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Homes for Rent near Windermere Preparatory School

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  • /32

    $4,900 per month

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

    17538 Black Rail St, Windermere, FL 34786

    home located in the desirable community of Summerport in Windermere! This spacious two-story property offers an open-concept layout with a formal dining room, family room, and a modern kitchen featuring stainless steel appliances, granite countertops, and a large island—perfect for entertaining

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (689) 319-7837

    17538 Black Rail St, Windermere, FL 34786
  • /23

    $3,700 per month

    • 4 Beds
    • 3 Baths
    • 3,097 Sq Ft
    • House for Rent

    8118 Key West Dove St, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. “One or more photo(s) was virtually staged.” Winter Garden living in the much sought out community of Summerlake. An incredibly open floor-plan. The kitchen overlooks both the eat in kitchen area and the living room. Solid wood cabinets with crown molding, skylights, walk-in pantry, beautiful backsplash, stainless-steel appliances, convection oven

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 566-2494

    8118 Key West Dove St, Winter Garden, FL 34787
  • /32

    $3,000 per month

    • 4 Beds
    • 2.5 Baths
    • 1,826 Sq Ft
    • Townhouse for Rent

    14017 Sparkling Cove Ln Unit GE, Windermere, FL 34786

    Welcome to this stunning 3-bedroom, 2.5-bathroom townhome located in the highly desirable Windermere community. Boasting 1,826 square feet of living space, this beautifully maintained home offers an open floor plan

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (689) 252-6991

    14017 Sparkling Cove Ln Unit GE, Windermere, FL 34786
  • /3

    $6,999 per month

    • 5 Beds
    • 4 Baths
    • 3,919 Sq Ft
    • House for Rent

    9215 Cypress Cove Dr, Orlando, FL 32819

    GOLF COMMUNITY- Golf Car Included with rental. Welcome to 9215 Cypress Cove Dr—a meticulously designed home that perfectly blends luxury, convenience, and modern comforts. This stunning residence offers four spacious bedrooms and three well-appointed bathrooms, including an expansive master suite featuring its own washer/dryer connection and an inviting electric fireplace elegantly positioned

    Agent Photo

    Kriselys Tapia

    THE REAL ESTATE INTERNATIONAL GROUP LLC

    (321) 379-8776

    9215 Cypress Cove Dr, Orlando, FL 32819
  • /42

    $2,699 per month

    • 4 Beds
    • 2.5 Baths
    • 2,260 Sq Ft
    • House for Rent

    1560 Tiverton Blvd Unit 3, Winter Garden, FL 34787

    Prime Location - this home is located in the established neighborhood of Stone Creek where you are convenient to local shopping, dining, great schools, Disney World Parks, and important roadways. Walk in the front door and you are greeted by the open spacious dining room and formal living room - light and airy with fresh paint and new flooring! Through the dining room is the spacious kitchen

    Agent Photo

    Elizabeth Fowler

    THE FLORIDA PROPERTY SHOP SALE

    (321) 499-6546

    1560 Tiverton Blvd Unit 3, Winter Garden, FL 34787
  • /50

    $4,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft
    • House for Rent

    2827 Sanctuary Ln, Winter Garden, FL 34787

    It features 3 bedrooms and 3 bathrooms, encompassing approximately 2,346 square feet of living space. Situated on a spacious lot of about 4 acres, the residence offers ample outdoor space for various activities.

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (321) 468-9811

    2827 Sanctuary Ln, Winter Garden, FL 34787
  • /23

    $1,644 - $2,999 per month

    Corban Horizon West

    1-3 Beds

    15000 Stratus Loop, Winter Garden, FL 34787

    Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and

    15000 Stratus Loop, Winter Garden, FL 34787
  • /23

    $2,750 per month

    • 4 Beds
    • 3 Baths
    • 1,512 Sq Ft
    • Townhouse for Rent

    8480 Leeland Archer Blvd, Orlando, FL 32836

    Welcome to your dream townhome in the highly sought-after Newbury Park community in Windermere, Orlando, FL. This beautiful rental features 4 spacious bedrooms and 3 bathrooms, ensuring ample room for your family and guests. The open floor plan creates a bright and airyfeel, enhanced by the abundance of windows and natural light that floods the home. The kitchen boasts granite countertops and

    Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

    8480 Leeland Archer Blvd, Orlando, FL 32836
  • /28

    $2,113 - $2,890 per month

    Overture Hamlin 55+ Active Adult Apartment...

