433 Gilbert Road

Winter Park, FL 32792 (MLS # O6428430)

Description.

**DONT MISS OUT!** Welcome home to the Winter Park Pines where trees line the streets and the mailman delivers right to your door. This beautifully updated and spacious 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. 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

Features

  • AIR

    Central Air

  • AIR CONDITIONING

    Yes

  • APPLIANCES

    Dishwasher, Disposal, Microwave, Range, Refrigerator

  • AREA

    32792 - Winter Park/Aloma

  • CONSTRUCTION

    Block

  • EXTERIOR

    Rain Gutters

  • GARAGE

    Yes

  • HEAT

    Electric

  • INTERIOR

    Built-in Features, Eat-in Kitchen, Stone Counters, Walk-In Closet(s)

  • LOT

    9148 sq ft

  • LOT DESCRIPTION

    Landscaped, Near Golf Course, Paved

  • PARKING

    Driveway, Garage Door Opener, On Street, Workshop in Garage, Attached

  • POOL

    Yes

  • POOL DESCRIPTION

    Gunite, In Ground, Screen Enclosure, Private

  • SEWER

    Public Sewer

  • STORIES

    1

  • STYLE

    Ranch

  • SUBDIVISION

    WINTER PARK PINES

  • TAXES

    4032

  • UTILITIES

    Electricity Connected, Sewer Connected, Water Connected

  • VIEW

    Yes

  • VIEW DESCRIPTION

    Trees/Woods

  • WATER

    Public

Location

Resources

Details: (1173398075) | [1789895028]

Price $669,900
Status Active
Beds 3
Baths 2 Baths
Home size 1,800 sqft
Lot Size 9,148 sqft
Days on Market 57
**DONT MISS OUT!** Welcome home to the Winter Park Pines where trees line the streets and the mailman delivers right to your door. This beautifully updated and spacious 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. 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
Property Type(s): Single Family
Last Updated 9/17/2026 Tract WINTER PARK PINES
Year Built 1965 Community 32792 - Winter Park/Aloma
Garage Spaces 2.0 County Orange

SCHOOLS

Elementary School Brookshire Elem
Jr. High School Glenridge Middle
High School Winter Park High

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Microwave, Range, Refrigerator
AREA 32792 - Winter Park/Aloma
CONSTRUCTION Block
EXTERIOR Rain Gutters
GARAGE Yes
HEAT Electric
INTERIOR Built-in Features, Eat-in Kitchen, Stone Counters, Walk-In Closet(s)
LOT 9148 sq ft
LOT DESCRIPTION Landscaped, Near Golf Course, Paved
PARKING Driveway, Garage Door Opener, On Street, Workshop in Garage, Attached
POOL Yes
POOL DESCRIPTION Gunite, In Ground, Screen Enclosure, Private
SEWER Public Sewer
STORIES 1
STYLE Ranch
SUBDIVISION WINTER PARK PINES
TAXES 4032
UTILITIES Electricity Connected, Sewer Connected, Water Connected
VIEW Yes
VIEW DESCRIPTION Trees/Woods
WATER Public
Listing provided by Amy Turner, KELLER WILLIAMS WINTER PARK, 407-545-6430
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 9/20/26 2:03 AM PDT.

This IDX solution is (c) Diverse Solutions 2026.

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