Winter Garden Single Family Homes For Rent - 107 homes

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: This spacious two-story home offers 4 bedrooms, 3 bathrooms, and approximately 2,042 sq ft of well-designed living space. The open-concept kitchen, complete with a large island, overlooks a bright and expansive family and dining area—perfect for everyday living and entertaining. The primary suite features an oversized bathroom with dual sinks and a generous walk-in closet. Additional highlights include a dedicated laundry room and a two-car garage. Located in the desirable Storey Grove community in Winter Garden, residents enjoy access to resort-style amenities including a clubhouse, fitness center, swimming pool, hedge maze, and dog park. Conveniently situated near SR-429, US-192, and SR-545, this home offers easy access to major roadways, shopping, dining, and attractions such as Walt Disney World and Orange County National Golf Center. A brand-new Walmart Supercenter is just 7 minutes away, and the home is close to a highly rated A-grade elementary school.

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

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

Remarks: Welcome to this stunning nearly new home located in the desirable Silverleaf Oaks community in Winter Garden. Built by Pulte Homes, this Scarlett floor plan offers 5 bedrooms, 4.5 bathrooms, 3,643 sq. ft. of living space, and a 2-car garage. This modern open-concept home features high-end upgrades throughout, including a gourmet kitchen with built-in Whirlpool appliances, 42” cabinets, soft-close drawers, crown molding, and abundant storage. The main floor offers a guest suite, two flexible enclosed rooms ideal for office or additional living space, and a bright gathering room that opens to a covered lanai through pocket sliding glass doors. Upstairs, you will find a spacious loft, a luxurious master suite, an additional ensuite bedroom, two secondary bedrooms, a full bathroom, and an upgraded laundry room with cabinetry and sink. Additional features include smart home technology, EV charging outlet, LED recessed lighting, Ring doorbell, smart thermostat, paver driveway, professional landscaping, and energy-efficient construction. Located in one of Winter Garden’s fastest-growing areas, the home is just minutes from Horizon West, Hamlin, top-rated schools, shopping, dining, and major highways. A perfect combination of space, upgrades, and location — ideal for comfortable Florida living.

Listing is courtesy of: MANAGER PROP (407-603-3350)

Listing Agent: Drielen Ferreira (407-603-3350)

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: Charming two-story home for rent offering 3 bedrooms, 2.5 bathrooms, and a spacious loft, perfect for a home office, playroom, or additional living space. The main living area and upstairs loft feature durable bamboo flooring, while the kitchen offers appliances, tile flooring, a cozy eat-in dining area, and convenient access to the laundry room and two-car garage. All bedrooms are thoughtfully located on the second floor for added privacy. Step outside to enjoy a fully fenced backyard with no rear neighbors, providing a peaceful setting for relaxing or entertaining. Washer and dryer are included for added convenience. Ideally situated just minutes from Winter Garden Village and historic Downtown Winter Garden, you'll enjoy easy access to shopping, dining, entertainment, and one of the nation's top-rated farmers markets. Nearby AdventHealth Winter Garden and the Roper YMCA add to the home's exceptional location and everyday convenience.

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

Listing Agent: Erica Sadelfeld (407-427-0398)

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)

Remarks: Available Immediately! Beautiful 4 BR/3.5BA Single Family Home in the desirable Storey Grove Community in Winter Garden. Spacious, modern kitchen with large center island, and stainless steel appliances. Two Master bedrooms, one downstairs and one upstairs. Master bedroom features HUGE walk-in closet and en suite bathroom with double vanity! 2 Car Garage! Washer/dryer included. The home was built in front of a beautiful green area with a outdoor playground and park. Community features a clubhouse with fitness center, resort-style swimming pool, hedge maze, Dog Park. Located close to SR-429, US-192 and SR-545 in the Winter Garden area. It is near Walt Disney World, Orange County National Golf Center. Brand New Walmart and Publix Shopping Center just 7 minutes away from home. Very close to A rated elementary school. CONTACT US FOR A SHOWING TODAY!

