5

Windermere, FL Houses for Rent with Basement

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  • /72

    $3,100 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,236 Sq Ft
    • House for Rent

    13786 Summer Harbor Ct, Windermere, FL 34786

    Virtually Staged. Available Now! This beautifully appointed 4-bedroom, 2.5-bath home offers comfort, style, and picturesque water views. Relax on the charming front porch and enjoy the tranquil waterfront setting. The first floor features an open-concept layout with a spacious family room, dining area, and a well-equipped kitchen boasting granite countertops, stainless steel appliances, abundant

    Deborah Garson DEBORAH E GARSON PA

    13786 Summer Harbor Ct, Windermere, FL 34786
  • /54

    $3,900 Per Month

    • 4 Beds
    • 3 Baths
    • 2,728 Sq Ft
    • House for Rent

    1243 Dingens Ave, Windermere, FL 34786

    Completely renovated Gotha/Windermere retreat with NO HOA—bring your boat, RV, or camper! This rare property features a light-filled 3BR/2BA main home with living, dining, and family rooms, PLUS a private detached 1BR/loft in-law suite complete with a kitchenette and living space. Ideal for multi-generational living or private guest quarters! Fully updated from top to bottom: new stucco-finished

    Peter Useche REALMULTIPROPERTY LLC

    1243 Dingens Ave, Windermere, FL 34786
  • /66

    $3,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,812 Sq Ft
    • House for Rent

    9072 Overlook Pass Dr, Windermere, FL 34786

    Welcome to this freshly updated, move-in-ready 4-bedroom, 3-bathroom home in the highly desired Windermere Trails community! The entire interior freshly painted, featuring rich wood flooring on the main level, a spacious downstairs bedroom, and a full bath with a walk-in shower perfect for guests or multi-generational living. Upstairs, you'll find a massive loft with ample lighting alongside a

    Ravichandra Sathari Mallikarjuna FLORIDA REALTY INVESTMENTS

    9072 Overlook Pass Dr, Windermere, FL 34786
  • /91

    $9,990 Per Month

    • 4 Beds
    • 3 Baths
    • 2,737 Sq Ft
    • House for Rent

    10355 Trout Rd, Orlando, FL 32836

    Exceptional single-story lakefront residence on 1.57 acres of beautifully landscaped, mature grounds offering privacy, exclusivity, and breathtaking water views. This home features custom finishes throughout, including wood beam ceilings, personalized flooring, and seamless indoor-outdoor living with expansive glass doors connecting the living, dining, and kitchen areas. The chef’s kitchen

    Any Alves WRA BUSINESS & REAL ESTATE

    10355 Trout Rd, Orlando, FL 32836
  • /64

    $29,000 Per Month

    • 7 Beds
    • 7 Baths
    • 8,000 Sq Ft
    • House for Rent

    9725 Chestnut Ridge Dr, Windermere, FL 34786

    A rare opportunity to lease a beautifully renovated residence within Isleworth, offering exceptional space, privacy, comfort, and an elevated Central Florida lifestyle.Newly renovated and exceptionally private, this sophisticated Isleworth residence offers approximately 8,000 square feet of beautifully designed living space, combining refined luxury with the comfort and functionality of

    Dianna Desboyaux DOUGLAS ELLIMAN

    9725 Chestnut Ridge Dr, Windermere, FL 34786

Rental Home Trends

Number of Houses for Rent
5
Median Single Family Home Rent
$5,000
Median 3 Bedroom Single Family Home Rent
$3,250
Median 4 Bedroom Single Family Home Rent
$5,000
Median 5 Bedroom Single Family Home Rent
$6,500
How to Rent a Home