Roseland Homes under $300,000

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  /22

  $300,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  11423 S Calumet Ave, Chicago, IL 60628

  Welcome to this beautifully renovated 5-bedroom, 2-bathroom brick home in Chicago's West Pullman neighborhood. This spacious home combines classic charm with modern upgrades, featuring new finishes and thoughtful touches throughout. Step inside to discover an open-concept living area flooded with natural light, highlighted by newly installed luxury vinyl flooring and fresh paint. The brand-new

  

  Arianne Kendrick

  Coldwell Banker Realty

  (872) 331-4096

  11423 S Calumet Ave, Chicago, IL 60628
• 

  Explore Roseland

• 

  

  

  /40

  $259,000

  • 6 Beds
  • 3 Baths
  • 1,800 Sq Ft

  10617 S Wentworth Ave, Chicago, IL 60628

  Welcome to 10617 S Wentworth Ave Step into this beautifully newly renovated gem, offering 5 spacious bedrooms and 3 modern bathrooms. Perfect for growing families or anyone who loves to entertain. Every inch of this home has been thoughtfully upgraded, blending contemporary style with timeless charm. The stunning kitchen is a true showstopper, featuring sleek countertops, brand-new cabinetry, and

  

  Rafay Qamar

  Real Broker LLC

  (773) 207-6829

  10617 S Wentworth Ave, Chicago, IL 60628
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  /36

  $249,900

  • 4 Beds
  • 2 Baths
  • 1,377 Sq Ft

  337 W 106th Place, Chicago, IL 60628

  NEW REHAB -For Sale 4-Bedroom, 2-Bathroom Home in West Roseland - Fully Renovated with Luxury Finishes! West Roseland is a nice place to call home: Historic and charming neighborhood on Chicago's South Side known for its tree-lined streets, strong sense of community, and convenient access to parks, schools, shopping, and public transportation. This gorgeous, fully renovated 4-bedroom,

  

  Edgar Guerrero

  REMAX Legends

  (773) 352-1769

  337 W 106th Place, Chicago, IL 60628
• 

  

  

  /37

  $265,000

  • 3 Beds
  • 2.5 Baths
  • 1,100 Sq Ft

  10506 S Edbrooke Ave, Chicago, IL 60628

  Step into style and utmost comfort with this beautiful fully gutted and newly renovated bungalow. Featuring 3 spacious bedrooms, 2.5 baths. brand-new flooring in the entire house. This home perfectly blends classic charm with modern finishings. Enjoy cooking in the stylish custom eat-in kitchen with wood cabinetry and all brand new stainless-steel appliances. The full basement includes a sizable

  

  Rafay Qamar

  Real Broker LLC

  (773) 863-3364

  10506 S Edbrooke Ave, Chicago, IL 60628
• 

  

  

  /41

  $279,900

  • 5 Beds
  • 2 Baths
  • 2,243 Sq Ft

  64 E 102nd Place, Chicago, IL 60628

  ***PROFESSIONAL PICTURES, VIDEO, VIRTUAL TOUR, FLOOR PLANS ARE COMING SOON***Welcome to your Beautiful Home Located in the vibrant Rosemoore community rich with history and character. Walk into this meticulously renovated 5-bedroom, 2-full bath, 1-bonus room on the first floor, open spacious living-dining, completely remodeled Kitchen with all new cabinetry and countertops, complemented with all

  Angel Rosales PROSALES REALTY

  64 E 102nd Place, Chicago, IL 60628
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  /17

  $255,700

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  9638 S Harvard Ave, Chicago, IL 60628

  Welcome to this inviting 3 bedroom, 1.5 bathroom home full of warmth and character. Step inside to find a comfortable layout perfect for everyday living. The home's charm is matched by its functionality, offering space to relax, gather, and entertain. Enjoy outdoor living in the beautiful backyard, complete with a deck and pergola, an ideal setting for morning coffee, summer barbecue, or

  Alexandria Ward Forward Realty

  9638 S Harvard Ave, Chicago, IL 60628
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  /17

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  10348 S Rhodes Ave, Chicago, IL 60628

  ATTENTION all City of Chicago employees, teachers and first time homebuyers!! Beautiful and tastefully updated home, located in Rosemoor neighborhood where neighbors also take great pride in their homes. Located in school district 299 for Corliss HS, a public institution offering a STEM-focused, early college program to students in grades 9-12. Minutes away from Chicago State University and

  Patti Scates Village Realty, Inc.

