5561 CYPRESS HILL RD

Winter Garden, FL 142

Price: $595,000

3 beds | 3 baths | 2 garages
Living area: 2470 sq ft
Year built: 2016

Financial Information

Taxes: $5,338.72 (2025)
Total Monthly Assoc. Fees: $188
CDD: No

Subdivision Name: ORCHARD HILLS PHASE 2
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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!

Land, Site, and Tax Information

Legal description: ORCHARD HILLS PHASE 2 85/35 LOT 358
Parcel ID: 152327584903580
Lot size: 0.10 acres
Zoning: ORG-P-D
Front exposure: South
Water access: No-
Water name:

Interior Information

Utilities: Cable Available, Water Available, Electricity Available, Electricity Connected
Flooring covering: ,
A/C: Central Air
Heat/Fuel: Central, Electric
Water: Public
Sewer: Public Sewer
Room type Dimensions Level Length Width
Primary Bathroom Second
Primary Bedroom 15x17 Second 17 15
Bedroom 2 12x11 Second 11 12
Bedroom 3 12x11 Second 11 12
Living Room 18x17 First 17 18
Dining Room 13x11 First 11 13
Kitchen 10x10 First 10 10
Bathroom 2 Second
Bathroom 3 First
Laundry Second
Den 13x11 First 11 13
Balcony/Porch/Lanai 12x10 First 10 12
Balcony/Porch/Lanai Second

Exterior Information

Ext construction: , ,
Roof:
Foundation:
Architectural style:
Ext features: Balcony, Sidewalk, Rain Gutters
Patio And Porch Features: Screened, Front Porch, Rear Porch
Private pool: No
Pool features:

Community Information

Association: Yes
HOA fee: $565
HOA fee frequency: Quarterly
Fee includes:
Community features:
Association amenities:
Elementary school: Keene Crossing Elementary
Middle school: Bridgewater Middle
High school: Windermere High School

Open House History

  • 02/22/2605:00 PM to 08:00 PM

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