by Global Lifestyle Properties

See Home Value
$7,164,000
● House - Off Market

1821 PINETREE ROAD

WINTER PARK, FL 32789
bedrooms
5 Beds
bathrooms
6 Baths, 1 Half Bath
square feet
5,006 Ft²
$40,317
Est. Monthly

About This Property

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 cafes 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.
Unit Size
5,006 Ft²
Days on Market
14 days
Land Size
0.56 acres
Price per sqft
$1,398
Property Type
House
Property Taxes
$5,960
HOA Dues
-
Year Built
2018

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Last updated: 6 months ago (Stellar MLS #O6395725)

Price History

Date / Event Date Event Price
May 15, 2026 Sold
Sold
May 7, 2026 In contract -
In contract
Apr 30, 2026 Listed by ONE LUXURY INTERNATIONAL LLC $6,997,000
Listed by ONE LUXURY INTERNATIONAL LLC
Dec 15, 2025 Listed $7,490,000
Listed
Enjoy the best of what luxurious lakefront living has to offer in this stylish, modern, smart new home in Winter Park's exclusive Via's neighbourhood. This spectacular, 5-bedroom, 6.5-bath, multi-level masterpiece combines innovative contemporary design with brilliant architectural artistry, blending the latest in modern living with superior craftsmanship. Tucked away on Lake Maitland adjacent to the Isle of Sicily, this exquisite home features state-of-the-art technology throughout, accented by classic, elegant finishes such as custom Walnut floors, staircase, landing and interior doors, and porcelain tile work. Designed for lakefront living and entertaining inside and out, a large designer chefs kitchen includes custom cabinetry, dual dishwashers, double ovens, warming drawers, a large walk in pantry and wet bar with wine cooler. Step outside to enjoy gorgeous views of the largest lake in Winter Park's chain, and outdoor lanai including a sparkling pool, an outdoor kitchen, a gas fire pit and outdoor shower. The first floor includes a large master suite, 2 additional bedrooms, and a formal dining room. glass-enclosed office, and gas fireplace. The second floor includes a den and two bedrooms with full baths. This modern Smart Home is iPad & Touch Panel integrated, including surround audio, lighting control, video doorbell with off-site answering, garage door control, voice control, retractable phantom lanai and patio screens
Feb 12, 2020 Sold
Sold
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Property Highlights

Garage
Parking Available
Air Conditioning
Fireplace
With View

Building Info

Overview

    General

  • Year Built: 2018
  • Effective Year Built: 2018
  • Building Count: 2
  • Bedroom Count: 5
  • Bathroom Count: 7
  • Full Bathrooms: 6
  • Partial Bathrooms: 7
  • Building Condition: 3
  • Building Quality: 7
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 7
  • Interior Walls Type: 3
  • Roof Shape Type: 7
  • Roof Cover Type: 5
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 572
  • Parking Space Count: 2
  • Patio Type: 5
  • Porch Type: 35
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 24,507
  • Total Building Area: 6,312
  • Gross Building Area: 6,312
  • Building Area: 4,830
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 4,830
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: SICILIAN SHORES
  • Land Acres: 0000000563
  • Standard Land Use Code: 1001
  • County Land Use Code: 0106
  • State Land Use Code: 001
  • Legal Description 1: SICILIAN SHORES O/34 LOTS 18 & 19 BLK L

Neighborhood

  • School District Name: Orange County School District
  • Census Tract: 015802

Zoning

  • Zoning: R-1AAA

Geography

  • Assessors Map Reference: 202
  • Subdivision Tract Number: 8020
  • Parcel: 32-21-30-8020-12-180
  • Block: L
  • Lot: 18,19
  • Meridian: SEC 32 TWN 21S RNG 30E
  • Municipality: WINTER PARK
  • Latitude: 28.6165
  • Longitude: -81.3448

    Address

  • Full Address: 1821 Pinetree Rd
  • Address - House Number: 1821
  • Address - Street Name: Pinetree
  • Address - Suffix Type: Rd
  • State: FL
  • City Name: Winter Park
  • Carrier Code: C032
  • 4-Digit Zip Code: 1514
  • Zip Code: 32789

Valuation

    Tax

  • Total Area: 5,300
  • Tax Year: 2023
  • Tax Amount: $6,659,394
  • Tax Rate Code Area: 06-WP

    Market Valuation

  • Market Total Value: $4,305,769
  • Market Land Value: $2,000,000
  • Market Improvement Value: $2,305,769

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $4,305,769
  • Assessed Land Value: $2,000,000
  • Assessed Improvements Value: $2,305,769

    Sales

  • Current Sale Contract Date: Feb 06, 2020
  • Current Sale Recording Date: Feb 12, 2020
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 20200086097
  • Previous Sale Recording Date: Mar 21, 2017
  • Previous Sale Contract Date: Mar 20, 2017
  • Previous Sale Amount: $1,925,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Winter Park


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Frequently Asked Questions

When was property at 1821 Pinetree Road built and last sold?
The property at 1821 Pinetree Road was built in 2018 and last sold on Feb 6, 2020 for $4,000,000.
How much is this home worth?
The estimated value of the home located at 1821 Pinetree Road is $6,831,333.
What are some comparable homes to 1821 Pinetree Road?
There are currently no comparable homes to 1821 Pinetree Road.