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

Listing Agent: Huizi Li (407-353-1043)

Remarks: Virtually Staged. Energy Efficient Home With Solar Power Panels! Welcome to this beautifully maintained, 4-bedroom, 3-bathroom single-family home located in the highly desirable Waterside community of Winter Garden! Built in 2022, this contemporary 2-story property offers 2,030 sq. ft. of bright, functional living space and an attached 2-car garage. The open-concept first floor seamlessly connects a spacious living area to a modern kitchen, perfect for entertaining. The home features robust concrete block and stucco construction, central A/C, and an ideal layout for families or remote professionals. Enjoy the ultimate Florida lifestyle with access to community amenities like a resort-style pool, clubhouse, and fitness center. Located just minutes from historic downtown Winter Garden, major highways, shopping, and top-rated local schools! Schedule your private tour today.

Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)

Listing Agent: Guanhua Zhang (407-668-8888)

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: Stunning, brand-new luxury home available for rent in the highly desirable Winter Grove community of Winter Garden! This magnificent two-story residence features 4 spacious bedrooms, 3.5 bathrooms, a massive 3-car garage, and over 4,272 sq. ft. of pristine living space. The open-concept gourmet kitchen is a chef’s dream, fully equipped with high-end stainless steel appliances including a built-in oven, cooktop, microwave, refrigerator, and a dedicated dual wine fridge. Designed with a seamless kitchen-to-family room combo and soaring high ceilings, this layout maximizes natural light. The sprawling primary suite is located upstairs for ultimate privacy and boasts an expansive walk-in closet and a spa-like bathroom. A dedicated laundry room includes a full-size washer and dryer. Rent includes grounds care and property management for a stress-free lifestyle. Exceptional schools, dining, and shopping are just minutes away. Schedule your private tour today!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

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/month) is 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: This 4 bedroom 3 bathroom open-floor concept home. Updated granite counters, and newly painted cabinets and stainless steel appliances. Stoneybrook West offers 24-hour manned, security-guarded and gated, golf-course community. Located, minutes from Downtown Plant Street & Florida Hospital. Community amenities are an Olympic sized swimming pool, Town Center includes the gym (Tennis, Basketball, Beach Volleyball and In-line Hockey Rink), and large playground. Cable, high-speed internet and electricity are included in the rent! Schedule a showing today, as this beautiful home will not last long!

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

Listing Agent: Amal Salama (321-279-7532)

Remarks: Amazing corner lot property located in the heart of Central, FL. Disney World and several major attractions are within a 6 mile drive. Hwy 429 is within a mile. Winter Garden Village, Hamlin Town Center and top rated schools are also only a few minutes away. Get to the happiest place on Earth and much more in minutes! The community has resort-like amenities that include a pool with splash pad, playground, club house, a viewing dock from which you can view the awesome fireworks from nearby attractions, fitness center, amphitheater, tennis court and more! Orange County National Golf Center and Lodge is only 1.5 miles away for the golf enthusiasts. The kitchen is large, open and boasts stainless appliances, granite counter tops, upgraded cabinets and back splash. Granite with squared sinks in the bathrooms. Lovely pendant lighting illuminates the breakfast bar. The living room is over looked by the kitchen. There is large loft upstairs for extra living space. This home has a large front porch on a corner lot.

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

Listing Agent: Vinny Apolinario (407-371-2227)

Remarks: Hamlin West – Silverleaf Community. Enjoy living in the desirable Silverleaf Community in Hamlin West! This beautiful single-family home, built in 2023, offers 4 bedrooms, 2.5 bathrooms, and just under 2,000 square feet of thoughtfully designed living space. The open-concept floor plan features durable luxury vinyl plank flooring throughout the first floor, making maintenance simple and convenient. The modern kitchen is equipped with tall upper cabinets, stone countertops, and a spacious breakfast bar, perfect for everyday living and entertaining. Upstairs, you'll find a convenient second-floor laundry room and generously sized bedrooms. The home also includes a two-car rear-entry attached garage with laneway access and a large covered front porch for relaxing outdoors. Ideally located directly across from both the elementary and middle schools, this home offers exceptional convenience. Residents will enjoy easy access to Orlando Health, shopping centers, restaurants, golf courses, Highway 429, and a variety of local entertainment and recreational options. Property Features: 4 Bedrooms, 2.5 Bathrooms, Just under 2,000 sq. ft, built in 2023, Open-concept layout, Stone countertops and breakfast bar, Large upper kitchen cabinets, Luxury vinyl plank flooring on first floor, Second-floor laundry room, Covered front porch, Rear-entry 2-car attached garage. Across from elementary and middle schools. Convenient access to Orlando Health, shopping, dining, golf, and Hwy 429. Community offers pool/cabana, walking trails, pickleball/basketball, park/playground. Landlord Requirements: No pets.

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

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

Remarks: Available AUGUST 1 2026!!!! Welcome to this lovely 3 bedroom 2 bath single family home in beautiful Summerlake Groves community in Winter Garden. This spacious home features an open concept and clean design kitchen. Beautiful subway tile backsplash, stainless steal kitchen appliances, granite counter tops in kitchen and master suite. Tile flooring throughout and newer carpet in bedrooms. There's brick pavers on your front porch and backyard lanai. Oversized two car garage driveway. Perfectly located across the street from community pool and recreational area. LAWN CARE & WASHER/DRYER IS INCLUDED!! APPLY TODAY and live in one of Central FL most desired areas, horizon West!!

Listing is courtesy of: VESTI LLC (407-749-5489)

Listing Agent: Andrea Munoz (321-442-7942)

Remarks: An amazing opportunity has become available for you to become a resident of the guard-gated Stoneybrook West Golf Community. This pool home is located on a less travelled road to enjoy minimal traffic and peace and quiet. Get ready for the magic to begin with an amazing formal living room and dining room. The home then opens into the gourmet kitchen which will impress the chef of the family. A nice family room completes this area that leads to the pool. The backyard is a true highlight, featuring a spacious area, and screened private pool. Lush landscaping surrounds a generous green space, perfect for your enjoyment. An extended patio providing ample outdoor living space. When you’re ready to retire for the evening, this large, 4-bedroom split place allows everyone to have their privacy. Living in the Stoneybrook West community means enjoying resort-style amenities, including a community swimming pool, golf courses, a clubhouse with a fitness center, tennis courts, a pickle ball court, an inline skating rink, and basketball courts. Basic cable and internet are included in the HOA package. In addition to these amenities, the neighborhood is home to highly rated schools, with Whispering Oaks Elementary conveniently located just across the street from the main entry gate. Winter Garden offers excellent shopping and dining options at the Winter Garden Village Mall and nearby areas, with the trendy historic downtown Winter Garden and the West Orange bike trail just a short drive away. Make your private appointment today, while the opportunity still exists.

Listing is courtesy of: MBA REALTY GROUP, INC (407-291-4665)

Listing Agent: Sharon O'Malley (407-291-4665)

Remarks: Move-in ready 4-bedroom, 2.5-bath home located in a desirable Winter Garden/Oakland community. This spacious two-story residence features a functional floor plan with generous living areas, large bedrooms, and ample closet space throughout. Brand-new luxury vinyl flooring was installed on the entire second floor this month, while the main level offers easy-maintenance flooring and no carpet upstairs. The oversized bedrooms provide plenty of comfort and flexibility for families, guests, or a home office. Ideally situated in a well-maintained community, this home offers convenient access to shopping, dining, schools, major highways, and the many attractions of Winter Garden and Oakland. Clean, well-kept, and ready for occupancy, this is a wonderful opportunity to enjoy comfortable living in a great location.

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Samir Naim (818-268-9917)

Remarks: Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nicole Mickle (407-353-0826)