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Off market
  • $565,500

    5555 Cypress Hill Rd, Winter Garden, FL 34787

    3beds
    2,350sqft
    Single Family Residence
    Built in 2016
    6,547 Square Feet Lot
    $565,500 Zestimate®
    $241/sqft
    $3,017 Estimated rent

    Home value

    $565,500

    $537,000 - $594,000

    $3,017/mo

    Zestimate® history
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    What's special

    EXQUISITE WINTER GARDEN HOME LOCATED IN ORCHARD HILLS. WATCH the DISNEY FIREWORKS FROM THIS LARGE CORNER LOT 3 BED/2.5BA MOVE-IN READY, open floor plan, FULL OF UPGRADES. This large CORNER lot provides a ton of Natural LIGHT that Brightens up the Kitchen, Dining, and Family Room. As you step into the home you are greeted with Grey 16x16 tile, open flowing floor plan into the Family, Dining and Kitchen. Kitchen features QUARTZ countertops, Breakfast Bar Island, 42 inch EXPRESSO cabinets, Backsplash with Stainless Steel Appliances. Just down the hall you are greeted with a bonus room with FRENCH DOORS used as a office which can be converted into a FOURTH bedroom with a half bathroom across the way. Screened enclosure provides a bug free setting while enjoying your beverage watching the Sunrise/Sunsets. UPSTAIRS your greeted with a LARGE loft perfect for GAME ROOM or Second Living/Family Room. The MASTER SUITE provides Trey Ceilings, Windows throughout with a Glass door stepping out into your Private Balcony above the Front Porch where you can watch DISNEY FIREWORKS every evening. The Orchard Hills Community features TONS of community events, offers Resort Style Pool, Clubhouse, Childrens Playground, Large Fitness Center, Dog Park, Even Lawn Care is INCLUDED. This home sits in a perfect location with Top Rated Schools from K-12, Quick ACCESS to 429 and Turnpike, minutes away from Shopping, Dining, Golf, Amusement Parks. Schedule your Private Showing TODAY!

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Originating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Forced air, Electric
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Garbage disposal, Microwave, Range / Oven
    Features
    • Ceiling Fans(s), High Ceiling(s), Walk-In Closet(s), Crown Molding, Thermostat, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Window Treatments
    • Flooring: Tile, Carpet
    Interior area
    • Total interior livable area: 2,350 sqft

    Property

    Parking
    • Parking features: Garage - Attached
    Features
    • Levels: Two
    Lot
    • Size: 6,547 sqft
    Details
    • Parcel number: 272315584903590
    • Zoning: P-D

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • masonry
    Condition
    • Year built: 2016

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: Electricity Connected, Sewer Connected, Cable Available, Public, Street Lights, Water Available, Sprinkler Meter

    Community & neighborhood

    Location
    • Region: Winter Garden
    • Subdivision: ORCHARD HILLS PH 2

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $165 monthly
    • Services included: Community Pool, Maintenance Grounds, Recreational Facilities

