1,765

Oakland Homes

Section Image
  • /30

    $425,000 Pending

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

    3968 S Ellis Ave Unit 2N, Chicago, IL 60653

    Spacious and thoughtfully updated 3-bedroom, 2-bath residence offering approximately 2,200 sq ft of modern living in the heart of Bronzeville! This stunning home features a massive open-concept floor plan flooded with abundant natural sunlight pouring in from the bay windows; perfect for both everyday living and entertaining. The new kitchen boasts sleek quartz countertops, contemporary finishes,

    Jean Walker Redfin Corporation

    3968 S Ellis Ave Unit 2N, Chicago, IL 60653
  • /23

    $1,218 - $1,870 per month

    Lake Grove Village

    1 - 3 Beds

    3555 S Cottage Grove Ave, Chicago, IL 60653

    INCOME RESTRICTION: Individual - $50,400, Two People - $57,600, Three People - $64,800New AppliancesLuxury Vinyl Plank Flooring in Kitchen, Foyer, and BathOutstanding Lake, Skyline, and City ViewsWalking Distance to Grocery, Shopping, and Fitness Nearby (Lake Meadows Shopping Center)Ground Floor Laundry Room with new Laundry Equipment (2021)Steps

    3555 S Cottage Grove Ave, Chicago, IL 60653
  • /30

    $1,466,920 Sold Mar 04, 2026

    4043 S Drexel Blvd, Chicago, IL 60653

    • Built 2003

    Last Sold Summary

    • 1% Above List Price
    • 235 Days On Market

    Last Listing Agent Loreal Urso Baird & Warner

    4043 S Drexel Blvd, Chicago, IL 60653
    • /29

      Est $351,085 Not Listed For Sale

      3932 S Lake Park Ave Unit 2S, Chicago, IL 60653

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 2007
      3932 S Lake Park Ave Unit 2S, Chicago, IL 60653

      Last Sold Summary

      • 5% Above List Price
      • $186/SF
      • 58 Days On Market
      • Last Sold Price $334,900
      • Apr 18, 2025

      Last Listing Agent O'Neia Washington O W Auction Group LLC

  • /13

    $349,900

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

    3932 S Lake Park Ave Unit 2N, Chicago, IL 60653

    3 bedroom 2 bathroom 1,800 square feet condo in the Oakland community priced to sell! This unit features a living room/dining room combo, hardwood floors throughout, a gas fireplace in the living room, in-unit laundry, front balcony and a 1-car garage parking space. The kitchen includes an island, oak cabinets, granite countertops and stainless steel appliances. The primary bedroom suite has dual

    Vergis Eiland @properties Christie's International Real Estate

    3932 S Lake Park Ave Unit 2N, Chicago, IL 60653
  • /26

    $4,700 per month

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    4154 S Berkeley Ave, Chicago, IL 60653

    Welcome to this beautifully maintained three level home offering the perfect blend of space, functionality, and modern living. The main level features a bright and open layout with a spacious living room, dedicated dining area, and a well-appointed kitchen, ideal for both everyday living and entertaining, along with a convenient half bathroom. The lower level expands your living space with a

    Chris Smith Coldwell Banker Realty

    4154 S Berkeley Ave, Chicago, IL 60653
  • /23

    $285,000 Sold Feb 07, 2026

    4014 S Drexel Blvd Unit 4R, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1925

    Last Sold Summary

    • 8% Below List Price
    • $150/SF
    • 71 Days On Market

    Current Estimated Value $292,733

    Last Listing Agent John Hockberger @properties Christie's International Real Estate

    4014 S Drexel Blvd Unit 4R, Chicago, IL 60653
    • /14

      Est $312,814 Not Listed For Sale

      4068 S Lake Park Ave Unit 1, Chicago, IL 60653

      • 4 Beds
      • 3 Baths
      • 2,584 Sq Ft
      • Built 2003
      4068 S Lake Park Ave Unit 1, Chicago, IL 60653

      Last Sold Summary

      • 17% Above List Price
      • $104/SF
      • 154 Days On Market
      • Last Sold Price $268,000
      • Apr 30, 2025

