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$3,500,000 - 421 E Kennedy Boulevard, MAITLAND

-
Bedrooms
-
Baths
15,777
SQ. Feet
0.85
Acres

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.

Essential Information

  • MLS® #:
    O6330371
  • Price:
    $3,500,000
  • Square Footage:
    15,777
  • Acres:
    0.85
  • Year Built:
    1967
  • Type:
    Commercial Sale
  • Sub-Type:
    Multi Family (5+)
  • Status:
    Active

Community Information

  • Address:
    421 E Kennedy Boulevard
  • Area:
    Maitland / Eatonville
  • Subdivision:
    COOPERS SUB
  • City:
    MAITLAND
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    32751

Amenities

  • Parking:
    Over 30 Spaces

Interior

  • Heating:
    Wall Units / Window Unit
  • Cooling:
    Wall/Window Unit(s)

Exterior

  • Lot Description:
    Central Business District, Corner Lot, Historic District, Near Public Transit, Sidewalk, Street Lights
  • Roof:
    Concrete
  • Foundation:
    Slab

Additional Information

  • Days on Market:
    237
  • Zoning:
    C-3

Listing Details

  • Listing Office:
    Charles Rutenberg Realty Orlando

Listing information courtesy of Charles Rutenberg Realty Orlando.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on July 28th, 2026 at 5:25am EDT.