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  1. School = Tuskawilla Middle
Details for 433 Woodcrest Street, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $559,000.00
  2. Price sqft: $187.08 / sqft
  3. Previous Price: $575,000
  4. Last Price Change: 07/02/25
  5. Days On Market: 23
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2988
  10. Acreage: 0.21 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1998
MLS#: TB8392957
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winding Hollow
  5. Elementary School: Layer Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Winter Springs High
  8. Provided by: LPT REALTY, LLC
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Here is your chance to buy in Winding Hollow at an extremely discounted price! This beautiful 4/3 pool home is in the perfect location for entertaining family and friends. With fresh paint inside and
Details for 5338 Tangerine Avenue, WINTER PARK, FL 32792
Single Family
  1. Price: $499,900.00
  2. Price sqft: $219.16 / sqft
  3. Previous Price: $509,900
  4. Last Price Change: 06/19/25
  5. Days On Market: 59
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2281
  10. Acreage: 0.21 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1976
MLS#: O6308136
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Wrenwood Heights
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: CENTURY 21 CARIOTI
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One or more photo(s) has been virtually staged. Completely Renovated 4 Bedroom Pool Home in the Heart of Winter Park! 2,195 Sq Ft of Modern Living! Welcome to 5338 Tangerine Ave, a beautifully update
Details for 1173 Valley Creek Run, WINTER PARK, FL 32792
Single Family
  1. Price: $489,900.00
  2. Price sqft: $185.15 / sqft
  3. Previous Price: $499,900
  4. Last Price Change: 07/09/25
  5. Days On Market: 29
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2646
  10. Acreage: 0.21 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1995
MLS#: O6318124
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Lost Creek
  5. Elementary School: Red Bug Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: LUKER & CO REAL ESTATE LLC
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Welcome to this beautifully maintained 3 bedroom, 2 bath home offering 1,906 square feet of comfortable living space in the heart of Winter Park. Built in 1995, this home features a desirable split be
Details for 5326 Lanyard Court, WINTER PARK, FL 32792
Single Family
  1. Price: $459,999.00
  2. Price sqft: $218.53 / sqft
  3. Days On Market: 78
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2105
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1973
MLS#: O6301956
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Woodcrest
  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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Discover your dream home in Winter Park! This stunning 3 bedroom, 2 bathroom gem sits on a spacious 1/3 acre lot, offering the perfect blend of comfort, style, and outdoor living. Step inside to an in
Details for 2151 Conifer Avenue, WINTER PARK, FL 32792
Single Family
  1. Price: $459,900.00
  2. Price sqft: $175.20 / sqft
  3. Days On Market: 21
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2625
  8. Acreage: 0.19 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1970
MLS#: O6320288
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Eastbrook Sub
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: KORR REALTY CORP
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This POOL home is amazing in every way and is truly a must see! Original Owner with pride of ownership. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just min
Details for 3306 Fishermans Cove, WINTER PARK, FL 32792
Single Family
  1. Price: $459,000.00
  2. Price sqft: $145.76 / sqft
  3. Previous Price: $489,000
  4. Last Price Change: 07/01/25
  5. Days On Market: 86
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3149
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1985
MLS#: O6300178
  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: WEICHERT REALTORS HALLMARK PROPERTIES
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Beautiful home is the sought after community of Pelican Bay in Winter Park. Pelican Bay only has 48 homes in the community and has a small HOA of $500 a year. This 3 bedroom, 2 bathroom pool home is
Details for 2209 Fairglenn Way, WINTER PARK, FL 32792
Single Family
  1. Price: $439,999.00
  2. Price sqft: $151.15 / sqft
  3. Days On Market: 42
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2911
  8. Acreage: 0.31 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1986
MLS#: O6313561
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Quail Run
  5. Elementary School: Red Bug Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: HIVE REALTY LLC
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**New roof will be installed prior to closing** Located in the sought after Quail Run community, this 4 bedroom, 2 bathroom home offers over 2,000 sq ft of comfortable living space on an oversized
Details for 4530 Brook Hollow Circle, WINTER SPRINGS, FL 32708
Townhome
  1. Price: $252,500.00
  2. Price sqft: $181.66 / sqft
  3. Previous Price: $255,500
  4. Last Price Change: 07/09/25
  5. Days On Market: 196
  6. Bedrooms: 2
  7. Baths: 3
  8. Bldg sqft: 1390
  9. Acreage: 0.05 acres
  10. Pool: No
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. Year Built: 1991
MLS#: O6266740
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Deer Run
  5. Elementary School: Keeth Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: EDISON REAL ESTATE SERVICES
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MOTIVATED SELLER... Seller is willing to contribute to buyer(s)closing costs, pre paid items, 2/1 buy down, etc, up to $12,000.00 with full price offer and closing. Move In Ready, well maintained,
Details for 3136 Heartleaf Place, WINTER PARK, FL 32792
Rental
  1. Price: $3,999.00
  2. Price sqft: $1.47 / sqft
  3. Previous Price: $4,499
  4. Last Price Change: 07/09/25
  5. Days On Market: 13
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2717
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1995
MLS#: O6322324
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Lost Creek
  5. Elementary School: Red Bug Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: 407 PROPERTIES
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Welcome to your Winter Park dream home! This beautifully maintained 4 bedroom, 3.5 bathroom residence sits on a spacious corner lot and seamlessly blends luxury, comfort, and functionality. The open f
Details for 2716 Clinton Heights Court, OVIEDO, FL 32765
Rental
  1. Price: $1,895.00
  2. Price sqft: $1.03 / sqft
  3. Days On Market: 4
  4. Bedrooms: 2
  5. Baths: 3
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1838
  8. Acreage: 0.04 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2004
MLS#: O6325081
  1. County: SEMINOLE
  2. City: OVIEDO
  3. Zipcode: 32765
  4. Subdivision: Ashford Park Twnhms Rep One
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: THE CAVALIERI PROPERTY MANAGEMENT LLC
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Location, location, location. Stunning 2 bedroom, 2.5 bath unit with a 1 car garage in Ashford Park, Oviedo, Florida. The first floor features an open layout with abundant natural light. Two spacious