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$635,000
6 Beds 4 Baths 12739841 MLS CONTINGENT Status
Endless possibilities await at this classic two-unit property in the highly desirable location. Featuring a spacious duplex-up and duplex-down configuration, this building offers an outstanding opportunity for investors, rehabbers, or owner-occupants looking to build equity in one of Chicago's most sought-after neighborhoods. Both units offer generous living space and the convenience of in-unit laundry, providing an excellent foundation for a renovation or value-add project. With strong bones and an ideal layout, this property is ready for your vision. Renovate and maximize rental income, create stunning owner-occupied living with additional rental revenue, or update both units for long-term investment potential. Located in an unbeatable location, you'll enjoy easy access to restaurants, coffee shops, grocery stores, parks, entertainment, public transportation, and major expressways. Just minutes from Roscoe Village, Lakeview, Bucktown, and the Southport Corridor, the neighborhood continues to attract homeowners and renters alike, making this an exceptional investment opportunity.

3008 N Clybourn Avenue, Chicago

$575,000
6 Beds 3 Baths 12693206 MLS ACTIVE Status
Tucked into Portage Park, this rare legal three-flat has been generating steady income for years and comes fully tenant-occupied from closing. Built in 1922 on a generous 31x126 lot, it offers three two-bedroom units, a two-car garage, and a fenced backyard, giving an investor solid fundamentals to build on or a house-hacker room to move into one unit while the others help carry the mortgage. This property offers the new owner has real flexibility, whether that means adjusting rents to market or eventually settling into one of the units. The location does a lot of the work here too, maximizing rentability, just steps from the Montrose Blue Line, the #152 bus, Metra's Mayfair stop, and the shops around Six Corners, with Chopin Park close by. Interior photos are being held back out of respect for current residents, but are available on request through the listing agent, who's happy to arrange a private tour. Please allow a minimum 48 hrs' notice for showings. Property is being conveyed as-is.

5357 W Waveland Avenue, Chicago

$559,999
7 Beds 3 Baths 12739688 MLS ACTIVE Status
Attention - Prime Irving Park Location. Exceptional opportunity for owner-occupants, investors, or developers in a highly desirable Irving Park area. Conveniently situated near CTA, Metra, I-90/94, shopping, restaurants, parks, and coffee shops. This family-owned property of over 40 years offers versatile options - keep it as a two-flat with additional rental income, or transform it into your dream home, surrounded by luxurious single-family residences. First Floor: 2 bedrooms, living room, dining room, kitchen, 1 bathroom. Second Floor (duplexed to attic): Living room, dining room, kitchen, 5 bedrooms, 2 bathrooms. Additional features: ample storage, enclosed porches, 2-car garage, and a fully fenced yard & Separate laundry hookup .New roof will be put on this month , Property is being sold As-Is. Pre-approved buyers only.

4019 N Bernard Street, Chicago

$289,900
11 Beds 7 Baths 12738865 MLS ACTIVE Status
Rarely does an opportunity such as this arise in the sought after South Shore! This building is a jumbo, all brick, three unit building with a full basement and a three car all brick garage in which the renovations have been started but never finished. The units have all of the hard work completed, hardwood floors run through each unit, there are large octagon living rooms in each unit with a wall of windows that allow tons of natural light to shine into the unit. This building is in an ideal location, steps from Lake Michigan, close to train and much more! Buildings like this do not hit the market often and this one will not last long! Sold strictly as-is. No survey. Buyer to take subject to any violations/municipal requirements. Utilities will not be activated.

7726 S Kingston Avenue, Chicago

$599,900
9 Beds 3 Baths 12739580 MLS ACTIVE Status
Incredible investment opportunity in Hermosa! Situated on an extra-wide lot, this legal 3-flat offers exceptional income potential with spacious units, recent renovations, and ample parking. The building features a 2-bedroom, 1-bath first-floor unit, a 3-bedroom, 1-bath second-floor unit, and a 4-bedroom, 1-bath third-floor unit. An additional finished attic with access from Unit 3 provides excellent potential for added living space or future income opportunities. Almost the entire property has been extensively renovated, with all units except the tenant-occupied second-floor unit featuring refinished or new flooring, updated appliances, fresh paint, and renovated bathroom fixtures. Additional improvements include recently updated roofs, adding peace of mind for the next owner. Outside, you'll find a detached one-car garage plus a large parking pad with space for 4-5 additional vehicles, a rare feature in the area. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers tremendous flexibility and upside. Explore the property in 3D by clicking the 3D Tour button and walk through every detail from the comfort of your home.

