311 E 8th Ave

Windermere, FL 34786

$1,549,000
Price
5
Beds
3,805 Sq. Ft.
$407 / Sq. Ft.
3,805
Sq. Ft.
$407
per Sq. Ft.
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a view of a kitchen counter space with a sink and dishwasher with wooden floor
a living room with furniture and a flat screen tv
a living room with furniture and wooden floor
a kitchen with a sink dishwasher a dining table and chairs with wooden floor
a living room with furniture a flat screen tv and a fireplace
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a view of an empty room with wooden floor fireplace and a window
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a view of kitchen with wooden floor
a view of kitchen with furniture and wooden floor
a living room with furniture and a large window
a spacious bedroom with a bed and a flat screen tv
a spacious bathroom with a tub sink shower and mirror
a spacious bathroom with a tub sink shower and mirror
a view of a livingroom with furniture and hardwood floor
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a bathroom with a sink a toilet and a mirror
a bathroom with a toilet sink and mirror
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an empty room with a window
an empty room with wooden floor fan and windows
an empty room with wooden floor and windows
an empty room with wooden floor cabinet and windows
a bathroom with a sink a toilet and shower
a bathroom with a toilet a sink and mirror
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a view of a balcony with wooden floor
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Description

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 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.
  1. Listed by Karen O'Neil • Brokerage DRE #2024116 • COLDWELL BANKER RESIDENTIAL RE
    P: (407)-789-5565 C: (407)-789-5565 karen72.oneil@gmail.com

Property Details for 311 East 8th Avenue

Subdivision Name
WINDERMERE TOWN
Township
23
Carport Spaces
2
Waterfront
Yes
Water View
Lake
LISTING UPDATED: 03/01/2026 02:07 PM

Property Details for 311 East 8th Avenue

StatusActive
MLS #O6333319
Days on Market210
Taxes$15,684 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1913
Lot Size0.23 AC / 10,000 SF
CountyOrange County
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Location

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE, Karen O'Neil
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Building Information for 311 East 8th Avenue

Stories-Year Built1913Building Size-Lot Size0.23 AC / 10,000 SF

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$8,857 per month

30 year fixed, 6.15% Interest

Principal and Interest

$7,550

Property Taxes

$1,307

HOA Dues

$0

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Property Information for 311 East 8th Avenue

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3805.0
  • Building Area Units: Square Feet
  • Community Features: Community Boat Ramp, Fishing, Lake, Water Access, Waterfront, Golf Carts OK
  • Direction Faces: Southeast
  • Directions: Head West on 6th Avenue from Conroy Windermere Road, Left on Bessie Street, Home is on the Right.
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Gotha Middle
  • High School: Olympia High
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 311
  • Street Direction Prefix: E
  • Street Name: 8TH
  • Street Suffix: AVENUE
  • State: FL
  • City: WINDERMERE
Parking
  • Carport: Yes
  • Garage Dimensions: 24x14
  • Garage: No
  • Parking Features: Assigned, Covered, Driveway, Off Street
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 1
  • Tax Book Number: G-36
  • Tax Legal Description: PLAT OF WINDERMERE G/36 THE E 100 FT OFLOT 164
  • Tax Lot: 164
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Parcel Number: 172328933601641
  • Total Acreage: 0 to less than 1/4
  • Water Access: Lake
  • Water Access: Yes
  • Water Body Name: LAKE BESSIE
  • Water Extras: Boat Ramp - Private
  • Water Extras: Yes
  • Water: Boat Ramp - Private
  • Zoning: SFR
  • Living Area: 3805
Property and Assessments
  • Year Built Numeric: 1913
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0385F
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 28
  • Public Survey Section: 17
  • Dock YN: No
Utilities
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Electricity Connected, Natural Gas Available, Natural Gas Connected
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Wood Siding
  • Exterior Features: French Doors, Garden, Irrigation System, Lighting, Rain Gutters
  • Fencing: Wood
  • Foundation Details: Crawlspace, Slab
  • Levels: Two
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Waterfront Features: Lake, Waterfront, Lake Front
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 4
  • Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Refrigerator, Washer, Water Softener, Wine Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Family Room, Gas
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile, Vinyl
  • Heating: Central
  • Interior Features: 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)
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: Yes
  • Bathrooms Half: 0

