Under contract-accepting backup offers. 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.
Pending
$2,900,000
1401 Green Cove Rd, Winter Park, FL 32789
3beds
5,483sqft
Est.:
Single Family Residence
Built in 2009
0.27 Acres Lot
$-- Zestimate®
$529/sqft
$-- HOA
What's special
Heated pool and spaResort-style poolLush courtyardsOld-world craftsmanshipExecutive officeHidden walk-in pantryCustom laundry suite
- 145 days |
- 228 |
- 6 |
Zillow last checked: 7 hours ago
Listing updated: March 03, 2026 at 11:53am
Listing Provided by:
Adriana Oyarce 305-794-7901,
ANCHOR REAL ESTATE 305-794-7901
Source: Stellar MLS,MLS#: O6358093
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 7
- Full bathrooms: 4
- 1/2 bathrooms: 3
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 270 Square Feet
- Dimensions: 18x15
Bedroom 2
- Features: Walk-In Closet(s)
- Level: Second
- Area: 224 Square Feet
- Dimensions: 16x14
Bedroom 3
- Features: Walk-In Closet(s)
- Level: Second
- Area: 224 Square Feet
- Dimensions: 16x14
Bedroom 4
- Features: Built-in Closet
- Level: First
- Area: 154 Square Feet
- Dimensions: 14x11
Bonus room
- Features: Built-in Closet
- Level: Second
- Area: 225 Square Feet
- Dimensions: 15x15
Den
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Dining room
- Level: First
- Area: 224 Square Feet
- Dimensions: 16x14
Family room
- Level: First
- Area: 396 Square Feet
- Dimensions: 22x18
Foyer
- Level: First
Kitchen
- Level: First
- Area: 440 Square Feet
- Dimensions: 22x20
Laundry
- Level: First
- Area: 240 Square Feet
- Dimensions: 10x24
Living room
- Level: First
- Area: 323 Square Feet
- Dimensions: 19x17
Heating
- Central, Natural Gas, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Convection Oven, Dishwasher, Disposal, Freezer, Gas Water Heater, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator
- Laundry: Laundry Room
Features
- 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)
- Flooring: Brick/Stone, Carpet, Tile
- Doors: Outdoor Grill, Outdoor Shower, Sliding Doors
- Basement: Interior Entry
- Has fireplace: Yes
- Fireplace features: Gas
- Common walls with other units/homes: Corner Unit
Interior area
- Total structure area: 6,821
- Total interior livable area: 5,483 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 23x24
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Patio, Porch
- Exterior features: Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Storage
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
- Has spa: Yes
- Spa features: Heated, In Ground
- Fencing: Fenced
- Has view: Yes
- View description: Garden, Pool
Lot
- Size: 0.27 Acres
- Features: Corner Lot, City Lot, Landscaped, Private
- Residential vegetation: Trees/Landscaped
Details
- Parcel number: 312130114803030
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Mediterranean
- Property subtype: Single Family Residence
Materials
- Stone, Stucco, Wood Frame
- Foundation: Basement
- Roof: Tile
Condition
- Completed
- New construction: No
- Year built: 2009
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Sprinkler Meter
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: CAMWOOD SUB
HOA
- Has HOA: No
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $529/sqft
- Tax assessed value: $2,270,067
- Annual tax amount: $35,399
- Date on market: 11/6/2025
- Cumulative days on market: 224 days
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/17/2026 | Pending sale | $2,900,000$529/sqft |
Source:  Stellar MLS #O6358093 Report a problem | ||
| 11/6/2025 | Listed for sale | $2,900,000$529/sqft |
Source: Stellar MLS #O6358093 Report a problem | ||
| 9/15/2025 | Listing removed | $2,900,000$529/sqft |
Source: Stellar MLS #O6306675 Report a problem | ||
| 7/24/2025 | Listed for sale | $2,900,000$529/sqft |
Source: Stellar MLS #O6306675 Report a problem | ||
| 7/16/2025 | Pending sale | $2,900,000$529/sqft |
Source: Stellar MLS #O6306675 Report a problem | ||
| 5/13/2025 | Listed for sale | $2,900,000+96.9%$529/sqft |
