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1112 Orange Avenue
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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: 271
  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
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  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
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699 Bear Paw Court
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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: 21
  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
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  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
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1444 Bird Road
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Details for 1444 Bird Road, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,250,250.00
  2. Price sqft: $387.67 / sqft
  3. Previous Price: $1,250,000
  4. Last Price Change: 12/17/25
  5. Days On Market: 112
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3225
  10. Acreage: 2.00 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Freshwater,Lake Front
  15. Year Built: 1977
MLS#: O6344113
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Watts Farms
  5. Elementary School: Sterling Park
  6. Middle School: South Seminole
  7. High School: Winter Springs
  8. Provided by: KEEN REALTY GROUP, INC.
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ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula Rare opportunity to own a beautifully updated lakefront home on a private 1.5 acre peninsula and a 1/2 acres buildable lot in Win
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1815 Seneca Boulevard
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Details for 1815 Seneca Boulevard, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $1,099,000.00
  2. Price sqft: $216.17 / sqft
  3. Days On Market: 19
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5084
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1989
MLS#: O6368232
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tuscawilla
  5. Elementary School: Lawton
  6. Middle School: Indian Trails
  7. High School: Oviedo
  8. Provided by: RE/MAX TOWN & COUNTRY REALTY
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This stunning 5 bedroom pool homein the highly desirable Chelsea Woods at Tuscawillahas been completely remodeled from top to bottom. The home offers exceptional living space, including a large living
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981 Tuskawilla Trail
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Details for 981 Tuskawilla Trail, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $950,000.00
  2. Price sqft: $199.75 / sqft
  3. Previous Price: $926,160
  4. Last Price Change: 12/31/25
  5. Days On Market: 22
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 9
  9. Bldg sqft: 4756
  10. Acreage: 1.00 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1992
MLS#: O6367655
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tuskawilla Trail Subd
  5. Provided by: LA ROSA REALTY PREMIER LLC
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Beautiful single family home located in Winter Springs with stunning lake views. This spacious property features 4 bedrooms, 3 bathrooms, and an open floor plan ideal for comfortable living and ente
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1626 Wood Duck Drive
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Details for 1626 Wood Duck Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $949,000.00
  2. Price sqft: $161.89 / sqft
  3. Days On Market: 22
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5862
  8. Acreage: 1.29 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1986
MLS#: NS1086789
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Tuscawilla
  5. Provided by: EXIT REAL ESTATE PROPERTY SOL
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STUNNING TRUE ESTATE IN HIGHLY DESIRED WINTER SPRINGS FLORIDA 1.29 Acres * 4 bed * 3.5 bath + office * formal living and dining * family room with wood burning fireplace * cathedral ceilings * scree
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704 Forest View Court
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Details for 704 Forest View Court, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $925,000.00
  2. Price sqft: $224.24 / sqft
  3. Previous Price: $949,000
  4. Last Price Change: 10/10/25
  5. Days On Market: 193
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4125
  10. Acreage: 0.37 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2023
MLS#: O6321481
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Glen Eagle
  5. Elementary School: Rainbow
  6. Middle School: Indian Trails
  7. High School: Oviedo
  8. Provided by: LPT REALTY, LLC
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MAJOR PRICE REDUCTION EXCEPTIONAL OPPORTUNITY! Welcome to a masterpiece of modern design and refined living in the prestigious Glen Eagle community of Tuscawilla. Built in 2023, this architectural r
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213 Heatherwood Court
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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: 11/26/25
  5. Days On Market: 181
  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
  6. Middle School: Indian Trails
  7. High School: Winter Springs
  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
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124 Blue Creek Drive
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Details for 124 Blue Creek Drive, WINTER SPRINGS, FL 32708
Single Family
  1. Price: $849,900.00
  2. Price sqft: $244.65 / sqft
  3. Days On Market: 33
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3474
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1995
MLS#: O6365177
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: Chestnut Estates Ph 1
  5. Provided by: FLORIDA REALTY INVESTMENTS
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Welcome to this 5 bedroom, 3 bathroom pool home in the highly desirable Tuskawilla neighborhood of Chestnut Estates. This home offers open concept living with pool access from the primary bedroom, liv
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46 Fairfax Avenue
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Details for 46 Fairfax Avenue, WINTER SPRINGS, FL 32708
Multi-Family
  1. Price: $799,500.00
  2. Price sqft: $189.82 / sqft
  3. Previous Price: $799,900
  4. Last Price Change: 12/12/25
  5. Days On Market: 96
  6. Bedrooms: 8
  7. Baths: 8
  8. Bldg sqft: 4212
  9. Acreage: 0.24 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1981
MLS#: O6348836
  1. County: SEMINOLE
  2. City: WINTER SPRINGS
  3. Zipcode: 32708
  4. Subdivision: North Orlando
  5. Provided by: SLOANE REALTY, LLC
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Great investment opportunity in Central Florida4 unit quadplex with each unit featuring 2 bedrooms, 1 full bath, and 1 half bath. Washe/Dryer hookups in every unit. Currently, one unit is rented at $
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