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Off market
  • $7,250,200

    1821 Pinetree Rd, Winter Park, FL 32789

    5beds
    5,006sqft
    Single Family Residence
    Built in 2018
    0.64 Acres Lot
    $7,250,200 Zestimate®
    $1,448/sqft
    $8,268 Estimated rent

    Home value

    $7,250,200

    $6.89M - $7.61M

    $8,268/mo

    Zestimate® history
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    What's special

    2018 Parade of Homes Custom Home Winner. Enjoy the best of what luxurious lakefront living has to offer in this Stylish, Modern, Smart new home in Winter Park's exclusive Via's neighborhood. This spectacular, 5-bedroom, 6.3-bath, multi-level masterpiece combines innovative contemporary design with brilliant architectural artistry, blending the latest in modern living with superior craftsmanship. Tucked away on Lake Maitland adjacent to the Isle of Sicily, this exquisite home features state-of-art technology throughout, accented by classic, elegant finishes such as custom Walnut floors, staircase, landing and interior doors, and porcelain tilework. Designed for lakefront living and entertaining inside and out, a large designer chefs kitchen includes custom cabinetry, dual dishwashers, double ovens, warming drawers, a large walk in pantry and wet bar with wine cooler. Step outside to enjoy gorgeous views of the largest lake in Winter Park's chain, and outdoor lanai including a sparkling pool, an outdoor kitchen, a gas fire pit and outdoor shower. The first floor includes a large master suite, 2 additional bedrooms, a formal dining room. glass-enclosed office, and gas fireplace. The second floor includes a den and two bedrooms with full baths. This modern Smart Home is iPad & Touch Panel integrated, including surround audio, lighting control, video doorbell with off-site answering, garage door control, voice control, retractable phantom lanai and patio screens, and interior/exterior Wi-Fi access points.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Originating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 7
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Heating
    • Forced air, Electric, Gas
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Refrigerator
    • Laundry: Inside
    Features
    • High Ceiling(s), Master Bedroom Downstairs, Open Floorplan, Split Bedroom, Stone Counters, Walk-In Closet(s), Solid Wood Cabinets, Kitchen/Family Room Combo, Built in Features, Wet Bar
    • Flooring: Tile, Hardwood
    • Windows: Window Treatments, Drapes
    • Has fireplace: Yes
    • Fireplace features: Family Room, Gas
    Interior area
    • Structure area source: Public Records
    • Total interior livable area: 5,006 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage - Attached
    Features
    • Levels: Two
    • Patio & porch: Deck, Rear Porch
    • Exterior features: Other, Stone, Wood
    • Pool features: Gunite, In Ground
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Lake - Chain of Lakes
    • Body of water: LAKE MAITLAND
    Lot
    • Size: 0.64 Acres
    • Features: Level/Flat, Street Paved
    • Residential vegetation: Trees/Landscaped
    Details
    • Additional structures: Other
    • Parcel number: 302132802012180
    • Zoning: R-1AAA

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other
    • Property subtype: Single Family Residence
    Materials
    • masonry
    • Roof: Metal
    Condition
    • Year built: 2018

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public, Canal/Lake For Irrigation
    • Utilities for property: Electricity Connected, Natural Gas Connected, Sewer Connected, BB/HS Internet Available, Street Lights, Underground Utilities, Cable Connected

    Community & neighborhood

    Security
    • Security features: Smoke Detector(s), Security System
    Location
    • Region: Winter Park
    • Subdivision: SICILIAN SHORES