2050 N Kenneth Avenue, Chicago

$769,000
9 Beds 6 Baths 12739181 MLS ACTIVE Status
**$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each spacious unit features 3 bedrooms and 2 full bathrooms, including a private primary suite with an en-suite bath. Designed with modern living in mind, the kitchens showcase sleek stainless-steel appliances, quartz countertops, custom slow-close cabinetry, and luxury flooring throughout. Foam insulation on exterior walls enhances energy efficiency and year-round comfort. Additional highlights include in-unit washer and dryer, low-maintenance new construction, and a 3-car parking pad in the rear. Conveniently located near shopping, public transportation, and local amenities, this turnkey investment is especially ideal for homeowners looking to gain equity in an up-and-coming neighborhood. *Interior and exterior photos shown are from a similar property located on the 500 block of Lawndale* **Expected delivery: October 2026.**

538 N Trumbull Avenue, Chicago

$474,900
6 Beds 3 Baths 12739169 MLS CONTINGENT Status
Discover this promising legal 3-unit building located in the vibrant Humboldt Park neighborhood. Each of the three units features two bedrooms and one bathroom, with the first and second-floor residences offering separate living rooms, dining rooms, and kitchens. Tenants enjoy individual control over their own boilers and water heaters, and the second-floor boiler was recently replaced in 2025. The property includes a shared common area with free laundry facilities, a large backyard, and a 1.5-car garage. While the roof is estimated to be 15-20 years old and most appliances are original, the first-floor stove and range were updated in 2025. Currently, all tenants are on month-to-month leases, providing flexibility for new ownership. Situated in the northwest corner of Humboldt Park, residents are just a short drive from the park's extensive amenities, including tennis courts, the beach and lagoon, the National Museum of Puerto Rican Arts & Culture, and various sports fields, while also benefiting from proximity to local grocery options, public transportation, and popular dining spots. Seller offers assumable mortgage with the 2.75% interest rate.

1539 N Kolin Avenue, Chicago

$499,900
12 Beds 5 Baths 12739000 MLS ACTIVE Status
Invesment Opportunity For a Savvy Investor! This Value Add Opportunity has major upside potential. The current offering consists of a Center Entrance 4 Flat with the potential to legalize the 2 garden apartments for a 6 Count! The floor plans are huge with 3 bedrooms, 1 bath apartments, tall ceilings, and 1200 sq ft per unit. There are two independent basement areas with 7 ft ceilings in place, separate gas meters, electrical meters, as well as a front and rear dedicated entrances. Acquisition and Construction on 4 units with a 6 Unit ARV and rent roll if done properly. Floor Plate: 3 bedroom 1 bath apartments with 9 ft ceilings, original hardwood flooring, independent forced air heating systems--NO AC currently-- separately metered gas, and electrical. This is a value add opportunity and is being sold as is. There are 3 out of the 4 units currently leased, and so the offering is subject to existing tenancy which are all M_T_M. currently. There is a massive garage structure in place at the rear, and the lot size is 50 x 125. Images are of the one vacant unit, other units need more work but have exact same layout. Make this your next investment and create massive cash flow for yourself.

4035-37 W Harrison Street, Chicago

$769,000
6 Beds 3 Baths 12736664 MLS ACTIVE Status
**Rare Jefferson Park Multi-Unit Opportunity!** Owned and cared for by the same family for more than 30 years, this well-maintained property offers an incredible combination of space, income potential, and location just down the block from Dunham Park. Situated on an oversized approximately **50' x 190' lot**, this **legal 2-unit with garden-level living space** is currently being enjoyed by the seller as one expansive single-family residence-showcasing just how much living space this property provides. Featuring approximately **6 bedrooms and 3 bathrooms throughout the building**, the layout includes 2 bedrooms on the second floor, 3 bedrooms on the first floor, and 1 bedroom at the garden level. The property offers **central heat and air**, new driveway, 3 year old roof, generous living areas, and has been lovingly maintained throughout its longtime family ownership. Outside, the property continues to impress with a **long driveway, garage, and additional land beyond the garage**, a combination rarely found in this part of the city. **Longtime ownership. Oversized lot. Multiple income possibilities. Prime Jefferson Park location near Dunham Park.** A unique opportunity for investors, owner-occupants, and multi-generational families alike.

