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$1,660,000
80 Days On Site

311 E 8TH AVENUE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
4
Full Baths
3,805
SqFt
$436
/SqFt
1913
Built
Subdivision:
WINDERMERE TOWN
County:
Orange

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311 E 8TH AVENUE311 E 8TH AVENUE311 E 8TH AVENUE311 E 8TH AVENUE
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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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Listing Snapshot
Price 
$1,660,000
Days On Site 
80 Days
Bedrooms 
5
Inside Area (SqFt) 
3,805 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.23 Acres
Year Built 
1913
MLS® Number 
O6333319
Status 
Active
Property Tax 
$15,684
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
6 days agoPrice changed to $1,660,000
3 months agoListing first seen on site
General Features
Acres 
0.23
Carport 
2
Direction Faces 
Southeast
Foundation 
Slab
Levels 
Two
Parking 
AssignedCoveredDrivewayOff Street
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
3805
Utilities 
Natural Gas AvailableElectricity ConnectedNatural Gas Connected
Water Source 
PrivateWell
Zoning 
SFR
Interior Features
Appliances 
DishwasherDisposalDryerGas Water HeaterMicrowaveRangeRefrigeratorWasherWater SoftenerWine Refrigerator
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomGas
Flooring 
CarpetCeramic TileVinyl
Heating 
Central
Interior 
Built-in FeaturesCrown MoldingEat-in KitchenOpen FloorplanWalk-In Closet(s)
Laundry Features 
Inside
Bathroom 4 
Dimensions - 20x13Level - Second
Bedroom 2 
Dimensions - 16x14Level - First
Bedroom 3 
Dimensions - 14x11Level - First
Bedroom 5 
Dimensions - 12x8Level - Second
Dining Room 
Dimensions - 29x13Level - First
Kitchen 
Dimensions - 18x8Level - First
Living Room 
Dimensions - 30x22Level - First
Master Bedroom 
Dimensions - 22x19Level - Second
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Exterior Features
Construction Details 
FrameWood Siding
Exterior 
GardenLightingRain Gutters
Fencing 
Wood
Lot Features 
Waterfront
Roof 
Shingle
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake Front
Waterview 
LakeWater
Community Features
Financing Terms Available 
CashConventionalVA Loan
MLS Area 
34786 - Windermere
Roads 
DirtGravel
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Gotha Middle
High School
Olympia High
Listing courtesy of COLDWELL BANKER RESIDENTIAL RE 4077895565



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-10-26 09:40 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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