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Windermere, FL Houses for Rent

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  • /32

    $5,500 Per Month

    • 6 Beds
    • 4.5 Baths
    • 4,522 Sq Ft
    • House for Rent

    17538 Black Rail St, Windermere, FL 34786

    Welcome to this beautiful 6-bedroom, 5-bathroom home in the desirable Windermere area. Designed with high ceilings and an open, spacious layout, this home is filled with natural light and offers plenty of room for both relaxing and entertaining. Whether you're gathering with family or enjoying a quiet evening, you'll love the comfort, elegance, and generous living spaces this exceptional home has

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    17538 Black Rail St, Windermere, FL 34786
  • /16

    $3,055 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,476 Sq Ft
    • House for Rent

    5457 Gemgold Ct, Windermere, FL 34786

    EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW LVP FLOORING AND NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a

    5457 Gemgold Ct, Windermere, FL 34786
  • /45

    $4,980 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,136 Sq Ft
    • House for Rent

    7023 Kiwano Way, Windermere, FL 34786

    Welcome to this beautiful, spacious two-story home located in the highly sought-after Sanctuary at Lakes of Windermere. This nearly new residence offers 5 bedrooms, 4.5 bathrooms, a private home office, an upstairs bonus room, and a thoughtfully designed floor plan that perfectly blends luxury, comfort, and functionality. Elegant French doors open to a dedicated home office, providing the ideal

    Agent Photo

    Wendy Fischer

    PREMIER SOTHEBYS INT'L REALTY

    7023 Kiwano Way, Windermere, FL 34786
  • /20

    $2,570 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • House for Rent

    8831 Herencia Aly, Windermere, FL 34786

    Welcome to 8831 Herencia Aly, a charming 3-bedroom, 2.5-bath residence boasting 1,668 square feet of living space. You will surely appreciate the inviting layout of the home, featuring elegant tile flooring, soothing neutral paint, and a generous living and dining area flooded with natural light. The well-appointed kitchen showcases ample countertops, wooden cabinets, tile backsplashes, and

    8831 Herencia Aly, Windermere, FL 34786
  • /23

    $9,500 Per Month

    • 5 Beds
    • 7 Baths
    • 5,205 Sq Ft
    • House for Rent

    11406 Waterstone Loop Dr, Windermere, FL 34786

    Welcome to Waterstone Windermere, with tranquil living and charm, this area boasts connecting lakes, ideal for boating and walking. this property consist of 5 bedrooms, 5 full bathrooms and 2 half baths. it’s 10-15 mins drive from Disney many restaurants and bars, Reputable schools and many other features.

    Kimroy Mussington WEICHERT REALTORS HALLMARK PRO

    11406 Waterstone Loop Dr, Windermere, FL 34786
  • /25

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • House for Rent

    13244 Strode Ln, Windermere, FL 34786

    Welcome home to this beautifully renovated property in the highly sought-after Horizon West community, ideally located between Windermere and Winter Garden. With fresh updates throughout, this move-in-ready home offers the perfect blend of modern comfort, convenience, and an unbeatable location.Step inside to discover brand-new carpet, a beautifully refreshed primary bedroom, fresh

    13244 Strode Ln, Windermere, FL 34786
  • /58

    $3,900 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,696 Sq Ft
    • House for Rent

    13544 Riggs Way, Windermere, FL 34786

    Welcome to this beautifully updated home in the highly desirable Enclave at Berkshire Park in Windermere. Situated on an oversized corner lot of approximately .25 acres, this spacious residence offers the perfect combination of comfort, functionality, and curb appeal. Recently refreshed with brand-new interior paint and new carpet throughout, the home also features a newer roof and a spacious

    Evan Caulfield STOCKWORTH REALTY GROUP

    13544 Riggs Way, Windermere, FL 34786
  • /29

    $2,800 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    7912 Ficquette Rd, Windermere, FL 34786

    Short term or long term!! Rare waterfront lease opportunity on 3.31 acres with approximately 150 feet of frontage on Lake Hancock, part of the celebrated Chain of Lakes in Windermere. This two-bedroom, one-bath duplex is available for immediate occupancy and offers a unique combination of waterfront living, open space and convenient access to Central Florida's premier attractions. The residence

    7912 Ficquette Rd, Windermere, FL 34786
  • /47

    $4,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,472 Sq Ft
    • House for Rent

    13272 Penshurst Ln, Windermere, FL 34786

    5 bedroom, 3 bath home nestled in the community of Windermere Sound. Located near schools, parks, shopping and more, this home is waiting for you! A Large house like this, is sure not to last long.

