311 E 8th Avenue, WINDERMERE, FL

$1,660,000

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5

Beds

4

Baths

3,805

Square feet

0.23

Acres

About 311 E 8th Avenue

Luxury Lakefront Living in Downtown Windermere | Fresh Opportunity on Lake Bessie. Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid-back charm in the heart of Downtown Windermere. Imagine waking up to shimmering water views, paddle-boarding before breakfast, and ending each day with sunsets that paint the sky—this is everyday life at 311 E 8th Avenue. Tucked within one of Central Florida’s most desirable communities, this home offers unmatched privacy, no HOA, and timeless design with modern updates. A screened front porch sets a relaxed tone, leading into an open floor plan that blends comfort and sophistication. The chef’s kitchen with stainless steel appliances, natural gas range, and custom cabinetry opens to sunlit gathering spaces that overlook the lake, creating an effortless flow for entertaining. A cozy fireplace anchors the dining area, framed by windows with views of the koi pond and rock waterfall. Two main-floor ensuite bedrooms provide convenience for family or guests, while the upstairs primary suite feels like a private sanctuary with panoramic views of Lake Bessie and Isleworth Golf Course, a spa-inspired bath, and a spacious walk-in closet. Outside, life slows down. Start your mornings lakeside with coffee and birdsong, spend afternoons fishing or paddle-boarding from your own shoreline, and wind down by the firepit under the stars. Recent updates—50-year architectural roof, Carrier AC units, new flooring, water softener, updated drain field, and fresh paint inside and out—offer peace of mind for years to come. Here, every day feels like a getaway. Windermere’s golf cart-friendly lifestyle puts you steps from weekly farmers markets, local cafés, food truck Fridays, and the Butler Chain of Lakes. Zoned for top-rated schools and only minutes from Winter Garden, Dr. Phillips, and Disney, this rare property blends luxury, lifestyle, and lakefront living in one unforgettable home. Your lakefront story begins here. Schedule your private tour today. One or more pictures are virtually staged.

Features of 311 E 8th Avenue

MLS® # O6333319
Price $1,660,000
Bedrooms 5
Bathrooms 4.00
Full Baths 4
Square Footage 3,805
Acres 0.23
Year Built 1913
Type Residential
Sub-Type Single Family Residence
Status Active
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Listing Details

OfficeCOLDWELL BANKER RESIDENTIAL RE

Listing Map

Neighborhood Information for 311 E 8th Avenue

Significant Percentage of Family Households, Very Rapid Population Growth, High Residential Turnover

Weather

Highs


January 70.70℉
July 91.60℉

Lows


January 70.60℉
July 70.60℉
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Precipitation


49.74

Statistics

Number of Listings

Population Age

Home Listings Prices

Nearby Schools

Great Schools School Name Distance  
Great School

Windermere Elementary School

Public - Kindergarten to 5Th Grade - Closest Elementry School
1 Miles
Great School

Olympia High School

Public - 9Th Grade to 12Th Grade - Closest High School
1 Miles
Great School

Holy Family Catholic School

Catholic - Preschool to 8Th Grade - Closest Middle School
1 Miles
Great School

Chain Of Lakes Middle School

Public - 6Th Grade to 8Th Grade
2 Miles
Great School

Windy Ridge K-8

Public - Preschool to 8Th Grade
2 Miles
Great School

Palm Lake Elementary School

Public - Kindergarten to 5Th Grade
2 Miles
Great School

Thornebrooke Elementary School

Public - Preschool to 5Th Grade
2 Miles

School data provided by GreatSchools

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