1821 Pinetree Road, Winter Park, FL 32789

$7,164,000
5
BD
7
BA
5,006
SqFt

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Sold Price
$7,164,000
List Price
$6,997,000
Closing Date
May 15, 2026
MLS#
O6395725
Type
Single Family Residential
Property Style
Single Family
Bedrooms
5
Bathrooms
7
Living Area
5,006
Lot Size
24,507
Subdivision
Sicilian Shores
Year Built
2018

Property Description

Set on over half an acre along the shores of Lake Maitland in the heart of the coveted Vias, this exceptional residence by Modish Homes is both a former 2018 Parade of Homes winner and a standout example of Winter Park luxury living. From the moment you enter, a dramatic two-story foyer sets the tone, drawing your eye through to the main living space where a statement wood-burning fireplace anchors the room and expansive glass frames breathtaking views of the water beyond. Every space has been thoughtfully designed to maximize both scale and sightlines, creating an effortless connection between indoors and the natural beauty outside. The home features touches of Walnut floors, detailing and doors, bringing warmth throughout. At the center of the home, the chef’s kitchen is both refined and functional, featuring custom cabinetry, a full suite of Dacor appliances, and an oversized walk-in pantry. A striking wet bar with a glass wine wall adds a layer of sophistication, ideal for entertaining. The dining room is equally impressive, offering panoramic lake views and seamless access to the outdoor living areas. The main-level primary suite is a true private retreat, highlighted by chevron-pattern tile flooring and a spa-inspired bath complete with dual vanities, designer lighting, a freestanding soaking tub, and an expansive walk-in shower. The main level also includes two additional guest suites and a glass-enclosed office, offering both comfort and flexibility. Upstairs, two more bedrooms are complemented by a spacious loft and a large balcony that captures sweeping views of the lake. Designed to rival a private resort, the outdoor living experience is nothing short of exceptional. A fully equipped summer kitchen, resort-style pool and spa, two outdoor showers, and expansive green space create a setting that is both functional and visually stunning. A private viewing dock overlooks the water or reconfigure it to a boat dock, allowing you to fully embrace life on the lake while enjoying views of the iconic Isle of Sicily. Beyond the property, the lifestyle is equally compelling. Additional features include a full Control4 home automation system, sauna, and an expansive double-entry driveway providing ample parking. Located just minutes from the boutiques, dining, and cafés of Park Avenue, and within close proximity to Kraft Azalea Garden and the Winter Park Racquet Ball Club, this home offers the perfect balance of privacy and convenience. This is truly a one-of-a-kind opportunity to own a true showpiece on the Winter Park Chain of Lakes.

Additional Information

Community Features
Street Lights, No Deed Restriction
Exterior Construction
Stucco, Frame
Style
Two Story
Interior
Built-in Features, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Wet Bar
Interior Features
Built-in Features, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Wet Bar
Appliances
Built-In Oven, Cooktop, Dishwasher, Gas Water Heater, Refrigerator, Tankless Water Heater, Water Purifier, Wine Refrigerator
Exterior
Balcony, Lighting, Outdoor Kitchen, Outdoor Shower
Roof
Membrane, Metal
High School
Winter Park High
Middle School
Maitland Middle
Elementary School
Dommerich Elem
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities
Fireplace
Yes
Garage
Circular Driveway
Floor
Tile, Wood
Heating
Central, Zoned
Cooling
Central Air, Zoned
Pool
Yes
Pool Type
Private
Water
Lake Front
Frontage
Lake Front, Lake Privileges
Water View
Yes

Listing courtesy of ONE LUXURY INTERNATIONAL LLC. Selling Office: COMPASS FLORIDA LLC.

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