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241 Dillard Street
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Details for 241 Dillard Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,750,000.00
  2. Price sqft: $374.65 / sqft
  3. Previous Price: $1,800,000
  4. Last Price Change: 02/20/26
  5. Days On Market: 134
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 4671
  10. Acreage: 0.64 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1953
MLS#: O6353975
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: J L Dillard Sub 3
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HOMEVEST REALTY
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Seller financing opportunity!!! Welcome to a Once in a Lifetime Opportunity in the Heart of Downtown Winter Garden Nestled beneath the shade of enchanting oak trees, this stately residence sits proud
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205 Surprise Drive
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Details for 205 Surprise Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,200,000.00
  2. Price sqft: $425.68 / sqft
  3. Previous Price: $1,300,000
  4. Last Price Change: 02/26/26
  5. Days On Market: 89
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2819
  10. Acreage: 0.75 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1950
MLS#: O6365188
  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: RE/MAX PRIME PROPERTIES
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PRICE ADJUSTED to reflect recent appraisal, this four lot parcel presents immediate value with two vacant lots ready for expansion, additional income potential, or future development. Discover an exc
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100 Temple Grove Drive
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Details for 100 Temple Grove Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,050,000.00
  2. Price sqft: $240.72 / sqft
  3. Previous Price: $1,100,000
  4. Last Price Change: 11/06/25
  5. Days On Market: 150
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4362
  10. Acreage: 0.69 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1973
MLS#: NS1086151
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Emerald Acres
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: ENGEL & VOLKERS NEW SMYRNA
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Welcome home to a true Winter Garden gem that perfectly blends modern comfort, timeless design, and small town charm. Nestled on a spacious private lot with no HOA, this beautifully expanded and reima
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615 Sigler Drive
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Details for 615 Sigler Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $899,840.00
  2. Price sqft: $291.02 / sqft
  3. Days On Market: 0
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3092
  8. Acreage: 0.08 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6387120
  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. 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 luxury residences crafted with exceptional attention to detail. Eac
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615 Sigler Drive
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Details for 615 Sigler Drive, Winter Garden, FL 34787
Single Family
  1. Price: $899,840.00
  2. Price sqft: $291.02 / sqft
  3. Days On Market: 1
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3092
  8. Acreage: 0.08 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6387120
  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. 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 luxury residences crafted with exceptional attention to detail. Eac
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131 Oak Laurel Drive
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Details for 131 Oak Laurel Drive, WINTER GARDEN, FL 34787
Townhome
  1. Price: $895,000.00
  2. Price sqft: $360.16 / sqft
  3. Days On Market: 46
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2485
  8. Acreage: 0.02 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6374501
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Park Placewinter Garden
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. Provided by: KELLER WILLIAMS REALTY AT THE PARKS
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131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three story ho
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636 Sigler Drive
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Details for 636 Sigler Drive, WINTER GARDEN, FL 34787
Townhome
  1. Price: $614,500.00
  2. Price sqft: $269.75 / sqft
  3. Days On Market: 0
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2278
  8. Acreage: 0.04 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6387125
  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. Provided by: NOVA REAL ESTATE SERVICES INC
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Under Construction. Under Construction. Welcome to Lakeview Village Estates an exclusive new community by award winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architectu
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636 Sigler Drive
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Details for 636 Sigler Drive, Winter Garden, FL 34787
Townhome
  1. Price: $614,500.00
  2. Price sqft: $269.75 / sqft
  3. Days On Market: 1
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2278
  8. Acreage: 0.04 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6387125
  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. Provided by: NOVA REAL ESTATE SERVICES INC
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Under Construction. Under Construction. Welcome to Lakeview Village Estates an exclusive new community by award winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architectu
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815 Burland Circle
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Details for 815 Burland Circle, WINTER GARDEN, FL 34787
Single Family
  1. Price: $595,000.00
  2. Price sqft: $166.29 / sqft
  3. Previous Price: $599,000
  4. Last Price Change: 02/12/26
  5. Days On Market: 76
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3578
  10. Acreage: 0.22 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2005
MLS#: O6368127
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Fullers Xing Ph 03 Ag
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: DENIZ REALTY PARTNERS LLC
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$34,000 BELOW APPRAISED VALUE (Appraisal report completed February 2026). BRAND NEW ROOF installed September 2025! Your dream pool home in the recently expanded, highly sought after Golf Cart District
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500 Teacup Springs Court
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Details for 500 Teacup Springs Court, WINTER GARDEN, FL 34787
Single Family
  1. Price: $530,000.00
  2. Price sqft: $216.06 / sqft
  3. Days On Market: 97
  4. Bedrooms: 4
  5. Baths: 3
  6. Bldg sqft: 2453
  7. Acreage: 0.52 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1995
MLS#: S5139281
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Magnolia Wood
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: RE/MAX PRIME PROPERTIES
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Short Sale. An exceptional opportunity for investors, builders, and developersthis property offers the ideal canvas for your next remodel, expansion, or ground up new construction project. Perfectly p
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