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  1. Subdivision Like Rolling Oaks
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18200 50 Court
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Details for 18200 50 Court, Southwest Ranches, FL 33331
Single Family
  1. Price: $6,499,900.00
  2. Price sqft: $785.01 / sqft
  3. Days On Market: 35
  4. Bedrooms: 6
  5. Baths: 7
  6. Garage / Parking Spaces: 8
  7. Bldg sqft: 8280
  8. Acreage: 2.34 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: F10552628
  1. County: Broward
  2. City: Southwest Ranches
  3. Zipcode: 33331
  4. Subdivision: Rolling Oaks Estates
  5. Elementary School: Hawkes Bluff
  6. Middle School: Silver Trail
  7. High School: West Broward
  8. Provided by: Tommy Crivello Real Estate Group
  9. Provided through
  10. DMCA Notice
***brand new construction in heart of rolling oaks estates!!! ***experience unparalleled craftsmanship & masterpiece. Nestled on 2. 33 acres,offering 8,200+total sqft of luxury living,no detail has be
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17701 54 Street
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Details for 17701 54 Street, Southwest Ranches, FL 33331
Land
  1. Price: $3,144,000.00
  2. Days On Market: 45
  3. Acreage: 3.93 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: F10551285
  1. County: Broward
  2. City: Southwest Ranches
  3. Zipcode: 33331
  4. Subdivision: Rolling Oaks Estates
  5. Provided by: Joe Caprio & Co. Real Estate
  6. Provided through
  7. DMCA Notice
Exceptional 3.92 Acre Corner Lot in the Heart of Rolling Oaks in Southwest Ranches, Fla! This unique residential parcel is cleared & ready for its future Owner to design & build their dream estate! Wi
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17330 58 Street
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Details for 17330 58 Street, Southwest Ranches, FL 33331
Land
  1. Price: $1,549,000.00
  2. Days On Market: 15
  3. Acreage: 2.30 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: F10552793
  1. County: Broward
  2. City: Southwest Ranches
  3. Zipcode: 33331
  4. Subdivision: Rolling Oaks Estates
  5. Elementary School: Hawkes Bluff
  6. Middle School: Silver Trail
  7. High School: West Broward
  8. Provided by: Tommy Crivello Real Estate Group
  9. Provided through
  10. DMCA Notice
***rare 2. 3 acre opportunity in rolling oaks estates!!! *** expansive 328 ft x 305 ft lot in a highly desirable section of southwest ranches. Rolling oaks estates offers complete privacy with only on
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17330 58 Street
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Details for 17330 58 Street, Southwest Ranches, FL 33331
Single Family
  1. Price: $1,549,000.00
  2. Price sqft: $450.03 / sqft
  3. Days On Market: 15
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3442
  8. Acreage: 2.30 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1974
MLS#: F10552794
  1. County: Broward
  2. City: Southwest Ranches
  3. Zipcode: 33331
  4. Subdivision: Rolling Oaks Estates
  5. Elementary School: Hawkes Bluff
  6. Middle School: Silver Trail
  7. High School: West Broward
  8. Provided by: Tommy Crivello Real Estate Group
  9. Provided through
  10. DMCA Notice
***rare 2. 3 acre opportunity in rolling oaks estates!!! *** expansive 328 ft x 305 ft lot in a highly desirable section of southwest ranches. Rolling oaks estates offers complete privacy with only on
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8153 Surf Street
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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: 424
  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
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3056 Parrot Head Place
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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: 462
  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
  6. mfrmls
  7. DMCA Notice
'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
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8017 Surf Street
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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: 25
  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
  6. mfrmls
  7. DMCA Notice
**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
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3052 Parrot Head Place
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Details for 3052 Parrot Head Place, KISSIMMEE, FL 34747
Single Family
  1. Price: $1,399,000.00
  2. Price sqft: $289.59 / sqft
  3. Previous Price: $1,425,000
  4. Last Price Change: 03/18/26
  5. Days On Market: 44
  6. Bedrooms: 8
  7. Baths: 9
  8. Bldg sqft: 4831
  9. Acreage: 0.08 acres
  10. Pool: Yes
  11. Waterfront: No
  12. 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
  6. mfrmls
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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
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8145 Surf Street
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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: 129
  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
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21679 106th Lane Road
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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: 224
  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
  9. mfrmls
  10. DMCA Notice
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
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