1401 Green Cove Rd

Winter Park, FL 32789

$2,900,000
Price
3
Beds
5,483 Sq. Ft.
$529 / Sq. Ft.
5,483
Sq. Ft.
$529
per Sq. Ft.
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Pending
Pending

Description

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...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.
  1. Listed by Adriana Oyarce • Brokerage DRE #1060243 • ANCHOR REAL ESTATE
    P: (305)-794-7901 C: (305)-794-7901 adriana@anchorealestate.com

Property Details for 1401 Green Cove Road

Architectural Style
Mediterranean
Subdivision Name
CAMWOOD SUB
Township
21
Garage Spaces
2
View
Garden, Pool
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 03/03/2026 02:53 PM

Property Details for 1401 Green Cove Road

StatusPending
MLS #O6358093
Days on Market99
Taxes$35,399 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2009
Lot Size0.27 AC / 11,758 SF
CountyOrange County
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Location

Listing Courtesy of ANCHOR REAL ESTATE, Adriana Oyarce
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Building Information for 1401 Green Cove Road

Stories2Year Built2009Building Size-Lot Size0.27 AC / 11,758 SF

Payment Calculator

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$17,084 per month

30 year fixed, 6.15% Interest

Principal and Interest

$14,134

Property Taxes

$2,950

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 1401 Green Cove Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 6821.0
  • Building Area Units: Square Feet
  • Direction Faces: Northeast
  • 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.
  • Elementary School: Dommerich Elem
  • Middle Or Junior School: Maitland Middle
  • High School: Winter Park High
  • Other Equipment: Irrigation Equipment
  • Mls Major Change Type: Pending
  • Major Change Type: Pending
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 1401
  • Street Name: GREEN COVE
  • Street Suffix: ROAD
  • State: FL
  • City: WINTER PARK
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 23x24
  • Garage: Yes
  • Parking Features: Driveway, Garage Door Opener
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: C
  • Tax Book Number: R-61
  • Tax Legal Description: CAMWOOD SUB R/61 LOT 3 BLK C
  • Tax Lot: 3
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Future Land Use: 0100
  • Lot Features: Corner Lot, City Lot, Landscaped, Private
  • Parcel Number: 312130114803030
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1AA
  • Living Area: 5483
  • Property Info: Corner Unit
Property and Assessments
  • Year Built Numeric: 2009
  • Flood Zone Code: X
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0255F
  • Home Warranty: No
  • Homestead: Yes
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 30
  • Public Survey Section: 31
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Sprinkler Meter
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Stone, Stucco, Wood Frame
  • Exterior Features: Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Sliding Doors, Storage
  • Fencing: Fenced
  • Foundation Details: Basement
  • Levels: Two
  • Patio And Porch Features: Covered, Patio, Porch
  • Pool Dimensions: 32 × 17
  • Pool Features: Gunite, Heated, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Spa Features: Heated, In Ground
  • Spa: Yes
  • Vegetation: Trees/Landscaped
  • Waterfront Feet Total: 0
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 4
  • Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Freezer, Gas Water Heater, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator
  • Cooling: Central Air, Zoned
  • Fireplace Features: Gas
  • Fireplace: Yes
  • Flooring: Brick/Stone, Carpet, Tile
  • Heating: Central, Natural Gas, Zoned
  • Interior 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)
  • Laundry Features: Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 12.0
  • Water View: No
  • Bathrooms Half: 3

Property History for 1401 Green Cove Road

DateEvent & SourcePriceAppreciation
Feb 13, 2026

Pending

MFRMLS #O6358093

—
Nov 6, 2025

Listed (Active)

MFRMLS #O6358093

$2,900,000—
Sep 26, 2025

Temporarily Off Market

MFRMLS #O6347841

—
Sep 22, 2025

Listed (Active)

MFRMLS #O6347841

$2,900,000—
Sep 15, 2025

Withdrawn

MFRMLS #O6306675

$2,900,000—
Jul 24, 2025

Listed (Active)

