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  1. School = Keeth
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1513 Black Bear Court
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Details for 1513 Black Bear Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,549,000.00
  2. Price sqft: $196.47 / sqft
  3. Days On Market: 15
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7884
  8. Acreage: 1.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1989
MLS#: O6385058
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Bear Creek Estates
  5. Elementary School: Keeth
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. 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
Listing Details and 67 Additional Pictures
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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: 210
  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
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: RE/MAX TOWN & COUNTRY REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. BRAND NEW TILE ROOF! **Buyer backed out due to personal reasons**. Gorgeous custom built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is
Listing Details and 45 Additional Pictures
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1204 Swan Street
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Details for 1204 Swan Street, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $750,000.00
  2. Price sqft: $185.19 / sqft
  3. Previous Price: $785,000
  4. Last Price Change: 01/13/26
  5. Days On Market: 337
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4050
  10. Acreage: 0.72 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1973
MLS#: O6294504
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winter Spgs
  5. Elementary School: Keeth
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: STIRLING INTERNATIONAL REAL ES
  9. mfrmls
  10. DMCA Notice
Description
  1. 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
Listing Details and 76 Additional Pictures
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4951 Courtland Loop
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Details for 4951 Courtland Loop, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $714,000.00
  2. Price sqft: $195.40 / sqft
  3. Previous Price: $719,000
  4. Last Price Change: 03/14/26
  5. Days On Market: 64
  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
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: MOMENTUM REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. 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
Listing Details and 35 Additional Pictures
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1132 Howell Creek Drive
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Details for 1132 Howell Creek Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $625,000.00
  2. Price sqft: $180.43 / sqft
  3. Days On Market: 7
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3464
  8. Acreage: 0.66 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1991
MLS#: O6390266
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winter Spgs
  5. Elementary School: Keeth
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: RE/MAX TOWN & COUNTRY REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one of a kind property sits on over 0.6 acres with no HOAa true find in th
Listing Details and 32 Additional Pictures
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1132 Howell Creek Drive
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Details for 1132 Howell Creek Drive, Winter Springs, FL 32708
Single Family
  1. Price: $625,000.00
  2. Price sqft: $180.43 / sqft
  3. Days On Market: 7
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3464
  8. Acreage: 0.66 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1991
MLS#: O6390266
  1. County: SEMINOLE
  2. City: Winter Springs
  3. Zipcode: 32708
  4. Subdivision: Winter Spgs
  5. Elementary School: Keeth
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: RE/MAX TOWN & COUNTRY REALTY
  9. Provided through
  10. DMCA Notice
Description
  1. Discover a rare opportunity in the heart of Tuscawilla. Perched high on a hill and surrounded by beautiful custom homes, this one of a kind property sits on over 0.6 acres with no HOAa true find in th
Listing Details and 32 Additional Pictures
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805 Leopard Trail
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Details for 805 Leopard Trail, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $599,900.00
  2. Price sqft: $182.23 / sqft
  3. Previous Price: $615,000
  4. Last Price Change: 02/19/26
  5. Days On Market: 149
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3292
  10. Acreage: 0.45 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1978
MLS#: O6354441
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Winter Spgs
  5. Elementary School: Keeth
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: COLDWELL BANKER REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. 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,
Listing Details and 42 Additional Pictures
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1429 Mt Laurel Drive
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Details for 1429 Mt Laurel Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $590,000.00
  2. Price sqft: $173.79 / sqft
  3. Days On Market: 2
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3395
  8. Acreage: 0.60 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1982
MLS#: O6390246
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tuscawilla
  5. Elementary School: Keeth
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: REDFIN CORPORATION
  9. mfrmls
  10. DMCA Notice
Description
  1. One or more photo(s) has been virtually staged. Winter Springs POOL HOME Immediately Available! Voluntary HOA!! Bonus RV Accessible Pad w/ New 50 amp Outlet!!! This 4 bedroom, 3 bathroom property offe
Listing Details and 35 Additional Pictures
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30 Sable Court
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Details for 30 Sable Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $579,000.00
  2. Price sqft: $157.29 / sqft
  3. Previous Price: $589,000
  4. Last Price Change: 02/28/26
  5. Days On Market: 35
  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
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: HOME SOLD NETWORK LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. 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.
Listing Details and 10 Additional Pictures
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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: $499,000.00
  2. Price sqft: $201.86 / sqft
  3. Previous Price: $509,000
  4. Last Price Change: 02/21/26
  5. Days On Market: 63
  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
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  8. Provided by: CALL IT CLOSED INTL REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. Welcome to 986 turkey hollow circle, a beautifully cared for 4 bedroom, 2 bath pool home tucked into one of winter springs most desirable neighborhoods, just minutes from tuskawilla road, sr 434, shop
Listing Details and 52 Additional Pictures
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