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  1. School = Winter Springs Elementary
431 Hawthorn Circle
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Details for 431 Hawthorn Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $465,000.00
  2. Price sqft: $198.04 / sqft
  3. Previous Price: $489,900
  4. Last Price Change: 12/30/25
  5. Days On Market: 147
  6. Bedrooms: 5
  7. Baths: 3
  8. Bldg sqft: 2348
  9. Acreage: 0.25 acres
  10. Pool: Yes
  11. Waterfront: No
  12. Year Built: 1975
MLS#: O6330022
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: North Orlando Terrace
  5. Elementary School: Winter Springs Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: THE SHUGAN GROUP INC
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**Single Family Home with Detached ADU & Pool** Tucked away in a quiet cul de sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, n
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553 Sunbranch Lane
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Details for 553 Sunbranch Lane, CASSELBERRY, FL 32707
Single Family
  1. Price: $399,900.00
  2. Price sqft: $158.69 / sqft
  3. Previous Price: $405,000
  4. Last Price Change: 01/21/26
  5. Days On Market: 182
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2520
  10. Acreage: 0.03 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2021
MLS#: O6330040
  1. County: SEMINOLE
  2. City: CASSELBERRY
  3. Zipcode: 32707
  4. Subdivision: Legacy At Sunbranch
  5. Elementary School: Winter Springs Elementary
  6. Middle School: Milwee Middle
  7. High School: Winter Springs High
  8. Provided by: COLDWELL BANKER REALTY
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One or more photo(s) has been virtually staged. Built in 2021 and set on a prominent corner lot, this Victorian inspired residence is located within an intimate community of just 15 homes, offering a
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1211 Phillip Street
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Details for 1211 Phillip Street, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $335,000.00
  2. Price sqft: $248.15 / sqft
  3. Previous Price: $340,000
  4. Last Price Change: 12/18/25
  5. Days On Market: 217
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1350
  9. Acreage: 0.22 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1975
MLS#: O6319327
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Williamson Heights
  5. Elementary School: Winter Springs Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: OUTLET REALTY
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Price reduced!!! 3 bedroom 2 bath block home remodeled in 2023, replaced cabinets, roof and a/c. Features an enclosed patio, separate laundryroom, well with a filtration system, large lot, and a garag
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202 Murphy Road
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Details for 202 Murphy Road, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $315,000.00
  2. Price sqft: $179.59 / sqft
  3. Previous Price: $325,000
  4. Last Price Change: 01/16/26
  5. Days On Market: 50
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1754
  10. Acreage: 0.15 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1972
MLS#: O6364359
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: North Orlando Terrace
  5. Elementary School: Winter Springs Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: RE/MAX CENTRAL REALTY
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One or more photo(s) has been virtually staged. **SELLER OFFERING UP TO $5,000 TOWARD CLOSING COSTS WITH ACCEPTED CONTRACT** Welcome to 202 Murphy Road in beautiful Winter Springs! This inviting 3 bed
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515 Seasons Court
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Details for 515 Seasons Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $305,900.00
  2. Price sqft: $274.84 / sqft
  3. Previous Price: $307,900
  4. Last Price Change: 11/20/25
  5. Days On Market: 134
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1113
  9. Acreage: 0.04 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1996
MLS#: O6343009
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Seasons The
  5. Elementary School: Winter Springs Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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**One or more photo(s) has been virtually staged**.Move In Ready Home Fully Updated Inside and Out! Simply bring your personal belongings this 3 bedroom, 2 bathroom home is ready for immediate o
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1340 Delaney Drive
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Details for 1340 Delaney Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $265,000.00
  2. Price sqft: $186.36 / sqft
  3. Previous Price: $272,500
  4. Last Price Change: 01/19/26
  5. Days On Market: 119
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1422
  9. Acreage: 0.22 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1952
MLS#: O6346776
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Flamingo Spgs
  5. Elementary School: Winter Springs Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: EXP REALTY LLC
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Welcome to 1340 Delaney Drive, a move in ready home nestled in the heart of Winter Springs, FL. This beautifully maintained 3 bedroom, 2 bath residence offers 1,420 square feet of smartly designed liv
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10 Sheoah Boulevard 5
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Details for 10 Sheoah Boulevard 5, WINTER SPRINGS, FL 32708
Condominium
  1. Price: $172,900.00
  2. Price sqft: $144.57 / sqft
  3. Previous Price: $174,900
  4. Last Price Change: 01/13/26
  5. Days On Market: 134
  6. Bedrooms: 2
  7. Baths: 2
  8. Bldg sqft: 1196
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 1973
MLS#: O6342961
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Sheoah Sec 1
  5. Building: Sheoah Sec 1
  6. Elementary School: Winter Springs Elementary
  7. Middle School: Indian Trails Middle
  8. High School: Winter Springs High
  9. Provided by: MERDIAN REALTY LLC
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Prime First Floor Living in Prestigious Highlands of Winter Springs! Discover the ultimate in convenient living with this exceptional first floor 2 bedroom, 2 bathroom condo in the highly sought af
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40 Sheoah Boulevard 27
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Details for 40 Sheoah Boulevard 27, WINTER SPRINGS, FL 32708
Condominium
  1. Price: $169,900.00
  2. Price sqft: $117.74 / sqft
  3. Days On Market: 47
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 1443
  7. Acreage: 0.01 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1973
MLS#: O6365099
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Sheoah Sec 1
  5. Building: Sheoah Sec 1
  6. Elementary School: Winter Springs Elementary
  7. Middle School: Indian Trails Middle
  8. High School: Winter Springs High
  9. Provided by: KELLER WILLIAMS WINTER PARK
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Experience the perfect blend of comfort, convenience, and community with this beautifully maintained 2/2, 1187 sqft, first floor condo located in the highly desirable Highlands neighborhood in Winter
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1041 Crestview Lane
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Details for 1041 Crestview Lane, CASSELBERRY, FL 32707
Land
  1. Price: $99,900.00
  2. Days On Market: 611
  3. Acreage: 0.18 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6207510
  1. County: SEMINOLE
  2. City: CASSELBERRY
  3. Zipcode: 32707
  4. Subdivision: Lake Kathryn Park 4th Add
  5. Elementary School: Winter Springs Elementary
  6. Middle School: South Seminole Middle
  7. High School: Winter Springs High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Discover a prime opportunity in the heart of Casselberry with this versatile vacant land. Zoned for both mobile homes and traditional houses, this lot offers the flexibility to build the home of your
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419 Harbor Winds Court
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Details for 419 Harbor Winds Court, WINTER SPRINGS, FL 32708
Rental
  1. Price: $2,850.00
  2. Price sqft: $1.12 / sqft
  3. Previous Price: $2,950
  4. Last Price Change: 01/13/26
  5. Days On Market: 45
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2540
  10. Acreage: 0.07 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2008
MLS#: O6364811
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Harbor Winds
  5. Elementary School: Winter Springs Elementary
  6. High School: Winter Springs High
  7. Provided by: KELLER WILLIAMS ADVANTAGE 2 REALTY
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Luxury Townhome Living in Gated Harbor Winds! Discover comfort, style, and convenience in this beautifully maintained and spacious 3 bedroom, 2.5 bath townhome located in the highly desirable, gated H
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