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$1,110,000
5 Beds 3 Baths 12619438 MLS CLOSED Status
Gorgeous, well-maintained red brick 3 flat in amazing Andersonville location. 3 large, updated and legal units. First and second floor units are 2 bed 1 bath with generous room sizes, separate living and dining plus front sunroom with large windows that allow plenty of light to stream through. Updated kitchens feature 42" shaker style cabinets, loads of counter space and stainless appliances. Beautiful vintage features and hardwood floors throughout units 1 and 2 along with modern conveniences of updated kitchens and baths, and individual gas forced HVAC. Rear, enclosed mudroom leading to shared yard completes each of the above grade units. 1 bed 1 bath garden unit fully updated in 2022 features nicely upgraded kitchen with white shaker style cabinets, granite tops and stainless appliances. Open floorplan to living room and large bedroom with huge walk in closet. Common laundry in lower level, plus 2 car garage. All units and parking fully rented. Keep as arm-chair, income producing property or great owner occupant option. Beautiful and quiet, one-way street with close proximity to public transport, the lakeshore and all the vibrant restaurants, shops and nightlife of Andersonville and Ravenswood.

1657 W Winona Street, Chicago

$740,000
5 Beds 3 Baths 12620048 MLS CLOSED Status
A true Chicago classic, this well maintained all-brick 2-flat in the heart of Albany Park is coming to market for the first time in generations - and it shows the pride of long-term owner occupancy at every turn. Step inside and you're immediately greeted by a stunning shared entry foyer featuring original oak woodwork, a staircase with turned balusters, and solid wood doors that speak to the craftsmanship of a bygone era. Both units offer 3 spacious bedrooms, hardwood floors throughout, and well-appointed kitchens featuring maple cabinetry and stainless steel appliances. Elegant original details shine across both floors - from a decorative fireplace with a beautiful oak mantle and decorative columns, to crown molding and arched doorways. The sun-drenched front living rooms in each unit are wrapped in windows on three sides, bathing the spaces in natural light throughout the day - a truly rare and uplifting feature. Updated bathrooms, central air and heat, a shared basement with laundry and an additional bathroom, a private backyard, and a 2-car garage round out this exceptional property. Walk to the CTA Brown Line and Jefferson Park Metra, with quick access to I-90/94, O'Hare, and the scenic North Branch Trail just steps away. Whether you're an owner-occupant or a seasoned investor seeking a solid, character-filled Chicago asset - this is the one you've been waiting for.

4954 N Drake Avenue, Chicago

$1,275,000
8 Beds 4 Baths 12617492 MLS CLOSED Status
Updated legal brick 3-flat in prime location with modern amenities and vintage accents. All three units have 2 bedrooms and 1 bathroom and feature a spacious layout with a large foyer, living room with gas fireplace and sunroom, open concept kitchen and dining room and back sun room off of the dining room. All units are equipped with central heat and air, and have been thoughtfully updated over the years with major improvements already completed. Unit 1 has a new range (2023) and new furnace & AC condenser (2022). Unit 2 has a new furnace & AC condenser (2022). Unit 3 features a new furnace (2021) and new dishwasher (2025). The finished basement includes a kitchen, two bedrooms and an updated bathroom (2020) along with a common laundry room with newer washer & dryer (2020) & additional storage space. Outside there is a large shared backyard with paver patio and a deck on the second floor. A detached 3 car garage provides the potential for additional income. Building updates include silver coating of building and garage roof (2024), new water heater (2024), deck rebuilt (2024), and tuckpointing (2019). Ideally located just off Clark Street, this property is blocks from Andersonville's vibrant dining, shopping, and nightlife, with easy access to public transportation, including the Peterson Metra, Thorndale Red Line and Clark bus. A truly turn-key property in one of Chicago's most desirable neighborhoods!

1523 W Ardmore Avenue, Chicago

$955,000
6 Beds 2 Baths 12617239 MLS CLOSED Status
Exceptional two-flat in Southport Corridor that exudes pride of ownership. This Chicago classic sits on an oversized lot and features two large 3 bedroom / 1 bath units with central air and 2 car garage parking. Located within walking distance of the best of Southport Corridor and Roscoe Village, these two units offer the ability to hold the property as a rental or owner-occupy. You'll enter this all-brick building through a side entrance with a vestibule bedecked with a classic mosaic tiling floor. The first floor unit offers beautiful original built-ins surrounding a wood fireplace, wood flooring throughout and a front sun porch. This unit also features 3 large bedrooms, one offering flexibility as a den / bedroom / office, complete with ample closet space and a bath. A very large dining room is capped off by a thoughtful kitchen with a large walk in pantry and built in eating area. The top floor offers a similar floor plan with the same built-ins and wood flooring throughout. However, this former owner's unit comes with in-unit laundry, 2 closets in the primary, an air tub in the bath as well as a heated towel rack. Additionally, the top floor unit's kitchen has been opened up to create a bright, light-filled kitchen and dining space. A walk in pantry off the kitchen is where the in-unit stackable laundry resides. An unfinished basement with laundry for the first floor unit offers extensive storage and the opportunity to duplex down the first floor unit in the future. Capping off this home is a large backyard space with grass and garden beds. Both units also come with garage parking in the detached garage off of the backyard. Ideally located in the Southport Corridor, this home offers easy access to public transit, the bars and restaurants in the area as well as the best of city living.

1539 W Addison Street, Chicago

$170,000
6 Beds 3 Baths 12619806 MLS CLOSED Status
Fantastic Investment Opportunity in Gage Park! ***One owner 40 years *** This 3-unit property features a classic 2-flat each unit offering 2 bedrooms 1 bath and a coach house in the rear offering 2 bedrooms and 1 bath full basement, front building 2nd floor and coach are currently occupied with long-term tenants on month-to-month leases, providing immediate rental income. Entire First floor freshly painted **move in ready**, tenants pay their own utilities. The 2 properties sits on a standard Chicago lot. Both buildings have a full attic offering plenty of room for storage. Conveniently located near parks, schools, shopping, dining, and public transportation, this property is ideal for investors looking to add to their portfolio. *Some Pictures featured are of the apartment and coach house when the units were vacant.*AS-IS*

5243 S Maplewood Avenue, Chicago

$555,000
5 Beds 3 Baths 12618929 MLS CLOSED Status
Rare Legal Brick 3-Flat! Features two identical 2BR/1BA units and a stunning 1BR/1BA garden unit (gut-rehabbed in 2022 w/ new kitchen, bath, & electric). Meticulously maintained by long-term owners. Major upgrades include new furnaces (2023) for garden/1st floors. The building features coin laundry and a 2-car garage. Tenants pay electric. Incredible opportunity to capture market-rate rents in a well-cared-for building. Sold as-is, but move-in ready! Located in the heart of Belmont Cragin, this property is perfectly positioned to benefit from one of Chicago's most stable rental markets. Tenants enjoy easy access to the sprawling 57-acre Riis Park, featuring its historic fieldhouse, swimming pool, and ice rink. The area is a commuter's dream with multiple bus lines (Belmont, Fullerton, Central) and the nearby Grand/Cicero Metra station for a quick trip downtown. With a vibrant local dining scene and heavy investment in the Grand Avenue corridor, this is a neighborhood that continues to grow in value while maintaining its classic Chicago charm.

2165 N Moody Avenue, Chicago

$620,000
4 Beds 2 Baths 12599571 MLS CLOSED Status
Located on Newburg Avenue, known for its wider lots and beautiful streetscape, this classic Dutch Colonial two-flat with timeless architectural charm offers a fantastic opportunity for both owner-occupants and investors! Each unit features 2 bedrooms and 1 bath, with excellent space and functionality. The main level unit has been thoughtfully updated with a beautiful kitchen and renovated bathroom. The pantry has been reconfigured to expand the primary bedroom, creating a more comfortable layout. The building offers incredible storage throughout, including in-unit storage and additional separate storage rooms in the basement. A large attic provides even more potential and flexibility. Full of charm, this home showcases original woodwork, detailed moldings, and hardwood floors. This building is situated on a beautifully landscaped 34 x 165 lot, and includes a 3-car garage! Live in the updated first-floor unit and rent the second, or rent both units as a solid investment in one of Norwood Park's most sought-after locations. Estate sale, sold as-is. Highest and best offers due Sunday, 4/19, at noon.

