Price Reduced 5.14%

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

Est. Mortgage $7,750/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

Searching for a luxury lakefront home in Windermere, Florida with no HOA and private shoreline access. Welcome to 311 E 8th Avenue a waterfront property on Lake Bessie located in the heart of Windermere.This Downtown Windermere lakefront residence offers panoramic water views, modern system upgrades, and a highly desirable golf-cart-friendly lifestyle just steps from the town center. Positioned on Lake Bessie, the home provides true shoreline access for paddleboarding, kayaking, fishing, and sunset entertaining. Lakefront inventory in Downtown Windermere remains limited, making this a rare opportunity for buyers seeking privacy, location, and long-term value in Central Florida’s luxury market. Inside, an open-concept floor plan is designed to maximize natural light and capture water views from multiple vantage points. The chef’s kitchen features stainless steel appliances, a natural gas range, custom cabinetry, and seamless flow into sunlit gathering spaces overlooking the lake. A fireplace anchors the dining area, framed by tranquil views of the koi pond and rock waterfall.The layout supports multigenerational living and guest flexibility with two main floor ensuite bedrooms. Upstairs, the private primary suite captures elevated views of Lake Bessie and the grounds of Isleworth Golf & Country Club, complete with a spa inspired bath and spacious walk-in closet. Significant recent capital improvements include a 50-year architectural roof, Carrier HVAC systems, updated drain field, water softener, new flooring, and fresh interior and exterior paint providing confidence for today’s buyers navigating insurance and long-term ownership considerations in Florida.Outdoors, enjoy a firepit, screened front porch, peaceful water frontage, and the privacy of a no-HOA setting in one of Orange County’s most established luxury communities.Located minutes from Winter Garden, Dr. Phillips, Restaurant Row, and Walt Disney World, and zoned for top-rated schools, this property combines luxury lakefront living with everyday convenience. Direct lakefront homes on Lake Bessie in Downtown Windermere rarely become available. Schedule your private showing today. One or more photos have been 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:

192

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