Winter Garden Single Family Homes For Rent - 91 homes

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: SPECIAL $300 OFF THE 1ST MO RENT - terms apply SECTION 8 WELCOME! Remodeled 2 Bed/1 Bath with Modern Touches in Winter Garden! Step into the comfort of this delightful 2-bedroom, 1-bath gem nestled in Winter Garden. This recently remodeled residence now boasts modern elegance and a functional design. As you enter, you are greeted by an inviting separate family room that seamlessly transitions into a dining area, both adorned with stylish laminate flooring perfect for entertaining guests or enjoying peaceful evenings. The heart of the home, the kitchen, is a culinary haven featuring all-new cabinetry that provides ample storage, complemented by sleek stainless steel appliances for a contemporary cooking experience. Functionality meets convenience in the dedicated laundry room, complete with a ready-to-use washer and dryer, simplifying your daily routine. Dont miss the opportunity to make this beautifully remodeled house your new home! * Minutes from 429! Resident Benefit Package: $49.00-month. Includes HVAC air filter delivery, Tenant Liability Insurance, Credit Reporting, Tenant Rewards Program, and much more! This property is eligible for deposit alternative coverage in lieu of a security deposit. For information and enrollment, please contact our leasing team and enjoy a deposit-free renting experience.

Listing is courtesy of: SPECIALIZED PROPERTY MANAGEMENT (407-682-3355)

Listing Agent: Nancy Guadagnino (407-705-8559)

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)

Remarks: Move in Ready! Come check out this Maintenance Free house! Rent includes Lawn care, Pest control and Solar Fee! This beautiful 4 bed/3 bath, two-story SOLAR energy-saving home is located in Winter Garden and the desirable Waterside community. The house has 1 guest suite downstairs, 1 Master suite, and two bedrooms upstairs with a built-in study nook. The kitchen includes quartz countertops and stainless steel appliances, and it opens up to the spacious living room. Upgraded wood plank tile throughout the first floor. The community offers a Club House with Pool, Gym Fitness, Party Hall, Playground, Lake, trails, BBQ/Picnic, etc. Located just a few minutes from Winter Garden Village, Publix, shopping, A-rated schools, restaurants, hospital, and Disney World!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

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: Spacious 4-Bedroom Home for Rent in Winter Garden Welcome to this beautiful and spacious home located in the highly desirable area of Winter Garden. Featuring 4 bedrooms and 3 full bathrooms, this property offers the perfect combination of comfort, style, and convenience for families looking for an exceptional rental opportunity. The primary suite is designed for comfort and privacy, featuring a large walk-in closet and an elegant en-suite bathroom with a separate shower layout. The additional bedrooms include built-in closets, providing excellent storage and functionality for the entire family. This home offers a bright and inviting open floor plan with expansive living and dining areas, perfect for entertaining guests or enjoying everyday family life. The spacious kitchen is beautifully designed with solid wood cabinets, stone countertops, and included appliances, creating a modern and functional space for cooking and gathering. Enjoy Florida living with a extended covered and screened lanai overlooking the backyard, offering the perfect space to relax outdoors, entertain guests, or enjoy peaceful evenings in comfort and privacy. Additional features include a 2-car attached garage and a layout designed to maximize comfort and practicality throughout the home. Conveniently located near a major road, this property provides easy access to shopping, dining, entertainment, and daily conveniences. The home is also situated close to excellent schools, making it an outstanding choice for families seeking both quality living and a prime location. Don’t miss the opportunity to live in one of Central Florida’s most desirable communities. Contact us today to schedule a private showing.

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

Listing Agent: Jessyka Dos Santos (407-364-0170)

Remarks: New Independence Neighborhood, Horizon West, Orange County, Florida. Welcome to the amenity-rich Independence community! This spacious 3-bedroom single-family home offers a cozy living experience within the well-planned Independence neighborhood. Enjoy the comfort of modern amenities and the convenience of an active lifestyle in this master-planned community. The property features a spacious primary suite with dual sinks, a tub, a corner standing shower, and a walk-in closet. Additionally, two bedrooms share a Jack and Jill bathroom, perfect for families or guests. Step outside to the fully screened patio, which was remodeled to provide an enjoyable outdoor living experience without the nuisance of mosquitoes. Ample storage space is available inside your epoxy floor garage with an installed roof rack that is perfect for clean organization. This gem is conveniently located near many shops and restaurants surrounding Disney, Hamlin, and Winter Garden Village. Included: Internet, Cable (3 cable boxes, 1 DVR, HBO), Landscaping Independence Community Amenities: Two Residents Clubs, Two Resort-style pools, arcade & game room, billiards lounge, business center, tennis courts, basketball courts, and much more! Additional Information: **Furniture not included** Easy access to highways and major roads Non-smoking property Application fee: $50 each applicant for background and credit check Due at signing: 1st month and security deposit.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Christian Mendez (407-719-2434)

