View All North Lawndale Chicago IL Greystone Homes Listings

$585,000
12 Beds 4 Baths 12731019 MLS ACTIVE Status
We just installed a brand new roof and re-built the parapet! Turnkey 4-unit brick greystone, fully gutted and rebuilt in 2020, offering four spacious 3-bedroom /1-bath units (12 bedrooms total) plus a finished walkout garden level and two exterior parking spaces. Steps from Douglass Park and the Pink Line, and minutes to the Illinois Medical District, the West Loop, and I-290 - a location drawing steady renter demand and sustained investor interest along the revitalizing Ogden corridor. Each unit was rebuilt with modern kitchens, updated baths, and separate mechanicals, positioning the building for immediate lease-up at current market rents. Comparable renovated 3-bedroom units in North Lawndale are leasing in the $1,500-$1,800 range, giving a new owner a clear path to strong, stabilized cash flow with value-add upside on any below-market unit. Tax advantage: The 2025 assessment was successfully appealed at the Cook County Board of Review, reducing the assessed value from 50,400 to 40,174 - roughly a 20 pct reduction and an estimated annual savings of about $2,000. Post-appeal real estate taxes are projected in the ~$7,600-$8,100 range, materially lowering carrying costs and directly improving NOI for an income-focused buyer. Ideal for an investor seeking stabilized West Side cash flow or an owner-occupant house-hacker. As a 4-unit, the building qualifies for the Fannie Mae 5 pct-down owner-occupant program (2-4 units), which - unlike FHA - does not require the property to pass the self-sufficiency (net rental income) test, widening the buyer pool. Financing eligibility subject to buyer qualification. Offering memorandum with rent roll and expense detail available on request.

1307 S Kedzie Avenue, Chicago

$449,900
5 Beds 3 Baths 12699187 MLS ACTIVE Status
This classic Chicago greystone two-flat in the West Side checks every box for the value-add investor or owner-occupant: updated systems, below-market rents, and a neighborhood in the middle of a real transformation. With iconic bay window architecture, solid masonry construction, and a freshly updated profile from foundation to roof, this building is ready for its next chapter. Major improvements completed in 2026 mean the heavy lifting is already done. Two brand-new water heater tanks, a fully resurfaced roof, and structural reinforcements give the next owner the confidence to walk in and focus on upside rather than repairs. The foundation is solid, the systems are fresh, and the returns are within reach. The building offers strong income potential across three levels. Unit 2 features three bedrooms, one bath, and original hardwood floors. Unit 1 offers two bedrooms, one bath, and a flexible layout. The semi-finished basement includes a living room, bedroom, full bath, half-bath, and rough plumbing for a future kitchen, making it a natural candidate for a duplex-down conversion or in-law suite. Both units are currently tenant-occupied on month-to-month leases at below-market rents, meaning day-one income with immediate room to grow. Raise rents to market rate, activate the basement conversion, or house-hack and let your tenants cover your mortgage. The location only adds to the case. Minutes from the Illinois Medical District, Little Italy, Garfield Park Conservatory, and Cinespace Chicago Studios, this property sits in the path of serious capital. The $7 billion United Center 1901 Project is just five minutes away and accelerating demand across the entire west side corridor. Easy access to I-290 and the CTA Blue Line keeps tenants happy and vacancy low. Seller is a licensed real estate broker in the State of Illinois.

2714 W Lexington Street, Chicago

$330,000
5 Beds 2 Baths 12638087 MLS CONTINGENT Status
Step into the charm of a classic 1898 Chicago Greystone, ideally situated in the evolving North Lawndale neighborhood just west of Douglas Park, between Roosevelt and Douglas Blvd. This area is seeing exciting revitalization-take a look around and you'll notice the steady stream of beautifully restored homes adding to the neighborhood's appeal. Inside, both units offer a timeless layout with formal living room and dining room, hardwood floors. The first-floor unit features two comfortable bedrooms and is currently rented month to month. Upstairs, the second unit features a formal living room and dining room with three bedrooms and is currently rented on a flexible month-to-month basis. Recent updates include new hot water tanks for both units and individual forced-air heating systems, offering convenience and independence for each space. The unfinished basement opens the door to future possibilities-whether you envision a duplex-down for added living space or a separate finished area for additional rental income. 2 parking spots on the back parking pad, new fence was recently installed. With both front and rear access, the potential here is easy to imagine. A location that keeps you connected-close to CTA lines, I-290, the Illinois Medical District, UIC, Pilsen, the West Loop, and downtown. A property with character, flexibility, and upside in a neighborhood on the rise-come take a look and see how it fits your vision.

