$6,000/month
311 E 8th Avenue Windermere, FL 34786 - LAKE BESSIE
For Rent MLS# O6364016
5 beds 4 baths 3,805 sq ft Single Family
Details for 311 E 8th Avenue
MLS# O6364016
Description for 311 E 8th Avenue, Windermere, FL, 34786 - LAKE BESSIE
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 Information
Property Type: Rental, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 4
Lot Size: 0.23 Acres
Square Feet: 3,805 sq ft
Year Built: 1913
Stories: 2 Story
Date Available: 12/1/2025
Subdivision: Windermere Town
County: Orange
School Information
Elementary: Windermere Elem
Middle: Gotha Middle
High: Olympia High
Room Information
Main Floor
Bathroom 4:
Bathroom 3:
Bedroom 2:
Living Room:
Kitchen:
Upper Floor
Bedroom 1:
Primary Bedroom:
Bathrooms
Full Baths: 4
Additonal Room Information
Laundry: Inside
Interior Features
Appliances: Water Softener, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Additional Interior Features: Ceiling Fan(s), Eat-In Kitchen, Walk-In Closet(s), Upper Level Primary, Kitchen/Family Room Combo, Open Floorplan
Utilities
Cooling: Central Air, Ceiling Fan(s)
Heating: Electric, Central
Exterior / Lot Features
Lot View: Lake,Water
Waterfront Details
Standard Water Body: LAKE BESSIE
Water Front Features: Lake Privileges
Community Features
Security Deposit: 6000
Driving Directions
Head West on 6th Avenue from Conroy Windermere Road, Left on Bessie Street, Home is on the Right.
Financial Considerations
Tenant Pays: Gas,Janitorial Service
Owner Pays: Grounds Care,Other,Sewer,Water
Tax/Property ID: 17-23-28-9336-01-641
A broker reciprocity listing courtesy: COLDWELL BANKER RESIDENTIAL RE
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Sales History & Tax Summary for 311 E 8th Avenue
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 311 E 8th Avenue
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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