- Lori Ann Bugliaro P.A., PA,REALTOR ®
- Tropic Shores Realty
- Helping My Clients Make the Right Move!
- Mobile: 352.585.0041
- Fax: 888.519.7102
- Mobile: 352.585.0041
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Searching on:
- Subdivision Like Windermere Town
- Listing Status = Active
- 1
Single Family
- Price: $2,475,000.00
- Price sqft: $509.36 / sqft
- Days On Market: 2
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 4859
- Acreage: 2.97 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: LakeFront,LakePrivileges
- Year Built: 1954
MLS#: O6391047
- County: ORANGE
- City: Windermere
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: REVEL REALTY LLC
- Provided through
- DMCA Notice
Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid back lake living and walkability to town. The Town of W
Single Family
- Price: $2,475,000.00
- Price sqft: $509.36 / sqft
- Days On Market: 2
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 4859
- Acreage: 2.97 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1954
MLS#: O6391047
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: REVEL REALTY LLC
- DMCA Notice
Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid back lake living and walkability to town. The Town of W
Single Family
- Price: $2,175,000.00
- Price sqft: $427.48 / sqft
- Previous Price: $2,275,000
- Last Price Change: 01/13/26
- Days On Market: 162
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 5088
- Acreage: 0.74 acres
- Pool: No
- Waterfront: No
- Year Built: 2025
MLS#: O6350454
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town Rep
- Provided by: TALENT REALTY SOLUTIONS
- DMCA Notice
Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance,
Single Family
- Price: $1,549,000.00
- Price sqft: $407.10 / sqft
- Previous Price: $1,660,000
- Last Price Change: 02/24/26
- Days On Market: 224
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3805
- Acreage: 0.23 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1913
MLS#: O6333319
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: COLDWELL BANKER RESIDENTIAL RE
- DMCA Notice
Luxury Lakefront Home in Downtown Windermere. New Price No HOA Private Lake Bessie.
Now offered at a newly adjusted price, this exceptional luxury lakefront home in Windermere, Florida presents o
Single Family
- Price: $1,170,000.00
- Price sqft: $353.58 / sqft
- Previous Price: $1,219,000
- Last Price Change: 03/06/26
- Days On Market: 91
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 3309
- Acreage: 0.29 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1989
MLS#: O6368253
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: THE AGENCY FL
- DMCA Notice
Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscap
Single Family
- Price: $975,000.00
- Price sqft: $384.01 / sqft
- Days On Market: 17
- Bedrooms: 3
- Baths: 3
- Bldg sqft: 2539
- Acreage: 0.38 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1986
MLS#: S5144907
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- Provided by: ALTIS REALTY
- DMCA Notice
Fully Renovated Windermere Home. Move In Ready!
Discover 735 Oakdale St, a beautifully updated 3 bedroom, 2.5 bathroom home in the heart of Windermere Town. Over the past four years, no detail has be
Single Family
- Price: $900,000.00
- Price sqft: $377.20 / sqft
- Days On Market: 27
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 1
- Bldg sqft: 2386
- Acreage: 0.29 acres
- Pool: No
- Waterfront: No
- Year Built: 1971
MLS#: O6384257
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Provided by: REAL BROKER, LLC
- DMCA Notice
FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere a refined expression of luxury living where elevated design, privacy,
Rental
- Price: $6,000.00
- Price sqft: $1.22 / sqft
- Previous Price: $6,500
- Last Price Change: 03/18/26
- Days On Market: 108
- Bedrooms: 5
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 4928
- Acreage: 0.23 acres
- Pool: No
- Waterfront: No
- Year Built: 1913
MLS#: O6364016
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Elementary School: Windermere Elem
- Middle School: Gotha
- High School: Olympia
- Provided by: COLDWELL BANKER RESIDENTIAL RE
- DMCA Notice
One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5 bedroom lakefront home prese
Rental
- Price: $5,475.00
- Price sqft: $1.72 / sqft
- Previous Price: $5,900
- Last Price Change: 02/28/26
- Days On Market: 415
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 3190
- Acreage: 0.38 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1968
MLS#: O6275058
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Provided by: MAINFRAME REAL ESTATE
- DMCA Notice
One or more photo(s) has been virtually staged. Available for lease, this refined single story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown distr
Rental
- Price: $2,250.00
- Price sqft: $2.53 / sqft
- Days On Market: 19
- Bedrooms: 2
- Baths: 1
- Bldg sqft: 891
- Acreage: 0.38 acres
- Pool: No
- Waterfront: No
- Year Built: 1913
MLS#: S5144805
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Windermere Town
- Provided by: EXP REALTY LLC
- DMCA Notice
This Charming Fully Renovated Home is available for rent in the Heart of Downtown Windermere Welcome to this beautifully remodeled 2 bedroom, 1 bathroom gem, ideally located within short distance to t
- 1
Disclaimer: All information provided is deemed to be reliable but not guaranteed.
Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on March 20, 2026 @ 12:00 am
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