Winter Garden Single Family Homes For Rent - 111 homes

Remarks: Welcome to this beautiful home located in the highly desirable community of Winter Garden! This well-maintained property offers a spacious and functional floor plan with bright living areas, a modern kitchen featuring ample cabinet space and stainless steel appliances, and comfortable bedrooms designed for everyday living. The primary suite includes a private bathroom and generous closet space, while the backyard provides the perfect setting for relaxing or entertaining. Conveniently located near shopping, dining, major highways, schools, and local attractions, this home offers both comfort and convenience. Don't miss the opportunity to make this wonderful property your next home. Schedule your showing today! A mandatory Resident Benefit Package of $50/month is required and includes renters insurance (up to $100,000 in liability coverage and $10,000 for personal belongings), monthly air filter delivery to improve air quality and HVAC efficiency, move-in concierge services to assist with utilities and internet setup, credit building with rent payments reported to all three major credit bureaus, 24/7 maintenance hotline, identity theft protection with up to $1 million in coverage, and access to an online resident portal for payments and maintenance requests.

Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)

Listing Agent: Ursula Garcia Moraes (407-429-1417)

Remarks: Located in the highly desirable Harvest at Ovation community in Horizon West, this 2024 bungalow offers an exceptional combination of privacy, functionality, and modern design. The property offers approximately 2,153 square feet of living space, plus a fully permitted 416-square-foot detached in-law suite above the garage with its own private entrance, living area, kitchenette, and full bathroom—ideal for multigenerational living, long-term guests, a private home office, or an income-producing opportunity. Designed with flexibility in mind, the main home features a first-floor bedroom with its own en-suite bathroom, making it perfect for guests or family members seeking first-floor living. A convenient half bath is also located on the main level for visitors. Upstairs, you'll find two secondary bedrooms that share a full bathroom, along with a spacious primary suite featuring a luxurious en-suite bath with an oversized super shower, private water closet, and a generous walk-in closet. The gourmet-inspired kitchen is a standout, featuring granite countertops, 42-inch cabinetry, stainless steel appliances, and a spacious walk-in pantry, creating the perfect space for everyday living and entertaining. Additional upgrades include tile flooring throughout the first floor, tile showers, quartz bathroom countertops, recessed lighting, built-in garage storage, a dedicated laundry room with front-load washer and dryer, zoned HVAC, and tankless water heaters. Outside, enjoy a fully paved covered lanai and a fully fenced backyard overlooking a peaceful wooded conservation area that provides both privacy and tranquility. Completing the property is a rear-entry, detached two-car garage, enhancing the home's charming bungalow design while providing convenient parking and additional storage. Residents of Harvest at Ovation enjoy outstanding community amenities including a resort-style pool, playground, and park, while being just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, SR-429, and top-rated Orange County schools. This home combines an ideal floor plan, premium features, and an unbeatable Horizon West location.

Listing is courtesy of: MBT REALTY LLC (407-283-3351)

Listing Agent: Victor Barroeta (407-818-5286)

Remarks: This 3 bedroom 2 bath home is located in the Regency Oaks community near local shops, dining, and schools with quick access to West Colonial, 429, the Turnpike, the 408, and the Winter Garden Village. This home features vaulted ceilings, a spacious living/dining combo, a beautiful kitchen with breakfast bar, an updated primary suite including a walk-in shower, garden tub, and dual vanity sink, as well as two other large bedrooms. Additional features include a patio, big backyard, and a 2 car garage. Sorry, no students. Small pets only. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY (407-897-3366)

Listing Agent: Matthew Kirsch (407-897-3366)

Remarks: Move-in ready now! Rent includes hoa internet/cable! Well maintained two story house at a wonderful community - Independence in Winter Garden! Graded school zone. Fresh painting. Brand new water heater. Beautiful home featuring 3 bedrooms & 1 Den/Office/Flex room & 2.5 baths. Screened back lanai. Great nice view without front neighbor houses. Master bedroom upstairs with garden tub and stand shower. Other two Jack & Jill bedrooms. Independence is an amazing community, with tons of amenities, including two resident clubs, pools/spa, fitness center, park, boat ramp, billiards lounge, eagle's nest, dog park, playground, etc. Only few minutes to Hamlin Town Shopping center, Walmart, Publix, Winter Garden Village. Near to Walt Disney World, Universal, Sea World, Premium Outlets. Only short drive to downtown Windermere. Easy/close to access SR429, 535, 545. Schedule a showing TODAY!

Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)

Listing Agent: Jacky Liu (407-921-5670)

Remarks: Exceptional opportunity in Winter Garden for rent. This stunning 2024 home offers 4 bedrooms, 3.5 bathrooms, With over $60,000 in completed upgrades, with a comeplete 1 bedroom and 1 bathroom, kitchenente studio, completely independent. This property delivers exceptional value and a truly move-in-ready experience. Ideally located just minutes from Disney, Flamingo Crossings, Hamlin Town Center, top-rated schools, hospitals, shopping, dining, and entertainment, this home blends modern comfort with unbeatable convenience. The open-concept layout showcases high ceilings, a beautifully remodeled kitchen, porcelain tile flooring throughout the first floor, upgraded second-floor flooring, wood stairs, premium interior paint, a paver driveway and patio, epoxy-coated garage flooring, and numerous additional enhancements. A rare chance to own a nearly new, highly upgraded home in one of Winter Garden’s most desirable areas. This property is available for the program rent to own..

Listing is courtesy of: MOSAIC PARTNERS GROUP (407-989-2021)

Listing Agent: Andrea Munoz (407-989-2021)

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: Welcome to this exceptional opportunity to reside in a meticulously maintained 6-bedroom, 4-bathroom, 3-car garage home in the McAllister Landing community, just minutes from the historic charm of Downtown Winter Garden. Situated at the corner of a serene and well-established neighborhood, this residence is surrounded by the captivating allure of majestic oak trees. Upon entry, discover a thoughtfully designed split floor plan featuring a spacious kitchen with a delightful breakfast nook, an elegant formal dining room, and a versatile office/flex space. The lower level encompasses two bedrooms, including a master suite and a guest room, while the upper level boasts four bedrooms, including a second master suite, along with three additional rooms. A generously sized loft adds versatility to the living space. Outside, enjoy a spacious backyard and lanai, perfect for relaxation and outdoor activities, all while enjoying the privacy of no rear neighbors. Additionally, the residence is conveniently located minutes away from the action and entertainment of Historic Downtown Winter Garden and Lake Apopka Wildlife Drive. A short 20-25 minute drive will take you to downtown Orlando, major theme parks, the Mall at Millenia, and Orlando International Airport. Community amenities include a dock on Lake Apopka, walking trails, and landscaped parks, enhancing the overall lifestyle experience.

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

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

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2.5 bathrooms, 2 car garage and approximately 1,606 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Laidy Mataushek (844-874-2661)

Remarks: Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community. Stainless steel appliances, modernized kitchen and bathrooms, tiled floor in kitchen, bathrooms and laundry room. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor relaxation and entertaining. Residents of Stoneybrook West benefit from an outstanding amenity lifestyle, including 24-hour security, a clubhouse, fitness center, resort-style pool, tennis, basketball and volleyball courts, playground, fishing dock, and a boat ramp with access to Black Lake. The community is also home to Stoneybrook West Golf Club and SB Prime restaurant and bar. Cable, Internet, Mowing included in rent. Pets considered.

