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7844 S Greenwood Avenue, Chicago
$285,000
6 Beds ⋅ 4 Baths ⋅ 12802944 MLS ⋅ NEW Status
SPACIOUS CHICAGO 2-FLAT WITH EXCELLENT INVESTMENT POTENTIAL IN CHICAGO! Welcome to 7844 S Greenwood Ave, Chicago, IL 60619, a versatile two-unit multi-family property offering an incredible opportunity for investors, owner-occupants, and buyers looking to HOUSE HACK while building long-term equity! This spacious Chicago 2-flat features TWO GENEROUSLY SIZED 3-BEDROOM UNITS, each offering approximately 1,000 square feet of living space, bright and inviting living rooms, attractive flooring, functional layouts, and the added convenience of IN-UNIT LAUNDRY IN BOTH UNITS! BEST OF ALL, THE SECOND FLOOR UNIT IS VACANT AND READY FOR ITS NEXT OCCUPANT, WHILE THE FIRST FLOOR IS CURRENTLY TENANT-OCCUPIED, making this an excellent opportunity to live in one unit while collecting rental income from the other! Whether you're looking to expand your real estate investment portfolio, explore HOUSE-HACKING OPPORTUNITIES, or accommodate multi-generational living, this property offers tremendous flexibility and long-term potential. RECENT IMPROVEMENTS INCLUDE partial roof repairs (2026), a newly installed rear deck (2026), a replaced exterior gate (2026), and a basement furnace approximately one year old! Additional highlights include a private backyard, TWO DEDICATED EXTERIOR PARKING SPACES, ample street parking, and an unfinished basement with separate exterior access, providing generous storage and potential for future improvements. PRIME SOUTH SIDE CHICAGO LOCATION! Conveniently situated near the 79th Street/Chatham Metra Electric Station, CTA public transportation, I-90, and the Chicago Skyway, offering convenient access to Downtown Chicago and surrounding neighborhoods. Enjoy proximity to Grand Crossing Park, the South Shore Cultural Center, the University of Chicago, local shopping, restaurants, schools, and everyday amenities. Whether you're searching for a CHICAGO 2-FLAT FOR SALE, an income-producing multi-family investment, or an OWNER-OCCUPIED PROPERTY WITH RENTAL INCOME POTENTIAL, 7844 S Greenwood Ave checks all the boxes! With TWO SPACIOUS 3-BEDROOM UNITS, a VACANT SECOND FLOOR, existing rental income potential, recent improvements, and off-street parking, this Greater Grand Crossing property presents an opportunity you won't want to miss. SCHEDULE YOUR PRIVATE SHOWING TODAY!

7844 S Greenwood Avenue, Chicago

101 W 72Nd Street, Chicago
$285,000
5 Beds ⋅ 4 Baths ⋅ 12787292 MLS ⋅ NEW Status
Great investment opportunity in the Greater Grand Crossing neighborhood! This Updated two-unit townhouse-style Greystone features a 3-bedroom, 2-bath unit and a 2-bedroom, 2-bath unit. Units have been updated in 2025 with new paint, vinyl floors, bathrooms, and kitchen with stainless steel appliances, center island, and white cabinetry. Lower unit has it's own back porch while the upper unit has its own private balcony. Additional highlights include a full unfinished basement for extra storage and a detached 2-car garage. Conveniently located near public transportation, shopping, dining, and major expressways. Ideal for investors or owner-occupants looking to generate rental income. Don't miss this opportunity!

101 W 72Nd Street, Chicago

10538-10540 S Vincennes Avenue, Chicago
$285,000
4 Beds ⋅ 2 Baths ⋅ 12789187 MLS ⋅ ACTIVE Status
**$10,000 closing cost credit with a full price offer*** Rare opportunity to own a spacious two-unit building in the highly sought-after Beverly neighborhood with the additional lot to the north of the property included! Whether you're an investor looking to add to your portfolio or a homeowner interested in house hacking, this property offers incredible potential. Each unit features 2 bedrooms, 1 full bath, a large living room, separate dining room, and an eat-in kitchen. The first-floor unit is duplexed to the basement, providing additional living space and endless possibilities. Both units are tenant-occupied on month-to-month leases, offering flexibility for investors or future owner-occupants. The property has been well maintained and is in good condition, while still providing the opportunity to add your personal updates and build equity. Conveniently located near the Metra station and I-57, commuting to downtown Chicago is quick and easy. Tenants pay their own utilities, helping to maximize your investment returns. Don't miss this rare Beverly two-flat with excellent income potential and owner-occupant appeal! Sold "as is"

10538-10540 S Vincennes Avenue, Chicago

7924 S May Street, Chicago
$279,999
6 Beds ⋅ 3 Baths ⋅ 12694649 MLS ⋅ ACTIVE Status
Tenant-occupied 2-flat in Auburn Gresham generating $2,700 in total monthly rent. Each unit offers 2 bedrooms, 1 full bath, separate living and dining rooms, enclosed porches, appliances, and independently controlled heat. The first-floor unit features an updated kitchen and bathroom, while the second-floor unit includes a fully renovated kitchen and bathroom with updated finishes. Property also includes a full finished basement renovated in 2024 and a detached 2-car garage. Seller reports new roofs on the main building and garage and a new hot water tank in 2023, along with updates to the main plumbing line with copper in 2025. Property is being sold AS IS. Basement is not currently represented as a legal third residential unit.

7924 S May Street, Chicago

9207 S Ellis Avenue, Chicago
$279,900
4 Beds ⋅ 2 Baths ⋅ 12738052 MLS ⋅ ACTIVE Status
Great opportunity to own a move-in-ready two-unit building, with each unit featuring 2 bedrooms and 1 bathroom and comfortable, functional layouts. The property also includes a full basement, separate utilities, and a two-car garage, providing additional space, convenience, and value. Ideal for an owner-occupant looking to live in one unit while generating rental income from the other, or for an investor seeking a versatile addition to their portfolio. With its flexible layout and desirable features, this property offers excellent potential for a variety of buyers. Property is being sold as-is. Dimensions and information are approximate; buyer and buyer's representative are responsible for verifying all information.

9207 S Ellis Avenue, Chicago

730 N Troy Street, Chicago
$275,000
4 Beds ⋅ 2 Baths ⋅ 12781194 MLS ⋅ ACTIVE Status
Bring your vision and unlock the potential of this two-unit property at 730 N Troy St. Featuring two 2-bedroom apartments, including a first-floor duplex, this property offers an opportunity for investors, rehabbers, and experienced buyers looking to take on a full renovation project. The property requires extensive renovations and is being sold AS-IS. With the right vision and improvements, this could be an opportunity to renovate, reposition, and add value to an income-producing asset. Located near neighborhood amenities, public transportation, and major city roadways, this property is worth a closer look for buyers seeking their next investment project. Nearby comparable sale: 615 N Troy St reportedly sold for $585,000 in September 2026. Property is being sold AS-IS. Seller will make no repairs or provide survey. Bring your contractor and your vision! Roof, Boiler & electrical service replaced around 2017.

730 N Troy Street, Chicago

1512 S Sawyer Avenue, Chicago
$275,000
10 Beds ⋅ 3 Baths ⋅ 12710241 MLS ⋅ RE-ACTIVATED Status
Investor opportunity! Solid-brick multi-family building featuring 2 oversized residential units, an occupied income-producing garden apartment, detached 2-car garage, separate utilities, and a full basement with exterior access. Offering significant value-add potential, this property is ideal for investors seeking a rehab project, BRRRR strategy, long-term hold, or owner-occupants looking to build equity while generating rental income. Spacious floorplans, classic Chicago architecture, and multiple exit strategies make this an outstanding investment opportunity. Buyer information package available with estimated renovation costs, projected market rents, ARV analysis, and investment highlights. Property is being sold "as-is."

