1401 Green Cove Road, Winter Park, FL 32789
For Sale $2,900,000
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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 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.
Cathedral Ceiling(s)
Ceiling Fans(s)
Central Vaccum
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Solid Wood Cabinets
Split Bedroom
Stone Counters
Vaulted Ceiling(s)
Walk-In Closet(s)
Taxes: $35,399.00
Tax Year: 2024
Garden
Lighting
Outdoor Grill
Outdoor Shower
Sliding Doors
Storage
Built-In Oven
Convection Oven
Dishwasher
Disposal
Freezer
Gas Water Heater
Kitchen Reverse Osmosis System
Microwave
Range
Range Hood
Refrigerator
Garden
Pool
Elementary School: Dommerich Elem
Middle School: Maitland Middle
Junior High: Maitland Middle
High School: Winter Park High
MLS Area: 32789 - Winter Park
Price per Square Feet: $528.91
Total Floors: 2
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Private, Paved
Construction: Stone, Stucco, Frame
Date Listed: 2025-11-06 19:05:38
Pool: Yes
Pool Type: Gunite, Heated, In Ground
Private Spa: Yes
Furnished: Unfurnished
Parking: Driveway, Garage Door Opener
Garage Spaces: 2
Flooring: Brick, Carpet, Tile
Roof: Tile
Heating: Central, Natural Gas, Zoned
Cooling: Central Air, Zoned
Sewer: Public Sewer
Listing Courtesy Of: Anchor Real Estate
adriana@anchorealestate.com
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.
Property Details
Price: $2,900,000
Sq Ft: 5,483
($529 per sqft)
Bedrooms: 3
Bathrooms: 4
Partial Baths: 3
City: Winter Park
County: Orange
Type: Single Family Reside
Development: Camwood Sub
Acres: 0.27
Virtual Tour/Floorplan: View
Year Built: 2009
Listing Number: O6358093
Status Code: A-Active
Taxes: $35,399.00
Tax Year: 2024
Garage:
2
Furnishings: Unfurnished
Interior Features:
Cathedral Ceiling(s)
Ceiling Fans(s)
Central Vaccum
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Open Floorplan
Solid Wood Cabinets
Split Bedroom
Stone Counters
Vaulted Ceiling(s)
Walk-In Closet(s)
Financial Information:
Taxes: $35,399.00
Tax Year: 2024
Exterior Features:
Garden
Lighting
Outdoor Grill
Outdoor Shower
Sliding Doors
Storage
Equipment:
Built-In Oven
Convection Oven
Dishwasher
Disposal
Freezer
Gas Water Heater
Kitchen Reverse Osmosis System
Microwave
Range
Range Hood
Refrigerator
View:
Garden
Pool
School Information:
Elementary School: Dommerich Elem
Middle School: Maitland Middle
Junior High: Maitland Middle
High School: Winter Park High
Additional Information:
MLS Area: 32789 - Winter Park
Price per Square Feet: $528.91
Total Floors: 2
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Private, Paved
Construction: Stone, Stucco, Frame
Date Listed: 2025-11-06 19:05:38
Pool: Yes
Pool Type: Gunite, Heated, In Ground
Private Spa: Yes
Furnished: Unfurnished
Parking: Driveway, Garage Door Opener
Garage Spaces: 2
Flooring: Brick, Carpet, Tile
Roof: Tile
Heating: Central, Natural Gas, Zoned
Cooling: Central Air, Zoned
Sewer: Public Sewer
Map of 1401 Green Cove Road, Winter Park, FL 32789
Listing Courtesy Of: Anchor Real Estate
adriana@anchorealestate.com