$1,999,900
5421 Tildens Grove Boulevard
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history10 days on market
- Status: ActiveMay 1, 2026
- Listed$1,999,900May 1, 2026
- Price increased$1,999,900
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 10
- Subdivision
- Tildens Grove Ph 01 47/65
- County
- Orange
- Year built
- 2005
- Living area
- 5,922 sq ft
- Price/sq ft
- $338
- Building area
- 7,592 sq ft (Public Records)
- Lot size
- 27,126 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X (12095C0380H)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $17,783 (2025)
- Parcel #
- 13-23-27-8510-00-320
- Zoning
- R-CE-C
- MLS #
- O6402594
Interior Details
- Bedrooms
- 5
- Full bathrooms
- 4
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Hardwood
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator
- Interior features
- 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
- Laundry
- Inside
- Stories / Levels
- Two
- Direction faces
- Southeast
- Fireplace
- Yes
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized
HOA & Financial
- HOA fee
- $950 / Quarterly
- Monthly HOA
- $317/mo
- Total monthly fees
- $317/mo
- Total annual fees
- $3,800
- HOA name
- Angela Timmons
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Confirm w/ HOA
Exterior & Construction
- Exterior features
- Balcony, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Storage
- Construction materials
- Block, Concrete
- Roof
- Concrete, Tile
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 22x16 |
| Great Room | First | 35x23 |
| Kitchen | First | 13x13 |
| Living Room | First | 18x18 |
| Foyer | First | 16x15 |
| Primary Bathroom | First | 16x13 |
| Bedroom 2 | First | 14x12 |
| Office | First | 14x12 |
| Media Room | First | 23x12 |
| Laundry | First | 16x9 |
| Game Room | First | 14x13 |
| Bedroom 3 | Second | 14x12 |
| Bathroom 4 | Second | 14x12 |
| Bonus Room | Second | 24x19 |
| Gym | Second | 19x18 |
Listing Details
- Listing date
- 2026-05-01
- On market date
- 2026-05-01
- Original list price
- $1,999,900
- Occupant type
- Owner
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-05-01
- Tax legal description
- TILDENS GROVE PH 1 47/65 LOT 32
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of May 11, 2026 at 6:10 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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