Windermere Apartments for Rent - 92 rentals

Remarks: A beautiful 3-bedroom, 2.5-bathroom townhouse located in an open community in Windermere, featuring a spacious 2-car garage. It is situated in close proximity to theme parks, as well as excellent schools and daycare centers. This home enjoys exceptional access to community amenities, as it is located on the very same street as the community pool and other outdoor recreational areas. Within the complex, there is a dog park, along with ample green spaces ideal for walking around the lake, playing, or engaging in outdoor sports; the community also features a playground and a barbecue area. This home is ideal for owners seeking a peaceful and pleasant environment within a wonderful residence in Wickham Park. This unit boasts a privileged location, offering direct access to SR 535 (Winter Garden-Vineland Rd) and sitting just moments away from Lakeside Village—a Windermere-style shopping plaza home to excellent restaurants, bars, a pharmacy, a gas station, and a grocery store. Furthermore, just a few minutes away, you can enjoy the expansive Winter Garden Village shopping center. This represents a fantastic opportunity to live in this exclusive community—one of the finest in Windermere. This area is located near all the theme parks and offers easy access to I-4, HWY 429, HWY 408, and the Florida Turnpike. This unit features granite countertops in the kitchen, freshly applied paint, stainless steel appliances, modern light fixtures, and blinds on all windows. The entire ground floor is finished with vinyl laminate flooring, while the second floor features carpeting, with the exception of wet areas, which are tiled. The laundry room is conveniently located on the ground floor. This is your opportunity to live in a pleasant, lush green setting, enjoying the beautiful amenities of a luxury lifestyle—with everything you need located right next door to your future home.

Listing is courtesy of: REEURBAN REAL ESTATE SERVICES (407-615-3641)

Listing Agent: Jesus Flores (407-914-8232)

Remarks: Located in the highly sought-after Summerport community in Windermere, this move-in ready home offers the perfect combination of location, comfort, and everyday convenience. Zoned for highly rated schools and just minutes from Horizon West, Disney, downtown Winter Garden, shopping, dining, and major roadways including SR-429 and the Florida Turnpike, the location is hard to beat. Inside, you’ll find a spacious and functional floor plan featuring brand-new carpet, fresh interior and exterior paint, granite countertops, wood cabinetry, a gas range, gas water heater, and abundant natural light throughout. The flexible bonus room is ideal for a home office, playroom, gym, or additional living space. The primary suite features a walk-in closet and private en-suite bathroom designed for comfort and privacy. A new washer and dryer are also included, making this home truly move-in ready. Step outside to a screened-in patio overlooking a peaceful pond view, creating the perfect setting for morning coffee or relaxing evenings with no rear neighbors directly behind you. The front yard landscaping and charming curb appeal further enhance the home’s welcoming feel. Residents of Summerport enjoy access to resort-style amenities including a community pool, fitness center, tennis courts, parks, playgrounds, sidewalks, walking trails, and scenic lakes throughout the neighborhood. With its ideal location, recent updates, and desirable community amenities, this home is an excellent opportunity in one of Windermere’s most popular communities.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Evan Caulfield (407-432-9767)

Remarks: Luxury one-level Mediterranean Style home located in the highly desirable Enclave community at WINDERMERE. This elegant home is Energy Star Certified and also come with Solar Panels, monthly electric bill is only around $33! Step into the grand entryway with extensive natural light throughout, this 4 bedrooms, 2 baths with an office home deliver a bright open atmosphere. Open floor open, well maintained with ceramic tile on living area and laminate floor on all bedrooms. The master bedroom, the living room and the eating area overlook the tranquil pond at the back, not only creating a beautiful water view, but also providing a peaceful backdrop and exceptional Privacy. Relax in the screened patio or the back yard to enjoy the peaceful water scenery. The chef inspired gourmet kitchen features granite countertops, 42" cabinetry and SS Appliances. The Master Bedroom features elegant tray ceiling. Master bathroom has a garden tub, spacious shower, dual vanities and a large walk-in Closet. All bedrooms have walk-in closets with custom built-in shelving. Great school district! Just a few minutes to Windermere High School and Windermere Preparatory School. Walking distance to Sunset Park Elementary. Enclave is a beautiful community features all roof tile luxury houses. It is located on Chase Road next to Keene’s Point and Gold Bear Golf and Country Club. Easy access to SR 429, Turnpike and 408. Close to Disney Theme Parks. Shopping, dining and attractions are all within a vibrant area. Windermere ranked number one as the best place to live for suburbanites in Florida. Must see! Call now to schedule a showing!

Listing is courtesy of: SUNSHINE REALTY & PROP. MGNT (407-341-8754)

Listing Agent: Man Ching Wong (407-341-8754)

Remarks: Discover refined Florida living in this stunning 5-bedroom, 3.5-bathroom home located in the sought-after Ashlei Park community in Windermere. Designed with both elegance and functionality in mind, this spacious residence offers an exceptional layout ideal for comfortable family living and entertaining. Step inside to find bright, open living spaces filled with natural light, complemented by stylish finishes and generous room sizes throughout. The gourmet kitchen seamlessly connects to the main living areas, creating the perfect setting for everyday living and hosting guests. The beautifully landscaped backyard provides a private retreat where you can relax and enjoy the Florida lifestyle year-round. The outdoor patio is ideal for barbecues, gatherings, and peaceful evenings outdoors. Additional features include a two-car garage and abundant storage space throughout the home. Conveniently located in the highly desirable Windermere area, residents enjoy easy access to top-rated schools, premier shopping, dining, entertainment, and major attractions throughout Central Florida. This exceptional Ashlei Park home offers the perfect combination of luxury, comfort, and convenience. Schedule your private showing today and experience everything this beautiful rental property has to offer!

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Simone Pinto De Almeida Santos (407-371-2893)

Remarks: 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 solid cedar door with artisan leaded glass. Inside, the great room features soaring 23’ cathedral ceilings and a dramatic Tennessee river rock fireplace. The showstopping formal dining room is wrapped in oversized picture windows that perfectly frame the lake. Designed for comfort and convenience, the majority of the living space including all bedrooms is on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a bright breakfast area with incredible water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-style bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Secondary bedrooms are generously sized with ample closet space and well-appointed baths, including a steam shower. Outdoor living is unmatched with mature landscaping and colorful gardens, plus a motorized screened lanai with a summer kitchen featuring a pizza oven, prep area, grill, refrigerator, and TV. Relax by the pool, heated spa, and gas firepit, all positioned to take advantage of the desirable southern exposure for comfortable outdoor enjoyment. Boaters will love the rare, partially enclosed grandfathered-in dock with boat lift and side jet-ski lift. Additional features include newer doors and windows, a tile roof, and a custom floor plan maximizing lake views throughout. The Lakes community also offers a boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes to major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you.

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Simon Simaan (407-558-1396)

Remarks: Fully Renovated Corner Unit Townhome for Rent in Wickham Park – Windermere Beautiful 3-bedroom, 2.5-bath corner unit townhome, offering extra privacy, more natural light, and an enhanced sense of space, located in the desirable Wickham Park community in Windermere. This home features granite countertops, solid wood cabinets, stainless steel appliances news and a spacious open-concept living and dining area. Built with energy efficiency in mind using the Environments for Living methodology, the property has been freshly painted throughout and includes brand-new washer, dryer and carpeting, creating a modern, move-in ready feel. Enjoy the convenience of a 2-car garage, a private courtyard perfect for relaxing or entertaining, and access to community amenities including a pool and clubhouse. Ideally located in central Florida with easy access to Orlando’s top attractions, shopping, dining, and major highways, this home offers the perfect combination of style, comfort, privacy, and location. Contact today to schedule a showing!

Listing is courtesy of: 1 ELEVEN REALTY (321-947-4813)

Listing Agent: Vivian Azuaje (321-947-4813)

Remarks: VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has all tiled floors and new laminate. Kitchen has all full appliances and granite countertops. You can also enjoy Disney fireworks at night. Upstairs there is a large master bedroom, and three bedrooms. Master bathroom has double sink, granite countertop, garden tub and a separate large shower room. Laundry room is located on second floor with a large space for storage. A-rated schools and Shopping Center with Publix Supermarket is just at the corner. Easy commute to most parts of Orlando. Basic tenant requirements: 675+ credit score, no BAD RENTAL history, no BAD history, income 3x monthly rent as a household.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Daniel Zheng (407-683-1881)

Remarks: Available for July move-in! Contemporary-styled two story townhome with 3 bedrooms, 2 1/2 baths with living/dining room combo into the eat-in island kitchen featuring 42 inch cabinets and large pantry. French dooes in the kitchen lead to private fenced brick-paved courtyard. All bedrooms are located on the second floor. Master bedroom contains walk-in closet, dual sinks, and large shower. Remaining two bedrooms are private from the Master. Attractive community features include large pool, playground, cabana and waling/bike trails. Attractions include shopping and dining in the Winter Garden Village, Lakeside Village and Hamlin Center. Call for an appointment today.

Listing is courtesy of: UNIONE REALTY INC (407-808-9080)

Listing Agent: Kyle Li (407-808-9080)

Remarks: A Rate School Zone and Beautiful brand like NEW TOWNHOUSE in Windermere Trails Community! This stunning 3 bedrooms, 2.5 bathrooms, and 2 car garage end of unit townhouse comes with high-end upgrades. The gourmet-style kitchen has new stainless steel appliances, neutral tile throughout the first floor. MASTER BEDROOM DOWNSTAIRS!! The Private Courtyard provides lots of space for entertaining guests and relaxing! There is a LOFT in the upstairs which is a perrect study, omice, or gaming area. Ine ‹ upstairs bedrooms nave a great view or the park across the street. In community is in a desirable 'A' Rated school district. The local shops feature a variety of restaurants, banks, health offices, a Publix grocery store, Anytime fitness gym, and minutes from Disney!! Schedule your showing today!

Listing is courtesy of: HANG SENG REALTY , INC (407-719-9808)

Listing Agent: Huimei Yang (407-719-9808)

Remarks: Beautiful Windermere townhome for rent in the highly desirable Lake Burden South community. This spacious end-unit offers a bright and open layout featuring a Living Room, Dining Room, Eat-In Kitchen, and plenty of comfortable living space. The fully equipped upgraded kitchen includes granite countertops, a center island, stainless steel appliances, ample wood cabinetry, and generous storage space. An inside laundry room with washer and dryer combo is also included for your convenience. Enjoy all the amenities Lake Burden has to offer. Community features include a resort-style pool, tennis and baseball courts, playgrounds, walking trails, and a scenic pier perfect for relaxing and enjoying the outdoors. Conveniently located just off SR-535 in Windermere, this home is minutes from major attractions, shopping, dining, nightlife, and provides easy access to I-4, SR-429, SR-408, and Florida's Turnpike. Pets are welcome with approval; however, aggressive breeds are not permitted. Please inquire with details about your pet. In lieu of our standard 1 full month's deposit, we now offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. When you move in with us, you can skip paying a security deposit and use the savings where it can generate the most value for you.

Listing is courtesy of: ADVANCE REALTY & MANAGEMENT LLC (407-901-3636)

Listing Agent: Anamaris Rodriguez (407-272-4423)

Remarks: 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.

Listing is courtesy of: BLUEHOUSE REALTY GROUP LLC (929-391-3985)

Listing Agent: Donny Hang Fung (929-391-3985)

Remarks: Welcome to your new home in one of Central Florida’s most desirable communities! This beautiful residence offers the perfect blend of comfort, convenience, and resort-style living just minutes from the magic of Disney World. Step inside this corner unit, ideally positioned with no neighbors on one side, and discover a spacious, open-concept layout designed for modern living. The gourmet kitchen overlooks the living and dining areas, making it perfect for entertaining or simply enjoying time with family and friends. Generously sized bedrooms, plenty of natural light, and stylish finishes throughout add to the home's warm and inviting atmosphere. But the true showstopper? Your own private back patio oasis on the 2nd floor overlooking the water. Relax and unwind in the sparkling pool right across the street, just steps away, ideal for those sunny Florida days and balmy evenings. Whether you're hosting a BBQ or enjoying a quiet morning by the water, this outdoor space is sure to impress. Located in the 2020 Legado community, you'll enjoy beautifully maintained surroundings, family-friendly vibes, and quick access to top-rated schools, dining, shopping, and entertainment.

