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- School = Olympia High
Single Family
- Price: $20,000,000.00
- Price sqft: $879.97 / sqft
- Days On Market: 15
- 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 Middle
- High School: Olympia High
- 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: $4,899,000.00
- Price sqft: $504.53 / sqft
- Days On Market: 6
- Bedrooms: 7
- Baths: 11
- Garage / Parking Spaces: 3
- Bldg sqft: 9710
- Acreage: 1.09 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Beach Front,Lake
- Year Built: 2019
MLS#: O6292745
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN
Unveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakesa residence that redefines lakefront l
Single Family
- Price: $4,500,000.00
- Price sqft: $379.30 / sqft
- Days On Market: 6
- Bedrooms: 6
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 11864
- Acreage: 2.06 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 1984
MLS#: O6284740
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Downs Cove Camp Sites
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Stunning Butler Chain lakefront estate nestled on over 2 acres of meticulously manicured grounds that epitomizes the pinnacle of luxury waterfront living. From the moment you enter this stunning prope
Single Family
- Price: $3,500,000.00
- Price sqft: $554.32 / sqft
- Days On Market: 3
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 3
- Bldg sqft: 6314
- Acreage: 1.35 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1985
MLS#: O6288659
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Butler Bay
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: SOUTHERN REALTY GROUP LLC
- DMCA Notice
Your Own Private Paradise Just Under 6,000 Sq Ft of Lakefront Luxury
Welcome to your private sanctuary with both sunrise and sunset views over the shimmering waters of Lake Crescent. Located in th
Single Family
- Price: $3,100,000.00
- Price sqft: $380.04 / sqft
- Previous Price: $3,500,000
- Last Price Change: 03/25/25
- Days On Market: 564
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 8157
- Acreage: 0.45 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake
- Year Built: 1993
MLS#: O6141389
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Aladar On Lake Butler
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: VINTAGE REALTY GROUP LLC
- DMCA Notice
Major Price Reduction * Detached Guest Suite overlooking Pool with Fireplace has Private Entrance in Courtyard Courtyard Pool with Waterfall from the Heated Spa has the feel of an Olde World Europea
Single Family
- Price: $2,900,000.00
- Price sqft: $529.49 / sqft
- Days On Market: 117
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 5477
- Acreage: 1.77 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2003
MLS#: O6261656
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: VINTAGE REALTY GROUP LLC
- DMCA Notice
Never lived in since completely remodeled and expanded total of 6 bedrooms 5 full baths 1 pool or guest bath primary suite & guest suite on 1st floor 4 more bedrooms & 3 bathrooms on 2nd flo
Single Family
- Price: $2,650,000.00
- Price sqft: $423.86 / sqft
- Days On Market: 13
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 6252
- Acreage: 0.51 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1995
MLS#: O6290296
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: UPSIDE REAL ESTATE INC
- DMCA Notice
Welcome to Second Avenue, a serene peninsula in the heart of Old Windermere. This modern masterpiece offers 5 bedrooms, 4.5 baths, including a detached poolside Guest House, seamlessly blending sleek
Single Family
- Price: $2,600,000.00
- Price sqft: $398.53 / sqft
- Days On Market: 17
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 6524
- Acreage: 0.36 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2023
MLS#: O6288326
- County: ORANGE
- City: GOTHA
- Zipcode: 34734
- Subdivision: Fire Creekgotha
- Elementary School: Thornebrooke Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: WEBB FLORIDA REALTY LLC
- DMCA Notice
Exclusive Home in Gotha, nestled within the peaceful and sought after town of Gotha, this stunning 5,500 sqft home is located in a private, prestigious gated community of only 34 residences. Gotha is
Single Family
- Price: $2,495,000.00
- Price sqft: $341.97 / sqft
- Previous Price: $2,750,000
- Last Price Change: 03/28/25
- Days On Market: 45
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 7296
- Acreage: 0.57 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2015
MLS#: O6279246
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
One or more photo(s) has been virtually staged. On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one of a kind multi generational home is a short distance from
Single Family
- Price: $2,359,000.00
- Price sqft: $666.20 / sqft
- Previous Price: $2,349,000
- Last Price Change: 03/14/25
- Days On Market: 104
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 3541
- Acreage: 1.43 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 1974
MLS#: O6263552
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town Rep
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
- Provided by: PREMIER SOTHEBYS INT'L REALTY
- DMCA Notice
One or more photo(s) has been virtually staged. Welcome to 647 Ridgewood Drive, an exquisitely remodeled three bedroom, three bathroom lakefront estate in the heart of Old Windermere. This exceptional

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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on March 31, 2025 @ 12:00 am
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