Listing Courtesy of: 
STELLAR / Coldwell Banker Residential Re - Contact: 407-647-1211
STELLAR / Coldwell Banker Residential Re - Contact: 407-647-1211 311 E 8th Avenue Windermere, FL 34786
Active (76 Days)
$1,660,000 (USD)
OPEN HOUSE TIMES
-
OPENSat, Oct 2512 noon - 3:00 pm
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 Oct 23 2025 at 12:29 AM GMT+0000
STELLAR
Last checked Oct 23 2025 at 12:29 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
Additional Information: Winter Park | 407-647-1211
Location
Listing Price History
Date
Event
Price
% Change
$ (+/-)
Oct 21, 2025
Price Changed
$1,660,000
-5%
-90,000
Aug 05, 2025
Original Price
$1,750,000
-
-
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. 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: 10/22/25 17:29
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.