  10348 S Rhodes Ave, Chicago, IL 60628
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  /39

  $290,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  10012 S Yale Ave, Chicago, IL 60628

  Honey stop the car! This home is spacious and beautifully updated home offering 5 bedrooms, 2 full baths, and a thoughtful layout perfect for today's lifestyle. The main level features 2 bedrooms, a full bath, a separate living room, dining room, and a modern kitchen. There is a mudroom that can be used for additional storage or as an extra seating area. Upstairs, you'll find 2 additional

  Laura Rodriguez Realty of America, LLC

  10012 S Yale Ave, Chicago, IL 60628
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  /29

  $279,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  119 W 110th St, Chicago, IL 60628

  WELCOME HOME!! Nothing to do but move in and enjoy your beautiful 4 bedroom and 2 bath home! The open floor plan will be inviting to your family and friends. With updates including a new roof, new gutters, new soffit, new fascia and a new two car garage. Kitchen updates include new quartz countertops, new stainless steel appliances and newer kitchen cabinets. New laminate flooring on the main

  Vito LiRosi Real 1 Realty

  119 W 110th St, Chicago, IL 60628
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  /32

  $269,900

  • 4 Beds
  • 2 Baths
  • 1,196 Sq Ft

  9613 S Yale Ave, Chicago, IL 60628

  "Double Lot Opportunity! Fully Renovated 4BD/2BA with Lofted Garage - Move-In Ready!" Your chance to own TWO lots for the price of one! Welcome to 9613 S Yale Ave - a beautifully renovated 4-bedroom, 2-bath home that comes with an additional parcel at 9611 S Yale Ave. This move-in ready property has been fully updated in 2025, featuring luxury waterproof vinyl plank flooring, a modern kitchen

  Raquel Alfaro AMR Real Estate

  9613 S Yale Ave, Chicago, IL 60628
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  /33

  $259,000

  • 3 Beds
  • 2 Baths
  • 2,307 Sq Ft

  10509 S Edbrooke Ave, Chicago, IL 60628

  Welcome home to this beautifully rehabbed 4 bedroom 2 bathroom home. Features include: Large open floor plan, new flooring throughout, new kitchen with stainless steel appliances, quartz counters, new bathrooms, new furnace and A/C, good sized bedrooms with tons of closet space, family room, recreation room, 2 car garage and more.

  Neal Ratner Apartment and Home Seekers

  10509 S Edbrooke Ave, Chicago, IL 60628
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  /20

  $263,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  70 E 100th Place, Chicago, IL 60628

  Conveniently located just two blocks from the I-94 and I-57 entrance ramps, offering easy access to major expressways for seamless connectivity. This beautifully remodeled raised ranch features 4 spacious bedrooms and 2 modern bathrooms. Recent remodelation includes everything, kitchen, bathrooms, floors, doors, windows, roof, gutters, downspouts, front and rear fences, and a new front door with

  Maria Jerusalimiec Inter-City Realty, Inc.

  70 E 100th Place, Chicago, IL 60628
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  /21

  $264,900

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  Unlisted Address

  Ernie Pinkston E.L. Pinkston Realty

  Unlisted Address
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  /24

  $247,500

  • 4 Beds
  • 2 Baths

  10749 S State St, Chicago, IL 60628

  BACK ON THE MARKET - BUYER BACKED OUT OF DEAL - ALL INSPECTION ITEMS HAVE BEEN COMPLETED. NOTHING TO DO BUT BRING YOUR QUALIFIED, SERIOUS, READY BUYERS...Welcome to Roseland. This is a Historic community with a lot of new development and rehabbing of unique-style properties being brought back to life. This multi-family property is ready for the person looking to live in one unit and generate