    1-2 Beds

    5795 Citrus Village Blvd, Winter Garden, FL 34787

    Schedule your in-person or virtual tour today! Walk-ins are also welcome!

    5795 Citrus Village Blvd, Winter Garden, FL 34787
  • /25

    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • House for Rent

    7515 Lake Albert Dr, Windermere, FL 34786

    Beautiful single family home 3 beds and 2 baths in the Lake Burden South Community, with a lot of UPGRADES, Stainless Steel appliances, fenced. Community has multi purpose fields, jogging trail, boardwalk to the lake and tot lot. Just minutes from premier shopping, dining, award-winning golf courses, professional and service industry work centers.Commuters will enjoy having easy access to I-4, SR

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    7515 Lake Albert Dr, Windermere, FL 34786
  • /21

    $1,670 - $3,495 per month

    Homestead at Hamlin

    1-3 Beds

    15100 Free Range Run, Winter Garden, FL 34787

    15100 Free Range Run, Winter Garden, FL 34787
  • /51

    $2,795 per month

    • 3 Beds
    • 2 Baths
    • 1,327 Sq Ft
    • House for Rent

    2002 Fishtail Fern Way, Ocoee, FL 34761

    Beautifully maintained, single-story home with alley access to rear garage. Located in Village of Wesmere gated community with pool and playground. Home has tile throughout, carpet in bedrooms only. Open concept living area with living/dining open to kitchen with breakfast bar and eat-in area. Laundry closet in kitchen. Rear facing garage has utility sink and extra refrigerator. Covered back

    Jessica Quint SIMS REALTY LLC

    2002 Fishtail Fern Way, Ocoee, FL 34761
  • /75

    $1,745 - $3,361 per month

    Windermere Cay

    1-3 Beds

    8200 Jayme Dr, Winter Garden, FL 34787

    So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

    8200 Jayme Dr, Winter Garden, FL 34787
  • /21

    $4,900 per month

    • 5 Beds
    • 3 Baths
    • 3,743 Sq Ft
    • House for Rent

    13345 Fox Glove St, Winter Garden, FL 34787

    If you’re looking for a spacious retreat, your search ends here. This stunning 5-bedroom, 3-bath home is nestled on a quarter-acre lot within the guard-gated community of Stoneybrook West. From the moment you arrive, you’ll be impressed by the charming curb appeal and the expansive 3-car garage offering ample storage. The kitchen, complete with granite countertops and a brand-new refrigerator,

    Noor Masri LA ROSA REALTY PREMIER LLC

    13345 Fox Glove St, Winter Garden, FL 34787
  • /38

    $1,545 - $2,460 per month

    Citra at Windermere

    1-3 Beds

    11353 Citra Cir, Windermere, FL 34786

    Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay Lake

    11353 Citra Cir, Windermere, FL 34786
  • /21

    $3,800 per month

    • 4 Beds
    • 3.5 Baths
    • 1,848 Sq Ft
    • Townhouse for Rent

    15161 Grove Lake Dr, Horizon West, FL 34787

    HORIZON WEST GORGEOUS !! 4 bedrooms and 3-1/2 baths, with 2 car garage - Looking for BRAND NEW never lived in? This is the one, and a sweet townhouse to call "Home"! Balance your busy work life with a soothing home space in this charming haven, your respite from the demands of the day. LOTS TO LOVE HERE, from the GREAT LOCATION in HORIZON WEST area to the EZ living floor plan offered by

    PATRICIA OPPEL ROSEMONT REALTY, INC.

