311 E 8TH AVENUE, Windermere, FL 34786

• 5 beds |
• 4 baths |
• 3,805 sqft

Property Description

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.

Listing Status:

Active

Date Added:

August 7, 2025 at 05:00AM

Listing Office:

COLDWELL BANKER RESIDENTIAL RE : 407-647-1211

Listing Agent:

Karen O'Neil : 407-789-5565

MLS ID:

O6333319

Interior

• General: Built-in FeaturesCeiling Fans(s)Crown MoldingEat-in KitchenOpen FloorplanPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsSplit BedroomWalk-In Closet(s)
• Appliances: DishwasherDisposalDryerGas Water HeaterMicrowaveRangeRefrigeratorWasherWater SoftenerWine Refrigerator
• Laundry: Inside
• Flooring: CarpetCeramic TileVinyl
• A/C: Central Air
• Heating: Central
• Fireplace: Family RoomGasFireplace

Exterior

• General: French DoorsGardenLightingRain Gutters
• Parking: AssignedCoveredDrivewayOff Street

Construction

• Roofing: Shingle
• General: FrameWood SidingTwoCrawlspaceSlab

Location

• Road/Access: DirtGravel
• Originating MLS: mfrmls
• County: Orange

Lot

• Zoning: SFRPLAT OF WINDERMERE G/36 THE E 100 FT OFLOT 16417-23-28-9336-01-641
• Fencing: Wood

Utilities

• Utilities: BB/HS Internet AvailableElectricity ConnectedNatural Gas AvailableNatural Gas Connected
• Water: Well
• Sewer: Septic Tank

Financial

• Source: mfrmls
• Ownership: Fee Simple

This listing courtesy of Karen O'Neil, COLDWELL BANKER RESIDENTIAL RE