  Shari Smith Red Pro Realty LLC

  10749 S State St, Chicago, IL 60628
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  /4

  $215,000

  • 2 Beds
  • 2 Baths

  10730 S Lafayette Ave, Chicago, IL 60628

  Multi-unit property featuring a one-bedroom, one-bathroom unit on each floor. The units can easily be converted back to 2 bedroom units for extra income. Some updates started including can lighting and granite countertops with solid bones and great potential throughout. The property would benefit from some updating, making it an ideal opportunity for investors to maximize rental income or for an

  Yannetta Alexander Legacy Brokers Group LLC

  10730 S Lafayette Ave, Chicago, IL 60628
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  /24

  $220,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  10500 S Edbrooke Ave, Chicago, IL 60628

  Beautifully updated 4-bedroom, 2-bathroom home rehabbed in 2023 with modern finishes throughout home. This corner-lot property offers a bright and open layout with stylish upgrades, including a renovated kitchen and updated bathrooms designed for today's lifestyle. While the home does not include a garage, there is ample street parking available. With low property taxes, this move-in ready home

  Margo Weldon Keller Williams Premiere Properties

  10500 S Edbrooke Ave, Chicago, IL 60628
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  /15

  $209,900

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  10838 S Wallace St, Chicago, IL 60628

  Spacious 4 bedroom, 3 bath, 1 car garage with solid bones and lots of potential! Enjoy a separate dining area, ample closet space, and a full basement. Whether you're looking for your next family home or an investment opportunity, this property is a solid choice. Conveniently located near parks, schools, public transportation, and major expressways.

  Luz Corral 24/7 Real Estate, Inc.

  10838 S Wallace St, Chicago, IL 60628
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  /16

  $225,000

  • 5 Beds
  • 2 Baths

  124 E 110th St, Chicago, IL 60628

  Discover this beautiful brick two-unit building in Chicago, perfect for both homeowners and investors. The first-floor unit is vacant, offering an ideal opportunity for an owner-occupant to move right in. Featuring 3 bedrooms, 1 bathroom, hardwood floors, and stainless steel appliances, this spacious unit is ready to welcome its new owner. The second-floor unit is currently rented at strong

  Chris Amatore Manage Chicago, Inc.

  124 E 110th St, Chicago, IL 60628
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  /20

  $220,000

  • 4 Beds
  • 2 Baths
  • 1,284 Sq Ft

  10608 S Prairie Ave, Chicago, IL 60628

  Solid income-producing brick Cape Cod in Washington Heights! This 4-bedroom, 2-bath home features hardwood floors, a spacious living and dining area, a partially finished basement, and a large backyard with a deck. Currently tenant-occupied with reliable rental income, this property offers immediate cash flow for investors. Conveniently located near public transportation, schools, shopping, and

  Cristina Rincon Marblestone Property Group LLC

  10608 S Prairie Ave, Chicago, IL 60628
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  /25

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,185 Sq Ft

  10854 S Union Ave, Chicago, IL 60628

  This vintage raised ranch blends historic charm with modern upgrades. Unique features like the built-in mail slot add character to this thoughtfully remodeled home. The brand-new kitchen shines with a contemporary design: new quartz countertops, new cabinets, and new LVP flooring. Fresh paint enhances every rooms appeal. The remodeled basement family room includes a convenient half bath and new

  Ryan Cherney Circle One Realty

  10854 S Union Ave, Chicago, IL 60628
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  /15

  $228,999

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  10037 S State St, Chicago, IL 60628

  This single-family home with three bedrooms and two bathrooms align affordability and luxury. The home has been recently renovated, featuring a custom-designed kitchen. A two-car garage provides ample storage and parking space. The property offers a well-designed layout and quality finishes throughout. The two bathrooms have been updated with modern fixtures and finishes, providing a comfortable

  Jeriah Tolbert Coldwell Banker Realty

  10037 S State St, Chicago, IL 60628
• 

  

