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  1. School = Winter Springs High
1112 Orange Avenue
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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: 251
  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
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225 Arnold Lane
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Details for 225 Arnold Lane, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,690,000.00
  2. Price sqft: $209.68 / sqft
  3. Previous Price: $1,790,000
  4. Last Price Change: 11/05/25
  5. Days On Market: 93
  6. Bedrooms: 8
  7. Baths: 5
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 8060
  10. Acreage: 0.50 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2009
MLS#: O6342681
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: North Orlando Ranches Sec 01a
  5. Elementary School: Sterling Park Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
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Discover 225 Arnold Lane, a stunning lakefront estate in the heart of Winter Springs offering elegance, privacy, and breathtaking views. This custom designed residence features a spacious open floor p
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202 Arrowhead Court
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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: 118
  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
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213 Heatherwood Court
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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: 161
  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
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1204 Swan Street
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Details for 1204 Swan Street, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $785,000.00
  2. Price sqft: $193.83 / sqft
  3. Days On Market: 244
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4050
  8. Acreage: 0.72 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1973
MLS#: O6294504
  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: STIRLING INTERNATIONAL REAL ES
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Great location, No HOA..69 acres , 4 bedrooms,2 bathrooms, one half bathroom out door shower, kitchen, living room, family room, huge Florida room, huge enclosed pool, 2 car garage, enclosed out door
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1121 Arbor Glen Circle
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Details for 1121 Arbor Glen Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $769,900.00
  2. Price sqft: $218.78 / sqft
  3. Previous Price: $799,900
  4. Last Price Change: 12/09/25
  5. Days On Market: 235
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3519
  10. Acreage: 0.29 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1990
MLS#: O6303243
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tuscawilla Parcel 90
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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WELCOME TO PARADISE! Unbeatable price for this stunning, move in ready custom pool home in Tuscawilla. Arbor Glen is a small, very exclusive community of just 38 custom homes located in the city of Wi
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126 Seville Chase Drive
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Details for 126 Seville Chase Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $759,000.00
  2. Price sqft: $180.41 / sqft
  3. Days On Market: 41
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4207
  8. Acreage: 0.41 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2000
MLS#: O6356747
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Seville Chase
  5. Elementary School: Sterling Park Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: WEMERT GROUP REALTY LLC
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Seller will consider paying buyer concessions up to $5,000 with an acceptable offer ****welcome to seville chase, one of winter springs hidden gems complete with gated access, tree lined streets and
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1149 Eagles Watch Trail
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Details for 1149 Eagles Watch Trail, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $739,900.00
  2. Price sqft: $183.46 / sqft
  3. Previous Price: $749,900
  4. Last Price Change: 12/13/25
  5. Days On Market: 42
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4033
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1998
MLS#: O6358015
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Eagles Point Ph 6
  5. Elementary School: Rainbow Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: OPTIMA REAL ESTATE
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Beautiful and spacious 4 bed 4 bath pool home in the sought after community of Eagles Point nestled in the heart of Winter Springs! Home sits on a one of a kind oversized lot with pond views in the fr
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1107 Arbor Glen Circle
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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: 89
  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
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203 Herrell Road
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Details for 203 Herrell Road, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $680,000.00
  2. Price sqft: $164.81 / sqft
  3. Previous Price: $699,000
  4. Last Price Change: 12/06/25
  5. Days On Market: 36
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4126
  10. Acreage: 0.43 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1987
MLS#: O6358036
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: North Orlando Ranches Sec 06
  5. Elementary School: Sterling Park Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: MAINFRAME REAL ESTATE
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Incredible opportunity to own this wonderfully maintained 5 bedroom, 3.5 bathroom home with OVER 3,500 square feet of living space and NO HOA in the highly sought after Ranchlands community. This hom
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