Searching on:
- Subdivision Like Rolling Oaks
- Listing Status = Active
Single Family
- Price: $1,499,000.00
- Price sqft: $273.04 / sqft
- Previous Price: $1,750,000
- Last Price Change: 03/11/26
- Days On Market: 446
- Bedrooms: 8
- Baths: 9
- Bldg sqft: 5490
- Acreage: 0.08 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2020
MLS#: O6273572
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6a
- Provided by: LOKATION
- DMCA Notice
Description
- WOW! Fun In Paradise Awaits You in this Spectacular Spacious Cottage w/Private Pool & Spa at Margaritaville Resort Orlando! This model features 8 bedrooms all with their own private ensuite bath. The
Single Family
- Price: $1,450,000.00
- Price sqft: $300.15 / sqft
- Previous Price: $1,525,000
- Last Price Change: 02/09/26
- Days On Market: 484
- Bedrooms: 8
- Baths: 9
- Bldg sqft: 4831
- Acreage: 0.08 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 2018
MLS#: O6265271
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 5
- Provided by: EXP REALTY LLC
- DMCA Notice
Description
- 'easy breezy' cottage on margaritaville resort orlando's 'trophy row'! Extremely rare opportunity to own one of the largest waterfront cottages with pool and spa plus your very own elevator ($40k upgr
Single Family
- Price: $1,399,000.00
- Price sqft: $332.07 / sqft
- Days On Market: 151
- Bedrooms: 6
- Baths: 6
- Bldg sqft: 4213
- Acreage: 0.08 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2020
MLS#: O6361261
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6a
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
Description
- Incredible 6 Bedroom WATER FRONT cottage with private pool and spa located in the heart of Margaritaville Resort just 5 minutes from Disney! This immaculately kept, highly sought after floorplan, sits
Single Family
- Price: $1,399,000.00
- Price sqft: $289.59 / sqft
- Previous Price: $1,425,000
- Last Price Change: 03/17/26
- Days On Market: 66
- Bedrooms: 8
- Baths: 9
- Bldg sqft: 4831
- Acreage: 0.08 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2019
MLS#: S5143539
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 5
- Provided by: FLORIDA IN MOTION REALTY INC
- DMCA Notice
Description
- Kick back and embrace the laid back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this
Single Family
- Price: $1,350,000.00
- Price sqft: $279.56 / sqft
- Previous Price: $1,400,000
- Last Price Change: 04/04/26
- Days On Market: 47
- Bedrooms: 7
- Baths: 9
- Bldg sqft: 4829
- Acreage: 0.08 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2019
MLS#: O6386683
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 5
- Provided by: LUXE PROPERTIES LLC
- DMCA Notice
Description
- **7 Bedrooms | 8.5 Bathrooms | Lakefront Living at Its Finest** Welcome to your dream home on the lake! This stunning 7 bedroom, 8.5 bathroom house just hit the market and it's everything you've be
Single Family
- Price: $1,247,000.00
- Price sqft: $466.34 / sqft
- Previous Price: $1,280,000
- Last Price Change: 03/24/26
- Days On Market: 246
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 3
- Bldg sqft: 2674
- Acreage: 10.00 acres
- Pool: No
- Waterfront: No
- Year Built: 2023
MLS#: OM707484
- County: MARION
- City: DUNNELLON
- Zipcode: 34431
- Subdivision: Rolling Oaks Estate
- Elementary School: Dunnellon Elementary School
- Middle School: Dunnellon Middle School
- High School: Dunnellon High School
- Provided by: ENGEL & VOLKERS OCALA
- DMCA Notice
Description
- Wind down the gated entrance lined with stately columns and arrive at a property where comfort, charm, and thoughtful details await in this gorgeous 3 bedroom 2 1/2 baths. Surrounded by the natural vi
Single Family
- Price: $1,025,000.00
- Price sqft: $352.96 / sqft
- Days On Market: 55
- Bedrooms: 5
- Baths: 7
- Bldg sqft: 2904
- Acreage: 0.08 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 2019
MLS#: O6383187
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 5
- Provided by: EXP REALTY LLC
- DMCA Notice
Description
- Spectactular and spacious waterfront cottage at margaritaville resort orlando in premium resort location! This home features a private pool and spa, 5 bedrooms, 5 full baths and 2 half baths with a a
Single Family
- Price: $799,000.00
- Price sqft: $432.36 / sqft
- Previous Price: $775,000
- Last Price Change: 01/22/26
- Days On Market: 154
- Bedrooms: 5
- Baths: 6
- Bldg sqft: 1848
- Acreage: 0.03 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2020
MLS#: O6360849
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6b
- Elementary School: Westside Elem
- Middle School: Kissimmee Middle
- High School: Celebration High
- Provided by: LIFESTYLE INTERNATIONAL REALTY
- DMCA Notice
Description
- Experience resort style living in this stunning 5 bedroom, 5.5 bath cottage located in the highly sought after Margaritaville Resort Orlando. Perfectly positioned on an oversized corner lot, this home
Single Family
- Price: $795,000.00
- Price sqft: $334.88 / sqft
- Days On Market: 25
- Bedrooms: 4
- Baths: 5
- Bldg sqft: 2374
- Acreage: 0.07 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2021
MLS#: O6392792
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6b
- Provided by: EXP REALTY LLC
- DMCA Notice
Description
- Stunning fully furnished 4 bedroom, 4. 5 bath cottage with private heated pool & spa at margaritaville resort orlando! This exceptional home offers front balconies on both the second and third floors.
Townhome
- Price: $774,900.00
- Price sqft: $374.35 / sqft
- Days On Market: 21
- Bedrooms: 4
- Baths: 4
- Bldg sqft: 2070
- Acreage: 0.07 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2020
MLS#: O6393521
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6b
- Provided by: EXP REALTY LLC
- DMCA Notice
Description
- Stunning fully furnished cottage for sale at margaritaville resort orlando with private heated pool and spa!. This cottage has 4 bedrooms, 4 full baths, upgraded "wood" tile flooring, stainless steel


















