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$1,549,000
203 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
$407
/SqFt
1913
Built
Subdivision:
WINDERMERE TOWN
County:
Orange

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Upcoming Open Houses
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Sun, Mar 1, 11:00 AM - 2:00 PM
311 E 8TH AVENUE311 E 8TH AVENUE311 E 8TH AVENUE311 E 8TH AVENUE
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Luxury Lakefront Home in Downtown Windermere. New Price - No HOA - Private Lake Bessie. Now offered at a newly adjusted price, this exceptional luxury lakefront home in Windermere, Florida presents one of the most compelling waterfront opportunities currently available in Downtown Windermere.If you have been searching for a no HOA lakefront property in Windermere with private shoreline access, 311 E 8th Avenue delivers true waterfront living on Lake Bessie, a rare find in today’s Central Florida luxury market.This Downtown Windermere lakefront residence offers. Panoramic water views from multiple rooms, Golf-cart-friendly access to the historic town center, No HOA restrictions, Significant recent system upgrades. Lakefront inventory in Downtown Windermere remains extremely limited. With this meaningful price improvement, the home now represents exceptional value for buyers seeking privacy, location, and long-term appreciation in one of Orange County’s most established luxury communities.Inside, the open-concept floor plan is designed to maximize natural light and capture lake views throughout the main living areas. The chef’s kitchen features stainless steel appliances, a natural gas range, custom cabinetry, and seamless flow into lakefront gathering spaces. A fireplace anchors the dining area, framed by tranquil views of the koi pond and rock waterfall.The flexible layout supports multigenerational living with two main-floor ensuite bedrooms. Upstairs, the private primary suite showcases elevated views of Lake Bessie and toward the grounds of Isleworth Golf & Country Club, along with a spa-inspired bath and spacious walk-in closet.Recent capital improvements provide confidence for today’s buyers navigating Florida insurance and ownership considerations, including: 50-year architectural roof, Carrier HVAC systems, Updated drain field, Water softener, New flooring. Outdoor features include a firepit, screened front porch, peaceful water frontage, and lake access for paddleboarding, kayaking, fishing, and sunset entertaining. Located minutes from Winter Garden, Dr. Phillips Restaurant Row, and Walt Disney World, this property combines luxury lakefront living with everyday convenience. New price. Rare Downtown Windermere lakefront opportunity. No HOA. Schedule your private showing today. One or more photos have been virtually staged.

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Listing Snapshot
Price 
$1,549,000
Days On Site 
203 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®
3 days agoPrice changed to $1,549,000
7 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 (407) 789-5565



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 2026, Stellar MLS.
Last checked: 2026-02-27 07:31 AM EST

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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