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$759,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,800 Sq. Ft.
  • 4 Car Garage
  • Updated 9 days ago
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A 15-minute walk from Wrigley Field, this 5-bedroom, 3.5-bathroom Victorian-Colonial home is looking for its new owner for the first time in 51 years. Built in 1906, this well-maintained home still preserves its old-world elegance reflected in plentiful vintage elements throughout. High ceilings, wood floors, a real wood-burning fireplace coupled with a careful addition of modern amenities that include central AC and heating system, all add to the comfort and create a warm and welcoming vibe. Situated on an oversized lot in the vibrant Ravenswood East/Lake View West community, this home also has its own quiet and professionally landscaped backyard with two brick paved entertainment spaces to place your lawn furniture and grilling fountains. A recently insulated 4-car garage with 9ft overhead door and an additional storage space was added approximately 8 years ago. Excellent for sports parties! Its proximity to CTA bus, Brown Line train, and Metra makes it ideal for daily commuters.

Full Property Details for 4244 N Ashland Ave

General

  • Price: $759,000
  • Taxes: $7,086 (2023)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12391082
  • Updated: 1/8/2026
  • Added to Site: 220 day(s) ago

Interior

  • Basement: Finished, F

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Other Features: School Bus Service, Commuter Bus

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Total Spaces: 4
  • Parking Features: Yes, Detached, Garage

Location

  • Area: CHI - Lake View
  • County: Cook
  • Township: Lake View
  • Driving Directions: ON ASHLAND, JUST NORTH OF IRVING PARK AND SOUTH OF CULLOM STREET

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299
  • Elementary School: Ravenswood Elementary School
  • High School: Lake View High School
  • Private School: Lake View High School

Community

  • Assoc. Fees Include: None

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan

Structural Information

  • Construction: Frame
  • Exterior Const.: Frame
  • Basement: Yes
  • Basement Desc.: Finished, Full
  • Roof: Asphalt
  • Square Feet: 2,800
  • Sq. Ft. Source: Landlord/Tenant/Seller
  • Year Built: 1906
  • Built Before 1978: Yes

Lot Features

  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 25 x 155

Financial Considerations

  • Assessment Year: 1906
  • Tax Amount: $7,086.56
  • Tax Year: 2023
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: List Broker Must Accompany
  • Property ID: 14184100160000
Buyer's Brokerage Compensation: Contact Listing Agent
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— 4244 N Ashland Ave —

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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 4244 N Ashland Ave

School District:Chicago Public School District 299
NameGradesDistance
Ravenswood Elementary School
4332 North Paulina Street, Chicago, IL 60613
PK-80.2 mi
Lake View High School
4015 North Ashland Avenue, Chicago, IL 60613
9-120.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4244 N Ashland Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/02/2026
Price Reduced
$759,000
-5.01%
MLS
7/24/2025
Price Reduced
$799,000
-2.44%
MLS
6/11/2025
Listed
$819,000
—
MLS
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 4244 N Ashland Ave

Year
Property Taxes
Change
Tax Assessment
Change
2023
$7,087
-66%
$107,000
—
2022
$20,601
204%
$107,000
—
2021
$6,785
-3%
$107,000
76%
2020
$7,001
-2%
$60,673
-9%
2019
$7,118
-40%
$66,674
—
2018
$11,813
60%
$66,674
48%
2017
$7,361
-22%
$45,171
-5%
2016
$9,481
32%
$47,338
-7%
2015
$7,197
8%
$50,744
14%
2014
$6,637
7%
$44,512
-12%
2013
$6,194
-30%
$50,429
-3%
2012
$8,876
—
$51,960
—
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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4244 N Ashland Avenue, Chicago, IL 60613 (MLS# 12391082) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 4244 N Ashland Avenue is currently listed for $759,000 and was received on June 11, 2025. This property is listed by Verica Vojcic from our Gold Coast Office.Want to learn more about 4244 N Ashland Avenue? Do you have questions about finding other Single Family real estate for sale in LakeView? You can browse all LakeView real estate or contact a Coldwell Banker agent to request more information.

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