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5561 Cypress Hill Road, Winter Garden, FL 34787

$595,000
Featured Listing
BEDS3 BATHS2 full 1 partial SQUARE FEET2,470 MLS#O6383015
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5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
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5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787
5561 Cypress Hill Road, Winter Garden, FL 34787

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!

5561 Cypress Hill Road | MLS# O6383015

This single family home located at 5561 Cypress Hill Road, Winter Garden, FL 34787 is currently listed for sale by WATSON REALTY CORP, with an asking price of $595,000. This property was built in 2016 and has 3 bedrooms and 2 full and 1 partial baths with 2470 sq. ft. Cypress Hill Road is located in the ORCHARD HILLS subdivision. Search ORCHARD HILLS real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central, Electric
Lot Size: 0.10 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $5,338
Year Built: 2016
Square Feet: 2,470

Amenities

Open Floorplan
PrimaryBedroom Upstairs
Stone Counters
Walk-In Closet(s)
Ceiling Fans(s)
Balcony
Sidewalk
Rain Gutters

Feature Descriptions

Additional Rooms: Inside Utility, Loft, Den/Library/Office, Storage Rooms
Appliances: Microwave, Range, Refrigerator, Dishwasher, Disposal, Electric Water Heater
Days on Site: 14
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.
Exterior: Stucco, Block, Concrete
Flood Zone Code: X
Flooring: Tile, Carpet
Foundation: Slab
HOA Fee: 565/ Quarterly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 0.1
Ownership: Fee Simple
Parking: Driveway
Parking Notes: Driveway
Patio/Porch: Screened, Front Porch, Rear Porch
Pets Allowed: Cats OK, Dogs OK, Yes
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Fire Sprinkler System
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box,24 Hour Notice, Appointment Only, See Remarks, ShowingTime
Special Sale Provisions: None
Utilities: Cable Available, Water Available, Electricity Available, Electricity Connected
Water: Public
Water Access Y/N: No
Water View: Pond
Zoning: ORG-P-D

Room Sizes

Primary Bedroom: 15x17
Bedroom 2: 12x11
Bedroom 3: 12x11
Living Room: 18x17
Dining Room: 13x11
Kitchen: 10x10
Den: 13x11
Balcony/Porch/Lanai: 12x10

Local Schools

High School: Windermere High School
Middle School: Bridgewater Middle
Elementary School: Keene Crossing Elementary

Listed By / Shown By

Listed By

Agency Name: WATSON REALTY CORP

agent picture

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651

Estimate Your Payment

Estimated Payment

$ 3,487.55 per month $2,869.18 Principal & Interest $444.83 Property Tax $173.54 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)
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 03/02/2026. The listing information on this page last changed on 03/02/2026. 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 Mon 03/02/2026 11:26:32 AM EST) or GAMLS (last updated Mon 03/02/2026 11:15:11 AM EST) or Stellar MLS (last updated Mon 03/02/2026 11:16:10 AM EST) or SPC MLS (last updated Mon 03/02/2026 11:19:52 AM EST) or Martin MLS (last updated Mon 03/02/2026 11:23:44 AM EST) or Indian River MLS (last updated Mon 03/02/2026 11:20:49 AM EST) or Daytona MLS (last updated Mon 03/02/2026 11:16:51 AM EST) or Northeast Florida MLS (last updated Mon 03/02/2026 11:21:22 AM EST) or Beaches MLS (last updated Mon 03/02/2026 11:17:20 AM EST) or BORMLS (last updated Mon 03/02/2026 11:25:25 AM EST) or Golden Isles MLS (last updated Mon 03/02/2026 11:16:32 AM EST) or Amelia/Nassau MLS (last updated Mon 03/02/2026 11:20:30 AM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/02/2026 11:22:37 AM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® 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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