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.
Property Details
Price:
$3,500,000
MLS #:
O6330371
Status:
Active
Beds:
0
Baths:
0
Type:
Commercial
Subtype:
Multi Family (5+)
Subdivision:
COOPERS SUB
Neighborhood:
32751maitlandeatonville
Listed Date:
Jul 25, 2025
Finished Sq Ft:
15,777
Total Sq Ft:
15,777
Lot Size:
36,883 sqft / 0.85 acres (approx)
Year Built:
1967
See this Listing
Schools
Interior
Cooling
Wall/Window Unit(s)
Heating
Wall Units / Window Unit
Exterior
Building Features
Drive-Through, Dumpsters
Construction Materials
Concrete, Stucco
Direction Faces
South
Lot Features
Central Business District, Corner Lot, Historic District, Near Public Transit, Sidewalk, Street Lights
Parking Features
Over 30 Spaces
Roof
Concrete
Security Features
Smoke Detector(s)
Financial
Tax Year
2024
Taxes
$12,783
Map
Community
- Address421 E KENNEDY BOULEVARD MAITLAND FL
- SubdivisionCOOPERS SUB
- CityMAITLAND
- CountyOrange
- Zip Code32751
Subdivisions in MAITLAND
- ACREAGE
- BRITTANY GARDENS
- CARRINGTON PARK A CONDO
- CHERRYWOOD GARDENS
- CLARK HOMES ACRES
- COFFINS
- COOPERS SUB
- DIXIE TERRACE
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 1ST ADD MAITLAND
- DOMMERICH ESTATES 2ND ADD
- DOMMERICH HILLS
- DOMMERICH HILLS 2 ND ADD
- DOMMERICH HILLS 6TH ADD
- DOMMERICH HILLS SECOND ADD
- DOMMERICH WOODS
- DOMMERICH/MAITLAND HIGHLANDS
- DRUID HILLS ESTATES 1ST ADD
- DRUID HILLS ESTS
- DRUID HILLS PARK
- DRUID ISLE
- EATON ESTATES
- EATONVILLE LAWRENCE
- ENCLAVE AT MAITLAND A-F
- ENCLAVE/MAITLAND A-F
- ENGLISH ESTATES UNIT 2
- ENGLISH ESTATES UNIT 3
- ENGLISH WOODS
- FLORIDAHAVEN
- FORD & WARREN SUB
- FOREST BROOK
- FOREST BROOK 2ND SEC
- FOREST BROOK 3RD SEC
- FOREST BROOK 5TH SEC
- FOREST BROOK SEC 2-A
- HAMLET AT MAITLAND
- HIDDEN ESTATES UNIT 3
- HIGHLAND PARK ESTATES FIRST ADD
- HIGHLAND PARK ESTS
- HOLLIEANNA SHORES
- HOLLIEANNA SHORES 1ST ADD
- INDIAN HILLS UNIT 9
- KINGS ROW
- LAKE COLONY PH 02
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND MANOR
- LAKE MAITLAND PARK
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKE SYBELIA COVE PH 01
- LAKE SYBELIA SHORES
- LAKE SYBELIA SHORES FIRST ADD
- LAKEWOOD SHORES
- MAITLAND CLUB REP
- MAITLAND COVE
- MAITLAND GROVE
- MAITLAND HIGHLANDS
- MAITLAND PARK SOUTH
- MAITLAND WOODS THIRD ADD
- MINNEHAHA SHORES
- MOORINGS ON LAKE MAITLAND CONDO
- MOORINGS ON LAKE MAITLAND CONDO BLDG 05
- NORTHGATE
- NORTHWOOD HEIGHTS
- OAKLAND SHORES
- OAKLAND SHORES 3RD ADD REP
- OAKLEIGH THIRD ADD
- OAKWOOD
- OSBORNE MANOR
- PARK LAKE GROVE CONDO
- PARK LAKE GROVE CONDO PH C
- PARK LAKE TWNHS
- PARK LAKE VILLAS CONDO
- REPLAT BLK B POORS ADD
- ROOSEVELT PLACE
- SERENDIPITY PARK
- SHERIDAN PLACE
- STONEWOOD FIRST ADD
- SUN BAY CLUB CONDO
- SUN BAY CLUB CONDO UT 1
- SUNSET RIDGE
- SYBELIA PLACE
- ULTRA VISTA CONDO
- VILLAS LAKE DESTINY
- VISCONTI EAST
- VISCONTI EAST BLDG 27
- VISCONTI WEST
- VISCONTI WEST CONDO
- WELLINGTON
- WEST COVE
- WEST COVE CONDO
- WINFIELD
- WOODBRIDGE
Market Summary
Current real estate data for Commercial in MAITLAND as of Sep 12, 2026
3
Commercial Listed
191
Avg DOM
312
Avg $ / SqFt
$1,740,000
Avg List Price
Property Summary
- Located in the COOPERS SUB subdivision, 421 E KENNEDY BOULEVARD MAITLAND FL is a Commercial for sale in MAITLAND, FL, 32751. It is listed for $3,500,000 To schedule a showing of MLS#o6330371 at 421 E KENNEDY BOULEVARD in MAITLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of CHARLES RUTENBERG REALTY ORLANDO. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 421 E KENNEDY BOULEVARD
MAITLAND, FL