- CENTURY 21 Real Estate
- Florida
- Windermere
- 311 E 8th Avenue
311 E 8th Avenue, Windermere, FL 34786
Local realty services provided by:CENTURY 21 Alliance Realty Group
Listed by: karen o'neil
Office: coldwell banker residential re
MLS#:O6333319
Source:MFRMLS
Price summary
- Price:$1,660,000
- Price per sq. ft.:$436.27
About this home

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.
Contact an agent
Home facts
- Year built:1913
- Listing ID #:O6333319
- Added:175 day(s) ago
- Updated:January 30, 2026 at 01:32 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Living area:3,805 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:1913
- Building area:3,805 sq. ft.
- Lot area:0.23 Acres
Schools
- High school:Olympia High
- Middle school:Gotha Middle
- Elementary school:Windermere Elem
Utilities
- Water:Well
- Sewer:Septic Tank
Finances and disclosures
- Price:$1,660,000
- Price per sq. ft.:$436.27
- Tax amount:$15,684 (2024)
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