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1452 W Winnemac Ave, Chicago, IL 60640, USA

Andersonville Value-Add Victory: Triton Realty Group Delivers High-Upside 6-Unit Apartment Sale on Winnemac

Sale at a Glance

1452-1454 W Winnemac Ave stands as a classic Chicago multifamily in the heart of vibrant Andersonville. The asset was expertly represented and sold by Triton Realty Group LLC, led by President & Founder Matthew Fritzshall, for $1,500,000 on January 20, 2022. This 6-unit building drew the attention of a repeat local investor, offering both scale and significant upside potential. The transaction underscores the enduring demand for centrally located, value-add opportunities in one of Chicago’s most dynamic submarkets.


Sale Details

This Andersonville standout captured the market’s desire for both stability and future upside.

  • Price & Closing: Achieved a sale price of $1,500,000, closing on January 20, 2022.

  • Representation: Listed and sold by Triton Realty Group LLC, with Matthew Fritzshall leading the deal.

  • Buyer Profile: Acquired by a seasoned local investor expanding their footprint in the area.

  • Asset Size: 6 residential units, totaling approximately 9,669 square feet.

  • Transaction Profile: Highly competitive bidding, reflecting strong investor interest in North Side value-add assets.


Property Highlights

The building’s timeless architecture and flexible floor plans create a foundation for inspired improvements and lasting value. 

  • Classic Chicago Construction: Large center entrance delivers elegant curb appeal and flexible access to all units. 

  • Significant Value-Add Potential: Layout and condition allow for unit reconfiguration and premium renovations to condo-quality standards. 

  • Desirable Andersonville Location: Steps from Clark Street’s bustling retail, dining, and neighborhood energy. 

  • Spacious Units: Oversized floorplans prime for luxury finishes and higher rents. 

  • Investment-Grade Infrastructure: Solid bones, generous lot size, and ample natural light throughout. 


Key Investment Features

Few opportunities in Andersonville offer both immediate cash flow and a clear path to long-term appreciation. 

  • Upside Through Renovation: Potential to reposition each unit to capture premium rents in a high-demand submarket. 

  • Portfolio Synergy: Strategic acquisition for the buyer, complementing existing assets and operational efficiencies. 

  • Stable Tenancy: In-place leases provide income while value-add strategies are phased in. 

  • Future Condo Conversion: Building configuration supports multiple exit strategies, including resale as condos or continued multifamily rental. 


Market Strategy and Positioning

Triton Realty Group tapped into Andersonville’s robust investor demand, positioning the property as an ideal blend of stability and upside. The team’s extensive network and proven track record with local buyers accelerated interest and ensured a competitive process. By highlighting the asset’s untapped potential and aligning with the buyer’s portfolio strategy, Triton delivered a seamless transaction that maximized value for all parties. Their nuanced understanding of the submarket and ability to articulate the vision for the property’s future were instrumental in achieving this standout result. 


Client Testimonial

“I co-founded Aljack with one building in Bucktown in 1996. Since then, our portfolio has grown substantially by acquiring and repositioning multi-family and mixed-use investment properties. The Triton team has built a reputation on integrity and has been Aljack's trusted multifamily advisor for many years. I needed an opinion of value for my entire real estate portfolio (30+ buildings). This was no small task and I had a short time window. Triton came through and delivered a professional valuation and greatly assisted me in my business purpose. Triton is our go to brokerage for acquisition services and listing services if we ever decide to sell a building. They go beyond what great brokers do and are an instrumental part of our Aljack family.” Aljack Client 

Frequently Asked Questions (FAQs)

This Andersonville multifamily sale draws attention for its prime location and investment story. Here are answers to some of the top questions about 1452-1454 W Winnemac Ave: 


Q: What makes Andersonville a strong rental market for investors? 

A: Andersonville offers a unique mix of vibrant retail, historic architecture, and a strong sense of community, attracting high-quality tenants and supporting consistent rent growth. 


Q: How does the building’s layout support future renovations? 

A: The large center entrance and flexible floor plans allow for creative unit reconfiguration and high-end upgrades, making it ideal for a condo-quality renovation strategy. 


Q: Why did the buyer target this property? 

A: As an existing local investor, the buyer saw an opportunity to grow their portfolio in a familiar neighborhood while leveraging operational synergies with nearby assets. 


Q: What are the primary value-add opportunities? 

A: Updating unit interiors, modernizing common areas, and optimizing rents can unlock significant upside while maintaining tenant appeal. 


Q: How did Triton Realty Group add value to the sale? 

A: Triton’s deep market knowledge, targeted marketing, and track record with multifamily assets ensured maximum exposure and a streamlined closing process. 


Want to achieve results like this?

Contact President & Founder Matthew Fritzshall at mattf@tritonrealtygroup.com or (847) 778-8746 to discuss your property goals in Chicago. 

Matthew Fritzshall

(847) 778-8746

GET IN TOUCH

312-788-9379
office@tritonrealtygroup.com

5301 N. Damen

Chicago, IL 60625

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