33 Main Street

WINDERMERE, FL
$ 1,572,000 Beds 4 Baths 2 Sq 2,130
Monthly Estimate* How much can I afford?

BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere residents can access Fernwood Park and boat ramp 8/10 mile away. Drive your Golf Cart to downtown Windermere. Multiple possibilities for this property in the prime location of Windermere. Home needs major renovation or demolish and rebuild. Sold AS IS.

Active

  • Price
  • $ 1,572,000
  • City
  • WINDERMERE
  • Bedrooms
  • 4
  • Full Bathrooms
  • 2
  • County
  • Orange
  • Half Bathrooms
  • 0
  • Area
  • Windermere
  • Lot Size
  • 0.37 Acres
  • Zip
  • 34786
  • Sqr Footage
  • 2,130
  • Year Built
  • 1961
  • Taxes
  • $ 9485
  • Style
  • Ranch
  • MLS#
  • O6406887
Listed By: with . - 407-389-7318
Data Source: Stellar MLS

Features

General

Sewer Septic Tank
Heating Central,Electric
Cooling Central Air
Utilities Electricity Connected,Public,Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher,Range,Refrigerator
Zoning SFR
Architectural Style Ranch
Construction Materials Block,Wood Frame,Wood Siding
Year Built 1961
View Water
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Canal - Freshwater,Canal Front
County Orange
New Construction false
Property Type Residential
Subdivision Name DAVIS SHORES
Facing Direction West
Garage Y/N false
Total Rooms 4
Full Baths 2
Status Active
Directions From Windermere town hall, drive 1/2 mile north on Main St. To property on the right. From Colonial Dr go south on Maguire Rd in Ocoee into Windermere and house is the 5th home after the bridge over the canal.
High School Olympia High
City WINDERMERE
Body of Water BUTLER CHAIN OF LAKES
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 16079
Carport Spaces 1
Carport Y/N true
Listing Terms Cash,Conventional,Owner May Carry
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 9485
Middle/Junior High School Gotha Middle
Property Condition Fixer
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Tenant
Tax Lot 5
Legal Description DAVIS SHORES S/123 THE N 90 FT OF LOT 5BLK A
Water View Canal
Water Access Type Canal - Freshwater,Lake - Chain of Lakes
Minimum Lease 7 Months
Water Access Y/N true
Water View Y/N true
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Yes
DockY/N true

Interior Features

Interior Amenities Ceiling Fan(s)
Flooring Carpet,Vinyl
Furnished Y/N Unfurnished
Fireplace Features Family Room,Living Room,Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Laundry Features Electric Dryer Hookup,Inside,Washer Hookup
Total Bedrooms 4
LivingAreaSource Public Records
Total Baths 2

Exterior Features

Exterior Amenities French Doors
Vegetation Oak Trees
Parking Features Driveway
Lot Features City Lot
Water Source Canal/Lake For Irrigation
Lot Size Area 16079
Foundation Details Slab
Spa false
Building Area Total 2470
Lot Size Acres 0.37
Road Surface Type Paved,Asphalt
Frontage Length Canal: 90
Private Pool false
Waterfront Y/N true
Covered Spaces 1
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Apollo Beach, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Windermere Elem Elementary School
Middle School Gotha Middle Middle School
High School Olympia High High School

Price History

5/11/2026 Listed $1,575,000
8/4/2026 Listed $1,572,000

Property vs Zip Code Average in 34786

Price
AVG $2.49M
$1.57M
Taxes
AVG $23,922
$9,485
Year Built
AVG 2004
1961

Areas That We Cover

33 Main Street WINDERMERE, FL is a Single Family Home for sale at $1572000 with 2130 sqft and a lot size of 0.37 Acres Acre(s). 33 Main Street WINDERMERE has 4 bedrooms, 2 baths and was built in 1961. The property's zip code is 34786 which is in WINDERMERE, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.