Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$7,300,000 -$190,000 (-2.54%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 5,006 Sq. Ft.
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
Enjoy the best of what 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 modern living with superior craftsmanship. 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, 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. This is limited listing for appointments.

Full Property Details for 1821 Pinetree

General

  • Price: $7,300,000
  • Taxes: $70,845 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Greater_Miami
  • MLS ID: A11930648
  • Updated: 2/2/2026
  • Added to Site: 50 day(s) ago

Interior

  • Interior Features: First Floor Entry, Closet Cabinetry, Cooking Island, Other, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Den/Library/Office, Family Room, Great Room, Utility Room/Laundry
  • Appliances: Trash Compactor, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Electric Range, Refrigerator, Washer
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedroom Features: At Least 1 Bedroom Ground Level, Primary Bath Tub, Sitting Area - Primary Bedroom

Other Rooms

  • Living Room: Den/Library/Office, Family Sq. Ft.
  • Laundry: Utility Room/Laundry

Additional Information

  • Pool: Yes
  • Pool Description: In Ground, Equipment Stays, Heated, 20x30
  • Equipment: Automatic Garage Door Opener, Natural Gas

Exterior

  • Exterior Features: Barbecue, Built-In Grill, Lighting, Outdoor Shower
  • Deck/Patio: Deck, Open Porch, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: Sicilian Shores
  • County: Orange County
  • Subdivision: Sicilian Shores
  • Building Name: Sicilian Shores
  • Direction Faces: Northwest

Community

  • Community Name: Sicilian Shores

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Air, Electric
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Municipal Water

Structural Information

  • Architectural Style: Detached, Two Story
  • Structure Type: House
  • Detached/Attached: Detached
  • Construction: Concrete Block Construction
  • Roof: Metal Roof
  • Doors: High Impact Doors
  • Building Size: 6312
  • Square Feet: 5,006
  • Living Area: 5,006 Sq. Ft.
  • Year Built: 2018
  • Property Condition: Completely Renovated

Lot Features

  • Property View: Lake
  • Frontage Feet: 180
  • Lot Features: 1/2 To Less Than 3/4 Acre Lot
  • Zoning: WP-R-1AAA

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: WF/Pool/No Ocean Access, Lake, Lake Access

Financial Considerations

  • Price Per Sq. Ft.: $1,458.25
  • Tax Amount: $70,845
  • Tax Year: 2025
  • Terms: All Cash, Conventional, Cryptocurrency

Disclosures and Reports

  • Legal Description: SICILIAN SHORES O/34 LOTS 18 & 19 BLK L
  • Restrictions: No Restrictions, Ok To Lease
  • Inclusions: Private Dock
  • Property ID: 3221308020121180

Listed by RDS Realty, LLC

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1821 Pinetree —

  • RDS Realty, LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1821 Pinetree

School District:Orange County School District
NameGradesDistance
Dommerich Elementary School
601 North Thistle Lane, Maitland, FL 32751
K-51.1 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1821 Pinetree Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/31/2026
Price Reduced
$7,300,000
-2.54%
MLS
12/15/2025
Listed
$7,490,000
87.25%
MLS
2/06/2020
Sold
$4,000,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1821 Pinetree

Year
Property Taxes
Change
Tax Assessment
Change
2024
$69,696
—
$4,611,860
3%
2024
$69,696
5%
$4,490,140
4%
2023
$66,594
19%
$4,305,769
21%
2021
$55,973
-8%
$3,548,874
-10%
2022
$60,612
8%
$3,944,505
36%
2021
$55,973
22%
$2,893,471
1%
2019
$45,977
56%
$2,857,057
60%
2018
$29,490
120%
$1,781,105
112%
2017
$13,421
2%
$838,579
2%
2016
$13,152
-2%
$821,331
1%
2015
$13,468
-1%
$815,622
1%
2014
$13,585
2%
$809,149
2%
2013
$13,305
—
$797,191
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1821 Pinetree

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by RDS Realty, LLC

Similar Properties near 1821 Pinetree

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2661 Via Tuscany, Winter Park, FL 32789 - Photo 1
$6,600,000

2661 Via Tuscany  Winter Park, FL 32789

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 4,636
    Sq. Ft.
Listed by Pv Luxury Group Pa
550 Palmer Ave, Winter Park, FL 32789 - Photo 1
$6,895,000

550 Palmer Ave  Winter Park, FL 32789

  • Single Family
  • Active
  • 5
    Beds
  • 7
    Total Baths
  • 5,939
    Sq. Ft.
Listed by Fannie Hillman & Associates
9700 Blandford Rd, Orlando, FL 32827 - Photo 1
$6,750,000

