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$449,900
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Property Description
Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-producing single-family property is configured like a two-flat and includes a finished 1-bedroom basement apartment, offering three total rental units and immediate cash flow. The top-floor unit features new hardwood flooring throughout, including the bedrooms, a spacious living and dining area, and a newly renovated bathroom. The main-level unit also offers hardwood floors and a modern kitchen with abundant cabinet and countertop space for cooking and meal preparation. Both units are filled with natural sunlight and overlook charming tree-lined streets. The finished basement apartment includes tile flooring, recessed lighting, and a renovated kitchen, creating a comfortable additional living space. Each unit also has convenient extra storage located just outside the unit doors-perfect for seasonal or personal items. The property offers on-site laundry, two separate hot water tanks and Comed electrical meters, and three gated parking spaces. In the rear, residents can enjoy a large fenced-in communal yard. Located just a few blocks south of the childhood home of Walt Disney, this property sits in the vibrant Hermosa neighborhood and is an excellent addition to any investment portfolio.
Full Property Details
Full Property Details for 2037 N Tripp Ave
General
- Price: $449,900
- Taxes: $5,241 (2024)
- Status: Active
- Type: Single Family
- Source: MRED
- MLS ID: 12588339
- Updated: 3/16/2026
- Added to Site: 17 day(s) ago
Interior
- Basement: Finished, F
- Appliances: Range, Refrigerator, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Basement Baths: Yes
Bedrooms
- Total Bedrooms: 4
Parking
- Total Spaces: 2
- Parking Features: Off-Alley, Alley Access, Yes, Owned
Location
- Area: CHI - Hermosa
- County: Cook
- Township: Jefferson
- Driving Directions: North of Armitage Ave, West of Pulaski Rd
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: None
- Heating Type: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan, Public
Structural Information
- Construction: Vinyl Siding, Brick, Stone
- Exterior Const.: Vinyl Siding, Brick, Stone
- Basement: Yes
- Basement Desc.: Finished, Full
- Square Feet: 2,460
- Sq. Ft. Source: Estimated
- Year Built: 1888
- Built Before 1978: Yes
- Remodeled/Updated: 2020
Lot Features
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 25 x 125
- Fence: Yes
- Fencing (Description): Fenced
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1888
- Tax Amount: $5,241.39
- Tax Year: 2024
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 13342280090000
Listed by Zerillo Realty Inc.
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Schools
Schools serving 2037 N Tripp Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Nixon Elementary School 2121 North Keeler Avenue, Chicago, IL 60639 | PK-6 | 0.1 mi |
Kelvyn Park High School 4343 West Wrightwood Avenue, Chicago, IL 60639 | 7-8 | 0.6 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 2037 N Tripp Ave
Date
Details
Price
Change
Source
3/10/2026
Listed
$449,900
60.68%
MLS
12/15/2023
Sold
$280,000
—
Public Record
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
Tax History for 2037 N Tripp Ave
Year
Property Taxes
Change
Tax Assessment
Change
2023
$3,812
3%
$18,003
—
2022
$3,716
2%
$18,003
—
2021
$3,632
11%
$18,003
23%
2020
$3,280
25%
$14,669
-11%
2019
$2,632
2%
$16,483
—
2018
$2,577
-8%
$16,483
1%
2017
$2,798
1%
$16,374
—
2016
$2,779
10%
$16,374
—
2015
$2,520
13%
$16,374
12%
2014
$2,232
3%
$14,598
—
2013
$2,177
—
$14,598
—
2012
$2,172
—
$14,598
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 2037 N Tripp Ave
2037 N Tripp Avenue, Chicago, IL 60639 (MLS# 12588339) is a Single Family property with 4 bedrooms and 3 full bathrooms. 2037 N Tripp Avenue is currently listed for $449,900 and was received on March 10, 2026. Want to learn more about 2037 N Tripp Avenue? Do you have questions about finding other Single Family real estate for sale in Hermosa? You can browse all Hermosa real estate or contact a Coldwell Banker agent to request more information.

