare find close to the lake with so much to offer. Schedule your showing today!

2601 E 78Th Street, Chicago

$590,000
9 Beds 6 Baths 12422191 MLS CLOSED Status
Welcome to 7711 S. Essex Ave - a beautifully renovated jumbo three-flat boasting approximately 5,600 sq ft of total living space, offering a rare blend of size, style, and modern convenience in one of Chicago's most up-and-coming neighborhoods. Each spacious unit features 3 large bedrooms and 2 full bathrooms, thoughtfully designed with contemporary finishes throughout. The property has undergone an extensive rehab, including: New plumbing, electrical, and HVAC systems Central heat and air in every unit Modern kitchens with sleek cabinetry, quartz countertops, and brand-new stainless steel appliances Designer bathrooms with custom tile work and fixtures Refinished hardwood flooring, fresh paint, and upgraded lighting throughout Partially finished basement with a recreation room, ideal for extra living space, entertainment, or a home office setup Whether you're looking to live in one unit and rent the others, or add a turnkey investment to your portfolio, this building delivers both high rental income potential and long-term value. Don't miss your chance to own this move-in ready gem just minutes from the lakefront, public transit, parks, and schools!

7711 S Essex Avenue, Chicago

$332,720
4 Beds 2 Baths 12423294 MLS CLOSED Status
**Multiple offers received, highest & best by Tuesday 7/22 at 10 am** Brand new permitted gut rehab of a classic South Shore brick 2-flat on a wide lot. If you've been looking for a smart buy, this is it. Nothing to do but move you and/or your tenants in and enjoy years of worry-free ownership. Second floor unit has 2 bedrooms plus an office which could be a small third bedroom. Everything in the building is new: plumbing, electric, insulation, tear-off roof, windows, zoned boiler, baseboard radiators, water heater, fixtures and finishes. Also tuckpointed within the last ~5 years. Eat-in kitchens have stainless appliances and massive walk-in pantries. The wide lot means both units are filled with natural light from all directions. There is also a lovely fenced backyard ready for landscaping and a 2.5-car garage. The basement has laundry hook-ups, high ceilings, and is partially finished. It would be a great multi-purpose space for an owner-occupant - workshop, rec room, storage, or duplex down for a large owner's unit. Excellent South Shore location is just a couple of blocks to the Jewel, Starbucks, Metra stops, and more. Long-term owners have lovingly prepared this property for new stewards.

1754 E 73Rd Street, Chicago



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