433 Gilbert Road, Winter Park, FL 32792
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
433 Gilbert Road,Winter Park, FL 32792
$669,900
- 3 Beds
- 2 Baths
- 1,800 sq. ft.
- Single family
- Active
Listed by: amy turner
Office: keller williams winter park
MLS#:O6428430
Source:MFRMLS
Price summary
- Price:$669,900
- Price per sq. ft.:$243.25
About this home
A RARE SECOND CHANCE IN WINTER PARK PINES! This beautifully updated three-bedroom, two-bath POOL home is available again, giving one fortunate buyer another opportunity to make it theirs. This beautifully updated and spacious 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. Less than 10 minute drive to Park Ave luxury shopping and dining experiences. 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 PANEL - 2021, HVAC - 12/1997...
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Home facts
- Year built:1965
- Subdivision & Development:WINTER PARK PINES
- Listing ID #:O6428430
- Added:104 day(s) ago
- Updated:November 09, 2026 at 02:18 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Ceramic Tile, Laminate, Terrazzo
- Dining Description:Eat In Kitchen, Living Room/Dining Room Combo
- Kitchen Description:Dishwasher, Disposal, Eat-in Kitchen, Kitchen/Family Room Combo, Microwave, Range, Refrigerator, Stone Counters
- Bedroom Description:Primary Bedroom Main Floor, Walk-In Closet(s)
- Living area:1,800 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Electric
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1965
- Building area:1,800 sq. ft.
- Lot area:0.21 Acres
- Lot Features:Landscaped, Near Golf Course, Paved, Sidewalk, Unincorporated
- Architectural Style:Ranch
- Construction Materials:Block
- Exterior Features:Covered Porch/Patio, Deck, Front Porch, Porch, Private Mailbox, Rain Gutters, Rear Porch, Screened, Sidewalk
- Foundation Description:Slab
- Levels:1 Story
Schools
- High school:Winter Park High
- Middle school:Glenridge Middle
- Elementary school:Brookshire Elem
Utilities
- Water:Public, Water Connected
- Sewer:Public Sewer, Sewer Connected
Finances and disclosures
- Price:$669,900
- Price per sq. ft.:$243.25
- Tax amount:$4,032 (2025)
Features and amenities
- Appliances:Dishwasher, Disposal, Irrigation Equipment, Microwave, Range, Refrigerator
- Laundry features:In Garage
- Amenities:BB/HS Internet Available, Built-In Features, Ceiling Fans(s), Eat-in Kitchen, Golf Course, Irrigation Equipment, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Pickleball Court(s), Playground, Pool, Primary Bedroom Main Floor, Stone Counters, Tennis Court(s), Thermostat, Trail(s), Walk-In Closet(s)
- Pool features:Gunite, In Ground, Pool, Private Pool, Screen Enclosure
Parking
- Parking description:Attached Garage, Driveway, Garage Door Opener, On Street, Workshop in Garage
- Garage:Yes
- Garage spaces:2
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