      Last Listing Agent Christopher Lobrillo Grandview Realty, LLC

  • /20

    $355,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653

    Welcome to this sun-drenched top-floor 3-bedroom, 2-bath condo overlooking the iconic tree-lined Drexel Boulevard and eligible for $17,500 in grants for qualified buyers! This spacious penthouse offers the perfect blend of natural light, functional layout, and unbeatable value ideal for experienced or first-time buyers looking to own in one of Chicago's most vibrant neighborhoods. The

    Eric Marcus Keller Williams ONEChicago

    4248 S Drexel Blvd Unit 3S, Chicago, IL 60653
  • /12

    $2,600 per month

    Apartment for Rent

    3 Beds

    3610 S Ellis Ave, Chicago, IL 60653

    Well kept top floor condo unit in Bronzeville area. Short walk to the lake. 1,515 Sq. Ft. luxury condo features 3 bedroom/2 full bathroom with 1 parking space included. Spacious floor plan with large bedrooms. Interior features high ceilings, hardwood floors, fireplace, in-unit laundry and more. Custom kitchen, granite countertops, island, stainless steel appliances and more. Master bath

    3610 S Ellis Ave, Chicago, IL 60653
  • /29

    $475,000 Sold Aug 26, 2025

    4134 S Ellis Ave, Chicago, IL 60653

    • 3 Beds
    • 4 Baths
    • 1,600 Sq Ft
    • Built 1996

    Last Sold Summary

    • 9% Below List Price
    • $297/SF
    • 53 Days On Market

    Current Estimated Value $501,128

    Last Listing Agent Rosa Sanchez-Fryer @properties Christie's International Real Estate

    4134 S Ellis Ave, Chicago, IL 60653
    • /53

      Est $549,000 Not Listed For Sale

      3958 S Drexel Blvd, Chicago, IL 60653

      • 5 Beds
      • 4.5 Baths
      • 4,000 Sq Ft
      • Built 2019
      3958 S Drexel Blvd, Chicago, IL 60653

      Last Sold Summary

      • 48% Below List Price
      • $266/SF
      • 293 Days On Market
      • Last Sold Price $1,065,000
      • Dec 19, 2024

      Last Listing Agent Arkadiusz Szejgiec Coldwell Banker Real Estate Group

  • /36

    $619,900

    • 4 Beds
    • 5 Baths
    • 3,500 Sq Ft

    Unlisted Address

    Experience elevated city living in this beautifully updated modern condo, nestled in the heart of Chicago's vibrant Bronzeville neighborhood. This residence offers the perfect blend of historic charm and contemporary convenience-just minutes from Hyde Park, the lakefront, and convenient public transit options. This expansive 4-bedroom home features 3 full bathrooms and 2 half baths, offering

    Jessica Macey Real Broker LLC

    Unlisted Address
  • /29

    $3,050 per month

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Condo for Rent

    3902 S Lake Park Ave Unit 2, Chicago, IL 60653

    Brand-New 3 Bed /2 Bath Condo with Private Rooftop & Parking Included - Available Now! Waived move-in charges and 500 off 2nd month rent with 5/1 start or sooner! Be the first to live in this spacious, beautifully designed 3-bedroom, 2-bathroom condo located in the rapidly growing Bronzeville neighborhood, near the heart of East Oakland. Intelligent design with this oversized unit featuring

    Alexander Pudinoff North Clybourn Group, Inc.

    3902 S Lake Park Ave Unit 2, Chicago, IL 60653
  • /2

    $947,000 Sold Jan 16, 2026

    922 E 42nd Place, Chicago, IL 60653

    • 6 Beds
    • 4.5 Baths
    • 2,316 Sq Ft
    • Built 1888

    Last Sold Summary

    • 5% Below List Price
    • $409/SF
    • 78 Days On Market

    Last Listing Agent Jennifer Bell Fulton Grace Realty

    922 E 42nd Place, Chicago, IL 60653
    • /29

      Est $418,520 Not Listed For Sale

      4226 S Ellis Ave Unit 4N, Chicago, IL 60653

      • 3 Beds
      • 2.5 Baths
      • 1,300 Sq Ft
      • Built 2018
      4226 S Ellis Ave Unit 4N, Chicago, IL 60653

      Last Sold Summary

      • 1% Above List Price
      • $319/SF
      • 157 Days On Market
      • Last Sold Price $415,000
      • Dec 02, 2024

      Last Listing Agent Carl Johnson Century 21 S.G.R., Inc.

