433 Gilbert Rd, WINTER PARK, FL

$669,900

3

Beds

2

Baths

1,770

Square feet

0.21

Acres

WINTER PARK PINES

About 433 Gilbert Rd

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

Features of 433 Gilbert Rd

MLS® # O6428430
Price $669,900
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 1,770
Acres 0.21
Year Built 1965
Type Residential
Sub-Type Single Family Residence
Style Ranch
Status Active

Community Information

Address 433 Gilbert Rd
Area Winter Park/Aloma
Subdivision WINTER PARK PINES
City WINTER PARK
County Orange
State FL
Zip Code 32792-4826

Amenities

Amenities Golf Course, Pickleball Court(s), Playground, Pool, Tennis Court(s), Trail(s)
Parking Driveway, Garage Door Opener, On Street, Workshop in Garage
# of Garages 2
View Trees/Woods
Is Waterfront No
Has Pool Yes

Interior

Interior Features Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
Appliances Dishwasher, Disposal, Microwave, Range, Refrigerator
Heating Electric
Cooling Central Air
Fireplace No

Exterior

Exterior Features French Doors, Irrigation System, Private Mailbox, Rain Gutters, Sidewalk
Lot Description Landscaped, Near Golf Course, Sidewalk, Unincorporated
Roof Shingle
Foundation Slab

School Information

Elementary Brookshire Elem
Middle Glenridge Middle
High Winter Park High

Taxes & HOA Fees

Taxes $4,032
Has HOA No

Additional Information

Date Listed July 27th, 2026
Days on Market 35
Zoning R-1A
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeKELLER WILLIAMS WINTER PARK

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?