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$1,295,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 3,460 Sq. Ft.
  • 1 Car Garage
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This stunning Victorian Greystone offers approximately 3,500 square feet of beautifully updated living space, seamlessly blending historic charm with modern comfort. The home features 5 beds and 4 full baths, thoughtfully laid out across four levels to accommodate today's lifestyle. A fully renovated kitchen (2023) serves as the heart of the home, showcasing custom solid wood cabinetry, elegant quartz countertops, all-new Cafe LG appliances, and new windows. The kitchen has been opened to create an effortless flow from the impressive foyer and dining area into the family room-perfect for both everyday living and entertaining. The living room provides a sunny, inviting retreat with built-in bookshelves and opens up to the foyer which highlights one of the 3 original decorative fireplaces. The historically restored front windows (2024) and beautiful hardwood floors throughout preserve the home's classic elegance, while major updates such as a newer A/C and new tear-off roof provide peace of mind. Upstairs the 2nd level features a serene primary suite with an en-suite bath and heated floors, a 2nd bedroom with stunning new bathroom, and a versatile 3rd room ideal as an office, den, or additional bedroom. The 3rd floor offers 2 extra-large bedrooms, one with a beautiful fireplace and new skylight, and a full bath with double vanity. The lower level expands the living space with a large recreation room suitable for relaxing, fitness, or play, along with an additional bedroom, full bath, and a spacious laundry area with sink. Outdoor living is just as inviting, with a refinished backyard that includes a small deck off the family room leading to a private turfed area-ideal for summer evenings and entertaining. A newly built one-car garage with an electric vehicle charger completes the package. Ideally located near the University of Chicago, Whole Foods, the lakefront, and all that Hyde Park has to offer, this exceptional home delivers space, style, and location in one remarkable property. Showings begin March 15th.

Full Property Details for 5029 S Dorchester Ave

General

  • Price: $1,295,000
  • Taxes: $11,367 (2023)
  • Status: Contingent
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12579972
  • Updated: 3/19/2026
  • Added to Site: 24 day(s) ago

Rental Information

  • Complex Features: Curbs, Sidewalks, Street Lights, Street Paved

Interior

  • Basement: Finished, E
  • Interior Features: Bookcases, Quartz Counters
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Bedroom, Dining Room, Grand Entry Hall, Decorative
  • Appliances: Range, Microwave, Dishwasher, High-End Refrigerator, Washer, Dryer, Disposal, Range Hood, Electric Oven, Humidifier
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Basement Baths: Yes

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms(Blw Grade): 1

Additional Information

  • Equipment: Security System, Carbon Monoxide Detectors, Ceiling Fan(s), Sump Pump, Water Heater-Gas
  • Other Features: Commuter Bus, Commuter Train, Historical District

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Asphalt, Off-Alley, Garage Door Opener, Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - Kenwood
  • County: Cook
  • Township: Hyde Park
  • Driving Directions: LSD to 47th St, S after Metra tracks onto Lake Park. Right onto 48th. Left onto Dorchester.

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Central Air Conditioning
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Sewer: Public Sewer, Storm Sewer
  • Water: Lake Michigan, Public

Structural Information

  • Architectural Info: Row House
  • Architectural Style: Row House
  • Model: VICTORIAN
  • Construction: Brick, Stone
  • Exterior Const.: Brick, Stone
  • Basement: Yes
  • Basement Desc.: Finished, Exterior Entry, Rec/Family Area, Storage Space, Daylight, Full
  • Foundation: Stone
  • Roof: Rubber
  • Windows: Screens, Skylight(s)
  • Sub-Flooring: Hardwood
  • Square Feet: 3,460
  • Sq. Ft. Source: Plans
  • Year Built: 1890
  • Built Before 1978: Yes
  • Remodeled/Updated: 2023

Manufactured Home

  • Model: VICTORIAN

Lot Features

  • Lot Size (Acres): 0.0624
  • Lot Size Range: Oversized Chicago Lot
  • Lot Dimensions: 20 x 151
  • Fence: Yes
  • Fencing (Description): Fenced

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 1890
  • Tax Amount: $11,367
  • Tax Year: 2023
  • Pays Sewer: Public Sewer, Storm Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: List Broker Must Accompany
  • Property ID: 20112130070000

Listed by Berkshire Hathaway HomeServices Chicago

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— 5029 S Dorchester Ave —

  • Berkshire Hathaway HomeServices Chicago

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Schools serving 5029 S Dorchester Ave

School District:Chicago Public School District 299
NameGradesDistance
Shoesmith Elementary School
1330 East 50th Street, Chicago, IL 60615
K-60.2 mi
Ray Elementary School
5631 South Kimbark Avenue, Chicago, IL 60637
7-80.8 mi
Kenwood Academy High School
5015 South Blackstone Avenue, Chicago, IL 60615
9-120.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5029 S Dorchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/10/2026
Listed
$1,295,000
97.71%
MLS
8/31/2015
Sold
$655,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5029 S Dorchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$11,367
3%
$57,000
—
2022
$11,020
2%
$57,000
—
2021
$10,792
-6%
$57,000
4%
2020
$11,523
-8%
$54,827
-16%
2019
$12,477
2%
$65,529
—
2018
$12,266
29%
$65,529
38%
2017
$9,481
5%
$47,420
—
2016
$8,998
10%
$47,420
—
2015
$8,209
3%
$47,420
4%
2014
$7,949
2%
$45,413
—
2013
$7,781
1%
$45,413
—
2012
$7,701
—
$45,413
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Berkshire Hathaway HomeServices Chicago

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5029 S Dorchester Avenue, Chicago, IL 60615 (MLS# 12579972) is a Single Family property with 5 bedrooms and 4 full bathrooms. 5029 S Dorchester Avenue is currently listed for $1,295,000 and was received on March 10, 2026. Want to learn more about 5029 S Dorchester Avenue? Do you have questions about finding other Single Family real estate for sale in Kenwood? You can browse all Kenwood real estate or contact a Coldwell Banker agent to request more information.

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