    Donny Hang Fung BLUEHOUSE REALTY GROUP LLC

    13272 Penshurst Ln, Windermere, FL 34786
  • /8

    $8,500 Per Month

    • 4 Beds
    • 3 Baths
    • 3,244 Sq Ft
    • House for Rent

    6119 Foxfield Ct, Windermere, FL 34786

    Explore luxurious living in this modern Keenes Pointe rental home, seamlessly blending elegance and comfort. Embrace the picturesque views of the golf course from your backyard. Recently updated with tasteful tile throughout, the interior boasts three bedrooms on the first floor, including a master suite and a spacious office. The second floor features a large bedroom with a walk in closet and a

    6119 Foxfield Ct, Windermere, FL 34786
  • /20

    $3,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft
    • House for Rent

    6526 Golden Dewdrop Trail, Windermere, FL 34786

    Beautiful rental home in the desirable **Windermere Landing** community! This freshly painted 2-story home offers approximately **2,139 sq. ft.**, featuring **3 bedrooms, 2.5 bathrooms, and a 2-car garage**. The home has a bright **open-concept layout**, spacious living and dining areas, and a functional kitchen with **granite countertops** and plenty of cabinet space. Bathrooms also feature

    Sergio Duarte FLORIDA LEGACY REALTY LLC

    6526 Golden Dewdrop Trail, Windermere, FL 34786
  • /16

    $2,450 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft
    • House for Rent

    7355 Millstone St, Windermere, FL 34786

    This spacious two-story, three-bedroom, two-bath single-family home offers a functional layout in a highly sought-after residential community in the prestigious Windermere area (34786). The home features a bright, open-concept main living area seamlessly connecting the kitchen, dining, and family spaces, creating an elegant and comfortable flow that is perfect for both everyday living and

    7355 Millstone St, Windermere, FL 34786
  • /44

    $3,200 Per Month

    • 4 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • House for Rent

    12947 Runswick Ave, Windermere, FL 34786

    MOVE-IN READY! Beautiful and spacious 4-bedroom, 2-bath home located in the highly desirable Lakes of Windermere community. Surrounded by mature landscaping, scenic lakes, walking trails, and top-rated schools, this home even offers the opportunity to enjoy Disney fireworks just steps from your front door. This well-designed single-story home features luxury vinyl plank and tile flooring

    Cui Li RATIO REAL ESTATE, LLC

    12947 Runswick Ave, Windermere, FL 34786
  • /41

    $2,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft
    • House for Rent

    8556 Greenbank Blvd, Windermere, FL 34786

    Come view this 3 bed/2 bath Windermere home located in the gated community of The Preserve at the Lakes of Windermere! Inside, you'll find crown molding, wainscoting, vaulted ceilings, plenty of natural light, and tile floors throughout the home! The open kitchen is equipped with stainless steel appliances, a subway tile backsplash, quartz countertops, an island, and a pantry closet.

    8556 Greenbank Blvd, Windermere, FL 34786
  • /24

    $3,080 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,970 Sq Ft
    • House for Rent

    12784 Garridan Ave, Windermere, FL 34786

    Stunning Beautiful Upgraded home in the desirable Wickham Park community in heart of Windermere. NO carpet. Perfect location. Top rated schools. Rent includes hoa fee and lawncare. Well-maintained 4 bedroom & 2.5 bath & 1 loft/retreat upstairs & 2 car garage on front. Newer painting. Sizable back yard with extended pave. Open floor plan with lots of upgrades. Great natural light in the whole

    Jacky Liu YORK MILLS REALTY LLC

    12784 Garridan Ave, Windermere, FL 34786
  • /10

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • House for Rent

    8265 Maritime Flag St, Windermere, FL 34786

    Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney!This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience, and lifestyle.The monthly rent includes water and access to

    8265 Maritime Flag St, Windermere, FL 34786
  • /37

    $12,500 Per Month

    • 3 Beds
    • 3 Baths
    • 3,535 Sq Ft
    • House for Rent

    9701 Lake Isleworth Ct, Windermere, FL 34786

    RECENTLY RENOVATED within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting over 3,500 square feet of space. With 3 bedrooms plus an office, which could easily be used as a 4th bedroom, this charming villa has a spacious master suite with a garden view step-down shower, a notable kitchen with breakfast nook, formal dining room, and

    Michelle Corbin ISLEWORTH REALTY LLC

    9701 Lake Isleworth Ct, Windermere, FL 34786
  • /9

    $4,000 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,871 Sq Ft
    • 5 Bedroom at West side Village at Heart of Windermere

    13024 Westside Vlg Lp, Windermere, FL 34786

    Located in the highly desirable heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping, and A-rated schools. Westside Village will also have fantastic community amenities including a resort-style pool, clubhouse, and playground. energy-efficient home feature open floor plan. Enjoy cooking meals in the open kitchen overlooking the family room.

