Windermere Single Family Homes For Rent - 53 homes

Remarks: ***POND VIEW***Available early July***. Move into this lovely POND VIEW home in the quiet Windermere Sound neighborhood. 3 bedrooms and 2 bathrooms. The front living room can be used as an office/den. Beautiful kitchen with granite countertop, SS appliances, 42' cabinets, and pull-out drawers in the lower cabinets. All common areas have ceramic tile, and the bedrooms have carpet. The screened-in porch is great for enjoying the lovely pond view, sunsets, and Disney fireworks. A-rated schools. Close to shopping, amusement parks, and highways. ******Tenant needs to verify all room sizes and schools. Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - 1 small pet may be considered

Listing is courtesy of: SHINING OAK REALTY (407-399-2298)

Listing Agent: Paul Moscoso (321-210-2456)

Remarks: 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 open-concept kitchen designed for both everyday living and entertaining. The kitchen offers expansive counter space, abundant cabinetry, and a hidden walk-in pantry for added convenience and storage. Privately situated on the south side of the home, the primary suite features large sliding glass doors leading directly to the pool deck and cabana, creating a true retreat atmosphere. The luxurious primary bathroom complements the space perfectly. The second bedroom includes its own private full bath, while bedrooms three and four share an additional full bathroom. Every bedroom is generously sized and includes ample walk-in closet space. Additional highlights include an inside laundry room conveniently located near the kitchen and direct access to the oversized two-car garage. Step outside to your own private oasis. Fully walled and screened for maximum privacy, the pool and outdoor entertaining area provide the perfect setting for relaxing or hosting guests year-round. The home has been meticulously cared for, with regular maintenance and servicing of all appliances, systems, lawn care, and pool maintenance. Residents of Waterstone enjoy the peace of mind of a 24-hour guard-gated community, ideally located along Winter Garden-Vineland Road with convenient access to major highways, premier shopping, dining, and entertainment. Downtown Orlando is approximately 25 minutes away, Orlando International Airport (MCO) is just 35 minutes away, and world-famous theme parks along with Restaurant Row on Sand Lake Road are all within a 20-minute drive. Don't miss this opportunity!

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

Listing Agent: Charles Kohlinger (407-421-9188)

Remarks: Welcome to this beautiful single-family home located in the highly sought-after Windermere Trails community. This well-maintained home features 3 bedrooms, 2.5 bathrooms, a spacious loft, and an attached 2-car garage, offering the perfect combination of comfort and functionality. The open-concept floor plan showcases a modern kitchen with granite countertops, stainless steel appliances, solid wood cabinetry, and plenty of space for cooking and entertaining. The energy-efficient design helps keep utility costs low while providing comfortable year-round living. Upstairs, the versatile loft has the perfect space for a home office, media room, playroom, or additional living area. The spacious primary suite provides a private retreat, while the additional bedrooms has flexibility for family and guests. Conveniently located near Disney, major highways, shopping, dining, and top-rated schools including Bay Lake Elementary, Horizon West Middle School, and Windermere High School. Lease terms: 12-month minimum. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Small pets may be considered with owner approval and applicable fees. Don’t miss the opportunity to live in one of Windermere’s most desirable communities. Schedule your private showing today!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Alessandra Oliveira (305-788-0825)

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: 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 attractions' fireworks display, this property offers privacy and living at its finest. It was recently painted and is ready for occupancy. A second story guest suite, granite counter tops, full appliance package, including washer and dryer will make you the envy of your social circle. You will enjoy peace of mind knowing that rent includes lawn care and the property is professionally managed. Hurry and make an appointment to view, as this will not last.

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

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

Remarks: This beautiful move-in ready home offers 4 bedrooms, 4 bathrooms, plus a dedicated office/flex room, providing the perfect blend of comfort, space, and functionality. The first floor features elegant tile flooring throughout and a spacious primary suite conveniently located on the main level for added privacy. Upstairs, you'll find a junior master suite along with a versatile loft/bonus area ideal for a media room, playroom, or home office. Designed for both everyday living and entertaining, the home includes formal living and dining areas, a separate family room, and an impressive kitchen featuring stainless steel appliances, a breakfast nook, high ceilings, and elegant 8-foot interior doors that create an open and airy feel throughout. Recent updates include newly completed exterior painting and newer interior paint. Located in a highly desirable family-friendly community with excellent schools, future clubhouse amenities, a community swimming pool, and a large scenic lake offering beautiful water views and relaxing surroundings. Tenant occupied. 24-hour appointment required for all showings. Tenant Responsibilities: Power, water, cable, internet, phone, lawn maintenance, and irrigation head replacements.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Asher Chen (407-717-5232)

Remarks: This single story property in the popular community of Summerport is ready for new tenants, the tiles have just been professionally steam cleaned throughout and there is no carpet in the property, house was painted recently and new laminate flooring added to the bedrooms. The property benefits from a screened porch on the rear with an extended driveway that has recently been pressure washed. Easy access to the new town of Hamlin, great schools and shopping

Listing is courtesy of: WENDY MORRIS REALTY (407-575-5392)

Listing Agent: Wendy Morris (407-575-5392)

Remarks: Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers breathtaking views from virtually every room, creating the ultimate backdrop for serene living and effortless entertaining. At the water's edge, enjoy a two-story dock complete with a hydraulic boat slip and jet ski lift, plus your own private boat ramp, a rare and coveted feature for lake enthusiasts. After a day on the water, unwind in the solar-heated swimming pool, framed by panoramic lake vistas. Inside, the heart of the home is the expansive luxury kitchen, thoughtfully designed with high-end finishes and an abundance of upgrades, including spice organizers, pull-outs, and generous storage solutions. Multiple flex spaces offer endless possibilities for a home gym, office, or den. The main level master suite is a peaceful sanctuary with sweeping lake and pool views. It connects to a conditioned Florida room, perfect for morning coffee or for unwinding at sunset. Upstairs, a bright loft area leads to two spacious bedrooms, connected by a stylish Jack-and-Jill bathroom. One of the bedrooms opens to a private lakeview deck, offering a stunning vantage point over the water. Additional features elevate this home even further! A well-equipped greenhouse, an air-conditioned shed with a garage door, perfect for storing jet skis, and multiple beautifully finished indoor and outdoor living spaces designed for comfort, elegance, and entertaining. Whether you're boating, lounging by the pool, tending your greenhouse, or simply enjoying the peaceful waterfront scenery, this home offers an unparalleled lifestyle. Must meet resident selection criteria. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Steven Simpson (407-545-2594)

Remarks: Located in a highly desirable Windermere-area school district, this beautiful home features a conservation-view backyard and a playground directly in front of the property. The first floor features tile floor throughout for easy maintenance, while all bedrooms are on the second floor. A spacious loft upstairs provides the perfect space for relaxation, entertainment, or a home office. Conveniently located near Windermere High School, shopping, dining, and Walt Disney World, this home combines comfort with accessibility. Enjoy nightly Disney fireworks from the privacy of your backyard. Lawn service is included in the rent.

Listing is courtesy of: JOY ESTATE ENTERPRISE INC (321-754-9131)

Listing Agent: Liu Zhang (917-892-2868)

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: Welcome to 7137 Beek Street in the highly desirable Windermere area! This beautifully maintained single-story home offers the perfect combination of comfort, convenience, and scenic surroundings. Featuring 3 bedrooms and 2 full bathrooms, this thoughtfully designed home provides easy, one-level living. Enjoy breathtaking water views from the backyard and take advantage of the peaceful setting that makes this home truly special. Conveniently located near walking and biking trails, as well as shopping, dining, entertainment, and major roadways, this home offers easy access throughout Central Florida. Located within a highly sought-after school zone with A-rated schools, this home provides an exceptional opportunity to enjoy one of the area's most desirable communities. Experience the beauty of water-view living and schedule your private showing today.

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

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

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: 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: 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: 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)