Winter Garden Single Family Homes For Rent - 100 homes

Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath home located in the highly sought-after Hamlin community of Winter Garden. Just over a year old, this home offers a modern open floor plan with thoughtful upgrades and stylish finishes throughout. The gourmet kitchen features sleek cabinetry, ample counter space, and flows seamlessly into the main living areas—perfect for both everyday living and entertaining. A convenient first-floor bedroom and full bath provide the ideal space for guests or a private home office. Upstairs, the spacious primary suite offers a spa-inspired bathroom and walk-in closet, along with additional bedrooms, a versatile flex space, and a dedicated laundry room. Enjoy your own private courtyard and the convenience of a 2-car garage. Ideally located near to top-rated schools and just minutes from Hamlin Town Center, Winter Garden Village, major highways, dining, shopping, and entertainment. Lawn care and basic internet are included for added convenience. This property offers the option of a security deposit-free lease through Obligo for qualified tenants, along with a mandatory Resident Benefit Package. Please note: An HOA application and approval process, along with applicable fees, may be required.

Listing is courtesy of: TRUSTHOME PROPERTIES INC (407-250-4800)

Listing Agent: Glory Feliciano (407-209-7067)

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: Step into this stunning and move-in ready home, completed in April 2025 and loaded with modern upgrades and designer touches throughout! Featuring a bright open-concept layout, the chef-inspired kitchen showcases elegant gold fixtures and flows seamlessly into the spacious dining and living areas, perfect for entertaining or enjoying everyday family life. Need extra flexibility? The private study tucked at the back of the home offers the ideal space for a home office, reading room, or guest retreat, while the expansive second-floor loft creates the perfect additional living space for movie nights, a playroom, or family gatherings. Located in the highly desirable Highland Ridge community in Winter Garden, this home offers easy access to top-rated schools, shopping, dining, major employment centers, and all that Central Florida has to offer. Built with smart energy-efficient features, this beautiful home delivers comfort, style, and lower utility costs year-round.

Listing is courtesy of: ALLUX REAL ESTATE LLC (407-802-7310)

Listing Agent: Denise Batista (407-802-7310)

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: Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also includes a versatile den/office, powder room, and an additional flex space ideal for a wine cellar or extra storage. Upstairs, the home offers a generous primary suite with walk-in closet and en-suite bath, a private guest suite, and two additional bedrooms sharing a full bathroom. There is also a laundry room with utility sink and a small nook perfect for a study area or second office. Enjoy outdoor living with a covered lanai and a large backyard with no rear neighbors. Additional features include a 2-car garage and ample storage throughout. Prime location near shopping, dining, lakefront activities, top-rated schools, major highways, and just minutes from Disney and Winter Garden Village.

Listing is courtesy of: ALLUX REAL ESTATE LLC (407-802-7310)

Listing Agent: Denise Batista (407-802-7310)

Remarks: is a newly built single-family home completed in 2024 featuring approximately 2,450 square feet of living space. The property offers 4 bedrooms and around 3.5 to 4 bathrooms, designed with a modern open-concept layout. It includes a spacious gourmet kitchen with a large island, stainless steel appliances, and granite countertops, along with a comfortable living area ideal for entertaining. The primary suite features a walk-in closet and a well-appointed bathroom. The home also includes a two car garage and is situated in a growing community in the Horizon West area, commonly associated with Harvest at Ovation/Summerlake.

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

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

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: Beautiful and spacious two-story home located in the highly desirable Independence/Signature Lakes community in Winter Garden. This well-maintained residence features tile flooring throughout the main living areas and comfortable carpeting in all bedrooms. Enjoy a large family room, a generous loft space perfect for a home office or media room, and a screened patio—ideal for relaxing or entertaining—overlooking a large backyard. Residents of Independence enjoy resort-style amenities, including two community pools, scenic green spaces and parks, a private boat ramp, fishing docks, tennis and basketball courts, and clubhouses equipped with fitness centers, billiards, and arcade rooms. The community also offers a dog park, as well as biking and walking trails. Conveniently located just minutes from Winter Garden Village, offering a variety of shopping, dining, and banking options. Easy access to major attractions including Walt Disney World, Orange County National Golf Center, and Universal Studios. Rent includes basic cable TV, internet, and access to community fitness facilities.

Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)

Listing Agent: Haicui Yuan (407-435-0482)

Remarks: For Lease – Home in Waterleigh Beautifully 3-bedroom, 2-bathroom home located in the highly sought-after resort-style community of Waterleigh in Winter Garden. This charming home features an open-concept floor plan, a modern kitchen with stainless steel appliances, a large center island, a walk-in pantry, and a spacious covered lanai—perfect for relaxing or entertaining. The home also offers a stylish brick paver driveway for added curb appeal. Conveniently located, the middle school is directly across the street, the elementary school is diagonally across, and the community clubhouse is right next door, offering easy access to: Resort-style pools Fitness centers Tennis courts Walking trails and green spaces Clubhouse amenities All are located just minutes from Walt Disney World Resort, shopping, dining, and major highways. Schedule your private showing today!

