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    1. School = Winter Springs High
    2. Listing Status = Active
    Details for 1447 Bird Road, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $2,900,000.00
    2. Price sqft: $362.09 / sqft
    3. Days On Market: 65
    4. Bedrooms: 6
    5. Baths: 6
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 8009
    8. Acreage: 1.00 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 2026
    MLS#: O6388126
    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: MAVREALTY
    9. mfrmls
    10. DMCA Notice
    Discover the pinnacle of secluded luxury in this brand new, 8,000 SF estate, nestled in picturesque Winter Springs. From the moment you arrive, the custom glass French entry doors hint at the artistry
    Details for 4910 Lake Drive, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $2,399,000.00
    2. Price sqft: $487.40 / sqft
    3. Days On Market: 9
    4. Bedrooms: 3
    5. Baths: 3
    6. Garage / Parking Spaces: 4
    7. Bldg sqft: 4922
    8. Acreage: 3.10 acres
    9. Pool: No
    10. Waterfront: Yes
    11. Wateraccess: Yes
    12. Waterfront Type: Lake Front
    13. Year Built: 1964
    MLS#: O6398929
    1. County: SEMINOLE
    2. City: WINTER SPRINGS
    3. Zipcode: 32708
    4. Elementary School: Sterling Park Elementary
    5. Middle School: South Seminole Middle
    6. High School: Winter Springs High
    7. Provided by: COMPASS FLORIDA LLC
    8. mfrmls
    9. DMCA Notice
    A truly rare find in Winter Springs. This equestrian friendly, lakefront estate is complete with its own private tennis court, a solid block constructed horse barn, and room to enjoy every part of the
    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: 05/02/26
    5. Days On Market: 65
    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
    9. mfrmls
    10. DMCA Notice
    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
    Details for 120 Bahama Road, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $1,299,900.00
    2. Price sqft: $291.20 / sqft
    3. Previous Price: $1,399,900
    4. Last Price Change: 05/06/26
    5. Days On Market: 95
    6. Bedrooms: 4
    7. Baths: 3
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 4464
    10. Acreage: 2.22 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1989
    MLS#: O6379165
    1. County: SEMINOLE
    2. City: WINTER SPRINGS
    3. Zipcode: 32708
    4. Subdivision: Bahama Ranches
    5. Elementary School: Winter Springs Elementary
    6. Middle School: Indian Trails Middle
    7. High School: Winter Springs High
    8. Provided by: EXP REALTY LLC
    9. mfrmls
    10. DMCA Notice
    Mid Century Modern Paradise!! A Beautiful, well designed home with spectacular architecture offering privacy, space, and long term versatility on a rare 2.22 acre lot with RV/Toy parkingdelivering ex
    Details for 408 Avondale Court, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $1,250,000.00
    2. Price sqft: $247.08 / sqft
    3. Days On Market: 25
    4. Bedrooms: 5
    5. Baths: 5
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 5059
    8. Acreage: 0.48 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: Yes
    12. Wateraccess: Yes
    13. Waterfront Type: Creek
    14. Year Built: 2003
    MLS#: O6398566
    1. County: SEMINOLE
    2. City: WINTER SPRINGS
    3. Zipcode: 32708
    4. Subdivision: Wicklow Greens At Tuscawilla
    5. Elementary School: Rainbow Elementary
    6. Middle School: Indian Trails Middle
    7. High School: Winter Springs High
    8. Provided by: RE/MAX TOWN & COUNTRY REALTY
    9. mfrmls
    10. DMCA Notice
    Welcome to 408 Avondale Court, a custom estate built by Von Jacobs in 2003 & located in the highly desirable, gated Wicklow Greens community in Winter Springs. Set among just 48 custom homes, this stu
    Details for 109 Cherry Creek Circle, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $1,150,000.00
    2. Price sqft: $245.83 / sqft
    3. Days On Market: 4
    4. Bedrooms: 5
    5. Baths: 4
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 4678
    8. Acreage: 0.59 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 1996
    MLS#: O6404923
    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: COLDWELL BANKER REALTY
    9. mfrmls
    10. DMCA Notice
    Luxury estate in gated reserve at tuscawilla with resort style outdoor oasis designed for entertaining. Designed for entertaining, this over half acre estate in gated reserve at tuscawilla features a
    Details for 330 Hayes Road, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $855,000.00
    2. Price sqft: $250.29 / sqft
    3. Days On Market: 6
    4. Bedrooms: 4
    5. Baths: 2
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 3416
    8. Acreage: 1.98 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1977
    MLS#: O6404598
    1. County: SEMINOLE
    2. City: WINTER SPRINGS
    3. Zipcode: 32708
    4. Subdivision: North Orlando Ranches Sec 04
    5. Elementary School: Winter Springs Elementary
    6. High School: Winter Springs High
    7. Provided by: NONA LEGACY POWERED BY LA ROSA
    8. mfrmls
    9. DMCA Notice
    Located on 2 acres with R 1AA zoning, this property offers space, flexibility, and privacy while still being conveniently close to everyday essentials. Ideal for those looking to keep horses, store eq
    Details for 510 Sonata Court, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $849,900.00
    2. Price sqft: $276.21 / sqft
    3. Days On Market: 12
    4. Bedrooms: 4
    5. Baths: 3
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3077
    8. Acreage: 0.47 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1999
    MLS#: O6402358
    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: VOSS REALTY INC
    9. mfrmls
    10. DMCA Notice
    SELLER MOTIVATED!! Make OFFER! Seller is willing to give a 20k Credit for Paint! Walk in and feel instantly at home! This beautifully renovated 4 bedroom, 3 bathroom triple split pool home sits on
    Details for 1444 Bird Road, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $838,500.00
    2. Price sqft: $260.00 / sqft
    3. Previous Price: $849,521
    4. Last Price Change: 04/25/26
    5. Days On Market: 235
    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 Elementary
    6. Middle School: South Seminole Middle
    7. High School: Winter Springs High
    8. Provided by: KEEN REALTY GROUP, INC.
    9. mfrmls
    10. DMCA Notice
    One or more photo(s) has been virtually staged. ONE OF A KIND! Stunning Renovated Lakefront Home on Private Peninsula Welcome to your fully reimagined lakefront retreat at 1444 Bird Road in the heart
    Details for 226 Chestnut Ridge Street, WINTER SPRINGS, FL 32708
    Single Family
    1. Price: $824,900.00
    2. Price sqft: $225.63 / sqft
    3. Days On Market: 23
    4. Bedrooms: 4
    5. Baths: 3
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3656
    8. Acreage: 0.21 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 1994
    MLS#: O6398877
    1. County: SEMINOLE
    2. City: WINTER SPRINGS
    3. Zipcode: 32708
    4. Subdivision: Chestnut Ridge
    5. Elementary School: Rainbow Elementary
    6. Middle School: Indian Trails Middle
    7. High School: Winter Springs High
    8. Provided by: RE/MAX TOWN & COUNTRY REALTY
    9. mfrmls
    10. DMCA Notice
    Showcase two story gem in the heart of Tuscawilla! Come see the abundant high end upgrades including a professionally designed chefs kitchen with all the bells and whistles! This 4 bedroom pool home w
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