# 421 E KENNEDY Boulevard, Maitland, FL 32751 > **TL;DR:** commercial, $3,500,000 ($222/sqft), built 1967, 15,777 sqft. > A/C. Est. $18,719/mo. Listed 406 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $3,500,000 | | Price/sqft | $222 | | Square Feet | 15,777 | | Year Built | 1967 | | Lot Size | 37,026 sqft (0.85 acres) | | Property Type | Commercial (Other) | | Status | Active | | Days on Market | 406 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $17,698 | | Estimated Insurance | $1,021 | | **Total** | **$18,719** | ## Key Amenities - A/C ## Property Highlights - Built in 1967 - 0.85 acre lot ## Description ### Agent Description Prime mixed-use commercial property perfectly situated between the vibrant cities of Maitland and Winter Park. This centrally located asset offers both visibility and versatility. The listing encompasses a 29-unit multifamily building, adjacent commercial building 429 E. Kennedy Blvd, and a commercial lot 34 N. West St -offering incredible potential for future development, expansion, or mixed-use revitalization. Whether you're an investor or developer, this is a rare opportunity to be part of a growing community with active revitalization efforts. New roof installed in 2023. ## Location - **Address:** 421 E KENNEDY Boulevard, Maitland, FL 32751 - **County:** Orange - **Neighborhood:** COOPERS SUB - **Coordinates:** 28.618981, -81.378163 - **Google Maps:** https://www.google.com/maps?q=28.618981,-81.378163 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/O6330371 ## Listing Agent - **Name:** David Washington - **Brokerage:** Charles Rutenberg Realty Orlando LLC - **Phone:** 4075791981 - **Broker Phone:** (407) 622-2122 - **Listing URL:** [View original listing](https://listings.listhub.net/pages/MFRMLSFL/O6330371/?channel=propsimple) ## Photos ![421 E KENNEDY Boulevard - Photo 1](http://lh.rdcpix.com/b10fc3ebdb4ea0850593be382297591fl-f4120125751r.jpg) ![421 E KENNEDY Boulevard - Photo 2](http://lh.rdcpix.com/b10fc3ebdb4ea0850593be382297591fl-f1070424545r.jpg) ![421 E KENNEDY Boulevard - Photo 3](http://lh.rdcpix.com/b10fc3ebdb4ea0850593be382297591fl-f3091655947r.jpg) ![421 E KENNEDY Boulevard - Photo 4](http://lh.rdcpix.com/b10fc3ebdb4ea0850593be382297591fl-f3641894790r.jpg) ![421 E KENNEDY Boulevard - Photo 5](http://lh.rdcpix.com/b10fc3ebdb4ea0850593be382297591fl-f599355735r.jpg) ![421 E KENNEDY Boulevard - Photo 6](http://lh.rdcpix.com/b10fc3ebdb4ea0850593be382297591fl-f376636326r.jpg) --- **MLS#:** O6330371 | **Updated:** 2026-08-28 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/421-e-kennedy-boulevard-maitland-fl-32751-o6330371) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/421-e-kennedy-boulevard-maitland-fl-32751-o6330371#listing", "url": "https://www.propertysimple.ai/listing/421-e-kennedy-boulevard-maitland-fl-32751-o6330371", "name": "421 E KENNEDY Boulevard, Maitland, FL 32751", "description": "Prime mixed-use commercial property perfectly situated between the vibrant cities of Maitland and Winter Park. This centrally located asset offers both visibility and versatility. The listing encompasses a 29-unit multifamily building, adjacent commercial building 429 E. Kennedy Blvd, and a commercial lot 34 N. 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