Listing is courtesy of: DIAMOND REAL ESTATE GROUP (407-279-0448)

Listing Agent: George Berry, Iii (323-698-6733)

Remarks: 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, crown molding, Chef kitchen, backsplash, stainless steel appliances with gas stove, walk-in pantry and Office Nook area. The huge Loft gives you an extra space for a secondary living area. The MASTER SUITE has a large double walk-in closet. Unwind from the day in your GARDEN BATH with soaking tub and semi-frameless glass shower with double shower head with rain showerhead. Another 2 bedrooms have jack and jill bathroom to share, Second floor laundry room with sink. Screen lanai with ceiling fan for enjoying outdoor living. Epoxy garage floor paint. Windermere Isle offers residents a Community Pool, Cabana and Playground. Top rated school, Located close to 429, Disney and Hamlin Shops.

Listing is courtesy of: AGENT GROUP REALTY (843-656-0550)

Listing Agent: Li Xue (407-919-3796)

Remarks: 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 the best place for family and friends' gatherings. You can also enjoy Disney fireworks every night. Downstairs there is a large master bedroom, upstairs has two bedrooms and large play space. Master bathroom has double sink, granite countertop, and a large shower room. Laundry room with a large space for storage. This highly sought-after community features quality built and well-maintained homes. Amenities include walking trails, playgrounds, and a huge community pool. A-rated schools and Shopping Center with Publix Supermarket is just at the corner. Easy commute to most parts of Orlando. Basic tenant requirements: 675+ credit score, no BAD history, no BAD RENTAL history, income 3x monthly rent as a household.

Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)

Listing Agent: Daniel Zheng (407-683-1881)

Remarks: This stunning single-story home in the guard-gated community of Keene’s Pointe offers 4 bedrooms, 3 bathrooms, and 3,030 square feet of beautifully designed living space. The open-concept floorplan is enhanced by soaring ceilings and an abundance of windows, filling the home with natural light. Upon entry, you’re welcomed by elegant formal spaces—including a foyer, living room, dining room, and private study—featuring rich hardwood flooring, architectural arches, columns, and crown molding. The living room’s French doors open to a spacious screened-in lanai, perfect for indoor-outdoor living. The heart of the home is the expansive kitchen and family room, seamlessly connected for effortless entertaining. The kitchen boasts a large island, breakfast bar, cozy nook, granite countertops, stainless steel appliances, double ovens, a gas cooktop, and a built-in organization desk. The adjoining family room features a vaulted ceiling and French doors leading to the lanai, while the entire area is finished with easy-care ceramic tile. The oversized primary suite is a true retreat, highlighted by a tray ceiling with crown molding and a luxurious en-suite bath complete with dual vanities, a recessed makeup area, garden tub, separate shower, and generous closet space. Three additional bedrooms, two full bathrooms, a dedicated laundry room, and a three-car garage complete the interior. Located in Camden Village, a peaceful enclave within Keene’s Pointe, this home offers convenient access to both the country club and the community’s main entrance.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Brynn Allen (407-617-8963)

Remarks: One or more photo(s) has been virtually staged. Available for lease, this refined single-story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown district’s dining, shopping, and community amenities. Positioned on an oversized corner lot beneath mature oak trees, the property offers a private and well-composed setting with thoughtful indoor and outdoor spaces. The residence features four bedrooms, including two primary suites, and three full bathrooms. The kitchen is designed with both style and functionality in mind, offering stainless steel appliances, dual refrigerators, a professional gas range, granite countertops, a subway tile backsplash, and a breakfast bar that connects seamlessly to the main living area. The adjacent living space is highlighted by Saltillo tile flooring, a wood-accented ceiling, expansive windows, and skylights that fill the home with natural light. One primary suite includes an ensuite bathroom with dual vanities, a soaking tub, and a separate shower, along with a spacious walk-in closet and dressing area. Sliding glass doors provide access to a private patio overlooking the pool. Outdoor living is further enhanced by a screened lagoon-style lap pool with a newer heater, paver decking, and multiple patio areas designed for relaxation and entertaining.