    15161 Grove Lake Dr, Horizon West, FL 34787
  • /86

    $1,685 - $4,630 per month

    Addison At Windermere

    1-3 Beds

    13644 Tortona Ln, Windermere, FL 34786

    Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

    13644 Tortona Ln, Windermere, FL 34786
  • /16

    $3,000 per month

    • 4 Beds
    • 3 Baths
    • 2,317 Sq Ft
    • House for Rent

    9048 Edenshire Cir, Orlando, FL 32836

    Beautiful 4/3 plus a den. overlooking conservation and pond. Elegant grand foyer with custom lights. The kitchen has beautiful 42" cabinets, Silestone countertops Separate formal dining room. The den is a perfect place to work at home. A spacious master bedroom with a gorgeous Pond view. All bedrooms and den are on the first floor. A large bonus room upstairs with a private full bath. Great open

    Alice Wang FOURSQUARE REAL ESTATE

    9048 Edenshire Cir, Orlando, FL 32836
  • /26

    $1,569 - $2,812 per month

    Windermere at Lakes Edge Apartments

    1-3 Beds

    2415 Treasure Landing Pkwy, Ocoee, FL 34761

    Theres no place like these coastal-inspired homes at Windermere at Lake's Edge in Ocoee, FL. Come experience the difference in our spacious one-, two-, and three-bedroom apartments and townhomes complete with private patios, washers and dryers, and vinyl plank flooring. As a resident of our community, youll enjoy modern amenities like a resort-style swimming pool, grilling station, and fitness

    2415 Treasure Landing Pkwy, Ocoee, FL 34761
  • /46

    $4,250 per month

    • 4 Beds
    • 2.5 Baths
    • 2,591 Sq Ft
    • House for Rent

    4472 Willow Wind Ct, Orlando, FL 32835

    LOCATION, LOCATION, LOCATION! Welcome to Willow Wood Community, a desirable Neighborhood! This beautiful and elegant 4 Bedroom 2.5 Bath 2,591 sq ft home sits on just over an acre lot with a plenty of indoor and outdoor space on a quiet Oak tree lined cul-de-sac. Enjoy the underground pool on the enclosed lanai or sit by the cozy wood-burning fireplace in the living room. The formal living and

    Natalia Castano WRA BUSINESS & REAL ESTATE

    4472 Willow Wind Ct, Orlando, FL 32835
  • /51

    $1,589 - $3,711 per month

    Talcott at Windermere

    1-3 Beds

    5820 Nature View Dr, Windermere, FL 34786

    The Retreat at Windermere Apartments offers you a haven to come home to. You enjoy inspired living in a community that is perfect for a variety of lifestyles. Choose a one, a two or a three bedroom apartment to experience a host of great features. All floor plans come with the choice of two distinct designer color palettes that blend beautifully with the stylish wood flooring and the lofty,

    5820 Nature View Dr, Windermere, FL 34786
  • /26

    $3,100 per month

    • 4 Beds
    • 2.5 Baths
    • 2,683 Sq Ft
    • House for Rent

    12835 Droxford Rd, Windermere, FL 34786

    Available May 10, 2025!Beautiful, spacious home backing up to conservation area. Light & Bright! Open Floor plan.This excellent subdivision has tennis courts, community pool, playground, and a boat dock. It is just far enough from town to experience the quiet of the lake and the woods, yet close enough for convenient access to 429 and the Turnpike, dining and shopping.Washer/dryer not included

    Jennifer Linton METRO CITY REALTY

    12835 Droxford Rd, Windermere, FL 34786
  • /121

    $1,616 - $3,629 per month

    Zen

    1-3 Beds

    9835 Namaste Loop, Orlando, FL 32836

    Theres a home waiting for you at ZEN! This luxurious midrise apartment community features one, two and three-bedroom apartment homes, located near the Grand Cypress Golf Course.Peaceful yet invigorating, ZEN exceeds traditional apartment living in every way. Our modern residences offer designer touches, sufficient craftsmanship and eco-friendly aspects that are not only beautiful, savvy and

    9835 Namaste Loop, Orlando, FL 32836
  • /11

    $3,200 per month

    • 4 Beds
    • 3 Baths
    • 2,841 Sq Ft
    • House for Rent

    837 Shadowmoss Dr, Winter Garden, FL 34787

    Welcome home to the sought after Westfield Community located in the City of Winter Garden and just a short distance from Disney World, the 429 "Beltway", and all the major shops and restaurants of Winter Garden Village. Pulling up you'll be impressed by a modern front facade, tropical landscaping, a wide driveway with 3-car garage, Entering the home through an extra wide door with sidelights,

