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.
Sold for $7,164,000
$7,164,000
1821 PINETREE ROAD, WINTER PARK, FL 32789
5beds
5,006sqft
Single Family Residence
Built in 2018
0.56 Acres Lot
$7,163,500 Zestimate®
$1,431/sqft
$7,885 Estimated rent
Home value
$7,163,500
$6.59M - $7.81M
$7,885/mo
Zestimate® history
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List your homeWhat's special
Resort-style pool and spaGlass-enclosed officeFully equipped summer kitchenCustom cabinetryStatement wood-burning fireplaceChevron-pattern tile flooringTwo outdoor showers
Zillow last checked:
Listing updated:
Listed by:
Christopher Christensen 407-312-8003,
ONE LUXURY INTERNATIONAL LLC 407-312-8003,
Jane Peterson 952-220-0799,
ONE LUXURY INTERNATIONAL LLC
Bought with:
Jennifer Sloan, 3034970
COMPASS FLORIDA LLC
Source: Stellar MLS,MLS#: O6395725
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 340 Square Feet
- Dimensions: 20x17
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
- Area: 195 Square Feet
- Dimensions: 13x15
Bedroom 3
- Features: Walk-In Closet(s)
- Level: First
- Area: 168 Square Feet
- Dimensions: 14x12
Bedroom 4
- Features: Walk-In Closet(s)
- Level: Second
- Area: 252 Square Feet
- Dimensions: 18x14
Bedroom 5
- Features: Walk-In Closet(s)
- Level: Second
- Area: 182 Square Feet
- Dimensions: 14x13
Primary bathroom
- Level: First
- Area: 220 Square Feet
- Dimensions: 22x10
Dinette
- Level: First
- Area: 169 Square Feet
- Dimensions: 13x13
Dining room
- Level: First
- Area: 288 Square Feet
- Dimensions: 18x16
Kitchen
- Level: First
- Area: 400 Square Feet
- Dimensions: 20x20
Living room
- Level: First
- Area: 546 Square Feet
- Dimensions: 26x21
Loft
- Level: Second
- Area: 240 Square Feet
- Dimensions: 16x15
Office
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Utility room
- Level: First
- Area: 144 Square Feet
- Dimensions: 18x8
Heating
- Central, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Cooktop, Dishwasher, Gas Water Heater, Refrigerator, Tankless Water Heater, Water Purifier, Wine Refrigerator
- Laundry: Laundry Room
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
- Flooring: Porcelain Tile, Hardwood
- Doors: Outdoor Kitchen, Outdoor Shower
- Has fireplace: Yes
- Fireplace features: Family Room, Gas
Interior area
- Total structure area: 5,918
- Total interior livable area: 5,006 sqft
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Patio
- Exterior features: Balcony, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower
- Has private pool: Yes
- Pool features: Gunite, In Ground
- Has spa: Yes
- Spa features: Above Ground
- Has view: Yes
- View description: Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake Front, Lake - Chain of Lakes, Lake Privileges
- Body of water: LAKE MAITLAND
Lot
- Size: 0.56 Acres
Details
- Additional structures: Outdoor Kitchen
- Parcel number: 322130802012180
- Zoning: R-1AAA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Stucco, Wood Frame
- Foundation: Slab
- Roof: Membrane,Metal
Condition
- New construction: No
- Year built: 2018
Utilities & green energy
- Sewer: Public Sewer
- Water: Canal/Lake For Irrigation, Public
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Street Lights, Underground Utilities
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: SICILIAN SHORES
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $1,431/sqft
- Tax assessed value: $4,490,140
- Annual tax amount: $71,518
- Date on market: 5/1/2026
- Cumulative days on market: 5 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 5/15/2026 | Sold | $7,164,000+2.4%$1,431/sqft |
Source:  Stellar MLS #O6395725 Report a problem | ||
| 5/7/2026 | Pending sale | $6,997,000$1,398/sqft |
Source: Stellar MLS #O6395725 Report a problem | ||
| 5/1/2026 | Listed for sale | $6,997,000-4.2%$1,398/sqft |
Source: Stellar MLS #O6395725 Report a problem | ||
| 2/18/2026 | Listing removed | $7,300,000$1,458/sqft |
Source:  MIAMI #A11930648 Report a problem | ||
| 1/31/2026 | Price change | $7,300,000-2.5%$1,458/sqft |
