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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: 252
  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 699 Bear Paw Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,500,000.00
  2. Price sqft: $249.75 / sqft
  3. Days On Market: 1
  4. Bedrooms: 7
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6006
  8. Acreage: 1.11 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1984
MLS#: O6366892
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: 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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Multi Generational Home | Two Houses | Luxury Resort Style Living | 7 Bedrooms / 5 Bathrooms Welcome to 699 Bear Paw Ct a Craftsman style retreat set among beautifully manicured gardens on over an
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
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
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
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: 236
  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
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
Details for 312 Balfour Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $680,000.00
  2. Price sqft: $155.71 / sqft
  3. Previous Price: $685,000
  4. Last Price Change: 12/03/25
  5. Days On Market: 38
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4367
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2003
MLS#: G5103949
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Avery Park
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: RE/MAX TITANIUM GROUP
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Discover your next home in the desirable Winter Springs' Avery Park gated neighborhood. This stunning two story home features five bedrooms and three and a half bathrooms with over 3,300 square feet o
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: 57
  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: 55
  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