$6,500/mo

311 E 8TH AVENUE, Windermere, FL 34786

5 beds |
4 baths |
3,805 sqft

Rent shown is base rent as provided by the property owner or manager. Additional mandatory fees, deposits, or utilities may apply and are set by the property owner or manager.

Rental
Built in 1913
10,019sqft lot
—— car garage
$2/sqft
Listed 2 months ago

Property Description

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.

Listing Status:: Active
Date Added:: December 1, 2025
Data Last Updated:: February 9, 2026 at 3:24PM
Listing Office:: COLDWELL BANKER RESIDENTIAL RE : 407-647-1211
Listing Agent:: Karen O'Neil : 407-789-5565
MLS ID:: O6364016

General: Ceiling Fans(s)Eat-in KitchenKitchen/Family Room ComboOpen FloorplanPrimaryBedroom UpstairsWalk-In Closet(s)
Appliances: DishwasherDryerMicrowaveRangeRefrigeratorWasherWater Softener
Laundry: Inside
A/C: Central Air
Heating: CentralElectric

General: Two

Road/Access: Gravel
Originating MLS: Stellar MLS
County: Orange

Zoning: 17-23-28-9336-01-641

Source: Stellar MLS

Presented by MBA Realty Group, Inc.

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

Location

Schools Nearby

Windermere Elementary School

11125 Park Ave, Windermere, FL, 34786

Grades KG-5

1.32 miles away

Gotha Middle School

9155 Gotha Rd, Windermere, FL, 34786

Grades 6-8

2.76 miles away

Olympia High School

4301 S Apopka Vineland Rd, Orlando, FL, 32835

Grades 9-12

1.54 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.