Winter Garden Single Family Homes For Rent - 119 homes

Remarks: Welcome to 14252 Title Way, a beautifully maintained home in the highly desirable Storey Grove community of Winter Garden. Ideally located in the heart of Horizon West, this home offers quick access to SR-429, Walt Disney World, Hamlin Town Center, shopping, dining, and everyday conveniences. Families will appreciate the zoning for sought-after Water Spring Elementary and Water Spring Middle, with Horizon High School just minutes away. Residents enjoy resort-style community amenities including a sparkling pool, clubhouse, fitness center, playgrounds, parks, and scenic walking trails, making this an exceptional place to live, relax, and enjoy the best of Central Florida living.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Welcome to 14186 Title Way, a beautifully maintained home in the highly desirable Storey Grove community of Winter Garden. Ideally located in the heart of Horizon West, this home offers quick access to SR-429, Walt Disney World, Hamlin Town Center, shopping, dining, and everyday conveniences. Families will appreciate the zoning for sought-after Water Spring Elementary and Water Spring Middle, with Horizon High School just minutes away. Residents enjoy resort-style community amenities including a sparkling pool, clubhouse, fitness center, playgrounds, parks, and scenic walking trails, making this an exceptional place to live, relax, and enjoy the best of Central Florida living.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Available NOW for quick move-in. Fully renovated 2 bedroom, 2 bath home located in the Golf Cart District of Downtown Winter Garden. Stunning kitchen with top of the line Bosch appliances and luxury vinyl flooring throughout. Master bedroom features a slider leading to patio, fully renovated bathroom, and walk-in closet. Laundry room with washer and dryer. Spacious fenced in backyard with plenty of room for relaxing and entertaining. Steps away 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 2021 Bungalow-style home featuring 4 bedrooms, 3 bathrooms, and a 2-car garage. Designed with a functional and inviting floor plan, this newer home offers comfortable living spaces and timeless bungalow-inspired architecture. Built in 2021, it combines modern construction with thoughtful design, making it an excellent opportunity in the highly desirable Winter Garden area. Don't miss your chance to own this beautiful home!

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

Listing Agent: Ana Sampaio Pereira Willeman Moura (312-523-7720)

Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom single-story home offering 2,204 square feet of thoughtfully designed living space in the highly desirable Hamlin Reserve community of Winter Garden. This open-concept home features a spacious great room, a separate dining area, and a gourmet kitchen complete with quartz countertops, a large waterfall island, 42-inch cabinetry, stainless steel appliances, and a gas range—perfect for both everyday living and entertaining. The split-bedroom floor plan provides privacy, while the generous primary suite offers a walk-in closet, dual vanities, and a frameless glass shower. High ceilings, abundant natural light, and stylish finishes create a bright and welcoming atmosphere throughout. Enjoy relaxing on the covered lanai or take advantage of the community amenities, including a resort-style pool, clubhouse, parks, playgrounds, and scenic walking trails. Conveniently located in the heart of Horizon West, you’re just minutes from Hamlin Town Center, shopping, dining, entertainment, SR-429, Orlando Health Horizon West Hospital, and top-rated Orange County schools. Rent includes lawn care and HOA fees. This is a wonderful opportunity to enjoy low-maintenance living in one of Winter Garden’s most sought-after communities.

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

Listing Agent: Rina Patel (561-376-0177)

Remarks: Brand new home!! Come be the first resident to live in this beautiful house. Resort style pool and gym. Easy to show.

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

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

Remarks: Welcome to this beautiful home located in the highly desirable Horizon West/Hamlin area of Winter Garden. This spacious 4-bedroom, 3.5-bath residence offers an open and functional layout designed for comfortable everyday living and entertaining. The home features a bright living area, a modern kitchen with stainless steel appliances, and a private primary suite with ample space to unwind. Enjoy the lifestyle this location offers. Just minutes from Hamlin Town Center, where you’ll find shopping, dining, a movie theater, fitness studios, and waterfront walking paths. Residents also benefit from top-rated schools, nearby parks, and convenient access to major roads connecting you to Downtown Winter Garden, Disney, and Orlando. A perfect blend of comfort, convenience, and vibrant community living in one of Central Florida’s most sought-after areas.

