Chatham Homes under $400,000

Beautiful home in a peaceful Chicago neighborhood. This home is fully rehabbed! Everything in this home has been replaced and is NEW ! New windows, doors, floors, appliances, new kitchen, new bathrooms, and more! Open concept kitchen and living room as soon as you walk into the home. Fully tiled bathrooms, everything is new. Brick and stone detached garage in the backyard with alley access. The

Patryk Klima Chicagoland Brokers Inc.

Stunning renovation of this classic, sun-drenched Chicago bungalow! Designed with an open floor plan ideal for entertaining, this home features a huge living room with gleaming hardwood floors and recessed lighting. The gourmet kitchen showcases 42" white shaker cabinetry, granite countertops, a center island, and stainless steel appliances, with an additional cozy family space just off the

Priscilla Ball RE/MAX 10

Finest Chatham living in the city! Private subdivision close to 87th and 95th Red Line stations and minutes from the Dan Ryan Expressway. Split level home in good condition. Large bedrooms. Gas fireplace in the family room. Full partially-finished basement with rough-in bathroom. Rare breed with expansive deck with shade. All hardwood floors throughout. Move-in condition. Priced for a quick sale.

Ola Sanni Century 21 S.G.R., Inc.

BEAUTIFULLY REHABBED RAISED RANCH. NEUTRAL COLORS. 3 BEDROOMS ON FIRST FLOOR. HARDWOOD FLOORS THROUGHOUT. EAT IN KITCHEN WITH TONS OF BEAUTIFUL CABINETRY. LOWER LEVEL IS FULLY FINISHED WITH NEW 2 ADDITIONAL BEDROOMS, NEW BATHROOM, RECREATIONAL AREA AND LAUNDRY ROOM. WASHER AND DRYER STAYS ALSO. HUGE BACKYARD AND 2 CAR GARAGE. CPS CLASSICAL SCHOOL IN WALKING DISTANCE

Regina Mc Cullum Realty Express Inc.

Turnkey brick 2-flat featuring spacious 3-bedroom units with separate utilities and strong rental potential. Each unit offers hardwood floors, large living areas, and clean, updated kitchens with granite countertops and full cabinetry. Bathrooms are well-maintained, and the overall condition makes this a move-in ready opportunity for both owner-occupants and investors. Significant recent

Jason Donajkowski Paragon Property Management

Beautiful brick ranch offering 5 bedrooms and 2 1/2 bathrooms with a versatile layout and plenty of living space throughout. The main level features 3 bedrooms and 1 1/2 baths while the fully finished basement includes additional bedrooms and a full bath making it ideal for extended living arrangements, guests, or a home office setup. Enjoy cozy electric fireplaces, brand new stainless steel

Steve Budzik ICandy Realty LLC

Beautiful Corner Home in Historic West Chesterfield! Step into this spacious raised ranch with 3 bedrooms and 3 full baths, designed for comfort and style. Enjoy a bright living room, formal dining area, and a modern kitchen with custom built-ins-perfect for entertaining. The main-floor family room impresses with a vaulted ceiling and parquet floors, while hardwood floors throughout add timeless

Michael LaFargue Coldwell Banker Realty

Gorgeous brick 2-flat family building in a prime Chicago location with easy access to Downtown, Hyde Park, major expressway, schools, and shopping. Both spacious 3-bedroom units feature formal living and dining rooms, remodeled kitchens, and updated bathrooms. The property has been freshly painted throughout and includes a newer boiler and hot water tank, plus a brand-new rear patio stairwell. A

Marcus Troutman Kale Realty

Chatham boasts this newly renovated 4-bedroom, 2-bathroom home** featuring an open-concept layout with contemporary, modern finishes throughout. The stylish kitchen offers quartz countertops, a beautiful island, and plenty of space for cooking and entertaining. Freshly refinished hardwood floors add warmth and elegance to the main living areas. The second-level bedrooms provide comfort and charm,

Pamela Martin Realty Services Consortium

CASH FLOW OPPORTUNITY - TURNKEY 2-UNIT IN Chatham This 6-bedroom, 4-bath two-unit building is a true income-producing asset with immediate returns. Perfect for investors looking for strong cash flow with upside. Both units offer spacious layouts with solid rental demand. Current rents are already performing: Upper Unit: $1,500/month (with $500 discount for tenant-provided upkeep/yard work - room

Prescott Kindle Keller Williams ONEChicago

Another exceptional A-Tray Development-Where luxury, functionality, and thoughtful design intersect seamlessly. This beautifully renovated 3-bedroom, 2-bath Georgian sits on a spacious corner lot, offering standout curb appeal with fresh landscaping, newly planted trees, and modern exterior lighting. Inside, the home has been completely reimagined with an open-concept main level designed for both