9700 Blandford Rd  Orlando, FL 32827

  • Single Family
  • Active
  • 5
    Beds
  • 7
    Total Baths
  • 6,732
    Sq. Ft.
Listed by Lake Nona Realty Llc
8774 Lake Tibet Ct, Orlando, FL 32836 - Photo 1
$7,500,000

8774 Lake Tibet Ct  Orlando, FL 32836

  • Single Family
  • Active
  • 5
    Beds
  • 8
    Total Baths
  • 7,043
    Sq. Ft.
Listed by Compass Florida Llc

Just Listed near 1821 Pinetree

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1325 Lake Shadow Cir, Maitland, FL 32751 - Photo 1 Just Listed
$205,000

1325 Lake Shadow Cir  #12307  Maitland, FL 32751

  • Condo
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,111
    Sq. Ft.
Listed by Tatyana Clark (407) 758-4753
251 W Ventris, Maitland, FL 32751 - Photo 1 Just Listed
$985,000

251 W Ventris  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 3,474
    Sq. Ft.
Listed by Re/Max Aerospace Realty
1130 Mechanic St, Maitland, FL 32751 - Photo 1 Just Listed
$250,000

1130 Mechanic St  Maitland, FL 32751

  • Lots/Land
  • Active
  • Updated 1 day ago
  • 0.26
    Acres
Listed by Palmano Group Re Brokerage Llc
432 Banyon Tree Cir, Maitland, FL 32751 - Photo 1 Just Listed
$159,900

432 Banyon Tree Cir  #102  Maitland, FL 32751

  • Condo
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,612
    Sq. Ft.
Listed by Sheldon Professionals Inc

Price Reduced near 1821 Pinetree

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

601 Oranole Rd, Maitland, FL 32751 - Photo 1 Price Reduced
-$14,000 (-3.5%)
$385,900

601 Oranole Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 12 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,950
    Sq. Ft.
Listed by Kay Shilling (407) 716-9861
1325 Lake Shadow Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$15,000 (-6%)
$235,000

1325 Lake Shadow Cir  #12202  Maitland, FL 32751

  • Condo
  • Active
  • Updated 10 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,111
    Sq. Ft.
Listed by Re/Max Town & Country Realty
125 Whitecaps Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$120,000 (-4.01%)
$2,875,000

125 Whitecaps Cir  Maitland, FL 32751

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 0.42
    Acres
Listed by Premier Sotheby's Intl. Realty
127 Whitecaps Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$70,000 (-2%)
$3,425,000

127 Whitecaps Cir  Maitland, FL 32751

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 0.56
    Acres
Listed by Premier Sotheby's Intl. Realty

Recent Sales near 1821 Pinetree

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1308 Green Cove, Winter Park, FL 32789 - Photo 1 Sold
$6,300,000

1308 Green Cove  Winter Park, FL 32789

  • Single Family
  • Closed
  • 4
    Beds
  • 6
    Total Baths
  • 6,981
    Sq. Ft.
Listed by Fannie Hillman & Associates
Sold by Fannie Hillman & Associates
4289 Chuluota Rd, Orlando, FL 32820 - Photo 1 Sold
$6,700,000

4289 Chuluota Rd  Orlando, FL 32820

  • Single Family
  • Closed
  • 5
    Beds
  • 10
    Total Baths
  • 7,521
    Sq. Ft.
Listed by Keller Williams Advantage Iii
Sold by Optima Real Estate
6052 Turkey Lake Rd, Orlando, FL 32819 - Photo 1 Sold
$7,350,000

6052 Turkey Lake Rd  Orlando, FL 32819

  • Office
  • Closed
Listed by Tree Realty
Sold by Olympus Executive Realty Inc
9122 Bay Point Dr, Orlando, FL 32819 - Photo 1 Sold
$6,950,000

9122 Bay Point Dr  Orlando, FL 32819

  • Single Family
  • Closed
  • 4
    Beds
  • 6
    Total Baths
  • 5,654
    Sq. Ft.
Listed by Compass Florida Llc
Sold by George Stringer

1821 Pinetree, Winter Park, FL 32789 (MLS# A11930648) is a Single Family property with 5 bedrooms, 6 full bathrooms and 1 partial bathroom. 1821 Pinetree is currently listed for $7,300,000 and was received on December 15, 2025. Want to learn more about 1821 Pinetree? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

Tour this property