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

241 Dillard Street Virtual Tour More Like This

  1. Request Information
  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
Active
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
Active
Details for 100 Temple Grove Drive, WINTER GARDEN, FL 34787
$1,050,000.00 ($240.72 / sqft )

100 Temple Grove Drive Virtual Tour 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
Active
Details for 665 Brooks Field Drive, WINTER GARDEN, FL 34787
$775,000.00 ($171.08 / sqft )

665 Brooks Field Drive Virtual Tour Green Listing More Like This

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  1. Bedrooms: 5
  2. Baths: 4
  3. Approx. 4530 sqft
  1. MLSID: O6372524
  2. Provided by HOMEVEST REALTY
  3. Contact Kelly Zannini
  4. mfrmls
  5. DMCA Notice
Description
  1. This Winter Garden Solar home located in MCALLISTER LANDING is a stunning pool home with tons of upgrades. Gorgeous 5 bedroom and 3.5 baths, this home is perfect for families who want to enjoy a luxur
68 Pictures and Information
Active
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
Active
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
Active
Details for 312 Park Avenue, WINTER GARDEN, FL 34787
$590,000.00 ($313.16 / sqft )

312 Park Avenue Virtual Tour Reduced 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
Active
Details for 1504 Spring Ridge Circle, WINTER GARDEN, FL 34787
$549,999.00 ($195.04 / sqft )

1504 Spring Ridge Circle Virtual Tour Reduced More Like This

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 2
  3. Approx. 2820 sqft
  1. MLSID: O6369221
  2. Provided by HOMEVEST REALTY
  3. Contact Erica Diaz
  4. mfrmls
  5. DMCA Notice
Description
  1. Welcome home to the relaxed, easygoing charm of Downtown Winter Garden living. This three bedroom, two bath pool home sits on an oversized lot and offers the lifestyle so many people are searching for
21 Pictures and Information
Active
Details for 500 Teacup Springs Court, WINTER GARDEN, FL 34787
$530,000.00 ($216.06 / sqft )

500 Teacup Springs Court Shortsale More Like This

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 3
  3. Approx. 2453 sqft
  1. MLSID: S5139281
  2. Provided by RE/MAX PRIME PROPERTIES
  3. Contact Shannon Casey
  4. mfrmls
  5. DMCA Notice
Description
  1. 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
4 Pictures and Information
Active
Details for 647 Plant Street, WINTER GARDEN, FL 34787
$515,000.00 ($218.31 / sqft )

647 Plant Street Virtual Tour Reduced More Like This

  1. Request Information
  1. Bedrooms: 3
  2. Baths: 3
  3. Approx. 2359 sqft
  1. MLSID: O6344194
  2. Provided by MBA REALTY GROUP, INC
  3. Contact Sharon O'Malley
  4. mfrmls
  5. DMCA Notice
Description
  1. An unbelievable opportunity has become available in the quaint town of Winter Garden! Get your golf cart charged up as you call this special place home. If strolling or fitness is your hobby, this tow
61 Pictures and Information
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