311 E 8TH AVENUE Windermere, FL $ 1,549,000
311 E 8TH AVENUE
$ 1,549,000
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311 E 8TH AVENUE

Windermere, FL, 34786
$ 1,549,000
Bedrooms5 Baths4.0 Sq 3,805

Monthly Estimate*

$ 9,537

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Single Family Home for sale in Windermere, FL

for $1,549,000 with 5 bedrooms and 4 full baths. This 3,805 square foot home was built in 1913 on a lot size of 0.23.

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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Single Family Active

Price

$ 1,549,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 15,684

Style

Single Family Residence

Lot Size

0.23

Year Built

1913

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6333319

Features
General
Sewer Septic Tank
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Electricity Connected Natural Gas Available Natural Gas Connected
Roof Shingle
Appliances Dishwasher Disposal Dryer Gas Water Heater Microwave Range Refrigerator Washer Water Softener Wine Refrigerator
Zoning SFR
Construction Materials Wood Frame Wood Siding
Year Built 1913
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Lake Waterfront Lake Front
Community Features Community Boat Ramp Fishing Lake Water Access Waterfront Golf Carts OK
County Orange
New Construction false
Property Type Residential
Subdivision Name WINDERMERE TOWN
Facing Direction Southeast
Garage Y/N false
Total Rooms 8
Full Baths 4
Status Active
Directions Head West on 6th Avenue from Conroy Windermere Road Left on Bessie Street Home is on the Right.
High School Olympia High
City WINDERMERE
Body of Water LAKE BESSIE
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 10000
Carport Spaces 2
Carport Y/N true
Listing Terms Cash Conventional VA Loan
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 15684
Middle/Junior High School Gotha Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6333319
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 164
Legal Description PLAT OF WINDERMERE G/36 THE E 100 FT OFLOT 164
Water View Lake
Water Access Type Lake
Minimum Lease 8-12 Months
Water Access Y/N true
Water View Y/N true
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Crown Molding Eating Space In Kitchen Open Floorplan PrimaryBedroom Upstairs Solid Surface Counters Solid Wood Cabinets Split Bedroom Walk-In Closet(s)
Flooring Carpet Ceramic Tile Vinyl
Fireplace Features Family Room Gas
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Inside
Total Bedrooms 5
Total Baths 4
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Exterior
Exterior Amenities French Doors Garden Irrigation System Lighting Rain Gutters
Fencing Wood
Parking Features Assigned Covered Driveway Off Street
Water Source Well
Lot Size Area 10000
Foundation Details Crawlspace Slab
Building Area Total 3805
Lot Size Acres 0.23
Road Surface Type Dirt Gravel
Private Pool false
Waterfront Y/N true
Covered Spaces 2
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* Excluded Features
List By
Coldwell Banker Realty

Broker

karen72.oneil@gmail.com

Email

Affordability Calculator

$10,844
Per Month
88%
12%
0%
Monthly Principal & Interest
$9,537
Monthly Property Taxes
$1,307
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Olympia High High School High School
Pricing History
DatePricePrice ChangeDescription
2/24/2026$1,549,000 -6.69% Price Down
12/19/2025$1,660,000 Listed Price

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311 E 8TH AVENUE, Windermere, FL, 34786 is a Single Family Home for sale at $1,549,000 with 3,805 sqft and a lot size of 0.23. 311 E 8TH AVENUE has 5 bedrooms, 4.0 baths, and was built in 1913. The property's zip code is 34786 which is in Windermere, FL