Winter Garden Single Family Homes For Rent - 91 homes

Remarks: Built in 2021 in highly desirable Waterliegh. Large 3227sf home 5 bedroom, 4 ½ bath with one full bath and bedroom on first floor. This wonderful home has plenty of architectural features and well designed. Starting with brick pavers for the driveway, the large front covered porch, and very large back lanai. From the moment you walk in the door, you are greeted with arched openings, formal front dining room, a butler's pantry workstation between the dining and kitchen. The gourmet kitchen features built in microwave and oven, Separate cooktop, large pantry, granite counters, sink island with breakfast bar, stepped up cabinetry with crown molding for a custom look and all stainless-steel appliances. Overlooking the café “second dining area” and large living-room with many windows and slider to back covered lanai. Elegant tile throughout the first floor up to the downstairs bedroom. Bedroom is carpeted and next to a full bath. First floor also has a half bath and drop zone next to the two-car garage. The upstairs loft and bedrooms are carpeted and tile in bathrooms. The Large open loft connects to the laundry room with washer and dryer included, Primary bedroom and bedrooms 3,4,5. The Primary bedroom has coffered ceiling and many windows. Bath has dual sinks, walk in shower, separate tub, large closet, and separate toilet room. Hall bath has dual sinks and lots of space. The 4th bath is a private bath to bedroom 5. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney. This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle. Fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Rent includes lawn care and all amenities access!

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

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

Remarks: 2 Bedroom Single Family Home in Wintergarden! Single Family Home, 2 Bedrm / 2 Bathroom, 4 Parking Spots, Plenty of Parking, Backyard Patio, Brand New Kitchen, Hardwood Flooring, Freshly Painted. The deposit amount is based upon the application results. Pets: OK- SMALL- Under 24LBS (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,699.00 for the first 4 months, $2,850.00 for the remaining 8 months (Average: $2,800.00/mo). AVAILABLE: July 15, 2026

Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)

Listing Agent: Jay Myers (407-641-5782)

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: Pet Friendly! MOVE-IN READY TODAY! Luxury unfurnished home for rent in Winter Garden/Horizon West! It features 3 MASTER SUITES—one conveniently located on the first floor and two on the second— a rare and versatile layout ideal for multigenerational living. Designer upgrades are found throughout, and recessed lighting in every room creates a warm, bright, and inviting atmosphere from the moment you enter. The home has been fully refreshed with new interior paint and welcomes you with soaring ceilings, abundant natural light, and 24x48 polished Coral Bay porcelain tile flooring throughout the entire first level. With NO CARPET anywhere in the home, it is easy to maintain, allergy-friendly, and ideal for pets. Freshly painted front and garage doors add to the home’s crisp curb appeal. Just off the entry, a spacious home office is enhanced with custom wallpaper and focused lighting. The formal dining room features dramatic designer lighting and flows seamlessly into a butler’s pantry with built-in cabinetry and an oversized walk-in pantry. The chef’s kitchen is a true showpiece, anchored by a massive Misterio Gold quartz island (3 cm thick, 127" x 63") and equipped with upgraded appliances, a built-in oven, custom vent hood, pot filler, designer pendant lighting, and ceiling-height cabinetry with 42-inch lower cabinets and glass-front 24-inch uppers. A day office and custom breakfast nook with built-in table and U-shaped booth seating provide additional flexible living and work space. The expansive living room is filled with natural light and offers an ideal setting for both entertaining and everyday living. The first-floor master suite is a private retreat featuring accent niches with focal lighting, generous closet space, and a spa-inspired bath with a freestanding tub, rainfall shower with floor-to-ceiling tile, and a smart bidet toilet. The powder room also includes designer niches and a smart bidet. The laundry room has been thoughtfully upgraded with floor-to-ceiling cabinetry, a coat closet, folding and ironing station, hanging space, and a dedicated dog shower with its own niche and electrical outlet. Upstairs, waterproof laminate flooring runs throughout, along with a spacious secondary living area filled with natural light. The second master suite features a large walk-in closet, freestanding tub, rainfall shower with full-height tile, and smart bidet toilet. The third master suite offers a private bath, walk-in closet, and luxury finishes. Two additional bedrooms also include large closets, accent walls, and abundant natural light. Step outside to a covered lanai overlooking a fully fenced backyard—perfect for outdoor living or a future pool or spa. Located in the highly sought-after Watermark community, residents enjoy resort-style amenities including a clubhouse, resort pool, water park, tennis courts, playgrounds, 24/7 fitness center, event lounge, and monthly community events such as food trucks. The home is directly across from The Mark, a nearby commercial plaza featuring Starbucks, Walgreens, 7-Eleven, Huey Magoo’s, Cocoon Nails, Papa John’s, and more. Just minutes from Disney parks, with nightly fireworks visible from the neighborhood.