Property History for 311 East 8th Avenue

DateEvent & SourcePriceAppreciation
Feb 24, 2026

Price Change

MFRMLS #O6333319

$1,549,000—
Oct 21, 2025

Price Change

MFRMLS #O6333319

$1,660,000—
Aug 7, 2025

Listed (Active)

MFRMLS #O6333319

$1,750,000—
Dec 31, 2023

Expired

MFRMLS #O6141867

$1,850,000—
Sep 19, 2023

Listed (Active)

MFRMLS #O6141867

$1,850,000—
May 13, 2021

Sold (Public Record)

Public Record #1461834967

$800,000—
May 13, 2021

Sold

MFRMLS #O5926994

$800,000—
Mar 31, 2021

Pending

MFRMLS #O5926994

—
Mar 4, 2021

Listed (Active)

MFRMLS #O5926994

$850,000—
Jul 3, 2020

Sold

MFRMLS #O5821861

$3,500—
Oct 26, 2019

Listed (Active)

MFRMLS #O5821861

$799,000—
Oct 19, 2019

Withdrawn

MFRMLS #O5545894

$848,000—
Nov 7, 2017

Listed (Active)

MFRMLS #O5545894

$1,100,000—
Jul 2, 2008

Withdrawn

MFRMLS #O4771238

$995,000—
May 10, 2007

Listed (Active)

MFRMLS #O4771238

$1,150,000—
Mar 19, 2007

Withdrawn

MFRMLS #O4642650

$1,344,000—
Nov 22, 2005

Listed (Active)

MFRMLS #O4642650

$1,399,000—
DateEvent & SourcePrice
02/24/2026

Price Change

MFRMLS #O6333319

$1,549,000
10/21/2025

Price Change

MFRMLS #O6333319

$1,660,000
08/07/2025

Listed (Active)

MFRMLS #O6333319

$1,750,000
12/31/2023

Expired

MFRMLS #O6141867

$1,850,000
09/19/2023

Listed (Active)

MFRMLS #O6141867

$1,850,000
05/13/2021

Sold (Public Record)

Public Record #1461834967

$800,000
05/13/2021

Sold

MFRMLS #O5926994

$800,000
03/31/2021

Pending

MFRMLS #O5926994

—
03/04/2021

Listed (Active)

MFRMLS #O5926994

$850,000
07/03/2020

Sold

MFRMLS #O5821861

$3,500
10/26/2019

Listed (Active)

MFRMLS #O5821861

$799,000
10/19/2019

Withdrawn

MFRMLS #O5545894

$848,000
11/07/2017

Listed (Active)

MFRMLS #O5545894

$1,100,000
07/02/2008

Withdrawn

MFRMLS #O4771238

$995,000
05/10/2007

Listed (Active)

MFRMLS #O4771238

$1,150,000
03/19/2007

Withdrawn

MFRMLS #O4642650

$1,344,000
11/22/2005

Listed (Active)

MFRMLS #O4642650

$1,399,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 311 East 8th Avenue

Taxable ValueLand$350,000Additions$596,690Total$946,690
Tax Record2024$15,684 ($1,307 / month)
Home Facts
Beds4Total Finished SqFt3,805 SqFtAbove Grade Finished SqFt3,805 SqFtStories2Lot Size10,000 SqFtStyleSingle Family ResidenceYear Built1913Year Renovated1995ZoningSFRCountyORANGEAPN17-23-28-9336-01-641Fireplace TypeHas Fireplace

Schools near 311 East 8th Avenue

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Windermere Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Gotha Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Windermere Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 311 East 8th Avenue, Windermere, FL 34786

311 East 8th Avenue is a single family home for sale in Windermere, FL 34786. This property was listed for sale on August 7, 2025 by COLDWELL BANKER RESIDENTIAL RE, it's currently listed at $1,549,000. It has been on the market for a total of 210 days and was last sold on May 13, 2021. This listing's school district is Orange County Public Schools. Nearby schools include Windermere Elementary School, Cornerstone Academy Charter and Gotha Middle School. 311 East 8th Avenue is a 5-bed, 4-bath, 3,805 sqft single family home built in 1913.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE, Karen O'Neil

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/01/2026 02:07 PM