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0 Old Deland Road
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284 Donald Drive
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New Construction
Adult Community
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Details for 284 Donald Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,699,000.00
  2. Price sqft: $379.24 / sqft
  3. Previous Price: $1,770,000
  4. Last Price Change: 08/06/25
  5. Days On Market: 29
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 4480
  10. Acreage: 0.25 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6325831
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Showalter Park
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HOMEVEST REALTY
  9. mfrmls
  10. DMCA Notice
Welcome to your dream home in the heart of Winter Garden's Golf cart Community! This stunning 4 bedroom 4.5 baths residence offers a perfect blend of luxury and comfort, ideal for families and entert
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703 Valencia Shores Drive
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Details for 703 Valencia Shores Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,325,000.00
  2. Price sqft: $256.44 / sqft
  3. Days On Market: 144
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5167
  8. Acreage: 1.25 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1980
MLS#: O6288347
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Valencia Shores Rep
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: BHHS FLORIDA REALTY
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  10. DMCA Notice
Wow! Lakefront home on Lake Apopka in the Golf Cart District in Winter Garden! Hurry to see this home with over 1.25 acres of property located on Lake Apopka, known for it's trophy size bass fishing!
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524 Lakeview Avenue
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Details for 524 Lakeview Avenue, WINTER GARDEN, FL 34787
Single Family
  1. Price: $985,000.00
  2. Price sqft: $356.24 / sqft
  3. Previous Price: $1,050,000
  4. Last Price Change: 07/19/25
  5. Days On Market: 50
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2765
  10. Acreage: 0.53 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1928
MLS#: O6320452
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Pleasant Park
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HOMEVEST REALTY
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One or more photo(s) has been virtually staged. New Lower Price and TURNKEY, MOVE IN READY WITH NO WAITING! Downtown Winter Garden CraftsmanWhere Timeless Charm Meets Modern Living: Discover a rare op
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515 Boyd Street
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Details for 515 Boyd Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $975,000.00
  2. Price sqft: $203.89 / sqft
  3. Previous Price: $999,000
  4. Last Price Change: 06/18/25
  5. Days On Market: 397
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4782
  10. Acreage: 0.37 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1957
MLS#: O6222919
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Winter Garden Shores Rep
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HOMEVEST REALTY
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One or more photo(s) has been virtually staged. Discover the charm and convenience of luxurious living in this stunning 5 bedroom, 3 bathroom home, perfectly located in the heart of downtown Winter Ga
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403 Courtlea Creek Drive
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Details for 403 Courtlea Creek Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $950,000.00
  2. Price sqft: $217.09 / sqft
  3. Days On Market: 42
  4. Bedrooms: 5
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4376
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1996
MLS#: O6323876
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Courtlea Oaks Ph 01a
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: REAL BROKER, LLC
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Welcome to Courtlea Oaks, nestled in the heart of downtown Winter Garden! This charming pool home features 5 bedrooms, 3 full bathrooms, and a framed, unfinished 408 sq. ft. bonus room upstairsready f
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613 Sigler Drive
New Construction
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Details for 613 Sigler Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $907,340.00
  2. Price sqft: $293.45 / sqft
  3. Days On Market: 38
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3092
  8. Acreage: 0.07 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6323923
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Lakeview Village Estates
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: NOVA REAL ESTATE SERVICES INC
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Under Construction. Welcome to Lakeview Village Estates an exclusive new community by award winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior constru
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694 Brooks Field Drive
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Details for 694 Brooks Field Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $875,000.00
  2. Price sqft: $170.70 / sqft
  3. Days On Market: 7
  4. Bedrooms: 6
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5126
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2021
MLS#: O6327060
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Mcallister Lndg Ph 2
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: WRA BUSINESS & REAL ESTATE
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Discover an extraordinary corner lot estate in Winter Gardens coveted 34787 zip codewhere every detail delivers luxury and comfort. Professionally decorated with negotiable furnishings, this contempor
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1669 Markel Drive
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New Construction
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Details for 1669 Markel Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $859,000.00
  2. Price sqft: $280.54 / sqft
  3. Days On Market: 278
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3062
  8. Acreage: 0.48 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6256295
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Hillcrest
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: Q BOUTIQUE SPECIALTY REALTY INC
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Pre Construction. To be built. Pre Construction! Easy as 1, 2, 3 purchase the lot, meet with the builder, and finance the lot and construction in one easy purchase. Customize this lovely three bed,
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753 Orange Belt Loop
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Green Listing
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Details for 753 Orange Belt Loop, WINTER GARDEN, FL 34787
Single Family
  1. Price: $825,000.00
  2. Price sqft: $213.07 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3872
  8. Acreage: 0.12 acres
  9. Pool: No
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Pond
  14. Year Built: 2020
MLS#: O6334032
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Heritageplant Street
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: CENTURY 21 CARIOTI
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Discover waterfront living steps from downtown Winter Gardenin this beautifully appointed home, offeringpaid off solar power at closingfor energy savings from day one. From the inviting covered front
Listing Details and 48 Additional Pictures
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205 Trail Bridge Court
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Details for 205 Trail Bridge Court, WINTER GARDEN, FL 34787
Single Family
  1. Price: $825,000.00
  2. Price sqft: $228.79 / sqft
  3. Previous Price: $843,000
  4. Last Price Change: 07/25/25
  5. Days On Market: 58
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3606
  10. Acreage: 0.30 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2003
MLS#: O6319154
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Courtlea Oaks Ph 02b
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HAMLIN REALTY
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WELCOME HOME to 205 Trail Bridge Court, a beautiful 3 bed, 2.5 bath custom home in the highly sought after Courtlea Oaks neighborhood of Winter Garden. Located on a quiet cul de sac in the golf cart d
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