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: Ashley Jimenez (914-230-2513)

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: Spectacular 5/4 with 3 car garage home. This home has all the bells and whistles for your enjoyment, Modern kitchen with open floor plan to family/living room and access to large screened in patio. Fenced backyard. Upstairs has a large Loft and 4 bedrooms including the spacious master bedroom/master bathroom. This home is a must see located in Watermark Sub-division with to many features to list. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.

Listing is courtesy of: HAMPTON & HAMPTON MGMT LEASING (407-219-3297)

Listing Agent: Jessica Martinez Cestero (407-219-3297)

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 *SUMMER KITCHEN* will be 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: 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 224 Faulkner St, a well-maintained 3-bedroom, 2-bathroom single-story home located within the golf cart district of desirable Winter Garden. As you enter the home, you're welcomed into a spacious living and dining area featuring vaulted ceilings, abundant natural light, and direct access to the backyard. The kitchen includes a breakfast bar, refrigerator, oven, and dishwasher, and flows conveniently into the dining space. The primary suite is privately positioned to the right side of the home and features an ensuite bathroom with dual vanities, a separate shower and toilet area, and a walk-in closet. Two additional bedrooms are generously sized and share a full family bathroom. Additional features include a dedicated laundry room with a washer and dryer, interior access to the two-car garage, and a driveway with ample parking. Outside, the home offers a spacious yard perfect for enjoying Florida living. Conveniently located approximately half a mile from Plant Street, this home offers easy access to downtown Winter Garden's shopping, dining, farmers market, and local events.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: Winter Garden area, mintues to the Horizon West Shopping Center. Closing to Disney Parks, Community amenities including 2 Pools, Green spaces & Park areas, Boat Ramp, Fishing Docks, Tennis & Basketball courts, 2 Clubhouse with Fitness, Billiards & arcade, Dog Park, Bike & walking paths. Excellent Shool District. The 429 entrance/exit for an easy commute, Hamlin Shopping Center, Supermarket, and Winter Garden Grove is also nearby. Open Floor Plan. Tenants responsible for Power, Water and Lawn Mowing, Phone, renter insurance. The application Fee is $75 per adult 18 years and older. The application fee is Non-refundable.

Listing is courtesy of: ORLANDO SUNSHINE REALTY (407-666-7448)

Listing Agent: Annie Kwan (321-948-0882)

Remarks: What a beautiful community at Horizon West area which is called "Waterleigh" in Winter Garden of Central Florida. It's the most popular floor plan named "Cordale Elevation E". It is a great schools area. The community comes with a phenomenal clubhouse which are included resort style swimming pool, full equipment fitness center, beach volleyball, tennis courts, soccer field, banquet hall, cabanas, BBQ area, community parks, and play ground. Homeowners’ association take care the full services of landscape circumstances. A few minutes to the theme parks and a supermarket by the community entrance. You can't miss it, rent it for your sweet and lovely family.

