33 Main St

Windermere, FL 34786

$1,575,000
Price
4
Beds
2,130 Sq. Ft.
$739 / Sq. Ft.
2,130
Sq. Ft.
$739
per Sq. Ft.
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Description

BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP. 90 Ft wide x 177 ft to center of canal. 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...BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP. 90 Ft wide x 177 ft to center of canal. 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.
  1. Listed by Bruce Higgins • Brokerage DRE #1012307 • SAND DOLLAR REALTY GROUP INC
    P: (407)-883-2728 sellthatrealestate@gmail.com

Property Details for 33 Main Street

Architectural Style
Ranch
Subdivision Name
DAVIS SHORES
Township
23
Carport Spaces
1
View
Water
Waterfront
Yes
Water View
Canal
Furnished
Unfurnished
LISTING UPDATED: 05/12/2026 06:59 AM

Property Details for 33 Main Street

StatusActive
MLS #O6406887
Days on Market4
Taxes$9,485 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1961
Lot Size0.37 AC / 16,079 SF
CountyOrange County
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Location

Listing Courtesy of SAND DOLLAR REALTY GROUP INC, Bruce Higgins
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Building Information for 33 Main Street

Stories-Year Built1961Building Size-Lot Size0.37 AC / 16,079 SF

Payment Calculator

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$8,721 per month

30 year fixed, 6.46% Interest

Principal and Interest

$7,931

Property Taxes

$790

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 33 Main Street

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2470.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • 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.
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Gotha Middle
  • High School: Olympia High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 33
  • Street Name: MAIN
  • Street Suffix: STREET
  • State: FL
  • City: WINDERMERE
Parking
  • Carport: Yes
  • Garage: No
  • Parking Features: Driveway
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: A
  • Tax Book Number: S-123
  • Tax Legal Description: DAVIS SHORES S/123 THE N 90 FT OF LOT 5BLK A
  • Tax Lot: 5
  • Tax Year: 2025
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: Property has a dug out boat slip in the yard, so you will not have to park your boat in the canal.
  • Lot Features: City Lot
  • Parcel Number: 082328194801051
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Canal - Freshwater, Lake - Chain of Lakes
  • Water Access: Yes
  • Water Body Name: BUTLER CHAIN OF LAKES
  • Water Extras: Assigned Boat Slip
  • Water Extras: Yes
  • Water: Assigned Boat Slip
  • Zoning: SFR
  • Living Area: 2130
Property and Assessments
  • Year Built Numeric: 1961
  • Flood Zone Code: X
  • Flood Zone Date: 09-24-2021
  • Flood Zone Panel: 12095C0220H
  • Homestead: No
  • New Construction: No
  • Property Condition: Fixer
  • Public Survey Range: 28
  • Public Survey Section: 08
  • Dock YN: Yes
  • Dock Description: Dock - Composite
  • Dock Dimensions: 4 x 20
Utilities
  • Sewer: Septic Tank
  • Utilities: Electricity Connected, Public, Water Connected
  • Water Source: Canal/Lake For Irrigation
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Wood Frame, Wood Siding
  • Exterior Features: French Doors
  • Foundation Details: Slab
  • Levels: One
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Spa: No
  • Vegetation: Oak Trees
  • Waterfront Features: Canal - Freshwater
  • Waterfront Feet Total: 90
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Family Room, Living Room, Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet, Vinyl
  • Heating: Central, Electric
  • Interior Features: Ceiling Fan(s)
  • Laundry Features: Electric Dryer Hookup, Inside, Washer Hookup
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 4.0
  • Water View: Yes
  • Bathrooms Half: 0
Rental
Rental Information
  • Days Notice To Tenant If Not Ren: 30 days

Property History for 33 Main Street

DateEvent & SourcePriceAppreciation
May 11, 2026

Listed (Active)

MFRMLS #O6406887

$1,575,000—
Jul 18, 2020

Expired

MFRMLS #O5862767

$529,000—
Jul 18, 2020

Expired

MFRMLS #O5858329

$529,000—
DateEvent & SourcePrice
05/11/2026

Listed (Active)

MFRMLS #O6406887

$1,575,000
07/18/2020

Expired

MFRMLS #O5862767

$529,000
07/18/2020

Expired

MFRMLS #O5858329

$529,000

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

Public Records for 33 Main Street

Taxable ValueLand$455,000Additions$88,683Total$543,683
Tax Record2024$9,399 ($783 / month)
Home Facts
Beds4Total Finished SqFt2,130 SqFtAbove Grade Finished SqFt2,130 SqFtStories1Lot Size16,079 SqFtStyleSingle Family ResidenceYear Built1961Year Renovated1962ZoningSFRCountyORANGEAPN08-23-28-1948-01-051Fireplace TypeHas Fireplace

Schools near 33 Main Street

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 33 Main Street, Windermere, FL 34786

33 Main Street is a single family home for sale in Windermere, FL 34786. This property was listed for sale on May 11, 2026 by SAND DOLLAR REALTY GROUP INC, it's currently listed at $1,575,000. This listing's school district is Orange County Public Schools. Nearby schools include Windermere Elementary School, Cornerstone Academy Charter and Gotha Middle School. 33 Main Street is a 4-bed, 2-bath, 2,130 sqft single family home built in 1961.

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, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of SAND DOLLAR REALTY GROUP INC, Bruce Higgins

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: 05/12/2026 06:59 AM