Skip to Main Content
Headshot for Associate Krista Plagge
  1. Krista Plagge, REALTOR ®
  2. Tropic Shores Realty
  3. Mobile: 813.285.1702
  4. krista@homeguidetampa.com
Skip to Main Content
Refine Search
  1. Home
  2. Search Listings
  3. Search Results
Searching on:
  1. City = Windermere
9508 Windy Ridge Road
Virtual Tour
More Like This
Details for 9508 Windy Ridge Road, Windermere, FL 34786
Single Family
  1. Price: $22,995,000.00
  2. Days On Market: 50
  3. Bedrooms: 6
  4. Baths: 12
  5. Garage / Parking Spaces: 50
  6. Acreage: 18.16 acres
  7. Pool: Yes
  8. Waterfront: Yes
  9. Wateraccess: Yes
  10. Year Built: 2011
MLS#: RX-11136385
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Provided by: Douglas Elliman (Jupiter)
  5. Provided through
  6. DMCA Notice
Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound include
Listing Details and 48 Additional Pictures
Request more information about this listing.
11900 Lake Butler Boulevard
Virtual Tour
Reduced
More Like This
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: 12/13/25
  5. Days On Market: 278
  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 Middle
  7. High School: Olympia High
  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.
5525 Isleworth Country Club Dr
Virtual Tour
More Like This
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: 213
  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 Middle
  7. High School: Olympia High
  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.
9621 Windy Ridge Road
Virtual Tour
New Construction
More Like This
Details for 9621 Windy Ridge Road, WINDERMERE, FL 34786
Single Family
  1. Price: $13,650,000.00
  2. Price sqft: $497.59 / sqft
  3. Previous Price: $13,700,000
  4. Last Price Change: 12/10/25
  5. Days On Market: 136
  6. Bedrooms: 9
  7. Baths: 16
  8. Garage / Parking Spaces: 8
  9. Bldg sqft: 27432
  10. Acreage: 2.50 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6333091
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windsor Hill
  5. Provided by: CITARELLI REALTY GROUP LLC
  6. mfrmls
  7. DMCA Notice
Under Construction. Experience unmatched privacy, prestige, and personalization with this brand new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land t
Listing Details and 27 Additional Pictures
Request more information about this listing.
4226 Downeast Lane
Virtual Tour
More Like This
Details for 4226 Downeast Lane, WINDERMERE, FL 34786
Land
  1. Price: $11,800,000.00
  2. Days On Market: 2
  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 13 Additional Pictures
Request more information about this listing.
4226 Downeast Lane
Virtual Tour
Reduced
More Like This
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: 12/16/25
  5. Days On Market: 55
  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 Middle
  6. High School: Olympia High
  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 14 Additional Pictures
Request more information about this listing.
6149 Grosvenor Shore Dr
Virtual Tour
More Like This
Details for 6149 Grosvenor Shore Dr, WINDERMERE, FL 34786
Single Family
  1. Price: $9,999,000.00
  2. Price sqft: $1,096.14 / sqft
  3. Days On Market: 38
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 7
  7. Bldg sqft: 9122
  8. Acreage: 2.65 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 2013
MLS#: O6356355
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater Middle
  7. High School: Windermere High School
  8. Provided by: SOUTHERN REALTY GROUP LLC
  9. mfrmls
  10. DMCA Notice
Keene's Pointe Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and me
Listing Details and 74 Additional Pictures
Request more information about this listing.
6137 Grosvenor Shore Drive
Virtual Tour
More Like This
Details for 6137 Grosvenor Shore Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $8,995,000.00
  2. Price sqft: $602.32 / sqft
  3. Previous Price: $9,500,000
  4. Last Price Change: 11/24/25
  5. Days On Market: 259
  6. Bedrooms: 6
  7. Baths: 9
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 14934
  10. Acreage: 2.20 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges,Riparian Rights
  16. Year Built: 2010
MLS#: O6294487
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater Middle
  7. High School: Windermere High School
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
Experience luxury lakefront living on a grand scale in this custom built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three story residence spans 9,571 sq
Listing Details and 58 Additional Pictures
Request more information about this listing.
9343 Tibet Pointe Circle
Virtual Tour
More Like This
Details for 9343 Tibet Pointe Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $8,250,000.00
  2. Price sqft: $731.38 / sqft
  3. Previous Price: $8,489,000
  4. Last Price Change: 09/18/25
  5. Days On Market: 370
  6. Bedrooms: 7
  7. Baths: 10
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 11280
  10. Acreage: 1.54 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 2004
MLS#: O6264629
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe
  5. Provided by: LA ROSA REALTY LLC
  6. mfrmls
  7. DMCA Notice
PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brig
Listing Details and 99 Additional Pictures
Request more information about this listing.
6507 Rosella Court
Virtual Tour
More Like This
Details for 6507 Rosella Court, WINDERMERE, FL 34786
Single Family
  1. Price: $7,750,000.00
  2. Price sqft: $532.28 / sqft
  3. Days On Market: 45
  4. Bedrooms: 7
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 14560
  8. Acreage: 2.19 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 2007
MLS#: O6353035
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Keenes Pointe 46104
  5. Provided by: DEANNA MARIE SECHREST
  6. mfrmls
  7. DMCA Notice
Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden o
Listing Details and 91 Additional Pictures
Request more information about this listing.
Liked Listings