Searching on:
- Subdivision Like Rolling Oaks
- Listing Status = Active
Single Family
- Price: $1,525,000.00
- Price sqft: $315.67 / sqft
- Previous Price: $1,695,000
- Last Price Change: 11/10/25
- Days On Market: 409
- 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: $1,499,000.00
- Price sqft: $273.04 / sqft
- Previous Price: $1,750,000
- Last Price Change: 11/18/25
- Days On Market: 371
- 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: $1,399,000.00
- Price sqft: $332.07 / sqft
- Days On Market: 77
- 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: $1,247,000.00
- Price sqft: $466.34 / sqft
- Previous Price: $1,280,000
- Last Price Change: 01/07/26
- Days On Market: 172
- 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
- Middle School: Dunnellon
- High School: Dunnellon
- 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: $965,000.00
- Days On Market: 382
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Acreage: 0.38 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1986
MLS#: F10481417
- County: Miami Dade
- City: Miami Gardens
- Zipcode: 33056
- Subdivision: Rolling Oaks Estates
- High School: Miami Norland
- Provided by: All Points Rlty & Investments
- Provided through
- DMCA Notice
Description
- Beautiful and very spacious rolling oaks estates residence boasts four spacious bedrooms and two plus half bathrooms including master suite on second floor walk in closets and updated bathrooms ti
Single Family
- Price: $799,000.00
- Price sqft: $432.36 / sqft
- Days On Market: 79
- 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
- High School: Celebration
- 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: $750,000.00
- Price sqft: $335.27 / sqft
- Days On Market: 208
- Bedrooms: 3
- Baths: 3
- Bldg sqft: 2237
- Acreage: 0.03 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 2021
MLS#: O6325279
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6a
- Provided by: FORTUNE INTERNATIONAL REALTY
- DMCA Notice
Description
- Welcome to Laffites Landing a beautifully appointed, waterfront cottage in the heart of Margaritaville Resort Orlando. This fully furnished 3 bedroom, 3 bath tropical retreat comes with the official
Single Family
- Price: $729,000.00
- Price sqft: $344.19 / sqft
- Previous Price: $779,000
- Last Price Change: 01/24/26
- Days On Market: 100
- Bedrooms: 4
- Baths: 4
- Bldg sqft: 2118
- Acreage: 0.06 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2021
MLS#: O6353140
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6b
- Provided by: EXP REALTY LLC
- DMCA Notice
Description
- Huge price improvement! Sought after and rare two story 4 bedroom model for sale with pool spa & two balconies (front and back)!! Has been used as primary residence, in immaculate condition & rent rea
Single Family
- Price: $724,900.00
- Price sqft: $350.53 / sqft
- Previous Price: $759,000
- Last Price Change: 01/28/26
- Days On Market: 90
- Bedrooms: 5
- Baths: 6
- Bldg sqft: 2068
- Acreage: 0.05 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2020
MLS#: O6357744
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6b
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
Description
- Beautiful 5 bedrooms, 5 and a half bathroom POOL COTTAGE ON AN OVERSIZED CORNER LOT located in Margaritaville Resort! Just moments from Disney World, this turn key cottage comes fully furnished with M
Single Family
- Price: $699,999.00
- Price sqft: $338.49 / sqft
- Previous Price: $788,000
- Last Price Change: 01/05/26
- Days On Market: 207
- Bedrooms: 5
- Baths: 6
- Bldg sqft: 2068
- Acreage: 0.05 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2020
MLS#: O6325397
- County: OSCEOLA
- City: KISSIMMEE
- Zipcode: 34747
- Subdivision: Rolling Oaks Ph 6b
- Elementary School: Westside K
- Middle School: West Side
- High School: Celebration
- Provided by: THE AGENCY FL
- DMCA Notice
Description
- Welcome to this beautifully furnished 5 bedroom, 5.5 bathroom two story home located in the highly sought after Rolling Oaks community within the Margaritaville Resort. Built in 2020, this turnkey pro
















