Nestled on a tranquil street in highly sought-after Winter Park Pines, this beautifully renovated solid block home offers an ideal blend of modern comfort and convenience. As you arrive, you'll be immediately drawn to the captivating curb appeal, featuring freshly painted exteriors and brand-new lighting. The newly paved courtyard provides an inviting space to savor the upcoming Fall breeze. Step through the exquisite double doors adorned with elegant gold hardware, and you'll enter an open floor plan that's been meticulously transformed. The interior boasts a stunning kitchen with timeless white cabinets, beautiful granite countertops, and brand-new stainless steel appliances. The dining room offers ample space for gatherings and seamlessly connects to the cozy family room, all overlooking the expansive, sunlit Florida room. This additional living space is a masterpiece with its abundance of windows, allowing natural light to cascade into the heart of the home. Notably, it features a dry bar and a mini-split AC unit, expanding the living area. The thoughtfully designed split floor plan places two generously sized bedrooms on one side, complemented by a fully renovated guest bathroom filled with meticulous details. On the opposite side, you'll discover the spacious master bedroom, complete with a walk-in closet and an elegantly renovated master bathroom featuring double vanities and granite counters. Even the laundry room and third bathroom have undergone stylish renovations. Other highlights include a freshly painted interior, new fixtures throughout, new trim, doors, baseboards, and flooring throughout. The home is complete with a two-car garage, a newly paved back patio, and an expansive fenced-in backyard that brims with potential for a future pool. This gem is perfectly situated, just minutes away from the vibrant downtown Winter Park and the renowned shopping and dining destinations along iconic Park Avenue. Plus, it's a stone's throw from the scenic Cady Way Trail, and zoned for highly rated Brookshire Elementary, Glenridge Middle and Winter Park High, offering you an exceptional opportunity to immerse yourself in the coveted Winter Park lifestyle. For a comprehensive list of all upgrades and features, please inquire. Don't let this exceptional home slip through your fingers—schedule your showing today!
Single-familyProperty Type
1964Year Built
9,298 sq ftLot Size
$422Est. Price/Sq.Ft.
2 car garageParking
Listed by Andrea Parra Chopite, PA• FANNIE HILLMAN & ASSOCIATES
Excellent opportunity for first-time buyers looking to break into the established community of Winter Park Pines. This solid block home offers endless possibilities for renovation, featuring a split floor plan with spacious bedrooms, large living area, and a vast enclosed rear porch overlooking the huge fenced-in backyard. Create the home of your dreams on a quiet tree-lined street in delightful Winter Park, by bringing this house to its full potential. Enjoy the great outdoors with nearby access to tranquil Cady Way Trail, perfect for biking or walking, and the Cady Way Pool. Located just minutes from iconic Park Avenue shopping and dining. Zoned for highly rated Brookshire Elementary, Glenridge Middle, and Winter Park High schools. Don’t miss the opportunity to own a piece of Winter Park – schedule your private showing today!
Public Records
Jul 17, 2019
Sold
$262,000
$156/sq ft
Stellar MLS as Distributed by MLS Grid #O5746165
Jun 21, 2019
Sold
$266,000
$158/sq ft
May 9, 2019
Pending
—
May 6, 2019
Price Changed
$275,000
$164/sq ft
Mar 30, 2019
Price Changed
$287,900
$171/sq ft
Jan 2, 2019
Price Changed
$299,000
$178/sq ft
Nov 28, 2018
Price Changed
$314,000
$187/sq ft
Nov 12, 2018
Listed
$329,000
$196/sq ft
Public Records
Jun 1, 1967
Sold
$22,000
$13/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$9,094 (+3.6%)
$270,000 + $307,470
$577,470
2024
$8,777 (+57.0%)
$270,000 + $307,470
$577,470
2023
$5,589 (+16.4%)
$270,000 + $293,020
$563,020
2022
$4,801 (+10.5%)
$200,000 + $100,543
$300,543
2021
$4,346 (+5.1%)
$200,000 + $100,543
$300,543
2020
$4,135 (+153.1%)
$165,000 + $91,911
$256,911
2019
$1,634 (+1.2%)
2018
$1,614 (+2.5%)
2017
$1,575 (+1.9%)
2016
$1,545 (−1.8%)
2015
$1,573 (−2.6%)
2014
$1,615 (+2.4%)
2013
$1,576 (+1.4%)
2012
$1,555
Tax history for 418 Gilbert Rd
Year
Property tax
Land + Additions
Assessment*
2025
$9,094 (+3.6%)
$270,000 + $307,470
$577,470
2024
$8,777 (+57.0%)
$270,000 + $307,470
$577,470
2023
$5,589 (+16.4%)
$270,000 + $293,020
$563,020
2022
$4,801 (+10.5%)
$200,000 + $100,543
$300,543
2021
$4,346 (+5.1%)
$200,000 + $100,543
$300,543
2020
$4,135 (+153.1%)
$165,000 + $91,911
$256,911
2019
$1,634 (+1.2%)
2018
$1,614 (+2.5%)
2017
$1,575 (+1.9%)
2016
$1,545 (−1.8%)
2015
$1,573 (−2.6%)
2014
$1,615 (+2.4%)
2013
$1,576 (+1.4%)
2012
$1,555
*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
2
Stories
1
Lot width
—
Lot depth
—
Lot size
9,299 Sq. Ft.
