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$1,999,900
New Listing

5421 TILDENS GROVE BOULEVARD
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
5,922
SqFt
$338
/SqFt
2005
Built
Subdivision:
TILDENS GROVE PH 01 47/65
County:
Orange
Call Now: (407) 620-6608
Is this the listing for you? We can help make it yours.
(407) 620-6608
5421 TILDENS GROVE BOULEVARD5421 TILDENS GROVE BOULEVARD5421 TILDENS GROVE BOULEVARD5421 TILDENS GROVE BOULEVARD
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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 trayed 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, top-rated schools, and easy SR-429 access for easy day trips to the beach. 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.

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Listing Snapshot
Price 
$1,999,900
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
5,922 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.62 Acres
Year Built 
2005
MLS® Number 
O6402594
Status 
Active
Property Tax 
$17,782.85
HOA/Condo/Coop Fees 
$316.67 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
11 minutes agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
0.62
Attached Garage 
Yes
Direction Faces 
Southeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGarage Door OpenerGarage Faces SideGuestOversizedAttached
Pets 
Cats OKDogs OK
Property Sub Type 
Single Family Residence
Security 
Gated CommunitySecurity GateSecurity SystemSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
7592
Style 
ContemporaryCustom
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedWater Connected
Water Source 
Public
Zoning 
R-CE-C
Interior Features
Appliances 
CooktopDishwasherDisposalElectric Water HeaterExhaust FanMicrowaveRangeRange HoodRefrigerator
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
GasLiving Room
Flooring 
Ceramic TileHardwood
Furnished 
Unfurnished
Heating 
Electric
Interior 
Built-in FeaturesCathedral Ceiling(s)Coffered Ceiling(s)Eat-in KitchenHigh CeilingsOpen FloorplanStone CountersWalk-In Closet(s)Wet Bar
Laundry Features 
Inside
Spa 
Yes
Great Room 
Dimensions - 35x23Level - FirstFeatures - Bar, Wet Bar
Kitchen 
Level - FirstFeatures - Kitchen Island, Stone Counters
Master Bedroom 
Dimensions - 22x16Level - First
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Exterior Features
Construction Details 
BlockConcrete
Exterior 
BalconyOutdoor KitchenPrivate EntrancePrivate YardStorage
Fencing 
Fenced
Lot Features 
LandscapedLevelPrivatePaved
Patio And Porch 
CoveredEnclosedFront PorchScreened
Pool Features 
GuniteHeatedScreen EnclosurePrivate
Private Pool 
Yes
Roof 
ConcreteTile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
Water
Waterfront Features 
POND
Waterview 
Water
Community Features
Association Dues 
950
Community Features 
GatedParkPlaygroundSidewalksTennis Court(s)
Financing Terms Available 
CashConventionalVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34786 - Windermere
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Bridgewater Middle
High School
Windermere High School
Listing courtesy of DERENTHAL REALTY (321) 662-8014



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-01 07:46 AM EDT

Neighborhood & Commute
Source: Walkscore
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