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  1. School = Winter Springs Elementary
  2. Listing Status = Active
1112 Orange Avenue
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Details for 1112 Orange Avenue, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $3,700,000.00
  2. Price sqft: $299.01 / sqft
  3. Previous Price: $3,998,000
  4. Last Price Change: 09/28/26
  5. Days On Market: 578
  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 FL
  9. mfrmls
  10. DMCA Notice
Opportunities like this are almost impossible to find in Central Florida. Situated on 5.33 pristine lakefront acres with no HOA, this extraordinary estate is commercially zoned, creating a unique oppo
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1447 Bird Road
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Details for 1447 Bird Road, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $2,495,000.00
  2. Price sqft: $311.52 / sqft
  3. Previous Price: $2,500,000
  4. Last Price Change: 10/31/26
  5. Days On Market: 40
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 8009
  10. Acreage: 2.00 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2026
MLS#: O6446070
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Talis Crossing
  5. Elementary School: Sterling Park Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: SIMPLICITY: A RE BROKERAGE CO
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A RARE OPPORTUNITY, NOW EVEN MORE EXCEPTIONAL. PRICE IMPROVEMENT AND ADDITIONAL BUILDABLE LOT INCLUDED. Some homes are simply purchased. Others are reserved for those who have earned the privilege
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1281 Natures Way
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Details for 1281 Natures Way, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,200,000.00
  2. Price sqft: $373.60 / sqft
  3. Days On Market: 192
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3212
  8. Acreage: 2.42 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1972
MLS#: O6404018
  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: EQUITY REAL ESTATE BROKERS
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Experience the beauty of city living on 2.3 acres in the highly desirable city of Winter Springs with no HOAwhere open space, natural surroundings, and an equestrian friendly lifestyle come together.
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149 Cherry Creek Circle
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Details for 149 Cherry Creek Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,080,000.00
  2. Price sqft: $203.54 / sqft
  3. Days On Market: 33
  4. Bedrooms: 6
  5. Baths: 5
  6. Bldg sqft: 5306
  7. Acreage: 0.41 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 1996
MLS#: O6448153
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Reserve At Tuscawilla Ph 1 The
  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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Under contract accepting backup offers. Virtually Staged. Exceptional curb appeal welcomes you to this beautiful custom pool home in the gated Tuscawilla Reserve community of Winter Springs. Surrounde
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1041 Northern Way
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Details for 1041 Northern Way, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $969,000.00
  2. Price sqft: $225.77 / sqft
  3. Previous Price: $989,000
  4. Last Price Change: 10/25/26
  5. Days On Market: 45
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4292
  10. Acreage: 1.61 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1979
MLS#: O6442956
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winter Spgs
  5. Elementary School: Rainbow Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: LPT REALTY, LLC
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Under contract accepting backup offers. SELLERS MOTIVATED! Rare 1.6 Acre Tuscawilla Retreat with Golf Course Views, Pool & Endless Possibilities! Welcome to this beautifully maintained 5 bedroom, 3.5
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609 Viana Court
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Details for 609 Viana Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $925,000.00
  2. Price sqft: $204.37 / sqft
  3. Days On Market: 27
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4526
  8. Acreage: 0.67 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1999
MLS#: O6449245
  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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Space, privacy, and exceptional features define this impressive 5 bedroom, 3. 5 bath pool home in the gated seville chase community of winter springs! Situated on a generous. 67 acre corner lot in a q
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1048 Crystal Bowl Circle
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Details for 1048 Crystal Bowl Circle, CASSELBERRY, FL 32707
Single Family
  1. Price: $859,900.00
  2. Price sqft: $133.73 / sqft
  3. Previous Price: $899,900
  4. Last Price Change: 10/08/26
  5. Days On Market: 96
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6430
  10. Acreage: 0.90 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1981
MLS#: O6428483
  1. County: SEMINOLE
  2. City: CASSELBERRY
  3. Zipcode: 32707
  4. Subdivision: Crystal Bowl Add
  5. Elementary School: Casselberry Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: MAINFRAME REAL ESTATE
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Under contract accepting backup offers. Welcome to a truly one of a kind waterfront estate where the tranquility of country living meets the convenience of city life. Nestled on nearly one acre of pri
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337 Twelve Oaks Drive
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Details for 337 Twelve Oaks Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $785,000.00
  2. Price sqft: $170.21 / sqft
  3. Days On Market: 55
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4612
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Pond
  13. Year Built: 2000
MLS#: O6440935
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winding Hollow
  5. Elementary School: Layer Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: WATSON REALTY CORP
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Under contract accepting backup offers. WELCOME HOME to 337 Twelve Oaks Drive! This stunning Wisteria II Model offers 5 bedrooms, 3.5 bathrooms, and 3,660 square feet of beautifully maintained livi
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1131 Arbor Glen Circle
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Details for 1131 Arbor Glen Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $740,000.00
  2. Price sqft: $199.51 / sqft
  3. Days On Market: 144
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3709
  8. Acreage: 0.39 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1990
MLS#: O6416566
  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: CENTURY 21 CARIOTI
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Under contract accepting backup offers. Virtually Staged. Under Contract, Accepting Back up Offers. Welcome to this exceptional 4 bedroom, 3 bath pool home with a 3 car garage, perfectly situated on a
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864 Bentley Green Circle
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Details for 864 Bentley Green Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $679,000.00
  2. Price sqft: $227.70 / sqft
  3. Previous Price: $699,000
  4. Last Price Change: 10/15/26
  5. Days On Market: 59
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2982
  10. Acreage: 0.19 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1992
MLS#: O6441314
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Bentley Club At Bentley Green
  5. Elementary School: Rainbow Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: REAL BROKER, LLC
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Welcome to 864 bentley green circle, a move in ready luxury sanctuary situated on a quiet cul de sac lot in winter springs. Offering 4 bedrooms, 3 full bathrooms, and over 2,200 square feet of meticul
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