Winter Garden Single Family Homes For Rent - 97 homes

Remarks: Still Tenant occupied available April 30th . Beautiful One Story 4/2 Home with a 2 Car Garage in the beautiful Gated Community of B Lake Park - Winter Garden! This desirable gated community offers residents a community pool, tennis court, playground, basketball court, sand volleyball court, soccer field, walking trails and gazebo. Additionally, this home is conveniently located near all major employers, hospital, across the street from the Winter Garden Village . Spacious living room and dining room area. Plenty of natural light flows-in throughout the home, making it feel very welcoming. The well equipped kitchen has a lot of countertop and storage space, and features a kitchen island with a breakfast bar. The master bedroom with bathroom , plus a spacious closet space. The additional bedrooms also have plenty of closet space and share a full bathroom. This home comes with laundry room (washer and dryer included) and a spacious 2 car garage. Don't miss it. Near restaurants and entertainment with easy access to major highways. Pets allowed according to community guidelines. Trailers- or U Haul type not allowed in this community

Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)

Listing Agent: Daniel Sanchez (407-952-5066)

Remarks: This exceptional 4-bedroom, 3-bathroom residence in Lakeview Pointe offers modern elegance and functionality. The property features a spacious layout, high-end finishes, and 2-car garage. Residents enjoy premium amenities, including a community pool, state-of-the-art gym, scenic trails, and playgrounds. Strategically located, the home is just 20 minutes from Walt Disney World and major theme parks. Proximity to Flamingo Crossings, Winter Garden Village, and the Orange County National Golf Center ensures top-tier shopping and recreation. Additionally, the charm of historic Downtown Winter Garden and Newton Park are only a short drive away. This home combines prestige and comfort in one of Florida's most desirable and high-growth areas. It is the perfect opportunity for those seeking a vibrant, secure, and well-connected community. Enjoy the best of suburban tranquility with world-class entertainment right at your doorstep. This property represents the peak of convenience lifestyle in Winter Garden.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Liliana Nino Velandia, Pa (305-310-8685)

Remarks: Encore at Ovation community in Horizon West! Enjoy this approx 2900 sq ft home offering guest bedroom with ensuite bath on first floor. Four bedrooms with three and a half baths. Tiles in living, family and kitchen areas. Open floor plan with 9 ft ceiling height. Gourmet kitchen with convection oven, stone counter top, writing desk, breakfast bar, stainless steel appliances, backsplash, gas cooktop, exhaust fan and pantry. Sliding door to covered patio with built in gas line for BBQ. Two car garage attached at back of home with paved driveway and laneway. Huge loft with upstairs laundry room and laundry tub. Primary bedroom has two closets, walk in shower and double sinks. THIS GORGEOUS HOME OFFERS TWO ENSUITE BEDROOMS. Community pool and playground included. New vinyl planks on lower bedroom, hallway and loft. Less than ten minutes drive to Flamingo Crossing, Hamlin West shopping, restaurants , Hwy 429 and Disney parks. Community pool and lawn care included in the rent. Landlord will allow a small pet.

Listing is courtesy of: RIO HOMES AND INVESTMENTS LLC (352-409-3855)

Listing Agent: Alreyas Baksh (352-409-3855)

Remarks: Welcome to this spacious and inviting 4-bedroom, 3-bath home perfectly positioned on a desirable corner lot—just a short walk to West Orange High School! Step inside and you’ll immediately appreciate the open, flowing layout designed for both comfortable living and effortless entertaining. The home features laminate flooring and tile throughout, offering both style and low-maintenance convenience. A formal living room and dining room greet you at the entry, creating the perfect setting for gatherings and special occasions. At the heart of the home, the expansive family room is filled with natural light and features elegant French doors that open to a tiled, screened lanai—ideal for relaxing or enjoying Florida’s beautiful weather year-round. The kitchen is thoughtfully designed with a breakfast nook, breakfast bar, and two generously sized pantries, providing plenty of space for storage and casual dining. The private primary suite offers laminate flooring, a tray ceiling, and an oversized closet, creating a peaceful retreat at the end of the day. This home also features a triple split floor plan, ensuring privacy for everyone. The 4th bedroom includes its own en-suite bath—perfect for guests, in-laws, or a home office setup. Step outside to enjoy the fully fenced yard, offering both privacy and space for pets, play, or future outdoor enhancements.

