To schedule a showing of 5421 Tildens Grove Boulevard, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!
$1,999,900 | 5 beds | 4 full baths | 1 half baths | 5,922 sqft
Windermere, FL 34786
- 5Beds
- 5.00Total Baths
- 4 Full, 1 HalfBaths
- 5,922SqFt
- 2005Year Built
- 0.62Acres
- MLS# O6402594
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market1 month, 11 days
- Area34786 - Windermere
- CountyOrange
- Subdivision Tildens Grove Ph 01 47/65
Overview
Welcome to one of Windermeres 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 dont delay in setting up your private showing today.
Agriculture / Farm
Association Fees / Info
Community Features: GolfCartsOk, Playground, Park, TennisCourts, Gated, Sidewalks
Pets Allowed: CatsOk, DogsOk
Hoa Frequency Rate: 950
Association: Yes
Hoa Fees Frequency: Quarterly
Association Fee Includes: RecreationFacilities, Security
Bathroom Info
Total Baths: 5.00
Fullbaths: 4
Building Info
Window Features: WindowTreatments
Roof: Concrete, Tile
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Contemporary, Custom
Pool Features: Gunite, Heated, ScreenEnclosure
Patio: Covered, Enclosed, FrontPorch, Screened, Balcony
Pool Private: Yes
Exterior Features: Balcony, SprinklerIrrigation, OutdoorKitchen, PrivateEntrance, PrivateYard, Storage
Fees / Restrictions
Financial
Original Price: $1,999,900
Disclosures: CovenantsRestrictionsDisclosure
Fencing: Fenced
Garage / Parking
Parking Features: Driveway, Garage, GarageDoorOpener, Guest, Oversized, GarageFacesSide
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: Gas, LivingRoom, PrimaryBedroom
Fireplace: Yes
Floors: CeramicTile, EngineeredHardwood
Levels: Two
Spa: Yes
Laundry Features: Inside
Interior Features: WetBar, BuiltInFeatures, CeilingFans, CathedralCeilings, CofferedCeilings, EatInKitchen, HighCeilings, MainLevelPrimary, OpenFloorplan, StoneCounters, SplitBedrooms, WalkInClosets, WoodCabinets, WindowTreatments, SeparateFormalDiningRoom, SeparateFormalLivingRoom
Appliances: BuiltInOven, Cooktop, Dishwasher, ExhaustFan, ElectricWaterHeater, Disposal, Microwave, Range, Refrigerator, RangeHood
Spa Features: Heated, InGround
Lot Info
Direction Remarks: Head toward CR 535 (Winter Garden Vineland Rd)Turn onto West Lake Butler BlvdContinue on W Lake Butler Blvd for ~1-2 milesTurn into Tildens Grove Blvd (gated entrance)Once inside, follow Tildens Grove Blvd
Lot Size Units: Acres
Lot Size Acres: 0.62
Lot Sqft: 27,126
Est Lotsize: 283 x 100
Vegetation: PartiallyWooded
Lot Desc: Flat, Level, OversizedLot, Private, Landscaped
Misc
Other
Special Conditions: None
Security Features: SecuritySystem, SecurityGate, SmokeDetectors, GatedWithGuard, GatedCommunity
Other Rooms Info
Property Info
Section: 13
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Property Condition: NewConstruction
Construction Materials: Block, Concrete
Stories: 2
Total Stories: 2
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 15
Sqft Info
Sqft: 5,922
Bulding Area Sqft: 7,592
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,025
Tax Lot: 32
Tax Legal Description: TILDENS GROVE PH 1 47/65 LOT 32
Tax Block: XX
Tax Annual Amount: 17782.85
Tax Book Number: XX
Unit Info
Utilities / Hvac
Heating: Electric
Water Source: Public
Sewer: SepticTank
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableConnected, ElectricityConnected, WaterConnected
Waterfront / Water
View: Yes
Water Body Name: POND
View: Water
Directions
Head toward CR 535 (Winter Garden Vineland Rd)Turn onto West Lake Butler BlvdContinue on W Lake Butler Blvd for ~1-2 milesTurn into Tildens Grove Blvd (gated entrance)Once inside, follow Tildens Grove BlvdThis listing courtesy of Derenthal Realty
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MLS IDX data last updated on 06-12-2026 3:28 PM EST.
If you have any questions on 5421 Tildens Grove Boulevard, Windermere, Florida, please call David Shippey at 863-521-4517.
MLS# O6402594 located at 5421 Tildens Grove Boulevard, Windermere, Florida is brought to you by David Shippey REALTOR®
5421 Tildens Grove Boulevard, Windermere, Florida has 5 Beds, 4 Full Bath, and 1 Half Bath.
The MLS Number for 5421 Tildens Grove Boulevard, Windermere, Florida is O6402594.
The price for 5421 Tildens Grove Boulevard, Windermere, Florida is $1,999,900.
The status of 5421 Tildens Grove Boulevard, Windermere, Florida is Active.
The subdivision of 5421 Tildens Grove Boulevard, Windermere, Florida is Tildens Grove Ph 01 47/65.
The home located at 5421 Tildens Grove Boulevard, Windermere, Florida was built in 2026.