$3,500,000
421 Kennedy Boulevard
Maitland, FL 32751
Listing updated: July 3, 2026 at 4:07 PM ET
Listing courtesy of Charles Rutenberg Realty Orlando · David Washington · MLS #O6330371 · Active · 407-622-2122Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history214 days on market
- Status: ActiveJul 3, 2026
- Listed$3,499,000Jul 25, 2025
- Price increased$3,500,000
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
- Living area
- 15,777 sq ft
- Price/sq ft
- $222
- Lot size
- 36,883 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X (12095C0235F)
- Annual taxes
- $12,783 (2024)
- Parcel #
- 35-21-29-0000-00-154
- Zoning
- C-3
- MLS #
- O6330371
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Interior Details
- Direction faces
- South
Heating & Cooling
- Heating
- Ductless
- Cooling
- Wall/Window Unit(s)
Parking
- Parking features
- Over 30 Spaces
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- Listing terms
- Cash
- Ownership
- Fee Simple
Exterior & Construction
- Construction materials
- Concrete, Stucco
- Roof
- Concrete
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
Listing Details
- Listing date
- 2025-07-25
- On market date
- 2025-07-25
- Original list price
- $3,499,000
- MLS area
- 32751 - Maitland / Eatonville
- Listing AOR
- Orlando Regional
- 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
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
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
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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.
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