Home in 433 Gilbert Rd Winter Park for sale with MLS# O6428430

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, repaired beam, resurfacing, 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

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433 Gilbert Rd, Winter Park, FL 32792

Price
Price:
$675,000.00
Original List Price:
$675,000.00
List Price per Sq Ft (Calculated, Approx.):
$381.36
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6428430
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Family Room
Measures
Living Area:
1,770 Sqft
Built-Up Area:
2,754 Sqft
Lot Area:
9,230 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Paved, Sidewalk, Near Golf Course, Unincorporated, Landscaped
Lot Size Acres:
0.21
Property Features
View from the Property:
Trees/woods
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground, Screen Enclosure
Security:
Security System, Security System Owned
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Microwave, Refrigerator, Range
Interior:
Eat-in Kitchen, Walk-In Closet(s), Built-in Features, Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Stone Counters, Thermostat, Primary Bedroom Main Floor
Exterior:
Private Mailbox, Sidewalk, Rain Gutters, French Doors
Patio and Porch:
Deck, Porch, Screened, Covered, Front Porch, Rear Porch
Windows:
Shutters
Laundry:
In Garage
Air Conditioning System:
Central Air
Heating System:
Electric
Fence:
Vinyl, Fenced
Vegetation and Trees:
Trees/landscaped, Mature Landscaping
Property Entrance Faces:
East
Other Equipment:
Irrigation Equipment
Construction
Year Built:
1965
Roof:
Shingle
Architectural Style:
Ranch
Levels:
One
Construction Materials:
Block
Flooring:
Laminate, Ceramic Tile, Terrazzo
Foundation Details:
Slab
Flood Zone Code:
X
Property Description:
Walk-up
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$4,032.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener, On Street, Workshop In Garage
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Sewer Connected, Water Connected, Broadband/High Speed Internet Available
Water Source:
Public
Community
Minimum Lease Term:
8-12 Months
Pets Allowed?:
Yes, Dogs Ok, Cats Ok
Amenities Provided by the Homeowner's Association (HOA):
Pool, Playground, Tennis Court(s), Trail(s), Golf Course, Pickleball Court(s)
Subdivision Name:
WINTER PARK PINES
Community Features:
Sidewalks, Park, Pool, Tennis Court(s), Playground
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WINTER PARK PINES UNIT 5 Z/91 LOT 31 BLKD
Real Estate Folio Number (Parcel Number):
09-22-30-9664-04-310
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Gene Witt Elementary
High School:
Winter Park High
Middle Or Junior School:
Glenridge Middle
Listing History
Originally published on:
July 27, 2026 8:03 pm
Active on the market since:
July 27, 2026
Listing Agreement executed on:
July 25, 2026
Listing Status Last Changed On:
July 27, 2026 8:03 pm
Photos updated on:
July 27, 2026 8:07 pm
Last Modified:
August 5, 2026 6:29 pm
Additional Information
Courtesy of:
KELLER WILLIAMS WINTER PARK
Attribution:
407-545-6430
Road Surface Type:
Paved, Asphalt
Location
Street Name:
GILBERT
Street Number:
433
City:
WINTER PARK
State:
Florida
Zip Code:
32792
County:
Orange
Latitude:
N28° 35' 30.1''
Longitude:
W82° 41' 8.4''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $66,176
Median Home Value $343,500
Median Rent $1,612/mo
Median Age 34
Population 52,794
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 5, 2026, 6:29 PM.