    Huizi Li MULTI CHOICE REALTY LLC

    837 Shadowmoss Dr, Winter Garden, FL 34787
  • /25

    $1,675 - $2,445 per month

    IMT Sonoma Hills

    1-3 Beds

    14619 Casita Ridge, Winter Garden, FL 34787

    IMT Sonoma Hills’ stunning one, two and three-bedroom apartments will take your breath away with a new level of luxury for West Orlando. Inside each home are five-star features and amenities, including spacious walk-in closets, gourmet kitchens with granite countertops, soaring ten-foot ceilings and sophisticated designer finishes. Start a tour of IMT Sonoma Hills and it won’t take long to

    14619 Casita Ridge, Winter Garden, FL 34787
  • /29

    $3,050 per month

    • 4 Beds
    • 2 Baths
    • 2,324 Sq Ft
    • Property for Rent

    14713 Speer Lake Dr, Winter Garden, FL 34787

    .... Move in ready on June 1, 2025 for $3,050 monthly rent.... ..... The landlord is willing to replace the carpet to vinyl wood flooring for $3,200 monthly rent and MUST start the lease on Jun 4, 2025..... This beautiful one story house is location in the desirable community of Independence....No front and No rear neighbor...The Rent including Basic Cable & Internet, You save about $150 per

    Jennie Ho MAY HO REALTY

    14713 Speer Lake Dr, Winter Garden, FL 34787
  • /33

    $1,740 - $4,054 per month

    Cortland Independence

    1-3 Beds

    14600 Avenue of the Grove, Winter Garden, FL 34787

    With walkability to top-rated schools and surrounding neighborhood parks and walking trails, our Winter Garden luxury apartment community offers all the perks of living in Independence. Scenic nature preserve views and features like high kitchen ceilings and screened-in patios and balconies will make you proud to call any of our newly-renovated one, two, and three-bedroom apartments in Winter

    14600 Avenue of the Grove, Winter Garden, FL 34787
  • /22

    $3,000 per month

    • 4 Beds
    • 2 Baths
    • 1,861 Sq Ft
    • House for Rent

    413 Dunoon St, Ocoee, FL 34761

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home, perfectly situated in a quiet, gated community on the edge of Windermere, FL. Enjoy the best of both worlds: peaceful suburban living with quick access to vibrant dining, shopping, and major expressways.Step inside to find a spacious, light-filled layout ideal for both relaxing and entertaining. Outside, your private oasis

    Charles Newman UNITED REALTY GROUP INC

    413 Dunoon St, Ocoee, FL 34761
  • /117

    $1,669 - $4,937 per month

    Venetian Isle

    1-3 Beds

    6506 San Francesco Way, Windermere, FL 34786

    A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication youll find awe-inspiring day and night.

    6506 San Francesco Way, Windermere, FL 34786
  • /10

    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft
    • Property for Rent

    7770 Sugar Bend Dr Unit 7770, Orlando, FL 32819

    Very Spacious 2-bedroom 2-bath in the beautiful Sanctuary at Bay Hill in the Dr. Phillips Area. This home is on the first floor, with gorgeous dark tile and upgraded stainless steel appliances. The kitchen has a beautiful bay window that lets in lots of beautiful sunlight, which brightens up the home. Washer and Dryer are included in the home, walk-in closets in the master bedroom, and access to

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    7770 Sugar Bend Dr Unit 7770, Orlando, FL 32819
  • /52

    $1,470 - $2,156 per month

    Apollo Apartments

    Studio-2 Beds

    7000 Kiran Patel Dr, Winter Garden, FL 34787

    Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

    7000 Kiran Patel Dr, Winter Garden, FL 34787
  • /7

    $3,695 per month

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft
    • House for Rent

    1772 Leather Fern Dr, Ocoee, FL 34761

    Sacrifice nothing.....offering 1772 Leather Fern Drive Ocoee for rent. Large 4 bedroom, 2 and half bath, 2 story, pool home, in a gated neighborhood with high end amenities, a luxurious community feel, and the private oasis lifestyle you can only imagine. The home is located on a corner lot at the end of Leather Fern Drive. Fully fenced backyard with private pool and paver deck. Open floorplan

