The current prices for all Real Estate Listings in Rolling Oaks Ph 5 - Kissimmee, FL are reflected in the the table below.
Market Snapshot
Averages based on current search criteria as of 06/13/2026 6:57 PM
| Class | Total | Price | Beds | Baths | Age |
|---|---|---|---|---|---|
| Residential | 11 | $699,164 | 3.8 | 3.9 | 7.1 |
3056 Parrot Head Place
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# O6265271 / Active
'EASY BREEZY' Cottage on Margaritaville Resort Orlando's 'TROPHY ROW'! EXTREMELY RARE OPPORTUNITY TO OWN ONE of the LARGEST WATERFRONT COTTAGES WIT...
Reduced -$25,000
3052 Parrot Head Place
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# S5143539 / Active
Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot...
Reduced -$26,000
8017 Surf Street
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# O6386683 / Active
**7 Bedrooms | 8.5 Bathrooms | Waterfront Living at Its Finest** ENJOY DISNEY MAGIC KINGDOM AND EPCOT FIREWORKS FROM THE TOP DECK. Welcome to your ...
Reduced -$25,000
8060 Dreamsicle Drive
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# W7886608 / Active
Welcome to 8060 Dreamsicle Drive, where every day feels like a vacation and every stay creates an opportunity. Located within the world-renowned Ma...
8029 Sand Bar Drive
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# O6408240 / Active
'CABANA BREEZE' Cottage For Sale with PREMIUM RESORT LOCATION JUST STEPS AWAY FROM ALL THE RESORT AMENITIES! YOU CAN'T GET ANY CLOSER THAN THIS! Mo...
8080 Dreamsicle Drive
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# O6395871 / Active
""LAZY PARROT"" is a Charming Cottage at Margaritaville Resort Orlando. This is a Wonderful Community to Live in Full Time, Own a Second Home or In...
Reduced -$10,000
3009 Sea Plane
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# S5150143 / Active
AMAZING!!!!! This Margaritaville Resort beauty is fully furnished with the Ethan Allen Furniture Package and has a PERSONAL HOT TUB. This 2-bedroom...
8004 Dreamsicle Drive
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# O6326566 / Active
Welcome to Paradise at Margaritaville Resort Orlando! This stunning 2-bedroom, 2.5-bath cottage is nestled in one of the resorts premium locations,...
Reduced -$13,000
8056 Dreamsicle Drive
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# O6387518 / Active
Welcome to 8056 Dreamsicle Drive in Kissimmee, a beautifully maintained 3 bedroom, 3 bathroom home located in the highly sought-after Margaritavill...
3005 Latitude Lane
Kissimmee, FL 34747
Rolling Oaks Ph 5
Residential
MLS# O6364537 / Active
Gorgeous Cottage at Margaritaville Resort Orlando! 1131-B Model 2 Bedrooms, 2 Bathrooms with Upgraded Tile Roof! Primary BedroomDownstairs with En ...
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MLS IDX data last updated on 06-13-2026 6:14 PM EST.