Searching on:
  1. Subdivision Like Rolling Oaks
  2. Listing Status = Active
Details for 8153 Surf Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $1,499,000.00
  2. Price sqft: $273.04 / sqft
  3. Previous Price: $1,750,000
  4. Last Price Change: 11/18/25
  5. Days On Market: 412
  6. Bedrooms: 8
  7. Baths: 9
  8. Bldg sqft: 5490
  9. Acreage: 0.08 acres
  10. Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6273572
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 6a
  5. Provided by: LOKATION
  6. mfrmls
  7. DMCA Notice
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
Details for 3056 Parrot Head Place, KISSIMMEE, FL 34747
Single Family
  1. Price: $1,450,000.00
  2. Price sqft: $300.15 / sqft
  3. Previous Price: $1,525,000
  4. Last Price Change: 02/08/26
  5. Days On Market: 450
  6. Bedrooms: 8
  7. Baths: 9
  8. Bldg sqft: 4831
  9. Acreage: 0.08 acres
  10. Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Pond
  15. Year Built: 2018
MLS#: O6265271
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 5
  5. Provided by: EXP REALTY LLC
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'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
Details for 3052 Parrot Head Place, KISSIMMEE, FL 34747
Single Family
  1. Price: $1,425,000.00
  2. Price sqft: $294.97 / sqft
  3. Days On Market: 31
  4. Bedrooms: 8
  5. Baths: 9
  6. Bldg sqft: 4831
  7. Acreage: 0.08 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 2019
MLS#: S5143539
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 5
  5. Provided by: FLORIDA IN MOTION REALTY INC
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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
Details for 8017 Surf Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $1,400,000.00
  2. Price sqft: $289.92 / sqft
  3. Days On Market: 13
  4. Bedrooms: 7
  5. Baths: 9
  6. Bldg sqft: 4829
  7. Acreage: 0.08 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6386683
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 5
  5. Provided by: LUXE PROPERTIES LLC
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**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
Details for 8145 Surf Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $1,399,000.00
  2. Price sqft: $332.07 / sqft
  3. Days On Market: 117
  4. Bedrooms: 6
  5. Baths: 6
  6. Bldg sqft: 4213
  7. Acreage: 0.08 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6361261
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 6a
  5. Provided by: COLDWELL BANKER REALTY
  6. mfrmls
  7. DMCA Notice
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
Details for 21679 106th Lane Road, DUNNELLON, FL 34431
Single Family
  1. Price: $1,247,000.00
  2. Price sqft: $466.34 / sqft
  3. Previous Price: $1,280,000
  4. Last Price Change: 01/07/26
  5. Days On Market: 212
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 2674
  10. Acreage: 10.00 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2023
MLS#: OM707484
  1. County: MARION
  2. City: DUNNELLON
  3. Zipcode: 34431
  4. Subdivision: Rolling Oaks Estate
  5. Elementary School: Dunnellon
  6. Middle School: Dunnellon
  7. High School: Dunnellon
  8. Provided by: ENGEL & VOLKERS OCALA
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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
Details for 8009 Surf Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $1,025,000.00
  2. Price sqft: $352.96 / sqft
  3. Days On Market: 21
  4. Bedrooms: 5
  5. Baths: 7
  6. Bldg sqft: 2904
  7. Acreage: 0.08 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Pond
  13. Year Built: 2019
MLS#: O6383187
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 5
  5. Provided by: EXP REALTY LLC
  6. mfrmls
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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
Details for 8098 Knee Deep Road, KISSIMMEE, FL 34747
Single Family
  1. Price: $799,000.00
  2. Price sqft: $432.36 / sqft
  3. Days On Market: 120
  4. Bedrooms: 5
  5. Baths: 6
  6. Bldg sqft: 1848
  7. Acreage: 0.03 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6360849
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 6b
  5. Elementary School: Westside Elem
  6. Middle School: Kissimmee
  7. High School: Celebration
  8. Provided by: LIFESTYLE INTERNATIONAL REALTY
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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
Details for 8121 Surf Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $750,000.00
  2. Price sqft: $335.27 / sqft
  3. Days On Market: 248
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 2237
  7. Acreage: 0.03 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Waterfront Type: Pond
  12. Year Built: 2021
MLS#: O6325279
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 6a
  5. Provided by: FORTUNE INTERNATIONAL REALTY
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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
Details for 8082 Knee Deep Road, KISSIMMEE, FL 34747
Single Family
  1. Price: $724,900.00
  2. Price sqft: $350.53 / sqft
  3. Previous Price: $759,000
  4. Last Price Change: 01/28/26
  5. Days On Market: 130
  6. Bedrooms: 5
  7. Baths: 6
  8. Bldg sqft: 2068
  9. Acreage: 0.05 acres
  10. Pool: Yes
  11. Waterfront: No
  12. Year Built: 2020
MLS#: O6357744
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Rolling Oaks Ph 6b
  5. Provided by: COLDWELL BANKER REALTY
  6. mfrmls
  7. DMCA Notice
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