Source: Stellar MLS #O6306675 Report a problem | ||
| 2/3/2020 | Sold | $1,472,500-3.4%$269/sqft |
Source: Public Record Report a problem | ||
| 12/31/2019 | Pending sale | $1,524,900$278/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 7/6/2019 | Price change | $1,524,900-0.8%$278/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 6/21/2019 | Price change | $1,537,900-0.7%$280/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 5/15/2019 | Price change | $1,549,000-1.7%$283/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 4/4/2019 | Listed for sale | $1,575,000$287/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 3/28/2019 | Pending sale | $1,575,000$287/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 3/15/2019 | Price change | $1,575,000-1.3%$287/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 3/7/2019 | Listed for sale | $1,595,000$291/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 3/2/2019 | Pending sale | $1,595,000$291/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 2/2/2019 | Price change | $1,595,000-4.8%$291/sqft |
Source: Premier Sotheby's International Realty #O5749543 Report a problem | ||
| 10/19/2018 | Price change | $1,675,000-5.6%$305/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5712849 Report a problem | ||
| 9/11/2018 | Price change | $1,775,000-6.3%$324/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5712849 Report a problem | ||
| 6/11/2018 | Listed for sale | $1,895,000+89.5%$346/sqft |
Source: COLDWELL BANKER RESIDENTIAL RE #O5712849 Report a problem | ||
| 10/25/2012 | Sold | $1,000,000$182/sqft |
Source: Public Record Report a problem | ||
| 9/15/2012 | Listed for sale | $1,000,000-16.7%$182/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5035701 Report a problem | ||
| 7/16/2012 | Listing removed | $1,200,000$219/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5035701 Report a problem | ||
| 6/19/2012 | Listed for sale | $1,200,000$219/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5035701 Report a problem | ||
| 12/8/2011 | Listing removed | $1,200,000+57.9%$219/sqft |
Source: Coldwell Banker Residential Real Estate - Winter Park #O5035701 Report a problem | ||
| 1/30/2007 | Sold | $760,000$139/sqft |
Source: Stellar MLS #O4724589 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $35,399 +58.3% | $2,270,067 +54.5% |
| 2023 | $22,359 +4.4% | $1,469,073 +3% |
| 2022 | $21,427 +1% | $1,426,284 +3% |
| 2021 | $21,220 +8.8% | $1,384,742 +10.4% |
| 2020 | $19,499 -14.5% | $1,254,828 -12.6% |
| 2019 | $22,799 +0.5% | $1,436,459 +1.9% |
| 2018 | $22,695 | $1,409,675 -1.7% |
| 2017 | $22,695 +0.8% | $1,434,630 +1.8% |
| 2016 | $22,519 +2% | $1,409,198 +4.9% |
| 2015 | $22,071 -3.2% | $1,343,213 -6.5% |
| 2014 | $22,799 -3.6% | $1,436,241 +6.4% |
| 2013 | $23,657 +1.6% | $1,349,740 +2.3% |
| 2012 | $23,295 -10.1% | $1,318,887 -9.8% |
| 2011 | $25,925 +11.3% | $1,462,403 +7.9% |
| 2010 | $23,288 | $1,355,669 +176.7% |
| 2009 | -- | $490,000 -12.3% |
| 2008 | $9,155 +157.5% | $558,720 -19% |
| 2007 | $3,555 -6.4% | $689,468 -5.5% |
| 2006 | $3,799 +0.1% | $729,733 +70.6% |
| 2005 | $3,797 +4.6% | $427,633 +40.2% |
| 2004 | $3,629 +5.7% | $304,956 +0.7% |
| 2003 | $3,434 +2.5% | $302,770 +17.5% |
| 2002 | $3,350 +0.5% | $257,638 +4.9% |
| 2001 | $3,334 +2.5% | $245,679 +19.6% |
| 2000 | $3,252 | $205,392 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$20,195/mo
Principal & interest
$15047
Property taxes
$5148
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Climate risks
Neighborhood: 32789
Nearby schools
GreatSchools rating
- 10/10Dommerich Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 5/10Maitland Middle SchoolGrades: 6-8Distance: 1.7 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 2.8 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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- 1401 Green Cove Rd
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