6041 N Newburg Avenue, Chicago

$275,000
6 Beds 2 Baths 12616449 MLS CLOSED Status
Exceptionally renovated 2-flat row house built in 1885 within the Pullman National Historical Park. Each apartment features 3 bedrooms, updated baths, and newer-modern kitchens. The building has been restored throughout, preserving some of its original woodwork, doors, and wood floors. This is a rare opportunity to own a larger 2-flat with an almost original layout, plus a wider lot that includes a side yard with a new concrete walk and a rear patio. This building is configured with separate utilities for tenants and the landlord. Each unit is metered for its own gas and electric, and the garage has its own electric meter, allowing it to be rented separately. The landlord covers water, gas for hot water tanks, and electricity for the common areas. The full basement offers a laundry area and two storage rooms. The sun filled enclosed porch has been newly remodeled. This spacious Pullman Row House offers more than 2,000 square feet of living space. The 29-foot lot includes a 4 foot gangway making easy access to the rear yard. This building is walking distance of the new Pullman Museum and within the Chicago Pullman Landmark District. Offering easy access to I-94, CTA, and Metra Trains. This is a great opportunity to own this beautiful property and be part of Chicago history.

11412 S Saint Lawrence Avenue, Chicago

$410,000
8 Beds 3 Baths 12614912 MLS CLOSED Status
Well maintained Brick legal 3 flat building in the heart of South Chicago. This Recently updated bright building is a fantastic investment opportunity for owner-occupants or savvy investors. All units have hardwood flooring, vinyl windows, forced heat & in-unit laundry. Separate utilities. First floor unit has 2bed/1bath featuring a spacious, bright, and inviting living room, and a formal dining room. The second and third floor units had a three generously sized bedrooms, 1-bath, bright Living room, and spacious eat-in kitchen. The fully unfinished basement is ready for you to customize to your needs. There is a detached brick two car garage. Easy street parking. This is a great building sold in as-is condition. Just minutes from Lake Shore Drive, Rainbow Beach, South Shore Cultural Center, Russell Square Park, and Jackson Park, giving you easy access to the lakefront, green spaces, grocery shopping, restaurants, Metra and Express buses downtown. Schedule a showing today to see all that this wonderful neighborhood has to offer. Motivated seller, feel free to make an offer today.

8204 S Exchange 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

$690,000
7 Beds 3 Baths 12594552 MLS CLOSED Status
Welcome to 4311 N Melvina Ave, an exceptional investment opportunity in the heart of Portage Park/ Dunning neighborhood. This well appointed 2 flat offers updated interiors across the first floor and finished lower level. The first floor offers a beautifully updated kitchen (2021) with stainless steel appliances, hardwood floors throughout, 3 bedrooms, updated full bath. The second floor residence features 2 bedrooms and a full bath, filled with abundance of natural light that enhance the warm and welcoming living spaces. The finished garden-level in-law suite showcases newer flooring, a beautifully updated bath and freshly painted (2024) offering exceptional flexibility for extended living, guests accommodations, or additional private space. The building also features convenient coin laundry in the lower level. A one-car garage a fully fenced yard, and a cozy patio, this home is perfectly suited for summer gatherings or quiet mornings enjoying coffee outdoors. Home is located minutes from public transit, highways, restaurants, Six Corner shopping and dining. A distinguished property offering the perfect balance of lifestyle, flexibility, and investment potential.

4311 N Melvina Avenue, Chicago

$362,000
6 Beds 2 Baths 12614495 MLS CLOSED Status
Fantastic opportunity to own a spacious, well-maintained brick 2-flat on a quiet, tree-lined block in Auburn Gresham. New roof on garage. New front windows.Unit 1 duplexes. Unit 2 occupied. Monthly rent $1,800. This property is perfect for an owner-occupant looking to live in one unit while renting the other or for an investor seeking strong rental income in a growing neighborhood. Each unit features: 3 bedrooms & 1 bath Beautiful hardwood floors throughout Large living rooms with bay windows and decorative fireplaces Formal dining rooms with original built-in hutches Updated light fixtures & ceiling fans Spacious kitchens with room to customize Enclosed back porch and private balcony access Additional highlights: Classic Chicago charm with modern updates Shared basement with laundry hookups and storage Radiator heat Brick exterior with timeless curb appeal Located near schools, shopping, parks, and public transportation

