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House for rent
  • Accepts Zillow applications
    $3,300/mo

    5555 Cypress Hill Rd, Winter Garden, FL 34787

    3beds
    2,350sqft
    Price may not include required fees and charges.
    Fast & easy Zillow application.

    This property accepts Zillow applications. Click 'Apply now' to fill out the online form once and apply to as many participating properties as you want. Just $35 for 30 days.

    Singlefamily
    Available Fri Aug 1 2025
    No pets
    Central air
    In unit laundry
    2 Attached garage spaces parking
    Electric, central

    What's special

    Electric fireplaceStylish upgradesAbundant natural lightQuartz countertopsViews of disney fireworksFrench doorsLarge corner lot
    Meticulously maintained 3-bedroom, 2.5-bath home with bonus room in the desirable Orchard Hills community. Stylish upgrades throughout, including ceiling beams with integrated lighting, electric fireplace, quartz countertops, 42" kitchen cabinets, new stainless steel dishwasher, and a smart thermostat. Bonus room with French doors can function as a home office or optional 4th bedroom. Upstairs loft and private master suite balcony offers additional living space and views of Disney fireworks. Located on a large corner lot with abundant natural light and a screened-in patio. Home includes a brand-new high-end washer and dryer, EV charger in the garage, and a custom built-in closet system in the master bedroom closet. Zoned for best schools: Keene's Crossing Elementary, Bridgewater Middle, and Windermere High. Community features resort-style pool, clubhouse, fitness center, playground. Rent: $3,300/month. First month, last month, and security deposit required. No pets allowed. Tenants pays utilities and $150 lawn care. Appointments only.
    16 days
    on Zillow
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    Travel times

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Electric, Central
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Oven, Range, Refrigerator, Stove, Washer
    • Laundry: In Unit, Laundry Room
    Features
    • Crown Molding, Individual Climate Control, Living Room/Dining Room Combo, Open Floorplan, Thermostat, Walk-In Closet(s)
    Interior area
    • Total interior livable area: 2,350 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Covered
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Stories: 2
    • Exterior features: Clubhouse, Crown Molding, Electric Vehicle Charging Station, Electric Water Heater, Fitness Center, Heating system: Central, Heating: Electric, Laundry Room, Living Room/Dining Room Combo, Open Floorplan, Pets - No, Pool, Pool Maintenance included in rent, Recreational included in rent, Thermostat, Walk-In Closet(s)
    • Has spa: Yes
    • Spa features: Hottub Spa
    Details
    • Parcel number: 272315584903590

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 2016

    Community & HOA

    Community
    • Features: Clubhouse, Fitness Center
    HOA
    • Amenities included: Fitness Center
    Location
    • Region: Winter Garden

    Financial & listing details

    • Lease term: 12 Months

    Price history

    DateEventPrice
    6/21/2025Listed for rent$3,300$1/sqft
    Source: Stellar MLS #O6320473
    12/4/2020Sold$388,000-1.8%$165/sqft
    Source: Public Record
    10/12/2020Pending sale$395,000$168/sqft
    Source: EXP REALTY LLC #O5890599
    9/23/2020Price change$395,000-1.2%$168/sqft
    Source: EXP REALTY LLC #O5890599
    9/6/2020Listed for sale$399,900+36.8%$170/sqft
    Source: EXP REALTY LLC #O5890599

    Neighborhood: 34787