Remarks: Rare opportunity to lease a stunning luxury residence in the highly sought-after gated water-ski community of Isles of Lake Hancock. Surrounded by estate homes, scenic lake views, and private streets, this beautifully upgraded 4-bedroom, 3-bathroom pool home offers elegant one-story living with exceptional indoor and outdoor spaces designed for comfort and entertaining. Thoughtfully designed with an open, light-filled layout, the home features spacious living areas while maintaining privacy between bedrooms. At the heart of the home is the expansive gourmet kitchen overlooking the family room, complete with Brand New Quartz backsplash and countertops, oversized island with seating for six, large pantry and separate breakfast nook. The outdoor living area is designed for exceptional entertaining, featuring an extended patio, a gorgeous heated saltwater pool with an infinity spa, and a built-in summer kitchen—all within a spacious screened enclosure. The luxurious primary suite is a private retreat featuring tray ceilings, a large walk-in closet, and a spacious sitting area ideal for a home office, gym, or relaxation space overlooking the pool. The spa-inspired en-suite bath includes dual vanities, a soaking tub, and an oversized walk-in shower with dual shower heads. This home features 10-14 ft ceilings throughout the entire home. Office has French doors for privacy. Oversized 3 car garage with charging station for your electric car. Residents enjoy exclusive access to the community boat ramp on Lake Hancock, connecting to a chain of pristine lakes renowned for boating and world-class water skiing. This home sits at the end of a private cul-de-sac where you are able to enjoy Disney fireworks, the playground or the tennis courts which sit right next to the home that are private to Isles of Lake Hancock community. Zoned for "A" schools. The Hamlin town center plans include docks for water access to restaurants, shops and a movie theater. Central Florida's golf jewel, Orange County National, is just a few minutes away. All while only ten minutes from Disney, and in close proximity to downtown Winter Garden (Central Florida's best farmer's market), West Orange Trail, Windermere, and the world famous attractions of Orlando. Pool service, lawn maintenance and HOA dues are included in the rent. Schedule your private showing today!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Kelly Zannini (407-970-6298)

Remarks: One or more photo(s) has been virtually staged. Available June 1st. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom, 2500 sq ft ranch-style home, ideally located within a 5-minute walk to historic downtown Winter Garden in the heart of the Golf Cart District. Situated on a spacious corner lot, this home blends classic charm, thoughtful upgrades, and everyday functionality—perfect for families, snowbirds, or anyone seeking a relaxed yet connected lifestyle. Step inside to an open and airy floor plan featuring wood flooring in the main living areas and tile in the kitchen and bathrooms. The generously sized kitchen serves as the heart of the home, offering abundant counter space, ample storage, and natural light—ideal for cooking, entertaining, or casual dining. The fully fenced backyard provides privacy and space for outdoor living, pets, or play. A rare find, the 2-car garage includes a pass-through rear door that opens to an additional parking pad—perfect for a trailer, golf cart, or extra vehicle. You’ll also find a small air-conditioned room inside the garage, ideal for a home office, workout space, hobby room, or climate-controlled storage. Located in one of Winter Garden’s most desirable areas, you’re just a quick walk from local shops, yoga studios, restaurants, the farmers market, and community events. With no HOA and a layout built for both comfort and convenience, this home offers a unique opportunity to enjoy both peace and a vibrant, walkable lifestyle. Flexible Lease Term. Perfect if you are Building a home in Winter Garden. Yard care included.

Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)

Listing Agent: Lisa Pownall (407-927-1698)

Remarks: Your Dream Home Awaits! Welcome to this beautifully designed two-story single-family residence, built in 2020, where modern elegance meets everyday comfort. This exceptional home features 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath, offering the perfect layout for both relaxation and entertaining. Step inside to discover an open-concept floor plan filled with natural light, contemporary finishes, and thoughtfully designed living spaces ideal for today’s lifestyle. Enjoy the unique flexibility of leasing this home either fully furnished or unfurnished, allowing you to tailor the space to your personal style and needs. Ideally located in a desirable area, this home offers both convenience and tranquility. Move-in ready starting June 1st—don’t miss the opportunity to make this stunning property your next home and create unforgettable memories, List Agent is Owner. Tenant Occupied until end of May, available to move in on June 1st. Requirements: 2 months of security deposit plus 1st month of rent. Pet deposit non refundable. Rent includes electricity. Near to hospital and public transportation, tenant is not responsible for HOA fees.

Listing is courtesy of: PAK HOME REALTY (909-351-5105)

Listing Agent: Ivanna Mendoza Heredia (417-335-1572)

Remarks: Beautiful newer construction home in a prime location! 11213 Pixie Mandarin Ct offers modern finishes, open-concept living, spacious bedrooms, and a thoughtfully designed layout perfect for everyday living and entertaining. Conveniently located near shopping, dining, major highways, and top Orlando attractions.

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

Listing Agent: Any Alves (407-455-0618)

Remarks: FURNISHED. Built by DR Horton in 2020 this house offers 3-Bedrooms, 2-bathroom, back patio and 2 car garage. The kitchen offers granite countertops, 42" cabinets and stainless-steel appliances. The house is located on a corner lot. Community amenities include a resort-style Zero-entry pool, a kid's splash pad, sand volleyball court, tennis court, clubhouse, fitness center and playground. ---Application Fee $55.00 Per Adult (18 & Older) [Submit 1 application for each adult, complete all fields applicable, upload picture if and proof of income, avoid print screens.] --- No HOA Approval Required --- Landlord will not accept short-term lease or AirBnB (12 months lease only). --- Renters Insurance required. --- Washer and Dryer included. --- Utilities are not included --- Lawn Care is included. --- Small Dog may be accepted with non-refundable $25 monthly pet fee. --- Zoned for Atwater Bay (Elementary), Water Spring (Middle School) and Horizon (High School).

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

Listing Agent: Antonio De Oliveira (689-226-1779)

Remarks: Enjoy this Gorgeous home in the beautiful Waterside Community. This home features 3 Bedrooms, 3 Full bathrooms, a Den, a second floor loft, a Screened Patio and Two-car Garage. High Ceiling, upgraded tile flooring throughout the first level. BRAND NEW CARPETS! Spacious, modern kitchen with large center island over looking the living room. Master bedroom and the 2nd bedroom downstairs with 2 full baths. Upstairs you will find a loft area with the 3rd bedroom and it's own full bath. Large laundry room with cabinets, plenty of room for storage. The Waterside Clubhouse offer a Resort-style swimming pool, a Fully-equipped fitness center includes state-of-the-art cardio and weight equipment. Natural lakes, ponds and walking trails throughout the community, perfect for outdoor activities. Location is excellent. Just minutes from Publix, shops, restaurants, Winter Garden Villages and major highways. A rated schools! All of this and only about 15-20 minutes to Disney World. Tenant is responsible for utilities, internet, lawn care and pest control. Text Listing Agent today for a showing today!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Come enjoy a carefree lifestyle in this beautifully designed home offering nearly 3,000 square feet under roof, a versatile three-way split floor plan, sparkling pool, and spacious three-car garage. Ground care and pool maintenance services are included. There are high ceilings throughout the home. The kitchen boasts 42 inch wooden cabinets with plenty of counter space. A spacious closet is strategically located to store big items. There is a very generous loft space with plenty of windows upstairs. All bedrooms are very spacious too. The primary bedroom features a coffered ceiling and has direct access to the enclosed pool/jacuzzi area with two exits. The property is located in a desirable subdivision with two boat docks and tenis courts. It is just across the street from West Orange High School and minutes away from restaurants and shopping plazas. There is convenient access to 429 which connects this area to Orlando and Disney.

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

Listing Agent: Jordan Heidrich (407-223-3495)

Remarks: Experience elevated living in this exceptional corner lot home located in the desirable Harvest at Ovation community. This beautifully designed residence blends modern elegance with everyday comfort. Featuring 4 spacious bedrooms and 4.5 bathrooms in the main home, plus a private multigenerational suite above the garage with its own bedroom, full bath, and kitchenette, this home offers exceptional flexibility for guests, extended family, or a private workspace. The heart of the home is a chef-inspired kitchen complete with an oversized island, abundant counter space, and a premium gas stove — perfect for entertaining and everyday living. The first floor also includes a private en-suite bedroom for added convenience. Upstairs, the luxurious primary suite is complemented by two additional bedrooms filled with natural light, along with a dedicated laundry room equipped with a washer and dryer. Additional highlights include an attached garage with an electric vehicle charging outlet, thoughtfully designed spaces, and upscale finishes throughout.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: Welcome to the spectacular neighborhood of Regency Oaks in Winter Garden! This home has just been renovated with a quartz countertop, new stainless steel appliances, and beautiful laminate flooring. It is zoned for all A-rated schools and is close to the Groves Shopping Center, great restaurants, and has easy access to the 429. As you enter, the home opens up to a long formal dining room and sitting room combo, with the informal family room to the rear, both separated by the spacious kitchen. The Master Suite is situated on the right side of the home, making this a great split floor plan. The Master Bath includes a Roman tub, standalone shower, double vanity, and walk-in closet Well planned 4 bedroom 2 Bath, . Kitchen opens to the family room. Pets allowed. Close to Winter Garden Village and Historical Downtown Winter Garden, Restaurants and shopping

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)

Remarks: Stunning corner home located directly across from the feature clubhouse, community pool, and playground in the highly desirable Winter Garden area. This spacious two-story property features 4 bedrooms, 3 full bathrooms, and a thoughtfully designed open-concept floor plan with modern finishes throughout. The bright and inviting living area flows seamlessly into the modern kitchen featuring stainless steel appliances, a gas stove, convection oven, and ample cabinet and counter space perfect for entertaining. One full bedroom and bathroom are conveniently located on the first floor. Upstairs, you’ll find a spacious loft area perfect for a second living space, game room, media room, or home office. The primary suite provides comfort and privacy, while the additional bedrooms provides flexibility for family and guests. Enjoy a 2-car garage and an unbeatable location close to shopping, dining, Disney, major highways, and top-rated schools. This home combines modern style with everyday functionality in one of Winter Garden’s most desirable communities. Lease terms: 12-month minimum. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Small pets may be considered with owner approval and applicable fees. Schedule your private showing today!

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

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