Listing is courtesy of: MELIN REALTY LLC (407-683-8713)

Listing Agent: Sheyla Fernandez Cardenas (407-675-0355)

Remarks: Welcome to Waterleigh! This stunning one-story Bellmore floor plan is available for rent and offers 4 bedrooms, 3 full bathrooms, and over 2,000 square feet of beautifully designed living space. Situated on an oversized lot with no rear neighbors, this home provides both privacy and room to relax, complete with a screened-in patio and spacious backyard. As you step inside, you'll be greeted by modern ceramic rectangular tile that flows seamlessly throughout the main living areas. The home is filled with upgrades, including a beautifully appointed kitchen featuring 42” cabinets with crown molding, granite countertops, and plenty of space to cook and entertain. A separate dining room sets the stage for memorable gatherings, while the expansive family room anchors the open-concept layout—perfect for everyday living and hosting guests. The primary suite offers ample space, along with a spa-like en-suite bathroom designed for comfort and relaxation. Three additional generously sized bedrooms complete the thoughtfully designed split-bedroom floor plan. Start your mornings with coffee on the screened lanai, overlooking a peaceful retention area. Enjoy a true maintenance-free Florida lifestyle, with the HOA covering lawn care. Located in a highly sought-after, A-rated school district with some of Central Florida’s newest schools, Waterleigh also has resort-style amenities that truly stand out. Residents enjoy access to modern clubhouses, resort-style pools, fitness centers, sports fields, tennis and pickleball courts, beach volleyball, putt-putt course, and more! Convenience is unmatched, with a brand-new Publix grocery store just outside the community entrance and more shops and restaurants on the way. You’re just minutes from Flamingo Crossings, 10 minutes to Disney, 5 minutes to the 429, and a short drive to Winter Garden Village and Hamlin Town Center. Plus, you’re within a couple of hours of some of Florida’s most beautiful beaches. This home offers the perfect blend of comfort, convenience, and lifestyle—don’t miss your opportunity to rent this exceptional property!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Shirley Botansky (407-704-0874)

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: Discover this stunning home featuring 5 spacious bedrooms and 5 bathrooms, designed for modern living and ultimate comfort. Filled with natural light, this elegant residence offers bright open spaces and a warm, inviting atmosphere throughout. Enjoy a beautiful private pool and a large backyard perfect for entertaining, relaxing, or outdoor activities. The oversized 2-car covered garage provides plenty of room for large vehicles and extra storage. Located in a highly desirable area with great schools within walking distance, this home offers both convenience and lifestyle. Residents also enjoy access to a clubhouse with a community pool, adding even more comfort and amenities. Combining contemporary style with functional living, this exceptional rental opportunity is perfect for those seeking luxury, location, and everyday convenience.

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

Listing Agent: Camila Ricchetti (407-308-7484)

Remarks: Welcome to this One Bedroom in a great location with access to everything Winter Garden has. Near theme parks, shopping centers, banks, hospitals, and a lot of entertainment. Rent includes Water, Electricity and Internet, and kitchen access. Schedule your appointment today!

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

Listing Agent: Maykol Romo (321-287-2378)

Remarks: WELCOME TO YOUR WINTER GARDEN OASIS! This completely updated 3-bedroom, 2.5-bathroom single-family home perfectly blends modern comfort with an unbeatable location. Inside, enjoy a bright, open floorplan featuring spacious bedrooms, ceiling fans, and a beautifully equipped kitchen with a built-in oven, cooktop, dishwasher, and even a convenient bar fridge. Set on a massive 0.34-acre lot with no HOA, the huge backyard is an absolute dream for hosting weekend cookouts or letting your pets play freely. Your furry friends are welcome, with cats and small dogs. A 1-car garage with washer hookups adds everyday convenience to this 1,026 square foot home. Beyond your front door, you are perfectly positioned to enjoy the best of the highly sought-after Winter Garden lifestyle. You will be close to top-rated schools, local parks, and the vibrant energy of Historic Downtown Winter Garden. Spend your weekends biking the scenic 22-mile West Orange Trail, shopping for fresh produce at the award-winning Farmers Market, or meeting friends for craft food and drinks at the famous Plant Street Market and Crooked Can Brewing Company. Offering space, freedom, and an incredible location. Schedule your showing today!

