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433 Gilbert Road , Winter Park, FL 32792

$675,000
  • 433 Gilbert Road , Winter Park, FL 32792 Main Photo

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New to the Market Active
BEDS3 BATHS2 full SQUARE FEET1,770 MLS#O6428430
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONWINTER PARK PINES

Property Description

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, beam, resurfacing, and 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 Road | MLS# O6428430

This single family home located at 433 Gilbert Road , Winter Park, FL 32792 is currently listed for sale with an asking price of $675,000. This property was built in 1965 and has 3 bedrooms and 2 full baths with 1770 sq. ft. Gilbert Road is located in the WINTER PARK PINES subdivision. Search WINTER PARK PINES real estate on sedwards.realty100.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Electric
Home Style: Ranch
Lot Size: 0.21 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $4,032
Year Built: 1965

Amenities

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)
French Doors
Private Mailbox
Rain Gutters
Sidewalk

Feature Descriptions

Additional Rooms: Family Room
Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
Association Amenities: Golf Course, Pickleball Court(s), Playground, Pool, Tennis Court(s), Trail(s)
Community Features: Park, Playground, Pool, Sidewalks, Tennis Court(s)
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.
Exterior: Block
Fencing: Fenced, Vinyl
Flood Zone Code: X
Flooring: Ceramic Tile, Laminate, Terrazzo
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: Landscaped, Near Golf Course, Sidewalk, Paved, Unincorporated
Lot Dimensions: 0.21
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, On Street, Workshop in Garage
Parking Notes: Driveway, Garage Door Opener, On Street, Workshop in
Patio/Porch: Covered, Deck, Front Porch, Porch, Rear Porch, Screened
Pets Allowed: Cats OK, Dogs OK, Yes
Pets Restrictions: Buyer to verify pet restrictions with Orange County.
Pool: Gunite, In Ground, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System, Security System Owned
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, Appointment Only, See Remarks, ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Windows: Shutters
Zoning: R-1A

Room Sizes

Living Room: 21x12
Family Room: 16x15
Kitchen: 13x11
Dining Room: 12x10
Primary Bedroom: 15x12
Bedroom 2: 18x11
Bedroom 3: 15x11
Balcony/Porch/Lanai: 29x9

Local Schools

High School: Winter Park High
Middle School: Glenridge Middle
Elementary School: Brookshire Elem

Listed By / Shown By

Listed By

Agency Name: KELLER WILLIAMS WINTER PARK
Agency Contact: 407-545-6430

Shown By

Agent Name: Sharon Edwards
Agent Phone:
Agency Title: Realty 100

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Estimated Payment

$ 2,035.13 per month $1,502.26 Principal & Interest $336.00 Property Tax $196.88 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/28/2026. The listing information on this page last changed on 07/28/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/28/2026 12:00:28 AM EST) or Miami MLS (last updated Mon 07/27/2026 11:48:40 PM EST) or Stellar MLS (last updated Mon 07/27/2026 11:44:04 PM EST) or Beaches MLS (last updated Mon 07/27/2026 11:49:01 PM EST). Real estate listings held by brokerage firms other than Realty 100 may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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