Skip to Main Content
Headshot for Associate Michelle Hill
  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
Skip to Main Content
Refine Search
  1. Home
  2. Search Listings
  3. Search Results
Searching on:
  1. School = Dillard Street Elem
  2. Listing Status = Active
241 Dillard Street
Virtual Tour
Reduced
More Like This
Active
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: 128
  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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 50 Additional Pictures
Request more information about this listing.
205 Surprise Drive
Virtual Tour
More Like This
Active
Details for 205 Surprise Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,200,000.00
  2. Price sqft: $425.68 / sqft
  3. Days On Market: 83
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2819
  8. Acreage: 0.75 acres
  9. Pool: Yes
  10. Waterfront: No
  11. 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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 31 Additional Pictures
Request more information about this listing.
100 Temple Grove Drive
Virtual Tour
More Like This
Active
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: 144
  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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 66 Additional Pictures
Request more information about this listing.
131 Oak Laurel Drive
Virtual Tour
More Like This
Active
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: 40
  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
  8. mfrmls
  9. DMCA Notice
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
Listing Details and 41 Additional Pictures
Request more information about this listing.
665 Brooks Field Drive
Virtual Tour
Green Listing
More Like This
Active
Details for 665 Brooks Field Drive, WINTER GARDEN, FL 34787
Single Family
  1. Price: $775,000.00
  2. Price sqft: $171.08 / sqft
  3. Days On Market: 47
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4530
  8. Acreage: 0.20 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6372524
  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: HOMEVEST REALTY
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 70 Additional Pictures
Request more information about this listing.
815 Burland Circle
Virtual Tour
More Like This
Active
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: 70
  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
  9. mfrmls
  10. DMCA Notice
$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
Listing Details and 37 Additional Pictures
Request more information about this listing.
500 Teacup Springs Court
Shortsale
More Like This
Active
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: 92
  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
  9. mfrmls
  10. DMCA Notice
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
Listing Details and 18 Additional Pictures
Request more information about this listing.
1670 Spring Ridge Circle
More Like This
Active
Details for 1670 Spring Ridge Circle, WINTER GARDEN, FL 34787
Single Family
  1. Price: $425,000.00
  2. Price sqft: $176.86 / sqft
  3. Days On Market: 0
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2403
  8. Acreage: 0.26 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1995
MLS#: O6385776
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Crown Point Springs Ut 2
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: MARK SPAIN REAL ESTATE
  9. mfrmls
  10. DMCA Notice
METICULOUSLY MAINTAINED 3 bedroom, 2 bath home offering 1,699 square feet of well designed living space, featuring updates including the ROOF and A/C installed in 2020 giving you peace of mind. Situat
Listing Details and 29 Additional Pictures
Request more information about this listing.
1670 Spring Ridge Circle
More Like This
Active
Details for 1670 Spring Ridge Circle, Winter Garden, FL 34787
Single Family
  1. Price: $425,000.00
  2. Price sqft: $176.86 / sqft
  3. Days On Market: 1
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2403
  8. Acreage: 0.26 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1995
MLS#: O6385776
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Crown Point Springs Ut 2
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: MARK SPAIN REAL ESTATE
  9. Provided through
  10. DMCA Notice
METICULOUSLY MAINTAINED 3 bedroom, 2 bath home offering 1,699 square feet of well designed living space, featuring updates including the ROOF and A/C installed in 2020 giving you peace of mind. Situat
Listing Details and 29 Additional Pictures
Request more information about this listing.
1669 Markel Drive
Virtual Tour
More Like This
Active
Details for 1669 Markel Drive, WINTER GARDEN, FL 34787
Land
  1. Price: $415,000.00
  2. Previous Price: $425,000
  3. Last Price Change: 06/17/25
  4. Days On Market: 496
  5. Acreage: 0.48 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: O6249563
  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
  9. mfrmls
  10. DMCA Notice
This 0.48 lot is flat and clear on a quiet, dead end street in Hillcrest across from McAllister's Landing off S Fuller Rd. BEST RESIDENTIAL LOT IN WINTER GARDEN! No HOA! No wetlands, no land to clear.
Listing Details and 11 Additional Pictures
Request more information about this listing.
Liked Listings