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311 E 8th Ave, WINDERMERE, FL

House

For Sale

Listed price in listed location currency (USD).
$1,660,000

540

MLS® O6333319

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3805 sqft
Garage No
Taxes $15,684
Days Active 119
Lot Size 0.23 acres
Approx. Age 1913
Avg. Price Per Sqft $436
MLS® Number O6333319

Property Address: 311 E 8th Ave, WINDERMERE, FL, 34786-8714

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® NumberO6333319
Laundry LevelInside
Central VacNo
FireplaceNo
Acreage0.23
Exterior
GarageNo
Approx. Age1913
Basement
DrivewayAssigned, Covered, Driveway, Off Street
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Bedroom 2:First Floor16 × 14 ft
Bedroom 3:First Floor14 × 11 ft
Kitchen:First Floor18 × 8 ft
Bathroom 4:Second Floor20 × 13 ft
Dining Room:First Floor29 × 13 ft
Other:Second Floor22 × 19 ft
Living Room:First Floor30 × 22 ft
Bedroom 5:Second Floor12 × 8 ft

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Aug 7, 2025List Date
$1,660,000List Price
-End Date
Not Sold YetSold Price

For Rent

Dec 1, 2025List Date
$6,750List Price
Nov 3, 2023End Date
$6,250Sold Price

Leased

Apr 4, 2025List Date
$6,250List Price

Home Estimate Zoopraisal®

This property is estimated to sell between: $1,660,000 and $1,979,000.
Similar properties in this area sold on average for: $1,872,500
Expected to sell in 54 days. Similar properties sold in 173 days. This home has been on Zoocasa for 119 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

  • Commute

Commute

Starting Address
Destination Address
311 E 8 Th Ave, WINDERMERE, FL

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