6134 W Leland Avenue, Chicago

$1,199,999
9 Beds 6 Baths 12738856 MLS ACTIVE Status
Location, Livability, Design, and a little bit of Architectural Drama! The question is not only why is it different, rather, come and find out what exactly makes this opportunity unique? This Newly built 3 -story full masonry building is ready for delivery whether you are looking for a spacious home to live in, or for an effortless investment opportunity. 1 The site location is strategic--the property is located just 2 blocks from the elevated train line and not on top of it which makes it close enough, and yet far enough away( Access without the noise) 2. The Architectural design was thought out and improved on to ensure each bedroom, kitchen, living area and bathroom was maximized for functionality and the highest form of livability. 3. The site lines from the extra tall vaulted ceilings with massive front elevation windows, wide open spaces and natural light directed from all sides. 4. The finishes have been thoughtfully curated and intentionally designed to make for a timeless and exceptional living experience rather than conforming to what is trending. 5 Living space matters and so each unit offers a generous 1400 Sq ft floor plan. 6. The outdoor space is proprietary to each floor and spans wide and runs deep coming in at about 14 x 10 for each balcony. 7. There is a 3 car masonry garage to take the guess work out of where to park, and no car needs to settle for an outdoor space come winter! The garage was constructed with a higher load capacity truss system for your potential ideas to do so much more. The property lends itself to the owner/ user with an opportunity to capture $6,000 per month in income from the other two unit, or serves as an ideal investment for an arm chair investor with about $9000.00 per month in income potential. The property is brand new and so there is literally nothing to do but manage it. You can have it all, location, spacious living areas, outdoor space, full masonry structure, 3 car masonry garage and the peace and quiet you want and deserve!

4217 S Indiana Avenue, Chicago

$599,900
6 Beds 4 Baths 12736543 MLS CONTINGENT Status
MULTIPLE OFFERS. Located in Chicago's Portage Park neighborhood just south of Lawrence Avenue, this brick two-flat offers a solid investment or owner-occupant opportunity. Unit #1 spans the main level with 3 bedrooms and 1.5 baths, while Unit #2 occupies the second floor with 3 bedrooms and 1.5 baths of its own. A full, partially finished basement adds valuable extra space for storage and a detached 2-car garage round out the practical features. The brick exterior offers durability and classic two-flat character. Just steps from the Jefferson Park Transit Center - with CTA Blue Line, Metra, and bus access - and close to the neighborhood's shops, restaurants, and everyday conveniences along Lawrence Avenue, this property offers strong appeal for tenants and owners alike.

4552 N Lockwood Avenue, Chicago

$650,000
10 Beds 4 Baths 12734913 MLS CONTINGENT Status
Excellent investment opportunity in West Humboldt Park! This well-maintained and updated in 2024 three-flat INCLUDES AN ADDITIONAL GARDEN UNIT, OFFERING FOUR SPACIOUS LIVING SPACES with strong income-producing potential. Each unit features generous room sizes, abundant natural light, and newer stainless-steel appliances. New roof 2022,New Copper Plumbing lines replaced 2024 in all units. The flexible layouts provide comfortable living areas and plenty of space for tenants to feel at home. Whether you are an experienced investor or an owner-occupant, this property offers exceptional possibilities. Conveniently located near the CTA Green Line, several bus routes, Garfield Park Conservatory, shopping, dining, and major roadways. Don't miss your opportunity to own a versatile multi-unit property in West Humboldt Park!

