1821 PINETREE ROAD WINTER PARK FL 32789 MLS #O6395725

1821 PINETREE ROAD
WINTER PARK, FL, 32789
$6,997,000
5 Beds
6.5 Baths
5,006 SqFt
0.56 Acres
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MLS #O6395725 image #0
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.

Property Details

Price:
$6,997,000
MLS #:
O6395725
Status:
Active
Beds:
5
Baths:
6.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SICILIAN SHORES
Neighborhood:
32789winterpark
Listed Date:
May 1, 2026
Finished Sq Ft:
5,006
Total Sq Ft:
5,918
Lot Size:
24,507 sqft / 0.56 acres (approx)
Year Built:
2018
WaterfrontLakefrontPoolPrimary Bedroom Main Floor32789 – Winter Park32789winterparkSicilian ShoresDommerich ElemMaitland MiddleWinter Park HighLake MaitlandWater8-12 Months

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Schools

Elementary School:
Dommerich Elem
Middle School:
Maitland Middle
High School:
Winter Park High

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Gas Water Heater, Refrigerator, Tankless Water Heater, Water Purifier, Wine Refrigerator
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Porcelain Tile, Hardwood
Heating
Central, Zoned
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
Laundry Features
Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Stucco, Wood Frame
Covered Spaces
2
Direction Faces
North
Exterior Features
Balcony, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower
Garage Spaces
2
Open Parking YN
1
Other Structures
Outdoor Kitchen
Parking Features
Circular Driveway
Patio And Porch Features
Covered, Patio
Roof
Membrane, Metal
Spa Features
Above Ground
View
Water
Waterfront Features
Lake Front, Lake – Chain of Lakes

Financial

Tax Year
2025
Taxes
$71,518

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of May 04, 2026
289
Single Family Listed
85
Avg DOM
485
Avg $ / SqFt
$1,451,595
Avg List Price

Property Summary

    Located in the SICILIAN SHORES subdivision, 1821 PINETREE ROAD WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $6,997,000 and features 5 beds, 7 baths, and has approximately 5,006 square feet of living space, and was originally constructed in 2018. The current price per square foot is $1,398. The average price per square foot for Single Family listings in WINTER PARK is $485. The average listing price for Single Family in WINTER PARK is $1,451,595. To schedule a showing of MLS#o6395725 at 1821 PINETREE ROAD in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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1821 PINETREE ROAD
WINTER PARK, FL