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

Community Information

Address 311 E 8th Avenue
Area Windermere
Subdivision WINDERMERE TOWN
City WINDERMERE
County Orange
State FL
Zip Code 34786-8714

Amenities

Parking Assigned, Covered, Driveway, Off Street
Is Waterfront Yes
Waterfront Lake, Waterfront, Lake Front
Has Pool No

Interior

Interior Features Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
Appliances Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener, Wine Refrigerator
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Family Room, Gas

Exterior

Exterior Features French Doors, Garden, Irrigation System, Lighting, Rain Gutters
Roof Shingle
Foundation Crawlspace, Slab

School Information

Elementary Windermere Elem
Middle Gotha Middle
High Olympia High

Additional Information

Date Listed August 7th, 2025
Days on Market 76
Zoning SFR
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCOLDWELL BANKER RESIDENTIAL RE

Listing Map

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