Commercial Sale · Multi Family (5+)
421 E KENNEDY BOULEVARD, MAITLAND, FL, 32751
Active444 days on marketListed Jul 25, 2025MLS #O6330371
About this property
The property at a glance
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.
15,777
Building sq ft
$222
Price / sq ft
0.85
Lot acres
1967
Year built
29
Units
1
Building
C-3
Zoning
Multi Family (5+)
Property type
The numbers
Investment snapshot
$120,690
Price / unit
29
Units
Estimated payment (illustrative)
Estimated payment
$16,963/mo
Illustrative only. Commercial loans are underwritten on the property’s income (DSCR, cap rate) — typically 25–35% down with lender-set terms. Ask a commercial lender for real numbers. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Financing
Commercial financing works differently from a home loan — expect roughly 25–35% down with terms driven by the property’s income and your lender’s underwriting (DSCR, cap rate), not FHA or VA programs. Ask Leila to connect you with a commercial lender for real numbers.
Where it sits
Location & trade area
What’s nearby
Business data © OpenStreetMap contributors
The area
Who's around this property
22,853
Population
$94,277
Median income
38.7
Median age
2.27
Avg household
$433,100
Median home value
$1,841/mo
Median rent
2,397
Households w/ kids
Recent sales
What actually sold near 421 E KENNEDY BOULEVARD
The most comparable commercial properties that changed hands nearby. No two are identical — ask us for a full comparative analysis.
$249,000
670 ORLANDO AVENUE UNIT 201
566 sqft · $440/sqft · Sold Oct 10, 2025
$2,950,000
1050 W TOWN PARKWAY
17,554 sqft · $168/sqft · Sold Oct 21, 2024
$2,670,000
700 JACKSON AVENUE
10,174 sqft · $262/sqft · Sold Dec 12, 2025
Your team
The pros in your corner
Your agent
Leila Sabat
REALTOR® · CENTURY 21 Edge
Tours, offers, and every question about 421 E KENNEDY BOULEVARD — start here.
Financing contact
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Ask about commercial financing options for 421 E KENNEDY BOULEVARD.
See it in person
Schedule a tour
Live availability from Leila's calendar — pick a time and it's booked.
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO · David Washington. MLS #O6330371.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
Never miss a listing
New MAITLAND listings, in your inbox
A daily digest of every new listing in MAITLAND — straight from the MLS, hours after it goes live. Unsubscribe anytime.