311 E 8th Avenue Windermere, FL 34786 - LAKE BESSIE
For Sale MLS# O6333319
5 beds 4 baths 3,805 sq ft Single Family
Details for 311 E 8th Avenue
MLS# O6333319
Description for 311 E 8th Avenue, Windermere, FL, 34786 - LAKE BESSIE
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 Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 4
Lot Size: 0.23 Acres
Square Feet: 3,805 sq ft
Year Built: 1913
Stories: 2 Story
Construction: Wood Siding,Wood Frame
Subdivision: Windermere Town
Foundation: Crawlspace,Slab
County: Orange
School Information
Elementary: Windermere Elem
Middle: Gotha Middle
High: Olympia High
Room Information
Main Floor
Bedroom 3: 11x14
Bedroom 2: 14x16
Kitchen: 8x18
Living Room: 22x30
Dining Room: 13x29
Upper Floor
Bedroom 5: 8x12
Bathroom 4: 13x20
Primary Bedroom: 19x22
Bathrooms
Full Baths: 4
Additonal Room Information
Laundry: Inside
Interior Features
Appliances: Water Softener, Gas Water Heater, Microwave, Range, Refrigerator, Washer, Dishwasher, Disposal, Dryer, Wine Refrigerator
Flooring: Carpet,Ceramic Tile,Vinyl
Basement: Crawl Space
Fireplaces: Family Room, Gas
Additional Interior Features: Walk-In Closet(s), Split Bedrooms, Built-in Features, Upper Level Primary, Crown Molding, Ceiling Fan(s), Eat-In Kitchen, Wood Cabinets, Open Floorplan, Solid Surface Counters
Utilities
Water: Well
Sewer: Septic Tank
Other Utilities: Electricity Connected,Natural Gas Available,Natural Gas Connected,High Speed Internet Available
Cooling: Ceiling Fan(s), Central Air
Heating: Central
Exterior / Lot Features
Parking Description: Assigned, Covered, driveway, Off Street
Roof: Shingle
Lot View: Lake,Water
Fencing: Wood
Additional Exterior/Lot Features: Sprinkler/Irrigation, Rain Gutters, French Patio Doors, Lighting, Garden
Waterfront Details
Standard Water Body: LAKE BESSIE
Water Front Features: Lake Front, Lake Privileges
Community Features
Community Features: Lake, Waterfront, Boat Facilities, Fishing, Golf Carts OK, Water Access
Driving Directions
Head West on 6th Avenue from Conroy Windermere Road, Left on Bessie Street, Home is on the Right.
Financial Considerations
Terms: Cash,Conventional,VA Loan
Tax/Property ID: 17-23-28-9336-01-641
Tax Amount: 15684
Tax Year: 2024
A broker reciprocity listing courtesy: COLDWELL BANKER RESIDENTIAL RE
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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 311 E 8th Avenue
Sales History
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Tax Summary
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Schools
Schools nearby 311 E 8th Avenue
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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