Listing is courtesy of: ENGEL & VOLKERS CLERMONT (352-242-3939)

Listing Agent: Doreen Landi (352-636-0362)

Remarks: Beautiful Home for Rent in Winter Garde Fl. Looking for the perfect place to call home? This spacious and modern property in Winter Garden, Fl has everything you need! Features: 3 comfortable bedrooms, 2 full bathrooms plus 1 half bath. Bright and open living spaces, fully equipped kitchen, private back yard perfect for relaxing or entertaining. Enjoy Florida living at its best in peaceful and family-friendly neighborhood.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Luis Montoya Tua (407-954-1985)

Remarks: Ready for immediate move in! Beautiful 4 Bed, 3 Bath home with high end custom finishes Available Immediately! Small to medium pets are allowed. This neighborhood also include a community pool, clubhouse, playground, and dog park! This home features an open floorplan with tons of natural light. There are 4 large bedrooms and a gorgeous master suite with a huge walk in closet. There is a front porch for sitting and relaxing and a screened rear patio as well as a 2 car garage and extra long driveway. All appliances are included and are almost brand new, even the washer and dryer. This property is directly managed by the owner's team so you don't have to deal with waiting days to hear back from large management company for applications or repair requests. This home will be available for many years as a rental so you can move in and stay longterm without having to worry about the home being sold. This property is close to everythign including resturants, shopping, schools, golf, the parkway and the interstate. Schedule your showing today while this beautiful home is still availble!!!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Ben Becton (863-617-0232)

Remarks: Beautiful and Spacious 2-story home located in Orchard Hills Community in Winter Garden. The home features 4 bedrooms, 3.5 baths, with approximately 2486 sq.Ft of living space. The home has 2 master suites, one on each floor. The home features a nice-sized loft. All appliances included. LAWN CARE INCLUDED. The home is located close to SR-429, SR-535, US-192, and SR-545 in the Winter Garden area. It is near Walt Disney World, Orange County National Golf Center, and Universal Studios. The home is in a community that features a clubhouse with a fitness center, resort-style swimming pool, and playground. Community amenities... also include sport court and numerous walking and biking paths.

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Amanda Yuan (407-353-2867)

Remarks: Beautiful home with a stunning contemporary design, premium upgrades, and an unbeatable location just minutes from Disney Parks, top-rated schools, and premier shopping destinations. Property is featured with 4 bedrooms and 3 bathrooms - In law suite on first floor is , modern open floorplan with high ceilings and abundant natural light. Laundry room fully equipped with washer and dryer and a stand alone sink. The community is a resort-style living, families can enjoy top-tier community amenities including pool, fitness center, playground, and a dog park. The house is currently tenant occupied until April 3rd 2026. The house will be ready to show as of April 4th 2026. Be aware there's road constructions around the area.

Listing is courtesy of: KICANTO REALTY (305-744-2297)

Listing Agent: Cristiane Leon (305-744-2297)

Remarks: Welcome to this beautiful single-family home located in the highly desirable Harvest at Ovation community in Horizon West/Winter Garden, one of Central Florida’s fastest-growing areas. This spacious residence offers 4 bedrooms, 3 full bathrooms, and 1 half bath, including a downstairs suite, ideal for guests or multi-generational living. The home features a modern, functional layout with well-distributed living spaces, abundant natural light, and contemporary finishes throughout. Enjoy an unbeatable location just minutes from Disney, top-rated schools, grocery stores, restaurants, and shopping, with convenient access to FL-429 and US-192, Horizon West, Winter Garden Village, and Orlando. Please be aware that pest control ($25) and landscaping ($167) are not included in the rental price. Schedule your private showing today and make this beautiful townhome your next home!