Listing is courtesy of: TRUVISION REAL ESTATE LLC (407-271-2470)

Listing Agent: Tony Hernandez (407-271-2470)

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: Amazing brand new home in Lakestar at Ovation, just 15 minutes from Disney parks. Spacious bangalo. Residents will enjoy a resort style ammenities.

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

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

Remarks: Now available! This beautifully furnished 4-bedroom, 3.5-bathroom home with a spacious bonus room offers the perfect combination of comfort, elegance, and resort-style living in Winter Garden. The open-concept floor plan features generous living and dining areas, ideal for everyday living and entertaining. The home comes fully furnished with high-quality furniture, making it truly move-in ready. A private office on the first floor overlooks the pool and backyard, providing a peaceful and inspiring space for working from home. Upstairs, the large bonus room offers endless possibilities as a media room, playroom, additional lounge, or guest space. Outside, enjoy your own private retreat with a covered lanai, saltwater pool, and built-in outdoor grill—perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. Conveniently located near top-rated schools, shopping, dining, entertainment, hospitals, and major roadways. Don’t miss this opportunity to lease an exceptional furnished home in one of Winter Garden’s most desirable areas. Schedule your private showing today!

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

Listing Agent: Patricia Zimath, Llc (321-318-1050)

Remarks: Set on a manicured corner lot in the desirable gated community of Windward Cay, the Southern plantation-style exterior — warm yellow stucco, black shutters, full-width upper balcony with black iron railings, and a charming front porch with columns — makes a statement most homes simply can't match. A paver driveway leads to a 3-car garage, and the beautifully maintained grounds set the tone for everything inside. Step through the front door into a soaring two-story foyer with an open railed staircase. Solid wood flooring flows through the main level, tying together an open floor plan designed for comfortable daily living and effortless entertaining. The first floor features a formal sitting room with rich dark hardwood floors, board-and-batten wainscoting and plantation shutters — equally suited as a home office, lounge, or formal living room. The open kitchen and family room is the true heart of the home: an oversized granite island with custom reclaimed wood paneling takes center stage, surrounded by white raised-panel cabinetry, subway tile backsplash, stainless steel appliances and a French door refrigerator. Three sets of sliding doors open directly onto the screened pool deck, seamlessly blending indoor and outdoor living. A dedicated guest bedroom and full bathroom on the first floor add flexibility for multi-generational families or frequent visitors. Step outside and you'll understand why this home commands a premium. A fully screened enclosure surrounds a beautiful freeform pool and expansive brick paver deck. The covered lanai with its tongue-and-groove wood plank ceiling and ceiling fan creates a true outdoor living room that stays comfortable year-round. A private side yard with mature privacy hedges provides seclusion and green space rarely found at this price point. Upstairs, four additional bedrooms and a large bonus room are connected by a gorgeous hardwood hallway with open railing and recessed lighting. The primary suite is a genuine retreat — featuring a spa-caliber bathroom with dual navy vanities, backlit LED mirrors, a freestanding soaking tub with gold floor-mount faucet, a frameless glass shower, and a walk-in closet. Secondary bedrooms are generously sized and well-appointed, including a with hardwood floors, crown molding, and plantation shutters throughout. The oversized bonus room is ready to become whatever your family needs — media room, playroom, home office, sixth bedroom, or additional lounge. Windward Cay is a quiet, secure, gated community in one of the most desirable corridors of Winter Garden — minutes from the 429 and Florida Turnpike, Winter Garden Village at Fowler's Grove, the vibrant Downtown Winter Garden dining and farmers market district, and the West Orange Trail. The airport is a 26-minute commute, and Disney and the attractions corridor are just 15 miles away. This property may be under audio/visual surveillance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Robert Sullivan (407-221-2276)

Remarks: Cozy single family house with big lot to park your toys. Great location! Minutes to downtown Winter Garden, Plant street area. Spacious 2/1 with living/ dining and additional bonus room. Move in ready. Pet friendly. Application fee and approval required.

Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)

Listing Agent: Sandra Roman (407-970-8833)

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. 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, 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: Freshly painted interior throughout. Brand-new carpet installed in the second-floor loft and primary bedroom. Welcome to 12597 Encore at Ovation Way in the highly desirable Winter Garden area! This beautifully designed home is located in a sought-after gas community and offers a modern open-concept layout perfect for everyday living and entertaining. Enjoy easy maintenance and a stylish look with no carpet throughout the main living areas. The spacious kitchen features upgraded finishes, ample cabinetry, and a large island overlooking the living and dining spaces. Conveniently situated near shopping, dining, major highways, and Disney attractions, this home is also zoned for highly rated schools, making it an excellent choice for both homeowners and investors alike. Experience comfort, convenience, and one of the best locations Winter Garden has to offer!

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Welcome to this delightful 2-bedroom, 1-bathroom cottage located in the Historic District of Winter Garden. Just two blocks from Plant Street, you'll enjoy easy walking access to local restaurants, coffee shops, and boutique shopping. This home features beautiful hardwood flooring throughout, with tile in the kitchen and bathroom for added durability and style. Off the main living area is a spacious flex room—perfect for a home office, playroom, or additional living space to suit your needs. The kitchen has ample cabinet space. Please note the fireplace is non working, decoration only. The property includes a detached one-car garage off the kitchen, connected to the home by a covered walkway, with washer and dryer hooks ups, offering both convenience and charm. The large front and backyard are shaded by mature trees, creating a serene and inviting outdoor space. Don’t miss the opportunity to make this unique home yours! *RentSpree applications will not be accepted. Residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month. More details upon application.

Listing is courtesy of: WATSON REALTY CORP (407-359-2300)

Listing Agent: Gina Jenkins (407-588-2645)

Remarks: Be the first to live in this stunning, brand-new home in one of Winter Garden’s most desirable communities! This spacious two-story residence features a modern design, high-end finishes, and a functional floor plan ideal for today’s lifestyle. The gourmet kitchen showcases an oversized quartz island, shaker-style cabinetry, quartz countertops, and premium stainless steel appliances, including a built-in oven, microwave, and gas cooktop. The open-concept design seamlessly connects the kitchen, living, and dining areas, creating the perfect setting for everyday living and effortless entertaining. The luxurious primary suite features a tray ceiling and a spa-inspired bathroom with a double vanity, a large walk-in shower, and a spacious walk-in closet. The additional bedrooms are generously sized and filled with natural light. A spacious laundry room—equipped with a utility sink, washer, and dryer—is conveniently located on the upper floor. Please note that the apartment above the detached garage is not included in this lease. Ideally located just minutes from the Walt Disney World entrance, Flamingo Crossings, Horizon West, Hamlin Town Center, premier shopping, dining, major highways, and top-rated schools. Move-in ready. Schedule your private tour today!

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

Listing Agent: Danilo De Faria Alvim (407-520-2173)

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 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: Welcome to this stunning new construction home (2026) located in the desirable city of Winter Garden. This beautifully designed residence offers 5 bedrooms, 3 full bathrooms, and 1 half bath, providing ample space for comfortable living and entertaining. The home features a spacious open floor plan, modern finishes, and abundant natural light throughout. The kitchen flows seamlessly into the living and dining areas, creating the perfect setting for gatherings. Situated within a gated community, residents enjoy added privacy and a peaceful environment. Conveniently located near shopping, dining, top-rated schools, and major roadways, this property combines style, functionality, and an excellent location. A must-see opportunity!

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

Listing Agent: Paloma Eduar Andrade Froldi (407-360-5466)