Source: MIAMI #A11930648 Report a problem | ||
| 1/27/2026 | Listed for sale | $7,490,000$1,496/sqft |
Source: MIAMI #A11930648 Report a problem | ||
| 12/22/2025 | Listing removed | $7,490,000$1,496/sqft |
Source: MIAMI #A11930648 Report a problem | ||
| 12/15/2025 | Listed for sale | $7,490,000+87.3%$1,496/sqft |
Source: MIAMI #A11930648 Report a problem | ||
| 2/12/2020 | Sold | $4,000,000-4.6%$799/sqft |
Source: Public Record Report a problem | ||
| 1/6/2020 | Pending sale | $4,195,000$838/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5834105 Report a problem | ||
| 1/2/2020 | Listed for sale | $4,195,000-6.8%$838/sqft |
Source: FANNIE HILLMAN & ASSOCIATES #O5834105 Report a problem | ||
| 6/27/2019 | Listing removed | $4,499,000$899/sqft |
Source: Keller Williams Winter Park #O5772377 Report a problem | ||
| 4/26/2019 | Price change | $4,499,000-9.1%$899/sqft |
Source: Keller Williams Winter Park #O5772377 Report a problem | ||
| 3/26/2019 | Price change | $4,950,000-0.9%$989/sqft |
Source: Keller Williams Winter Park #O5772377 Report a problem | ||
| 11/2/2018 | Price change | $4,995,000-0.1%$998/sqft |
Source: Keller Williams Winter Park #O5772377 Report a problem | ||
| 8/30/2018 | Price change | $4,999,000-4.8%$999/sqft |
Source: Keller Williams Winter Park #O5772377 Report a problem | ||
| 8/3/2018 | Listed for sale | $5,250,000+172.7%$1,049/sqft |
Source: KELLER WILLIAMS WINTER PARK #O5724510 Report a problem | ||
| 3/21/2017 | Sold | $1,925,000-12.3%$385/sqft |
Source: Public Record Report a problem | ||
| 2/11/2017 | Listed for sale | $2,195,000$438/sqft |
Source: HEWITT RESIDENTIAL, LLC #O5457346 Report a problem | ||
| 2/11/2017 | Pending sale | $2,195,000$438/sqft |
Source: HEWITT RESIDENTIAL, LLC #O5457346 Report a problem | ||
| 1/26/2017 | Price change | $2,195,000-8.4%$438/sqft |
Source: HEWITT RESIDENTIAL, LLC #O5457346 Report a problem | ||
| 1/26/2017 | Pending sale | $2,395,000$478/sqft |
Source: HEWITT RESIDENTIAL, LLC #O5457346 Report a problem | ||
| 10/21/2016 | Price change | $2,395,000-4.2%$478/sqft |
Source: HEWITT RESIDENTIAL, LLC #O5457346 Report a problem | ||
| 8/5/2016 | Listed for sale | $2,500,000$499/sqft |
Source: HEWITT RESIDENTIAL, LLC #O5457346 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $69,696 +4.7% | $4,490,140 +4.5% |
| 2023 | $66,594 +9.9% | $4,297,987 +10% |
| 2022 | $60,612 +8.3% | $3,907,261 +10.1% |
| 2021 | $55,973 +22.3% | $3,548,874 +22.7% |
| 2020 | $45,785 -0.4% | $2,893,471 +1.3% |
| 2019 | $45,977 +55.9% | $2,857,057 +60.4% |
| 2018 | $29,490 | $1,781,105 -0.7% |
| 2017 | $29,490 +119.7% | $1,793,360 +0.7% |
| 2016 | $13,421 +2% | $1,780,204 +14.3% |
| 2015 | $13,152 -3.2% | $1,557,259 +2% |
| 2014 | $13,585 +2.1% | $1,526,901 +17.4% |
| 2013 | $13,305 +1% | $1,300,814 -0.8% |
| 2012 | $13,174 +2.8% | $1,311,593 -0.9% |
| 2011 | $12,819 +4.9% | $1,323,773 -1.9% |
| 2010 | $12,218 | $1,349,241 -3.9% |
| 2009 | -- | $1,403,280 -6% |
| 2008 | $11,311 +1.7% | $1,492,438 +4.9% |
| 2007 | $11,120 -6.6% | $1,423,183 +6.2% |
| 2006 | $11,908 -0.2% | $1,340,088 +29.3% |
| 2005 | $11,931 +4.4% | $1,036,427 +20.4% |
| 2004 | $11,431 +5.5% | $860,693 +0.3% |
| 2003 | $10,836 +2.6% | $858,545 +26.1% |
| 2002 | $10,566 +0.3% | $681,013 +0.7% |
| 2001 | $10,532 +2.2% | $676,343 +13.4% |
| 2000 | $10,301 | $596,340 |
Find assessor info on the county website
Neighborhood: 32789
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Nearby schools
GreatSchools rating
- 10/10Dommerich Elementary SchoolGrades: PK-5Distance: 1.1 mi
- 6/10Maitland Middle SchoolGrades: 6-8Distance: 1.2 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 2.6 mi
Schools provided by the listing agent
- Elementary: Dommerich Elem
- Middle: Maitland Middle
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$7,163,500
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$7,163,500
- Florida
- Orange County
- Winter Park
- 32789
- 1821 PINETREE ROAD
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