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Active · Single Family

8557 LA ISLA DRIVE

KISSIMMEE, FL 34747

Beds
7 beds
Baths
6 baths
Area
3,667 sqft
Single FamilyBuilt 20048,015 sqft lot3-car garageCentralCentral AirPool$179/sqft2 days on market

About this home

Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

Facts & features

Interior

Bedrooms
7
Bathrooms
6
Living area
3,667 sqft
Heating
Central
Cooling
Central Air
Flooring
Carpet, Tile
Features
Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Split Bedroom, Walk-In Closet(s)
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator…

Exterior & lot

Lot size
8,015 sqft (0.18 ac)
Pool
Yes
Roof
Shingle
Construction
Block, Concrete
Exterior
Outdoor Shower, Sidewalk, Sliding Doors

Parking

Garage
3 spaces

Financial

HOA dues
$107 / monthly
Annual tax
$7,960 (2025)
Price / sqft
$179/sqft

Utilities

Water
Public
Sewer
Public Sewer
Utilities
Electricity Connected, Sewer Connected, Underground Utilities, Water Connected

Property

Property type
Single Family
Year built
2004
Subdivision
EMERALD ISLAND RESORT PH 4
County
Osceola

Listing

Status
Active
Days on market
1 day
MLS #
MFR801938901
Source
Stellar MLS

Listed by Natalie Feldman · CENTURY 21 ALL HOMES & PROPERT

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

$670k
+2.2% vs asking
$630k low$709k high

Based on 28 comparable sales within 1 mile of KISSIMMEE, 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$4,448/mo
Principal & interest
$3,486/mo
Property tax
$655/mo
Home insurance
$200/mo
HOA dues
$107/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 6, 2026Listed$654,900

NeighbourhoodSample data

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

Walk Score
90/ 100
Very walkable
Transit Score
80/ 100
Excellent transit
Bike Score
69/ 100
Bikeable
Elementary school
6/ 10
Above average
Middle school
6/ 10
Above average
High school
9/ 10
Top-rated

Location

Frequently asked questions

What would 8557 LA ISLA DRIVE, KISSIMMEE cost per month?

About $4,409 a month: $3,312 principal and interest, $663 property tax, $327 insurance, $107 HOA. That assumes 20% down at 6.5% over 30 years.

Is 8557 LA ISLA DRIVE, KISSIMMEE priced fairly?

Comparable sales nearby put it between $668,421 and $769,043, with $718,732 in the middle. That is from 8 properties of the same type and size within three miles, at a median of $196 a square foot.

How does 8557 LA ISLA DRIVE, KISSIMMEE compare to nearby homes?

8 comparable properties within three miles. The nearest: 8545 LA ISLA DRIVE, KISSIMMEE, FL at $699,000, 3,599 sq ft, 0.08 miles away; 8550 SUNRISE KEY DRIVE, KISSIMMEE, FL at $529,999, 2,881 sq ft, 0.14 miles away; 8612 LA ISLA DRIVE, KISSIMMEE, FL at $460,000, 2,317 sq ft, 0.21 miles away.

How long has 8557 LA ISLA DRIVE, KISSIMMEE been on the market?

1 day on the market.

Has the price of 8557 LA ISLA DRIVE, KISSIMMEE changed?

The price has not moved since it was listed.

How big is 8557 LA ISLA DRIVE, KISSIMMEE?

7 bed, 6 bath, 3,667 square feet. That is $179 a square foot.

What year was 8557 LA ISLA DRIVE, KISSIMMEE built?

Built in 2004.

What is the HOA fee at 8557 LA ISLA DRIVE, KISSIMMEE?

The association fee works out to $107 a month.

What are the property taxes at 8557 LA ISLA DRIVE, KISSIMMEE?

Property tax works out to about $663 a month, $7,960 a year.

Is 8557 LA ISLA DRIVE, KISSIMMEE still available?

It is still on the market.

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