311 E 8th Ave Windermere, FL 34786
Estimated payment $10,030/month
Highlights
- Lake Front
- Boat Ramp
- Solid Surface Countertops
- Windermere Elementary School Rated A
- Open Floorplan
- Wine Refrigerator
About This Home
Luxury Lakefront Living in Downtown Windermere | Fresh Opportunity on Lake Bessie.
Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid-back charm in the heart of Downtown Windermere. Imagine waking up to shimmering water views, paddle-boarding before breakfast, and ending each day with sunsets that paint the sky—this is everyday life at 311 E 8th Avenue.
Tucked within one of Central Florida’s most desirable communities, this home offers unmatched privacy, no HOA, and timeless design with modern updates. A screened front porch sets a relaxed tone, leading into an open floor plan that blends comfort and sophistication. The chef’s kitchen with stainless steel appliances, natural gas range, and custom cabinetry opens to sunlit gathering spaces that overlook the lake, creating an effortless flow for entertaining.
A cozy fireplace anchors the dining area, framed by windows with views of the koi pond and rock waterfall. Two main-floor ensuite bedrooms provide convenience for family or guests, while the upstairs primary suite feels like a private sanctuary with panoramic views of Lake Bessie and Isleworth Golf Course, a spa-inspired bath, and a spacious walk-in closet.
Outside, life slows down. Start your mornings lakeside with coffee and birdsong, spend afternoons fishing or paddle-boarding from your own shoreline, and wind down by the firepit under the stars. Recent updates—50-year architectural roof, Carrier AC units, new flooring, water softener, updated drain field, and fresh paint inside and out—offer peace of mind for years to come.
Here, every day feels like a getaway. Windermere’s golf cart-friendly lifestyle puts you steps from weekly farmers markets, local cafés, food truck Fridays, and the Butler Chain of Lakes. Zoned for top-rated schools and only minutes from Winter Garden, Dr. Phillips, and Disney, this rare property blends luxury, lifestyle, and lakefront living in one unforgettable home.
Your lakefront story begins here. Schedule your private tour today. One or more pictures are virtually staged.
Listing Agent
COLDWELL BANKER RESIDENTIAL RE Brokerage Phone: 407-647-1211 License #3511091 Listed on: 08/07/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $15,684
Year Built
- Built in 1913
Lot Details
- 10,000 Sq Ft Lot
- Lake Front
- Dirt Road
- Southeast Facing Home
- Wood Fence
- Irrigation Equipment
- Garden
Home Design
- Bi-Level Home
- Slab Foundation
- Frame Construction
- Shingle Roof
- Wood Siding
Interior Spaces
- 3,805 Sq Ft Home
- Open Floorplan
- Built-In Features
- Crown Molding
- Ceiling Fan
- Gas Fireplace
- French Doors
- Family Room with Fireplace
- Living Room
- Dining Room
- Lake Views
- Crawl Space
Kitchen
- Eat-In Kitchen
- Range
- Microwave
- Dishwasher
- Wine Refrigerator
- Solid Surface Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Carpet
- Ceramic Tile
- Vinyl
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom Upstairs
- Split Bedroom Floorplan
- En-Suite Bathroom
- Walk-In Closet
- 4 Full Bathrooms
Laundry
- Laundry in unit
- Dryer
- Washer
Parking
- 2 Carport Spaces
- Driveway
- Off-Street Parking
- Assigned Parking
Outdoor Features
- Access To Lake
- Boat Ramp
- Exterior Lighting
- Rain Gutters
Schools
- Windermere Elementary School
- Gotha Middle School
- Olympia High School
Utilities
- Central Heating and Cooling System
- Well
- Gas Water Heater
- Water Softener
- Septic Tank
- High Speed Internet
Community Details
- No Home Owners Association
- Windermere Town Subdivision
- The community has rules related to allowable golf cart usage in the community
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 164 / 1
- Assessor Parcel Number 17-23-28-9336-01-641
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $15,684 | $946,690 | $350,000 | $596,690 |
| 2024 | $13,826 | $918,720 | $350,000 | $568,720 |
| 2023 | $13,826 | $877,045 | $350,000 | $527,045 |
| 2022 | $11,792 | $694,270 | $250,000 | $444,270 |
| 2021 | $8,715 | $488,273 | $250,000 | $238,273 |
| 2020 | $7,927 | $457,289 | $210,000 | $247,289 |
| 2019 | $8,464 | $462,344 | $210,000 | $252,344 |
| 2018 | $8,068 | $433,978 | $185,000 | $248,978 |
| 2017 | $7,855 | $430,528 | $185,000 | $245,528 |
| 2016 | $7,680 | $426,126 | $185,000 | $241,126 |
| 2015 | $7,324 | $406,092 | $165,000 | $241,092 |
| 2014 | $6,337 | $333,506 | $165,000 | $168,506 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 12/01/2025 12/01/25 | For Rent | $6,750 | 0.0% | -- | |
| 10/21/2025 10/21/25 | Price Changed | $1,660,000 | -5.1% | $436 / Sq Ft | |
| 08/07/2025 08/07/25 | For Sale | $1,750,000 | 0.0% | $460 / Sq Ft | |
| 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 |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $100 | None Listed On Document | |
| Warranty Deed | $800,000 | First American Title Ins Co |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $600,000 | New Conventional |
Source: Stellar MLS
MLS Number: O6333319
APN: 17-2328-9336-01-641
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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