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

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

Remarks: Welcome to your SEMI-FURNISHED home in one of Winter Garden's most desirable communities! This property offers a perfect blend of comfort and convenience. Enjoy the benefit of A-rated schools right within the community—both the elementary and middle schools—with no need for additional transportation. Plus, the high school, just a short distance away, is also highly rated, making this an ideal location for families seeking exceptional education at every level. The community offers a wealth of amenities, including a pool, fitness center, tennis courts, playgrounds, mini golf, and year-round events for all ages. Here, you're not just getting a home—you're embracing a lifestyle. This spacious home features 5 bedrooms and 4 bathrooms, with an open kitchen and living area perfect for family gatherings. The semi-furnished setup makes it move-in ready. The large backyard provides plenty of space for outdoor activities or relaxation. With easy access to major roads, shopping, dining, and parks, everything you need is right at your door. Don’t miss this unique opportunity to live in a community where convenience, comfort, and top-tier education come together. Schedule your showing today!

Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)

Listing Agent: Bruna Canesin Motta (407-580-1367)

Remarks: Live in one of the most convenient locations in Winter Garden. This beautiful home in the highly desirable Osprey Ranch community is just minutes from Flamingo Crossings Town Center, Walt Disney World, AdventHealth ER on Hartzog Road, and a wide variety of restaurants, shopping, and everyday conveniences. With quick access to SR-429 and US-192, commuting around Orlando, Horizon West, and Kissimmee is simple and efficient. Available for rent at $3,500 per month, this spacious Nicola II floor plan offers over 2,200 sq. ft., 4 bedrooms, 3 bathrooms, and 10’ ceilings, creating a bright and open feel throughout the home. The modern kitchen features quartz countertops, 42” upper cabinets, stainless steel appliances, a waterfall island upgrade, and a stone backsplash, flowing seamlessly into the open living and dining areas. A 12’ sliding glass door leads to a fully fenced backyard with premium PVC fencing and brick pavers, perfect for relaxing or entertaining outdoors. The first floor also includes a private guest suite with a walk-in closet, ideal for visitors or multigenerational living. Upstairs you'll find a versatile loft, two secondary bedrooms, and a spacious primary suite with large rear-facing windows, a generous walk-in closet, and a well-appointed bathroom. Osprey Ranch residents enjoy access to resort-style amenities, including a community pool and cabana, splash pad, playground, and dog park. Schedule your private showing today. All showings must be scheduled in advance with the listing agent.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Denio Gomes (203-609-4882)

Remarks: Beautiful, brand-new 3-bedroom, 2-bath single-family home situated on a desirable corner lot, offering 1,788 sq ft of living space. This modern home features an open-concept layout with a contemporary kitchen equipped with stainless steel appliances, granite countertops, and a spacious island. Tile flooring runs throughout the entire home, including all bedrooms, providing a clean and cohesive look. The primary suite offers a walk-in closet and dual-sink vanity. Additional highlights include a side balcony located next to the garage, a two-car garage, and an installed security system for added peace of mind. Located in the sought-after community of Northlake at Ovation in Winter Garden, with convenient access to top-rated schools, shopping, and major highways.

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Leidy Sanquiz (407-451-7197)

Remarks: Beautiful Move-In Ready Home with Spacious Layout and Prime Location This well-maintained home features 4 bedrooms, a spacious loft, and a private office, offering flexible living space ideal for families or those working from home. The first floor showcases beautiful hardwood flooring throughout, creating a warm and elegant living environment. The property also includes a 3-car garage, providing ample space for parking and additional storage. The front porch, enjoy a partial water view of Lake Hancock, adding a peaceful and charming touch to the home. Located in the highly desirable Summerlake community, residents enjoy access to resort-style amenities including a community pool, fitness center, clubhouse, basketball court, soccer field, playground areas, and a zip line. Conveniently located just minutes from Magic Kingdom, near Windermere, with easy access to SR 429, allowing quick travel throughout Central Florida. Move-in ready and a must-see property.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Gian Balsamo (407-844-4563)

