
311 E 8th Ave, Windermere, FL 34786
What This House Offers
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. MLS# O6364016
Unit
- $6,000 / month
- 5 Beds
- 4 Baths
- 3805 sq. ft.
- Available Now
Home Features
- Views
311 E 8th Ave is a single-family home for rent in Windermere, FL
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Due at Application
- Application Fee Per Applicant$50
Due at Move-In
- Security Deposit - Refundable$6,000
Dogs
- Dogs Allowed
Restrictions
Pet application will be considered
Cats
- Cats Allowed
Restrictions
Pet application will be considered
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Home Details
Views
- Lake Views
Home Design
- Built in 1913
- Single Family Detached Home
- Bi-Level Home
Interior Spaces
- Open Floorplan
- Family Room Off Kitchen
- Living Room
- Ceiling Fan
- 3805 Sq Ft Home
Kitchen
- Eat-In Kitchen
- Range
- Microwave
- Dishwasher
Flooring
- Carpet
- Laminate
Bedrooms and Bathrooms
- Walk-In Closet
- En-Suite Bathroom
- Primary Bedroom Upstairs
- 4 Full Bathrooms
- 5 Bedrooms | 4 Bathrooms
- 5 Bedrooms
Laundry
- Dryer
- Laundry in unit
- Washer
Parking
- 2 Carport Spaces
Outdoor Features
- Boat Ramp
- Access To Lake
Lot Details
- 10000 Sq Ft Lot
Schools
- Windermere Elementary School
- Gotha Middle School
- Olympia High School
Utilities
- Central Heating and Cooling System
- Water Softener
Listing and Financial Details
- Security Deposit $6,000
- Property Available on 2025-12-01
- 12-Month Minimum Lease Term
- $50 Application Fee
- Assessor Parcel Number 17-23-28-9336-01-641
- Tenant pays for cleaning fee, gas
- The owner pays for grounds care, sewer, water
- 7-Month Minimum Lease Term
- Residential Lease
Community Details
Overview
- No Home Owners Association
- Windermere Town Subdivision
- Total HOA Annual Fees
- Total HOA Monthly Fees
Pet Policy
- Breed Restrictions
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Windermere, FL 34786

Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Area Scores
Walkability
Somewhat walkable30 / 100
Driveability
Very drivable80 / 100
Bikeability
Somewhat bikeable30 / 100
Soundscore ™
Active80 / 100
Travel and Transit


Local Education
Primary and Secondary Schools
Windy Ridge K-8
Grades PK-8
Public
Olympia High
Grades 9-12
Public
Data provided by GreatSchools.org © 2026. All rights reserved.
Colleges and Universities
School
Commute Time (Distance)
Valencia College, West Campus
Drive: 16 min (7.3 mi)
University of Central Florida
Drive: 20 min (9.7 mi)
Everest Univ., South Orlando
Drive: 21 min (10.4 mi)
University of Central Florida
Drive: 24 min (14 mi)
Discover Windermere, Windermere, FL
Shopping Centers
Shoppers will appreciate 311 E 8th Ave proximity to Windermere Market, The Grove, and The Shoppes Of Windermere. Windermere Market is 0.5 miles away, and The Grove is within a 30 minute walk.
Parks and Recreation
Recreational activities near 311 E 8th Ave are plentiful. Discover 4 parks within 4.2 miles, including Silver Star Community Park, Shadow Bay Park, and George Bailey Park.
Airports
Living in Windermere provides easy access to Orlando International, located just 32 minutes from 311 E 8th Ave. Another nearby airport is Orlando Sanford International, located 40.5 miles away.
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