5561 CYPRESS HILL ROAD, Winter Garden, FL 34787

• 3 beds |
• 3 baths |
• 2,470 sqft

Property Description

Welcome home to this truly exceptional, move-in ready two-story gem in the highly desirable Orchard Hills community of Winter Garden—showing like a brand-new model home! Meticulously maintained by the owners, this nine-year-old home feels fresh, modern, and beautifully cared for from the moment you arrive. Step inside to an inviting open-concept design featuring stylish wood-look tile throughout the first floor, a bright and spacious living area, and a stunning, modern kitchen complete with a large center island, stainless steel appliances, quartz countertops, and abundant cabinetry—perfect for entertaining or everyday living. A versatile bonus room near the rear of the home offers the ideal space for a home office or guest retreat, along with a convenient half bath and extra storage. Enjoy Florida living with the charming, enclosed patio that connects to the rear-entry two-car garage with additional storage. Upstairs, a generous loft leads to three bedrooms, including a serene primary suite with a private balcony overlooking tranquil pond views. The spa-like ensuite bath features a walk-in shower, soaking tub, and private water closet. Additional upgrades include a full home fire sprinkler system, helping reduce homeowners’ insurance costs, and rain gutters. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention—making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!

Listing Status:

Active

Date Added:

February 16, 2026

Data Last Updated:

February 18, 2026 at 1:23AM

Listing Office:

WATSON REALTY CORP : 407-332-6000

Listing Agent:

Kathy McDonald : 407-973-4026

MLS ID:

O6383015

Interior

• General: Open FloorplanPrimaryBedroom UpstairsStone CountersWalk-In Closet(s)Ceiling Fans(s)
• Rooms: Inside UtilityLoftDen/Library/OfficeStorage Rooms
• Appliances: MicrowaveRangeRefrigeratorDishwasherDisposalElectric Water Heater
• Laundry: Laundry RoomElectric Dryer HookupInsideUpper LevelWasher Hookup
• Flooring: TileCarpet
• A/C: Central Air
• Heating: CentralElectric

Exterior

• General: BalconySidewalkRain Gutters
• Other Structures: Front PorchRear PorchScreened
• Parking: Driveway

Construction

• Roofing: Shingle
• General: StuccoBlockConcreteTwoSlab

Location

• Road/Access: Asphalt
• HOA Amenities: 565.0Quarterly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: ORG-P-DORCHARD HILLS PHASE 2 85/35 LOT 35815-23-27-5849-03-580
• View: Water

Utilities

• Utilities: Cable AvailableWater AvailableElectricity AvailableElectricity Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple