Gladys Bezerra

Gladys Bezerra Luxury and Global Real Estate Advisor 🇺🇸

$6,500.00/month
311 8TH AVENUE, WINDERMERE, FL - 34786
5 beds
4 baths
3,805 sqft
$6,500.00/month
311 8TH AVENUE, WINDERMERE, FL - 34786
Gladys Bezerra
$6,500.00/month
5 beds
4 baths
3,805 sqft
311 8TH AVENUE, WINDERMERE, FL - 34786
For Rent
Photo 1
  • Built in 1913
  • Lot size: 10,000 sqft
  • 44 days on market

One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental | Downtown Windermere | Lake Bessie. Now offered at an exceptional value, this rare luxury lakefront rental in Downtown Windermere delivers the ultimate Florida lifestyle for relocating executives and discerning families. Set on the shores of Lake Bessie, this beautifully renovated residence blends refined comfort, privacy, and unmatched walkability in one of Central Florida’s most sought-after communities. Wake up to panoramic lake and golf course views, unwind on the screened porch, or enjoy evenings by the fireplace and dedicated fire-pit area. The landscaped backyard oasis features a tranquil koi pond and access to lake activities including paddle-boarding and kayaking a true retreat rarely available as a rental. Inside, the open-concept layout showcases a chef’s kitchen with gas range, custom cabinetry, and premium finishes ideal for entertaining or everyday living. Two first-floor ensuite bedrooms provide flexible options for guests or home offices, while the second-floor primary suite offers a private sanctuary with sweeping lake views. Located in Windermere’s golf-cart-friendly downtown, residents enjoy weekly farmers markets, food truck nights, top-rated schools, and charming tree-lined streets, all just minutes from Orlando’s business districts and world-class Disney and Universal attractions. Highlights Include: Prime Downtown Windermere location, Renovated luxury interiors, Exceptional outdoor living and entertaining spaces, Ideal executive and relocation rental. This is more than a rental it’s a lifestyle opportunity. Schedule your private showing today and experience why Windermere continues to attract executives seeking luxury, convenience, and community.

  • Directions: Head West on 6th Avenue from Conroy Windermere Road, Left on Bessie Street, Home is on the Right.
  • County: Orange
  • Geo subdivision: WINDERMERE TOWN

Nearby Schools

Windermere Elem

Gotha Middle

Olympia High

Features

Financial

Let's get in touch!

Gladys Bezerra

Gladys Bezerra

Luxury and Global Real Estate Advisor 🇺🇸

See also

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16708 BOLSENA DRIVE, BELLA COLLINA, FL - 34756
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6006 MIDNIGHT PASS ROAD, SARASOTA, FL - 34242
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Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6364016
Listing updated: January 14, 2026 at 3:15PM
Listing provided by: Karen O'Neil, COLDWELL BANKER RESIDENTIAL RE
Last checked 6 hours ago
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