Winter Garden Single Family Homes For Rent - 110 homes

Remarks: STUNNING, well-maintained Executive estate home with everything you've been looking for! This gorgeous GARDENIA model by TOLL BROTHERS features 4200 square feet of living space with AMAZING VIEWS of a tranquil pond in the front, retention space in back in the desirable LAKESHORE community in HORIZON WEST, providing the perfect ONE OF A KIND idyllic space you've been looking for! You will enjoy relaxed Florida living perfect for entertaining or a quiet day amongst the HIGH-END DETAIL throughout. You will feel the MAJESTY of this home upon entering the Welcoming Foyer & Dining Room! Attention to detail is observed throughout this home - from the window treatments, lighting features, built-ins, amongst many others. As you enter the WELL-APPOINTED open-concept kitchen/living room area you are greeted with the CHEF'S KITCHEN boasting Quartz countertops beautifully accenting the tall cabinets. Multiple pantries including a butler’s pantry, laundry room and an oversized Guest Bedroom and Bath complement the downstairs. The GRANDEUR of this home is evident in its back wall of windows which slide opens to a SPACIOUS EXTENDED COVERED PATIO to complete a truly blended indoor/outdoor living space. Outdoor comfort is accented by AUTOMATIC SCREENS which lead to a large, outdoor yard, perfect for enjoying sunrises and sunsets in a tranquil setting. Upstairs continues the warmth and high-end retreat you deserve. You will find the MASTER RETRAT, LARGE BATH with custom finishes and OVERSIZED WALK IN CLOSETS and a PRIVATE BALCONY, separated for privacy from the rest of the upstairs bedrooms. The middle of the second floor offers a LARGE FAMILY/GAME AREA. 3 additional bedrooms allow for a home office and enough room for family to complete the upstairs. Tankless GAS hot water heater, gas range and stove, and energy efficient windows provides for energy conservation peace of mind. Residents enjoy a MAGNIFICENT CLUBHOUSE with swimming pool, gym, volleyball court, grill area, canoes, lake access and fire pit for entertaining. Cable TV, Internet, Washer, Dryer, Pest Control and Ground Maintenance are included! The elementary and high school is in close proximity to the community! Located minutes from 429 with easy access to Disney, downtown Orlando, the beaches and theme parks. Note $1,000 of deposit will be non-refundableand due at signing contract to lease. Do not miss this opportunity, schedule a showing today!

Listing is courtesy of: CHASTAIN REAL ESTATE COMPANY LLC (407-491-7528)

Listing Agent: Jonathan Jankowski (407-791-1140)

Remarks: Beautifully FULLY FURNISHED upgraded 3-bedroom, 2.5-bath single-family home with a flex space ideal for a home office. Features include luxury vinyl flooring throughout, taller interior doors, a stylish accent wall with LED lighting, and an open-concept layout filled with natural light. The gourmet kitchen offers solid wood cabinetry, a center island, Samsung refrigerator, and water filtration system. Additional highlights include a whole-house water softener, covered 2-car garage, front balcony, and landscaped entrance. A brand new *SUMMER KITCHEN* was just added, providing an ideal outdoor space for entertaining. Located in a desirable community with a pool, tennis court, walking paths, and two on-site GREAT SCHOOLS - walking distance, conveniently close to shopping, dining, and major roadways. A rare opportunity to enjoy elevated living in one of the area's most desirable communities!!!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Carolina Medeiros (305-753-1943)

Remarks: This charming 3-bedroom, 2-bathroom home offers a bright, open-concept layout that combines comfort and style. The modern kitchen features stainless steel appliances, ample cabinet space, and overlooks the spacious living and dining areas, making it ideal for both everyday living and entertaining. The private primary suite includes a walk-in closet and an en-suite bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Complete with a two-car garage and a private backyard, this home is conveniently located near top-rated schools, shopping, dining, and major highways in the highly desirable Winter Garden area.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Elaine Garcia (407-920-3616)

Remarks: This 4 bedroom, 2.5 bathroom home is located in the gated community of Emerald Ridge near local shops, restaurants, and schools. Features include a spacious main living area with living room, dining room, family room and wonderful eat-in kitchen. Additional features include a beautiful primary suite with big walk-in closet, a large screened patio, and a 2 car garage. Community amenities include a swimming pool. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY (407-897-3366)

Listing Agent: Matthew Kirsch (407-897-3366)

Remarks: Welcome to this beautifully maintained 5-bedroom, 3.5-bathroom move in ready home, ideally situated on a desirable corner lot in the heart of Hamlin, Winter Garden. With a thoughtfully designed layout, this home features one bedroom on the main floor—perfect for guests or multi generational living—and three additional bedrooms upstairs, offering plenty of space and privacy for the whole family. The home boasts soaring open ceilings that create a bright, airy atmosphere throughout. The upgraded kitchen is a true highlight, featuring modern finishes, high-end appliances, and ample space for cooking and entertaining. Adding even more value is the detached mother-in-law suite, offering flexibility for extended family, a private office, or rental income potential. Recently repainted exterior, elegant plantation shutters throughout the entire home, upgraded carpet, screen enclosure, upgraded 8 feet door downstair and upstairs, and the advantage of a spacious corner lot offering extra privacy and curb appeal. Located just minutes from top-rated schools, shopping, dining, and entertainment, this home perfectly combines luxury, functionality, and location in one of Winter Garden’s most sought-after communities.

Listing is courtesy of: ARION REALTY (407-564-8888)

Listing Agent: Jin Cheng (561-346-5225)

Remarks: Congratulations , and welcome to beautiful Summerlakes! This spacious 4-bedroom, 2-bath home offers plenty of comfort and convenience. Beautiful wood-style ceramic tiling welcome you upon entry into the home! The kitchen is a culinary oasis, equipped with a reverse osmosis filtration system, stainless steel appliances, a brand new Whirlpool refrigerator, gas stove, 42” eggshell cabinetry with crown molding, porcelain tile backsplash, and a built-in wine rack. Entertainment or relaxation are just a set of French doors away, as you step into the fully tiled and screened Florida room. You'll find plantation shutters throughout the home for added privacy and style, along with a MyQ wireless garage door operating system. Every room is equipped with a ceiling fan for year-round comfort. Wide hallways and a split floor plan add to the home's spacious and functional layout. Call and schedule your private tour today!

Listing is courtesy of: RC REALTY GROUP INC (407-309-9155)

Listing Agent: Andres Vazquez (407-242-0352)

Remarks: Welcome to Storey Grove, a beautiful and highly sought-after community in the heart of Horizon West, Winter Garden, one of Central Florida’s most desirable locations. This stunning rental home offers 4 bedrooms, 3.5 bathrooms, a 2-car garage, and 2,481 square feet of thoughtfully designed living space. The property features a charming private backyard courtyard situated between the main house and the detached garage, creating a peaceful and inviting outdoor retreat for relaxing or entertaining. Built with premium builder upgrades throughout, this home showcases an upgraded kitchen, beautifully finished bathrooms, enhanced flooring, and quality appliances that add both style and comfort to everyday living. Ideally located with easy access to major highways, this home is also surrounded by top-rated schools, and just minutes away from supermarkets, shopping, dining, and all of Central Florida’s world-famous theme parks and attractions. Residents of Storey Grove also enjoy access to excellent community amenities, making this neighborhood an exceptional place to call home. This is a wonderful opportunity to rent a beautiful, well-appointed home in one of Winter Garden’s most popular communities — perfect for your sweet family.

Listing is courtesy of: SUNSTAR REALTY FL INC (407-350-8266)

Listing Agent: Zhe Wang (407-705-7288)

Remarks: Welcome to your new home in the desirable Highland Ridge community! This beautifully built 4-bedroom, 2-bath residence by Meritage Homes offers the perfect blend of comfort, efficiency, and style. Step inside to find an open-concept layout filled with natural light and thoughtfully designed living spaces. The spacious kitchen features modern cabinetry, sleek countertops, and energy-efficient appliances—perfect for both everyday meals and entertaining. The living and dining areas flow effortlessly, creating a welcoming space for gatherings or cozy nights in. The primary suite is a private retreat with a walk-in closet and a well-appointed en suite bath. Three additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of in-home laundry, ample storage, and a two-car garage. Built with Meritage Homes’ commitment to energy efficiency, this home helps you save on utilities without sacrificing comfort. Located just minutes from shopping, dining, major highways, and world-famous attractions, Highland Ridge offers the best of Central Florida living in a quiet, friendly neighborhood.

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

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

Remarks: POND VIEW in the very desirable INDEPENDENCE community......Beautiful 4 Bedrooms/3.5 Bathrooms/2 car garage large home. CABLE AND INTERNET included. Large open kitchen with stone countertops, stainless steel appliances, big island/breakfast bar, and 42'' cabinets. Tiled floor throughout the common area downstairs. The Master suite is on the first floor, the bathroom has a tub and a separate shower. Upstairs, a guest bedroom with a full bath, plus 2 more bedrooms, a shared bathroom, and a loft. Enjoy your nice big backyard and relax with the POND VIEW from the covered lanai. Community AMENITIES include 2 Pools, Green spaces and park areas, a Boat Ramp, Fishing Docks, Tennis and basketball courts, 2 Clubhouses with 2 Fitness centers, Billiards and an arcade, a Dog Park, and Bike & walking paths. GREAT SCHOOLS and easy commute. Some pictures are virtually staged. ++++ Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - One small pet may be considered a nonaggressive breed only

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

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

Remarks: This Taylor Morrison single-family home in Horizon West features 4 bedrooms, 3 full bathrooms, and 1 half bath, including a convenient guest suite on the first floor. All appliances are included for added convenience. The main level offers a private bedroom with a full bathroom featuring a walk-in shower and closet, along with a half bath. The spacious gathering room showcases high ceilings and flows seamlessly into the kitchen and casual dining area, creating an inviting open-concept living space. Upstairs, the primary suite provides a generous retreat with a well-appointed en-suite bathroom, dual vanities, a walk-in shower, and a large walk-in closet. Two additional bedrooms, a shared bathroom, and a functional laundry room with a utility sink complete the second floor. Ideally located in the highly desirable Horizon West area, just minutes from Disney, this home is surrounded by top-rated schools, shopping centers, dining options, and offers easy access to FL-429 and US-192. Please note: Pest control ($25/month) and landscaping ($167/month) are not included in the rental price.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Ricardo Castillo Molina (407-624-9270)

Remarks: Offering a spacious open-concept floor plan with abundant natural light, this move-in-ready residence features a modern kitchen with stainless steel appliances, custom backsplash, and a large center island—perfect for entertaining or everyday meals. Upgraded lighting enhances the charm throughout the home, while sleek flooring throughout ensures easy maintenance with NO CARPET! The first floor includes a private guest ensuite, ideal for visitors, while the second floor boasts a versatile loft/flex space, two additional bedrooms with a shared full bath, a central laundry room, and a generous owner’s suite complete with a private bathroom. Outdoor highlights include a screened-in lanai for peaceful evenings, an epoxy-coated garage with overhead storage, and walking distance to the Phase 2 amenity center. Residents of Waterleigh enjoy resort-style amenities such as two clubhouses, swimming pools, fitness centers, playgrounds, tennis courts, mini-golf, dog parks, BBQ areas, and lakefront picnic spots. Lawn maintenance is included in the monthly rental rate, offering added convenience and savings. This energy-efficient home also features installed SOLAR PANELS, providing reduced utility costs and environmental benefits. Zoned for Atwater Bay Elementary School, this property combines comfort, location, and lifestyle. ***ZONED FOR ATWATER BAY ELEMENTARY*** TENANT OCCUPIED UNTIL 8/1/2026, PROPERTY WILL BE AVAILABLE 8/4/2026**** Schedule your private showing today!

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Fanny Stollmeyer (407-632-1188)

Remarks: Prepare to be amazed by this expansive, newly renovated rental in a charming sub-division of Winter Garden, Florida! Offering a rare SIX bedrooms and FOUR bathrooms, this is the perfect solution for a large family or corporate housing. Best of all, the home is fully furnished and ready for immediate move-in, with a preferred lease start of August 1st. The entire home has been spectacularly refreshed with extensive updates, ensuring a pristine living experience from day one. Enjoy the beauty of NEW FLOORING throughout, a full coat of NEW PAINT THROUGHOUT THE HOUSE, a secure NEW STORM DOOR, and a kitchen equipped with sleek NEW APPLIANCES. Step outside to your private retreat: an ENCLOSED POOL surrounded by a NEW FENCE, perfect for year-round enjoyment. Or stay inside for movie night: private theatre room with comfortable seating. This property boasts one of the most convenient locations in the city: Shopping & Dining: You have QUICK ACCESS TO THE TURNPIKE for effortless travel, and you're situated RIGHT BEHIND HWY 50 where you can find ample shopping options and a variety of LUXURY AND CASUAL EATERIES. For supreme convenience, COSTCO IS RIGHT BEHIND THE HOUSE. Outdoor Recreation: Active living is just steps away! Across the street, there is a big Apopka Trail that is great for bicycling and walking. When you rent here, you gain access to a dynamic Central Florida lifestyle rich in culture, nature, and entertainment. Historic Downtown: Explore the historic Downtown Winter Garden area, known for its small-town authenticity. You can visit the Garden Theatre, the SoBo Gallery and Art Center, and museums that showcase the city's rich railroad and citrus history. Food & Markets: Indulge your inner foodie at the popular Plant Street Market, an indoor artisan market featuring 20 vendors. On Saturdays, explore the Winter Garden Farmers Market, recognized as one of the top regional farmers markets in Florida. Outdoor Activities: Get outside and enjoy the area's natural beauty. Bike the scenic, 22-mile paved West Orange Trail. You can also visit Newton Park on the shores of Lake Apopka to see wildlife and enjoy the beautiful sunsets. Events: Enjoy weekly live music during Fridays on the Plaza at Centennial Plaza, a beautiful spot with lush landscaping and a tiled fountain. The city also hosts annual events like the Winter Garden Music Festival and Spring Fever in the Garden. Doin't wait this Home won't last long! Corporate Renters Welcome. Please only serious renters. Security cameras on property.

Listing is courtesy of: EXPERT REALTY SOLUTIONS INC. (800-979-3591)

Listing Agent: Joel Parrott (248-247-1168)

Remarks: Welcome to this beautiful FULLY FURNISHED home, available starting August 1st! This spacious two-story home offers 4 bedrooms, 3.5 bathrooms, a versatile loft, and a 2-car garage in the highly desirable Waterleigh community in Winter Garden. The open-concept layout features a modern kitchen with all appliances included, a large island, pantry, and spacious living and dining areas. A first-floor bedroom with a full bath is perfect for guests or a home office. Upstairs you’ll find the primary suite, two additional bedrooms, a loft, and laundry room. The garage is equipped with A/C, a ceiling fan, and gym equipment, creating the perfect flex space for workouts or hobbies. Enjoy all that Waterleigh has to give, including resort-style pools, clubhouses, fitness centers, walking trails, playgrounds, dog parks, sports courts, and year-round community events. Plus, Water Spring Elementary and Water Spring Middle School are conveniently located within the community. Just minutes from Disney, Flamingo Crossings, Hamlin shopping, dining, and major highways, this home offers the perfect combination of comfort, convenience, and lifestyle.

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

Listing Agent: Adriana Pl Franzoi (407-924-0872)

Remarks: Welcome to this beautiful 3-bedroom, 2-bathroom home for rent in Winter Garden! This well-maintained home features an open-concept floor plan that is perfect for entertaining or relaxing with family and friends. The modern kitchen is equipped with stainless steel appliances and overlooks the spacious living and dining areas. Step outside to your private screened-in patio and enjoy the refreshing saltwater pool, creating the perfect space for year-round outdoor living. Conveniently located just 5 minutes from Highway 429 and Highway 50, this home offers easy access to shopping, dining, and entertainment. You're also only 10 minutes from Winter Garden Village, with its wide variety of restaurants, retail stores, and everyday conveniences. Don't miss this wonderful opportunity to rent a beautiful home in one of Winter Garden's most desirable locations. Schedule your private showing today!

Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)

Listing Agent: Edul Mohamed, Pa (407-760-0090)

Remarks: **Fully fenced 4-bedroom, 3.5-bath home with dual primary suites and an upstairs loft — one suite on each level — in Storey Grove, Winter Garden, Florida.** Two full en-suite retreats with oversized walk-in closets give this two-story home maximum flexibility for multi-generational living, remote work, or hosting extended family. The open-concept main level features a tile entry, granite island kitchen with large cabinetry, and stainless steel appliances. An upstairs loft adds bonus living space — ideal as a media room, playroom, or home office. A fully fenced yard, 2-car garage, and generous storage complete the layout. Storey Grove residents enjoy a clubhouse with cabana, picnic area, resort-style pool, and fitness center. Located near Avalon Road and Flamingo Crossings Boulevard, the community offers walkable access to shopping and dining, with minutes to Historic Downtown Winter Garden, Walt Disney World Resort, SR 429, and Florida's Turnpike.

Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)

Listing Agent: Angela Rodriguez (407-873-8379)

Remarks: LOCATION, LOCATION, LOCATION! This fully furnished, 3 bedroom, 2 full bath, single story home is in pristine condition. The rent payment includes lawn care, basic cable, internet and all appliances including washer and dryer. *** No Sign*** Covered front porch overlooking the pond and the back porch lanai looking to a conservation area. The New Independence community offers many amazing amenities, like two Club houses with pool & fitness center, basketball & tennis courts and miles of trails for walking/running/biking. Two community boat ramps Lake Speer is just walking distance from this home and the 2nd ramp at Lake Hancock. The property Close to All Disney parks, Winter Garden Village, Downtown Winter Garden and Orange County National Golf Center. *** Available For Rent***

Listing is courtesy of: GLASBRIDGE LLC (407-704-6848)

Listing Agent: Yasmin Sanchez (407-954-3342)

Remarks: Beautiful spacious 4 bedroom, 3 bath pool home located in GATED community of Wintermere Pointe, Winter Garden. This home offers 3,000 square feet of living space. Enjoy the private screened in pool. Large bonus room. Great location! Just minutes from Winter Garden Village, SR 429 and the Florida Turnpike. Pool and Lawn included. Freshly painted. Must see!

Listing is courtesy of: CLASSIC INTERNATIONAL REALTY LLC (407-876-8706)

Listing Agent: Barbara Schafer Holland (407-876-8706)

Remarks: Live the Lifestyle You Deserve in Estates at Lakeview Preserve – Where Winter Garden Meets Clermont. Step into luxury and modern comfort with this immaculate 3,829 sq ft home, built in 2023 and situated in the sought-after gated community of Estates at Lakeview Preserve, located right on the border of Clermont and Winter Garden. Designed for both functionality and elegance, this spacious home features four generously sized bedrooms and three and a half upscale bathrooms, making it the perfect retreat for families or those who love to entertain. The expansive open-concept layout seamlessly integrates the grand great room with a chef’s dream kitchen, boasting a massive center island, sleek quartz countertops, and premium finishes that make every meal a delight. A dedicated home office on the first floor provides the perfect space for remote work or study. Upstairs, all bedrooms are thoughtfully designed for comfort and privacy, accompanied by a large versatile loft—ideal for a playroom, media room, or additional lounge space. The three-car garage offers ample storage and convenience, while the screened-in lanai provides a peaceful space to relax and enjoy the Florida breeze. As part of the vibrant Estates at Lakeview Preserve community, residents enjoy access to top-tier amenities including a resort-style pool, modern fitness center, clubhouse for gatherings, and a playground for family fun. This smoke-free home truly blends upscale design with an active, community-focused lifestyle. Rental Requirements: Minimum credit score: 630 - Income must be at least 3x the monthly rent - No prior evictions - No registered sex offenders - One or two medium, non-aggressive breed pets may be considered. Don’t miss this opportunity to make this beautifully crafted home your own in one of the most desirable locations straddling Clermont and Winter Garden!

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

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

Remarks: Welcome to your dream home in Winter Garden, where elegance meets comfort in this stunning single-family executive home with a picturesque view of Lake Hancock. With 6 bedrooms, 6.5 bathrooms, and a host of impressive features, this residence offers a lifestyle of unparalleled grandeur and convenience. As you step inside, you'll be greeted by high ceilings and an open, modern floor plan that exudes a sense of space and sophistication. The expansive living areas seamlessly flow from room to room, creating an ideal setting for both family gatherings and formal entertaining. The home boasts not one, but two master bedroom suites, each with its own luxurious ensuite bathroom. Whether you prefer the convenience of a ground-floor master or the elevated serenity of the second-floor suite, you'll have a private oasis to call your own. You can enjoy breathtaking panoramic views of Lake Hancock from multiple vantage points throughout the house. Sip your morning coffee on the outdoor patio as you watch the sun rise over the tranquil waters, or unwind in the evening with a glass of wine and the mesmerizing lake as your backdrop. The gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, custom cabinetry, and an expansive island with seating. It's the perfect space for preparing culinary masterpieces and hosting culinary adventures. For car enthusiasts or those in need of ample storage, the three-car garages provide plenty of space for vehicles, equipment, or hobbies. The community offers a range of resort-style amenities, including a sparkling pool, tennis courts, and a playground. Whether you're looking for a relaxing day by the pool or an active game of tennis, there's something for everyone to enjoy. Families will appreciate the proximity to top-rated schools ensuring access to quality education. Winter Garden is known for its vibrant dining scene and cultural attractions. You'll be just moments away from a wide array of restaurants, shops, and entertainment options. Don't miss the opportunity to experience the epitome of luxury living in this executive home overlooking Lake Hancock. Contact us today to schedule a private tour and see for yourself the beauty and elegance that await you in this Winter Garden masterpiece. Your dream home is ready to welcome you!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Esther Griller (407-580-9313)

Remarks: Welcome to this beautiful 4-bedroom, 3.5-bath single-family bungalow located in the highly desirable Harvest at Ovation community in Winter Garden. This spacious home offers a thoughtfully designed floor plan featuring a first-floor bedroom with a full bathroom, perfect for guests, multigenerational living, or a private home office. The second floor includes 3 bedrooms, 2 full baths and a conveniently located laundry room. All appliances included, making your move-in process seamless. A two-car garage and an extended driveway. Rent includes lawn maintenance and pest control, allowing for a low-maintenance lifestyle. Residents enjoy access to exceptional community amenities, including a resort-style pool, playground, and dog park. Ideally located just minutes from Flamingo Crossings, Walt Disney World, SR-429, shopping, dining, and entertainment. A new elementary school is currently under construction nearby, adding even more convenience to this growing area. Don't miss the opportunity to live in one of Winter Garden's most sought-after communities. Schedule your showing today!

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Tatiana Shiz Nagamine De Almeida (407-520-6701)