5561 CYPRESS HILL, WINTER GARDEN, FL 34787
$595,000
Beds: 3
Baths: 2 Full / 1 Half
Sq. Ft.: 2,470 Sq. Ft.
Year Built: 2016
Lot Size: 0.1 Acres
Garage: 2
Pool: No
DOM: 16












































Property Overview
Status: Active
Property Type: Residential
MLS #: b92a7a06c4541041f1eae9dfaeda06a5
Subdivision: ORCHARD HILLS PHASE 2
County: Orange
HOA Fee: $565 (Quarterly)
Year Built: 2016
Construction: Stucco, Block, Concrete
Foundation: Slab
Roof: Shingle
Cooling: Central Air
Heating: Central, Electric
Sewer: Public Sewer
Water Source: Public
Zoning: ORG-P-D
Tax Amount: $5,338.72 (2025)
Listed On: Feb 16, 2026
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!
Exterior Features
Balcony, Sidewalk, Rain Gutters
Directions
FL 429 to Winter Garden Vineland Rd and 535; turn left on 535, then right on Tilden Rd. and left on Tiny Rd, then left on Cypress Hill Rd. House is on the left.
School Information
Elementary: Keene Crossing Elementary
Middle: Bridgewater Middle
High: Windermere High School
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
WATSON REALTY CORP
Listing Agent: Kathy McDonald
Information is deemed reliable but not guaranteed. Information provided is 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.
Data last updated: March 29, 2026, 7:56 pm UTC
MLS Source: Stellar MLS Copyright © 2026
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