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  1. School = Dillard Street Elem
Details for 241 Dillard Street, WINTER GARDEN, FL 34787
$1,800,000.00 ($385.36 / sqft )

241 Dillard Street Virtual Tour More Like This

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  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 4671 sqft
  1. MLSID: O6353975
  2. Provided by HOMEVEST REALTY
  3. Contact Erica Diaz
  4. mfrmls
  5. DMCA Notice
Description
  1. 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
51 Pictures and Information
Details for 205 Surprise Drive, WINTER GARDEN, FL 34787
$1,300,000.00 ($461.16 / sqft )

205 Surprise Drive Virtual Tour More Like This

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  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 2819 sqft
  1. MLSID: O6365188
  2. Provided by RE/MAX PRIME PROPERTIES
  3. Contact Alison Scorsone
  4. mfrmls
  5. DMCA Notice
Description
  1. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four lot parcel totaling 3/4 of an acre, this unique estate offers unma
32 Pictures and Information
Details for 133 Park Avenue, WINTER GARDEN, FL 34787
$1,289,000.00 ($375.26 / sqft )

133 Park Avenue Virtual Tour More Like This

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  1. Bedrooms: 3
  2. Baths: 4
  3. Approx. 3435 sqft
  1. MLSID: G5103956
  2. Provided by ERA GRIZZARD REAL ESTATE
  3. Contact Olga Jakubowski
  4. mfrmls
  5. DMCA Notice
Description
  1. Modern & Sleek Townhouse in the Winter Garden Historical District featuring high end details & quality finishes that you would expect to find in such a remarkable property. This stunning 3 level townh
92 Pictures and Information
Details for 100 Temple Grove Drive, WINTER GARDEN, FL 34787
$1,050,000.00 ($240.72 / sqft )

100 Temple Grove Drive Virtual Tour Reduced More Like This

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  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 4362 sqft
  1. MLSID: NS1086151
  2. Provided by ENGEL & VOLKERS NEW SMYRNA
  3. Contact Rob West
  4. mfrmls
  5. DMCA Notice
Description
  1. 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
67 Pictures and Information
Details for 515 Boyd Street, WINTER GARDEN, FL 34787
$900,000.00 ($188.21 / sqft )

515 Boyd Street Reduced More Like This

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  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 4782 sqft
  1. MLSID: O6222919
  2. Provided by HOMEVEST REALTY
  3. Contact Erica Diaz
  4. mfrmls
  5. DMCA Notice
Description
  1. 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
40 Pictures and Information
Details for 1669 Markel Drive, WINTER GARDEN, FL 34787
$894,544.00 ($292.14 / sqft )

1669 Markel Drive Virtual Tour New Construction More Like This

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  1. Bedrooms: 3
  2. Baths: 4
  3. Approx. 3062 sqft
  1. MLSID: O6256295
  2. Provided by Q BOUTIQUE SPECIALTY REALTY INC
  3. Contact Laura Diss
  4. mfrmls
  5. DMCA Notice
Description
  1. Pre Construction. To be built. NO HOA! FLAT, CLEARED, NO WETLANDS LOT IN WINTER GARDEN. This is the LAST vacant lot available in Hillcrest's established Winter Garden community across from McAllistair
14 Pictures and Information
Details for 417 Main Street, WINTER GARDEN, FL 34787
$775,000.00 ($254.93 / sqft )

417 Main Street Virtual Tour More Like This

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  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 3040 sqft
  1. MLSID: O6361513
  2. Provided by RE/MAX PRIME PROPERTIES
  3. Contact Alison Scorsone
  4. mfrmls
  5. DMCA Notice
Description
  1. Experience the perfect blend of historic charm and modern comfort in this home nestled in the sought after golf cart district of Downtown Winter Garden. This residence captures the character of the hi
37 Pictures and Information
Details for 351 Floral Drive, WINTER GARDEN, FL 34787
$689,000.00 ($294.19 / sqft )

351 Floral Drive Virtual Tour More Like This

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  1. Bedrooms: 3
  2. Baths: 2
  3. Approx. 2342 sqft
  1. MLSID: O6343249
  2. Provided by COLDWELL BANKER RESIDENTIAL RE
  3. Contact Jared Lippelgoos
  4. mfrmls
  5. DMCA Notice
Description
  1. PRICE IMPROVEMENT Stunning Renovated Ranch on Prime Corner Lot in Historic Downtown Winter Garden Welcome to a prime corner lot property in Historic Downtown Winter Garden that perfectly blends mo
34 Pictures and Information
Details for 312 Park Avenue, WINTER GARDEN, FL 34787
$600,000.00 ($318.47 / sqft )

312 Park Avenue Virtual Tour More Like This

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  1. Bedrooms: 3
  2. Baths: 2
  3. Approx. 1884 sqft
  1. MLSID: O6337303
  2. Provided by HOMEVEST REALTY
  3. Contact Erica Diaz
  4. mfrmls
  5. DMCA Notice
Description
  1. One or more photo(s) has been virtually staged. Welcome to your downtown Winter Garden dream. This updated three bedroom, two bath pool home sits right in the golf cart district, just minutes from Pla
37 Pictures and Information
Details for 815 Burland Circle, WINTER GARDEN, FL 34787
$599,000.00 ($167.41 / sqft )

815 Burland Circle Virtual Tour More Like This

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  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 3578 sqft
  1. MLSID: O6368127
  2. Provided by DENIZ REALTY PARTNERS LLC
  3. Contact Grace Brazell
  4. mfrmls
  5. DMCA Notice
Description
  1. BRAND NEW ROOF installed September 2025! Your dream pool home in Winter Garden awaits! Set on a spacious corner lot just under a quarter acre, this stunning 5 bedroom, 4 bathroom home offers 2,994 sq
38 Pictures and Information
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