    13024 Westside Vlg Lp, Windermere, FL 34786
  • /90

    $5,500 Per Month

    • 6 Beds
    • 4 Baths
    • 4,176 Sq Ft
    • House for Rent

    8278 Procida Isle Ln, Windermere, FL 34786

    Stunning upgraded house in Windermere Isle in Gas community, Fully Fenced, NO Carpet in the house. Rent includes full lawn services and spectrum cable and internet service, save a lot bill. Two downstairs bedrooms are perfect for a guest bedroom and a home office. Tankless water heater. Beautiful engineer wood flooring and Ceiling fan with remote control in all rooms. Popular Designer paint,

    Li Xue AGENT GROUP REALTY

    8278 Procida Isle Ln, Windermere, FL 34786
  • /12

    $3,800 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,078 Sq Ft
    • LARGE BRAND NEW 4 Bedroom in Windermere !!! Close to DISNEY! TOP SCHOOL!!

    12886 Westside Vlg Lp, Windermere, FL 34786

    Located in the highly desirable heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping, and A-rated schools. Westside Village will also have fantastic community amenities including a resort-style pool, clubhouse, and playground. energy-efficient home feature open floor plan. Entertain in the combination dining/living room or move the party

    12886 Westside Vlg Lp, Windermere, FL 34786
  • /33

    $3,100 Per Month

    • 4 Beds
    • 3 Baths
    • 2,190 Sq Ft
    • House for Rent

    8625 Greenbank Blvd, Windermere, FL 34786

    Single family home with 4 bedrooms and 3 full bathrooms in desirable Lakes of Windermere Peachtree subdivision. This is quaint community convenient to Disney attractions for work or play and is gated and zoned for Windermere High School. Available just in time for the new school year. Located on a scenic pond w conservation area view, with no rear neighbors and uninhibited views of the

    Charles Woolley BHHS FLORIDA REALTY

    8625 Greenbank Blvd, Windermere, FL 34786
  • /27

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,611 Sq Ft
    • House for Rent

    7329 Auburnwood Ln, Windermere, FL 34786

    Beautiful property with 4 bedrooms , 2 bath and 1/2 bathrooms , Windermere area.Just 5 minutes from Walt Disney World theme parks .

    7329 Auburnwood Ln, Windermere, FL 34786
  • /43

    $4,750 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,144 Sq Ft
    • House for Rent

    8764 Powder Ridge Trail, Windermere, FL 34786

    LOCATION!! LOCATION!!! This stunning house has a large kitchen with a large central island, with quartz and also has a back splash, and a large pantry room, and a casual dining room. The first floor is entirely super charming and elegant porcelain title. The outside has a balcony and also space to have your party outdoors. There are two more rooms with a large space. The master suite on the

    Gilson Rodrigues KARDOSH REALTY

    8764 Powder Ridge Trail, Windermere, FL 34786
  • /15

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,116 Sq Ft
    • House for Rent

    11686 Water Run Aly, Windermere, FL 34786

    Welcome to this beautiful and well-maintained 3-bedroom, 2.5-bathroom townhome, located in one of Windermere's most desirable communities. Offering the perfect blend of comfort, style, and convenience, this home is ideal for families and professionals alike.The spacious open floor plan features a bright living and dining area that flows seamlessly into a stunning gourmet kitchen with

    11686 Water Run Aly, Windermere, FL 34786
  • /16

    $3,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,903 Sq Ft
    • House for Rent

    5007 River Gem Ave, Windermere, FL 34786

    Welcome to the perfect rental home in the desirable community of Summerport! This home has it all as it sits on a corner lot, has both a front porch and screened-in back porch, fully fenced in lush backyard (lawn care included!) with paver patio and much more! Inside you're greeted by what could be a formal living room or dining room space and from there enter the fully loaded kitchen with LG

    Lukasz Sokolowski, PA HOST MANAGEMENT GROUP LLC

    5007 River Gem Ave, Windermere, FL 34786
  • /2

    $2,095 Per Month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • 8264-1429 Maritime Flag st. Condo

    8264 Maritime Flag St, Windermere, FL 34786

    CONDO - Newly renovated. 2 bed/2 bath, NEW Floors, New carpet in bedrooms, New paint throughout. Beautiful balcony, Elevator to 3rd floor. Nice Community amenities.