  /22

  $249,000

  • 4 Beds
  • 1 Bath
  • 1,108 Sq Ft

  10327 S Calumet Ave, Chicago, IL 60628

  Welcome to 10327 S Calumet Ave, a charming 4-bedroom, 1-bath bungalow in Chicago's sought-after Rosemoor neighborhood. Step into a warm and inviting living room filled with natural light, complemented by a cozy fireplace perfect for Chicago winters. The kitchen features ample cabinetry and counter space, ready for your culinary creations, plus a full finished basement, this home blends classic

  Vivian Smith-Del Toro American Financial Real Estate, LLC

  10327 S Calumet Ave, Chicago, IL 60628
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  /12

  $299,850

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  10940 S Wallace St, Chicago, IL 60628

  This fabulous large Dutch Colonial home is ideal for the growing family!! Previous deal just fell apart 1 day before closing!! The price has been lowered to expedite a timely sale! The bedroom sizes are all big and quite an unusual feature to find in the city. Refinished hardwood floors on 1st and most of 2nd floor except for 1 room. There are 3 bedrooms on the 2nd floor & a loft space. Each

  Vivienne Rose Taylor Chicagoland Brokers Inc.

  10940 S Wallace St, Chicago, IL 60628
• 

  

  /23

  $229,000

  • 4 Beds
  • 2 Baths
  • 2,172 Sq Ft

  10836 S State St, Chicago, IL 60628

  Hot New Listing! Move-in ready 4-bed, 2-bath beauty with finished basement, 2-car garage, and extra shed! Enjoy a modern kitchen, stylish finishes, and major updates - new roof (2-year warranty), A/C, furnace, and water heater. Seller offering credit for refrigerator & stove! Prime location near schools, parks, shopping, and highways. Perfect for first-time buyers or investors. AS-IS -

  Elizabeth Quintero @properties Christie's International Real Estate

  10836 S State St, Chicago, IL 60628
• 

  

  /19

  $235,000

  • 4 Beds
  • 2 Baths
  • 1,630 Sq Ft

  220 W 109th Place, Chicago, IL 60628

  Priced to sell! Located in one of Chicago's historic neighborhoods, this UPDATED early 20th-century American Foursquare home reflects the solid craftsmanship of the era with a wide front porch, classic dormers, timeless curb appeal, newer roof (2023), newer windows (2018), newer furnace (2023), newer 2nd bathroom (2023) and new water heater (2024). UPDATED throughout, this home also features a

  Maria Munoz Smart Home Realty

  220 W 109th Place, Chicago, IL 60628
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  /28

  $224,900

  • 3 Beds
  • 1.5 Baths

  9724 S Princeton Ave, Chicago, IL 60628

  THIS HOME HAS BEEN FRESHLY PAINTED/UPDATED THROUGHOUT. HOME LOCATED ON A QUIET BLOCK. WALKING DISTANCE TO RED LINE. CAR ENTHUSIAST DREAM GARAGE W/OVERHANG, PATIO & ENTERTAINMENT ROOM. FINISHED BSMT W/REC ROOM, NEWER PLMG & ELEC FIXTURES. TEMPERATURE CONTROLLED GARAGE AND PATIO. INGROUND SPRINKLER SYSTEM. NEW TEAR OFF ROOF 2023.

  Laura Stanek Jameson Sotheby's Intl Realty

  9724 S Princeton Ave, Chicago, IL 60628
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  /31

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  10320 S Rhodes Ave, Chicago, IL 60628

  Spacious & Stylish 3-Bedroom, 2-Bath Home in Rosemoor! Welcome to this remarkable 3-bedroom, 2-bath home located in one of Roseland's most desirable communities-Rosemoor. Every room in this thoughtfully designed home is intentionally crafted to provide functionality, space, and comfort. Step into a bright and spacious living room featuring hardwood floors throughout the main level. Just