1317 S Homan Avenue, Chicago

$290,000
8 Beds 3 Baths 12525433 MLS CLOSED Status
Huge Value Add Opportunity! Ready to roll up your sleeves? This classic 3unit Greystone is the perfect canvas for investors who see potential where others see problems. Located east of California Avenue near Douglas Park, Mount Sinai Hospital and the Illinois Medical District, it sits in the epicenter of North Lawndale's redevelopment. Millions are pouring into new mixed use projects, condo conversions and hospital expansions along Ogden Avenue and in the nearby Medical District. Buy now while properties here are still affordable and hold on for a huge return as the neighborhood transforms. Bordering the Tri Taylor corridor. Comparable 3 flats (east of California) here are closing at record high numbers, and new mixed-use and Medical District projects are drawing demand. This property has a full walkout basement, enclosed rear porch, parking slab and classic Greystone facade. After a complete gut rehab, similar 3bed units cashflow and resale upside is enormous. Sold strictly as-is-there are known code violations and deferred maintenance, so buyers must perform their own due diligence.. If you're looking for a high upside project in a neighborhood on the rise, with easy access to Mount Sinai, UIC, Rush, the CTA Train Line and I290 this diamond in the rough is your chance to buy low, improve and hold for a big return. It comes with a full set of architectural drawings; add your general contractor to the permit application and you can submit to the City of Chicago for approval immediately!

1342 S Fairfield Avenue, Chicago

$400,000
4 Beds 4 Baths 12517863 MLS CLOSED Status
Welcome Home! Step into this beautifully renovated 4-bedroom, 3.5-bathroom greystone that perfectly blends classic charm with modern living. The open-concept main level is filled with natural light from oversized windows, creating a bright and inviting atmosphere. you'll love the sleek contemporary kitchen, complete with a spacious dining area, stylish finishes, and a fully updated powder room-perfect for entertaining and everyday living. This home is designed for comfort and efficiency, featuring all-new windows, energy-efficient air conditioning, an on-demand water heater, and top-of-the-line appliances. Upstairs, you'll find three generous bedrooms and a tastefully updated full bathroom. The serene main suite offers a private walkout deck overlooking the backyard, a skylight that fills the room with sunlight, and a luxurious ensuite bathroom-your perfect retreat. The finished lower level adds even more living space, featuring a large family room, an additional bedroom with a full bath, and a private entrance-ideal for guests, extended family, or a home office. Step outside to enjoy a spacious backyard and a second deck that's perfect for gatherings and outdoor relaxation. The property also includes gated parking for 3-4 cars and a convenient storage shed. Nestled in a friendly neighborhood, this home is just minutes from schools (with school bus service on the block), parks, shopping, and only a quick 10-minute drive to downtown via nearby I-290. Don't miss your chance to make this stunning home your own-schedule your visit today and see your home dreams come true

747 S Kenneth Avenue, Chicago

$515,000
8 Beds 3 Baths 12503838 MLS CLOSED Status
Experience this classic vintage Chicago greystone that has been meticulously maintained. This property is a rare opportunity for homebuyers, investors, or renters looking for a blend of style, comfort, and value in a flourishing neighborhood. It's perfectly positioned; just six miles from downtown Chicago. This residence boasts of premium upgrades: new furnaces, central air conditioning, and a recently installed roof-ensuring year-round luxury and stress-free ownership. Immerse yourself in North Lawndale's dynamic energy, where revitalization projects are transforming the community with new parks, local businesses, and cultural spaces. Discover a true sense of belonging among welcoming neighbors and a growing arts scene. Enjoy ease of connectivity with effortless access to CTA train, bus routes, and Midway Airport which is only 6.4 miles away. This location is a hub for top institutions such as Rush University Medical Center, the University of Illinois at Chicago, Malcolm X College, and University of Illinois Hospital making it a premier choice for professionals, students, and families. Whether you're seeking a statement investment property, your first forever home, or a move-in-ready rental, this North Lawndale greystone seamlessly delivers elevated living along with lasting community warmth. Seize this unique chance to own, invest, or reside in true Chicago style right in the heart of a neighborhood on the rise.

