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Listed by COLDWELL BANKER RESIDENTIAL RE

Status: Active

311 E 8th Ave 
Windermere, FL 34786

5% Drop

$1,750,000

$1,660,000

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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.
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Bedrooms
5
Baths
4
House Size
3,805 sqft
Year Built
1913
Lot Size
0.23 ac

Location

Market Insights

In the last 30 days, homes for sale in 34786, Windermere, FL were on the market for a median of 22 days and 2.94% of homes sold above list price.

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Interior Information

appliances
Dishwasher
Disposal
Dryer
Gas Water Heater
Microwave
Range
Refrigerator
Washer
Water Softener
Wine Refrigerator
basement
Crawl Space
cooling
Central Air
features
Built-in Features
Crown Molding
Eat-in Kitchen
Open Floorplan
Walk-in Closet(s)
fireplace
Family Room
Gas
flooring
Carpet
Ceramic Tile
Vinyl
heating
Central
laundry features
Inside
view
Lake
Water

Exterior Information

features
Garden
Lighting
Rain Gutters
fence
Wood
road surface
Dirt
Gravel
roof
Shingle

Property Information

construction
Frame
Wood Siding
foundation
Slab
lot
Waterfront
parking
Assigned
Covered
Driveway
Off Street
sewer
Septic Tank
subdivision name
Windermere Town
utilities
Natural Gas Available
Electricity Connected
Natural Gas Connected
water source
Private
Well
  • Listed By Karen O'Neil
  • (407) 647-1211
  • COLDWELL BANKER RESIDENTIAL RE
  • (407) 647-1211
  • lois.rawson@floridamoves.com
  • MLS O6333319

Monthly Payments Calculator

Estimated Monthly Cost

$10,430

30 year fixed·6.9% interest rate
Principal & Interest
$8,746
Property Taxes
$1,383
Home Insurance
$300
HOA Fees
$0
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*All calculations are estimates and provided for informational purposes only. Actual amounts may vary.
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