Lakeside at Lakes of Windermere is a community of condominium homes located in Southwest Orlando. Lakeside offers residents amenities such as a fitness center, a clubhouse and a resort-style pool. This community is positioned just southwest of Lake Burden, which homeowners can access through a private dock that is shared with Lakeside’s neighboring subdivisions in the south Lake Burden area. Lakeside at Lakes of Windermere is also home to its own man-made lake. This neighborhood is located in the Orlando suburb of Windermere, a community that is well-known for its quaint, small town main street and its numerous lakes.  

Lakeside At Lakes Of Windermere Homes For Sale

8265 Maritime Flag Street 133

$399,990

WINDERMERE

MLS® # O6195351

3 Beds, 3 Baths, 1,644 Sf

8271 Maritime Flag Street S

$385,000

WINDERMERE

MLS® # S5101233

3 Beds, 3 Baths, 1,349 Sf

Reduced 0.5%

8156 Boat Hook Loop 614

$378,000

WINDERMERE

MLS® # S5100831

3 Beds, 2 Baths, 1,455 Sf

Pending

8264 Maritime Flag Street 306

$365,000

WINDERMERE

MLS® # G5079843

3 Beds, 2 Baths, 1,455 Sf

Reduced 2.2%

8180 Boat Hook Loop 103

$358,000

WINDERMERE

MLS® # O6184550

3 Beds, 2 Baths, 1,442 Sf

Reduced 4.6%

11564 Mizzon Drive 921

$352,000

WINDERMERE

MLS® # O6168905

3 Beds, 2 Baths, 1,442 Sf

8168 Boat Hook Loop 305

$350,000

WINDERMERE

MLS® # O6196109

3 Beds, 2 Baths, 1,332 Sf

Reduced 1.4%

8179 Maritime Flag Street 101

$350,000

WINDERMERE

MLS® # O6176579

3 Beds, 2 Baths, 1,442 Sf

Reduced 5.4%

11446 Jasper Kay Terrace 308

$349,999

WINDERMERE

MLS® # O6185790

3 Beds, 2 Baths, 1,442 Sf

Reduced 2.5%

8256 Maritime Flag Street 1715

$349,900

WINDERMERE

MLS® # S5090167

3 Beds, 2 Baths, 1,332 Sf

Reduced 1.7%

8168 Boat Hook Loop 703

$349,000

WINDERMERE

MLS® # O6176339

3 Beds, 2 Baths, 1,442 Sf

8277 Maritime Flag Street 204

$348,000

WINDERMERE

MLS® # O6192143

3 Beds, 2 Baths, 1,332 Sf

Pending

11562 Amidship Lane 105

$345,000

WINDERMERE

MLS® # O6167293

3 Beds, 2 Baths, 1,332 Sf

Reduced 2.2%

8256 Maritime Flag Street 1702

$318,000

WINDERMERE

MLS® # G5079424

2 Beds, 2 Baths, 1,161 Sf

Lakeside at Lakes of Windermere Community Information

Location: Off Winter Garden Vineland Road, South of Chase Road & North of Magic Kingdom
Year Built: 2006 - 2013
Total Properties: 380
Builder: Ashton Burden LLC (Subsidiary of Ashton Woods)
Square Feet: 1,161 - 1,455
HOA: Yes
Community Amenities: gated entrance, fitness center, clubhouse, billiards room, resort-style pool, beach volleyball court, outdoor fireplace, barbeque areas

Lakeside at Lakes of Windermere, a gated neighborhood of 380 condominiums, is located just southwest of Lake Burden in the community of Windermere. The town of Windermere’s motto is “Among the Lakes,” which is fitting since this region is well-known for its numerous lakes. Lakeside at Lakes of Windermere is an ideal choice for homeowners who want to be just a short drive to all the top-notch shopping, attractions and eateries Orlando offers, while also residing in a family-oriented area with a quaint, small town main street and plenty of options for outdoor recreation. 

Homes within Lakeside at Lakes of Windermere range from two to three bedrooms and have two bathrooms. Each unit comes with a screened-in balcony. 

Homeowners at Lakeside at Lakes of Windermere enjoy access to a number of neighborhood amenities that are maintained by the homeowners association including a community pool, a fitness center, a clubhouse with a billiards room and a beach volleyball court. Residents are also fond of the community’s man-made lake that is encircled by a walking trail and several park benches. Additionally, homeowners can access Lake Burden through a private dock that is shared with Lakeside’s subdivision neighbors. 

Dining and Shopping

• Lakeside Village Center, Publix Super Market - Distance: 0.1 miles
• Restaurant Row - Distance: 3.7 miles
• Winter Garden Village Retail Shopping Center with Super Target - Distance: 5.1 miles
• The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 8.3 miles
• Downtown Orlando - Distance: 11.2 miles

Parks and Recreation

• Tibet-Butler Preserve, Vera Carter Environmental Center & hiking trails - Distance: 1.1 miles
• West Beach Park, Playgrounds, Sand Volleyball Court, Beach - Distance: 1.6 miles
• R.D. Keene Park, Sporting Fields & Public Boat Ramps - Distance: 1.9 miles
• Lake Down Public Access Boat Ramp - Distance: 3.9 miles
• Dr. P. Phillips YMCA Family Center - Distance 4.2 miles

Hospitals

• Florida Hospital Winter Garden - Distance: 5.3 miles
• Dr. P. Phillips Hospital - Distance: 5.2 miles

*Distances are approximately measured from the Lakeside at Lakes of Windermere community entrance.