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  1. Subdivision Like Oaks
Details for 112 Osprey Point Drive, Osprey, FL 34229
Single Family
  1. Price: $3,500,000.00
  2. Price sqft: $316.00 / sqft
  3. Previous Price: $3,705,000
  4. Last Price Change: 07/31/25
  5. Days On Market: 93
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 11076
  10. Acreage: 0.60 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: BayAccess,IntracoastalAccess
  16. Year Built: 1989
MLS#: O6305818
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Oaks
  5. Elementary School: Laurel Nokomis
  6. Middle School: Venice Area
  7. High School: Venice Senior
  8. Provided by: KARA MONEY LLC
  9. Provided through
  10. DMCA Notice
Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers swee
Details for 1761 Legion Drive, Winter Park, FL 32789
Single Family
  1. Price: $3,499,999.00
  2. Price sqft: $555.82 / sqft
  3. Previous Price: $3,544,999
  4. Last Price Change: 07/29/25
  5. Days On Market: 54
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6297
  10. Acreage: 0.39 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2017
MLS#: O6302616
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Green Oaks Rep 02
  5. Elementary School: Dommerich Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: SCANLON REALTY GROUP LLC
  9. Provided through
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One of the most coveted neighborhoods in all of Winter Park! This custom built 5 bedroom, 5.5 bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and
Details for 1721 Allens Creek Drive, Clearwater, FL 33764
Single Family
  1. Price: $1,790,000.00
  2. Price sqft: $236.18 / sqft
  3. Previous Price: $1,990,000
  4. Last Price Change: 07/26/25
  5. Days On Market: 57
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 7579
  10. Acreage: 0.75 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: CanalAccess,RiverAccess
  15. Year Built: 1979
MLS#: TB8392817
  1. County: PINELLAS
  2. City: Clearwater
  3. Zipcode: 33764
  4. Subdivision: Sharon Oaks Estates Rep
  5. Elementary School: Belcher
  6. Middle School: Oak Grove
  7. High School: Largo
  8. Provided by: SMITH & ASSOCIATES REAL ESTATE
  9. Provided through
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One or more photo(s) has been virtually staged. If these walls could talk, theyd tell the story of a young engineer turned ceo and wife who needed more than just square footage, they needed space to a
Details for 909 Macewen Drive, Osprey, FL 34229
Single Family
  1. Price: $1,695,000.00
  2. Price sqft: $308.46 / sqft
  3. Previous Price: $1,795,000
  4. Last Price Change: 07/02/25
  5. Days On Market: 327
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5495
  10. Acreage: 0.56 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 1991
MLS#: A4621683
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Oaks 2 Phase 2
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: GENEROUS PROPERTY
  9. Provided through
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**stunning golf course estate in the highly sought after oaks country club community** situated on an over half acre lot overlooking the 12th fairway of the interior, heron golf course. With its delig
Details for 5127 Leeward Way, Orlando, FL 32809
Single Family
  1. Price: $1,590,000.00
  2. Price sqft: $321.80 / sqft
  3. Previous Price: $1,650,000
  4. Last Price Change: 06/11/25
  5. Days On Market: 80
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4941
  10. Acreage: 0.61 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: CanalAccess,CanalFront,LakePrivileges
  15. Year Built: 1972
MLS#: O6309938
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32809
  4. Subdivision: River Oaks
  5. Elementary School: Pershing Elem
  6. High School: Boone
  7. Provided by: FATHOM REALTY FL LLC
  8. Provided through
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5127 Leeward Way | Orlando, FL Where Summer Lingers and Life Slows Down Tucked away on a peaceful cul de sac with LOW HOA, this 4 bedroom, 3 bath pool home offers the kind of lifestyle that feels
Details for 1419 Hollingsworth Oaks Drive, Lakeland, FL 33803
Single Family
  1. Price: $1,499,900.00
  2. Price sqft: $198.30 / sqft
  3. Days On Market: 186
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7564
  8. Acreage: 0.66 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1984
MLS#: L4950411
  1. County: POLK
  2. City: Lakeland
  3. Zipcode: 33803
  4. Subdivision: Hollingsworth Oaks
  5. Provided by: KELLER WILLIAMS REALTY SMART
  6. Provided through
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Elegant Lake Hollingsworth Estate Home! This stunning property boasts 5 bedrooms, 5.5 bathrooms, and has been meticulously maintained by its sole owner. Just steps away from the picturesque Lake Holli
Details for 3148 Watermark Drive, Wesley Chapel, FL 33544
Single Family
  1. Price: $1,450,000.00
  2. Price sqft: $244.89 / sqft
  3. Previous Price: $1,475,000
  4. Last Price Change: 07/18/25
  5. Days On Market: 60
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5921
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2012
MLS#: TB8394069
  1. County: PASCO
  2. City: Wesley Chapel
  3. Zipcode: 33544
  4. Subdivision: Seven Oaks Prcl S02
  5. Elementary School: Seven Oaks
  6. Middle School: John Long
  7. High School: Wiregrass Ranch
  8. Provided by: RED SASH REALTY LLC
  9. Provided through
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Discover luxury living in the heart of Wesley Chapel with this stunning 5 bedroom, 4 bathroom pool home in the highly sought after gated community of Seven Oaks. Designed for multigenerational familie
Details for 14115 Harborwood Drive, Largo, FL 33774
Single Family
  1. Price: $1,393,000.00
  2. Price sqft: $359.21 / sqft
  3. Days On Market: 107
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 3878
  8. Acreage: 0.41 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1986
MLS#: TB8371928
  1. County: PINELLAS
  2. City: Largo
  3. Zipcode: 33774
  4. Subdivision: Kensington Oaks
  5. Provided by: VIEWPOINT REALTY INTERNATIONAL
  6. Provided through
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Recreation, Privacy, Multiple Garages! Located in the quiet Kensington Oaks neighborhood, you are five minutes to catch sunsets at Indian Rocks Beach. This 2,765 sq.' open concept home features 3 bedr
Details for 9045 Mossy Oak Lane, Clermont, FL 34711
Single Family
  1. Price: $1,350,000.00
  2. Price sqft: $182.78 / sqft
  3. Days On Market: 25
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7386
  8. Acreage: 0.70 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1997
MLS#: O6326176
  1. County: LAKE
  2. City: Clermont
  3. Zipcode: 34711
  4. Subdivision: Lake Louisa Oaks Sub
  5. Elementary School: Pine Ridge Elem
  6. Middle School: Gray
  7. High School: South Lake
  8. Provided by: ELITE PROPERTY SALES
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Nestled across a rare double lot among towering cypress and moss draped trees, this extraordinary modern Tudor estate offers a lifestyle of rare beauty and effortless elegance. Nestled in the exclusiv
Details for 437 Harbour Oaks Pointe Drive, Orlando, FL 32809
Single Family
  1. Price: $1,299,900.00
  2. Price sqft: $352.28 / sqft
  3. Days On Market: 8
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3690
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess,CanalFront,Lake
  13. Year Built: 1993
MLS#: O6330457
  1. County: ORANGE
  2. City: Orlando
  3. Zipcode: 32809
  4. Subdivision: Harbour Oaks Pointe
  5. Elementary School: Pershing Elem
  6. Middle School: PERSHING K
  7. High School: Oak Ridge
  8. Provided by: THE AGENCY ORLANDO
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Experience Conway Chain of Lakes living at its finest in this WATERFRONT luxury estate on an oversized lot with over 90 feet of water frontage! The stately curb appeal of this4 bedroom, 2.5 bathroom h