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  1. City = Windermere
  2. Listing Status = Active
Details for 8265 Maritime Flag Street 101, WINDERMERE, FL 34786
Rental
  1. Price: $2,250.00
  2. Price sqft: $1.37 / sqft
  3. Previous Price: $2,300
  4. Last Price Change: 01/15/26
  5. Days On Market: 94
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1644
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 2012
MLS#: O6357575
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakeside Villas
  5. Provided by: FLORIDA REALTY INVESTMENTS
  6. mfrmls
  7. DMCA Notice
Move right in! This beautiful 3 bedroom, 2.5 bath corner unit townhouse is available for immediate move in and offers the perfect combination of space, comfort, and community living. Step inside to
Details for 8259 Maritime Flag Street #6, WINDERMERE, FL 34786
Rental
  1. Price: $2,150.00
  2. Price sqft: $1.47 / sqft
  3. Days On Market: 1
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 1460
  7. Acreage: 2.00 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 2011
MLS#: S5143204
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakeside Villas
  5. Provided by: LPT REALTY, LLC
  6. mfrmls
  7. DMCA Notice
This is your opportunity to make this beautiful 3 bedroom townhome your home, in the coveted Windermere, Lakeside Villas Community offers resort style amenities including a fitness center, clubhouse,
Details for 8180 Boat Hook Loop 310, WINDERMERE, FL 34786
Rental
  1. Price: $2,100.00
  2. Price sqft: $1.46 / sqft
  3. Previous Price: $2,300
  4. Last Price Change: 01/26/26
  5. Days On Market: 235
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1442
  10. Acreage: 0.37 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2006
MLS#: O6318715
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakesidelkswindermere
  5. Building: Lakesidelkswindermere
  6. Provided by: TOP TEAM REALTY, LLC.
  7. mfrmls
  8. DMCA Notice
Great apartment for rent in the beautiful City of Windermere Orlando FL, 3 bedrooms 2 full Baths, corner unit on the first floor of the building, screened private patio, new paint throughout, spacious
Details for 8264 Maritime Flag Street 1419, WINDERMERE, FL 34786
Rental
  1. Price: $2,095.00
  2. Price sqft: $0.82 / sqft
  3. Days On Market: 28
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 2560
  7. Acreage: 0.37 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 2008
MLS#: O6372117
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakesidelkswindermere
  5. Building: Lakesidelkswindermere
  6. Elementary School: Sunset Park Elem
  7. Middle School: Horizon West Middle School
  8. High School: Windermere High School
  9. Provided by: RED DOOR INVESTMENT GRP LLC
  10. mfrmls
  11. DMCA Notice
Beautiful Lakeside at Lakes of Windermere 2nd floor 2 bedroom condo with an open floor open, 42" cabinets, under cabinet lighting, breakfast bar and crown molding. Master bedroom has a large walk in c
Details for 11564 Mizzon Drive 104, WINDERMERE, FL 34786
Rental
  1. Price: $2,000.00
  2. Price sqft: $1.37 / sqft
  3. Previous Price: $2,150
  4. Last Price Change: 01/13/26
  5. Days On Market: 83
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1455
  9. Acreage: 0.37 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 2006
MLS#: O6360568
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakesidelkswindermere A Condo
  5. Building: Lakesidelkswindermere A Condo
  6. Provided by: WATSON REALTY CORP
  7. mfrmls
  8. DMCA Notice
Spacious condominium in the heart of Windermere. This first floor 3 bedroom, 2 bath features a walk in kitchen, large dining living combo area, dual entrance second bathroom, and screened in porch lea
Details for 8168 Boat Hook Loop 707, WINDERMERE, FL 34786
Rental
  1. Price: $2,000.00
  2. Price sqft: $1.50 / sqft
  3. Previous Price: $2,300
  4. Last Price Change: 02/04/26
  5. Days On Market: 164
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1332
  9. Acreage: 0.37 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 2006
MLS#: S5131775
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakesidelkswindermere
  5. Building: Lakesidelkswindermere
  6. Provided by: TEAM DONOVAN
  7. mfrmls
  8. DMCA Notice
Welcome to this move in ready condo in the desirable Lakeside at Lakes of Windermere. This unscale condo community has everything. This first floor 3 bed 2 bath unit is located just across the street
Details for 8168 Boat Hook Loop 202, WINDERMERE, FL 34786
Rental
  1. Price: $1,775.00
  2. Price sqft: $1.53 / sqft
  3. Days On Market: 31
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 1161
  7. Acreage: 0.37 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 2006
MLS#: O6370921
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lakesidelkswindermere
  5. Building: Lakesidelkswindermere
  6. Provided by: HAMPTON & HAMPTON MGMT LEASING
  7. mfrmls
  8. DMCA Notice
2/2 Windermere condo walking distance to the pool with resort style amenities. Kitchen has granite counter tops, 42" cabinets. Main suite has huge walk in closet and bath has decorative tile, lighted
Details for 8347 Lookout Pointe Drive, WINDERMERE, FL 34786
Rental
  1. Price: $1,400.00
  2. Price sqft: $2.33 / sqft
  3. Days On Market: 2
  4. Bedrooms: 1
  5. Baths: 1
  6. Bldg sqft: 600
  7. Acreage: 0.09 acres
  8. Pool: No
  9. Community Pool: Yes
  10. Waterfront: No
  11. Year Built: 2016
MLS#: O6378814
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windemere Trls Ph 3b
  5. Provided by: JHY REALTY INVESTMENTS, LLC
  6. mfrmls
  7. DMCA Notice
Luxury 1 Bedroom / 1 Bathroom Condo for Rent Experience elevated living in this private, studio style condo located above the garage. Designed for comfort and style, this beautifully maintained resid
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