8004 S May Street, Chicago

$655,000
7 Beds 4 Baths 12609775 MLS CLOSED Status
4 Level Brick 3-flat w Garden on 18th Street Excellent location adjacent to Located near one of Chicago's largest planned public redevelopment sites to Break Ground 2027: the City's 18th & Peoria framework, a multi-phase plan up to 432 housing units, mixed-use buildings, neighborhood retail, public open space, and trail connections. Phase 1, Casa Nayarit, announced for 2027 start with 76 apartments and a childcare center. University Village, UIC, the Medical District, also are next door .*** This Brick Building offers four levels of usable space. The Garden, 2nd, 3rd, and 4th floor residential units are in average rental condition and Need some TLC/Light updates. The top two units and currently occupied on month-to-leases. Top floor at $1,500 and 3rd level at $1,550. The first-floor unit is vacant, .***Layouts include a top-floor 3-bedroom unit and two additional 2-bedroom/1-bath units. The finished. **Features include Common laundry is located at the rear garden, a Newer 2-car parking pad, Rear Decks with Impressive City and UIC views, 3 forced-air heating systems - with the 1st floor and garden level sharing one system - and 2 central air units. The property has 3 legal residential units, 3 electric meters, and 3 gas meters. ****Located on C-zoned commercial land, this property offers current rental income plus future upside. The location provides access to a deep renter pool from University Village, UIC, the Medical District, and nearby downtown-adjacent neighborhoods. Continued improvements such as added in-unit laundry, updated kitchens, and bath renovations could support significantly higher rents over time. ****Head west on 18th Street directly into Pilsen's restaurant scene, Thalia Hall events, cafes, and brunch spots. Stroll north to UIC, the Medical District, Roosevelt Collection theaters and shopping, or bike east to the South Loop and lakefront. Lot is about 22' x 108'.

944 W 18Th Street, Chicago

$1,000,000
7 Beds 4 Baths 12610361 MLS CLOSED Status
***We will be accepting highest and best no later than Monday, April 13th by 6pm. Welcome to The northern part of Irving Park! Legal 3-flat with additional in-law attic unit offering strong income potential and long-term upside. All units have been updated within the last 10 years, providing modern finishes and functionality throughout. Property features central A/C and a solid rent roll, making it a turnkey investment. Situated on an extra-wide 30 ft lot on a quiet, tree-lined one-way street, this building presents a unique opportunity to duplex the second-floor unit into the attic space for added value. Recent improvements include new insulated vinyl siding installed in 2021 and brand new front porch. The property provides upside potential for both investors and owner-occupants alike. Broker owned.

4327 N Avers Avenue, Chicago

$190,000
6 Beds 2 Baths 12610800 MLS CONTINGENT Status
Cash flow from day one with this well-maintained 2-flat in South Chicago offering immediate rental income with future potential to enhance value over time. Each unit features a spacious 3-bedroom layout with comfortable living and dining areas, providing ample room for both dining and entertainment. The property is fully occupied, creating a stable foundation for ownership from day one. A full basement offers additional space for storage or the possibility to further optimize the property's functionality. Property is being sold AS IS. Situated on a residential block with access to public transportation and everyday conveniences, this is a solid opportunity for those looking to invest in a property with both current income and long-term potential.

8242 S Houston Avenue, Chicago

$751,000
7 Beds 3 Baths 12612913 MLS CLOSED Status
This classic brick Chicago 2-flat sits on an oversized 30 foot lot in Arcadia Terrace. The finished basement adds a huge value to this property and is ready to house guests or family. Large fully renovated units, a brick 2 car garage, plus 2 exterior gated parking spaces. Unit 2: Top floor 3 bed 1 bath unit with laundry included. Unit 1: 2 bedroom 1 bath unit with laundry nearby in the basement. Unit 1 and 2 finishes are identical. Currently the 2nd floor unit is vacant and ready for a live in owner; has previously been rented for $2,300/month. Blocks from scenic West Ridge Nature Park, 1 mile to the Metra Station, and easy access to nearby Lincoln Square and Andersonville neighborhoods. This property is perfect for an investor that doesn't want to do a lot of work or an owner occupant that is looking to generate income. **Gross income is estimated conservatively based on the building being fully rented. Selling AS-IS.

5814 N Campbell Avenue, Chicago

$850,000
7 Beds 4 Baths 12612571 MLS CLOSED Status
Legal 3-flat with an additional (non-conforming) garden unit-an exceptional investment opportunity combining strong income with long-term upside. This well-maintained building features newer windows and updated plumbing throughout, offering peace of mind for future ownership. Units 1-3 boast identical, spacious layouts with generous living areas, stainless steel kitchen appliances (including dishwashers), and updated bathrooms, making them highly desirable for tenants. The garden unit is equally well-equipped, also featuring a dishwasher and functional layout. Each unit is separately metered with its own furnace, central air, and water heater, keeping operating expenses predictable and efficient. The property delivers strong, consistent rental income with stable tenants already in place, plus additional revenue from coin-operated laundry and two garage parking spaces (currently included in rent, offering potential for future upside). Ideally located just steps from Horner Park, residents enjoy access to a dog park, scenic nature paths, and over a mile of walking and river trails, creating a unique blend of urban living and outdoor lifestyle.

