1821 PINETREE RD, Winter Park, FL 32789
1821 PINETREE RD, Winter Park, FL 32789
1821 PINETREE RD, Winter Park, FL 32789
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STACY WEINGARTEN

STACY WEINGARTEN

+1(941) 432-4141
$6,997,000
Est. payment /mo
5 Beds
7 Baths
5,006 SqFt
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Sat May 02, 12:00pm - 2:00pm

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Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 5,006 sqft

Price per Sqft $1,397

Subdivision Sicilian Shores

MLS Listing ID O6395725

Bedrooms 5

Full Baths 6

Half Baths 1

HOA Y/N No

Year Built 2018

Annual Tax Amount $71,518

Lot Size 0.560 Acres

Acres 0.56

Property Sub-Type Single Family Residence

Source Stellar MLS

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.

Location

State FL

County Orange

Community Sicilian Shores

Area 32789 - Winter Park

Zoning R-1AAA

Interior

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

Heating Central, Zoned

Cooling Central Air, Zoned

Flooring Tile, Wood

Fireplaces Type Family Room, Gas

Furnishings Unfurnished

Fireplace true

Appliance Built-In Oven, Cooktop, Dishwasher, Gas Water Heater, Refrigerator, Tankless Water Heater, Water Purifier, Wine Refrigerator

Laundry Laundry Room

Exterior

Exterior Feature Balcony, Lighting, Outdoor Kitchen, Outdoor Shower

Parking Features Circular Driveway

Garage Spaces 2.0

Pool Gunite, In Ground

Community Features Street Lights

Utilities Available BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities

Waterfront Description Lake Front,Lake Privileges

View Y/N Yes

Water Access Yes

Water Access Desc Lake,Lake - Chain of Lakes

View Water

Roof Type Membrane,Metal

Porch Covered, Patio

Attached Garage true

Garage true

Private Pool Yes

Building

Story 2

Entry Level Two

Foundation Slab

Lot Size Range 1/2 to less than 1

Sewer Public Sewer

Water Canal/Lake For Irrigation, Public

Structure Type Stucco,Frame

New Construction false

Schools

Elementary Schools Dommerich Elem

Middle Schools Maitland Middle

High Schools Winter Park High

Others

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Special Listing Condition None

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Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC

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