  • /45

    $380,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    3735 S Lake Park Ave Unit G, Chicago, IL 60653

    An opus of luxury and pleasure; this STUNNING villa remodel with GORGEOUS Kitchen and SHOW-STOPPING Bath are just what you've been waiting for -- A spacious and smart 3 Bed, 2.5 bath dream villa with Premium Luxury touches everywhere; THE KITCHEN: Beautiful Navy & Gold cabinets give style and class and Luxurious double-thick Quartz countertop give gravitas to the High-end appliances and finishes

    Gregory Sytsma @properties Christie's International Real Estate

    3735 S Lake Park Ave Unit G, Chicago, IL 60653
  • /20

    $5,581 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    3975 S Ellis Ave Unit SI ID1306702P, Chicago, IL 60653

    The advertised rate of $5,582/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 24, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    3975 S Ellis Ave Unit SI ID1306702P, Chicago, IL 60653
  • /26

    $364,900 Sold Dec 15, 2025

    4114 Maryland Ave, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 2008

    Last Sold Summary

    • 8% Below List Price
    • $166/SF
    • 93 Days On Market

    Current Estimated Value $365,536

    Last Listing Agent Carolyn Durocher Coldwell Banker Realty

    4114 Maryland Ave, Chicago, IL 60653
    • /15

      Est $392,673 Not Listed For Sale

      3735 S Lake Park Ave Unit 2S, Chicago, IL 60653

      • 3 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 1901
      3735 S Lake Park Ave Unit 2S, Chicago, IL 60653

      Last Sold Summary

      • 5% Above List Price
      • $163/SF
      • 3 Days On Market
      • Last Sold Price $374,500
      • Apr 24, 2023

      Last Listing Agent Joseph Kotoch Compass

  • /20

    $272,000

    • 2 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    830 E Bowen Ave Unit 2A, Chicago, IL 60653

    Welcome to this stunning newer-construction duplex in the heart of Bronzeville/North Kenwood. Located in the tranquil Jazz on the Boulevard community, this two-level home offers a rare blend of peaceful, park-like surroundings and vibrant city living-just minutes from the lakefront. The home is filled with natural light and features two generously sized bedrooms and one and a half bathrooms. The

    Rafiq Abdullah Kale Realty

    830 E Bowen Ave Unit 2A, Chicago, IL 60653
  • /15

    $2,400 per month

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • Apartment for Rent

    867 E Pershing Rd Unit 2, Chicago, IL 60653

    Welcome to this beautiful recently renovated 3 bed 1 bath apartment located in the heart of Chicago's historic Bronzeville neighborhood. This spacious 1,600 sq.ft. unit features elegant hardwood floors throughout, high end appliances, central AC and heating, and an abundant amount of natural light. With a thoughtfully designed layout that offers both functionality and comfort, it is perfect for

    Peyton Robinson Chicagoland Brokers, Inc.

    867 E Pershing Rd Unit 2, Chicago, IL 60653
  • /5

    $489,112 Sold Mar 04, 2026

    4043 S Drexel Blvd Unit 104, Chicago, IL 60653

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Above List Price
    • $196/SF

    Current Estimated Value $403,721

    Last Listing Agent Brian Brak Brak Realty Inc.