Listing is courtesy of: NEXTHOME NEIGHBORHOOD REALTY (407-377-7735)

Listing Agent: Brenden Rendo (407-710-8720)

Remarks: Awesome House for Rent In Winter Garden Introducing a truly remarkable home with the best floor plan in the community. This house boasts an exceptional layout, featuring two master bathrooms—one conveniently located on the first floor, and another on the second floor. This unique design provides flexibility and convenience for residents.

Listing is courtesy of: INTOP PROPERTY MANAGEMENT (321-754-5599)

Listing Agent: Jaime Hernandez (407-947-4756)

Remarks: FOR RENT!!!!! Located in the GOLF CART DISTRICT of HISTORIC Downtown Winter Garden, in COVINGTON CHASE. NO CARPET! All carpet was replaced with light wood laminate flooring. This beautiful 4-bedroom, 2 bath home offers a split floor plan and easy accessibility onto the WEST ORANGE TRAIL. Enjoy the breathtaking nightly sunset views from the screened porch overlooking the pond. Spacious kitchen/family room combo with a wood burning fireplace. Kitchen features island, dark wood cabinets and stainless-steel appliances. Oversized Primary Suite includes spa style bathroom with garden tub, standalone shower and dual sinks. Three more bedrooms off the family room and guest bath. Located within minutes to Downtown Winter Garden Plant Street, The Market Place, City of Winter Garden Splash Pad, Restaurants, Shopping, Saturday's Farmer's Market and Major Highways. Public Boat Ramp within minutes at Newton Park with access to Lake Apopka and Dora Chain of Lakes. Rent includes monthly lawn maintenance.

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

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

Remarks: Experience true Florida living in this stunning 5-bedroom, 3-bath home featuring a huge saltwater pool, expansive screened-in lanai, and a fully fenced backyard—perfect for entertaining and furry friends. Enjoy breathtaking west-facing sunsets and nightly Disney fireworks from your private pool oasis. The home offers a spacious three-car garage, a downstairs private office ideal for working from home, and a large upstairs bonus room for extra living or recreation space. A private downstairs bedroom with full bath adds convenience for guests or multi-generational living. Located on a conservation lot with no rear neighbors, this home offers exceptional privacy and peaceful views. The community features resort-style amenities including a pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Walking distance to great schools with convenient access to Disney, 429, and Flamingo Crossings.

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

Listing Agent: Camila Ricchetti (407-308-7484)

Remarks: Located in the highly sought-after Highland Ridge community in Winter Garden, this stunning two-story home offers a spacious and modern open-concept design ideal for comfortable living and entertaining. Featuring 4 bedrooms and 2.5 bathrooms, the layout provides both functionality and style, with generous living spaces and an open floor plan that enhances natural light throughout. The home includes a large garage, ample storage, and all bedrooms located on the second floor for added privacy and convenience. The upstairs laundry room makes everyday living even easier. The primary suite is impressively sized, complete with a well-appointed bathroom designed for relaxation and comfort. Located in a vibrant community with top-rated schools and convenient access to major employment centers, shopping, and dining, this home delivers an exceptional modern Florida lifestyle with everyday convenience at its core.

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

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

Remarks: Experience elevated lakefront living in one of Winter Garden’s most desirable communities. This fully furnished luxury residence offers a rare combination of design, comfort, and lifestyle, perfectly positioned on a premium lakefront lot with one of the most breathtaking views in the area. Featuring 5 spacious bedrooms and 5 bathrooms, this home was thoughtfully designed with high-end custom built-ins throughout, delivering a seamless and sophisticated aesthetic. The chef’s kitchen showcases a fully integrated refrigerator hidden within custom cabinetry, premium appliances, and a clean, modern design ideal for both daily living and entertaining. The open-concept layout is filled with natural light and flows effortlessly into the outdoor living space, where you’ll find a private pool, expansive patio, and uninterrupted lake views that create a true resort-style experience. Step outside to a unique highlight of the property: a private sand volleyball court, offering a rare lifestyle feature perfect for entertaining, staying active, or enjoying time with family and friends. Additional features include: • Fully furnished • Private office ideal for working from home • Whole-house water filtration system (no need to purchase bottled water) • Solar panel system for enhanced energy efficiency (significantly reducing electricity costs) • Pool maintenance and lawn care included for a hassle-free lifestyle • High-end finishes and custom cabinetry throughout The backyard provides both privacy and stunning panoramic views, making it one of the most desirable settings in the community. Located in a prime area of Winter Garden, this home offers convenient access to top-rated schools, shopping, dining, and major highways - combining luxury living with everyday practicality. This is a rare opportunity to lease a fully furnished, lakefront luxury home with unmatched views, reduced utility costs, and unique features not easily found in the market. Fully furnished and completely turn-key - just bring your suitcase and start living.

Listing is courtesy of: FORTUNE GLOBAL REALTY (407-854-6181)

Listing Agent: Lino Cervino (407-466-2758)

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)