5203 Pleasure Island Road, FL5203 Pleasure Island Road, FL5203 Pleasure Island Road, FL
Stellar MLS
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$355,000

5203 Pleasure Island Road

Orlando, FL 32809

Listing updated: August 8, 2026 at 8:35 AM ET

Active
Stellar MLSListing courtesy of Real Broker, Llc · Matthew Hughes · MLS #O6431697 · Active · 855-450-0442
2
Beds
2
Baths
1,336
Sq Ft
0.38
Acres
1953
Built
Fireplace$266/sqft360° tour
Single Family Residence

Property type

1953

Year built

16,363 sqft

Lot size

$266

Price / sq ft

No HOA

HOA dues

1

Day on market

2

Garage spaces

X

Flood zone

About this home

Welcome to 5203 Pleasure Island Road, a beautifully updated home situated on an expansive 0.38-acre corner lot in the highly desirable Belle Isle area. Offering the perfect blend of character, functionality, and modern updates, this move-in-ready property provides the space and flexibility today’s buyers are looking for. Step inside to a bright and inviting floor plan featuring soaring vaulted ceilings, a cozy fireplace, abundant natural light, and a fully remodeled bathroom (2022). The spacious bonus room offers endless possibilities as a home office, media room, playroom, gym, or additional living space to suit your needs. Enjoy Florida living year-round from the screened porch, an ideal place to relax, entertain, or enjoy your morning coffee while overlooking the oversized yard. One of the home’s standout features is the oversized detached garage, providing exceptional space for multiple vehicles, a workshop, storage, boats, recreational equipment, or hobbies. The generous 0.38-acre lot offers plenty of room to spread out while maintaining privacy. Major improvements provide peace of mind, including a new roof (2020), seven new windows (2022), remodeled bathroom (2022), interior paint (2020), exterior paint (2023), recently serviced mini-split A/C systems (2026), and a septic system that was pumped and serviced in 2026. Located just minutes from Downtown Orlando, Orlando International Airport, major highways, shopping, and dining, this home also offers easy access to Belle Isle’s nearby public boat ramp, making it a fantastic opportunity for boating and outdoor enthusiasts. Combining thoughtful updates, flexible living spaces, an oversized garage, and an incredible lot in one of Central Florida’s most sought-after communities, this home is truly one you won’t want to miss.

Estimated monthly payment

Principal & interest$1,795
Property taxes$466
Home insurance (est.)$163

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 history1 days on market

  1. Status: Active
    Aug 7, 2026
  2. Listed$355,000
    Aug 7, 2026
  3. Price increased$355,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
Pleasure Island Rep
County
Orange
Year built
1953
Living area
1,336 sq ft
Price/sq ft
$266
Lot size
16,363 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0430F)
Garage
2 spaces
Annual taxes
$5,597 (2025)
Parcel #
18-23-30-7164-00-620
Zoning
R-1-AA
MLS #
O6431697

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Interior Details

Bedrooms
2
Full bathrooms
2
Flooring
Ceramic Tile, Luxury Vinyl
Appliances
Dishwasher, Disposal, Microwave, Refrigerator
Interior features
Ceiling Fans(s), High Ceilings, Open Floorplan, Smart Home
Laundry
In Garage
Stories / Levels
Multi/Split
Direction faces
North
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air, Mini-Split Unit(s)

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
1-7 Days
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Private Yard
Construction materials
Wood Siding
Roof
Shingle
Foundation
Slab
Road surface
Asphalt

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
Electricity Available

Room Details

RoomLevelDimensions
Bathroom 2Second16x10
KitchenFirst10x9
Living RoomFirst22x14
Primary BedroomFirst13x13
Bonus RoomFirst8x9
Florida RoomFirst22x16
Balcony/Porch/LanaiFirst14x7

Listing Details

Listing date
2026-08-07
On market date
2026-08-07
Original list price
$355,000
Occupant type
Vacant
MLS area
32809 - Orlando/Pinecastle/Oakridge/ Edgewood
Listing AOR
Orlando Regional
Status changed
2026-08-07
Tax legal description
REPLAT PLEASURE ISLAND H/71 THE NWLY 163.63 FT OF LOTS 62 & 63

Flood risk

Minimal riskFEMA Zone XPanel 12095C0430F

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 I-4, take Exit 90A for FL-414 W/Maitland Blvd. Continue west, then take the exit toward US-441 N/Orange Blossom Trail. Follow US-441 N, then turn onto Pleasure Island Road. Continue to 5203 Pleasure Island. The property will be on your destination side.

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MLS GRID

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 August 8, 2026 at 8:35 AM 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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