Tracey Hill EXIT Strategy Realty

INVESTMENT OPPORTUNITY! Welcome to a versatile and income-generating multi-family townhouse nestled in the heart of Chatham. Whether you're seeking a live-in owner opportunity or landlord investment, this residence is poised for rental income or owner-occupancy with solid upside potential. Don't miss your chance to own a piece of historic character in a vibrant South Side community. Unit 2 is

Michael Fisher M Property Group LLC

A true gem for investors and portfolio builders! This classic Chatham 6-unit building is full of charm, space, and long-term potential. Each unit features formal living and dining rooms, enclosed rear porches, and generous layouts that continue to attract long-term tenants. The property includes a 4-car brick garage, offering additional income potential or owner use. A newer gas boiler has

James Mattz Keller Williams Preferred Rlty

This is a unique opportunity to own a well-maintained 3-unit building in the historic Chatham community. Each spacious unit features 3 bedrooms and 2 bathrooms, offering ample living space and strong rental potential. Current tenants are on month-to-month leases, each paying $1,500 per month, with room to improve units and increase rents to market average for even greater returns. The property

Sanina Ellison Re-CHRG Inc

Great opportunity to own a solid two-unit building that is move-in ready. Each unit features 2 bedrooms and 1 bathroom with comfortable layouts suitable for both homeowners and tenants. The property offers separate utilities, making management simple and efficient. Ideal for an owner-occupant looking for additional rental income, or for an investor seeking a strong addition to their portfolio.

Dhereck Gomez 33 Realty

Welcome to the Family-Friendly Space at 8609 S. Indiana: This Spacious 4-Bedroom Family Home with hard to find First-Floor Primary Suite and partially finished basement offers comfort and room to grow. Big Kitchen, Big Bedrooms, Big Possibilities. A Home Built for Family Life. Over 2,500 Sq Ft: 4 Bedrooms, First-Floor Suite, and large partially finished basement with Bathroom. Large living room

william gallos Century 21 Integra

Yellow brick 3 unit building with a 3 car brick garage! Yup!!! All brick. New tuck-pointing with new lentils. Perfect opportunity to own a low maintenance, cash-flowing, multi-unit building in Chatham. The building is fully stabilized and income generating.

Yanira Doyle Century 21 IMPACT

Investor Opportunity! Welcome to 8342 S Wabash Ave, a well-maintained, income-producing property located on a quiet, stable block in Chicago's sought-after Chatham community. Fully occupied with tenants, this property offers cash flow opportunity and strong long-term rental upside. The property features a spacious layout with updated interiors, including modern flooring, refreshed kitchens and

Omor Eguasa Baird & Warner

Welcome to a versatile and income-generating multi-family mult-unit situated in a cozy, well-maintained neighborhood within the Chatham community. Whether you're seeking a live-in owner opportunity or a landlord investment, this residence is poised for rental income or owner-occupancy with solid upside potential. Don't miss your chance to own a piece of historic character in a vibrant South Side

Xiomara Maldonado North Clybourn Group, Inc.

Beautifully newly remodeled 4-bedroom, 3.5-bath home located on the South Side of Chicago, offering the perfect blend of modern style, comfort, and space. This move-in-ready home features a bright open-concept layout ideal for both everyday living and entertaining, along with a cozy fireplace that adds warmth and charm. The spacious master suite is a true retreat, featuring a large bedroom, a

Richard Moody TADD Realty

Steven Rapoport Chicago Real Estate Resources

Beautiful updated 2 units building live in one unit and rent the second one this property offers the following first floor three generous size bedrooms, one bathroom, amazing kitchen with quartz countertop and stainless steel appliances central air Spacious living room and dining room second floor apartment offers three great size bedrooms, beautiful bathroom contemporary kitchen with quartz

Colleen Berg Berg Properties

Come step inside this all brick 2 story single family home. this property feature a bright main level with hardwood flooring, fresh paint, and spacious bedrooms filled with natural light. The updated bathroom includes classic tile and a clean model feel. The lower level offers a separate living area with its own entrance perfect for adult children, a in-law suite, guest space or a unit added for

Breanna Bryant Keller Williams Preferred Rlty

Absolutely awesome and elegant brick Bungalow, just rehabbed, started in 2025 and concluded in may 2026. 3 bedrooms, 1 bath.....New electrical, new plumbing, windows, kitchen, bathroom, New furnace/ac, washer and Dryer. Granite counter top, new SS appliances ( Fridge, stove, microwave, dishwasher, garbage disposal) ready to move-in. Owner is a real state broker in the State of Illinois.

Jose Tenezaca RE/MAX City