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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. Subdivision Like Davis Shores
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43 Main Street
New Construction
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Active
Listing Details for 43 Main Street, WINDERMERE, FL 34786
Single Family
  1. Price: $3,500,000.00
  2. Price sqft: $817.76 / sqft
  3. Days On Market: 58
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4280
  8. Acreage: 0.37 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Freshwater
  13. Year Built: 2026
MLS#: O6387626
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Davis Shores
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: GOLDEN GROUP REALTY LLC
  9. mfrmls
  10. DMCA Notice
Under Construction. Modern New Construction on the Butler Chain Canal Downtown Windermere Experience bright, modern waterfront living in the heart of the Town of Windermere. This brand new construct
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19 Main Street
New Construction
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Active
Listing Details for 19 Main Street, WINDERMERE, FL 34786
Single Family
  1. Price: $3,000,000.00
  2. Price sqft: $721.15 / sqft
  3. Days On Market: 71
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4160
  8. Acreage: 0.40 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Freshwater
  13. Year Built: 2026
MLS#: O6383837
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Davis Shores
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: GOLDEN GROUP REALTY LLC
  9. mfrmls
  10. DMCA Notice
Under Construction. New Construction in Downtown Windermere Waterfront on the Butler Chain of Lakes! Experience modern lakefront living in the heart of the golf cartfriendly Town of Windermere. This
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81 Oakdale Street
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Details for 81 Oakdale Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,300,000.00
  2. Price sqft: $411.89 / sqft
  3. Previous Price: $2,500,000
  4. Last Price Change: 03/18/26
  5. Days On Market: 165
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5584
  10. Acreage: 0.42 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal Front
  15. Year Built: 2001
MLS#: S5138567
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Davis Shores
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
  9. mfrmls
  10. DMCA Notice
Gorgeous canal front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living
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84 Oakdale St
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Details for 84 Oakdale St, WINDERMERE, FL 34786
Single Family
  1. Price: $1,875,000.00
  2. Price sqft: $412.81 / sqft
  3. Previous Price: $1,995,000
  4. Last Price Change: 03/26/26
  5. Days On Market: 109
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4542
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2020
MLS#: O6372842
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Davis Shores
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha
  7. High School: Olympia
  8. Provided by: CORCORAN PREMIER REALTY
  9. mfrmls
  10. DMCA Notice
Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Buildersa rare opportunity to own one of their highly sought aft
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119 Menendez Road
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Details for 119 Menendez Road, ST AUGUSTINE, FL 32080
Single Family
  1. Price: $649,000.00
  2. Price sqft: $354.65 / sqft
  3. Days On Market: 35
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1830
  8. Acreage: 0.20 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1956
MLS#: FC317277
  1. County: SAINT JOHNS
  2. City: ST AUGUSTINE
  3. Zipcode: 32080
  4. Subdivision: Davis Shores
  5. Elementary School: R. B. HUNT
  6. Middle School: SEBASTIAN
  7. High School: St. Augustine
  8. Provided by: ENDLESS SUMMER REALTY
  9. mfrmls
  10. DMCA Notice
Turnkey, fully furnished island retreat in the heart of Davis Shores on Anastasia Islandjust under two miles to both Historic Downtown St. Augustine and the beach. Whether you're looking for a second
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