Look no further than this immaculate pool home located in the highly desirable Winter Park neighborhoods just minutes away from Park Avenue! Tucked up across the street from Lake Virginia, this Mediterranean style home is exactly what you’ve been searching for! Custom built in 2007, this home offers 5-bedrooms, 5 full bathrooms and 2 half bathrooms and a 3-car garage. The grand entrance welcomes you in with 3 beautiful arched doors that are mirrored at the back of the home, with wood beams and accents all throughout creating a seamless feel. The formal living room and dining room are located at the front of the home with the master bedroom and additional office space to the right of the home. The spacious master retreat offers 2 walk-in closets, a jetted soaking tub, stand-up shower, and double sink vanity with makeup counter and plenty of added storage. At the back of the home, you will find the perfect open concept kitchen and family room with a breakfast nook. This extravagant kitchen, remodeled in 2021, features top of the line appliances, includes a brand-new built-in Viking refrigerator, gas stove and range, a cooking island as well as a breakfast bar with stool seating. Moving from the kitchen to the formal dining room you will pass through a remodeled wet bar, to match the kitchen, with a walk-in pantry. Upstairs offers an amazing loft for additional livable space with 4 great size bedrooms that each have a private en suite bathroom, walk in closets. All guest bedrooms include private entrance to upstairs balconies overlooking the yard and pool. We saved the best for last with the fully private backyard oasis! The cabana with a built-in gas fireplace at the end of the yard is the perfect space for lounging year-round while looking over the pool and spa as friends and family splash around. The outdoor grill is the perfect touch for grilling out as you entertain with an additional screened in porch to escape the sun. This expansive home checks off all the boxes and more being zoned for top rated schools and close distance to exceptional shopping and dining and more! Call to schedule your private showing today, you won’t want to miss the opportunity to see this.
Single-familyProperty Type
2007Year Built
0.33 acresLot Size
$592Est. Price/Sq.Ft.
3 car garageParking
Listed by Thomas Nickley, Jr• KELLER WILLIAMS REALTY AT THE PARKS
Listed by Bret Nickley• KELLER WILLIAMS REALTY AT THE PARKS
One or more photo(s) has been virtually staged. STUNNING AND STATELY 4,720 square foot Mediterranean Winter Park home CLOSE TO PARK AVE and beautiful Lake Virginia. A Clayton custom built in 2007, this five bedroom home offers a downstairs master with his and her walk in closets, office and four upstairs bedrooms each with a private bath and a covered balcony. Exceptional details are everywhere such as the marble floor and hand painted ceiling in the dining room, the high-end chef's kitchen, wine cellar, soaring ceilings, wrought iron staircase and more. This distinctive home affords great private spaces and a luxurious outdoor entertaining area with a pool/spa, gas grill and covered cabana with stone fireplace and pool bath. This home is freshly painted inside and out and has new carpet in all bedrooms, truly move in ready condition! Great neighborhood, excellent schools and a property with deeded access to Lake Virginia for paddle boarding, and canoes. Back on market as Buyer failed to perform as per contract. Come make this your fabulous new home in Winter Park. SELLERS CAN CLOSE QUICKLY
Stellar MLS as Distributed by MLS Grid #O5387683
Oct 23, 2015
Sold
$1,495,000
$317/sq ft
Oct 13, 2015
Pending
—
Aug 27, 2015
Contingent
—
Aug 20, 2015
Listed
$1,485,000
$315/sq ft
Stunning Clayton build Mediterranean home in prestigious Winter Park was designed and custom built for the consummate entertainer. Soaring ceilings boast hand carved beams and extensive detailing. The chef's kitchen has all the bells and whistles including top of the line Viking stainless steel appliances. Two fireplaces, wine cellar and a custom wrought iron staircase set the tone of distinction that prevails throughout this 4700 s. f. masterpiece. Master Suite on the main level overlooks the open air, saltwater pool with fireplace. Four en-suite bedrooms with open loft area complete the second floor. Each bedrooms opens onto a covered balcony. The private pool and spa, summer kitchen and detached cabana bring this homes old world charm to life and create a secluded oasis within walking distance to the restaurants and shops on Park Avenue.
