Winter Garden Single Family Homes For Rent - 107 homes

Remarks: 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: 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: Welcome to 720 Parkmont Place, a charming 3-bedroom, 2-bathroom, single-story home located in the desirable Covington Chase community, nestled along the West Orange Trail in the heart of Winter Garden. Fully furnished and move-in ready, this home offers generous living space and well-sized rooms throughout. Upon entering, you'll find French doors leading to a flexible bonus room currently set up as a living area. This space would work equally well as a home office, playroom, or home gym. Continuing through, you're welcomed into the dining room, which flows seamlessly into the kitchen with additional dining options. The fully equipped kitchen includes a breakfast bar, ample cabinetry, and all major appliances. The main living room features a large, comfortable sofa, a television, and sliding glass doors that open to the rear of the home. The spacious primary suite includes its own sitting area, direct access to the covered porch, and an en-suite bathroom complete with a soaking tub, walk-in shower, oversized walk-in closet, and private water closet. Two additional bedrooms with built-in closets share a family bathroom with a shower-over-tub. A separate laundry room provides convenient access to the garage. Outside, the home offers driveway parking, a two-car garage, a covered rear porch, and a good-sized yard. Located within the golf cart district of Winter Garden, this home is ideally positioned just minutes from Historic Downtown Winter Garden, with easy access to the 429 and other major routes, plus an array of amenities including restaurants, bars, shops, and recreational options.

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

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

Remarks: Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, this exceptional home offers bright open-concept living spaces, a stylish kitchen, and spacious bedrooms that seamlessly blend comfort and sophistication. Enjoy a private backyard retreat featuring a resort-style pool and beautifully maintained outdoor living areas, perfect for relaxing, entertaining, and enjoying Florida living year-round. For added convenience, **pool maintenance and lawn care are included in the rent**. Ideally located just minutes from top-rated schools, Downtown Winter Garden, Hamlin Town Center, shopping, dining, major highways, Disney attractions, and Orlando, this home offers the perfect combination of luxury, convenience, and lifestyle. **Available August 1, 2026.** Don't miss this opportunity to lease a remarkable home in one of Central Florida's most sought-after locations.

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

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

Remarks: First floor 1 bedroom suite. Clean and spacious 1 bedroom, 1 bathroom, with seperate entrance, laundry shared. Unfurnished or can be furnished. Long or short term rental, This house sits on a huge lot with beautiful sunrise and sunset views. . parking spot on driveway. This apt is on the first floor, parking available

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Bibi Khan (407-463-9232)

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: Virtually Staged. One or more photo(s) has been virtually staged. Experience refined Florida living in this exceptional 2023-built lakefront home in the highly sought-after Waterleigh community of Winter Garden. Set on a premium lot with serene natural lake views, this residence offers a perfect blend of modern design, smart technology, and everyday convenience. The bright, open-concept layout is filled with natural light and seamlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining, all enhanced by tranquil water views. The gourmet kitchen features sleek countertops, ample cabinetry, and a large island designed for gathering. Upstairs, upgraded hardwood flooring throughout adds elegance and durability. The spacious primary suite offers a spa-inspired bath and walk-in closet, while additional bedrooms provide flexibility for family, guests, or a home office. Enjoy breathtaking lake views and Florida sunsets from your private outdoor space. A smart home system with integrated security enhances comfort and peace of mind. Prime location: Resort-style community amenities, top-rated schools within the neighborhood, Publix nearby, ~17 minutes to Disney, and easy access to highways, dining, shopping center.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Winnie Tam (863-651-4687)

Remarks: MODERN 3BR HOME | FENCED YARD | 4-CAR PARKING | PETS WELCOME. Built in 2025 and immaculately maintained, this single-family home in Westhaven at Ovation is the total package and it's move-in ready. The open-concept main floor is light-filled and spacious, with a modern kitchen, generous counter space, and a layout built for real living. Upstairs, the primary suite delivers a walk-in closet and private en-suite bath, with two additional bedrooms that flex easily as a home office or guest room. Outside is where this home stands apart. The fenced backyard gives you privacy and room to breathe great for pets, kids, or weekend hosting. In the back, an extended driveway parks two vehicles with ease, and the detached 2-car garage adds two more four spots total, a rare find in any community. Pets welcome. Bring the whole family. Located minutes from SR-429, top-rated schools, Hamlin dining and shopping, and all of Central Florida's major attractions.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Marisol Goncalvez De Ayala (321-314-3494)

Remarks: Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets, with plenty of bar stool seating. The kitchen flows into a dining/living room space, with lots of windows to let in natural light, a further step down leads into a second space which could be a second living space/home school/office. The Primary bedroom is spacious with a large walk in closet and ensuite. Three additional bedrooms and bathroom complete this unique home. Outside we have a carport, lockable oversized storage for bikes etc, in the backyard there is a smaller fenced area with a shed and patio area making it perfect for privacy and for pets to roam safely. Across the street we have the Tucker Ranch Recreational Park with playground and trails, close to shopping, Restaurants, turnpike and easy access to Orlando. This home is available August 1st, call today for your own private tour !!!

Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)

Listing Agent: Sarah Gholami (352-346-7857)

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 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: 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: 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: 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: 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: 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: Beautiful two-story furnished home in Winter Garden, ideally located near the highly desirable Winter Garden area. Situated within a top-rated school district, this home offers the perfect blend of comfort, style, and functionality. Featuring 3 spacious bedrooms, 3 full bathrooms, and an additional half bath, the layout is designed for both everyday living and entertaining. The open-concept floor plan is enhanced by impressive double-height ceilings in the entryway and kitchen, creating a bright and airy atmosphere throughout. The kitchen showcases elegant stone countertops, wood cabinetry, and high-end appliances, all included. A charming front porch adds to the home’s curb appeal, while thoughtful design elements elevate the overall living experience. The primary suite serves as a private retreat, complete with a large walk-in closet and a beautifully designed, spa-inspired bathroom. Additional features include a covered lanai connecting the home to the two-car garage, providing both convenience and functionality. Ideally located near major highways, shopping, dining, and everyday essentials, this home offers easy access to everything you need within a short drive or walk. Don’t miss the opportunity to own a well-appointed home in one of Winter Garden’s most sought-after locations.

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

Listing Agent: Umberto Da Cunha Neto (407-690-3539)

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: 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: 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)