Residential Property - Single Family Residence in Windermere
Listing Price: $1,660,000
Description of Property
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.
Property Details At A Glance
Property Type: Residential
Property Use or Sub Type: Single Family Residence
City: Windermere
County: Orange
Subdivision: Windermere Town
Bedrooms: 5
Bathrooms: 4
Sq. Ft. Gross: 3,805
Sq. Ft. Living Area: 3,805
Cost per (heated) sqare foot: $436
Year built: 1913
Annual Tax: $15,684
Taxes and fees can change periodically, and other fees may apply. Please check with your Realtor for more details.
Appliances: Wine Refrigerator
Fireplace: Yes
Fireplace Features: Gas
Flooring: Vinyl
Schools
Elementary School: Windermere Elem
Middle/Junior High School: Gotha Middle
High School: Olympia High
Pool & Waterfront Info
Private Pool: Not specified
Water Front: Yes
Water Frontage: Lake Front
Water Access: Yes
Water Access Type: Lake
Water Name: LAKE BESSIE
Exterior & Construction
Construction: Wood Siding
Foundation: Slab
Roof: Shingle
Exterior Features: Rain Gutters
Carport: Yes
Carport Spaces: 2
Parking Features: Off Street
Floors in Unit: Two
Cooling: Central Air
Heating & Fuel: Central
Electric:
Patio & Porch Features:
Security Features:
Other Structures:
View:
Fencing: Wood
Sewer: Septic Tank
Water Source: Well
Community Features: Golf Carts OK
Lot Information
Lot Size (acres): 0.23
Lot Size (sq. ft.): 10,000 square feet
Front Exposure: Southeast
Legal Description & Other Information
Financing Available: VA Loan
Parcel Number: 172328933601641
Zoning: SFR
Tax Legal Desc.: PLAT OF WINDERMERE G/36 THE E 100 FT OFLOT 164
Section: 17
Range: 28
Listing courtesy of COLDWELL BANKER RESIDENTIAL RE. The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.

