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 = Windermere
  2. Listing Status = Active
10024 Enchanted Oak Drive
Virtual Tour
More Like This
Active
Details for 10024 Enchanted Oak Drive, GOLDEN OAK, FL 32836
Single Family
  1. Price: $19,000,000.00
  2. Price sqft: $1,278.43 / sqft
  3. Days On Market: 76
  4. Bedrooms: 10
  5. Baths: 16
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 14862
  8. Acreage: 0.79 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2013
MLS#: O6366604
  1. County: ORANGE
  2. City: GOLDEN OAK
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Ph 01c
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: GOLDEN OAK REALTY
  9. mfrmls
  10. DMCA Notice
Welcome to a rare masterpiece of luxury living, perfectly situated in Golden Oak at Walt Disney World Resort, within the ultra exclusive Carolwood Reservea coveted enclave of only seven estate sized h
Listing Details and 99 Additional Pictures
Request more information about this listing.
11900 Lake Butler Boulevard
Virtual Tour
More Like This
Active
Details for 11900 Lake Butler Boulevard, WINDERMERE, FL 34786
Single Family
  1. Price: $18,500,000.00
  2. Price sqft: $813.97 / sqft
  3. Previous Price: $20,000,000
  4. Last Price Change: 09/13/25
  5. Days On Market: 348
  6. Bedrooms: 7
  7. Baths: 9
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 22728
  10. Acreage: 3.75 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 2014
MLS#: O6275556
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Metcalf Park Rep
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: STOCKWORTH REALTY GROUP
  9. mfrmls
  10. DMCA Notice
Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermeres largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 f
Listing Details and 90 Additional Pictures
Request more information about this listing.
8834 Winter Garden Vineland Road
More Like This
Active
Details for 8834 Winter Garden Vineland Road, ORLANDO, FL 32836
Land
  1. Price: $15,000,000.00
  2. Days On Market: 15
  3. Acreage: 4.81 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Front
  8. Year Built: Not Available
MLS#: G5107472
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32836
  4. Subdivision: Royal Ranch Estates
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: OLYMPUS EXECUTIVE REALTY INC
  9. mfrmls
  10. DMCA Notice
Privately positioned on Lake Mabel, this rare lakefront offering includes two contiguous parcels sold together, totaling approx. 9.47 acres, with direct lake frontage and estate level privacy in a tig
Listing Details and 11 Additional Pictures
Request more information about this listing.
8822 Winter Garden Vineland Road
More Like This
Active
Details for 8822 Winter Garden Vineland Road, ORLANDO, FL 32836
Single Family
  1. Price: $15,000,000.00
  2. Price sqft: $3,152.59 / sqft
  3. Days On Market: 15
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4758
  8. Acreage: 4.66 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1979
MLS#: G5107287
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32836
  4. Subdivision: Royal Ranch Estates
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: OLYMPUS EXECUTIVE REALTY INC
  9. mfrmls
  10. DMCA Notice
Privately positioned on Lake Mabel, this rare lakefront offering includes two contiguous parcels sold together, totaling approx. 9.47 acres, with direct lake frontage and estate level privacy in a tig
Listing Details and 20 Additional Pictures
Request more information about this listing.
5525 Isleworth Country Club Dr
Virtual Tour
More Like This
Active
Details for 5525 Isleworth Country Club Dr, WINDERMERE, FL 34786
Single Family
  1. Price: $14,250,000.00
  2. Price sqft: $1,156.75 / sqft
  3. Days On Market: 283
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 12319
  8. Acreage: 1.02 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1999
MLS#: O6304800
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
  9. mfrmls
  10. DMCA Notice
One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communi
Listing Details and 99 Additional Pictures
Request more information about this listing.
9323 Gladys Garden Court
Virtual Tour
New Construction
More Like This
Active
Details for 9323 Gladys Garden Court, WINDERMERE, FL 34786
Single Family
  1. Price: $13,995,000.00
  2. Price sqft: $1,118.71 / sqft
  3. Days On Market: 13
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 12510
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6381880
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Gardens Of Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: CORCORAN PREMIER REALTY
  9. mfrmls
  10. DMCA Notice
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury
Listing Details and 83 Additional Pictures
Request more information about this listing.
10065 Autumn Mist Ln
Virtual Tour
Green Listing
More Like This
Active
Details for 10065 Autumn Mist Ln, GOLDEN OAK, FL 32836
Single Family
  1. Price: $13,500,000.00
  2. Price sqft: $1,540.57 / sqft
  3. Days On Market: 179
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 8763
  8. Acreage: 0.38 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2022
MLS#: O6339148
  1. County: ORANGE
  2. City: GOLDEN OAK
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Ph 3
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: STOCKWORTH REALTY GROUP
  9. mfrmls
  10. DMCA Notice
Presenting a stunning showplace of elegance and style nestled inside the coveted Four Seasons Private Residences Orlando within Golden Oak at Walt Disney World Resort. This exquisitely crafted estate
Listing Details and 64 Additional Pictures
Request more information about this listing.
4226 Downeast Lane
Virtual Tour
More Like This
Active
Details for 4226 Downeast Lane, WINDERMERE, FL 34786
Land
  1. Price: $11,800,000.00
  2. Days On Market: 72
  3. Acreage: 9.03 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Lake Privileges
  8. Year Built: Not Available
MLS#: O6367852
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Windermere Elem
  5. Middle School: Chain of Lakes
  6. High School: Olympia
  7. Provided by: COLDWELL BANKER RESIDENTIAL RE
  8. mfrmls
  9. DMCA Notice
Exceptional development opportunity, currently r ce zoning should allow for 3 lakefront luxury home sites discover over 5+acres of waterfront land with 300 feet of pristine shoreline on lake down, par
Listing Details and 16 Additional Pictures
Request more information about this listing.
4226 Downeast Lane
Virtual Tour
More Like This
Active
Details for 4226 Downeast Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $11,800,000.00
  2. Price sqft: $1,385.63 / sqft
  3. Previous Price: $14,800,000
  4. Last Price Change: 12/17/25
  5. Days On Market: 125
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 8516
  10. Acreage: 9.03 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 1980
MLS#: O6355233
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Windermere Elem
  5. Middle School: Chain of Lakes
  6. High School: Olympia
  7. Provided by: COLDWELL BANKER RESIDENTIAL RE
  8. mfrmls
  9. DMCA Notice
Exceptional DEVELOPMENT OPPORTUNITY, currently R CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, pa
Listing Details and 17 Additional Pictures
Request more information about this listing.
10012 Hyperion Lane
Virtual Tour
More Like This
Active
Details for 10012 Hyperion Lane, ORLANDO, FL 32836
Single Family
  1. Price: $10,450,000.00
  2. Price sqft: $1,350.13 / sqft
  3. Days On Market: 6
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7740
  8. Acreage: 0.43 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2019
MLS#: O6381136
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32836
  4. Subdivision: Golden Oak Ph 4
  5. Elementary School: Castleview
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: ONE LUXURY INTERNATIONAL LLC
  9. mfrmls
  10. DMCA Notice
Tucked away on a private cul de sac within the ultra exclusive gates of Golden Oak at Walt Disney World Resort, this rare single story estate was originally built by renowned luxury builder Jones Clay
Listing Details and 48 Additional Pictures
Request more information about this listing.
Liked Listings