Price Reduced 5.14%

$1,660,000 ($436.27 per sqft)

Est. Mortgage $7,962/mo *

Quick Pre-Approval

Price History

$1,750,000
8/7/2025

$1,660,000
10/21/2025


311 E 8TH AVENUE, Windermere, FL, 34786

311 E 8TH AVENUE, Windermere, FL, 34786

8 rooms

5 beds

4 Full baths

1913

3,805 sqft

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.


Status:

Active

Type:

Single-family residential

Laundry Remarks:

Inside

Subdivision:

WINDERMERE TOWN

Garage:

Assigned, Covered, Driveway, Off Street

Heating:

Central

Cooling:

Central Air

Acreage:

0.23

Est. Taxes:

$15,684

Construction

Wood Frame, Wood Siding

Utilities

BB/HS Internet Available, Electricity Connected, Natural Gas Available, Natural Gas Connected

Elementary School:

Windermere Elem

Middle School:

Gotha Middle

High School:

Olympia High

Days on Market:

107

Appliances:

Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener, Wine Refrigerator

Min Lease Term:

8-12 Months

MLS #:

O6333319


Community Info

School Info

Walk Score

Yelp



Listing courtesy of Coldwell Banker Realty 407-647-1211