    Kirsten Cantello TRUSTHOME PROPERTIES INC

    1772 Leather Fern Dr, Ocoee, FL 34761
  • /91

    $1,652 - $6,767 per month

    Kestra

    1-3 Beds

    10387 Vista Oaks Ct, Orlando, FL 32836

    Welcome to KestraWhen it comes to choosing an apartment, expected shouldn't be the status quo. At Kestra, we've redefined the norm and raised the bar, providing residents with the opportunity to live a more distinctive lifestyle. To discover something unexpected. To outgrow average and to excel at living. To connect with home, naturally.

    10387 Vista Oaks Ct, Orlando, FL 32836
  • /22

    $3,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,245 Sq Ft
    • House for Rent

    13832 Summerport Trail Loop, Windermere, FL 34786

    This beautiful Bangalow built in 2016 with 2245 sqft of living area sits on a corner lot in Windermere. TOP SCHOOL ZONE / It has been freshly painted and the carpet replaced.On the FRIST floor you have the main Bedroom, a half bath, kitchen living and dining rooms. On the second floor you will find a very spacious loft 3 bedrooms and two FULL baths. The Laundry room is also very spacious with

    Erika Gao RC GROUP REALTY LLC

    13832 Summerport Trail Loop, Windermere, FL 34786
  • /51

    $1,730 - $3,670 per month

    Arya at Windermere

    1-2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Enjoy a vibrant lifestyle at Arya at Windermere, a 55+ community in Ocoee, FL offering unparalleled luxury amenities, including a massage room, steam room, outdoor putting green and a micro market. Arya features open concept 1 and 2-bedroom apartments with chef-inspired kitchens, granite countertops, stainless steel appliances, breakfast bar, wood-style plank floors, walk-in shower, washer and

    1231 Arya Way, Ocoee, FL 34761
  • /28

    $3,500 per month

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

    13613 Larsen Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 4 bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and

    Theresa Sau CENTURY 21 CARIOTI

    13613 Larsen Ln, Winter Garden, FL 34787
  • /50

    $1,818 - $3,392 per month

    The Lodge at Hamlin

    1-3 Beds

    6151 Lake Lodge Dr, Winter Garden, FL 34787

    It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.

    6151 Lake Lodge Dr, Winter Garden, FL 34787
  • /17

    $4,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,910 Sq Ft
    • House for Rent

    8717 Lookout Pointe Dr, Windermere, FL 34786

    Welcome to this elegant home with lots of upgrades! The home features tiled roof and stone front, heated salt water pool; new upscale vinyl pant floor, fresh interior paint, fenced yard; etc. 2 car garage with 2 separate doors and remotes; Upgraded kitchen with stainless steels appliances, etc. Energy saving features include: CFL Lighting and Fixtures, Dual-Flush Toilets, ENERGY STAR Appliances,

    Eileen Li TOPSKY REALTY INC

    8717 Lookout Pointe Dr, Windermere, FL 34786
  • /50

    $1,740 - $3,475 per month

    Lakewalk at Hamlin

    1-3 Beds

    14012 Shoreside Way, Winter Garden, FL 34787

    Warm lake breezes and sunshine define the luxe lakeside lifestyle of the Lakewalk apartment residences that will wrap the shoreline of Lake Hancock next to the Town Center’s shopping, dining and entertainment. We offer 1 bedroom, 2 bedroom, and 3 bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at

    14012 Shoreside Way, Winter Garden, FL 34787
  • /17

    $2,843 per month

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • House for Rent

    Unlisted Address

    Silverleaf Oaks features newly built 3/ 2.5 bathrooms homes with three thoughtfully designed floor plans. Located just outside Orlando, this community blends modern living with unmatched convenience. Offers Smart Home technology, granite countertops and 2-car garages, combining style and functionality. Residents can enjoy resort-style amenities coming soon, including a pool, cabana, dog park and

    Veronica Figueroa EXP REALTY LLC

    Unlisted Address

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