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    House for rent
  • Accepts Zillow applications
    $3,625/mo

    345 Gilbert Rd, Winter Park, FL 32792

    3beds
    1,692sqft

    This listing now includes required monthly fees in the total monthly price. Price shown reflects the lease term provided. Learn more|

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    Single family residence
    Available Wed Jul 15 2026
    Cats, dogs OK
    Central air
    Hookups laundry
    Attached garage parking
    Heat pump

    What's special

    Ideal split-bedroom layoutBright modern interiorComfortable living spacesGleaming wood floorsCasual dining areaNatural lightPrivate fenced backyard
    Welcome to 345 Gilbert Rd, a beautifully maintained mid-century 3-bedroom, 2-bathroom home in the highly sought-after Winter Park Pines neighborhood, five minute walking distance to Cady Way trail, pickleball and tennis courts. Perfect for a family, this home offers an ideal split-bedroom layout, with the master bedroom on one side and the two additional bedrooms on the other. The bright, modern interior features natural light, gleaming wood floors, comfortable living spaces, and classic mid-century charm with modern updates. The casual dining area opens through sliding glass doors to a private fenced backyard with a sparkling swimming pool perfect for relaxing, entertaining, and enjoying Florida living. The location is truly the highlight: close to excellent schools, zoned for Winter Park High School, and minutes from Park Avenue, Cady Way Trail, Winter Park Hospital, Winter Park Center for Health and Wellbeing, Winter Park Pines Golf Club, tennis and pickleball courts, community pool, shopping, dining, and everyday Winter Park amenities. Additional highlights include a 2-car attached garage and a quiet, desirable neighborhood setting. Available July 15. A 24-hour notice is required for tenant showings.
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    Zillow last checked:

    Listing updated:

    Travel times

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Heat Pump
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Freezer, Microwave, Oven, Refrigerator, WD Hookup
    • Laundry: Hookups
    Features
    • WD Hookup
    • Flooring: Hardwood
    Interior area
    • Total interior livable area: 1,692 sqft

    Property

    Parking
    • Parking features: Attached
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Exterior features: Bicycle storage
    • Has private pool: Yes
    • Pool features: Pool
    Details
    • Parcel number: 302209942705070

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & HOA

    HOA
    • Amenities included: Pool
    Location
    • Region: Winter Park

    Financial & listing details

    • Lease term: 1 Year

    Price history

    DateEventPrice
    6/2/2026Price change$3,625+2.1%$2/sqft
    Source: Zillow Rentals Report a problem
    5/27/2026Listed for rent$3,550+4.4%$2/sqft
    Source: Zillow Rentals Report a problem
    6/23/2025Listing removed$3,400$2/sqft
    Source: Stellar MLS #O6308417 Report a problem
    6/7/2025Price change$3,400-6.8%$2/sqft
    Source: Stellar MLS #O6308417 Report a problem
    5/14/2025Listed for rent$3,650+40.4%$2/sqft
    Source: Stellar MLS #O6308417 Report a problem
    5/17/2021Listing removed--
    Source: Zillow Rental Manager Report a problem
    5/3/2021Listed for rent$2,600+15.6%$2/sqft
    Source: Zillow Rental Manager Report a problem
    9/25/2019Listing removed$2,250$1/sqft
    Source: PARKSIDE PROPERTIES, LLC #O5810235 Report a problem
    9/13/2019Price change$2,250-4.3%$1/sqft
    Source: PARKSIDE PROPERTIES, LLC #O5810235 Report a problem
    9/7/2019Listed for rent$2,350$1/sqft
    Source: PARKSIDE PROPERTIES, LLC #O5810235 Report a problem
    7/29/2019Sold$299,000+1.4%$177/sqft
    Source: Public Record Report a problem
    5/29/2019Listed for sale$295,000$174/sqft
    Source: METRO CITY REALTY #O5760492 Report a problem
    5/29/2019Pending sale$295,000$174/sqft
    Source: METRO CITY REALTY #O5760492 Report a problem
    5/13/2019Price change$295,000-7.5%$174/sqft
    Source: METRO CITY REALTY #O5760492 Report a problem
    4/2/2019Price change$319,000-3%$189/sqft
    Source: METRO CITY REALTY #O5760492 Report a problem
    3/6/2019Listed for sale$329,000+113.6%$194/sqft
    Source: METRO CITY REALTY #O5760492 Report a problem
    11/28/2000Sold$154,000$91/sqft
    Source: Public Record Report a problem

    Neighborhood: 32792

    Nearby schools

    GreatSchools rating