Listing Courtesy of: 
STELLAR / Coldwell Banker Realty / Karen O'Neil - Contact: 407-647-1211
STELLAR / Coldwell Banker Realty / Karen O'Neil - Contact: 407-647-1211 311 E 8th Avenue Windermere, FL 34786
Active (201 Days)
$1,549,000 (USD)
Description
MLS #:
O6333319
O6333319
Taxes
$15,684(2024)
$15,684(2024)
Lot Size
10,000 SQFT
10,000 SQFT
Type
Single-Family Home
Single-Family Home
Year Built
1913
1913
County
Orange County
Orange County
Listed By
Karen O'Neil, Coldwell Banker Realty, Contact: 407-647-1211
Source
STELLAR
Last checked Feb 25 2026 at 12:04 AM GMT+0000
STELLAR
Last checked Feb 25 2026 at 12:04 AM GMT+0000
Bathroom Details
- Full Bathrooms: 4
Interior Features
- Split Bedroom
- Solid Wood Cabinets
- Solid Surface Counters
- Crown Molding
- Walk-In Closet(s)
- Appliances: Dishwasher
- Appliances: Refrigerator
- Appliances: Washer
- Ceiling Fans(s)
- Open Floorplan
- Appliances: Disposal
- Appliances: Microwave
- Appliances: Range
- Appliances: Dryer
- Appliances: Gas Water Heater
- Appliances: Wine Refrigerator
- Appliances: Water Softener
- Eat-In Kitchen
- Built-In Features
- Primarybedroom Upstairs
Subdivision
- Windermere Town
Property Features
- Fireplace: Family Room
- Fireplace: Gas
- Foundation: Slab
- Foundation: Crawlspace
Heating and Cooling
- Central
- Central Air
Flooring
- Ceramic Tile
- Carpet
- Vinyl
Exterior Features
- Frame
- Wood Siding
- Roof: Shingle
Utility Information
- Utilities: Bb/Hs Internet Available, Electricity Connected, Water Source: Well, Natural Gas Available, Natural Gas Connected
- Sewer: Septic Tank
School Information
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
Garage
- 24X14
Parking
- Driveway
- Assigned
- Covered
- Off Street
Living Area
- 3,805 sqft
Listing Price History
Date
Event
Price
% Change
$ (+/-)
Feb 24, 2026
Price Changed
$1,549,000
-7%
-$111,000
Oct 21, 2025
Price Changed
$1,660,000
-5%
-$90,000
Aug 05, 2025
Listed
$1,750,000
-
-
Additional Information: Winter Park | 407-647-1211
Location
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 2/24/26 16:04
Now offered at a newly adjusted price, this exceptional luxury lakefront home in Windermere, Florida presents one of the most compelling waterfront opportunities currently available in Downtown Windermere.If you have been searching for a no HOA lakefront property in Windermere with private shoreline access, 311 E 8th Avenue delivers true waterfront living on Lake Bessie, a rare find in today’s Central Florida luxury market.This Downtown Windermere lakefront residence offers. Panoramic water views from multiple rooms, Golf-cart-friendly access to the historic town center, No HOA restrictions, Significant recent system upgrades. Lakefront inventory in Downtown Windermere remains extremely limited. With this meaningful price improvement, the home now represents exceptional value for buyers seeking privacy, location, and long-term appreciation in one of Orange County’s most established luxury communities.Inside, the open-concept floor plan is designed to maximize natural light and capture lake views throughout the main living areas. The chef’s kitchen features stainless steel appliances, a natural gas range, custom cabinetry, and seamless flow into lakefront gathering spaces. A fireplace anchors the dining area, framed by tranquil views of the koi pond and rock waterfall.The flexible layout supports multigenerational living with two main-floor ensuite bedrooms. Upstairs, the private primary suite showcases elevated views of Lake Bessie and toward the grounds of Isleworth Golf & Country Club, along with a spa-inspired bath and spacious walk-in closet.Recent capital improvements provide confidence for today’s buyers navigating Florida insurance and ownership considerations, including: 50-year architectural roof, Carrier HVAC systems, Updated drain field, Water softener, New flooring. Outdoor features include a firepit, screened front porch, peaceful water frontage, and lake access for paddleboarding, kayaking, fishing, and sunset entertaining. Located minutes from Winter Garden, Dr. Phillips Restaurant Row, and Walt Disney World, this property combines luxury lakefront living with everyday convenience. New price. Rare Downtown Windermere lakefront opportunity. No HOA.
Schedule your private showing today. One or more photos have been virtually staged.