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  1. School = Dillard Street Elem
  2. Listing Status = Active
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: 144
  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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156 Stanton Estates Circle
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Details for 156 Stanton Estates Circle, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,200,000.00
  2. Price sqft: $378.55 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3170
  8. Acreage: 0.30 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6384801
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Stanton Estates
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: FATHOM REALTY FL LLC
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Welcome to Golf Cart Life in Historic Downtown Winter Garden! Nestled within Stanton Estates an exclusive enclave of just 45 luxury homes this stunning contemporary masterpiece is perfectly posit
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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: 99
  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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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: 11
  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: 56
  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: 10
  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: 86
  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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374 Millwood Place
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Details for 374 Millwood Place, WINTER GARDEN, FL 34787
Single Family
  1. Price: $575,000.00
  2. Price sqft: $47.91 / sqft
  3. Days On Market: 6
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 12002
  8. Acreage: 0.28 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2014
MLS#: O6387757
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Covington Chase Ph 2a
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: PREFERRED REAL ESTATE BROKERS
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Ready to discover a home that truly stands out? Step into this outstanding, model like home that truly has it all. This beautiful property features 3 bedrooms, 2 bathrooms, plus a flex room that can e
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1112 Juniper Hammock Court
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Details for 1112 Juniper Hammock Court, WINTER GARDEN, FL 34787
Single Family
  1. Price: $530,000.00
  2. Price sqft: $179.97 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2945
  8. Acreage: 0.20 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2002
MLS#: O6388013
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Fullers Crossing Ph 02 49 31
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: Ocoee
  8. Provided by: FLORIDA REALTY INVESTMENTS
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Welcome to this beautiful and spacious 4 bedroom, 2 bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well maintained residence has over 2,500 square feet
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628 Orange Belt Loop
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Details for 628 Orange Belt Loop, WINTER GARDEN, FL 34787
Townhome
  1. Price: $529,900.00
  2. Price sqft: $212.64 / sqft
  3. Days On Market: 3
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2492
  8. Acreage: 0.05 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6389653
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Heritage At Plant Street Commu
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HOMEVEST REALTY
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Live the downtown winter garden lifestyle in this beautifully upgraded corner unit townhome in the sought after community of heritage at plant streetperfectly located in the golf cart district with di
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Tropic Shores Realty - Crystal River
Equal Housing Opportunity
Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on March 14, 2026 @ 12:00 am
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