    4043 S Drexel Blvd Unit 104, Chicago, IL 60653
    • /2

      Not Listed For Sale

      4002 S Ellis Ave, Chicago, IL 60653

      • 5 Beds
      • 4 Baths
      • 1,616 Sq Ft
      • Built 1883
      4002 S Ellis Ave, Chicago, IL 60653

      Last Sold Summary

      • $392/SF
      • 62 Days On Market
      • Last Sold Price $633,800
      • Dec 23, 2024

      Last Listing Agent Takenya Moore TMM Realty Group LTD

  • /22

    $449,999

    • 3 Beds
    • 2.5 Baths

    4220 S Ellis Ave Unit 4N, Chicago, IL 60653

    Welcome home to this stunning 3-bedroom, 2.5-bathroom residence offering the perfect blend of luxury, comfort, and location. Featuring beautiful oak flooring throughout, this home welcomes you with a formal seating area centered around an elegant stone fireplace-perfect for relaxing or entertaining. The heart of the home is a dream chef's kitchen complete with granite countertops, a spacious

    Michelle Atkins Coldwell Banker Realty

    4220 S Ellis Ave Unit 4N, Chicago, IL 60653
  • /22

    $1,250 - $1,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,625 Sq Ft
    • Condo for Rent

    4021 S Ellis Ave, Chicago, IL 60653

    Welcome to your private in the heart of Oakland, a centrally located neighborhood in Chicago offering the perfect blend of comfort, convenience, and accessibility. Whether you're a traveling nurse, relocating professional, or a family planning an extended stay, your private room is designed to meet your needs for 6 months or longer.This private room also has exclusive access to the

    4021 S Ellis Ave, Chicago, IL 60653
  • /24

    $290,000 Sold Sep 26, 2025

    3976 S Ellis Ave Unit GS, Chicago, IL 60653

    • 2 Beds
    • 2 Baths
    • 1,875 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $155/SF
    • 9 Days On Market

    Current Estimated Value $305,723

    Last Listing Agent Paulette Edwards Coldwell Banker Realty

    3976 S Ellis Ave Unit GS, Chicago, IL 60653
    • /28

      Not Listed For Sale

      4123 S Drexel Blvd, Chicago, IL 60653

      • 7 Beds
      • 4 Baths
      • 4,549 Sq Ft
      • Built 1908
      4123 S Drexel Blvd, Chicago, IL 60653

      Last Sold Summary

      • $121/SF
      • 42 Days On Market
      • Last Sold Price $550,000
      • May 31, 2024

      Last Listing Agent Sybil Martin Coldwell Banker Realty

  • /16

    $574,000

    • 3 Beds
    • 1.5 Baths
    • 1,753 Sq Ft

    4104 S Lake Park Ave, Chicago, IL 60653

    Lovely 2 story home within walking distance to Lake Michigan. There are a total of three pin numbers included as part of the sale which should give enough space to build at least one more home. Property has 3 bedrooms on 2nd level and 1.5 baths with a decorative fireplace. Use extra lot space to enjoy huge yard or to build new construction on that space.

    Jesus Gamboa First Rate Properties

    4104 S Lake Park Ave, Chicago, IL 60653
  • /22

    $1,250 - $1,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,625 Sq Ft
    • Condo for Rent

    4021 S Ellis Ave, Chicago, IL 60653

    Welcome to your private in the heart of Oakland, a centrally located neighborhood in Chicago offering the perfect blend of comfort, convenience, and accessibility. Whether you're a traveling nurse, relocating professional, or a family planning an extended stay, your private room is designed to meet your needs for 6 months or longer.This private room also has exclusive access to the

    4021 S Ellis Ave, Chicago, IL 60653
  • /12

    $360,000 Sold Aug 07, 2025

    3862 S Lake Park Ave Unit 3S, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $212/SF
    • 49 Days On Market

    Current Estimated Value $359,106

    Last Listing Agent Aliyah Perkins eXp Realty

    3862 S Lake Park Ave Unit 3S, Chicago, IL 60653
    • /13

      Est $250,849 Not Listed For Sale

      4248 S Drexel Blvd Unit GN, Chicago, IL 60653

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 2009
      4248 S Drexel Blvd Unit GN, Chicago, IL 60653

      Last Sold Summary

      • 32% Above List Price
      • $119/SF
      • 112 Days On Market
      • Last Sold Price $190,000
      • Nov 13, 2023

      Last Listing Agent Janece Simmons EXIT Strategy Realty

  • /8

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft

    4021 S Ellis Ave Unit 1N, Chicago, IL 60653

    Step into the perfect blend of vibrant city living and neighborhood charm in the heart of Bronzeville, just moments from the lakefront and with effortless access to downtown Chicago. This welcoming 3bedroom, 2bath condo offers comfort, style, and convenience in one inviting package. Thoughtful details enhance every corner, from the aesthetically appealing wainscot ceilings to the generous closet

