433 GILBERT ROAD Winter Park, FL $ 675,000
433 GILBERT ROAD
$ 675,000
Recently Listed
Open House 8/1 12pm - 2pm
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433 GILBERT ROAD

Winter Park, FL, 32792
$ 675,000
Bedrooms3 Baths2.0 Sq 1,770

Monthly Estimate*

$ 4,262

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Single Family Home for sale in Winter Park, FL

for $675,000 with 3 bedrooms and 2 full baths. This 1,770 square foot home was built in 1965 on a lot size of 0.21.

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

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Open House

8/1/2026 12:00 PM - 2:00 PM
433 GILBERT ROAD Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 675,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 4,032

Style

Ranch

Lot Size

0.21

Year Built

1965

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6428430

Features
General
Sewer Public Sewer
Heating Electric
Cooling Central Air
Utilities BB/HS Internet Available Electricity Connected Sewer Connected Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Disposal Microwave Range Refrigerator
Zoning R-1A
Garage Spaces 2
Patio/Porch Features Covered Deck Front Porch Porch Rear Porch Screened
Architectural Style Ranch
Pool Features Gunite In Ground Screen Enclosure
Security Features Security System Security System Owned
Construction Materials Block
Pets Allowed Cats OK Dogs OK Yes
Year Built 1965
View Trees/Woods
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Park Playground Pool Sidewalks Tennis Court(s)
County Orange
New Construction false
Property Type Residential
Association Amenities Golf Course Pickleball Court(s) Playground Pool Tennis Court(s) Trail(s)
Attached Garage true
Subdivision Name WINTER PARK PINES
Facing Direction East
Garage Y/N true
Total Rooms 10
Full Baths 2
Status Active
Directions From downtown Winter Park head east on Fairbanks Ave. Turn right on N Ranger Road right on Bower Road and wind the left on Gilbert Road. 433 Gilbert Road will be on your right.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32792 - Winter Park/Aloma
Lot Size Units Square Feet
Lot Size Square Feet 9230
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Brookshire Elem
Land Lease Y/N false
Tax Annual Amount 4032
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://vimeo.com/1213147025/604335112a
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 31
Legal Description WINTER PARK PINES UNIT 5 Z/91 LOT 31 BLKD
Minimum Lease 8-12 Months
Water Access Y/N false
Additional Rooms Family Room
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
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Interior
Interior Amenities 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)
Flooring Ceramic Tile Laminate Terrazzo
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Shutters
Fireplace Y/N false
Half Baths 0
Laundry Features In Garage
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities French Doors Irrigation System Private Mailbox Rain Gutters Sidewalk
Vegetation Mature Landscaping Trees/Landscaped
Fencing Fenced Vinyl
Parking Features Driveway Garage Door Opener On Street Workshop in Garage
Lot Features Landscaped Near Golf Course Sidewalk Unincorporated
Water Source Public
Lot Size Area 9230
Foundation Details Slab
Spa false
Building Area Total 2754
Lot Size Acres 0.21
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Offers@theturnergroup.com

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Affordability Calculator

$4,598
Per Month
93%
7%
0%
Monthly Principal & Interest
$4,262
Monthly Property Taxes
$336
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
7/27/2026$675,000 Listed Price

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433 GILBERT ROAD, Winter Park, FL, 32792 is a Single Family Home for sale at $675,000 with 1,770 sqft and a lot size of 0.21. 433 GILBERT ROAD has 3 bedrooms, 2.0 baths, and was built in 1965. The property's zip code is 32792 which is in Winter Park, FL