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

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

Remarks: Stunning home located in the highly sought-after Waterleigh community in Winter Garden! This beautiful 4-bedroom, 4.5-bath residence offers over 3,400 square feet of elegant living space. From the moment you enter, you are welcomed by a formal dining room and a spacious flex room perfect for a home office, reading room, sitting area, or playroom. The gourmet kitchen features stone countertops, a large center island, abundant cabinet space, and a spacious pantry, opening seamlessly to the bright dining and living areas—ideal for entertaining or relaxing movie nights. Step outside to enjoy the cozy outdoor patio, perfect for peaceful evenings. Upstairs you will find a large loft/bonus room, spacious secondary bedrooms, and an impressive primary suite with a huge walk-in closet, dual vanities, walk-in shower, and separate soaking tub. The oversized laundry room also includes additional storage space. Enjoy resort-style amenities including a clubhouse, fitness center, pool, playgrounds, walking trails, water access, and a public dock. Conveniently located near Disney, shopping, dining, and major highways. Lease terms: 12-month minimum. No smoking. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Schedule your showing today!

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

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

Remarks: Complete application required with copy of applicant's driver's license. Complete credit reports for all adults required, proof of income (last two paystubs, last 2 months bank statements). Only 1 pet permitted. Located in Stoneybrook West community. Water view!

Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)

Listing Agent: Susana Stutsman (321-278-0334)

Remarks: Beautiful 4-bedroom, 3-bath home available for rent in the highly desirable Waterleigh community of Winter Garden. This spacious residence features an open-concept floor plan, a modern kitchen with stainless steel appliances, generous living areas, and abundant natural light throughout. Enjoy access to resort-style community amenities including pools, fitness centers, playgrounds, walking trails, sports courts, and clubhouse facilities. Conveniently located near shopping, dining, top-rated schools, major highways, and Walt Disney World. Lawn care is included. Experience comfortable living in one of Central Florida's premier master-planned communities. Schedule your private showing today!

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Frederico Hexsel (407-745-8841)

Remarks: Welcome to this beautiful home located in a highly sought after gated community with 24 hour security. Residents enjoy a wide array of resort style amenities including a community pool, basked all courts, beach volleyball, clubhouse, tennis court, and a scenic golf course. This neighborhood also offers walking trails, playgrounds, and plenty of outdoor recreational spaces. Conveniently situated near shopping, dining, and major highways, this property provides easy access to everything Central Florida has to enjoy. Zoned for top-rated schools, this home is an ideal choice for those looking for comfort, convenience, and an active community lifestyle.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Karina Bencomo (305-926-7690)

Remarks: One or more photo(s) has been virtually staged. INDEPENDENCE POOL home with Carriage House / In law suite above garage (1 bedroom, 1 bath and kitchen area ) is what you have been waiting for. Situated on a large corner lot with lots of curb appeal. As you walk up to your future home you are greeted by your large front porch. Exquisite flooring and granite through out. Stainless steel applianced with gas stove. This is truly and AMAZING community 2 clubhouses, 2 COMMUNITY POOLS, 2 FITNESS CENTERS, business center, ARCADE, billiards room,10’ NATURE & BIKE TRAILS THROUGHOUT, 2 dog parks, tennis & basketball courts, 2 PRIVATE BOAT RAMPS (on one beautiful Lake Hancock w/ boat/ski waters), and hundreds of acres dedicated to parks & recreation. Plus, fantastic community events planned by full time community EVENT PLANNER. On-site community manager too. New stores, restaurants, movie theater, Publix grocery store within one mile. Minutes to theme parks, 30 minutes to downtown Orlando or International Airport.SIGNATURE LAKES literally tucked away but yet in the middle of all the beauty and fun that makes this area highly sought after.

Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)

Listing Agent: Sabah Rab (407-575-6599)

Remarks: Available for lease, this beautifully upgraded Bellake model in the highly sought-after Waterleigh community offers a level of quality and customization rarely found in rental homes. Thoughtfully enhanced with custom architectural details, the home features professionally redesigned spaces with clean, modern lines that replace traditional builder-grade archways, creating a more elegant and open feel throughout. A stunning private office with custom French doors, designed and built by a renowned architect and master craftsman, provides the perfect work-from-home space. The heart of the home is the upgraded kitchen, showcasing new premium countertops, high-end appliances, a custom ventilation hood, abundant cabinetry, and a spacious island ideal for everyday living and entertaining. The upgraded hood system helps keep the home fresh and comfortable by efficiently removing cooking odors and grease. Additional conveniences include a washer and dryer, a covered lanai, and a custom retractable awning that provides extra shade and comfort for relaxing outdoors year-round. Located within the resort-style Waterleigh community, residents enjoy access to multiple pools, fitness centers, tennis courts, walking trails, playgrounds, parks, clubhouses, and top-rated schools. Conveniently situated near Disney, Hamlin Town Center, shopping, dining, and major highways, this home offers an exceptional combination of comfort, convenience, and lifestyle. Rental opportunities with this level of customization and upgrades are rare. Schedule your private showing today.

Listing is courtesy of: BRAZA HOMES (352-978-6993)

Listing Agent: Lucas Barbosa Santos (352-978-6993)

Remarks: Beautiful Fully Furnished, French Country model Home. This gorgeous pool home features 5 Bedrooms (2 Master Suites 1st and 2nd floor) plus an office/study with 4.5 baths, Cinema (with top of the line equipment and sound system, over $30K) with 3 car garage on a prime location in Winter Garden, nearby shopping, highway, hospital and Disney Parks. Canopy Oaks is a gated community, home of 49 beautiful Estates just between the Winter Garden Village and the quaint historic downtown Winter Garden, Orlando's most popular suburb! Location is a privilege. The Mediterranean style property features a pavered driveway, tropical taylored landscape, iron banister railings, arched wooden entry door, soffit and coach lights, plenty of tall windows with beautiful plantation shutters throughout, lots of natural light, This open floor plan offers a huge great room for gathering with family and friends flows easily into the kitchen, dining area, and out to the amazing pool area to a beautiful and fully equiped Summer Kitchen through the 3-panel stackable sliding doors onto a covered lanai equiped with an automated screen, creating a bigger indoor-outdoor space. Kitchen features the large granite island which can easily seat 5 guests, stainless steel appliances, custom cabinetry, and pendant lights. The luxurious second floor features a large family room which opens through stackable sliding glass doors overlooking a lovely porch overlooking the pool area. Master suite is gorgeous with tray ceiling, wet bar with a kitchenAid Wine Cooler/coffee station, an expansive master closet, and an impressive curved dual walk-in shower and a free-standing soaking tub, Master also have a private entrance to the upstairs balcony. This community has a park and walking trail around a small pond. Easy access to 429, 408, Highway 50, turnpike, Disney World, and Universal. Schedule a showing quick, you don't want to miss this one!

Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE (407-217-7573)

Listing Agent: Oscar Rodriguez (321-297-7264)

Remarks: Charming 3 bedroom, 2 bath home with spacious backyard, screened in patio, and no rear neighbors. Upon entering you are greeted by a formal dining, large living with fireplace, French doors opening to the peaceful patio. Master bedroom features a walk-in closet, ensuite bath, and access to the patio. Split floorplan with two additional bedrooms and full bath. Minutes from Downtown Winter Garden, farmers market, shopping, local dining, West Orange Trail, local parks, and much more! Don't miss your opportunity to call it home, schedule a private showing today!

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Morgan Horsley (256-283-8747)

Remarks: Welcome to this stunning, nearly new residence in the highly desirable community of Silverleaf Reserve at Hamlin in Winter Garden. Built in 2023, this modern two-story home offers approximately 3,743 sq. ft. of thoughtfully designed living space filled with natural light and seamless indoor–outdoor flow. The flexible layout provides multiple options for a home office, game room, or media lounge—perfect for today’s lifestyle. Located in a vibrant, master-planned neighborhood, residents enjoy resort-style amenities, scenic walking trails, and convenient access to shopping and dining—all just a minutes away from downtown Winter Garden and the greater Orlando area. Elementary and middle schools are also located nearby, making this the perfect place to call home.

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

Listing Agent: Ron Biegelaar (407-421-6241)