    8264 Maritime Flag St, Windermere, FL 34786
  • /32

    $6,990 Per Month

    • 4 Beds
    • 3 Baths
    • 2,817 Sq Ft
    • House for Rent

    11820 Waterstone Loop Dr, Windermere, FL 34786

    Welcome to this beautifully maintained single-story home located in the highly sought-after Waterstone community in Windermere. Offering 4 bedrooms and 3 full bathrooms, this residence combines comfort, functionality, and elegant living in a prime Central Florida location.The spacious floor plan features a large living room with a cozy fireplace, a centrally located dining area, and an

    Charles Kohlinger BHHS FLORIDA REALTY

    11820 Waterstone Loop Dr, Windermere, FL 34786
  • /28

    $7,995 Per Month

    • 4 Beds
    • 3 Baths
    • 3,062 Sq Ft
    • House for Rent

    8122 Whitford Ct, Windermere, FL 34786

    Keenes Pointe Golf front beauty!!. The home backs up to the driving This lovely 4 bed 3 bath home available is for rent in the popular and exclusive Keenes Pointe Golf Community. This is a gated community with manned security . Keenes Pointe is popular because of the strong community atmosphere. It has a restaurant on site, fitness and tennis courts . All the facilities are close to this

    8122 Whitford Ct, Windermere, FL 34786
  • /42

    $14,000 Per Month

    • 7 Beds
    • 5.5 Baths
    • 5,221 Sq Ft
    • House for Rent

    6219 Tiroco Way, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media

    Ryan Solberg MAXLIFE REALTY LLC

    6219 Tiroco Way, Windermere, FL 34786
  • /17

    $3,850 Per Month

    • 5 Beds
    • 3 Baths
    • 2,983 Sq Ft
    • House for Rent

    6728 Bridgewater Village Rd, Windermere, FL 34786

    Beautiful 5 bedroom 3 bath home located in the desirable Vineyards community. This spacious home features an open floor plan, gourmet kitchen, walk in closets, ceramic tile, laminate, and carpet throughout. The home is nestled on a conservation lot with a screen enclosed patio, which is great for entertaining. The community amenities include pool, and playground. Conveniently located near

    Angela Magac THE PROPERTY STOP LLC

    6728 Bridgewater Village Rd, Windermere, FL 34786
  • /22

    $15,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,836 Sq Ft
    • House for Rent

    6119 Payne Stewart Dr, Windermere, FL 34786

    Among the shores of beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this modern golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts 2,836 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. This completely renovated single-story floor plan, includes built-in bar and dining area,

    Michelle Corbin ISLEWORTH REALTY LLC

    6119 Payne Stewart Dr, Windermere, FL 34786
  • /28

    $3,950 Per Month

    • 5 Beds
    • 4 Baths
    • 2,800 Sq Ft
    • House for Rent

    9088 Outlook Rock Trail, Windermere, FL 34786

    Welcome home to this beautifully updated 5-bedroom, 4-bath residence in the highly sought-after Windermere Trails community. Featuring newly installed flooring, this spacious home offers the perfect blend of comfort, style, and functionality. With two private en-suite bedrooms, an open-concept living area, and a large paved patio, there's plenty of space for everyday living, entertaining, or

    Maria Serrano Whitehead EPIQUE REALTY INC.

    9088 Outlook Rock Trail, Windermere, FL 34786
  • /16

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    13231 Overstreet Rd, Windermere, FL 34786

    Vacant! Great Location! Great House!! Must See!!! Move into this home inside the lovely Berkshire Park community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has tiled floors, and a private study room. It oversees the front porch. Kitchen has all appliances and granite countertop. It opens to the Great Room and provides

    Daniel Zheng CINO INTERNATIONAL INC

    13231 Overstreet Rd, Windermere, FL 34786
  • /100

    $15,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 5,273 Sq Ft
    • House for Rent