Listing is courtesy of: ELITE EVOLUTION PROPERTIES (407-905-6700)

Listing Agent: Lisa Reed (407-509-7995)

Remarks: Welcome home! NEWLY RENOVATED move in ready 3 bed 2.5 bath in the desirable Horizon West Hamlin area, offering easy access to shopping, restaurants, and amenities nearby. The perfect home fitted with a modern kitchen entailing granite countertops, stainless steel appliances, natural gas burning stove, and large 3-seater island. New updates include laminate floors all throughout, window coverings, epoxy garage floors, and Samsungs washer & dryer included. Enjoy the expansive floorplan - first level features a grand size great room with living/dining room combo overlooking the kitchen with easy access to the garage, overed lanai, and half bath. On the second level, a stunning and spacious master primary bedroom with large walk-in closet and contemporary en suite bathroom featuring dual sink vanities with granite countertops and large standup shower. Two additional bedrooms with spacious closets, shared full bathroom, and lounge area. Smart thermostat installed. Nestled in Hamlin Gardens with fun neighborhood amenities including Resort style pool, Playground, Soccer field, Butterfly garden, and dog park. Schedule your showing to come by today!

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Ahmad Hassan, Pa (718-641-9358)

Remarks: Amazing brand new home in Lakestar at Ovation, just 15 minutes from Disney. Spacious. bangalo 3 Beds, 2.5 baths. This property features an open layout with modern finishes and quartz countertops, and a detached two car garage. Bright natural light make this home perfect for comfortable everyday living. The property is located across from the resort style amenities including a community pool, fitness center, and clubhouse. Resident may enjoy a partial lake view from the primary bedroom. Conveniently located near schools, and less than 5 miles to SR 429 for easy commuting.

Listing is courtesy of: KICANTO REALTY (305-744-2297)

Listing Agent: Cristiane Leon (305-744-2297)

Remarks: Quintessential Florida living! Located in the highly sought after subdivision of Watermark Community. Beautiful 3 bedroom, 2.5 bathrooms with loft. Full open concept floor plan. The light filled kitchen has amply storage with 42" cabinets, large pantry, granite countertops, and stainless steel appliances. The master suite features a large walk-in closet, duel sink vanity and oversized walk-in shower. The loft is perfect for entertaining or can be used as a playroom. Solar panels provide relief on electric bills, pest control are included to the lease. The community amenities are amazing. Features a zero-entry pool with slide and dumping bucket, large clubhouse that can be rented for events, basketball court, playground, fitness center, observation deck. Beautiful views of Disney's Worlds Magic Kingdom fireworks from your front lawn every night! The MARK Shopping Center is just a quick walk.. NY Brewery, Huey Magoo's, Walgreens, Starbucks, and plenty more! Zoned for Panther Lake Elementary School. Live like your on vacation.

Listing is courtesy of: DOUGLAS ELLIMAN (727-698-5708)

Listing Agent: Mike Daquino (631-872-3855)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath bungalow located in the highly desirable Silverleaf Reserve community in Winter Garden. This well-designed home offers an open-concept layout, a spacious kitchen, and comfortable living areas ideal for everyday living and entertaining. The property also features a 2-car garage and modern finishes throughout. Conveniently located near shopping, dining, top-rated schools, and major highways, this home offers the perfect combination of comfort, style, and convenience. Renters Insurance is Required. Tenant pays lawn care fee monthly. Schedule your appointment today.

Listing is courtesy of: ON ME REALTY (321-370-1474)

Listing Agent: Eduardo Pavone (407-232-1241)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath bungalow located in the highly desirable Silverleaf Reserve community in Winter Garden. This well-designed home offers an open-concept layout, a spacious kitchen, and comfortable living areas ideal for everyday living and entertaining. The property also features a 2-car garage and modern finishes throughout. Conveniently located near shopping, dining, top-rated schools, and major highways, this home offers the perfect combination of comfort, style, and convenience. Renters Insurance is Required. Tenant pays lawn care fee monthly. Schedule your appointment today.

