Skip main navigation
Under contract
    • $1,999,900

    5421 Tildens Grove Blvd, Windermere, FL 34786

    6beds
    5,922sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 2005
    0.62 Acres Lot
    $1,872,200 Zestimate®
    $338/sqft
    $317/mo HOA

    What's special

    Gourmet kitchenDedicated gymLush mature landscapingPaver driveway
    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.
    79 days
    |
    1,046
    |
    83
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Mike Derenthal 321-662-8014,

    DERENTHAL REALTY 321-662-8014

    Source: Stellar MLS,MLS#: O6402594MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room, Family Room, Dining Room, Living Room, Great Room, Media Room
      Primary bedroom
      • Features: En Suite Bathroom, Water Closet/Priv Toilet, Walk-In Closet(s)
      • Level: First
      • Area: 352 Square Feet
      • Dimensions: 22x16
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Primary bathroom
      • Level: First
      • Area: 208 Square Feet
      • Dimensions: 16x13
      Bathroom 4
      • Level: Second
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Bonus room
      • Features: No Closet
      • Level: Second
      • Area: 456 Square Feet
      • Dimensions: 24x19
      Foyer
      • Level: First
      • Area: 240 Square Feet
      • Dimensions: 16x15
      Game room
      • Level: First
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Great room
      • Features: Bar, Wet Bar, No Closet
      • Level: First
      • Area: 805 Square Feet
      • Dimensions: 35x23
      Gym
      • Level: Second
      • Area: 342 Square Feet
      • Dimensions: 19x18
      Kitchen
      • Features: Kitchen Island, Stone Counters, Pantry, Walk-In Closet(s)
      • Level: First
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Laundry
      • Level: First
      • Area: 144 Square Feet
      • Dimensions: 16x9
      Living room
      • Level: First
      • Area: 324 Square Feet
      • Dimensions: 18x18
      Media room
      • Level: First
      • Area: 276 Square Feet
      • Dimensions: 23x12
      Office
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 14x12
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator
      • Laundry: Inside
      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, In-Law Floorplan
      • Flooring: Ceramic Tile, Engineered Hardwood
      • Doors: Outdoor Kitchen
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room, Master Bedroom
      Interior area
      • Total structure area: 7,592
      • Total interior livable area: 5,922 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Enclosed, Front Porch, Screened
      • Exterior features: Balcony, Irrigation System, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Storage
      • Has private pool: Yes
      • Pool features: Gunite, Heated, Screen Enclosure
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Fencing: Fenced
      • Has view: Yes
      • View description: Water
      • Water view: Water
      • Body of water: POND
      Lot
      • Size: 0.62 Acres
      • Dimensions: 283 x 100
      • Features: Landscaped, Level, Oversized Lot, Private, Sidewalk
      • Residential vegetation: Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 132327851000320
      • Zoning: R-CE-C
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary,Custom
      • Property subtype: Single Family Residence
      Materials
      • Block, Concrete
      • Foundation: Slab
      • Roof: Concrete,Tile
      Condition
      • Completed
      • New construction: No
      • Year built: 2005

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Water Connected

      Community & HOA

      Community
      • Features: Deed Restrictions, Gated Community - Guard, Golf Carts OK, Park, Playground, Sidewalks, Tennis Court(s)
      • Security: Gated Community, Security Gate, Security System, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: TILDENS GROVE PH 01 47/65
      HOA
      • Has HOA: Yes
      • Services included: 24-Hour Guard, Recreational Facilities, Security
      • HOA fee: $317 monthly
      • HOA name: Angela Timmons
      • HOA phone: 407-333-7787
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $338/sqft
      • Tax assessed value: $1,619,205
      • Annual tax amount: $17,782
      • Date on market: 5/1/2026
      • Cumulative days on market: 79 days
      • Listing terms: Cash,Conventional,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        $1,872,200

        $1.78M - $1.97M

        $7,878/mo

        Price history

        DateEventPrice
        7/15/2026Contingent$1,999,900$338/sqft
        Source: Stellar MLS #O6402594 Report a problem
        5/1/2026Listed for sale$1,999,900+66.7%$338/sqft
        Source: Stellar MLS #O6402594 Report a problem
        12/7/2020Sold$1,200,000-6.9%$203/sqft
        Source: Stellar MLS #O5884738 Report a problem
        10/5/2020Pending sale$1,289,000$218/sqft
        Source: FLORIDA ONE REAL ESTATE LLC #O5884738 Report a problem
        8/13/2020Listed for sale$1,289,000+8.3%$218/sqft
        Source: FLORIDA ONE REAL ESTATE LLC #O5884738 Report a problem
        11/5/2007Sold$1,190,000+917.1%$201/sqft
        Source: Public Record Report a problem
        11/19/2004Sold$117,000+0.3%$20/sqft
        Source: Public Record Report a problem
        7/31/2003Sold$116,600$20/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$17,197 +7.3%$1,086,174 +3%
        2023$16,029 +3%$1,054,538 +3%
        2022$15,564 +1.2%$1,023,823 +3%
        2021$15,382 +36.1%$994,003 +36%
        2020$11,299 +0.9%$730,895 +2.3%
        2019$11,203 +0.7%$714,462 +1.9%
        2018$11,124 $701,140 -13.1%
        2017$11,124 +2.2%$807,056 +2.8%
        2016$10,886 +0.2%$785,110 +0.5%
        2015$10,865 -2.8%$780,882 0%
        2014$11,183 +2.1%$780,892 +20.8%
        2013$10,957 -5.4%$646,308 +1.2%
        2012$11,584 -12.8%$638,858 -12.7%
        2011$13,282 +2%$731,391 -0.6%
        2010$13,018 $735,677 -8.3%
        2009-- $802,258 -20.7%
        2008$17,060 +5.6%$1,012,116 +5.1%
        2007$16,153 +25%$962,831 +37.2%
        2006$12,917 +459%$701,620 +510.1%
        2005$2,311 +18.7%$115,000 +9.5%
        2004$1,947 +14.5%$105,000 +16.7%
        2003$1,701 +5.9%$90,000 +5.9%
        2002$1,605 $85,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 34786

        Getting around

        0 / 100
        Car-Dependent
        24 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Windermere Elem
        • Middle: Bridgewater Middle
        • High: Windermere High School

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

            Nearby cities

            Nearby neighborhoods

            Nearby zip codes

            Other Windermere Topics

              Search
              Updates
              Favorites
              Plan
              Inbox