4448 N Tripp Avenue, Chicago, IL 60630
Local realty services provided by:CENTURY 21 Affiliated
4448 N Tripp Avenue,Chicago, IL 60630
$1,299,000
- 5 Beds
- 6 Baths
- - sq. ft.
- Multi-family
- Active
Listed by: jane lee
Office: re/max top performers
MLS#:12688751
Source:MLSNI
Price summary
- Price:$1,299,000
About this home
Welcome to this exceptional Greystone vintage 3-unit building offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this remarkable property presents an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance, providing access to both the first- and second-floor units. Let's begin with the second-floor residence. As you enter, you're greeted by a bright and spacious living room, highlighted by a beautiful English skylight lantern above the foyer and oversized windows that fill the home with abundant natural light. Located just off the living room, the primary suite offers a private retreat with a separate sitting area, generous closet space, direct access to a private balcony, and large windows that create a warm and inviting atmosphere. On the opposite side of the living room, the second bedroom features a walk-in closet and ample living space. The unit includes two full bathrooms-one with a luxurious walk-in steam shower and the other with a relaxing soaking tub. Conveniently located between the bedrooms, the dedicated laundry room adds everyday comfort and functionality. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, centered around a cozy fireplace with both gas and wood-burning options. The kitchen is beautifully appointed with stainless steel appliances, a large center island with breakfast bar seating, pantry storage, and expansive windows that surround the space with exceptional natural light. The first-floor unit mirrors the upper-level layout, offering incredible flexibility for multi-generational living or rental income. It features its own fully equipped kitchen, two full bathrooms, a dedicated laundry room, and an added layer of security with alarm sensors installed on every window. From the rear staircase, you'll find access to the basement studio unit. Before entering the studio, you'll pass a spacious recreation room, utility area, and a separate laundry room dedicated exclusively to the lower-level residence. Inside the studio, you'll find a thoughtfully designed living space featuring a full kitchen with stainless steel appliances, a microwave, air fryer, and range hood. The studio also includes one full bathroom, one half bathroom, and generous closet space, creating a comfortable and functional living arrangement that's perfect for guests, extended family, or rental income. The rear staircase also provides convenient access to the rooftop, the first-floor unit, and the second-floor residence, making movement throughout the building both practical and efficient. Designed with long-term comfort and peace of mind, the property is equipped with multiple tankless water heaters, multiple zoned furnaces, multiple sump pumps, and a comprehensive security system, showcasing the exceptional care and quality invested throughout the home. Step outside to enjoy the beautifully landscaped, fenced backyard featuring a brick paver patio, mature landscaping, and multiple outdoor seating areas-an ideal setting for entertaining family and friends or simply relaxing outdoors. Conveniently located near public transportation, bus routes, restaurants, grocery stores, shopping, and everyday conveniences, this exceptional Greystone offers the perfect combination of timeless Chicago architecture, modern functionality, and outstanding investment potential. Don't miss this rare opportunity to own a versatile, meticulously maintained multi-unit property that seamlessly blends historic character, modern upgrades, and exceptional income potential-all in one of Chicago's most desirable neighborhoods....
Contact an agent
Home facts
- Year built:1910
- Listing ID #:12688751
- Updated:July 23, 2026 at 05:20 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Rooms Total:11
- Bathrooms Description:Separate Shower, Soaking Tub, Steam Shower
- Basement Description:Finished, Full
Heating and cooling
- Heating:Forced Air, Individual Room Controls, Natural Gas, Sep Heating Systems - 2+, Zoned
Structure and exterior
- Roof:Asphalt
- Year built:1910
- Lot area:0.09 Acres
- Exterior Features:Balcony
Schools
- High school:Schurz High School
- Middle school:Belding Elementary School
- Elementary school:Belding Elementary School
Utilities
- Water:Lake Michigan
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,299,000
- Tax amount:$12,847 (2024)
Features and amenities
- Amenities:Backup Sump Pump, CO Detectors, Multiple Water Heaters, Security System, Sump Pump
Parking
- Total parking spaces:2
- Parking description:Detached Garage, Garage
- Garage:Yes
- Garage spaces:2
Copyright 2026 Midwest Real Estate Data LLC. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Midwest Real Estate Data LLC. Listing information is deemed reliable but not guaranteed. MLSNI Member Broker: David TryNew listings near 4448 N Tripp Avenue
- Open Sat, 12 to 3pmNew
$600,000Active5 beds 3 baths5105 W Altgeld Street, Chicago, IL 60639
MLS# 12678911Listed by: RE/MAX LOYALTY - New
$296,000Active3 beds 2 baths640 sq. ft.2862 W 22nd Place, Chicago, IL 60623
MLS# 12697455Listed by: DURANTE & RICH REAL ESTATE - Open Sat, 11am to 1pmNew
$315,000Active2 beds 1 baths1457 W Thome Avenue #2, Chicago, IL 60660
MLS# 12704268Listed by: BAIRD & WARNER - New
$275,000Active1 beds 1 baths834 sq. ft.3550 N Lake Shore Drive #2707, Chicago, IL 60657
MLS# 12711066Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - Open Sat, 11am to 12:30pmNew
$374,999Active2 beds 1 baths1,080 sq. ft.625 W Jackson Boulevard #806, Chicago, IL 60661
MLS# 12712370Listed by: OPTION PREMIER LLC - New
$279,900Active4 beds 1 baths1,274 sq. ft.Address Withheld By Seller, Chicago, IL 60620
MLS# 12712751Listed by: PAK HOME REALTY - New
$269,900Active1 beds 1 baths900 sq. ft.1631 S Michigan Avenue #502, Chicago, IL 60616
MLS# 12713287Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$239,800Active-- beds 1 baths1122 N Clark Street #1402, Chicago, IL 60610
MLS# 12713328Listed by: RE/MAX PREMIER - New
$160,000Active1 beds 1 baths800 sq. ft.2320 N Nordica Avenue #410D, Chicago, IL 60707
MLS# 12713623Listed by: COMPASS - New
$359,900Active3 beds 2 baths1,525 sq. ft.5810 W 64th Street, Chicago, IL 60638
MLS# 12713624Listed by: EXP REALTY
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.