Listing is courtesy of: ON ME REALTY (321-370-1474)

Listing Agent: Eduardo Pavone (407-232-1241)

Remarks: Say goodbye to sky-high electric bills! This stunning 4-bedroom, 3.5-bath home comes with SOLAR PANELS that keep your savings soaring! Imagine the possibilities: Located in a Premium CORNER LOT, the house features TWO MASTER SUITES, one on each floor, giving everyone their own private retreat, plus a BONUS ROOM upstairs ready for a home office, playroom, or gym. Step outside to your own private oasis: an OVERSIZED FENCED BACKYARD and a SCREENED SUMMER KITCHEN made for weekend barbecues, morning coffee, and unforgettable memories with family and friends. Inside, luxury meets convenience with ZERO CARPET anywhere! Gorgeous upgraded tile floors through the main living areas, and rich laminate flooring carries through the rest of the home, all flowing into a breathtaking open-concept kitchen, dining, and living space that's simply made for entertaining. This home isn't just beautiful; it's smart! Control your world with ALEXA AUTOMATION, keep an eye on things with a RING DOORBELL, and enjoy the peace of mind of ELECTRONIC LOCKS on the front and back doors. Even the garage impresses, with sleek EPOXY FLOORING, ceiling lights, and room for two cars. From the moment you walk in, you'll feel it! This isn't just a house; it's the home you've been dreaming of! Located in the master-planned Storey Grove community, this home offers residents access to a resort-style pool with splash pad, clubhouse, fitness center, basketball court, 3 dog parks, playgrounds, and scenic walking trails, all just minutes from Walt Disney World, A-rated schools, shops, and dining.

Listing is courtesy of: ALLIVE REALTY (407-308-8560)

Listing Agent: Renata Garcia Belardo (407-308-8560)

Remarks: AVAILABLE FOR LEASE – STUNNING POOL HOME IN HIGHLANDS OF SUMMERLAKE! Welcome to your next home in the highly sought-after Highlands of SummerLake, nestled in the picturesque Horizon West community. This stunning 4-bedroom, 3-bathroom residence offers the epitome of modern living and entertainment, available now for lease. Boasting a rare feature among Horizon West rentals, this home flaunts a SPACIOUS screened-in POOL, perfect for relaxation and gatherings. Enjoy the convenience of a saltwater, gas-heated pool, ensuring year-round enjoyment without the hassle. The heart of this home is its expansive main-floor living space, adorned with elegant tile flooring throughout. The gourmet kitchen offers abundant cabinet space and a grand granite island overlooking the pool and family room. Natural light floods the dining area through large sliding glass doors, creating a warm and inviting ambiance. A rear entryway provides a practical drop zone for busy families. The main level includes a bedroom with a full bathroom, while upstairs offers three additional bedrooms, a convenient laundry room, and a versatile media room. The primary en-suite features a spacious walk-in shower, a soaking tub with views of DISNEY FIREWORKS, dual sinks, a walk-in closet, and a linen closet. Outside, the pool patio pavers extend to the rear garage, expanding the driveway to accommodate an extra vehicle. Located minutes from the Orange County National Golf Center, a short car ride to local amenities, and zoned for excellent A-rated schools. Residents of Highlands of SummerLake enjoy access to a tennis court, playgrounds, dog parks, sports fields, walking and biking trails, and a community pool. Live the quintessential Florida lifestyle — minutes from Disney World and major highways for easy access across Central Florida. Schedule your private showing today!

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Alessandra Grafin Kamensky (407-453-3943)