MFRMLS #O6306675

—
Jul 15, 2025

Pending

MFRMLS #O6306675

—
May 13, 2025

Listed (Active)

MFRMLS #O6306675

$2,900,000—
Jan 31, 2020

Sold

MFRMLS #O5749543

$1,472,500—
Jan 30, 2020

Sold (Public Record)

Public Record #662649264

$1,472,500

+5.5% / yr

Dec 30, 2019

Pending

MFRMLS #O5749543

—
Dec 3, 2018

Listed (Active)

MFRMLS #O5749543

$1,675,000—
Nov 29, 2018

Withdrawn

MFRMLS #O5712849

$1,675,000—
Jun 11, 2018

Listed (Active)

MFRMLS #O5712849

$1,895,000—
Oct 19, 2012

Sold

MFRMLS #O5035701

$1,000,000—
Oct 18, 2012

Sold (Public Record)

Public Record #340894057

$1,000,000

+4.9% / yr

Jun 20, 2012

Pending

MFRMLS #O5035701

—
Mar 20, 2011

Listed (Active)

MFRMLS #O5035701

$2,075,000—
Jan 30, 2007

Sold (Public Record)

Public Record #214491533

$760,000—
Jan 30, 2007

Sold

MFRMLS #O4724589

$760,000—
Oct 25, 2006

Pending

MFRMLS #O4724589

—
Oct 17, 2006

Listed (Active)

MFRMLS #O4724589

$749,900—
DateEvent & SourcePrice
02/13/2026

Pending

MFRMLS #O6358093

—
11/06/2025

Listed (Active)

MFRMLS #O6358093

$2,900,000
09/26/2025

Temporarily Off Market

MFRMLS #O6347841

—
09/22/2025

Listed (Active)

MFRMLS #O6347841

$2,900,000
09/15/2025

Withdrawn

MFRMLS #O6306675

$2,900,000
07/24/2025

Listed (Active)

MFRMLS #O6306675

—
07/15/2025

Pending

MFRMLS #O6306675

—
05/13/2025

Listed (Active)

MFRMLS #O6306675

$2,900,000
01/31/2020

Sold

MFRMLS #O5749543

$1,472,500
01/30/2020

Sold (Public Record)

Public Record #662649264

$1,472,500

+5.5% / yr

12/30/2019

Pending

MFRMLS #O5749543

—
12/03/2018

Listed (Active)

MFRMLS #O5749543

$1,675,000
11/29/2018

Withdrawn

MFRMLS #O5712849

$1,675,000
06/11/2018

Listed (Active)

MFRMLS #O5712849

$1,895,000
10/19/2012

Sold

MFRMLS #O5035701

$1,000,000
10/18/2012

Sold (Public Record)

Public Record #340894057

$1,000,000

+4.9% / yr

06/20/2012

Pending

MFRMLS #O5035701

—
03/20/2011

Listed (Active)

MFRMLS #O5035701

$2,075,000
01/30/2007

Sold (Public Record)

Public Record #214491533

$760,000
01/30/2007

Sold

MFRMLS #O4724589

$760,000
10/25/2006

Pending

MFRMLS #O4724589

—
10/17/2006

Listed (Active)

MFRMLS #O4724589

$749,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1401 Green Cove Road

Taxable ValueLand$690,000Additions$1,673,450Total$2,363,450
Tax Record2024$35,399 ($2,950 / month)
Home Facts
Beds3Total Finished SqFt5,416 SqFtAbove Grade Finished SqFt5,416 SqFtStories2Lot Size11,758 SqFtStyleSingle Family ResidenceYear Built2009ZoningR-1AACountyORANGEAPN31-21-30-1148-03-030Fireplace TypeHas Fireplace

Schools near 1401 Green Cove Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Dommerich Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Maitland Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Dommerich Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Maitland Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of ANCHOR REAL ESTATE, Adriana Oyarce

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/03/2026 02:53 PM