1826 S Drake Avenue, Chicago

$450,000
7 Beds 3 Baths 12493943 MLS CLOSED Status
Welcome to 1844 S Millard Avenue, a gorgeous yellow brick Greystone in the heart of Chicago's resurging North Lawndale neighborhood. An area rich in architectural heritage and poised for growth. This fully occupied, income-producing 3-unit building offers the perfect blend of historic elegance, functional upgrades, and investment upside. Built in 1903 and well preserved, the home features an eye-catching turreted bay, an ornate covered entryway with a Corinthian column, a stone balcony with balustrade, and beautifully detailed limestone trim. All contributing to its commanding curb appeal. Situated on a tree-lined block filled with stunning Greystones and other turn-of-the-century homes, the property invites a sense of pride and permanence that's hard to replicate. Each unit is thoughtfully configured with separate utilities, in-unit laundry, and individual central air and heat systems, offering comfort and independence for tenants while making management simple. With 3,424 square feet of living space across a 4,690-square-foot lot, this classic multi-family presents an ideal opportunity for investors seeking a turnkey, stabilized asset in one of Chicago's most promising growth corridors. Located just minutes from the rapidly expanding Illinois Medical District, Mount Sinai Hospital, St. Anthony Hospital, Rush University, and Stroger Hospital, the demand for housing in this area is rising fast, fueled by job growth, and revitalized commercial spaces. Commuters will appreciate easy access to the CTA Pink Line, as well as I-290 and I-55, while outdoor lovers can enjoy nearby Douglass Park. Given current market trends and comparable rentals, this property offers significant potential of future rent income. Whether you're adding to your portfolio or planting roots in a vibrant, historic neighborhood, 1844 S Millard stands as a rare opportunity to own a piece of classic Chicago architecture with modern income appeal. Drive by and experience the block-you won't be disappointed. Due to tenants availability showings are being limited to weekends only. Sorry

1844 S Millard Avenue, Chicago

$229,000
2 Beds 1 Baths 12437882 MLS CLOSED Status
Spacious and character-filled Greystone single-family home offering both charm and potential. With a current appraisal in hand, you can buy with confidence knowing the value is backed by recent data. Main Floor Highlights Step into soaring high ceilings and a bright, open-concept living, dining, and kitchen space that's perfect for entertaining. The kitchen features custom 42" cream cabinets, granite countertops, and stainless steel appliances, all complemented by beautiful hardwood floors throughout. Flexible Living Space The main floor includes 2 bedrooms and a full bathroom, while the finished basement adds another 2 bedrooms and a full bath-including a walk-in closet master suite currently used as the primary bedroom. A rare interior open staircase offers seamless access to the lower level, unlike most Greystones with rear entry basements. Outdoor & Parking Features Enjoy a fully fenced backyard and a concrete parking pad, ideal for off-street parking or future garage expansion. Location, Location, Location 1-minute walk to the Pulaski Pink Line Stop Just 1.8 miles (7-min drive) to Target, Home Depot, ALDI, and AMC Theatres Added Value A nearly identical home just a few doors down recently sold for $315,000 after a full renovation. We're happy to share photos to help you envision what a few upgrades-like fresh paint-could do to maximize value. Sold As-Is - A fantastic opportunity to customize your dream home or invest in a fast-rising neighborhood.

4050 W Cullerton Street, Chicago

$475,000
11 Beds 3 Baths 12327596 MLS CLOSED Status
Classic Greystone with a finished garden unit located in the fast growing North Lawndale neighborhood and 6 Min walk to Pink Line (Ogden-Central Park) Perfect Investment opportunity. Features a grand total of 11 bedrooms, 3 bathrooms across three levels, and 6 parking spaces. The rental income and room for more exceeds the estimated mortgage, taxes, and insurance. You'll enjoy positive cash flow! Also qualifies for 4-bedroom vouchers, so there's great potential for the new owner to request a rental increase through CHA, providing a significant boost to your monthly cash flow. Ideal if you're looking to live in one unit and rent out the others or maximize returns with a fully rented building, the strong local rental market and promising future makes this a savvy investment for seasoned investors and first-time multi-family buyers alike. Given the current market trends and comparable rental properties in the area, rent adjustments are in your favor, enhancing your return on investment. Located near the rapidly expanding Illinois Medical District, this property benefits from increased housing demand driven by thousands of new jobs and substantial economic growth. Local industrial sites are being repurposed for community benefit. Shops, eateries, and facilities are revitalizing commercial corridors and enhancing everyday convenience for residents. Don't miss your chance to grab a prime piece of real estate in an area on the rise!! It's time to make a move to have you set for years to come!

1856 S Lawndale Avenue, Chicago

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North Lawndale, Chicago IL · Curated MLS Search

Greystone Homes in North Lawndale, Chicago IL

An editorially curated view of every active greystone homes listing in North Lawndale, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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