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$1,800,000
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Property Description
Welcome to one of Windermere's finest offerings - an impressive 6-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining. Enjoy a resort-style pool with spa and panoramic screen overlooking the water, gourmet kitchen, a dedicated gym, plus two generous family / entertainment spaces upstairs and down... all create a floor plan that handles both grand entertaining and relaxed everyday living. Updates to HVAC, lighting, fixtures, media systems, and wood flooring throughout. Soaring ceilings with architectural features, and elegant architectural details define every room. Bedroom layout creates a lot of options with one of the downstairs bedrooms featuring a separate side entry just off of the driveway with direct access to a full bathroom - ideal for guests and multi-generational living. The original sixth bedroom was converted to the home theater by prior owners but could easily be returned to the original six-bedroom layout. Or the spacious upstairs home gym with stunning waterfront views could be converted to a bedroom as well - so many options! Three-car garage built to accomodate over-sized vehicles, paver driveway, lush mature landscaping. Tildens Grove offers larger homesites and amenities including tennis, pickleball, basketball, playground, and a scenic park. Minutes to Disney World, Restaurant Row, Windermere Chain of Lakes boat ramp access, top-rated schools, quick SR-429 access for easy day trips to the beach, and approximately 30 minutes to Orlando International Airport. Luxury, privacy, and convenience - all in one remarkable home. Owners have this priced right so don't delay in setting up your private showing today.
Full Property Details
Full Property Details for 5421 Tildens Grove Blvd
General
- Sold For: $1,800,000
- HOA FEE: $317/month
- HOA FEE FREQ.: Quarterly
- Taxes: $17,782 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6402594
- Added to Site: 144 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 15
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Coffered Ceiling(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Wet Bar, Window Treatments
- Fireplace: Yes
- Fireplace(s): Gas, Living Room, Master Bedroom
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Engineered Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Inside
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, Screen Enclosure
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Gated Community, Security Gate, Security System, Smoke Detector(s)
Exterior
- Exterior Features: Balcony, Irrigation System, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Storage
- Deck/Patio: Covered, Enclosed, Front Porch, Screened
- Porch/Patio/Deck: Covered, Enclosed, Front Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: TILDENS GROVE PH 01 47/65
- Driving Directions: Head toward CR 535 (Winter Garden Vineland Rd) Turn onto West Lake Butler Blvd Continue on W Lake Butler Blvd for ~1–2 miles Turn into Tildens Grove Blvd (gated entrance) Once inside, follow Tildens Grove Blvd
- Direction Faces: Southeast
School Information
- Elementary School: Windermere Elem
- Middle School: Bridgewater Middle
- High School: Windermere High School
Community
- Community Name: 34786 - Windermere
- Community Features: Deed Restrictions, Gated Community - Guard, Golf Carts OK, Park, Playground, Sidewalks, Tennis Court(s)
- Association: Yes
- Assoc. Name: Angela Timmons
- Assoc. Fees Include: 24-Hour Guard, Recreational Facilities, Security
- Number of Pets: 4
- Pet Restrictions: Confirm w/ HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Septic Tank
- Water District: POND
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Water Connected
Structural Information
- Architectural Info: Contemporary, Custom
- Architectural Style: Contemporary, Custom
- Exterior Const.: Block, Concrete
- Roof: Concrete, Tile
- Stories/Levels: Two
- Square Feet: 5,922
- Sq. Ft. Source: Public Records
- Living Area: 5,922 Sq. Ft.
- Year Built: 2005
Lot Features
- Property View: Water
- Lot Size (Acres): 0.62
- Lot Size (Sq. Ft.): 27,126
- Lot Size: 27126
- Lot Dimensions: 283 x 100
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced
Water Features
- Water View: Yes
- Water Front Name: POND
Financial Considerations
- Association Fee: $950
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $17,782.85
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: TILDENS GROVE PH 1 47/65 LOT 32
- Flood Zone Info: X
- APN: 132327851000320
- Property ID: 132327851000320
- Block/Lot/Section: XX
Listed by Derenthal Realty
Sold by Empire Network Realty
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Schools
Schools serving 5421 Tildens Grove Blvd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 2.3 mi |
Bridgewater Middle School 5600 Tiny Road, Winter Garden, FL 34787 | 6-8 | 2.4 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 0.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5421 Tildens Grove Blvd
Date
Details
Price
Change
Source
8/13/2026
Sold
$1,800,000
-10%
MLS
5/01/2026
Listed
$1,999,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
5421 Tildens Grove Boulevard, Windermere, FL 34786 (MLS# O6402594) is a Single Family property that was sold at $1,800,000 on August 13, 2026. Want to learn more about 5421 Tildens Grove Boulevard? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

