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421 Kennedy Boulevard, FL
Stellar MLS

$3.50M

421 Kennedy Boulevard

Maitland, FL 32751

Listing updated: July 3, 2026 at 4:07 PM ET

Active
Stellar MLSListing courtesy of Charles Rutenberg Realty Orlando · David Washington · MLS #O6330371 · Active · 407-622-2122
15,777
Building SF
0.85
Acres
29
Units
1967
Built
$221.84
Per SF
Multi-Family 5+$221.84/SF360° tour
Multi-Family 5+

Property type

1967

Year built

15,777 SF

Building size

36,883 sqft

Lot size

$221.84

Price / SF

29

Units

C-3

Zoning

214

Days on market

About this property

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.

Virtual tour

Facts & features

Property type
Commercial Sale
Sub type
Multi-Family 5+
Status
Active
Days on market
214
Subdivision
Coopers Sub
County
Orange
Year built
1967
Building area
15,777 sq ft
Price/sq ft
$221.84
Lot size
36,883 sq ft
Units
29
Buildings
1
Road frontage
City Street, Main Throrughfare
Building features
Drive-Through, Dumpsters
Annual taxes
$13K (2024)
Parcel #
35-21-29-0000-00-154
Zoning
C-3
MLS #
O6330371

Utilities

Water source
Public
Sewer
Public Sewer

Listing details

Listing date
2025-07-25
On market date
2025-07-25
Original list price
$3.50M
MLS area
32751 - Maitland / Eatonville
Status changed
2026-07-03
Tax legal description
BEG 1082 FT S OF NE COR OF SE1/4 OF NE1/4 OF SEC 35-21-29 RUN W 87 FT FOR POB THS 01 DEG E 146.2 FT TH W 132.25 FT TH N146.12 FT TH E 128.5 FT TO POB (LESS R/W ON S) & LOTS 1 & 3 IN COOPERS SUB K/114

Location

Directions

From I4 take Lee Rd Exit to North on Wymore Rd to Right on Kennedy Blvd. Property is in center of town on left

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of July 3, 2026 at 4:07 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Licensed Real Estate Broker · MaxLife Realty, LLC · FL Lic. #BK3354351 · Equal Housing Opportunity · Terms · DMCA

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421 Kennedy Boulevard — $3.50M | MaxLife Commercial