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Single Family
  1. Price: $3,750,000.00
  2. Price sqft: $653.65 / sqft
  3. Days On Market: 2
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5737
  8. Acreage: 19.65 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1985
MLS#: O6331813
  1. County: SEMINOLE
  2. City: OVIEDO
  3. Zipcode: 32765
  4. Elementary School: Evans Elementary
  5. Middle School: Tuskawilla Middle
  6. High School: Lake Howell High
  7. Provided by: EXP REALTY LLC
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Discover a rare opportunity to own this stunning almost 20 acre estate in the heart of Oviedo, FLfully turnkey, income producing, gem nestled in peaceful Oviedo, just minutes from Winter Park, UCF, an
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5655 Oak Hollow Lane
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Details for 5655 Oak Hollow Lane, OVIEDO, FL 32765
Single Family
  1. Price: $1,850,000.00
  2. Price sqft: $280.35 / sqft
  3. Days On Market: 90
  4. Bedrooms: 4
  5. Baths: 4
  6. Bldg sqft: 6599
  7. Acreage: 5.67 acres
  8. Pool: No
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1987
MLS#: O6307374
  1. County: SEMINOLE
  2. City: OVIEDO
  3. Zipcode: 32765
  4. Elementary School: Evans Elementary
  5. Middle School: Tuskawilla Middle
  6. High School: Lake Howell High
  7. Provided by: COLDWELL BANKER REALTY
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Welcome to 5655 Oak Hollow Lane, where the essence of Old Florida comes to life at the end of a quiet, private road. As you drive down Oak Hollow Lanea peaceful dirt road where time seems to slow and
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5236 Lake Howell Road
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Details for 5236 Lake Howell Road, WINTER PARK, FL 32792
Single Family
  1. Price: $1,450,000.00
  2. Price sqft: $369.05 / sqft
  3. Days On Market: 20
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 3929
  8. Acreage: 0.29 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6330075
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Tanglewood Sec 3 Rep
  5. Elementary School: English Estates Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: BHHS FLORIDA REALTY
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Experience the best of Winter Park living in this stunning new custom built pool home situated on a generous .29 acre lot just 1.9 miles from Park Avenue. Designed with a modern aesthetic and built to
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2922 Reef Knot Place
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Details for 2922 Reef Knot Place, WINTER PARK, FL 32792
Single Family
  1. Price: $1,349,000.00
  2. Price sqft: $339.63 / sqft
  3. Previous Price: $1,395,000
  4. Last Price Change: 07/31/25
  5. Days On Market: 67
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3972
  10. Acreage: 0.67 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2019
MLS#: O6316445
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Lake Florence Preserve
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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One or more photo(s) has been virtually staged. Stunning Lakefront Living in an Exclusive Gated Community! Welcome to this beautifully appointed single level home in an intimate gated community of jus
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3760 Branton Drive
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Details for 3760 Branton Drive, OVIEDO, FL 32765
Single Family
  1. Price: $1,299,000.00
  2. Price sqft: $196.14 / sqft
  3. Days On Market: 35
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6623
  8. Acreage: 10.25 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1987
MLS#: O6325167
  1. County: SEMINOLE
  2. City: OVIEDO
  3. Zipcode: 32765
  4. Subdivision: Mc Culloch Sub
  5. Elementary School: Evans Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: KELLER WILLIAMS REALTY AT THE PARKS
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**This property qualifies for a closing cost credit up to $12,000 through the Sellers preferred lender (restrictions apply).** Welcome to a Private Estate on Over 10 Acres in the Heart of Oviedo. Tuck
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4048 Gilder Rose Place
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Details for 4048 Gilder Rose Place, WINTER PARK, FL 32792
Single Family
  1. Price: $1,190,000.00
  2. Price sqft: $243.90 / sqft
  3. Previous Price: $1,210,000
  4. Last Price Change: 08/05/25
  5. Days On Market: 65
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4879
  10. Acreage: 0.72 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1992
MLS#: O6316911
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Bear Gully Pointe
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: COMPASS FLORIDA LLC
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Welcome to 4048 Gilder Rose Pl, an impressive four bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featurin
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1444 Pelican Bay Trail
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Details for 1444 Pelican Bay Trail, WINTER PARK, FL 32792
Single Family
  1. Price: $1,070,000.00
  2. Price sqft: $250.29 / sqft
  3. Previous Price: $1,095,000
  4. Last Price Change: 07/13/25
  5. Days On Market: 155
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4275
  10. Acreage: 0.57 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1984
MLS#: S5122502
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Pelican Bay
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: TRANSCEND REALTY
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Back on market due to financing issue with buyer. Updated Price! A True Gem on the Lake! If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance!
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5252 Garlanger Trail
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Details for 5252 Garlanger Trail, OVIEDO, FL 32765
Single Family
  1. Price: $1,000,000.00
  2. Price sqft: $332.89 / sqft
  3. Days On Market: 24
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 8
  7. Bldg sqft: 3004
  8. Acreage: 4.99 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1985
MLS#: O6324056
  1. County: SEMINOLE
  2. City: OVIEDO
  3. Zipcode: 32765
  4. Elementary School: Rainbow Elementary
  5. Middle School: Tuskawilla Middle
  6. High School: Lake Howell High
  7. Provided by: COLDWELL BANKER REALTY
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Location, privacy and peaceful country style living Welcome to this hidden oasis that is mere moments from everything Orlando holds dear. Nestled on 4.99 acres of scenic natural Florida landscape, t
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4107 Gabriella Lane
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Details for 4107 Gabriella Lane, WINTER PARK, FL 32792
Single Family
  1. Price: $1,000,000.00
  2. Price sqft: $243.72 / sqft
  3. Previous Price: $1,200,000
  4. Last Price Change: 07/30/25
  5. Days On Market: 91
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4103
  10. Acreage: 1.84 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 1998
MLS#: O6307317
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Elementary School: Red Bug Elementary
  5. Middle School: Tuskawilla Middle
  6. High School: Lake Howell High
  7. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
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One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat A Rare Blend of Privacy and Natural Beauty! Refurb
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2890 Wild Ginger Court
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Details for 2890 Wild Ginger Court, WINTER PARK, FL 32792
Single Family
  1. Price: $999,500.00
  2. Price sqft: $215.69 / sqft
  3. Previous Price: $1,149,000
  4. Last Price Change: 08/10/25
  5. Days On Market: 49
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4634
  10. Acreage: 0.38 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1993
MLS#: O6321617
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Bear Gully Pointe
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137 acre spring fed lake. This meticulously crafted home sits in a priva
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