Find a Home

Save
Ask
Tour
Hide
Share
$595,000
7 Days On Site

5561 CYPRESS HILL ROAD
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,470
SqFt
$241
/SqFt
2016
Built
Subdivision:
ORCHARD HILLS PHASE 2
County:
Orange
Call Now: 407-495-2546
Is this the listing for you? We can help make it yours.
407-495-2546
5561 CYPRESS HILL ROAD5561 CYPRESS HILL ROAD5561 CYPRESS HILL ROAD5561 CYPRESS HILL ROAD
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$2,715
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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!

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$595,000
Days On Site 
7 Days
Bedrooms 
3
Inside Area (SqFt) 
2,470 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.1 Acres
Year Built 
2016
MLS® Number 
O6383015
Status 
Active
Property Tax 
$5,338.72
HOA/Condo/Coop Fees 
$188.33 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 hours agoListing updated with changes from the MLS®
6 days agoStatus changed to Active
a week agoListing first seen on site
General Features
Acres 
0.1
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayAttached
Pets 
Cats OKDogs OKYes
Property Sub Type 
Single Family Residence
Security 
Fire Sprinkler System
Sewer 
Public Sewer
SqFt Total 
3698
Utilities 
Cable AvailableWater AvailableElectricity AvailableElectricity Connected
Water Source 
Public
Zoning 
ORG-P-D
Interior Features
Appliances 
MicrowaveRangeRefrigeratorDishwasherDisposalElectric Water Heater
Cooling 
Central Air
Flooring 
TileCarpet
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Open FloorplanStone CountersWalk-In Closet(s)
Laundry Features 
Laundry RoomElectric Dryer HookupInsideUpper LevelWasher Hookup
Balcony/Porch/Lanai 
Dimensions - 12x10Level - First
Bathroom 2 
Level - Second
Bathroom 3 
Level - First
Bedroom 2 
Dimensions - 12x11Level - Second
Bedroom 3 
Dimensions - 12x11Level - Second
Den 
Dimensions - 13x11Level - First
Dining Room 
Dimensions - 13x11Level - First
Kitchen 
Dimensions - 10x10Level - FirstFeatures - Pantry
Laundry 
Level - Second
Living Room 
Dimensions - 18x17Level - First
Master Bathroom 
Level - SecondFeatures - Double Vanity, Stone Counters
Master Bedroom 
Dimensions - 15x17Level - SecondFeatures - Ceiling Fan(s)
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
StuccoBlockConcrete
Exterior 
BalconyRain Gutters
Patio And Porch 
ScreenedFront PorchRear Porch
Roof 
Shingle
View 
PondWater
Waterview 
PondWater
Community Features
Association Dues 
565
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Quarterly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Keene Crossing Elementary
Middle School
Bridgewater Middle
High School
Windermere High School
Listing courtesy of WATSON REALTY CORP (407) 973-4026



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-22 07:28 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share