433 Gilbert Rd Winter Park, FL 32792
Winter Park AreaEstimated payment $4,032/month
Highlights
- Golf Course Community
- Screened Pool
- Deck
- Winter Park High Rated A
- View of Trees or Woods
- Ranch Style House
About This Home
Under contract-accepting backup offers. 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
Listing Agent
KELLER WILLIAMS WINTER PARK Brokerage Phone: 407-545-6430 License #3334810 Listed on: 07/27/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,032
Year Built
- Built in 1965
Lot Details
- 9,230 Sq Ft Lot
- Unincorporated Location
- East Facing Home
- Vinyl Fence
- Mature Landscaping
- Irrigation Equipment
- Landscaped with Trees
- Property is zoned R-1A
Parking
- 2 Car Attached Garage
- Workshop in Garage
- Garage Door Opener
- Driveway
- On-Street Parking
Home Design
- Ranch Style House
- Slab Foundation
- Shingle Roof
- Block Exterior
Interior Spaces
- 1,770 Sq Ft Home
- Built-In Features
- Ceiling Fan
- Recessed Lighting
- Plantation Shutters
- French Doors
- Family Room Off Kitchen
- Combination Dining and Living Room
- Views of Woods
- Walk-Up Access
- Security System Owned
- Laundry in Garage
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Range
- Microwave
- Dishwasher
- Stone Countertops
- Disposal
Flooring
- Laminate
- Concrete
- Terrazzo
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- En-Suite Bathroom
- Walk-In Closet
- 2 Full Bathrooms
- Bathtub with Shower
- Shower
Pool
- Screened Pool
- In Ground Pool
- Gunite Pool
- Fence Around Pool
Outdoor Features
- Deck
- Covered Patio or Porch
- Rain Gutters
- Private Mailbox
Location
- Property is near golf course
Schools
- Brookshire Elementary School
- Glenridge Middle School
- Winter Park High School
Utilities
- Central Air
- Heating Available
- Thermostat
- High Speed Internet
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 31 / D
- Assessor Parcel Number 09-22-30-9664-04-310
Community Details
Overview
- No Home Owners Association
- Winter Park Pines Subdivision
Recreation
- Golf Course Community
- Tennis Courts
- Pickleball Courts
- Community Playground
- Community Pool
- Park
- Trails
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $4,032 | $269,858 | ||
| 2025 | $4,032 | $269,858 | ||
| 2024 | $3,558 | $262,763 | ||
| 2023 | $3,558 | $247,920 | $0 | $0 |
| 2022 | $3,421 | $240,699 | $0 | $0 |
| 2021 | $3,357 | $233,688 | $0 | $0 |
| 2020 | $3,194 | $230,462 | $0 | $0 |
| 2019 | $3,282 | $225,281 | $0 | $0 |
| 2018 | $3,254 | $221,080 | $0 | $0 |
| 2017 | $3,201 | $254,867 | $145,000 | $109,867 |
| 2016 | $3,172 | $228,331 | $130,000 | $98,331 |
| 2015 | $3,225 | $210,605 | $90,000 | $120,605 |
| 2014 | $3,287 | $180,751 | $75,000 | $105,751 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/21/2026 08/21/26 | Price Changed | $669,900 | -0.8% | $378 / Sq Ft |
| 07/27/2026 07/27/26 | For Sale | $675,000 | -- | $381 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | Accommodation | |
| Warranty Deed | $255,000 | Fidelity National Title Inc | |
| Warranty Deed | $122,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $250,000 | New Conventional | |
| Closed | $242,250 | New Conventional |
Source: Stellar MLS
MLS Number: O6428430
APN: 09-2230-9664-04-310
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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