5421 TILDENS GROVE BOULEVARD WINDERMERE FL 34786 MLS #O6402594

5421 TILDENS GROVE BOULEVARD
WINDERMERE, FL, 34786
$1,999,900
5 Beds
4.5 Baths
5,922 SqFt
0.62 Acres
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MLS #O6402594 image #0
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.

Property Details

Price:
$1,999,900
MLS #:
O6402594
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
TILDENS GROVE PH 01 47/65
Neighborhood:
34786windermere
Listed Date:
May 1, 2026
Finished Sq Ft:
5,922
Total Sq Ft:
7,592
Lot Size:
27,126 sqft / 0.62 acres (approx)
Year Built:
2005
PoolTennisPrimary Bedroom Main FloorCommunity Gated34786 – Windermere34786windermereTildens Grove Ph 01 47/65Windermere ElemBridgewater MiddleWindermere High SchoolPondWaterConfirm W/ Hoa7 Months

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Schools

Elementary School:
Windermere Elem
Middle School:
Bridgewater Middle
High School:
Windermere High School

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Engineered Hardwood
Heating
Electric
Interior Features
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
Laundry Features
Inside
Levels
Two

Exterior

Architectural Style
Contemporary, Custom
Attached Garage YN
1
Community Features
Deed Restrictions, Gated Community – Guard, Golf Carts OK, Park, Playground, Sidewalks, Tennis Court(s)
Construction Materials
Block, Concrete
Covered Spaces
3
Direction Faces
Southeast
Exterior Features
Balcony, Irrigation System, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Storage
Fencing
Fenced
Garage Spaces
3
Lot Features
Landscaped, Level, Oversized Lot, Private, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized
Patio And Porch Features
Covered, Enclosed, Front Porch, Screened
Roof
Concrete, Tile
Security Features
Gated Community, Security Gate, Security System, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Water

Financial

HOA Fee
$950
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Recreational Facilities, Security
HOA Name
Angela Timmons
HOA Phone
407-333-7787
Tax Year
2025
Taxes
$17,783

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of May 02, 2026
285
Single Family Listed
95
Avg DOM
464
Avg $ / SqFt
$2,291,893
Avg List Price

Property Summary

    Located in the TILDENS GROVE PH 01 47/65 subdivision, 5421 TILDENS GROVE BOULEVARD WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $1,999,900 and features 5 beds, 5 baths, and has approximately 5,922 square feet of living space, and was originally constructed in 2005. The current price per square foot is $338. The average price per square foot for Single Family listings in WINDERMERE is $464. The average listing price for Single Family in WINDERMERE is $2,291,893. To schedule a showing of MLS#o6402594 at 5421 TILDENS GROVE BOULEVARD in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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