Remarks: Charming and Comfortable Home for Rent – 4 Bedrooms, Spacious Layout, and Excellent Amenities This beautiful home combines charm, comfort, and practicality, offering an ideal space for modern living. With four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, the clever layout maximizes the functionality of each room. Upon entering, you'll be greeted by a welcoming balcony that invites you to slow down and enjoy the cozy atmosphere of the home. The kitchen is both modern and functional, equipped with all essential appliances and a central island, perfect for quick meals or spending quality time with family. The laundry room is fully equipped and ready for everyday use. Upstairs, a spacious loft provides additional flexibility, offering the potential to be a TV room, office, or leisure space. Three bright and comfortable bedrooms are also located on this level. Sliding doors connect the interior to the private backyard, where a covered balcony offers stunning views. With no neighbors behind, the backyard provides a quiet, private environment that’s perfect for relaxation. The condominium offers a complete range of amenities, including swimming pools, gyms, and leisure areas for the whole family. The location is highly convenient, with supermarkets, schools, and various services nearby, as well as easy access to the region’s main attractions. Don’t miss out on this rare opportunity to enjoy a tranquil lifestyle with excellent quality of life.

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

Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)

Remarks: Rarely Available Lakefront Boater's Dream in Winter Garden/Windermere area at an amazing price! This home sits on a massive 1.5+ acre lot on the waterfront of Lake Roper. The home is a sprawling 3700 SF one story home with extremely high ceilings. The main room is an enormous Great room plan combining the Kitchen, Living Great room, Formal Dining Room and Office flex room ALL overlooking the grand pool deck and lake front views! It also boasts a large fireplace for the cooler months and skylights for natural light. There are 5 bedrooms with the Primary and additional bedroom being split from the other three bedrooms. There are 4 bathrooms that service all areas of the home quite nicely with one having access to the pool. Freshly painted throughout. The kitchen is a chef's entertaining Dream with a double gas stove with water fill and two refrigerators (one in the laundry), a huge pantry and cabinet space galore and two sinks. The kitchen is also centered with counter island breakfast bar that will accommodate many guests. Bedrooms are all oversized and have large closets in every room with many being walk in closets. When you walk onto the pool deck its massive with paver deck and a large, heated pool with a waterfall feature. The yard is just under two acres so there is room for so much recreation. Enjoy your boating activities off the private dock with lift and savor all that Florida lakefront living has to offer. The lot is heavily landscaped with winding shaded walkways. Two large outside areas on each side of the home are great for storage or green thumb hobbies. The home is located at the very end of a private street ending in a cul-de-sac for low traffic and privacy. Boat parking will save the rental costs of storage as well. 3 car side entry garage with a long paver driveway. You will feel like you are far from the city, but your hidden oasis is right in the middle of it all. We do not expect this listing to last very long. See it today- available immediately. Pet friendly so pets are considered on a case-by-case basis.

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

Listing Agent: Billy Cannon, Jr (407-947-8062)

Remarks: Welcome to this beautifully maintained home in the highly desirable Hawksmoor community of Winter Garden, Florida. Offering comfort, style, and everyday convenience, this property is ideal for tenants seeking a spacious and inviting home in a prime location. Inside, you will find a spacious and inviting layout designed for both relaxing and entertaining. The home features an open living area, a generous kitchen, a screened patio, and an upstairs bonus room that works perfectly as a home office, media room, or second living space. The primary suite offers a quiet retreat with two walk in closets and a well appointed bath. Residents of Hawksmoor enjoy access to outstanding community amenities including a lakefront clubhouse, resort style pool, fitness center, and playgrounds. The location offers convenient access to Disney World, Disney Springs, shopping, dining, and entertainment. Landscaping and HOA are included. 12 month lease minimum. No smoking. No pets.

Listing is courtesy of: PARK PLACE LENDING & INVESTMENTS INC (925-785-7700)

Listing Agent: Jim Park (925-785-7700)

Remarks: Live in one of the most coveted communities in the city!!! Beautiful 4 bedroom home, 3 full bathrooms, luxury kitchen with all appliances and appliances, granite countertops in kitchen area and bathrooms, plus a prime location with quick access to supermarkets, shopping center, main roads. The community has a spectacular clubhouse, resort style pool, gym, tennis court, park, walkways, basketball court! Live in one of the best areas of Orange County.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Jessika Perez (407-346-6538)