Property Description

Luxury Lakefront Living in Downtown Windermere.
Don’t miss this rare opportunity to live on the pristine shores of Lake Bessie, just moments from charming Downtown Windermere. Perfectly positioned in one of Central Florida’s most desirable communities, this lakefront retreat offers unbeatable views, unmatched privacy, and the freedom of no HOA restrictions.

From the moment you arrive, you’re welcomed onto a spacious screened front porch—ideal for morning coffee or evening breezes off the lake. Inside, the open floor plan blends comfort and style, featuring a chef’s kitchen with stainless steel appliances, natural gas range, breakfast bar, and custom cabinetry. The dining room, warmed by a cozy fireplace, overlooks a tranquil koi pond with a rock waterfall, while sunlit living spaces showcase water views from nearly every angle.

Two ensuite bedrooms are located on the main floor, while the upstairs primary suite boasts panoramic views of Lake Bessie and the golf course beyond, a spa-inspired bath with dual vanities, and a generous walk-in closet. Outside, enjoy lake life at its finest—trade stories by the firepit, fish or paddleboard from your shoreline, or simply take in the peaceful scenery.
Recent updates within the last five years include a 50-year architectural roof, Carrier AC units, water softener, new flooring, drain field, and fresh interior and exterior paint.
This property also provides access to the Lake Butler public dock and nearby tennis courts for even more recreational options. Zoned for well-regarded public schools, Windermere is also known for its golf cart–friendly streets, weekly farmers markets, monthly food truck nights, festive events, and easy access to parks, playgrounds, and the Butler Chain of Lakes. One or more photo(s) has been virtually Staged

Features
: Central
: Central Air
: Wood
: Family Room, Gas
: Covered, Off Street, Driveway, Assigned
2
French Doors, Garden, Lighting, Rain Gutters
Carpet, Ceramic Tile, Vinyl
Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
Inside
Septic Tank
BB/HS Internet Available, Electricity Connected, Natural Gas Available, Natural Gas Connected
Lake Front
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener, Wine Refrigerator
Address Map
US
FL
Orange
Windermere
WINDERMERE TOWN
34786
8TH
311
AVENUE
W82° 28' 8.5''
N28° 29' 35''
SFR
Southeast
Head West on 6th Avenue from Conroy Windermere Road, Left on Bessie Street, Home is on the Right.
34786 - Windermere
E
Neighborhood
Windermere Elem
Olympia High
Gotha Middle
MLS Addon
COLDWELL BANKER RESIDENTIAL RE
Karen O'Neil
Additional Information
LAKE BESSIE
3805
Golf Carts OK
Frame, Wood Siding
Crawlspace, Slab
Two
2025-08-07
https://www.propertypanorama.com/instaview/stellar/O6333319
Well
Financial
15684
Listing Information
Stellar
261231289
51957E
Cash,Conventional,VA Loan
Active
2025-08-22T16:05:12Z
None
2025-08-07T18:10:16Z

Residential For Sale

311 E 8th Ave, Windermere, Florida 34786

0.23 Acre
$1,750,000
Listing ID #O6333319
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : O6333319
Price : $1,750,000
Year Built : 1913
Lot Area : 0.23 Acre
Status : Active
Listing Status : Active
Full Bathrooms : 4
Property Sub Type : Single Family Residence
Roof : Shingle
Waterfront Yn : 1
Agent info
Property Outlet LLC
13574 VILLAGE PARK DR
Mortgage Calculator
$
$ %
years
%
$
$

$
Contact Agent