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Rob Gaudreau (407-579-2737)

Remarks: Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or playroom. The kitchen boasts warm-toned cabinetry and neutral finishes that create a welcoming atmosphere. Upstairs, you'll find three generously sized bedrooms and two baths, including a spacious primary suite. Enjoy Florida living with a screened-in lanai and a detached two-car garage. Located just minutes from shopping, restaurants, and the Disney Cast Member parking entrance, this home offers both convenience and lifestyle. Community amenities include a refreshing pool. Don’t miss this incredible opportunity!

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Andy Neal (407-619-3517)

Remarks: 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 3-car garage. Upon entering, you're welcomed by an inviting formal living and dining area filled with natural light, highlighted by elegant arched entryways and a flexible layout ideal for both everyday living and entertaining. Toward the rear of the home, the open-concept kitchen and family room create a warm gathering space with ample cabinetry, generous counter space, and direct access to the large screened-in patio, perfect for relaxing outdoors or enjoying Florida evenings with added privacy. Upstairs, you'll find four generously sized bedrooms, including an expansive primary suite featuring tray ceilings, arched architectural details, dual vanities, a soaking garden tub, separate shower, and two walk-in closets. One of the guest bedrooms also features its own private ensuite bathroom, making it ideal for guests, multigenerational living, or a private home office setup. A second-floor laundry room and multiple linen closets add everyday convenience. Located in a sought-after Windermere community known for its proximity to top-rated schools, shopping, dining, major roadways, and nearby attractions, this move-in ready home offers exceptional value in one of Central Florida’s most desirable areas. Schedule your private showing today.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Evan Caulfield (407-432-9767)

Remarks: Beautiful two-story home with stunning lake views in the desirable Legado community! This well-maintained residence features 3 spacious bedrooms, 2 full bathrooms, and 1 half bath, offering comfort and functionality in an excellent location. Enjoy a charming front entry with a landscaped garden and a private outdoor space overlooking the lake — perfect for relaxing and enjoying the view. The home offers an open-concept kitchen equipped with appliances, wood cabinetry, and a spacious countertop, ideal for everyday living and entertaining. Large windows throughout bring in plenty of natural light. The primary suite is generously sized and features a private bathroom with dual sinks and a walk-in closet. Additional highlights include a 2-car garage and plenty of storage space. Located in the sought-after Legado community, residents enjoy HOA amenities including a community pool, playground, park areas, walking sidewalks, and beautifully maintained common areas. Conveniently located near Disney World, Horizon West shopping and dining, Hamlin Town Center, Winter Garden Village, major highways such as SR-429 and Florida’s Turnpike, and zoned for some of the top-rated schools in Orange County. Don’t miss this incredible rental opportunity!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Moniele Coelho (407-810-4383)

Remarks: Great House, Great Location! 4 beds and 3.5 baths just a few years old around the corner from the Lakeside Village Center in Windermere. This home is right across the street from the playground and pool center. With decorative pavers for the driveway, huge covered front porch. Choose to run across the street to take a dip in the gorgeous community pool, or sit on the front porch watching your friends and neighbors go by. For more privacy, enjoy the huge covered and screened-in lanai in the back with a back yard having partial block privacy wall on back and one side. Inside the home has a first floor bedroom and full bath, open den/office/formal dining, back study room or office with separate glass door to the back lanai and half bath powder room. The main great room is open living, kitchen, and dinette with French doors and side lights to outside. The kitchen has huge island with sink and breakfast bar, darker cabinets with black granite and crown molding. All stainless steel appliances. The master bedroom upstairs has a walk-in closet, large master bath with Separate vanities. One on each side of the garden tub and a separate walk in shower and a separate toilet room. Bedrooms 3 and 4 are separated by the hall bath, and laundry room with washer and dryer are near the stairs. The garage has a speckled painted floor. The Westside Village community has a nice playground next to the resort style pool and plenty of walking trails around the ponds next to the forest. A great location near the heart of Windermere with A-rated schools and shopping around the corner. You will love calling this place home. Please Email for more info or set up showing. information deemed reliable but not guaranteed. please verify

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Bryce Rysewyk (407-340-1754)