Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.
Property Description: Corner Unit
Single-familyProperty Type
2017Year Built
8,384 sq ftLot Size
$648Est. Price/Sq.Ft.
2 car garageParking
Listed by Domenique Lombardo• ROYALTY R E BOUTIQUE INC
Under Construction – this brand new Winter Park pool home is scheduled for completion in Spring 2017. Four bedrooms, three and one-half baths, roof top terrace, and more! Fantastic location close to Park Avenue, Baldwin Park Village Center, Audubon Park, and Lake Highland Prep. Downstairs features an open concept layout with gourmet kitchen and living room with high, wood-beam ceilings, home office, and guest suite. Upstairs is a spacious master retreat with spa bath, a bonus room, two bedrooms, and access to the rooftop terrace. Enjoy entertaining in your private backyard with a luxurious pool, cabana, and outdoor kitchen. Construction is scheduled to be completed this coming spring– limited time available for buyers to pick out finishing fixtures. Schedule a showing today.
Public Records
Oct 1, 2015
Sold
$285,000
$90/sq ft
Public Records
Sep 26, 2014
Sold
$250,000
$79/sq ft
Public Records
Mar 27, 2006
Sold
$340,000
$108/sq ft
Public Records
Aug 29, 1997
Sold
$140,000
$44/sq ft
Public Records
May 31, 1995
Sold
$130,000
$41/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$27,165 (+65.1%)
$500,000 + $1,246,260
$1,746,260
2024
$16,453 (+3.5%)
$500,000 + $1,246,260
$1,746,260
2023
$15,895 (+4.2%)
2022
$15,252 (+1.0%)
2021
$15,101 (+3.9%)
2020
$14,533 (−3.4%)
2019
$15,039 (+0.3%)
$300,000 + $660,892
$960,892
2018
$14,993 (+230.9%)
$300,000 + $660,892
$960,892
2017
$4,531
$270,000
2016
$4,535 (+18.5%)
$270,000
2015
$3,828 (+36.4%)
$221,000
2014
$2,806 (+12.3%)
2013
$2,499 (−0.8%)
2012
$2,518
Tax history for 1661 Hillcrest Ave
Year
Property tax
Land + Additions
Assessment*
2025
$27,165 (+65.1%)
$500,000 + $1,246,260
$1,746,260
2024
$16,453 (+3.5%)
$500,000 + $1,246,260
$1,746,260
2023
$15,895 (+4.2%)
2022
$15,252 (+1.0%)
2021
$15,101 (+3.9%)
2020
$14,533 (−3.4%)
2019
$15,039 (+0.3%)
$300,000 + $660,892
$960,892
2018
$14,993 (+230.9%)
$300,000 + $660,892
$960,892
2017
$4,531
$270,000
2016
$4,535 (+18.5%)
$270,000
2015
$3,828 (+36.4%)
$221,000
2014
$2,806 (+12.3%)
2013
$2,499 (−0.8%)
2012
$2,518
*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
Beds
4
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
8,385 Sq. Ft.
Year renovated
2017
Sq. Ft.
3,104
Year built
2017
Style
Single Family Residential
County
Orange County
APN
302207247202140
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
Property details
Parking
Parking Information
Parking Features: Driveway, Garage Door Opener
Garage Spaces: 2
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 4
Bathroom Information
# of Full Baths (Total): 3
# of Half Baths (Total): 1
Laundry Room Information
Laundry Features: Upper Level
Other Rooms Information
Additional Rooms: Den/Library/Office
# of Rooms: 7
Fireplace Information
Has Fireplace
Fireplace Features: Family Room, Gas
Heating & Cooling
Heating Information: Central, Exhaust Fan, Natural Gas
Lot Features: Corner Lot, City Limits, Level, Street Brick
Lot Size Acres: 0.19
Road Surface Type: Brick
Road Responsibility: Public Maintained Road
Lot Size Square Meters: 779
Zoning Compatible YN: 1
Building Information
MFR_BuildingAreaTotalSrchSqM: 386.01
Financial
Tax Information
Tax Annual Amount: $15,895
Tax Year: 2023
Lease / Rent Details
Lease Restrictions YN: 0
Utilities
Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Cable Available, Electricity Available, Natural Gas Available, Natural Gas Connected, Phone Available, Sewer Available, Sprinkler Meter, Street Lights, Underground Utilities, Water Available
Location
Multi-Unit Information
Unit Number YN: 0
Furnished: Negotiable
HOA Information
MFR_Association2YN: 0
Association Fee Requirement: None
School Information
Elementary School: Audubon Park K8
Middle Or Junior High School: Glenridge Middle
High School: Winter Park High
Location Information
Directions: Follow S Semoran Blvd to Baldwin Park St. Continue on Baldwin Park St. Take Lake Baldwin Ln to S Lakemont Ave in Winter Park. Take Glenridge Way to Hillcrest Ave. Turn right onto Hillcrest Ave. Destination will be on the left.
Public facts
Beds: 4
Baths: 4.0
Sq. Ft.: 3,104
Stories: 2.0
Lot Size: 8,385 square feet
Style: Single Family Residential
Year Built: 2017
Year Renovated: 2017
County: Orange County
APN: 302207247202140
Home facts updated by county records on Aug 17, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-658-0601
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 22
Status Contractual Search Date: 2024-04-18
Listing Price Information
Calculated List Price By Calculated Sq Ft: 601.01
Green Information
Green Verification Count: 0
Direction Faces: East
Home Information
Living Area: 3161
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 293.67
Building Area Total: 4155
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Builder Name: Lazarus Development Group
Levels: Two
Security Features: Fire Alarm, Security Lights, Security System, Security System Owned, Smoke Detector(s)
Around this home
Schools
AUDUBON PARK SCHOOL
Public PreK-8 • Assigned • 1.1mi
10/10
Winter Park High School
Public 9-12 • Assigned • 1.5mi
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, 21 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
93
76
91
76
89
75
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
$1.95M – $2.36M
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Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2025. This data may not match public records. Learn more.
Listing provided courtesy of: ROYALTY R E BOUTIQUE INC
Listing agent: Domenique Lombardo
Based on information submitted to the MLS GRID as of Wed Sep 02 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.