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Active · Single Family

5203 PLEASURE ISLAND ROAD

ORLANDO, FL 32809

Beds
2 beds
Baths
2 baths
Area
1,336 sqft
Single FamilyBuilt 195316,363 sqft lot2-car garageCentralCentral Air, Mini-Split Unit(s)Fireplace$266/sqft1 day on market

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.

Facts & features

Interior

Bedrooms
2
Bathrooms
2
Living area
1,336 sqft
Heating
Central
Cooling
Central Air, Mini-Split Unit(s)
Flooring
Ceramic Tile, Luxury Vinyl
Fireplace
Yes
Stories
2
Features
Ceiling Fans(s), High Ceilings, Open Floorplan, Smart Home
Appliances
Dishwasher, Disposal, Microwave, Refrigerator

Exterior & lot

Lot size
16,363 sqft (0.38 ac)
Roof
Shingle
Construction
Block, Wood Siding
Exterior
Private Yard

Parking

Garage
2 spaces

Financial

Annual tax
$5,597 (2025)
Price / sqft
$266/sqft

Utilities

Water
Public
Sewer
Septic Tank
Utilities
Electricity Available

Property

Property type
Single Family
Year built
1953
Subdivision
PLEASURE ISLAND REP
County
Orange

Listing

Status
Active
Days on market
1 day
MLS #
MFR802172845
Source
Stellar MLS

Listed by Matthew Hughes · REAL BROKER, LLC

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$379k
+6.8% vs asking
$358k low$400k high

Based on 25 comparable sales within 2 miles of ORLANDO, FL, this home is priced under RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$2,563/mo
Principal & interest
$1,889/mo
Property tax
$473/mo
Home insurance
$200/mo

Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.

Ask about this property

Answered from this listing’s own figures and the sales around it.

Price history

From the property’s MLS record.

DateEventPriceChange
Aug 7, 2026Listed$355,000

NeighbourhoodSample data

Reference scores for ORLANDO, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
46/ 100
Car-dependent
Transit Score
49/ 100
Some transit
Bike Score
62/ 100
Bikeable
Elementary school
8/ 10
Top-rated
Middle school
7/ 10
Above average
High school
7/ 10
Above average

Location

Frequently asked questions

What would 5203 PLEASURE ISLAND ROAD, ORLANDO cost per month?

About $2,439 a month: $1,795 principal and interest, $466 property tax, $178 insurance. That assumes 20% down at 6.5% over 30 years.

Is 5203 PLEASURE ISLAND ROAD, ORLANDO priced fairly?

Comparable sales nearby put it between $359,077 and $413,131, with $386,104 in the middle. That is from 8 properties of the same type and size within three miles, at a median of $289 a square foot.

How does 5203 PLEASURE ISLAND ROAD, ORLANDO compare to nearby homes?

8 comparable properties within three miles. The nearest: 4801 BIG OAKS LANE, ORLANDO, FL at $527,400, 1,652 sq ft, 0.64 miles away; 5120 MORTIER AVENUE, BELLE ISLE, FL at $519,900, 1,788 sq ft, 0.68 miles away; 5020 SAINT MARIE AVENUE, BELLE ISLE, FL at $465,000, 1,746 sq ft, 0.7 miles away.

How long has 5203 PLEASURE ISLAND ROAD, ORLANDO been on the market?

1 day on the market.

Has the price of 5203 PLEASURE ISLAND ROAD, ORLANDO changed?

The price has not moved since it was listed.

How big is 5203 PLEASURE ISLAND ROAD, ORLANDO?

2 bed, 2 bath, 1,336 square feet. That is $266 a square foot.

What year was 5203 PLEASURE ISLAND ROAD, ORLANDO built?

Built in 1953.

What is the HOA fee at 5203 PLEASURE ISLAND ROAD, ORLANDO?

The feed lists no association fee for this property.

What are the property taxes at 5203 PLEASURE ISLAND ROAD, ORLANDO?

Property tax works out to about $466 a month, $5,597 a year.

Is 5203 PLEASURE ISLAND ROAD, ORLANDO still available?

It is still on the market.

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