1821 PINETREE ROAD Winter Park, FL $ 6,997,000
1821 PINETREE ROAD
$ 6,997,000
Recently Listed
Open House 5/2 12pm - 2pm
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1821 PINETREE ROAD

Winter Park, FL, 32789
$ 6,997,000
Bedrooms5 Baths6.1 Sq 5,006

Monthly Estimate*

$ 43,082

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Single Family Home for sale in Winter Park, FL

for $6,997,000 with 5 bedrooms and 6 full baths, 1 half bath. This 5,006 square foot home was built in 2018 on a lot size of 0.56.

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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Open House

5/2/2026 12:00 PM - 2:00 PM
1821 PINETREE ROAD Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 6,997,000

Bedrooms

5

Full Bath

6

Half Bath

1

Property Type

Single Family

Taxes

$ 71,518

Style

Single Family Residence

Lot Size

0.56

Year Built

2018

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6395725

Features
General
Sewer Public Sewer
Heating Central Zoned
Cooling Central Air Zoned
Utilities BB/HS Internet Available Cable Connected Electricity Connected Natural Gas Connected Sewer Connected Street Lights Underground Utilities
Roof Membrane Metal
Appliances Built-In Oven Cooktop Dishwasher Gas Water Heater Refrigerator Tankless Water Heater Water Purifier Wine Refrigerator
Zoning R-1AAA
Garage Spaces 2
Patio/Porch Features Covered Patio
Pool Features Gunite In Ground
Construction Materials Stucco Wood Frame
Year Built 2018
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Front Lake - Chain of Lakes
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SICILIAN SHORES
Facing Direction North
Garage Y/N true
Other Structures Outdoor Kitchen
Total Rooms 13
Full Baths 6
Status Active
Directions Via Tuscany to West on Via Lugano to Right on Pinetree. Home is on the Left.
High School Winter Park High
City WINTER PARK
Body of Water LAKE MAITLAND
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 24507
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Above Ground
Elementary School Dommerich Elem
Land Lease Y/N false
Tax Annual Amount 71518
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.tourfactory.com/idxr3242367
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 18
Legal Description SICILIAN SHORES O/34 LOTS 18 & 19 BLK L
Water View Lake Lake - Chain of Lakes
Water Access Type Lake Lake - Chain of Lakes
Minimum Lease 8-12 Months
Water Access Y/N true
Water View Y/N true
Flood Zone Code AE
DockY/N true
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Interior
Interior Amenities 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
Flooring Porcelain Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Family Room Gas
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 7
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Exterior
Exterior Amenities Balcony Irrigation System Lighting Outdoor Kitchen Outdoor Shower
Parking Features Circular Driveway
Water Source Canal/Lake For Irrigation Public
Lot Size Area 24507
Foundation Details Slab
Spa true
Building Area Total 5918
Lot Size Acres 0.56
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N true
Covered Spaces 2
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* Excluded Features
List By
One Luxury International Llc

Broker

chris@oneluxuryint.com

Email

Affordability Calculator

$49,042
Per Month
88%
12%
0%
Monthly Principal & Interest
$43,082
Monthly Property Taxes
$5,960
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
5/1/2026$6,997,000 Listed Price

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1821 PINETREE ROAD, Winter Park, FL, 32789 is a Single Family Home for sale at $6,997,000 with 5,006 sqft and a lot size of 0.56. 1821 PINETREE ROAD has 5 bedrooms, 6.1 baths, and was built in 2018. The property's zip code is 32789 which is in Winter Park, FL