    Other

    Other facts
    • Additional Parcels YN: 0
    • Appliances: Dishwasher, Disposal, Electric Water Heater, Range, Microwave
    • Association Approval Required YN: 0
    • Association Fee Requirement: Required
    • Attached Garage YN: 1
    • Available For Lease YN: 1
    • Community Features: Deed Restrictions, Playground, Pool
    • Construction Materials: Block
    • Cooling: Central Air
    • Country: US
    • Disclosures: Seller Property Disclosure, HOA/PUD/Condo Disclosure
    • DPRYN: 1
    • Exist Lse Tenant YN: 0
    • Fireplace YN: 0
    • Flood Zone Code: X
    • Flooring: Carpet, Porcelain Tile
    • Foundation Details: Slab
    • Garage YN: 1
    • Heating: Central
    • Exterior Features: Irrigation System, Sidewalk, Lighting, Rain Gutters, Balcony, Sprinkler Metered
    • Homestead YN: 1
    • Interior Features: Ceiling Fans(s), High Ceiling(s), Walk-In Closet(s), Crown Molding, Thermostat, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Window Treatments
    • Levels: Two
    • Listing Service: Full Service
    • Listing Terms: Cash, Conventional, FHA, VA Loan
    • Major Change Type: Pending
    • Mls Status: Pending
    • New Construction YN: 0
    • Ownership: Fee Simple
    • Pets Allowed: Yes
    • Pool Private YN: 0
    • Utilities: Electricity Connected, Sewer Connected, Cable Available, Public, Street Lights, Water Available, Sprinkler Meter
    • Previous Status: Active
    • Property Sub Type: Single Family Residence
    • Property Type: Residential
    • Public Survey Range: 27
    • Roof: Shingle
    • Sewer: Public Sewer
    • Syndicate To: Homes.com, HomeSnap, Realtor.com, Zillow/Trulia, International MLS
    • Water Access YN: 0
    • Water Extras YN: 0
    • Waterfront Feet Total: 0
    • Waterfront YN: 0
    • Water Source: Public
    • Water View YN: 0
    • Lease Restrictions YN: 1
    • Association Fee Includes: Community Pool, Maintenance Grounds, Recreational Facilities
    • County Or Parish: Orange
    • Flood Zone Date: 2009-09-25
    • Association Fee Frequency: Monthly
    • List Agent AOR: Orlando Regional
    • List AOR: Orlando Regional
    • Direction Faces: Southeast
    • Tax Year: 2019
    • Year Built: 2016
    • Zoning: P-D
    • Minimum Lease: 6 Months
    • Room Count: 7
    • MLS Area Major: 34787 - Winter Garden/Oakland
    • Public Survey Section: 15
    • Flood Zone Panel: 12095C0380F
    • Living Area: 2350.00
    • Association Fee: 165.00
    • Additional Lease Restrictions: Buyer to verify leasing restrictions with HOA and/
    • Approval Process: Buyer to verify leasing restrictions with HOA and/
    • Subdivision Name: ORCHARD HILLS PH 2
    • Tax Annual Amount: 3946.00
    • Amenities Additional Fees: $500 Capital Contribution. $65 HOA Transfer Fee. Buyer to verify ameniti
    • Association Name: First Service Residential/Edward Clark
    • Total Acreage: 0 to less than 1/4
    • Listing terms: Cash, Conventional, FHA, VA Loan
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    7/8/2025Listing removed$3,400$1/sqft
    Source: Stellar MLS #O6320473 Report a problem
    7/7/2025Price change$3,400+3%$1/sqft
    Source: Stellar MLS #O6320473 Report a problem
    6/21/2025Listed for rent$3,300$1/sqft
    Source: Stellar MLS #O6320473 Report a problem
    11/16/2020Sold$388,000-1.8%$165/sqft
    Source: Stellar MLS #O5890599 Report a problem
    10/12/2020Pending sale$395,000$168/sqft
    Source: EXP REALTY LLC #O5890599 Report a problem
    9/23/2020Price change$395,000-1.2%$168/sqft
    Source: EXP REALTY LLC #O5890599 Report a problem
    9/6/2020Listed for sale$399,900+36.8%$170/sqft
    Source: EXP REALTY LLC #O5890599 Report a problem
    10/20/2016Sold$292,380$124/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$5,500 +7.4%$345,363 +3%
    2023$5,119 +4%$335,304 +3%
    2022$4,922 +1.1%$325,538 +3%
    2021$4,867 +22.2%$316,056 +21.8%
    2020$3,983 +0.9%$259,507 +2.3%
    2019$3,946 +0.8%$253,673 +1.9%
    2018$3,914 $248,943 -5.9%
    2017$3,914 +1.4%$264,486 +655.7%
    2016$3,860 +364.6%$35,000 +16.7%
    2015$831 $30,000

    Find assessor info on the county website

    Neighborhood: 34787

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Keene Crossing Elementary
    • Middle: Bridgewater Middle
    • High: West Orange High

    Source: The MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $565,500
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $565,500