Search Description Details Neighborhood
Main
Photo 1
Photo 2
Photo 3
Photo 4
Photo 5
Photo 6
Active Residential

5421 TILDENS GROVE BOULEVARD

Windermere, FL 34786

STELLAR #O6402594 Updated: May 11, 2026, 8:38pm
$1,999,900
5 Beds • 5 Baths • 5,922 SqFt
Property
ActiveResidential
1/60
$1,999,900

5421 TILDENS GROVE BOULEVARD

Windermere, FL 34786
5
Beds
5
Baths
5,922
SqFt
0.62
Acres
STELLAR
#O6402594
Updated: May 11, 2026, 8:38pm

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.
Launch 3D Virtual Tour
Opens in a new window
Included Appliances
Built-In OvenCooktopDishwasherDisposalElectric Water HeaterExhaust FanMicrowaveRangeRange HoodRefrigerator

Property Details

Highlights
View
Yes
Interior
Additional 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
Bathrooms Total Decimal
4.5
Building Area Total
7592
Cooling
Central Air
Fireplace Features
GasLiving RoomMaster Bedroom
Flooring
Ceramic TileEngineered Hardwood
Furnished
Unfurnished
Heating
Electric
Interior Features
Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Coffered Ceiling(s)Eating Space In KitchenHigh CeilingsOpen FloorplanPrimary Bedroom Main FloorSolid Wood CabinetsSplit BedroomStone CountersWalk-In Closet(s)Wet BarWindow Treatments
Laundry Features
Inside
Living Area
5922
Rooms Total
15
Security Features
Gated CommunitySecurity GateSecurity SystemSmoke Detector(s)
Construction
Architectural Style
ContemporaryCustom
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockConcrete
Direction Faces
Southeast
Foundation Details
Slab
Levels
Two
Living Area Source
Public Records
Living Area Units
Square Feet
Property Condition
Completed
Roof
ConcreteTile
Stories Total
2
Year Built
2005
Site & Exterior
Covered Spaces
3
Exterior Features
BalconyIrrigation SystemOutdoor KitchenPrivate EntrancePrivate MailboxPrivate YardStorage
Fencing
Fenced
Flood Zone Code
X
Garage Spaces
3
I D X Participation
Yes
Lot Features
LandscapedLevelOversized LotPrivateSidewalk
Lot Size Acres
0.62
Lot Size Area
27126
Lot Size Dimensions
283 x 100
Lot Size Square Feet
27126
Lot Size Units
Square Feet
Open Parking
Yes
Parking Features
DrivewayGarage Door OpenerGarage Faces SideGuestOversized
Patio And Porch Features
CoveredEnclosedFront PorchScreened
Pool Features
GuniteHeatedScreen Enclosure
Public Survey Range
27
Public Survey Section
13
Road Frontage Type
Street Paved
Road Surface Type
PavedAsphalt
Sewer
Septic Tank
Spa Features
HeatedIn Ground
Total Acreage
1/2 to less than 1
Utilities
Cable ConnectedElectricity ConnectedWater Connected
Vegetation
Mature LandscapingTrees/Landscaped
View
Water
Water Body Name
POND
Water Source
Public
Zoning
R-CE-C
Zoning Compatible
Yes
Financials
Association Fee
950
Association Fee Frequency
Quarterly
Association Fee Includes
24-Hour GuardRecreational FacilitiesSecurity
Calculated List Price By Calculated Sq Ft
337.71
Contract Status Change Date
2026-05-01
Current Price
1999900
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
7 Months
Monthly H O A Amount
316.67
Owner Name
UNDISCLOSED
Ownership
Fee Simple
Parcel Number
132327851000320
Public Survey Township
23
Tax Annual Amount
17782.85
Tax Block
XX
Tax Book Number
XX
Tax Legal Description
TILDENS GROVE PH 1 47/65 LOT 32
Tax Lot
32
Tax Year
2025
Total Annual Fees
3800
Total Monthly Fees
316.67

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Confirm w/ HOA
Association Email
angela.timmons@premiermgmtcfl.com
Association Fee Requirement
Required
Association Name
Angela Timmons
Association Phone
407-333-7787
Association U R L
premiermgmtcfl.com
Community Features
Deed RestrictionsGated Community - GuardGolf Carts OKParkPlaygroundSidewalksTennis Court(s)
Complex Community Name N C C B
TILDENS GROVE
Lease Restrictions
Yes
M L S Area Major
34786 - Windermere
Number Of Pets
4
Pet Restrictions
Confirm w/ HOA
Pets Allowed
Cats OKDogs OK
Subdivision Name
TILDENS GROVE PH 01 47/65
Schools
Ratings
Elementary
Windermere Elem
Middle
Bridgewater Middle
High
Windermere High School
Listing provided courtesy of STELLAR via IDX. Updated: May 11, 2026, 8:38pm.
Mike Derenthal

Listing Agent

DERENTHAL REALTY

Call Agent
Call