1512 S Sawyer Avenue, Chicago

33 E 119Th Street, Chicago
$274,900
5 Beds ⋅ 3 Baths ⋅ 12713271 MLS ⋅ ACTIVE Status
Big change to this listing. It was 33 E 119th alone. It is now 33 and 35 E 119th together, two buildings and two lots side by side, and the price came down. The seller added the building next door and dropped the listing price. 33 E 119th is a two unit the seller is turning over, a fit for an owner occupant who lives in one side and rents the other, or a rehabber ready to add value. 35 E 119th is a solid brick building ready to build out: extra living space, a commercial use, a garage, or the off street parking that is hard to find on this block. B3-1 corridor. Close to transit, shopping and the expressway. Two buildings, room to grow, one price. Buyer to verify zoning, unit count and intended use. Sold as a two parcel package only.

33 E 119Th Street, Chicago

5409 W Monroe Street, Chicago
$269,900
5 Beds ⋅ 2 Baths ⋅ 12660285 MLS ⋅ ACTIVE Status
Investor Opportunity! - Such a desirable location! just blocks from I-290 expressway and a beautiful and massive City Park to a walking distance. This spacious brick multi-unit property offers 11 rooms, including 5 bedrooms and 2 bathrooms, making it an ideal investment opportunity for those looking to renovate. Standard Chicago Lot, this property features two units with formal dining room in each. waiting for your custom updates. Enclosed porches for added living space. With a two car garage. The solid brick exterior ensures durability, the unfinished basement provides potential for additional storage or living space. Sold AS-IS, this property is a first floor blank canvas for a total gut rehab, allowing you to transform it into a stunning residence or maximize rental income. Don't miss out on this opportunity!

5409 W Monroe Street, Chicago

7928 S Hermitage Avenue, Chicago
$269,000
4 Beds ⋅ 2 Baths ⋅ 12787677 MLS ⋅ ACTIVE Status
Don't miss this FHA 203K opportunity to own this oversized affordable all-brick 2-flat building featuring two spacious 2 bedroom 1 bath apartments. Each apartment offers an open-concept kitchen, oversized living room with hardwood floors and a separate formal dining room-perfect for entertaining. Each unit offers a large picture window allowing ample sunlight into the living room. This multi-unit has great curb appeal on a well manicured block. The massive basement provides exciting potential to duplex into livable space or an addition of a garden unit, adding significant value and rental income. Additional highlights include a 2.5-car garage and fenced back yard. Priced to sell! Perfect opportunity to own a brick multiunit. First floor has been recently updated. Owner occupants and investors welcome. Homegrown Grant eligible! Lower Mortgage with additional rental income! ARV $450,000. Brokers please refer to additional documents please.

7928 S Hermitage Avenue, Chicago

6731 S Loomis Boulevard, Chicago
$269,000
4 Beds ⋅ 2 Baths ⋅ 12772652 MLS ⋅ ACTIVE Status
Two units, updates already completed, and plenty of opportunity to make this property work for you! 6731 S Loomis Boulevard offers two separate units, each featuring 2 bedrooms and 1 full bathroom, making it a great option for an owner-occupant or an investor looking to add a Chicago multi-unit to their portfolio. Both units offer comfortable layouts with updates throughout, giving the next owner a solid starting point without taking away the opportunity to add their own finishing touches. The full basement is partially finished and provides additional space for storage and other future possibilities. The location adds even more convenience. Situated in Chicago's West Englewood community, the property is just blocks from Ogden Park and close to shopping, grocery stores, restaurants, schools, and neighborhood businesses along Ashland Avenue and 63rd Street. Nearby public transportation and access to major streets make commuting and getting around the city easy. Live in one unit and rent the other, bring extended household needs under one roof, or add both units to your rental portfolio. With two 2-bedroom units, a full basement, updates already in place, and convenient access to everyday amenities, this is a property worth taking another look at. Schedule your showing today!

6731 S Loomis Boulevard, Chicago



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