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Details for 214 Woodland Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $1,990,000.00
  2. Price sqft: $525.48 / sqft
  3. Days On Market: 172
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3787
  8. Acreage: 0.86 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1925
MLS#: G5090037
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Fries Winter Garden
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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Calling all Investors and Developers or anyone looking for a GREAT location to call home. Located in the heart of Downtown Winter Garden, this property offers a goldmine of opportunity for those looki
Details for 515 Boyd Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $999,000.00
  2. Price sqft: $208.91 / sqft
  3. Days On Market: 316
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4782
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1957
MLS#: O6222919
  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: HOMEVEST REALTY
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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
Details for 426 Boyd Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $850,000.00
  2. Price sqft: $322.46 / sqft
  3. Previous Price: $875,000
  4. Last Price Change: 05/21/25
  5. Days On Market: 40
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 2636
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1960
MLS#: V4942106
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Winter Garden Shores Add 02
  5. Provided by: COLDWELL BANKER REALTY
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NO HOA! Meticulously maintained pool home in Winter Gardens coveted golf cart district, minutes from historic downtown. This elegant 3 bedroom, 3 bath residence plus office features an expansive 34'x1
Details for 14345 Wabasso Loop, Winter Garden, FL 34787
Single Family
  1. Price: $749,900.00
  2. Price sqft: $199.44 / sqft
  3. Previous Price: $799,000
  4. Last Price Change: 05/23/25
  5. Days On Market: 68
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3760
  10. Acreage: 0.16 acres
  11. Pool: Yes
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2022
MLS#: O6291260
  1. County: ORANGE
  2. City: Winter Garden
  3. Zipcode: 34787
  4. Subdivision: Tilden Place/winter Garden
  5. Elementary School: Keene Crossing
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: CENTERGATE REALTY LLC
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Price adjustment... Discover the charm of this incredible gated community home in Tilden Place, one of Winter Gardens most sought after neighborhoods. At first glance, you will notice a covered porch
Details for 423 Main St  , WINTER GARDEN, FL 34787
Single Family
  1. Price: $715,000.00
  2. Price sqft: $317.92 / sqft
  3. Days On Market: 184
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2249
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1957
MLS#: O6259239
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Winter Garden Shores First Add
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: HOMEVEST REALTY
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Welcome to your dream home in the heart of downtown Winter Garden! This beautifully remodeled 3 bedroom, 2 bathroom residence offers a perfect blend of modern style and functional design, all in one o
Details for 632 Tildenville School Road, WINTER GARDEN, FL 34787
Single Family
  1. Price: $589,000.00
  2. Price sqft: $330.16 / sqft
  3. Days On Market: 101
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1784
  8. Acreage: 0.63 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1915
MLS#: O6277220
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Winter Garden
  5. Elementary School: Tildenville Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: THE REAL ESTATE COLLECTION LLC
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One or more photo(s) has been virtually staged. On 0.63 Acres, This unique property offers ample space for an accessory dwelling unit, workshop, outdoor storage, garage or green house, vegetable garde
Details for 6754 Winterset Gardens Rd, WINTER HAVEN, FL 33884
Single Family
  1. Price: $550,000.00
  2. Price sqft: $119.28 / sqft
  3. Days On Market: 61
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4611
  8. Acreage: 0.50 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1981
MLS#: P4934229
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Winterset Gardens
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: ASSOCIATE REALTY
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A MUST SEE! Beautiful 4 bedroom, 3 bathroom POOL home situated on a generous half acre CORNER LOT in Winterset Gardens! Optional HOA, bring your boats and campers! Private Community Boat ramp. Boastin
Details for 427 Lakeview Avenue, WINTER GARDEN, FL 34787
Single Family
  1. Price: $549,000.00
  2. Price sqft: $288.64 / sqft
  3. Days On Market: 71
  4. Bedrooms: 4
  5. Baths: 2
  6. Bldg sqft: 1902
  7. Acreage: 0.25 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 1964
MLS#: O6290029
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Winter Garden Shores Add 02
  5. Provided by: BHHS FLORIDA REALTY
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Charming POOL home with a fenced in backyard oasis just footsteps from historic downtown WINTER GARDEN! This beautiful retreat with NO HOA sits on a QUARTER of an acre and features 4 bedrooms, 2 baths
Details for 375 Boyd Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $507,500.00
  2. Price sqft: $338.11 / sqft
  3. Days On Market: 51
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1501
  7. Acreage: 0.22 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1960
MLS#: G5094979
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Winter Garden Shores Add 02
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: OLYMPUS EXECUTIVE REALTY INC
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Step into a piece of mid century magic just blocks from the heart of Plant Street and the shimmering shoreline of Lake Apopka! This beautifully maintained home welcomes you with incredible curb appeal
Details for 425 Woodland Street, WINTER GARDEN, FL 34787
Single Family
  1. Price: $400,000.00
  2. Price sqft: $220.63 / sqft
  3. Days On Market: 92
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1813
  8. Acreage: 0.16 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1960
MLS#: O6283250
  1. County: ORANGE
  2. City: WINTER GARDEN
  3. Zipcode: 34787
  4. Subdivision: Vinings Add Winter Garden
  5. Elementary School: Dillard Street Elem
  6. Middle School: Lakeview
  7. High School: West Orange
  8. Provided by: DENIZ REALTY PARTNERS LLC
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Step into the timeless charm of this 3 bedroom, 1.5 bathroom, 1,397 sq. ft. home in the heart of downtown Winter Garden! Nestled on a spacious 0.16 acre corner lot, this home offers plenty of space in