
- Lori Ann Bugliaro P.A., REALTOR ®
- Tropic Shores Realty
- Helping My Clients Make the Right Move!
- Mobile: 352.585.0041
- Fax: 888.519.7102
- 352.585.0041
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Searching on:
- City = Windermere
Single Family
- Price: $20,000,000.00
- Price sqft: $879.97 / sqft
- Days On Market: 80
- Bedrooms: 7
- Baths: 9
- Garage / Parking Spaces: 6
- Bldg sqft: 22728
- Acreage: 3.75 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake
- Year Built: 2014
MLS#: O6275556
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Metcalf Park Rep
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: STOCKWORTH REALTY GROUP
- 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
Single Family
- Price: $15,950,000.00
- Price sqft: $581.44 / sqft
- Days On Market: 420
- Bedrooms: 9
- Baths: 16
- Garage / Parking Spaces: 8
- Bldg sqft: 27432
- Acreage: 2.50 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6184943
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windsor Hill
- Provided by: REALTY HUB
- DMCA Notice
Under Construction. One or more photo(s) has been virtually staged. Welcome to your opulent retreat nestled in the heart of elegance! Building by Supreme International Construction one of the most re
Single Family
- Price: $14,250,000.00
- Price sqft: $1,156.75 / sqft
- Days On Market: 15
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 6
- Bldg sqft: 12319
- Acreage: 1.02 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1999
MLS#: O6304800
- County: ORANGE
- City: Windermere
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: ISLEWORTH REALTY LLC
- Provided through
- DMCA Notice
Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry I
Single Family
- Price: $14,250,000.00
- Price sqft: $1,156.75 / sqft
- Days On Market: 15
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 6
- Bldg sqft: 12319
- Acreage: 1.02 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1999
MLS#: O6304800
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: ISLEWORTH REALTY LLC
- DMCA Notice
Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry I
Single Family
- Price: $11,900,000.00
- Price sqft: $671.86 / sqft
- Days On Market: 484
- Bedrooms: 6
- Baths: 9
- Garage / Parking Spaces: 4
- Bldg sqft: 17712
- Acreage: 1.60 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 2001
MLS#: O6176070
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Down Point Sub
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: REVEL REALTY LLC
- DMCA Notice
Nestled along almost 1,000 of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2 acre peninsul
Single Family
- Price: $9,500,000.00
- Price sqft: $636.13 / sqft
- Days On Market: 61
- Bedrooms: 6
- Baths: 9
- Garage / Parking Spaces: 5
- Bldg sqft: 14934
- Acreage: 2.20 acres
- Pool: Yes
- Community Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake,RiparianRights
- Year Built: 2010
MLS#: O6294487
- County: ORANGE
- City: Windermere
- Zipcode: 34786
- Subdivision: Keenes Pointe
- Elementary School: Windermere Elem
- Middle School: Bridgewater
- High School: Windermere
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- Provided through
- 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
Single Family
- Price: $9,500,000.00
- Price sqft: $636.13 / sqft
- Days On Market: 61
- Bedrooms: 6
- Baths: 9
- Garage / Parking Spaces: 5
- Bldg sqft: 14934
- Acreage: 2.20 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges,Riparian Rights
- Year Built: 2010
MLS#: O6294487
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Keenes Pointe
- Elementary School: Windermere Elem
- Middle School: Bridgewater
- High School: Windermere
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- 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
Single Family
- Price: $9,490,000.00
- Price sqft: $741.64 / sqft
- Days On Market: 364
- Bedrooms: 6
- Baths: 10
- Garage / Parking Spaces: 4
- Bldg sqft: 12796
- Acreage: 0.60 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 2004
MLS#: O6211352
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: ISLEWORTH REALTY LLC
- DMCA Notice
One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boasting a spacious 11,100 square
Single Family
- Price: $9,490,000.00
- Price sqft: $741.64 / sqft
- Days On Market: 364
- Bedrooms: 6
- Baths: 10
- Garage / Parking Spaces: 4
- Bldg sqft: 12796
- Acreage: 0.60 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 2004
MLS#: O6211352
- County: ORANGE
- City: Windermere
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: ISLEWORTH REALTY LLC
- Provided through
- DMCA Notice
One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boasting a spacious 11,100 square
Single Family
- Price: $9,218,000.00
- Price sqft: $798.65 / sqft
- Days On Market: 22
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 11542
- Acreage: 3.70 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2001
MLS#: O6306210
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Keenes Pointe
- Elementary School: Windermere Elem
- Middle School: Bridgewater
- High School: Windermere
- Provided by: STOCKWORTH REALTY GROUP
- DMCA Notice
Renovated and remodeled in 2018, this remarkable estate embodies the essence of lakefront living at its finest. Located within Windermeres prestigious, 24 hour guard gated community of Keenes Pointe,
Disclaimer: All information provided is deemed to be reliable but not guaranteed.

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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on June 4, 2025 @ 12:00 am
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