Under contract-accepting backup offers. 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.
Property Details
Price:
$654,900
MLS #:
S5155067
Status:
Active Under Contract
Beds:
7
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
EMERALD ISLAND RESORT PH 4
Neighborhood:
34747kissimmeecelebration
Listed Date:
Aug 6, 2026
Finished Sq Ft:
3,667
Total Sq Ft:
4,786
Lot Size:
8,015 sqft / 0.18 acres (approx)
Year Built:
2004
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
6 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Crown Molding, High Ceilings, Open Floorplan, Split Bedroom, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Association Amenities
Clubhouse, Fitness Center, Gated, Playground, Pool, Recreation Facilities, Security, Tennis Court(s), Trail(s)
Attached Garage YN
1
Community Features
Clubhouse, Deed Restrictions, Fitness Center, Gated Community – Guard, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Concrete
Covered Spaces
3
Direction Faces
Northeast
Exterior Features
Outdoor Shower, Sidewalk, Sliding Doors
Garage Spaces
3
Lot Features
Landscaped, Level, Sidewalk
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Rear Porch, Screened
Roof
Shingle
Security Features
Gated Community
Spa Features
In Ground
View
Pool, Trees/Woods, Water
Window Features
Blinds, Drapes, Shutters
Financial
HOA Fee
$107
HOA Fee 2
$324
HOA Fee 2 Frequency
Monthly
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Recreational Facilities, Trash
HOA Name
: Leland Management / Hector Santos
HOA Name 2
Emerald Island Resort Master Association
HOA Phone
407-787-3965
Tax Year
2025
Taxes
$7,960
Map
Community
- Address8557 LA ISLA DRIVE KISSIMMEE FL
- SubdivisionEMERALD ISLAND RESORT PH 4
- CityKISSIMMEE
- CountyOsceola
- Zip Code34747
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Aug 29, 2026
2,313
Single Family Listed
161
Avg DOM
217
Avg $ / SqFt
$472,830
Avg List Price
Property Summary
- Located in the EMERALD ISLAND RESORT PH 4 subdivision, 8557 LA ISLA DRIVE KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $654,900 and features 7 beds, 6 baths, and has approximately 3,667 square feet of living space, and was originally constructed in 2004. The current price per square foot is $179. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,830. To schedule a showing of MLS#s5155067 at 8557 LA ISLA DRIVE in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of CENTURY 21 ALL HOMES & PROPERT. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 8557 LA ISLA DRIVE
KISSIMMEE, FL
