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$6,997,000
New Listing

1821 PINETREE ROAD
WINTER PARK, FL 32789

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
6
Full Baths
1
Partial Bath
5,006
SqFt
$1,398
/SqFt
2018
Built
Subdivision:
SICILIAN SHORES
County:
Orange
Call Now: (561) 935-3331
Is this the listing for you? We can help make it yours.
(561) 935-3331
1821 PINETREE ROAD1821 PINETREE ROAD1821 PINETREE ROAD1821 PINETREE ROAD
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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.

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Listing Snapshot
Price 
$6,997,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
5,006 sqft
Total Baths 
7
Full Baths 
6
Partial Baths 
1
Lot Size 
0.56 Acres
Year Built 
2018
MLS® Number 
O6395725
Status 
Active
Property Tax 
$71,518
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
6 hours agoListing first seen on site
General Features
Acres 
0.56
Attached Garage 
Yes
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
Circular DrivewayAttached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
5918
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedSewer ConnectedUnderground Utilities
Water Source 
Public
Zoning 
R-1AAA
Interior Features
Appliances 
CooktopDishwasherGas Water HeaterRefrigeratorTankless Water HeaterWater PurifierWine Refrigerator
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Family RoomGas
Flooring 
TileWood
Furnished 
Unfurnished
Heating 
CentralZoned
Interior 
Built-in FeaturesHigh CeilingsOpen FloorplanStone CountersWalk-In Closet(s)Wet Bar
Laundry Features 
Laundry Room
Spa 
Yes
Bedroom 2 
Dimensions - 13x15Level - First
Bedroom 3 
Dimensions - 14x12Level - First
Bedroom 4 
Dimensions - 18x14Level - Second
Dinette 
Dimensions - 13x13Level - First
Kitchen 
Dimensions - 20x20Level - First
Living Room 
Dimensions - 26x21Level - First
Loft 
Dimensions - 16x15Level - Second
Master Bedroom 
Dimensions - 20x17Level - First
Office 
Dimensions - 14x14Level - First
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Exterior Features
Construction Details 
StuccoFrame
Exterior 
BalconyLightingOutdoor KitchenOutdoor ShowerDock
Lot Features 
Waterfront
Other Structures 
Outdoor Kitchen
Patio And Porch 
CoveredPatio
Pool Features 
GuniteIn GroundPrivate
Private Pool 
Yes
Roof 
MembraneMetal
Spa 
Yes
Spa Features 
Above Ground
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake Front
Waterview 
LakeWater
Community Features
Community Features 
Street Lights
Financing Terms Available 
CashConventional
MLS Area 
32789 - Winter Park
Roads 
Asphalt
Township 
21
Schools
School District
Unknown
Elementary School
Dommerich Elem
Middle School
Maitland Middle
High School
Winter Park High
Listing courtesy of ONE LUXURY INTERNATIONAL LLC (407) 312-8003



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-01 09:57 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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