Home in 433 Gilbert Rd Winter Park for sale with MLS# O6428430
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
433 Gilbert Rd, Winter Park, FL 32792
- Price:
- $675,000.00
- Original List Price:
- $675,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $381.36
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6428430
- Bedrooms:
- 3
- Bathrooms Total:
- 2
- Full Bath:
- 2
- Additional Rooms:
- Family Room
- Living Area:
- 1,770 Sqft
- Built-Up Area:
- 2,754 Sqft
- Lot Area:
- 9,230 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Paved, Sidewalk, Near Golf Course, Unincorporated, Landscaped
- Lot Size Acres:
- 0.21
- View from the Property:
- Trees/woods
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Gunite, In Ground, Screen Enclosure
- Security:
- Security System, Security System Owned
- Furnished:
- Unfurnished
- Appliances:
- Dishwasher, Disposal, Microwave, Refrigerator, Range
- Interior:
- Eat-in Kitchen, Walk-In Closet(s), Built-in Features, Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Stone Counters, Thermostat, Primary Bedroom Main Floor
- Exterior:
- Private Mailbox, Sidewalk, Rain Gutters, French Doors
- Patio and Porch:
- Deck, Porch, Screened, Covered, Front Porch, Rear Porch
- Windows:
- Shutters
- Laundry:
- In Garage
- Air Conditioning System:
- Central Air
- Heating System:
- Electric
- Fence:
- Vinyl, Fenced
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping
- Property Entrance Faces:
- East
- Other Equipment:
- Irrigation Equipment
- Year Built:
- 1965
- Roof:
- Shingle
- Architectural Style:
- Ranch
- Levels:
- One
- Construction Materials:
- Block
- Flooring:
- Laminate, Ceramic Tile, Terrazzo
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Property Description:
- Walk-up
- Homestead Property
- Tax Annual Amount:
- $4,032.00
- Tax Year:
- 2025
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, On Street, Workshop In Garage
- Sewer:
- Public Sewer
- Utilities Available:
- Electricity Connected, Sewer Connected, Water Connected, Broadband/High Speed Internet Available
- Water Source:
- Public
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?:
- Yes, Dogs Ok, Cats Ok
- Amenities Provided by the Homeowner's Association (HOA):
- Pool, Playground, Tennis Court(s), Trail(s), Golf Course, Pickleball Court(s)
- Subdivision Name:
- WINTER PARK PINES
- Community Features:
- Sidewalks, Park, Pool, Tennis Court(s), Playground
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- WINTER PARK PINES UNIT 5 Z/91 LOT 31 BLKD
- Real Estate Folio Number (Parcel Number):
- 09-22-30-9664-04-310
- Zoning:
- R-1A
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Gene Witt Elementary
- High School:
- Winter Park High
- Middle Or Junior School:
- Glenridge Middle
- Originally published on:
- July 27, 2026 8:03 pm
- Active on the market since:
- July 27, 2026
- Listing Agreement executed on:
- July 25, 2026
- Listing Status Last Changed On:
- July 27, 2026 8:03 pm
- Photos updated on:
- July 27, 2026 8:07 pm
- Last Modified:
- August 5, 2026 6:29 pm
- Courtesy of:
- KELLER WILLIAMS WINTER PARK
- Attribution:
- 407-545-6430
- Road Surface Type:
- Paved, Asphalt
- Street Name:
- GILBERT
- Street Number:
- 433
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32792
- County:
- Orange
- Latitude:
- N28° 35' 30.1''
- Longitude:
- W82° 41' 8.4''

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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates