Windermere Apartments for Rent - 94 rentals

Remarks: A rare opportunity to lease a furnished executive estate in the prestigious guard-gated community of Lake Butler Sound. Perfect for corporate relocations, executive families, or those building, renovating, or transitioning between homes, this turnkey residence offers flexible lease terms in one of Windermere's most sought-after communities. Thoughtfully designed for comfortable everyday living and entertaining, the home features a gourmet chef's kitchen with premium appliances, a spacious first-floor primary suite, executive office, game room with full bar, private theater, and an expansive outdoor living area complete with a resort-style pool, spa, fireplace, and summer kitchen. Conveniently located within an exceptional school district and less than 10 minutes from Windermere Preparatory School, the home provides unmatched convenience with proximity to major business centers, leading hospitals, world-renowned golf, upscale dining, shopping, major expressways, and Orlando's premier attractions. This exceptional move-in ready residence offers the privacy, security, and resort-style lifestyle discerning tenants expect. Private tours available by appointment.

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

Listing Agent: Julian Correa (407-990-2360)

Remarks: Beautiful townhome in desirable Wickham Park. Premium lot with pool view. Townhome features anon floor plan with espresso kitchen cabinets, upgraded backsplash, granite countertops and stainless steel appliances. Private courtyard perfect for grilling and entertaining provides access to two car garage. Upstairs is the Master suite featuring a large window, walk in closet and a master bath with dual sinks. Two additional bedrooms with a full bathroom are also on the second level. Home is walking distance from the community Clubhouse where you will find the pool. Enjoy the community gazebo, walking paths and bike trails. These are some of the many perks of living in Wickham Park. Also, close by are many shops, restaurants and supermarkets. Only a few minutes from Disney.

Listing is courtesy of: DEMAYA REALTY (407-576-6468)

Listing Agent: Victor Jordan (407-576-6468)

Remarks: Lakes of Windermere STUNNER! This Ashton Woods Kensington floorplan w/ bonus room welcomes you home from the time you drive the gorgeous tree lined streets! Watch the Disney fireworks steps outside of the home! An inviting front porch leads you into the luxuriously upgraded home! As you enter, you are greeted by the formal living/dining area with tons of windows for natural light, HIGH CEILINGS, upgraded CERAMIC WOODGRAIN TILE FLOORING, CROWN MOLDING, and recessed lighting. A 3-WAY SPLIT & OPEN FLOOR PLAN yields the privacy a large family desires. Arched walkways lead you to 3 bedrooms with spacious closets, BRAND NEW Laminate flooring and a fully upgraded bathroom complete with dual sinks. Ceiling fan packages throughout entire home. An entertainer's DREAM KITCHEN awaits you. Truly the heart of the home, this STUNNING two-toned kitchen renovation includes an oversized island with thick cut granite, inlay sink, breakfast bar and additional storage. Stainless steel appliances, 42-inch cabinets, soft close cabinets and pull out drawers, recessed lighting, and a sleek cabinet pantry. Dedicated coffee/beverage bar area leads you to the eating space in kitchen and the spacious Family room, which continues out to a 2018 addition of a SCREENED and COVERED lanai perfect for year-round enjoyment. A double door package leads you into the tasteful primary bedroom and ensuite bathroom where the upgrade continue! Dual Shower heads including a RAIN shower, luxury flooring, makeup vanity and Dual Sinks all tastefully tie into the kitchen upgrades on color palette and natural light. Walk past a guest bathroom and let your imagination wander with the large upstairs bonus/flex room complete with a closet and a full bathroom package (currently used as 5th bedroom). Additionally, a dual A/C system completely replaced 2017, SOLAR PANELS and REVERSE HEAT PUMP WATER HEATER (that cools the garage!) in 2018. SO much flexibility in this floor plan! Lakes of Windermere is an established neighborhood with mature landscaping that offers a pool, tennis, volleyball and basketball courts, dock, parks and playgrounds! MAKE YOUR APPOINTMENT TO VIEW TODAY!

Listing is courtesy of: WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC (407-922-9169)

Listing Agent: Ricardo Diaz (407-922-6196)

Remarks: Welcome to 6746 Duncaster Street, a spacious and beautifully maintained two-story home nestled within the highly sought-after Lakes of Windermere community. Offering 4 bedrooms, 2.5 bathrooms, and approximately 2,830 square feet of living space, this residence combines comfort, functionality, and an exceptional location. Tons of storage space. The thoughtfully designed floor plan features formal living and dining areas, a large family room with soaring ceilings, and an inviting kitchen equipped with upgraded newer stainless steel appliances, making it ideal for both everyday living and entertaining. Upstairs, all four bedrooms provide privacy and flexibility, including a generous primary suite highlighted by elegant tray ceilings, a bay window sitting area, and ample closet space. Situated on a quiet neighborhood street, residents enjoy access to community amenities including a pool, tennis courts, playgrounds, and scenic walking paths. Families will appreciate the area's highly rated schools, while the home's convenient location places shopping, dining, major roadways, and Walt Disney World just minutes away. With its spacious layout, desirable community setting, and prime Windermere location, 6746 Duncaster Street offers an exceptional opportunity to enjoy the best of Central Florida living.

Listing is courtesy of: JC FLORIDA REALTY LLC (407-257-8265)

Listing Agent: Cheryl Rozanski (301-399-7483)

Remarks: Beautifully updated 3-bedroom, 2-bathroom ground-floor condo offering 1,442 sq.ft. of thoughtfully designed living space. This unit has been fully renovated and presents in clean, modern condition with brand new interior paint, new laminate flooring throughout, refreshed ceilings, updated lighting fixtures, new ceiling fans, upgraded appliances, new window blinds, and updated hardware. The result is a bright, cohesive, and move-in ready home. The layout is open and functional, with a spacious living area filled with natural light and a well-positioned kitchen that flows comfortably into the main living space. The split-bedroom floor plan provides privacy and flexibility, suitable for a variety of living arrangements. Ground-floor access allows for easy entry with no stairs, adding everyday convenience. Located in a well-maintained community offering a range of amenities including a pool, clubhouse, fitness center, and tennis courts. The property is positioned with convenient access to major roads, shopping, dining, and essential services. Situated within a desirable school zone including Sunset Park Elementary, Horizon West Middle, and Windermere High School. Clean, fully updated, and ready for immediate occupancy, this property stands out as a well-prepared and comfortable rental option in a strong location.

Listing is courtesy of: PINK MIAMI REAL ESTATE (305-605-7465)

Listing Agent: Denis Bochkov (754-248-4417)

Remarks: Spectacular Townhome located in the Lake Reams Townhomes Community in Windermere, FL. Picture this, being minutes away from Walt Disney World and all of their theme parks, fashionable shopping and exceptional restaurants and also having convenient access to all major roadways, you can make this a reality! This townhome includes 3 bedrooms and 2.5 bathrooms with an open floor plan with spacious living area perfect for entertaining! The master bedroom includes a walk in closet and private bathroom! Enjoy the charming outdoor patio area all year round, this area also connects and grants access to the 2-car garage! Call your realtor today, you won't want to miss this home!

Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)

Listing Agent: Maribel Minarro (407-908-3522)

Remarks: Beautiful 4-bedroom home in the desirable Windermere area. Featuring an open floor plan, spacious living areas, a modern kitchen, and a private backyard perfect for entertaining. Conveniently located near top-rated schools, shopping, dining, and major attractions. Move-in ready and a must-see!

Listing is courtesy of: MD3 HOMES LLC (407-557-8810)

Listing Agent: Monica Duran (407-702-5796)

Remarks: 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 balcony. Note: The virtual tour was produced before we installed the closet in the upstairs bedroom. See picture of upstairs bedroom.

Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)

Listing Agent: Hans Welbergen (407-701-6814)

Remarks: 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 for everyone — whether you're working from home, raising a family, or hosting guests in style. The gourmet kitchen is the true heart of this home, featuring a gas cooktop, double ovens, granite countertops, a breakfast bar, and a sunny breakfast nook. It flows seamlessly into a warm, inviting family room with a fireplace. The downstairs primary suite is your personal retreat, complete with serene pool views and a spa-inspired bath featuring a jacuzzi tub, walk-in shower, and dual vanities. Upstairs, four additional bedrooms — including a convenient Jack-and-Jill configuration — offer flexibility and privacy for family and guests alike. Step outside to a beautifully appointed outdoor living space with a large paved patio, outside full bathroom, summer kitchen. Take advantage of community amenities: fitness center with water views, two tennis courts & basketball courts, volleyball court, and fishing pier. The Reserve at Belmere delivers peace of mind alongside unmatched prestige. Call leasing agent to schedule private tour. Additional fee : $150 monthly pool care

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Yana Ogor (904-400-4192)

Remarks: Welcome to this beautiful 3-bedroom, 2.5-bathroom townhome with a 2-car garage located in the highly desirable Ashlin Park community in Windermere. This well-maintained residence offers a spacious and functional floor plan in one of the area's most sought-after neighborhoods. Residents enjoy access to outstanding community amenities, including a resort-style pool, clubhouse, playground, scenic ponds, conservation areas, and direct access to walking and biking trails. Conveniently located near shopping, dining, major roadways, and everyday conveniences, including Publix and a variety of restaurants. Experience the perfect combination of comfort, convenience, and community living in the heart of Windermere.

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Vicente Virgilio (407-401-7447)

Remarks: Amazing Luxurious Townhouse located in desirable Horizon West!! 4 Bedrooms and 2 & a Half Bathrooms, Den/office, Master Suite on first floor, and 2 Car Garage. Spacious 1866 sq. ft. home with excellent layout and ceramic tile flooring. Formal dining room, and open family room with kitchen that boasts 42" maple wood cabinets, stainless steel appliances and granite counter tops. Features include laundry room, walk-in closet, linen closet, garden tub, & dual sink vanity in master bedroom. Spacious covered/front porch. Fenced in backyard. Community fully maintained lawns! You also have access to family-friendly amenities including a resort-style swimming pool, fitness center, spacious sundeck and cabana, Basketball Court, Green asphalt tennis court with acrylic surfacing and playground. With easy access to all major highways including 429, 535, and I-4. Only minutes away from Disney and other theme parks, Restaurants, Shopping, & Schools .... Take advantage of this opportunity!!!

Listing is courtesy of: BLUE DOORBELL REALTY (407-840-8882)

Listing Agent: John Ingenito, Iii (407-840-8882)

Remarks: Immaculate Move-In Ready Townhome Available Immediately! Beautiful and spacious 3-bedroom, 2.5-bathroom townhome located in a prime Central Florida location! This immaculate, move-in ready home has been exceptionally well maintained and features a large family room, eat-in kitchen with dinette area, convenient downstairs half bath, separate laundry room, and a 2-car garage. Upstairs offers all 3 bedrooms along with 2 full bathrooms, providing a comfortable and functional layout for families or roommates. Enjoy relaxing on the charming front porch or entertain guests in the private fenced-in backyard courtyard. Residents also enjoy access to a community private pool and community private tennis court. Ideally located just minutes from Walt Disney World and close to Universal Studios, Epic Universe, SeaWorld, major malls, restaurants, shopping centers, and approximately 30 minutes from Orlando International Airport. Plus, enjoy being approximately 1 hour away from Port Canaveral Cruise Terminal for easy access to your next cruise getaway. Immaculate move-in ready condition and available immediately! Call listing agent today to schedule your private showing.

Listing is courtesy of: SUMMERSIDE REALTY LLC (407-758-2714)

Listing Agent: Todd Henry (407-758-2714)

Remarks: Sited in the Preserve at Lakes of Windermere, a gated community, this three-bedroom, two-bathroom home sits in a highly desirable location. This single-story home offers a bright, open-concept floor plan with a formal living room, dinning room, family room, kitchen and breakfast nook. The private master bathroom offers a garden tub, separate glassed shower, dual sinks and large walk-in closet. Great backyard area with covered lanai facing conservation. You will not need a car to get to the community's amenities from this home. Enjoy nightly fireworks from your front porch. Lakes of Windermere is conveniently located in the heart of Windermere and offers great amenities, including swimming pool, picnic area, playgrounds and a beautiful lake gazebo. It is just minutes away from Disney attractions, I-4, Winter Garden Grove Shopping and Restaurant Center, SR 408, Florida Turnpike and much more.

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

Listing Agent: Maria Quintero (407-509-0849)

Remarks: Beautiful 4-bedroom, 2.5-bath townhome located in Windermere Sound community in Horizon West, living space with an open floor plan ideal for everyday living and entertaining. The main level features a spacious living and dining area connected to the kitchen, while the primary bedroom provides comfort and privacy. Master bedroom downstair. Community amenities include a pool, clubhouse and playground. Conveniently located near shopping, dining, major roadways, and area attractions, and zoned for top-rated Windermere area schools.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Lidia Lo Monaco (407-310-0513)

Remarks: Beautiful ground floor unit in the Lakes of Windermere! This unit features 2 bedrooms, 2 bathrooms, ceramic tile flooring throughout and elegant crown molding in the living areas. The kitchen is complete with granite countertops, a breakfast bar and pantry. There is a separate dining area and living room that leads to the large screened in porch. The split floor plan allows privacy, and each bedroom has an attached bathroom. Water, sewer, valet trash pick-up, washer and dryer are all included! This exceptional gated community includes a gorgeous clubhouse, fitness center, huge community pool, beach volleyball area, grills and 24-hour security guard on site. This unit is available July 2026. Photos shown are prior to current tenant move in.

Listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC (407-704-7904)

Listing Agent: Nicholas Wild (407-704-7904)

Remarks: Located within the exclusive gated community of Glenmuir and situated on an oversized .47-acre lot, this beautifully appointed 4-bedroom, 2-bath Mediterranean-style residence offers 2,044 heated square feet of thoughtfully designed living space, top-rated schools, abundant natural light, and one of the community’s most desirable settings. Upon entering, you are welcomed by soaring vaulted ceilings and an expansive formal living and dining area—ideal for entertaining, special occasions, or flexible use as additional lounge, office, or recreation space. Beyond, the open-concept kitchen and family room create the heart of the home, featuring stainless steel appliances, generous cabinetry and storage, a center island, and exceptional natural light throughout. The family room opens directly to the fully fenced backyard, providing seamless indoor-outdoor living and plenty of room to enjoy, play, entertain, or create your ideal outdoor retreat. Positioned on one of the largest homesites in Glenmuir, the backyard offers privacy and space rarely found in the area. Privately positioned, the spacious primary suite serves as a relaxing retreat and includes a well-appointed en-suite bath with dual vanities, a walk-in shower, soaking tub, and oversized walk-in closet. Residents of Glenmuir enjoy gated access and exceptional community amenities including a park, playground, basketball courts, soccer field, pavilion, and picnic areas. Ideally located near shopping and dining at Winter Garden Village, Lakeside Village, and world-renowned attractions including Walt Disney World, this home is also zoned for top-rated Orange County schools and located less than one mile from Windermere Preparatory School.

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

Listing Agent: John Goggin (321-332-3000)

Remarks: Welcome to your dream home in a beautiful cul-de-sac, nestled in a secure, gated community and zoned for top-rated Windermere schools. This fully remodeled, move-in-ready home offers 5 spacious bedrooms plus a large bonus area on the second floor, complete with a half bath. The upgraded chef’s kitchen boasts all new appliances, perfect for entertaining. Relax in your private resort-style pool, or enjoy the convenience of lawn maintenance, pool service, and pest control—all included in the rent. Plus, you’re just minutes from Disney, major highways, and a variety of shops and restaurants. This is the perfect place to call home!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Sevara Botirova Patel (407-242-9546)

Remarks: FOR RENT | Luxury 5-Bedroom Home with Private In-Law Suite in Windermere Welcome to this beautifully updated 5-bedroom, 4-bathroom residence offering 3,365 square feet of elegant living space in one of Windermere’s most desirable communities. This exceptional two-story home has been thoughtfully upgraded with a brand-new roof, two new HVAC systems, updated flooring, fresh paint, and a renovated chef’s kitchen, creating the perfect blend of luxury, comfort, and functionality. Step through the impressive leaded-glass entry doors into a grand foyer with soaring cathedral ceilings and an inviting open layout. The thoughtfully designed three-way split floor plan features hardwood floors, tray ceilings, crown molding, formal living and dining areas, and abundant natural light throughout. The gourmet kitchen is the heart of the home, showcasing granite countertops and backsplash, stainless steel appliances, a large center island with storage, breakfast bar seating, and ample space for entertaining. The spacious primary suite offers private access to the screened lanai and features a luxurious bathroom with dual vanities, a garden tub, walk-in shower, and oversized walk-in closet. One of the home's most desirable features is the private upstairs In-Law Suite, complete with its own bedroom, full bathroom, living area, and dedicated HVAC system—perfect for guests, multigenerational living, a home office, or private retreat. Additional features include: ? 3-Car Garage ? Indoor Laundry Room with Utility Sink ? Screened Covered Patio ? View Disney Fireworks from Home ? Community Pool, Playground & Dog Park ? Top-Rated Schools Including Windermere Prep Nearby ? Minutes to Winter Garden Village, Disney, 429 Expressway, Butler Chain of Lakes, Shopping, Dining & Entertainment This home offers the ultimate Florida lifestyle with space, privacy, and an unbeatable location. Available for immediate occupancy. Schedule your private showing today and discover why this Windermere home is truly one of a kind.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Patricia Zimath, Llc (321-318-1050)

Remarks: Looking for seclusion? One plus acre waterfront. No HOA. Adorable, clean available June 1st. Bring your boat, RV, pets. Quiet treed drive located near the Town of Windermere. Complete with stainless appliances, washer, dryer. Large screened porch. Tile floors throughout. Decorative fireplace in family room. Room to Breathe!! Check it out today. For Application: https://apply.link/rhwVwSc

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Judy Black (407-810-1803)

Remarks: Mediterranean style property with five bedrooms, four and a half bathrooms on two floors in gated community. New flooring. One of the bedrooms is on the first floor next to a full bathroom, making it ideal to function as an office or guest suite. The remaining bedrooms are on the second floor with the master bedroom has crown molding and a huge walk-in closet. Fully equipped kitchen with granite countertops, stainless steel appliances, and wait, yes, a gas range! To top it all off, it comes with a washer and dryer. The community has a swimming pool, tennis, basketball, sand volleyball, children's play area and weight room. You really must see this property to fully appreciate it. It is professionally managed, and rent includes lawn care, so this is worry-free living. Hurry and schedule a showing, this won't last, and you won't want to miss out. Please see the attached files.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Charles Woolley (407-733-8665)