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Sam Falah
REALTOR®
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5421 Tildens Grove Boulevard, Windermere, FL 34786

$1,999,900
  • 5421 Tildens Grove Boulevard, Windermere, FL 34786 Main Photo

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New to the Market Active
BEDS5 BATHS4 full 1 partial SQUARE FEET5,922 MLS#O6402594
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONTILDENS GROVE

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 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.

5421 Tildens Grove Boulevard | MLS# O6402594

This single family home located at 5421 Tildens Grove Boulevard, Windermere, FL 34786 is currently listed for sale with an asking price of $1,999,900. This property was built in 2005 and has 5 bedrooms and 4 full and 1 partial baths with 5922 sq. ft. Tildens Grove Boulevard is located in the TILDENS GROVE subdivision. Search TILDENS GROVE real estate on sfalah.floridaexecutiverealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 3 car attached
Heating: Electric
Home Style: Contemporary, Custom
Lot Size: 0.62 Acres
Roof Type: Concrete, Tile
Stories: 2.0
Taxes: $17,782
Year Built: 2005

Amenities

Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Coffered Ceiling(s)
Eat-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
Balcony
Outdoor Kitchen
Private Entrance
Private Mailbox
Private Yard
Storage

Feature Descriptions

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
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator
Body of Water: POND
Community Features: Deed Restrictions, Gated Community - Guard, Golf Carts OK, Park, Playground, Sidewalks, Tennis Court(s)
Directions: Head toward CR 535 (Winter Garden Vineland Rd)Turn onto West Lake Butler BlvdContinue on W Lake Butler Blvd for ~1â??2 milesTurn into Tildens Grove Blvd (gated entrance)Once inside, follow Tildens Grove Blvd
Exterior: Block, Concrete
Fencing: Fenced
Fireplace: Gas, Living Room, Primary Bedroom
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Ceramic Tile, Hardwood
Foundation: Slab
HOA Fee: 950/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, VA Loan
Lot: Landscaped, Level, Oversized Lot, Private, Sidewalk, Paved
Lot Dimensions: 0.62
Number of Pets: 4
Number of Septics: 1
Other Equipment: Irrigation Equipment, Private Entrance, Private Yard
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized
Parking Notes: Driveway, Garage Door Opener, Garage Faces Side, Gues
Patio/Porch: Covered, Enclosed, Front Porch, Screened
Pets Allowed: Cats OK, Dogs OK
Pets Restrictions: Confirm w/ HOA
Pool: Gunite, Heated, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community, Security Gate, Security System, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: 24 Hour Notice, Appointment Only, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Zoning: R-CE-C

Room Sizes

Primary Bedroom: 22x16
Great Room: 35x23

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: DERENTHAL REALTY
Agency Contact: 321-662-8014

Shown By

Agent Name: Sam Falah
Agent Phone: Primary: (813) 972-3430
Agency Title: Florida Executive Realty

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Estimated Payment

$ 6,516.05 per month $4,450.91 Principal & Interest $1,481.83 Property Tax $583.30 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 05/01/2026. The listing information on this page last changed on 05/01/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 05/01/2026 12:01:28 AM EST) or Stellar MLS (last updated Thu 04/30/2026 11:44:17 PM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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