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433 Gilbert Road, Winter Park, FL

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$669,900

($378/sqft)

List Status: Contingent
433 Gilbert Road
Winter Park, FL 32792


3 beds
2 baths
1770 living sqft
Top Features
  • View: Trees/Woods
  • Subdivision: Winter Park Pines
  • Built in  1965
  • Single Family Residence
Description
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 s
Property Details
Property Features
Property Sub Type
Single Family Residence
View
Trees/Woods
Parking
Driveway, On Street, Garage Door Opener, Workshop in Garage
Pool
Screen Enclosure, Gunite, In Ground
County
Orange
Subdivision
WINTER PARK PINES
Additional Information
Additional Lease Restrictions
Buyer to verify lease restrictions with Orange County.
Additional Parcels YN
false
Additional Rooms
Family Room
Additional Water Information
Public Boat Ramp to Winter Park Chain of Lakes located less than 10 minutes drive.
Alternate Key Folio Num
09-22-30-9664-04-310
Amenities Additional Fees
Winter Park Pines 18 is a Public Golf Course, membership not required. Cady Way Pool also has membership availability.
Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator
Architectural Style
Ranch
Association Amenities
Golf Course, Pickleball Court(s), Playground, Pool, Tennis Court(s), Trail(s)
Association YN
false
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
2
Building Area Source
Public Records
Building Area Total
2754
Building Area Total Srch SqM
255.85
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
378.47
Carport YN
false
Community Features
Park, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block
Cooling
Central Air
Country
US
Cumulative Days On Market
38
Current Price
669900.00
Direction Faces
East
Elementary School
Brookshire Elem
Expected Closing Date
2026-10-15T00:00:00.000
Exterior Features
Private Mailbox, Rain Gutters, Sidewalk
Fencing
Fenced, Vinyl
Fireplace YN
false
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0255F
Flooring
Ceramic Tile, Laminate, Terrazzo
Foundation Details
Slab
Furnished
Unfurnished
Garage Spaces
2
Garage YN
true
Heating
Electric
High School
Winter Park High
Homestead YN
1
Interior Features
Built-in Features, Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
In Garage
Lease Restrictions YN
1
Levels
One
List AOR
Orlando Regional
Living Area Meters
164.44
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Features
Landscaped, Near Golf Course, Sidewalk, Paved, Unincorporated
Lot Size Acres
0.21
Lot Size Square Feet
9230
Lot Size Square Meters
857
Middle Or Junior School
Glenridge Middle
Minimum Lease
8-12 Months
Modification Timestamp
2026-09-04T14:09:11.606Z
New Construction YN
false
Occupant Type
Owner
Other Equipment
Irrigation Equipment
Ownership
Fee Simple
Parcel Number
09-22-30-9664-04-310
Patio And Porch Features
Covered, Deck, Front Porch, Porch, Rear Porch, Screened
Pet Restrictions
Buyer to verify pet restrictions with Orange County.
Pets Allowed
Cats OK, Dogs OK, Yes
Pool Private YN
true
Postal Code Plus 4
4826
Previous List Price
675000
Price Change Timestamp
2026-08-21T01:22:00.000Z
Property Description
Walk-Up
Public Survey Range
30
Public Survey Section
09
Purchase Contract Date
2026-09-03
RATIO Current Price By Calculated SqFt
378.47
Realtor Info
As-Is, See Attachments, Sign
Road Surface Type
Asphalt, Paved
Roof
Shingle
Room Count
10
Security Features
Security System, Security System Owned
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Sentri Lock Box, Appointment Only, See Remarks, ShowingTime
Spa YN
false
Status Change Timestamp
2026-09-04T14:07:18.000Z
Tax Annual Amount
4032
Tax Block
D
Tax Book Number
Z-91
Tax Legal Description
WINTER PARK PINES UNIT 5 Z/91 LOT 31 BLKD
Tax Lot
31
Tax Year
2025
Total Acreage
0 to less than 1/4
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
22
Universal Property Id
US-12095-N-092230966404310-R-N
Unparsed Address
433 GILBERT RD
Utilities
BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected
Vegetation
Mature Landscaping, Trees/Landscaped
Water Source
Public
Waterfront YN
false
Window Features
Shutters
Zoning
R-1A
Neighborhood Map
Popup

Property Photos

MLS #MFRO6428430 Listing courtesy of Keller Williams Winter Park provided by Stellar MLS.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 9/11/26 4:15 PM) |

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BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

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