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$2,900,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 4 Full Baths
  • 3 Partial Baths
  • 5,483 Sq. Ft.

Next open house:

Open House: 11:00 AM - 1:00 PM

Sunday 1/18 11:00 AM - 1:00 PM

1401 Green Cove Road,Winter Park, FL 32789

1401 Green Cove RoadWinter ParkFL32789

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Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park's most coveted enclaves. Built in 2009 and named "Best of Show" in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private guest casita and a fully finished basement. Total area including outdoor spaces: 6,821 sq ft. The exterior showcases a stone facade, barrel-tile roof, wrought-iron detailing, and lush courtyards. A gated entry with outdoor fireplace leads to the guest casita with full bath, ideal for extended family, live-in support, or private office use. Inside, arched walkways, travertine floors, and soaring ceilings define the main level. The formal dining room, executive office, and great room flow seamlessly to the resort-style pool and lanai. The chef's kitchen features dual Sub-Zero refrigerators, separate freezer, hidden walk-in pantry, Dacor 6-burner gas range, double ovens, Sharp drawer microwave, and built-in Miele coffee station. A butler's hallway, half bath, and custom laundry suite add function and refinement. The primary suite on the main level features marble flooring, French doors to a private courtyard, a spa bath with soaking tub, dual-entry shower, and boutique-style custom closet. Upstairs offers two bedrooms, each with en-suite bath and custom closets, plus two open seating areas/lofts and a half bath. One suite opens to arched French doors overlooking the courtyard, stone architecture, and partial Lake Maitland views. The finished basement completes the 7 bonus rooms, providing flexible space for a home theater, gym, game room, or recreation lounge. Outdoor living includes a heated pool and spa, summer kitchen (installed 2021) with gas grill, beer tap, coolers, hibachi station, and a full cabana bath with accent shower on astro turf. Roof 2024. Three SEER 22 high-efficiency HVAC units (2020). Perfectly positioned on the Winter Park side of Lake Maitland within the renowned Chain of Lakes, Villa Toscana offers exceptional privacy and timeless appeal. This exclusive address places you just five minutes from Park Avenue's fine dining, boutiques, and cultural attractions, while surrounded by some of Central Florida's most distinguished waterfront estates. With access to the Winter Park Chain of Lakes, top-rated schools, and the charm of the city's historic brick streets, Villa Toscana embodies the essence of refined Winter Park living.

Full Property Details for 1401 Green Cove Rd

General

  • Price: $2,900,000
  • Taxes: $35,399 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6358093
  • Updated: 11/29/2025
  • Added to Site: 72 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 12
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Freezer, Gas Water Heater, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Brick/Stone, Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 4
  • Half Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Sliding Doors, Storage
  • Deck/Patio: Covered, Patio, Porch
  • Porch/Patio/Deck: Covered, Patio, Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: CAMWOOD SUB
  • Driving Directions: From Winter Park Station on Park Avenue in Downtown Winter Park, head northeast on S. Park Avenue. Turn right onto Green Cove Road. Turn left onto Raintree Pl. House will be on the right.
  • Direction Faces: Northeast

School Information

  • Elementary School: Dommerich Elem
  • Middle School: Maitland Middle
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Natural Gas, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Sprinkler Meter

Structural Information

  • Architectural Info: Mediterranean
  • Architectural Style: Mediterranean
  • Exterior Const.: Stone, Stucco, Wood Frame
  • Basement Desc.: Interior Entry
  • Roof: Tile
  • Common Walls: Corner Unit
  • Stories/Levels: Two
  • Square Feet: 5,483
  • Sq. Ft. Source: Public Records
  • Year Built: 2009

Lot Features

  • Property View: Garden, Pool
  • Lot Size (Acres): 0.27
  • Lot Size (Sq. Ft.): 11,758
  • Lot Size: 11758
  • Frontage: Street Paved
  • Street/Road Desc.: Paved
  • Fencing (Description): Fenced

Financial Considerations

  • Tax Amount: $35,399
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CAMWOOD SUB R/61 LOT 3 BLK C
  • Flood Zone Info: X
  • APN: 312130114803030
  • Property ID: 312130114803030
  • Block/Lot/Section: C

Listed by Anchor Real Estate

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— 1401 Green Cove Rd —

  • Anchor Real Estate

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1401 Green Cove Rd

School District:Orange County School District
NameGradesDistance
Dommerich Elementary School
601 North Thistle Lane, Maitland, FL 32751
K-51.6 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81.7 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 1401 Green Cove Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/06/2025
Listed
$2,900,000
96.94%
MLS
1/30/2020
Sold
$1,472,500
—
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 1401 Green Cove Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$35,399
—
$2,363,450
4%
2024
$35,399
58%
$2,270,067
55%
2023
$22,359
5%
$1,469,073
6%
2021
$21,220
-1%
$1,384,742
-3%
2022
$21,427
1%
$1,426,284
14%
2021
$21,220
-7%
$1,254,828
-13%
2019
$22,799
—
$1,436,459
2%
2018
$22,695
1%
$1,409,675
2%
2017
$22,519
2%
$1,380,681
2%
2016
$22,071
-2%
$1,352,283
1%
2015
$22,601
-1%
$1,342,883
1%
2014
$22,799
-4%
$1,332,225
-1%
2013
$23,657
—
$1,349,740
—
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.

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Listed by Anchor Real Estate

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1401 Green Cove Road, Winter Park, FL 32789 (MLS# O6358093) is a Single Family property with 3 bedrooms, 4 full bathrooms and 3 partial bathrooms. 1401 Green Cove Road is currently listed for $2,900,000 and was received on November 06, 2025. Want to learn more about 1401 Green Cove Road? 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.

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