5421 TILDENS GROVE BOULEVARD Windermere, FL $ 1,999,900
5421 TILDENS GROVE BOULEVARD
$ 1,999,900
Recently Listed
Share Save

5421 TILDENS GROVE BOULEVARD

Windermere, FL, 34786
$ 1,999,900
Bedrooms5 Baths4.1 Sq 5,922

Monthly Estimate*

$ 12,314

5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 1
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 2
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 3
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 4
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 5
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 6
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 7
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 8
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 9
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 10
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 11
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 12
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 13
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 14
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 15
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 16
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 17
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 18
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 19
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 20
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 21
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 22
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 23
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 24
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 25
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 26
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 27
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 28
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 29
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 30
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 31
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 32
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 33
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 34
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 35
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 36
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 37
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 38
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 39
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 40
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 41
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 42
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 43
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 44
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 45
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 46
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 47
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 48
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 49
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 50
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 51
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 52
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 53
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 54
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 55
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 56
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 57
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 58
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 59
5421 TILDENS GROVE BOULEVARD, Windermere, FL 34786 - Image 60
View a Virtual Tour

Single Family Home for sale in Windermere, FL

for $1,999,900 with 5 bedrooms and 4 full baths, 1 half bath. This 5,922 square foot home was built in 2005 on a lot size of 0.62.

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.

See more

Single Family Active

Price

$ 1,999,900

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 17,782

Style

Contemporary Custom

Lot Size

0.62

Year Built

2005

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6402594

Features
General
Sewer Septic Tank
Heating Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Water Connected
Possession Close Of Escrow
Roof Concrete Tile
Appliances Built-In Oven Cooktop Dishwasher Disposal Electric Water Heater Exhaust Fan Microwave Range Range Hood Refrigerator
Zoning R-CE-C
HOA Fee 950
Garage Spaces 3
Association Fee Includes 24-Hour Guard Recreational Facilities Security
Patio/Porch Features Covered Enclosed Front Porch Screened
Architectural Style Contemporary Custom
Pool Features Gunite Heated Screen Enclosure
Security Features Gated Community Security Gate Security System Smoke Detector(s)
Construction Materials Block Concrete
Pets Allowed Cats OK Dogs OK
Year Built 2005
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Deed Restrictions Gated Community - Guard Golf Carts OK Park Playground Sidewalks Tennis Court(s)
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name TILDENS GROVE PH 01 47/65
Facing Direction Southeast
Garage Y/N true
Total Rooms 15
Full Baths 4
Status Active
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
High School Windermere High School
City WINDERMERE
Body of Water POND
Association Name Angela Timmons
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 27126
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Spa Features Heated In Ground
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 17782.85
Home Warranty Y/N false
Middle/Junior High School Bridgewater Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://media.devoredesign.com/videos/019dd019-daa0-71c7-9cbc-ac296dd527d4?v=110
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 32
Legal Description TILDENS GROVE PH 1 47/65 LOT 32
Minimum Lease 7 Months
Water Access Y/N false
Monthly HOA Amount 316.67
Additional Rooms Bonus Room Family Room Formal Dining Room Separate Formal Living Room Separate Great Room Interior In-Law Suite w/Private Entry Media Room
Water View Y/N false
Flood Zone Code X
DockY/N false
See more
Interior
Interior Amenities 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
Flooring Ceramic Tile Engineered Hardwood
Furnished Y/N Unfurnished
Fireplace Features Gas Living Room Master Bedroom
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Inside
Total Bedrooms 5
Total Baths 5
See more
Exterior
Exterior Amenities Balcony Irrigation System Outdoor Kitchen Private Entrance Private Mailbox Private Yard Storage
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced
Parking Features Driveway Garage Door Opener Garage Faces Side Guest Oversized
Lot Features Landscaped Level Oversized Lot Private Sidewalk
Water Source Public
Lot Size Area 27126
Foundation Details Slab
Spa true
Building Area Total 7592
Lot Dimensions 283 x 100
Lot Size Acres 0.62
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Paved
See more
* Excluded Features
List By
Derenthal Realty

Broker

mike@derenthalrealty.com

Email

Affordability Calculator

$13,796
Per Month
89%
11%
0%
Monthly Principal & Interest
$12,314
Monthly Property Taxes
$1,482
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Windermere High School High School High School
Pricing History
DatePricePrice ChangeDescription
5/1/2026$1,999,900 Listed Price

Map


See all

5421 TILDENS GROVE BOULEVARD, Windermere, FL, 34786 is a Single Family Home for sale at $1,999,900 with 5,922 sqft and a lot size of 0.62. 5421 TILDENS GROVE BOULEVARD has 5 bedrooms, 4.1 baths, and was built in 2005. The property's zip code is 34786 which is in Windermere, FL