$1,575,000
33 Main Street
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Local Insight
At $739/sqft for a 1961 waterfront home on the Butler Chain of Lakes, you're paying a significant premium for water access and Windermere's exclusive lakefront positioning—but you're also buying a 60-year-old structure with only 2 bathrooms for a 4-bed house, which means renovation or reconfiguration will likely be necessary to justify the price in this market. The 0.37-acre lot is tight for the Windermere lakefront lifestyle, and at this price point, serious buyers should carefully weigh whether they'd be better served by a newer home in one of the gated communities (Isleworth, Keene's Pointe) where the premium buys both land and amenities, or negotiating harder given the age and condition unknowns.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history22 days on market
- Status: ActiveMay 11, 2026
- Listed$1,575,000May 11, 2026
- Price increased$1,575,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 22
- Subdivision
- Davis Shores
- County
- Orange
- Year built
- 1961
- Living area
- 2,130 sq ft
- Price/sq ft
- $739
- Building area
- 2,470 sq ft (Public Records)
- Lot size
- 16,079 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0220H)
- Annual taxes
- $9,485 (2025)
- Parcel #
- 08-23-28-1948-01-051
- Zoning
- SFR
- MLS #
- O6406887
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Carpet, Vinyl
- Appliances
- Dishwasher, Range, Refrigerator
- Interior features
- Ceiling Fans(s)
- Laundry
- Electric Dryer Hookup, Inside, Washer Hookup
- Stories / Levels
- One
- Direction faces
- West
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Parking features
- Driveway
- Carport
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional, Owner Financing
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- French Doors
- Construction materials
- Block, Frame, Wood Siding
- Roof
- Shingle
- Foundation
- Slab
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Canal/Lake For Irrigation
- Utilities
- Electricity Connected, Public, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | |
| Kitchen | First | |
| Living Room | First | |
| Great Room | First |
Listing Details
- Listing date
- 2026-05-11
- On market date
- 2026-05-11
- Original list price
- $1,575,000
- Occupant type
- Tenant
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-11
- Tax legal description
- DAVIS SHORES S/123 THE N 90 FT OF LOT 5BLK A
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of June 2, 2026 at 11:03 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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