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Sold for $1,800,000
  • $1,800,000

    5421 TILDENS GROVE BOULEVARD, WINDERMERE, FL 34786

    6beds
    5,922sqft
    Single Family Residence
    Built in 2005
    0.62 Acres Lot
    $1,799,900 Zestimate®
    $304/sqft
    $7,734 Estimated rent

    Home value

    $1,799,900

    $1.66M - $1.94M

    $7,734/mo

    Zestimate® history
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    What's special

    Gourmet kitchenDedicated gymLush mature landscapingPaver driveway
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Mike Derenthal 321-662-8014,

    DERENTHAL REALTY 321-662-8014

    Bought with:

    Layla Zayed, 3354535

    EMPIRE NETWORK REALTY

    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

    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, Pond
    • Has water view: Yes
    • Water view: Water,Pond
    • 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: $304/sqft
    • Tax assessed value: $1,619,205
    • Annual tax amount: $17,782
    • Date on market: 5/1/2026
    • Cumulative days on market: 75 days
    • Listing terms: Cash,Conventional,VA Loan
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved, Asphalt

    Price history

    DateEventPrice
    8/13/2026Sold$1,800,000-10%$304/sqft
    Source: Stellar MLS #O6402594 Report a problem
    8/11/2026Listed for sale$1,999,900$338/sqft
    Source: Stellar MLS #O6402594 Report a problem
    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

    Neighborhood: 34786

    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.

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    Estimated market value
    $1,799,900
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,799,900