311 E 8th Ave Windermere, FL 34786
Highlights
- Boat Ramp
- Access To Lake
- Open Floorplan
- Windermere Elementary School Rated A
- Lake View
- No HOA
About This Home
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 Agent
COLDWELL BANKER REALTY Brokerage Phone: 407-647-1211 License #3511091 Listed on: 12/01/2025
Home Details
Home Type
- Single Family
Year Built
- Built in 1913
Lot Details
- 10,000 Sq Ft Lot
Parking
- 2 Carport Spaces
Home Design
- Bi-Level Home
Interior Spaces
- 3,805 Sq Ft Home
- Open Floorplan
- Ceiling Fan
- Family Room Off Kitchen
- Living Room
- Lake Views
Kitchen
- Eat-In Kitchen
- Range
- Microwave
- Dishwasher
Flooring
- Carpet
- Laminate
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom Upstairs
- En-Suite Bathroom
- Walk-In Closet
- 4 Full Bathrooms
Laundry
- Laundry in unit
- Dryer
- Washer
Outdoor Features
- Access To Lake
- Boat Ramp
Schools
- Windermere Elementary School
- Gotha Middle School
- Olympia High School
Utilities
- Central Heating and Cooling System
- Water Softener
Listing and Financial Details
- Residential Lease
- Security Deposit $6,000
- Property Available on 12/1/25
- Tenant pays for cleaning fee, gas
- The owner pays for grounds care, sewer, water
- 12-Month Minimum Lease Term
- $50 Application Fee
- 7-Month Minimum Lease Term
- Assessor Parcel Number 17-23-28-9336-01-641
Community Details
Overview
- No Home Owners Association
- Windermere Town Subdivision
Pet Policy
- Breed Restrictions
Map
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/17/2026 03/17/26 | Price Changed | $6,000 | -7.7% | $2 / Sq Ft | |
| 01/14/2026 01/14/26 | Price Changed | $6,500 | -3.7% | $2 / Sq Ft | |
| 12/01/2025 12/01/25 | For Rent | $6,750 | +8.0% | -- | |
| 11/03/2023 11/03/23 | Rented | $6,250 | 0.0% | -- | |
| 10/12/2023 10/12/23 | Price Changed | $6,250 | -0.8% | $2 / Sq Ft | |
| 09/28/2023 09/28/23 | For Rent | $6,300 | -16.0% | -- | |
| 09/30/2022 09/30/22 | Rented | $7,500 | +7.1% | -- | |
| 09/28/2022 09/28/22 | Under Contract | -- | -- | -- | |
| 09/15/2022 09/15/22 | For Rent | $7,000 | 0.0% | -- | |
| 05/13/2021 05/13/21 | Sold | $800,000 | -5.9% | $210 / Sq Ft | View Prior Sale |
| 03/31/2021 03/31/21 | Pending | -- | -- | -- | |
| 03/04/2021 03/04/21 | For Sale | $850,000 | +24185.7% | $223 / Sq Ft | |
| 07/03/2020 07/03/20 | Sold | $3,500 | 0.0% | $1 / Sq Ft | View Prior Sale |
| 07/03/2020 07/03/20 | Rented | $3,500 | -30.0% | -- | |
| 05/18/2020 05/18/20 | Price Changed | $5,000 | +11.1% | $1 / Sq Ft | |
| 02/15/2020 02/15/20 | Price Changed | $4,500 | +12.5% | $1 / Sq Ft | |
| 02/04/2020 02/04/20 | Price Changed | $4,000 | -20.0% | $1 / Sq Ft | |
| 12/11/2019 12/11/19 | For Rent | $5,000 | 0.0% | -- | |
| 10/26/2019 10/26/19 | For Sale | $799,000 | -- | $210 / Sq Ft |
Source: Stellar MLS
MLS Number: O6364016
APN: 17-2328-9336-01-641
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
- 735 Oakdale St
- 436 E 7th Ave
- 713 Main St
- 606 E 6th Ave
- 316 E 5th Ave
- 414 E 5th Ave
- 1020 Oakdale St
- 325 Magnolia St
- 4 Chase Rd
- 2 Chase Rd
- 505 Jennifer Ln
- 9731 Chestnut Ridge Dr
- 9725 Chestnut Ridge Dr
- 1002 Down Reserve Ct
- 5036 Latrobe Dr
- 81 Oakdale St
- 84 Oakdale St
- 5001 Latrobe Dr
- 58 Main St
- 106 Palm St
- 721 Magnolia St
- 812 East Blvd
- 804 Oakdale St Unit Suite
- 307 W 4th Ave
- 4818 Breezy Palms Ct
- 801 W 2nd Ave
- 9322 Palm Tree Dr
- 9313 Palm Tree Dr
- 2844 Midsummer Dr
- 6131 Payne Stewart Dr
- 9701 Lake Isleworth Ct
- 11051 Coniston Way
- 1115 Estancia Woods Loop
- 8401 Shady Glen Dr
- 93 Braelock Dr
- 8034 Landgrove Ct
- 5243 W Lake Butler Rd
- 1351 Glenwick Dr
- 8052 Oak Park Rd
- 10176 Brocksport Cir
Ask me questions while you tour the home.