$669,900
 $3,596 est/mo Sourced by Back At You

433 Gilbert Rd,WINTER PARK, FL 32792

WINTER PARK, FL 32792

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Description

Under contract-accepting backup offers. Welcome to this beautifully updated three-bedroom, two-bathroom POOL home offering nearly 1,800 square feet of thoughtfully designed living space on a spacious lot backing to a peaceful conservation easement. Featuring separate living and family rooms, a remodeled kitchen, and an exceptional outdoor retreat, this inviting home is perfectly designed for both everyday living and entertaining. From the moment you arrive, the classic brick entry creates a warm first impression. Inside, the flexible floor plan provides plenty of space to gather, relax, work from home, or host guests. Laminate wood flooring and updated baseboards (2022) complement plantation shutters, recessed lighting, and ceiling fans throughout. Multiple storage closets add everyday functionality, while updated windows and French doors fill the home with natural light and seamlessly connect the indoor and outdoor living spaces. The remodeled kitchen (2021) features crisp white shaker cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, an oversized stainless-steel sink, and a breakfast bar with seating for four. A dedicated coffee bar and pantry add convenience, while the large bay window overlooks the pool and private backyard, creating the perfect backdrop for everyday living. The spacious primary suite offers a walk-in closet and ceiling fan. Its ensuite bathroom, renovated in 2022, features large marble-look tile, a double vanity with quartz countertops, and a beautifully updated walk-in shower with a frameless glass enclosure. Two additional guest bedrooms and an updated full bathroom complete the bedroom wing. Step outside to the true centerpiece of the home. Backing to a conservation easement, the backyard offers a peaceful setting with enhanced privacy. The screened, in-ground chlorine pool was completely refreshed in 2025 with new tile, resurfaced, and new pool light. The lanai deck was also resurfaced, creating an ideal space for swimming, outdoor dining, and entertaining family and friends. The outdoor improvements continue with fresh landscaping completed in 2025, including new sod, a stone pathway, French drains for improved drainage, and an updated irrigation timer. The fully fenced backyard (2023) provides additional privacy for pets, play, and gatherings. Ideally located near Cady Way Trail and Winter Park Pines Golf Course, you'll also enjoy convenient access to Cady Way Park amenities, including a community pool, playground, tennis and pickleball courts, beach volleyball, and walking trails. AdventHealth Winter Park and the Crosby Wellness Center are just minutes away, while Rollins College, Full Sail University, UCF, and Orlando International Airport are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines modern updates, flexible living spaces, and a private backyard retreat in one of Winter Park's most desirable locations. ROOF - 2024 ELECTRICAL PANELS - 2021

Details

MLS #O6428430
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive Under Contract
Year1965
Days On Site52
Listing Provided ByKELLER WILLIAMS WINTER PARK | Amy Turner

Features

Bed(s)3
Bath(s) 2 Total
SQ Feet1,770
Garage2
PoolYes
Story(s)1
ZoningR-1A
Acreage0.21
Golf CourseYes
Property ViewTrees, Woods

Taxes

Property4032

Area Information

StateFL
CountyOrange
CityWINTER PARK
Zip Code32792
Area32792 Winter Park | Aloma
Community NameWINTER PARK PINES
School DistrictWinter Park High
Elementary SchoolBrookshire Elem
High SchoolWinter Park High
Listing VS Median (in WINTER PARK PINES)
Price:
$669,900
low | high
Med:
$639,000
54.61262875056% of Average
sqft:
1,770
low | high
Med:
1,539
63.050847457627% of Average
$ / sqft:
$378
low | high
Med:
$415
40.295226048402% of Average
On site:
52
low | high
Med:
416
12.5% of Average
Sourced by Back At You

Market Activity 32792

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 17, 2026 at 4:48:16 AM PDT 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityWINTER PARK
Zip Code32792
Area32792 Winter Park | Aloma
Community NameWINTER PARK PINES
School DistrictWinter Park High
Elementary SchoolBrookshire Elem
High SchoolWinter Park High
Listing VS Median (in WINTER PARK PINES)
Price:
$669,900
low | high
Med:
$639,000
54.61262875056% of Average
sqft:
1,770
low | high
Med:
1,539
63.050847457627% of Average
$ / sqft:
$378
low | high
Med:
$415
40.295226048402% of Average
On site:
52
low | high
Med:
416
12.5% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $502K - $837K
sqft: 1,000 - 2,000
Nearby Listings Property ImageNearby Listings Details
410 SAINT DUNSTAN WAY Property Photo 1
$500,000
410 Saint Dunstan Way
Winter Park, FL 32792
Listing Updated: September 4, 2026 at 9:40:50 AM PDT