    Kimberly McClinton Keyed Realty Collective LLC

    4021 S Ellis Ave Unit 1N, Chicago, IL 60653
  • /22

    $1,250 - $1,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,625 Sq Ft
    • Condo for Rent

    4021 S Ellis Ave, Chicago, IL 60653

    Welcome to your private in the heart of Oakland, a centrally located neighborhood in Chicago offering the perfect blend of comfort, convenience, and accessibility. Whether you're a traveling nurse, relocating professional, or a family planning an extended stay, your private room is designed to meet your needs for 6 months or longer.This private room also has exclusive access to the

    4021 S Ellis Ave, Chicago, IL 60653
  • /16

    $336,172 Sold Apr 10, 2026

    3817 S Ellis Ave Unit 302, Chicago, IL 60653

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $198/SF
    • 26 Days On Market

    Current Estimated Value $334,396

    Last Listing Agent Fei Martin Berkshire Hathaway HomeServices Chicago

    3817 S Ellis Ave Unit 302, Chicago, IL 60653
    • /28

      Est $370,503 Not Listed For Sale

      3862 S Lake Park Ave Unit 3N, Chicago, IL 60653

      • 3 Beds
      • 2 Baths
      • 1,850 Sq Ft
      • Built 2007
      3862 S Lake Park Ave Unit 3N, Chicago, IL 60653

      Last Sold Summary

      • 1% Below List Price
      • $203/SF
      • 15 Days On Market
      • Last Sold Price $375,000
      • Dec 19, 2024

      Last Listing Agent Kellye Jackson Redfin Corporation

  • /49

    $379,900 Open Sun 2PM - 4PM

    • 3 Beds
    • 3 Baths

    4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653

    Welcome to this marvelous over-sized duplex condo in the picturesque sought after neighborhood of historic Bronzeville. Featuring 3 bedrooms and 3 full bathrooms, this beautifully updated duplex offers an abundance of space that is drenched with natural light. The gleaming luxury hardwood floors welcome you in the spacious living room with a grandiose patio door that offers wonderful views of the

    Arturo Olivares Premier Choice Realty Inc

    4105 S Drexel Blvd Unit 1SR, Chicago, IL 60653
  • /16

    $225,000 Sold Mar 24, 2026

    3817 S Ellis Ave Unit 101, Chicago, IL 60653

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Built 2006

    Last Sold Summary

    • $205/SF
    • 7 Days On Market

    Current Estimated Value $224,059

    Last Listing Agent Christopher Shaw Coldwell Banker Realty

    3817 S Ellis Ave Unit 101, Chicago, IL 60653
    • /14

      Est $228,114 Not Listed For Sale

      3815 S Langley Ave Unit 301, Chicago, IL 60653

      • 2 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 2007
      3815 S Langley Ave Unit 301, Chicago, IL 60653

      Last Sold Summary

      • 1% Below List Price
      • $192/SF
      • 22 Days On Market
      • Last Sold Price $230,000
      • Oct 30, 2024

      Last Listing Agent Jean Walker Redfin Corporation

  • /15

    $205,000 Pending

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    809 E 40th St Unit 4-3, Chicago, IL 60653

    Fall in love with this extremely rare soft loft in the heart of the Oakland neighborhood! This unit features exposed brick walls, steel duct work, ten foot high concrete ceilings, and hardwood flooring throughout. The open floor plan presents modern living that is perfect for entertaining guests. Loads of 42" gorgeous cabinetry, accented by a full stainless steel appliance package which includes

    Monique Neal Compass

    809 E 40th St Unit 4-3, Chicago, IL 60653

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oakland, IL

Housing Trends

Median Sale Price
$347,000
Median Single Family Sale Price
$475,000
Median Townhouse Sale Price
$375,450
Median 2 Bedroom Sale Price
$245,704
Average Price Per Sq Ft
$201
Number of Homes for Sale
8
Last 12 months Home Sales
26
Months of Supply
3.70
Median List Price
$374,950
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
4%
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