311 E 8th Avenue, Windermere, FL 34786
Local realty services provided by:CENTURY 21 Myers Realty
Listed by: karen o'neil
Office: coldwell banker residential re
MLS#:O6333319
Source:MFRMLS
Price summary
- Price:$1,549,000
- Price per sq. ft.:$407.1
About this home

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 one of the most compelling waterfront opportunities currently available in Downtown Windermere.If you have been searching for a no HOA lakefront property in Windermere with private shoreline access, 311 E 8th Avenue delivers true waterfront living on Lake Bessie, a rare find in today’s Central Florida luxury market.This Downtown Windermere lakefront residence offers. Panoramic water views from multiple rooms, Golf-cart-friendly access to the historic town center, No HOA restrictions, Significant recent system upgrades. Lakefront inventory in Downtown Windermere remains extremely limited. With this meaningful price improvement, the home now represents exceptional value for buyers seeking privacy, location, and long-term appreciation in one of Orange County’s most established luxury communities.Inside, the open-concept floor plan is designed to maximize natural light and capture lake views throughout the main living areas. The chef’s kitchen features stainless steel appliances, a natural gas range, custom cabinetry, and seamless flow into lakefront gathering spaces. A fireplace anchors the dining area, framed by tranquil views of the koi pond and rock waterfall.The flexible layout supports multigenerational living with two main-floor ensuite bedrooms. Upstairs, the private primary suite showcases elevated views of Lake Bessie and toward the grounds of Isleworth Golf & Country Club, along with a spa-inspired bath and spacious walk-in closet.Recent capital improvements provide confidence for today’s buyers navigating Florida insurance and ownership considerations, including: 50-year architectural roof, Carrier HVAC systems, Updated drain field, Water softener, New flooring. Outdoor features include a firepit, screened front porch, peaceful water frontage, and lake access for paddleboarding, kayaking, fishing, and sunset entertaining. Located minutes from Winter Garden, Dr. Phillips Restaurant Row, and Walt Disney World, this property combines luxury lakefront living with everyday convenience. New price. Rare Downtown Windermere lakefront opportunity. No HOA.
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Home facts
- Year built:1913
- Listing ID #:O6333319
- Added:221 day(s) ago
- Updated:March 17, 2026 at 12:08 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Flooring:Carpet, Ceramic Tile, Vinyl
- Dining Description:Eat In Kitchen
- Kitchen Description:Dishwasher, Disposal, Eat-in Kitchen, Microwave, Range, Refrigerator, Solid Surface Counters, Solid Wood Cabinets, Water Softener, Wine Refrigerator
- Bedroom Description:Primary Bedroom Upstairs, Split Bedroom, Walk-In Closet(s)
- Basement Description:Crawlspace
- Living area:3,805 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1913
- Building area:3,805 sq. ft.
- Lot area:0.23 Acres
- Construction Materials:Frame, Wood Siding
- Exterior Features:Garden, Lighting, Rain Gutters
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:Olympia High
- Middle school:Gotha Middle
- Elementary school:Windermere Elem
Utilities
- Water:Well
- Sewer:Septic Tank
Finances and disclosures
- Price:$1,549,000
- Price per sq. ft.:$407.1
- Tax amount:$15,684 (2024)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Gas Water Heater, Irrigation Equipment, Microwave, Range, Refrigerator, Washer, Water Softener, Wine Refrigerator
- Laundry features:Dryer, Inside, Washer
- Amenities:BB/HS Internet Available, Built-In Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Irrigation Equipment, Natural Gas Available, Natural Gas Connected, Open Floorplan, Primary Bedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Pool features:Public Pool
Parking
- Parking description:2 Car Carport, Assigned, Covered, Driveway, Off Street
- Carport spaces:2
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