3814 W Ohio Street, Chicago

$374,900
6 Beds 3 Baths 12515780 MLS CONTINGENT Status
Recently renovated duplexed-down all-brick 2-unit building offering 6 bedrooms and 2.1 bathrooms in the vibrant Auburn Gresham neighborhood. Situated on a well-maintained block just minutes from downtown Chicago, this turnkey investment presents an excellent opportunity for both owner-occupants and investors. The main-level unit features a spacious eat-in kitchen with ample cabinets, granite countertops, stainless steel appliances, custom tile backsplash, and hardwood flooring. The spacious living room showcases original built-ins with custom glasswork and a decorative fireplace, blending timeless character with modern updates. Two bedrooms and a tastefully renovated full bath complete the main level, while the finished lower level offers a large family room, two additional bedrooms, an updated powder room, laundry area, and ample storage. The upper unit has also been thoughtfully remodeled with an eat-in kitchen featuring new cabinetry, updated countertops, stainless steel appliances, a breakfast peninsula, and new LVP flooring. Featuring another generous living room with original built-ins and a decorative fireplace, two bedrooms and a renovated full bathroom. 2 car garage for convenience and added storage. All improvements were completed with approved plans and permits including new HVAC systems, electrical, plumbing, appliances, vanities, flooring, lighting, paint, and a new rear staircase. Each unit is equipped with separate forced-air heating and central air conditioning, providing added efficiency and individual tenant control. Conveniently located near parks, schools, shopping, dining, and public transportation, this move-in-ready property is well-positioned to attract strong, long-term tenant demand.

7824 S Morgan Street, Chicago

$300,000
6 Beds 4 Baths 12738426 MLS CONTINGENT Status
Endless possibilities await at this unique Chicago property featuring a classic brick 2-unit with a detached coach house, offering exceptional flexibility for investors, owner-occupants, or multi-generational living. The front building features a new roof (2026), two spacious 2-bedroom, 1-bath residences filled with natural light and vintage charm, while the separate coach house provides a private 1-bedroom, 1-bath living space with its own entrance. Set on a generously sized lot, the property also offers a 2-car garage, private patio, and a fenced yard, creating rare outdoor space that's hard to find in the city. Whether you're looking to generate multiple income streams, live in one unit while renting the others, or add value over time, this property delivers incredible potential. Conveniently located near schools, parks, shopping, restaurants, public transportation, and expressways, it offers easy access to everything the city has to offer.

2639 S Trumbull Avenue, Chicago

$524,900
6 Beds 3 Baths 12738231 MLS ACTIVE Status
CLASSIC CHICAGO BRICK 2-FLAT WITH GARDEN UNIT - EXCELLENT INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! This well-maintained brick building in desirable West Humboldt Park features 3 spacious 2-bedroom, 1-bath apartments with large formal dining rooms, generous-sized bedrooms, beautiful hardwood floors, and separate utilities. The finished garden unit offers 2 bedrooms, 1 bathroom, (legality of the garden unit is not warranted), making it ideal for extended family or additional rental income. The property has been carefully maintained with three gas meters, and three separate electrical panels. Conveniently located near CTA transportation, shopping, schools, and neighborhood amenities. The building could benefit from some TLC, but it offers tremendous value, solid cash-flow potential, and long-term appreciation. Taxes do not reflect any exemptions. Don't miss this outstanding investment opportunity!

1543 N Avers Avenue, Chicago

$435,000
6 Beds 3 Baths 12736217 MLS ACTIVE Status
Solid brick duplex-down in Humboldt Park positioned for measurable value appreciation. Delivered vacant at closing with 3BD/2BA duplex-down and 2BD/1BA upper. Recent kitchen updates featuring new cabinets and appliances (2 years installed). Generous floor plans and strong structural bones create flexibility for cosmetic upgrades that will meaningfully enhance appeal and income potential. This is a straightforward value-add opportunity in a market with demonstrated momentum. Humboldt Park rents and property values continue to climb alongside active neighborhood investment and Chicago Avenue retail expansion. Transit access and proximity to parks strengthen tenant appeal and long-term appreciation trajectory. Whether positioned for immediate income or staged renovation for rental premium, the fundamentals are solid: strong structure, proven market demand, and clear upside capture in an expanding corridor. Perfect for seasoned portfolio builders seeking below-market entry with near-term equity gain, or discerning first-time investors ready to execute a disciplined value-add strategy. Close to transit and emerging commercial anchors. As-is sale, NOTE PROPERTY NEEDS WORK. What matters is execution, and this asset delivers flexibility to do it your way.

