$1,999,900
Off-Market Date: 07/15/20265421 Tildens Grove Boulevard Windermere, FL 34786 - POND
Pending MLS# O6402594
6 beds 5 baths 5,922 sq ft Single Family
Details for 5421 Tildens Grove Boulevard
MLS# O6402594
Description for 5421 Tildens Grove Boulevard, Windermere, FL, 34786 - POND
Under contract-accepting backup offers. Welcome to one of Windermere’s finest offerings — an impressive 6-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. Enjoy a 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. The original sixth bedroom was converted to the home theater by prior owners but could easily be returned to the original six-bedroom layout. Or the spacious upstairs home gym with stunning waterfront views could be converted to a bedroom as well - so many options! Three-car garage built to accomodate over-sized vehicles, 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 6
Bathrooms: 5
Lot Size: 0.62 Acres
Square Feet: 5,922 sq ft
Year Built: 2005
Garage: Yes
Stories: 2 Story
Construction: Block,Concrete
Construction Display: New Construction
Subdivision: Tildens Grove Ph 01 47/65
Foundation: Slab
County: Orange
Construction Status: New Construction
School Information
Elementary: Windermere Elem
Middle: Bridgewater Middle
High: Windermere High School
Room Information
Main Floor
Primary Bathroom: 13x16
Foyer: 15x16
Living Room: 18x18
Kitchen: 13x13
Great Room: 23x35
Primary Bedroom: 16x22
Game Room: 13x14
Laundry: 9x16
Media Room: 12x23
Office: 12x14
Bedroom 2: 12x14
Upper Floor
Gym: 18x19
Bonus Room: 19x24
Bathroom 4: 12x14
Bedroom 3: 12x14
Bathrooms
Full Baths: 4
1/2 Baths: 1
Additonal Room Information
Laundry: Inside
Interior Features
Appliances: Built-In Oven, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Range, Refrigerator, Cooktop, Dishwasher, Disposal
Flooring: Ceramic Tile,Engineered Hardwood
Doors/Windows: Window Treatments
Fireplaces: Primary Bedroom, Gas, Living Room
Additional Interior Features: Split Bedrooms, Wet Bar, Eat-In Kitchen, Ceiling Fan(s), Separate/Formal Living Room, Stone Counters, Wood Cabinets, Open Floorplan, Coffered Ceiling(s), Main Level Primary, Separate/Formal Dining Room, High Ceilings, Cathedral Ceiling(s), Built-in Features, Window Treatments, Walk-In Closet(s)
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Cable Connected,Electricity Connected,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: driveway, Garage, Garage Door Opener, Guest, Oversized, Garage Faces Side
Roof: Concrete, Tile
Pool: Heated, Gunite, Screen Enclosure
Lot View: Pond,Water
Lot Dimensions: 283 x 100
Fencing: fenced
Additional Exterior/Lot Features: Outdoor Kitchen, Sprinkler/Irrigation, Private Yard, Private Entrance, Balcony, Storage, Balcony, Covered, Front Porch, Enclosed, Screened, Flat, Level, Private, Landscaped, Oversized Lot
Waterfront Details
Standard Water Body: POND
Community Features
Community Features: Park, Golf Carts OK, Gated, Tennis Court(s), Sidewalks, Playground
Security Features: Security System, Security Gate, Smoke Detector(s), Gated Community, Gated with Guard
HOA Dues Include: Recreation Facilities, Security
Homeowners Association: Yes
HOA Dues: $950 / Quarterly
Driving 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
Financial Considerations
Terms: Cash,Conventional,VA Loan
Tax/Property ID: 13-23-27-8510-00-320
Tax Amount: 17782.85
Tax Year: 2025
A broker reciprocity listing courtesy: DERENTHAL REALTY
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Sales History & Tax Summary for 5421 Tildens Grove Boulevard
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 5421 Tildens Grove Boulevard
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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