Stellar MLS as Distributed by MLS Grid #O5034188
Jan 18, 2012
Sold
$1,250,000
$265/sq ft
Mar 11, 2011
Listed
$1,399,000
$296/sq ft
Stellar MLS as Distributed by MLS Grid #O4982402
Nov 24, 2010
Listing Removed
—
Stellar MLS as Distributed by MLS Grid #O4759655
May 20, 2008
Listing Removed
—
Public Records
Jan 20, 2006
Sold
$625,000
$132/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$28,634 (+3.0%)
2024
$27,809 (+3.5%)
2023
$26,875 (+6.1%)
2022
$25,336 (+6.6%)
$550,000 + $1,089,731
$1,639,731
2021
$23,763 (+11.8%)
$550,000 + $1,089,731
$1,639,731
2020
$21,250 (−3.4%)
$550,000 + $956,629
$1,506,629
2019
$21,997 (+0.5%)
2018
$21,896 (+0.8%)
2017
$21,726 (−1.0%)
$416,000 + $917,429
$1,333,429
2016
$21,955 (+26.6%)
$416,000 + $917,429
$1,333,429
2015
$17,340 (−0.9%)
2014
$17,492 (−6.4%)
2013
$18,698 (+38.1%)
2012
$13,539
Tax history for 1520 Highland Rd
Year
Property tax
Land + Additions
Assessment*
2025
$28,634 (+3.0%)
2024
$27,809 (+3.5%)
2023
$26,875 (+6.1%)
2022
$25,336 (+6.6%)
$550,000 + $1,089,731
$1,639,731
2021
$23,763 (+11.8%)
$550,000 + $1,089,731
$1,639,731
2020
$21,250 (−3.4%)
$550,000 + $956,629
$1,506,629
2019
$21,997 (+0.5%)
2018
$21,896 (+0.8%)
2017
$21,726 (−1.0%)
$416,000 + $917,429
$1,333,429
2016
$21,955 (+26.6%)
$416,000 + $917,429
$1,333,429
2015
$17,340 (−0.9%)
2014
$17,492 (−6.4%)
2013
$18,698 (+38.1%)
2012
$13,539
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Permits
Beds
5
Baths
6
Stories
2
Lot width
—
Lot depth
—
Lot size
0.33 Acres
Year renovated
2007
Sq. Ft.
4,720
Year built
2007
Style
Single Family Residential
County
Orange County
APN
302207890815060
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
R-1AA
\N
Residential District
These districts are established within the city to provide areas for single-family dwellings and necessary accessory buildings. The regulations enumerated for this district are designed to encourage and promote the construction of and the continued use of the land for single-family dwellings, to promote and encourage a suitable environment for family life, to prohibit uses of the land which would substantially interfere with development or continuation of single-family dwellings in the districts, and to prevent use of the land for purposes which would overburden the public facilities. Permitted as conditional uses within these districts will be certain structures and uses required to serve the residents such as public schools, churches and noncommercial recreational uses. Areas zoned for R-1AA districts shall be those existing low-density residential areas plus certain undeveloped areas which should develop in a similar manner according to the comprehensive plan.
Permitted uses
Include but are not limited to:
Housing-Single unit
Nov 5, 2025 • Final
Plumbing permit - residential
Plumbing
Water heater
Nov 17, 2022 • Final
Residential mechanical
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Parking Features: Driveway, Garage Door Opener, Garage Faces Side
Utilities: Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Unfurnished
HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0
School Information
Elementary School: Baldwin Park Elementary
Middle Or Junior High School: Audubon Park K-8
High School: Winter Park High
Location Information
Directions: Head east on E Colonial Dr toward N Thornton Ave. Turn left at the 2nd cross street onto N Mills Ave. Turn right onto Virginia Dr. Virginia Dr turns slightly left and becomes N Forest Ave. Continue onto Corrine Dr. Turn left onto Winter Park Rd. Turn left onto E Lake Sue Ave. Turn right onto Highland Rd. Destination will be on the right - 1520 Highland Rd, Winter Park, FL 32789
Community Information
Pets Allowed: Yes
Public facts
Beds: 5
Baths: 6.0
Sq. Ft.: 4,720
Stories: 2.0
Lot Size: 0.33 acres
Style: Single Family Residential
Year Built: 2007
Year Renovated: 2007
County: Orange County
APN: 302207890815060
Home facts updated by county records on Aug 17, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-629-4420
Previous Status: Pending
Backups Requested YN: 0
Listing Date Information
Days to Contract: 23
Status Contractual Search Date: 2022-12-08
Listing Price Information
Calculated List Price By Calculated Sq Ft: 508.47
Green Information
Direction Faces: West
Home Information
Living Area: 4720
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 438.50
Building Area Units: Square Feet
Foundation Details: Slab
Stories Total: 2
Levels: Two
Security Features: Security System
Around this home
Schools
AUDUBON PARK SCHOOL
Public PreK-8 • Assigned • 1.2mi
10/10
Winter Park High School
Public 9-12 • Assigned • 1.6mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
8/10 Heat Factor
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Park, FL • 32789
Average low and high temperatures (°F)
68
48
75
55
81
61
84
65
90
73
92
75
94
77
91
76
88
74
83
69
78
60
73
56
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.6 hours in
June and 6.7 hours in December, placing it above the
U.S. average for solar exposure.
8.6 hrs
6.7 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.65M – $3.21M
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