845 N Avers Avenue, Chicago

$559,000
6 Beds 2 Baths 12737214 MLS PRICE CHANGE Status
Nestled on a beautiful tree lined street, this charming home has 6-bedrooms and 2 Full baths. With 3,256 square feet of living space, this home is move in ready! Incredibly spacious with flexibility to fit a variety of living needs. With room for everyone, the possibilities are endless. There's an open Kitchen with Eating area. 2nd floor has numerous bedrooms, a den and office space, along with a walk-in attic storage area and a whole house fan. The inviting backyard offers a 12x32 ft wood deck with a retractable canopy...a great place to entertain, BBQ, have your morning coffee or relax at the end of the day. Bring your ideas for a 30 x 23 unfinished Basement which also has a 15x20 laundry area and a 15 x13 workshop area. Dual furnace/AC units were installed in 2025. Seller will leave the TV in the kitchen, treadmill, table saw, desk in the basement, china cabinet in the dining room and the day bed on the second floor.

6118 W Grace Street, Chicago

$1,275,000
8 Beds 3 Baths 12737803 MLS CONTINGENT Status
Set on one of Roscoe Village's beautiful tree-lined streets, this extraordinary and rarely available greystone is anything but typical. With a distinctive layout, oversized lot, detached greystone garage, finished studio space, and an abundance of original architectural character, this property offers a level of flexibility that is incredibly hard to find. Located in the highly sought-after Audubon School District, it is an exceptional opportunity for a single family home, owner-occupant investor, or multi-generational household. Owned and lovingly maintained by the same owner for more than 20 years, the main residence encompasses the first and second floors. Each floor features 3 bedrooms, 1 bathroom, a formal living room, formal dining room, and a beautiful custom wood-burning fireplace. Original details throughout the home include rich oak millwork, hardwood flooring, stained-glass accents, oversized windows, and spacious rooms that showcase the scale and craftsmanship of a bygone era. The kitchen was thoughtfully renovated in 2016 and features custom cabinetry, stone countertops, stainless steel appliances, and a large center island that creates an inviting gathering space. The bathroom was updated in 2021, providing a fresh complement to the home's classic architectural details. The garden apartment adds another layer of flexibility and potential. Currently configured as a 2-bedroom, 1-bath residence, it includes a full kitchen, comfortable living space, and excellent storage. The apartment was previously used as a 3-bedroom layout, offering additional possibilities for future use. One of the property's most unusual features is the detached greystone garage. Above the garage, a finished loft currently serves as a fitness studio and is already plumbed for a bathroom. Whether envisioned as a private office, art or creative studio, gym, workshop, guest space, or future finished living area, this bonus space provides tremendous potential. The property also includes a separate carport and an oversized yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the space. The home's substantial construction is further highlighted by approximately 12-inch-thick limestone walls, reflecting the quality, permanence, and craftsmanship characteristic of Chicago's historic architecture. And the location is hard to beat! Just two blocks south of the popular Roscoe Street corridor, you'll be close to neighborhood restaurants, cafes, parks, boutique shopping, and everyday conveniences, while still enjoying the peaceful residential atmosphere of this sought-after pocket of Roscoe Village. Properties with this combination of architectural character, scale, outdoor space, additional living space, and flexibility rarely come to market. A truly special opportunity to own a distinctive piece of Roscoe Village with the potential to adapt to a variety of lifestyles and investment strategies.

3248 N Oakley Avenue, Chicago

$600,000
9 Beds 3 Baths 12737828 MLS ACTIVE Status
This condo-like gated 3-unit brick building in desirable South Shore is perfect for the right homebuyer or investor. All 3 spacious apartments feature 3 large bedrooms, formal dining rooms, and beautifully restored hardwood floors. Recent updates include separate heating systems and water heaters, new roof on both the apartment building and garage, rebuilt back porch, new copper and waste plumbing lines, updated electrical, and new flooring and windows. Updated kitchens feature quartz countertops and stainless steel appliances, while all bathrooms have been refreshed with new fixtures and tile, including jetted tubs. Each unit now also has its own washer/dryer hookups and central A/C. The full basement offers excellent value-add potential. The property is located within an approved zoning area to add a legal 4th unit in the basement, which already has the required ceiling height as well as both front and rear entrances. The basement also offers additional storage and income potential. There is 1 garage space per unit. Conveniently located near Rainbow Beach, the Obama Library, public transportation, places of worship, schools, restaurants, and shopping. A great opportunity for an investor or owner looking to maximize rental income and future potential. Schedule your appointment today!

7641 S Phillips Avenue, Chicago



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