    Other

    Other facts
    • Additional Parcels YN: 0
    • Additional Rooms: Inside Utility
    • Appliances: Dishwasher, Refrigerator, Built-In Oven, Cooktop, Gas Water Heater, Tankless Water Heater, Wine Refrigerator, Water Purifier
    • Attached Garage YN: 1
    • Construction Materials: Stucco, Wood Frame
    • Cooling: Central Air, Zoned
    • Country: US
    • Building Area Source: Public Records
    • Direction Faces: North
    • Exist Lse Tenant YN: 0
    • Foundation Details: Slab
    • Garage Dimensions: 20x20
    • Garage YN: 1
    • Heating: Central, Zoned
    • DPRYN: 0
    • Exterior Features: Irrigation System, Lighting, Balcony, Outdoor Kitchen, Outdoor Shower
    • Homestead YN: 1
    • Fireplace YN: 1
    • Interior Features: High Ceiling(s), Master Bedroom Downstairs, Open Floorplan, Split Bedroom, Stone Counters, Walk-In Closet(s), Solid Wood Cabinets, Kitchen/Family Room Combo, Built in Features, Wet Bar
    • Flooring: Porcelain Tile, Wood
    • Levels: Two
    • Listing Service: Full Service
    • Listing Terms: Cash, Conventional
    • Lot Features: Level/Flat, Street Paved
    • Major Change Type: Pending
    • Mls Status: Pending
    • New Construction YN: 0
    • Ownership: Fee Simple
    • Parking Features: Garage Door Opener, Driveway
    • Patio And Porch Features: Deck, Rear Porch
    • Room Count: 13
    • Pets Allowed: Yes
    • Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, BB/HS Internet Available, Street Lights, Underground Utilities, Cable Connected
    • Previous Status: Active
    • Property Sub Type: Single Family Residence
    • Property Type: Residential
    • Security Features: Smoke Detector(s), Security System
    • Sewer: Public Sewer
    • Syndicate To: Homes.com, HomeSnap, Realtor.com, State27Homes.com, Zillow/Trulia
    • Total Acreage: Up to 10, 889 Sq. Ft.
    • Water Source: Public, Canal/Lake For Irrigation
    • Laundry Features: Inside
    • Pool Features: Gunite, In Ground
    • County Or Parish: Orange
    • Flood Zone Date: 2009-09-25
    • Pool Private YN: 1
    • List Agent AOR: Orlando Regional
    • List AOR: Orlando Regional
    • Vegetation: Trees/Landscaped
    • View: Water
    • Fireplace Features: Family Room, Gas
    • Water View YN: 1
    • Public Survey Range: 30
    • Roof: Metal
    • Water Access YN: 1
    • Water Extras YN: 1
    • Waterfront YN: 1
    • Tax Year: 2019
    • Available For Lease YN: 0
    • Flood Zone Code: AE
    • Window Features: Window Treatments, Drapes
    • Architectural Style: Other
    • Water Access: Lake - Chain of Lakes
    • Waterfront Features: Lake - Chain of Lakes
    • Water View: Lake - Chain of Lakes
    • Furnished: Furnished Or Unfurnished
    • Other Structures: Other
    • Year Built: 2018
    • Water Extras: Dock - Open
    • Public Survey Section: 32
    • MLS Area Major: 32789 - Winter Park
    • Flood Zone Panel: 12095C0255F
    • Zoning: R-1AAA
    • Water Frontage Feet Lake Chain: 120
    • Waterfront Feet Total: 120
    • Water Body Name: LAKE MAITLAND
    • Building Area Total: 5918.00
    • Subdivision Name: SICILIAN SHORES
    • Living Area: 5006.00
    • Tax Annual Amount: 45976.00
    • Listing terms: Cash, Conventional
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    12/22/2025Listing removed$7,490,000$1,496/sqft
    Source: MIAMI #A11930648
    12/15/2025Listed for sale$7,490,000+87.3%$1,496/sqft
    Source: MIAMI #A11930648
    2/12/2020Sold$4,000,000-4.6%$799/sqft
    Source: Public Record
    1/6/2020Pending sale$4,195,000$838/sqft
    Source: FANNIE HILLMAN & ASSOCIATES #O5834105
    1/2/2020Listed for sale$4,195,000-6.8%$838/sqft
    Source: FANNIE HILLMAN & ASSOCIATES #O5834105

    Public tax history

    YearProperty taxesTax assessment
    2024$69,696 +4.7%$4,490,140 +4.5%
    2023$66,594 +9.9%$4,297,987 +10%
    2022$60,612 +8.3%$3,907,261 +10.1%

    Find assessor info on the county website

    Neighborhood: 32789

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Dommerich Elem
    • Middle: Maitland Middle
    • High: Winter Park High

    Source: The 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

    $7,250,200

    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

    $7,250,200