Remarks: Life is not a dress rehearsal! Lease a HOME not an apartment!!!! Enjoy all the benefits of ownership in this gorgeous resort style community without all the headaches! Hamlin’s flagship community Watermark has convenient access to “A” rated schools, restaurants, shops and a never ending schedule of things to do in and around your new HOME! Amenities include a gorgeous resort pool, fitness center, tennis/pickleball courts, playground, clubhouse and more! Situated on a corner lot with a covered porch perfect for your rocking chairs and a refreshing glass of lemonade :) The downstairs is ALL living space with a 1/2 bath and the sleeping quarters upstairs. Much like a vintage floor plan, maximizing the square footage and privacy! The kitchen has stone counter tops, plenty of storage cabinets and a breakfast bar. The second floor opens up to a nice loft space with an accent wall perfect for homeschooling! A serene lake view can be enjoyed from the upstairs level. The primary suite has tray ceilings and an ensuite bath with double sinks, shower with bench and huge closet. The home has lots of windows and lightly colored finishings. A mix of luxury vinyl plank and tile means this home is move-in ready aside from personalization! 2 additional bedrooms share a bath and having the laundry on the second level makes chores a little less annoying! Both Orange and Lake counties offer an easy commute to all of central Florida’s attractions, downtown Orlando & the international airport. Just a few miles from a local favorites! Enjoy the weekly Farmer’s Market on Saturday morning in Winter Garden and Sunday morning in Clermont! Both have monthly and seasonal celebrations year round! The West Orange Bike Trail runs through the middle of town w/ a splash pad, posh restaurants, specialty boutiques, coffee shoppes & more! Enjoy the historic architecture with brick streets and a true hometown feel! Be sure to visit The City of Winter Garden’s website to find out “Where Good Things Grow”, where you can stay up to date with all the news & events! A great the place to live, work & play for ALL ages!

Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)

Listing Agent: Autumn Makin (352-455-0044)

Remarks: Beautiful Clearden Floor Plan in the Highly Desirable Waterleigh Community! Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home located in the sought-after Waterleigh community in Winter Garden. Designed for both comfort and functionality, this spacious two-story home features an open-concept layout perfect for everyday living and entertaining. The first floor offers a private guest suite with a full bathroom, ideal for visitors, multigenerational living, or a home office. The gourmet kitchen showcases stainless steel appliances, quartz countertops, abundant cabinet space, and a large island overlooking the spacious dining and family room, creating the perfect space to gather with family and friends. Upstairs, the generous primary suite features a spacious walk-in closet and an en-suite bathroom with dual vanities. Two additional bedrooms, a full bathroom, a versatile loft, and a conveniently located laundry room complete the second floor. Additional features include a two-car attached garage, central air conditioning, and plenty of storage throughout. Residents of Waterleigh enjoy an exceptional resort-style lifestyle with multiple swimming pools, two clubhouse amenity centers, fitness centers, dog parks, playgrounds, mini-golf, beach volleyball courts, sports fields, walking trails, scenic lakes, and beautifully maintained green spaces. Waterleigh offers an exceptional lifestyle with the added convenience of having both an elementary school and a middle school located within the community, making it an ideal place for families. Residents also enjoy easy access to Publix, Hamlin Town Center, shopping, dining, medical facilities, and Walt Disney World.

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

Listing Agent: Daniela Gomes (305-965-4591)

Remarks: Welcome to this beautiful, nearly new home located in the desirable Northlake at Ovation community in Winter Garden! Built in 2025, this well-maintained single-story home features 3 bedrooms, 2 bathrooms, and 1,788 sq. ft. of comfortable living space. The open-concept layout offers a bright and inviting living area, a modern kitchen, and spacious bedrooms designed for everyday comfort. Conveniently located near shopping, dining, entertainment, major roadways, and everything the growing Horizon West area has to offer. Enjoy the comfort of a newer home in a great Winter Garden location. Schedule your showing today!

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

Listing Agent: Naiara Alves (470-861-4207)

Remarks: This beautiful 4-bedroom, 3.5-bath home for rent in the highly desirable area of Winter Garden offers a perfect blend of comfort, space, and style. Featuring a 2-car alley-load garage in the back and a welcoming front porch, this home boasts an impressive 2-story foyer and a private downstairs bedroom with a full bath—ideal for guests, in-laws, or a home office. The open-concept layout seamlessly connects the family room, kitchen, and dining area, all filled with natural light from large windows. Enjoy the Florida lifestyle on the angled covered lanai accessed through sliding glass doors. Wood-look tile flows throughout the first floor, which also includes a convenient powder bath near the garage entrance. Upstairs, a spacious loft offers a perfect spot for relaxing or entertaining, along with three more bedrooms, including a private owner’s suite located at the back of the home for added privacy.

Listing is courtesy of: ROBERT SLACK LLC (954-448-4287)

Listing Agent: Aparna Narla (703-867-3835)