  David Thomas Blue Door Dave Inc

  10320 S Rhodes Ave, Chicago, IL 60628
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  /38

  $248,900

  • 6 Beds
  • 3 Baths
  • 2,500 Sq Ft

  1 E 114th St, Chicago, IL 60628

  6 large bedrooms, 3 full baths plus office/study area. New rehab throughout with modern ceiling fans in all the bedrooms. living room with fireplace, new kitchen with granite countertops and stainless-steel appliances. Huge family/dining room for entertainment. Full walkout basement with a lot of extra storage. New roof, electric, and tuckpoint. Private backyard for family relaxation and for

  Ola Sanni Centurion Realty & Estates Inc

  1 E 114th St, Chicago, IL 60628
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  /35

  $299,000

  • 4 Beds
  • 3 Baths
  • 1,176 Sq Ft

  9431 S Vernon Ave, Chicago, IL 60619

  Welcome to the beautiful Vernon Park area! This classic Chicago bungalow has been fully rehabbed in 2025, offering a perfect blend of vintage charm and modern upgrades. Enjoy peace of mind with all-new plumbing, updated electrical, a new water heater, and a brand-new roof on both the house and the garage. The home features three fully renovated bathrooms and a completely redone kitchen with

  Ana Osorio eXp Realty

  9431 S Vernon Ave, Chicago, IL 60619
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  /36

  $225,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  11311 S Wallace St, Chicago, IL 60628

  Welcome to 11311 S Wallace Ave, a massive fully renovated bungalow situated in the middle of Chicago's West Pullman and West Roseland neighborhood. Boasting over 1,900 sq ft across the main and second floors, this beautifully updated home offers 5 bedrooms and 2 full bathrooms, making it ideal for large households or anyone craving extra space. Sitting on an extra-wide 35x125 lot, this property

  Hugo Araujo Coldwell Banker Realty

  11311 S Wallace St, Chicago, IL 60628
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  /25

  $274,900

  • 5 Beds
  • 2 Baths
  • 3,554 Sq Ft

  10001 S Wentworth Ave, Chicago, IL 60628

  Welcome to this spacious and recently renovated 5 bedroom 2 bathroom single-family home. Step inside to discover beautiful hardwood floors and spacious floorplan, perfect for accommodating a growing family or hosting gatherings. The kitchen boasts white shaker cabinets, quartz countertops , stainless steel appliances and an open-concept design. The full basement provides additional storage

  Mary Derman Keller Williams Preferred Rlty

  10001 S Wentworth Ave, Chicago, IL 60628
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  /39

  $209,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  30 E 102nd St, Chicago, IL 60628

  Have you dreamed of owning a true gem? Well, this cottage style bungalow that has been artistically renovated, blending comfort, style and historic character, may just steal your heart. Natural light floods the spaces and highlights single floor living. Located on a quiet tree-lined street, this home showcases many upgrades and features throughout: custom millwork, gorgeous hardwood floors,

  Ben Staker Certified Realty Group LLC

  30 E 102nd St, Chicago, IL 60628
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  /26

  $295,000

  • 4 Beds
  • 2.5 Baths

  10837 S Normal Ave, Chicago, IL 60628

  This beautifully updated brick bungalow offers the perfect blend of charm and modern upgrades. From the curb appeal with fresh landscaping to the new windows throughout, this home is move-in ready. Inside, you'll find a spacious living room with a cozy gas fireplace, gleaming hardwood floors, and a large formal dining room-perfect for entertaining. The kitchen features updated finishes, two ovens

  Michala Hood Charles Rutenberg Realty of IL

  10837 S Normal Ave, Chicago, IL 60628
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  /17

  $229,999

  • 4 Beds
  • 2 Baths
  • 1,356 Sq Ft

  10727 S State St, Chicago, IL 60628

  PRICE REDUCTION!! We've just reduced the price on this newly rehabbed home, offering incredible value for families looking for a move-in-ready property or investors seeking a prime rental opportunity! Modern updates and turn-key ready! This spacious home blends contemporary style with comfort. Complemented with plenty of updates including new HVAC, electrical, plumbing, roof, new garage siding,

  Elena Rodriguez Illinois Real Estate Partners Inc

  10727 S State St, Chicago, IL 60628
• 

  

