725 OAKDALE STREET
Windermere, FL 34786
$1,000,000
Timeless Charm in the Heart of Downtown Windermere. Nestled beneath a canopy of majestic oak trees on one of Windermere’s most picturesque streets, this beautifully maintained three bedroom, two and half bath residence offers the perfect blend of classic Florida charm and modern comfort. Situated on a spacious 0.38 acre fenced homesite, this exceptional property features 2,795 square feet of living space and 4,163 total square feet, providing plenty of room to live, work, and entertain. From the moment you arrive, you will appreciate the peaceful setting and inviting curb appeal that make Oakdale Street one of the town’s most desirable locations. Inside, thoughtful craftsmanship is evident throughout with custom trim work, rich stone and wood flooring, double pane windows and doors, and a warm family room centered around a natural gas fireplace. The well appointed kitchen features a natural gas range, while the expansive air conditioned Florida room offers the perfect place to relax year round as you overlook the private backyard. Car enthusiasts, hobbyists, and those needing extra space will love the 4 car garage along with the detached air conditioned building, ideal as a home office, fitness studio, art studio, workshop, guest retreat, or whatever your heart desires. Recent improvements provide peace of mind, including: Roof replaced in 2019, newer HVAC system and water heater (4 years old) and a newer well pump (9 months old). Living in the Town of Windermere is more than owning a ...
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Listing Courtesy of: THE SIMON SIMAAN GROUP
407-558-1396
Buyer Represented by: THE SIMON SIMAAN GROUP
| Listing Id: | O6425946 |
|---|---|
| List Price: | $1,049,000 |
| Close Price: | $1,000,000 |
| Close Date: | 2026-08-28 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Closed |
| Bedrooms Total: | 3 |
| Bathrooms Full: | 2 |
| Bathrooms Half: | 1 |
| Living Area: | 2,795 |
| Tax Annual Amount: | $11,037 |
| Lot Size Square Feet: | 16,755 |
| Lot Size Acres: | 0.38 |
| Architectural Style: | Craftsman, Traditional |
| Waterfront?: | No |
| City: | Windermere |
| County Or Parish: | Orange |
| Subdivision Name: | Windermere Town |
| Postal Code: | 34786 |
| Year Built: | 1966 |
| Appliances: | Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Range, Range Hood, Refrigerator, Washer, Water Softener |
| Association Amenities: | Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s) |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 3 |
| Building Area Source: | Public Records |
| Building Area Total: | 4163 |
| Building Area Units: | Square Feet |
| Direction Faces: | West |
| Foundation Details: | Slab |
| Construction Materials: | Block, Wood Siding |
| Cooling: | Central Air, Attic Fan |
| Fireplace Features: | Family Room, Gas |
| Directions: | Head East on 6th Avenue from Main St, Right on Oakdale St, Home is on the left. |
| Elementary School: | Windermere Elem |
| Exterior Features: | Private Mailbox, Rain Gutters |
| Fencing: | Fenced, Wood |
| Flooring: | Carpet, Travertine, Wood |
| Furnished: | Unfurnished |
| Garage Spaces: | 4 |
| Garage?: | Yes |
| Community Features: | Park, Playground, Tennis Court(s) |
| Heating: | Electric, Natural Gas |
| High School: | Olympia High |
| Interior Features: | Ceiling Fans(s), Chair Rail, Crown Molding, Eat-in Kitchen, L Dining, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Window Treatments |
| Laundry Features: | In Garage |
| Levels: | Two |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | City Limits, Unpaved |
| Lot Size Acres: | 0.38 |
| Postal Code Plus4: | 8736 |
| Middle Or Junior School: | Gotha Middle |
| MLS Area Major: | 34786 - Windermere |
| MLS Area Major: | 34786 - Windermere |
| Other Structures: | Other, Storage, Workshop |
| Original List Price: | $1,049,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 17-23-28-9336-01-550 |
| Parking Features: | Driveway |
| Patio And Porch Features: | Front Porch, Patio |
| Pets Allowed: | Yes |
| Township: | 23 |
| Road Surface Type: | Dirt |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional, VA Loan |
| Tax Year: | 2025 |
| Security Features: | Smoke Detector(s) |
| Sewer: | Septic Tank |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Utilities: | Cable Available, Electricity Connected |
| Water Source: | Well |
| Public Survey Range: | 28 |
| Public Survey Section: | 17 |
| Zoning: | SFR |
| Vegetation: | Bamboo, Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped |
| Additional Lease Restrictions: | Per Town of Windermere |
| Additional Rooms: | Formal Dining Room Separate, Formal Living Room Separate |
| Additional Water Information: | Town of Windermere access to Lake Butler Boat Ramp & Dock and Lake Bessie Boat Ramp. Town dock to Lake Down |
| Association Approval Required Yn: | No |
| Available For Lease Yn: | Yes |
| Backups Requested Yn: | Yes |
| Building Area Total Srch Sq M: | 386.76 |
| Calculated List Price By Calcula: | 375.31 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6425946?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6425946?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2009-09-25 |
| Flood Zone Panel: | 12095C0385F |
| Garage Dimensions: | 20x22 |
| Green Verification Count: | 0 |
| Homestead Yn: | Yes |
| Lease Restrictions Yn: | No |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 259.66 |
| Lot Size Square Meters: | 1557 |
| Minimum Lease: | 1-2 Years |
| Room Count: | 9 |
| Sdeo yn: | No |
| Total Acreage: | 1/4 to less than 1/2 |
| Unit Number Yn: | No |
| Water Access: | Lake, Lake - Chain of Lakes |
| Water Access Yn: | Yes |
| Water Extras: | Boat Ramp - Private, Sailboat Water, Skiing Allowed |
| Water Extras Yn: | Yes |
| Water View: | No |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Road Responsibility: | Public Maintained Road |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-558-1396 |
| Originating System Name : | Stellar MLS |
| Community Association Water Features: | Dock, Fishing, Lake, Private Boat Ramp, Water Access, Waterfront |
| Dock Yn: | No |
| In Law Suite Description: | Detached (ADU), Studio |
| In Law Suite Yn: | Yes |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-07-16 |
| Fireplace?: | Yes |
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Property Last Updated: October 21, 2026 12:22 AM - ET