Year renovated
2009
Sq. Ft.
1,880
Year built
1964
Style
Single Family Residential
County
Orange County
APN
302209966406020
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
R-1A
Single-Family Dwelling Districts
The areas included within R-1-A single-family dwelling districts are intended to be single-family residential areas with large lots and low population densities. Certain structures and uses required to serve educational, religious, utilities and noncommercial recreational needs of such areas are permitted within the districts as special exceptions.
Permitted uses
Include but are not limited to:
Livestock production
Housing-Single unit
Fire house
Police station
Property details
Parking
Parking Information
Parking Features: Driveway, Garage Door Opener
Garage Spaces: 2
Has Attached Garage
Has Garage
Interior
Bedroom Information
# of Bedrooms: 3
Bathroom Information
# of Full Baths (Total): 3
Laundry Room Information
Laundry Features: Laundry Room
Other Rooms Information
Additional Rooms: Florida Room,Storage Rooms
# of Rooms: 7
Heating & Cooling
Heating Information: Central, Electric
Cooling Information: Central Air, Mini-Split Unit(s)
Interior Features
Interior Features: Ceiling Fans(s), Dry Bar, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Walk-in Closet(s)
Utilities: Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Location
Multi-Unit Information
Unit Number YN: 0
HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0
School Information
Elementary School: Brookshire Elem
Middle Or Junior High School: Glenridge Middle
High School: Winter Park High
Location Information
Directions: From Aloma Blvd go South on Ranger to West on Bower Rd to Gibert. From Semoran/436 go West on Scarlet to South on Ranger to West on Bower to Gilbert.
Public facts
Beds: 4
Baths: 2.0
Sq. Ft.: 1,880
Stories: 1.0
Lot Size: 9,299 square feet
Style: Single Family Residential
Year Built: 1964
Year Renovated: 2009
County: Orange County
APN: 302209966406020
Home facts updated by county records on Aug 17, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-644-1234
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 30
Status Contractual Search Date: 2023-11-10
Listing Price Information
Calculated List Price By Calculated Sq Ft: 416.07
Green Information
Green Verification Count: 0
Direction Faces: West
Home Information
Living Area: 1680
Living Area Units: Square Feet
Living Area Source: Owner
Living Area Meters: 156.08
Building Area Total: 2101
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One
Around this home
Schools
Brookshire Elementary School
Public PreK-5 • Assigned • 0.3mi
4/10
Glenridge Middle School
Public 6-8 • Assigned • 1.7mi
7/10
Winter Park High School
Public 9-12 • Assigned • 0.8mi
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
9/10 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 • 32792
Average low and high temperatures (°F)
68
48
74
54
80
60
84
64
90
72
91
75
93
76
91
76
88
74
83
68
78
60
74
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
97/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 12% for direct sun exposure in Winter Park. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.7 hrs
7.7 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$674,000 – $816,000
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Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2026. This data may not match public records. Learn more.
Listing provided courtesy of: SOTERA LIVING
Listing agent: Lianna Dangelo
Based on information submitted to the MLS GRID as of Mon Oct 12 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.