5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786

• 5 beds |
• 5 baths |
• 5,922 sqft

Property Description

Welcome to one of Windermere’s finest offerings — an impressive 5-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: a custom private movie theater, 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. Three-car garage, 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.

Listing Status:

Active

Date Added:

May 1, 2026

Data Last Updated:

May 11, 2026 at 4:22PM

Listing Office:

DERENTHAL REALTY : 321-662-8014

Listing Agent:

Mike Derenthal : 321-662-8014

MLS ID:

O6402594

Interior

• General: Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Coffered Ceiling(s)Eat-in KitchenHigh CeilingsOpen FloorplanPrimary Bedroom Main FloorSolid Wood CabinetsSplit BedroomStone CountersWalk-In Closet(s)Wet BarWindow Treatments
• Rooms: Bonus RoomFamily RoomFormal Dining Room SeparateFormal Living Room SeparateGreat RoomInterior In-Law Suite w/Private EntryMedia Room
• Appliances: Built-In OvenCooktopDishwasherDisposalElectric Water HeaterExhaust FanMicrowaveRangeRange HoodRefrigerator
• Laundry: Inside
• Flooring: Ceramic TileHardwood
• A/C: Central Air
• Heating: Electric
• Fireplace: GasLiving RoomPrimary BedroomFireplace

Exterior

• General: BalconyOutdoor KitchenPrivate EntrancePrivate MailboxPrivate YardStorageHeatedIn Ground
• Style: ContemporaryCustom
• Other Structures: EnclosedFront PorchScreenedCovered
• Pool: GuniteHeatedScreen Enclosure
• Parking: DrivewayGarage Door OpenerGarage Faces SideGuestOversized

Construction

• Roofing: ConcreteTile
• General: BlockConcreteTwoSlab

Location

• Road/Access: Asphalt
• HOA Amenities: Guard - 24 HourRecreational FacilitiesSecurity950.0Quarterly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-CE-CTILDENS GROVE PH 1 47/65 LOT 3213-23-27-8510-00-320
• View: Water
• Fencing: Fenced

Utilities

• Utilities: Cable ConnectedElectricity ConnectedWater Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple