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  1. School = Keeth Elementary
Details for 1112 Orange Avenue, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $5,750,000.00
  2. Price sqft: $464.68 / sqft
  3. Previous Price: $5,998,000
  4. Last Price Change: 08/29/25
  5. Days On Market: 253
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 12374
  10. Acreage: 5.33 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2008
MLS#: O6298615
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Lake Jessup
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: THE AGENCY ORLANDO
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This exquisite lakefront property in Orlando offers a unique blend of luxury and charm, set on a generous 5.33 acre lot without HOA restrictions. The residence features an Italian inspired exterior, c
Details for 202 Arrowhead Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,250,000.00
  2. Price sqft: $213.27 / sqft
  3. Days On Market: 119
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 5861
  8. Acreage: 0.50 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1996
MLS#: O6337777
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Arrowhead At Tuscawilla
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: RE/MAX TOWN & COUNTRY REALTY
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Unique, custom built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevat
Details for 213 Heatherwood Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $925,000.00
  2. Price sqft: $192.55 / sqft
  3. Previous Price: $950,000
  4. Last Price Change: 11/25/25
  5. Days On Market: 162
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4804
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Pond
  16. Year Built: 1998
MLS#: O6323685
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Reserve At Tuscawilla Ph 2
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: COLDWELL BANKER REALTY
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Welcome to luxury living in the gated community of the Reserve at Tuscawilla! This elegant 4 bedroom, 4 bathroom estate features a dedicated home office, spacious bonus room, and a 3 car garage nestle
Details for 1107 Arbor Glen Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $696,000.00
  2. Price sqft: $224.30 / sqft
  3. Previous Price: $725,000
  4. Last Price Change: 12/13/25
  5. Days On Market: 90
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3103
  10. Acreage: 0.42 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1991
MLS#: O6345995
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tuscawilla Prcl 90
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: FLORIDA REALTY INVESTMENTS
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Discover this custom built, move in ready 4BR/2BA home, in sought after Arbor Glen of Tuscawilla. With over 2,500 sq ft of single story living. this beautiful home offers a bright, open layout with ta
Details for 805 Leopard Trail, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $650,000.00
  2. Price sqft: $197.45 / sqft
  3. Days On Market: 58
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3292
  8. Acreage: 0.45 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1978
MLS#: O6354441
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winter Spgs
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: COLDWELL BANKER REALTY
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Welcome to this beautifully updated 4 bedroom, 2 bath custom home located in the desirable Tuskawilla communityknown for its top rated schools and family friendly charm. Set on a nearly half acre lot,
Details for 1470 Connors Lane, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $559,000.00
  2. Price sqft: $163.21 / sqft
  3. Previous Price: $569,000
  4. Last Price Change: 12/15/25
  5. Days On Market: 56
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3425
  10. Acreage: 0.51 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1986
MLS#: O6355211
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Wedgewood Tennis Villas
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: COLDWELL BANKER REALTY
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Welcome to 1470 Connors Lane, a stunning 3 bedroom, 2.5 bath home offering 2,428 square feet of beautifully updated living space on just over half an acre. Situated on a private conservation lot on a
Details for 411 Flatwood Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $524,900.00
  2. Price sqft: $182.89 / sqft
  3. Previous Price: $529,900
  4. Last Price Change: 12/11/25
  5. Days On Market: 44
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2870
  10. Acreage: 0.21 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 1996
MLS#: O6356422
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tusca Oaks
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: RE/MAX TOWN & COUNTRY REALTY
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Immaculate, light filled and up to date, this 4 bedroom 2 bath Tuscawilla home is perfect for you and your loved ones! Located on a quiet street in a darling neighborhood in the heart of Tuscawilla w
Details for 679 Endeavour Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $519,900.00
  2. Price sqft: $191.77 / sqft
  3. Previous Price: $529,900
  4. Last Price Change: 11/23/25
  5. Days On Market: 95
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2711
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1989
MLS#: V4944909
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Oak Forest
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: LPT REALTY LLC
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Welcome to 679 n endeavour drive newer roof (2017), newer a/c (2015), newer water heater (2023), kitchen completley remodeled, new tile flooring. A beautifully remodeled single story home nestled in
Details for 1029 Antelope Trail, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $495,000.00
  2. Price sqft: $175.59 / sqft
  3. Previous Price: $499,000
  4. Last Price Change: 12/01/25
  5. Days On Market: 54
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2819
  10. Acreage: 0.40 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1977
MLS#: O6355141
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winter Spgs
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: KELLER WILLIAMS WINTER PARK
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Located in the highly desirable Tuscawilla community, this home offers an open floor plan with a blend of tile and wood flooring throughout. The spacious kitchen features striking black galaxy granite
Details for Address Not Provided
Single Family
  1. Price: $485,000.00
  2. Price sqft: $178.90 / sqft
  3. Days On Market: 57
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2711
  8. Acreage: 0.26 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1992
MLS#: O6354763
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Oak Forest
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: PREMIUM PROPERTIES REAL ESTATE
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This lovely and desirable home is located in one of Winter Springs most desirable neighborhoods. The serene community is outstanding with Oak tree canopies and spacious lots with nice curb appeal an