    10577 Down Lakeview Cir, Windermere, FL 34786

    Lease or Lease Purchase available! Experience true lakefront living on the famed Butler Chain of Lakes in this exceptional custom home offering 137 feet of pristine shoreline on nearly one acre of high, dry land. Enjoy sweeping panoramic water views, refreshing lake breezes, and even nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and enter through an impressive

    Simon Simaan THE SIMON SIMAAN GROUP

    10577 Down Lakeview Cir, Windermere, FL 34786
  • /19

    $3,195 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft
    • House for Rent

    11316 Rapallo Ln, Windermere, FL 34786

    Beautiful 3-bedroom, 2-bathroom home with a bonus office/flex room in a highly desirable Windermere community. This spacious home features separate living, dining, and family rooms, along with a large primary suite and a luxurious bathroom with a Jacuzzi tub. Enjoy relaxing on the screened patio, perfect for outdoor living year-round. Conveniently located near shopping, restaurants, grocery

    Wade Darius CITY CAPITAL GROUP INC

    11316 Rapallo Ln, Windermere, FL 34786
  • /27

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 320 Sq Ft
    • House for Rent

    14252 Confetti Dr, Windermere, FL 34786

    MOVE IN NOW-Water & electricity included 1x1 above garage apartment!! Full kitchen & bathroom!! Washer & dryer! Separate entrance in back! 1X1 above garage apartment! Electricity & water included!! MOVE IN NOW!! 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom. Washer &

    Joanne Bracero HOMEVEST REALTY

    14252 Confetti Dr, Windermere, FL 34786
  • /18

    $2,795 Per Month

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • House for Rent

    7730 Brofield Ave, Windermere, FL 34786

    GREAT HOUSE!! GREAT LOCATION !! MUST SEE !!! NEW CARPET! With 3 bed plus Bonus Room, 2 full Bath Windermere Home Awaits You! High Ceilings, 42' wood Kitchen Cabinets, Granite Countertops with Stainless Appliances, Double Paneled Windows will make you want to live there! Spacious Master Retreat looking on Wooded View, Large Walk in Closet, Master bath with Dual Sink, Garden Tub, separated shower,

    Daniel Zheng CINO INTERNATIONAL INC

    7730 Brofield Ave, Windermere, FL 34786
  • /55

    $7,000 Per Month

    • 4 Beds
    • 6 Baths
    • 3,786 Sq Ft
    • House for Rent

    8463 Tibet Butler Dr, Windermere, FL 34786

    Keene's Pointe gated/24-hour attended home featuring 4 bedrooms, 4 full/2 half baths, formal living and dining rooms, loft, and bonus/game room. This spacious home has low maintenance laminate flooring throughout. The master suite is on the first floor with access to the lanai, walk-in closet with customized shelving and bath with tub, shower and two vanities. The kitchen and family room are

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    8463 Tibet Butler Dr, Windermere, FL 34786
  • /33

    $6,150 Per Month

    • 6 Beds
    • 4.5 Baths
    • 4,028 Sq Ft
    • House for Rent

    11538 Delwick Dr, Windermere, FL 34786

    Available on AUGUST 1, 2026. Move in and enjoy from day one. Inside exclusive 24-hour guard-gated Reserve at Belmere — one of Windermere's most desirable communities. Thr Estate offers over 4,000 square feet of living space. 6 bedrooms, 4.5 bathrooms, a dedicated home office with French doors, and a generous bonus room that's perfect as a playroom, home theater, or game room, there's space here

    Yana Ogor CHARLES RUTENBERG REALTY ORLANDO

    11538 Delwick Dr, Windermere, FL 34786
  • /91

    $12,000 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

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Frequently Asked Questions

How much does it cost to rent a single-family home in Windermere, FL?
The median rent for a single-family home in Windermere, FL is $5,000 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Windermere, FL?
To comfortably afford the median rent in Windermere, FL, a household needs to earn roughly $220,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $5,500 per month in Windermere, FL, renters typically need to show $16,500 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Windermere, FL?
In Windermere, FL, the price-to-rent ratio is 18.8, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Windermere, FL are best for renting a single-family home?
The best neighborhood for renting in Windermere, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a single-family home include Lake Tibet, Bay Hill, MetroWest, West Oaks and Universal, each with its own character and price range.

Rental Home Trends

Number of Houses for Rent
47
Median Single Family Home Rent
$5,000
Median 3 Bedroom Single Family Home Rent
$3,200
Median 4 Bedroom Single Family Home Rent
$5,525
Median 5 Bedroom Single Family Home Rent
$5,800
How to Rent a Home