1401 GREEN COVE ROAD Winter Park, FL $ 2,900,000
1401 GREEN COVE ROAD
$ 2,900,000
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1401 GREEN COVE ROAD

Winter Park, FL, 32789
$ 2,900,000
Bedrooms3 Baths4.3 Sq 5,483

Monthly Estimate*

$ 18,092

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Single Family Home for sale in Winter Park, FL

for $2,900,000 with 3 bedrooms and 4 full baths, 3 half baths. This 5,483 square foot home was built in 2009 on a lot size of 0.27.

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 façade, 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.

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Single Family Active

Price

$ 2,900,000

Bedrooms

3

Full Bath

4

Half Bath

3

Property Type

Single Family

Taxes

$ 35,399

Style

Mediterranean

Lot Size

0.27

Year Built

2009

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6358093

Features
General
Sewer Public Sewer
Heating Central Natural Gas Zoned
Cooling Central Air Zoned
Utilities BB/HS Internet Available Cable Available Electricity Connected Sprinkler Meter
Possession Close Of Escrow
Roof Tile
Appliances Built-In Oven Convection Oven Dishwasher Disposal Freezer Gas Water Heater Kitchen Reverse Osmosis System Microwave Range Range Hood Refrigerator
Zoning R-1AA
Garage Spaces 2
Patio/Porch Features Covered Patio Porch
Architectural Style Mediterranean
Pool Features Gunite Heated In Ground
Construction Materials Stone Stucco Wood Frame
Year Built 2009
View Garden Pool
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name CAMWOOD SUB
Facing Direction Northeast
Garage Y/N true
Total Rooms 12
Full Baths 4
Status Active
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.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 11758
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated In Ground
Elementary School Dommerich Elem
Land Lease Y/N false
Tax Annual Amount 35399
Home Warranty Y/N false
Middle/Junior High School Maitland Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6358093
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 3
Legal Description CAMWOOD SUB R/61 LOT 3 BLK C
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Cathedral Ceiling(s) Ceiling Fan(s) Central Vacuum Crown Molding Eating Space In Kitchen High Ceilings Kitchen/Family Room Combo Open Floorplan Solid Wood Cabinets Split Bedroom Stone Counters Vaulted Ceiling(s) Walk-In Closet(s)
Basement Interior Entry
Flooring Brick/Stone Carpet Tile
Furnished Y/N Unfurnished
Fireplace Features Gas
Total Stories 2
Common Walls Corner Unit
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 3
Laundry Features Laundry Room
Total Bedrooms 3
Total Baths 7
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Exterior
Exterior Amenities Garden Irrigation System Lighting Outdoor Grill Outdoor Shower Sliding Doors Storage
Vegetation Trees/Landscaped
Fencing Fenced
Parking Features Driveway Garage Door Opener
Lot Features Corner Lot City Lot Landscaped Private
Water Source Public
Lot Size Area 11758
Foundation Details Basement
Spa true
Building Area Total 6821
Lot Size Acres 0.27
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Anchor Real Estate

Broker

adriana@anchorealestate.com

Email

Affordability Calculator

$21,042
Per Month
86%
14%
0%
Monthly Principal & Interest
$18,092
Monthly Property Taxes
$2,950
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
12/19/2025$2,900,000 Listed Price

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1401 GREEN COVE ROAD, Winter Park, FL, 32789 is a Single Family Home for sale at $2,900,000 with 5,483 sqft and a lot size of 0.27. 1401 GREEN COVE ROAD has 3 bedrooms, 4.3 baths, and was built in 2009. The property's zip code is 32789 which is in Winter Park, FL