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 3, 2026
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 & UNREC
- ADAMS GROVE
- CALHOUNS SUB
- CARRINGTON PARK A CONDO
- COOPERS SUB
- DIXIE TERRACE
- DOMMERICH
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 2ND ADD
- DOMMERICH HILLS 2 ND ADD
- DOMMERICH HILLS 3RD ADD
- DOMMERICH HILLS FIRST ADD
- DOMMERICH HILLS SECOND ADD
- DOMMERICH WOODS
- DOMMERICH/MAITLAND HIGHLANDS
- DRUID HILLS PARK
- EATONVILLE LAWRENCE
- ENCLAVE/MAITLAND A-F
- ENGLISH ESTATES UNIT 1
- ENGLISH ESTATES UNIT 2
- ENGLISH ESTATES UNIT 3
- FLORIDAHAVEN
- FOREST BROOK 3RD SEC
- FOREST BROOK 4TH SEC
- GREENWOOD GARDENS SEC 01
- HAMLET AT MAITLAND
- HIGHLAND PARK ESTATES
- HOLLIEANNA SHORES
- HOLLIEANNA SHORES 1ST ADD
- ISAAC VANDERPOOLS ADDITION TO MAILAND
- KEEWIN LEXINGTON PARK
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND OWL PRESERVE
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKE SYBELIA COVE PH 01
- LAKEWOOD SHORES 2ND ADD
- MAITLAND CLUB
- MAITLAND COVE
- MAITLAND GROVE
- MAITLAND GROVE UNIT 1
- MAITLAND HIGHLANDS DOMMERICH
- MAITLAND PARK SOUTH
- MAITLAND SHORES
- MAITLAND VILLAGE
- MINNEHAHA SHORES
- MOORINGS ON LAKE MAITLAND CONDO
- MOORINGS ON LAKE MAITLAND CONDO BLDG 03
- MOORINGS ON LAKE MAITLAND CONDO BLDG 05
- NORTHGATE
- OAKLAND SHORES
- OAKLAND SHORES 3RD ADD REP
- OAKLEIGH
- OAKWOOD
- ORANGEDALE PARK
- ORANGEDALE PARK REP
- PACKWOODS PLAN/MAITLAND
- PARK LAKE GROVE CONDO PH D
- PARK LAKE TOWNHOUSES
- PARK LAKE TWNHS PH 02
- PARK LAKE VILLAS CONDO
- PARK LAKE VILLAS CONDO CB 2/52
- REPLAT BLK B POORS ADD
- RIDGEWOOD VILLAS CONDO
- ROOSEVELT PLACE
- SHERIDAN PLACE
- SHOPPES/MAITLAND
- SIERRA CONDOMINIUMS
- STONEWOOD
- SUN BAY CLUB CONDO
- SUNSET RIDGE
- SYBELIA PLACE
- THOMPSON SUB
- ULTRA VISTA CONDO
- VISCONTI EAST
- VISCONTI WEST
- VISCONTI WEST BLDG 3
- VISCONTI WEST BLDG 5
- VISCONTI WEST CONDO
- WATSON REALTY AT HOWELL BRANCH A REP
- WELLINGTON
- WEST COVE
- WOODBRIDGE
Market Summary
Current real estate data for Commercial in MAITLAND as of Jul 23, 2026
2
Commercial Listed
56
Avg DOM
212
Avg $ / SqFt
$2,367,500
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 2392986550.
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