421 E Kennedy Blvd, photo 1
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Overview

0 ba15,777 sqftMulti-family 5+
TypeMulti-family 5+
HOANone listed
Built1967
Lot36,883 sqft
Living area15,777 sqft
Price / sqft$222

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About this home

421 E Kennedy Blvd is a 1967-built home in Coopers Sub, Maitland. Listed at $3,500,000 (about $222/sqft), 443 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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.

The essentials

Built
1967
Price / sqft
$222
On market
443 days
Annual tax
$12,783
Flood zone
X · Low risk
Lot
36,883 sqft
Type
Multi-family 5+

At a glance

Multi-family
Built 1967
0.85 acres
Lot size
15,777 sqft
Living area

Payment

Est. monthly payment
$21,069/mo
Down payment (20%)
$700,000
Property taxes
$1,065/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Multi-Family 5+
Year Built
1967
Lot
36,883 sqft
Cooling
Wall/Window Unit(s)
Heating
Ductless
Parking
Over 30 Spaces
Days on Market
443
Flood Zone X
Annual Tax (2024)
$12,783
Parcel #
35-21-29-0000-00-154

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Coopers Sub
County
Orange
MLS Area
32751 - Maitland / Eatonville
Lot Size
36,883 sqft
Central Business DistrictCorner LotHistoric DistrictNear Public TransitSidewalkStreet LightsPaved

Price history

Date
Event
Price
3/25/2026
Price change
Source: Stellar MLS #O6330371
$3,500,000+21.7%
$222/sqft
-
Price change
Source: Stellar MLS #O6330371
$2,875,000-17.8%
$182/sqft
7/25/2025
Listed for sale
Source: Stellar MLS #O6330371
$3,499,000
$222/sqft

Neighborhood

421 E Kennedy Blvd
Maitland, FL, 32751 · 32751 - Maitland / Eatonville

Market insights

Offer Insights

Choose an offer strength

List price: $3,500,000
$3.46M – $3.50M
98.8% – 100% of listTops out right at the list price
80% of listList price
65 of the last 128 home closings in 32751 landed at this number or higher (51%). The median one sat 28 days before it went under contract, and this one is on day 443.

Sample: 128 closed home sales in 32751 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$21,069/mo
Principal & interest$18,254
Property taxes$1,065
Insurance$1,750
Down payment20% · $700,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$3,500,000

$222 per sq ft

Size

15,777 sq ft

Time on market

443 days

Year built

1967

Monthly payment

About $21,069/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $12,783 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byCHARLES RUTENBERG REALTY ORLANDOListing agent: David WashingtonListing data from Stellar MLS, MLS# O6330371.

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