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$6,500
79 Days On Site

311 E 8TH AVENUE
WINDERMERE, FL 34786

For Rent|Single Family Residence|Active
5
Beds
4
Total Baths
4
Full Baths
3,805
SqFt
$2
/SqFt
1913
Built
Subdivision:
WINDERMERE TOWN
County:
Orange
Call Now: 407-923-8903
Is this the listing for you? We can help make it yours.
407-923-8903
311 E 8TH AVENUE311 E 8TH AVENUE311 E 8TH AVENUE311 E 8TH AVENUE
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Mortgage Calculator

Monthly Payment (Est.)

$30
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental | Downtown Windermere | Lake Bessie. Now offered at an exceptional value, this rare luxury lakefront rental in Downtown Windermere delivers the ultimate Florida lifestyle for relocating executives and discerning families. Set on the shores of Lake Bessie, this beautifully renovated residence blends refined comfort, privacy, and unmatched walkability in one of Central Florida’s most sought-after communities. Wake up to panoramic lake and golf course views, unwind on the screened porch, or enjoy evenings by the fireplace and dedicated fire-pit area. The landscaped backyard oasis features a tranquil koi pond and access to lake activities including paddle-boarding and kayaking a true retreat rarely available as a rental. Inside, the open-concept layout showcases a chef’s kitchen with gas range, custom cabinetry, and premium finishes ideal for entertaining or everyday living. Two first-floor ensuite bedrooms provide flexible options for guests or home offices, while the second-floor primary suite offers a private sanctuary with sweeping lake views. Located in Windermere’s golf-cart-friendly downtown, residents enjoy weekly farmers markets, food truck nights, top-rated schools, and charming tree-lined streets, all just minutes from Orlando’s business districts and world-class Disney and Universal attractions. Highlights Include: Prime Downtown Windermere location, Renovated luxury interiors, Exceptional outdoor living and entertaining spaces, Ideal executive and relocation rental. This is more than a rental it’s a lifestyle opportunity. Schedule your private showing today and experience why Windermere continues to attract executives seeking luxury, convenience, and community.

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Listing Snapshot
Price 
$6,500
Days On Site 
79 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 
O6364016
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
a month agoListing updated with changes from the MLS®
a month agoPrice changed to $6,500
3 months agoListing first seen on site
General Features
Acres 
0.23
Available on 
2025-12-01
Carport 
2
Levels 
Two
Pets 
Breed RestrictionsYes
Property Sub Type 
Single Family Residence
SqFt Total 
4928
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeRefrigeratorWasherWater Softener
Cooling 
Central Air
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Eat-in KitchenOpen FloorplanWalk-In Closet(s)
Laundry Features 
Inside
Bathroom 3 
Level - First
Bathroom 4 
Level - First
Bedroom 1 
Level - Second
Bedroom 2 
Level - First
Kitchen 
Level - First
Living Room 
Level - First
Primary Bedroom 2 
Level - Second
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Exterior Features
View 
LakeWater
Waterfront Features 
Lake Privileges
Waterview 
LakeWater
Community Features
MLS Area 
34786 - Windermere
Roads 
Gravel
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: 2026-02-18 09:27 PM EST

Neighborhood & Commute
Source: Walkscore
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