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  1. School = Keeth Elementary
  2. Listing Status = Active
1513 Black Bear Court
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Details for 1513 Black Bear Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,479,500.00
  2. Price sqft: $187.66 / sqft
  3. Previous Price: $1,549,000
  4. Last Price Change: 04/18/26
  5. Days On Market: 52
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7884
  10. Acreage: 1.37 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1989
MLS#: O6385058
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Bear Creek Estates
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
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Welcome to this exceptional home in the exclusive gated community of Bear Creek Estates, set on over an acre of lush wooded greenbelt with beautiful landscaping and a circular driveway that creates ou
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709 Windwillow Circle
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Details for 709 Windwillow Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $839,000.00
  2. Price sqft: $186.24 / sqft
  3. Days On Market: 5
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4505
  8. Acreage: 0.35 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1988
MLS#: O6399823
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Lake Tuskawilla Ph 1
  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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Located in a small, low traffic community with minimal turnover, this beautifully updated corner lot home offers an exceptional blend of space, privacy, and functionality. Featuring a highly desirable
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4951 Courtland Loop
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Details for 4951 Courtland Loop, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $700,000.00
  2. Price sqft: $191.57 / sqft
  3. Previous Price: $714,000
  4. Last Price Change: 04/02/26
  5. Days On Market: 101
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3654
  10. Acreage: 0.38 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1984
MLS#: O6374007
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tuskabay Ph 1
  5. Elementary School: Keeth Elementary
  6. Middle School: Indian Trails Middle
  7. High School: Winter Springs High
  8. Provided by: MOMENTUM REALTY
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This beautifully updated home blends timeless character with modern comfort, offering an inviting layout designed for both everyday living and entertaining. The light filled interior showcases a stunn
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201 Burgess Drive
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Details for 201 Burgess Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $675,000.00
  2. Price sqft: $167.58 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4028
  8. Acreage: 0.12 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2003
MLS#: O6401349
  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: WEMERT GROUP REALTY LLC
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Welcome to this truly impressive 4 bedroom, 2. 5 bath colonial inspired residence in the highly coveted avery park community of winter springs, where timeless elegance meets modern comfort across more
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30 Sable Court
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Details for 30 Sable Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $569,000.00
  2. Price sqft: $154.58 / sqft
  3. Previous Price: $579,000
  4. Last Price Change: 04/17/26
  5. Days On Market: 72
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3681
  10. Acreage: 0.36 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1976
MLS#: O6382648
  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: HOME SOLD NETWORK LLC
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REDUCED! Beautiful Executive 4 bedroom POOL home in Tuscawilla Country Club Golf Community! NO HOA! Mediterranean feel with wrought iron accents and courtyard. Huge Kitchen with island in the middle.
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986 Turkey Hollow Circle
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Details for 986 Turkey Hollow Circle, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $498,900.00
  2. Price sqft: $201.82 / sqft
  3. Previous Price: $499,000
  4. Last Price Change: 04/04/26
  5. Days On Market: 100
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2472
  10. Acreage: 0.20 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1985
MLS#: O6374288
  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: CALL IT CLOSED INTL REALTY
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986 Turkey Hollow Circlewhere comfort, style, and Florida living come together beautifully. Nestled in one of Winter Springs most desirable neighborhoods, this 4 bedroom, 2 bath pool home offers th
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562 Pleasant Grove Drive
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Details for 562 Pleasant Grove Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $470,000.00
  2. Price sqft: $297.66 / sqft
  3. Previous Price: $479,000
  4. Last Price Change: 01/29/26
  5. Days On Market: 207
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1579
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1996
MLS#: O6348719
  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: REGENCY REAL ESTATE LLC
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**Seller willing to provide buyer with a temporary rate buy down of 5 6% interest rate!** Step into this beautifully updated home in Tusca Oaks where modern comfort meets everyday convenience. The ope
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859 Benchwood Drive
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Details for 859 Benchwood Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $454,900.00
  2. Price sqft: $205.84 / sqft
  3. Days On Market: 17
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2210
  8. Acreage: 0.23 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1984
MLS#: O6397781
  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: VALENCE REALTY GROUP
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Welcome to this beautifully updated 4 bedroom, 2 bath home nestled in one of winter springs most sought after neighborhoods! Perfectly positioned next to a quiet dead end street, this move in ready pr
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1331 Augusta National Boulevard
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Details for 1331 Augusta National Boulevard, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $450,000.00
  2. Price sqft: $210.97 / sqft
  3. Days On Market: 45
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2133
  8. Acreage: 0.10 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1988
MLS#: O6389425
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Country Club Village
  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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3 bed + office | brand new roof | wooded lot | tuscawilla golf community experience modern, low maintenance living in the heart of winter springs. This fully updated residence in tuscawilla combine
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1327 Augusta National Boulevard
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Details for 1327 Augusta National Boulevard, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $448,000.00
  2. Price sqft: $172.71 / sqft
  3. Days On Market: 10
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2594
  8. Acreage: 0.13 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1994
MLS#: O6399111
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Country Club Village
  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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Welcome to Country Club Village, one of Tuscawillas most sought after communities. This light and bright 3 bedroom, 2 bath home is one of the largest one story floor plans in CCV and one of the most p
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Tropic Shores Realty - Crystal River
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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on April 27, 2026 @ 12:00 am
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