4015 N Mozart Street, Chicago

$1,230,000
8 Beds 3 Baths 12595065 MLS CLOSED Status
*MULTIPLE OFFERS RECEIVED *A RARE chance to own a timeless piece of Chicago history in one of the city's most sought-after neighborhoods. This striking 1897 greystone 3-flat is perfectly positioned on a quiet, tree-lined block just a few minutes from the buzz of the SOUTHPORT CORRIDOR and all the dining, nightlife, and energy along Belmont & Clark. ***Fully leased and meticulously cared for by the same owner for the past 30 YEARS, this building presents FLEXIBLE OPPORTUNITIES for a variety of buyers. Owner-occupants can live in one unit while offsetting their mortgage with rental income from the others. End-users and rehabbers can bring their design vision to update units and maximize rents. Developers will appreciate the solid 1897 construction and potential for condo conversion or a single-family home transformation. Or, turn this timeless beauty into a multi-generational home for decades to come. ***The classic greystone charm is complemented by TIMELESS architectural DETAILS, generous 10ft ceiling height and original built-ins, along with modern peace of mind including a BRAND NEW ROOF (2025), well-maintained exterior, and refreshed entry & common hallways. ***The property also features a 2-car GARAGE (each leased for $175/month), back yard, basement laundry room and additional common storage space. ***This A+ location offers easy access to public transportation, grocery stores, Southport shops, walk to Wrigley, plus an endless array of bars and restaurants, along with convenient access to the lakefront. With immediate rental income and STRONG UPSIDE potential, this VINTAGE GEM delivers the perfect combination of history, location, and flexibility. Truly a rare opportunity in one of Chicago's most beloved neighborhoods. (Please see additional documents tab for lease info, apartment/parking rent roll & operating expenses. Note the property is being sold AS-IS)

1322 W Barry Avenue, Chicago

$170,000
6 Beds 3 Baths 12606813 MLS CLOSED Status
Capitalize on the rapid appreciation of this high-growth "Path of Progress" neighborhood with a versatile brick 2-flat featuring a finished basement. Perfectly suited for a high-end "fix and flip" or a duplex-down conversion to maximize rental yield, this property offers two spacious 2-bed/1-bath units and a finished basement with two additional rooms and a full bath. Zoned RS-3, the building is equipped with individual HVAC systems for each floor, including separate furnaces and water heaters. The backyard provides a prime opportunity to build a new garage, further increasing the asset's resale value. Positioned near the 606 Trail and major retail developments, offering an ideal canvas for an investor looking to secure a foothold in one of Chicago's most trending markets.

940 N Hamlin Avenue, Chicago

$375,000
7 Beds 2 Baths 12611501 MLS CLOSED Status
Turn-key blonde brick 2-flat offering strong income potential and classic Chicago charm! This well-maintained multi-unit features a desirable unit mix with a spacious 3-bedroom/1-bath on the first floor and a 4-bedroom/1-bath on the second floor, making it ideal for investors or owner-occupants. Each unit showcases hardwood flooring throughout, generous living spaces, and abundant natural light. Kitchens offer functional layouts with modern cabinetry, tile backsplashes, and updated appliances, while bathrooms feature a mix of refreshed finishes and fixtures. Bedrooms are well-sized with flexibility for work-from-home or additional living space. The property includes a full unfinished basement, providing excellent potential for additional value-add opportunities such as storage, expansion, or duplexing (buyer to verify). Mechanical systems appear well-maintained, and the property has previously passed city inspections for plumbing and HVAC. Exterior highlights include a classic blonde-brick facade with updated trim, a fenced backyard, and a 2-car detached garage. The rear yard offers ample space for outdoor enjoyment or tenant use. Located near schools, parks, and public transportation, this property is positioned for strong rental demand. Whether you're looking to generate immediate cash flow or increase value with light updates, this is a solid investment opportunity.

7222 S Rhodes Avenue, Chicago



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