Sell Your Home
Get a free home valuation
Contact
Tell us about your needs

433 GILBERT ROAD

House For Sale
$675,000

BTC: 10.50175029

ETH: 354.77021402

5 days
3 bds
2 ba
1,770 sqft

Overview

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

Location

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener / On Street / Workshop in Garage
Year Built:
1965
Lot:
0.21 Acres
Heating:
Electric
Price/sqft:
$381
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$449,950
$360K – $663K
Confidence Low
List vs. estimate
$225K above estimate
List $675,000 · +50.0%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$381
-10.3% vs. city median $425
Based on
48 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$4,032
2025
Pool
Gunite
View
Trees/Woods
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Ceramic Tile

    • Laminate

    • Terrazzo

    Heating

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Disposal

    • Microwave

    • Range

    • Refrigerator

    Other 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)

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Full bathrooms: 2

  • Parking

    • Driveway

    • Garage Door Opener

    • On Street

    • Workshop in Garage

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: French Doors / Irrigation System / Private Mailbox / Rain Gutters / Sidewalk

    Lot

    • Lot: 0.21 Acres

    Other Property Information

    • Parcel Number: 092230966404310

    • Zoning: R-1A

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Electricity Connected

    • Sewer Connected

    • Water Connected

  • Other financial information

    • Annual tax amount: $4,032

  • Source details

    • MLS ID: O6428430

    Other facts

    • Construction Materials: Block

    • Foundation Details: Slab

    • Laundry Features: In Garage

    • Lot Features: Landscaped / Near Golf Course / Sidewalk / Unincorporated

    • Patio And Porch Features: Covered / Deck / Front Porch / Porch / Rear Porch / Screened

    • Pool Features: Gunite / In Ground / Screen Enclosure

    • Window Features: Shutters

    • Direction Faces: East

    • Architectural Style: Ranch

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 1770

    • Water Source: Public

    • Subdivision Name: WINTER PARK PINES

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

New
For Sale
$499,000
House
3 bds · 2 ba · 1,643 sqft
PHILLIPS REP 01 LAKEWOOD, ORLANDO
1714 N BUMBY AVENUE
New
For Sale
$825,000
Townhouse
3 bds · 3 ba · 1,950 sqft
BALDWIN PARK, ORLANDO
1152 LAKE BALDWIN LANE
New
For Sale
$530,000
House
3 bds · 1 ba · 1,314 sqft
BROOKSHIRE HEIGHTS 1ST ADD, WINTER PARK
2552 BROOKSHIRE AVENUE
New
For Sale
$550,000
House
5 bds · 2 ba · 2,536 sqft
BLUE DIAMOND, ORLANDO
842 DENNIS AVENUE
New
For Sale
$650,900
Multi-family
5 bds · 1,974 sqft
GRAND PINES, WINTER PARK
5427 PEACO PLACE
For Sale
$795,000
House
3 bds · 2 ba · 1,563 sqft
LAKEVIEW TERRACE, WINTER PARK
1850 BRYAN AVENUE
For Sale
$684,000
House
4 bds · 2 ba · 1,605 sqft
WINTER PARK PINES REP, WINTER PARK
2833 PRINCE JOHN ROAD
For Sale
$499,000
Commercial
0 room(s) · 920 sqft
ALOMA, WINTER PARK
230 STRATHY LANE

Market around this address

Live counts in the same area.
View all

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: KELLER WILLIAMS WINTER PARK