$6,000/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 3 months ago

Property Description

One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida living, a feature not commonly found in the current rental inventory. Many competing properties offer limited outdoor space or no water access; this home provides a lakefront setting with room to relax and entertain. The open-concept floor plan features a chef’s kitchen with gas range, custom cabinetry, and premium finishes, flowing into spacious living and dining areas. Two first-floor ensuite bedrooms offer ideal flexibility for guests, home office, or multigenerational living. The second-floor primary suite provides a private retreat with elevated lake views. Outdoor features include a screened porch, landscaped yard, fire-pit area, and koi pond, creating a peaceful setting for everyday living or entertaining. Located in Downtown Windermere, this home offers golf-cart-friendly access to local shops, weekly farmers markets, and community events, with convenient proximity to Orlando’s major employment centers, top-rated schools, and world-class attractions including Disney and Universal. Rarely available as a rental, this lakeview property combines location, space, and lifestyle in one of Central Florida’s most sought-after communities. Schedule your private showing today.

Listing Status:: Active
Date Added:: December 1, 2025
Data Last Updated:: March 27, 2026 at 4:22PM
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

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.