  /23

  $219,900

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft

  10411 S Wentworth Ave, Chicago, IL 60628

  Fully Renovated Gem in Roseland - Move-In Ready! 3 Bed-2 Bath-Finished Basement and 2-Car Garage. Welcome to this beautifully gut-rehabbed home, which seamlessly blends modern updates with comfortable living. It offers an open-concept main floor with vinyl flooring throughout the spacious living room, dining room, and kitchen area, plus has three generous bedrooms and a fully updated

  Marge Marasco RE/MAX 1st Service

  10411 S Wentworth Ave, Chicago, IL 60628
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  /30

  $235,000

  • 3 Beds
  • 2 Baths

  10807 S Wentworth Ave, Chicago, IL 60628

  Don't Miss This Great Opportunity! Completely remodeled 2nd floor apartment! It features 3 Bedrooms, 1 and a half bathrooms, with finished hardwood floors. Separate spacious living and dining rooms. New cabinets and Quartz Counter Tops in Kitchen. Newer Thermopane Windows. 1st Floor can be used as a Store Front, an Office or another apartment. This Floor is already divided for 3 Bedrooms, Living

  Natalia Martinez RE/MAX MI CASA

  10807 S Wentworth Ave, Chicago, IL 60628
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  /20

  $280,000

  • 3 Beds
  • 2 Baths
  • 2,060 Sq Ft

  9539 S Forest Ave, Chicago, IL 60628

  BEAUTIFULLY UPDATED BRICK RAISED RANCH HOME IN ROSEMOOR*4 BEDROOMS/2 FULL BATHS*GLEAMING HARDWOOD FLOORS THROUGHOUT*NEW CUSTOM KITCHEN CABINETS*NEW GRANITE COUNTERTOPS*SS APPLIANCES*NEW PORCELAIN TILE*NEW WINDOWS*NEW PLUMBING*NEW ELECTRIC*HUGE FULL FINISHED BASEMENT PERFECT FOR FAMILY/REC ROOM*NEW FULL BSMT BATHROOM*IDEAL FOR RELATED LIVING*EXTRA-WIDE LOT*FENCED-IN YARD*CLOSE TO PUBLIC

  Robin Conner Keller Williams Preferred Rlty

  9539 S Forest Ave, Chicago, IL 60628
• 

  

  /22

  $280,000

  • 4 Beds
  • 3 Baths

  26 E 101st Place, Chicago, IL 60628

  Welcome to 26 E 101st Pl-a classic 2-flat multi-family residence offering a total of 4 bedrooms and 2 full bathrooms. Thoughtfully updated, this property is ideal for owner-occupants seeking rental income or investors aiming to expand their portfolio. Each unit features hardwood floors, generous room sizes, and ample sitting area. The partially finished walk-out basement adds versatility for

  Jonathan Gil Equity Realty

  26 E 101st Place, Chicago, IL 60628
• 

  

  /15

  $287,900

  • 4 Beds
  • 2 Baths
  • 1,325 Sq Ft

  Unlisted Address

  Welcome to this beautifully updated quad-level home, offering 4 spacious bedrooms and 2 modern bathrooms. Meticulously renovated, this residence features new bathrooms, flooring, trim, lighting, and interior doors, blending contemporary style with functional design. The flooring throughout provides durability and elegance, while warm tones, fresh trim work and contemporary lighting fixtures

  Shaunda Brown Bradley Myles Realty INC

  Unlisted Address
• 

  

  /35

  $239,000

  • 4 Beds
  • 2 Baths
  • 2,120 Sq Ft

  11326 S Eggleston Ave, Chicago, IL 60628

  This beautifully rehabbed property features a completely NEW roof (including NEW plywood), brand new plumbing, brand NEW water heather, 24 brand NEW windows (with a 10 year warranty transferred to the buyer), a gourmet kitchen with custom cabinets, beautiful granite countertop, brand NEW stainless steel appliances, NEW furnace, 4 spacious bedrooms, 2 full bathrooms, and full basement that is

  Harry Zaman Chicagoland Brokers Inc.

  11326 S Eggleston Ave, Chicago, IL 60628

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