Winter Garden Single Family Homes For Rent - 112 homes

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: 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: 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: 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 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)

Remarks: 4 Bedroom 2.5 bath Winter Garden home in the Watermark Community located near the clubhouse and features stainless appliances. granite counter tops and lots of tile! The kitchen includes all appliance, walk-in pantry and a huge island for family gatherings! There is plenty of smart storage room downstairs as the living room includes a huge walk in closet under the stairs. Upstairs, you will enjoy your multi-purpose loft, 4 bedrooms and 2 full bathrooms. The spacious master bedroom includes one large walk-in closet and a second oversize walk-in closet! The master bathroom includes double sinks, a shower and a full-sized linen closet. Two of the upstairs bedrooms have walk-in closets and the 4th bedroom offers an extra-long closet with plenty of storage space. The 2nd bathroom also has 2 sinks and a full sized linen closet. The house has brand new AC installed in 2026 and is very well maintained, awaiting new tenants to move in. Call for an appointment to view.

Listing is courtesy of: PREMIUM PROPERTIES R.E. SERVICE (407-380-2800)

Listing Agent: Ozan Cifci (407-782-4866)

Remarks: Welcome to your single-family home in the highly sought-after community of Osprey Ranch! Located in the heart of charming Winter Garden, this beautiful 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of comfort, convenience, and community — an ideal place to raise a family. Enjoy living just minutes from world-class theme parks, top-rated local schools, major roadways, dining, shopping, parks, and vibrant farmers' markets. Families will appreciate the excellent educational opportunities nearby, making this location truly special. Inside, you'll find a spacious, gourmet-style kitchen with a large center island, flowing into the open-concept dining area and expansive family room — perfect for entertaining and everyday living. The first floor features a comfortable bedroom with a walk-in closet and a full bathroom, offering flexibility for guests or multi-generational living. Upstairs, the privately located owner’s suite includes a beautiful bathroom with dual sinks and a generous walk-in closet, creating a relaxing retreat. Step outside to enjoy your open-air patio — ideal for weekend barbecues, or relax on the welcoming front porch after a long day. Don't miss the opportunity to live in one of Winter Garden’s most desirable neighborhoods! Schedule your private tour today and experience the perfect place to call home.

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

Listing Agent: Alexandre Zapparoli Llc (321-444-8701)

Remarks: s a beautiful 3 bedroom, 3 bathroom home offering the perfect blend of space and comfort. With a thoughtfully designed layout and inviting living areas, this home is ideal for both everyday living and entertaining. Nestled in a peaceful, well maintained community and just minutes from top-rated schools, shopping, and dining, it delivers both convenience and a relaxed Florida lifestyle.

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

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

Remarks: Energy-Efficient Home in Silverleaf Reserve Winter Garden! This spacious Hurston model features an open-concept layout with a stunning kitchen, complete with a large island overlooking the dining area and family room-perfect for entertaining and everyday living. The upstairs loft offers flexible space to fit your lifestyle, whether as a home office, playroom, or media room. Located in the desirable Silverleaf Reserve community, you'll enjoy easy access to top-rated schools, dining, shopping, and entertainment in the heart of Winter Garden. Built with innovative energy-efficient features, this home helps reduce utility costs while providing year-round comfort and peace of mind.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Carolina Medeiros (305-753-1943)

Remarks: Experience elevated Florida living in this exquisite, fully furnished luxury residence at 15704 Marina Bay Drive in the highly desirable Winter Garden area. Beautifully designed with sophisticated finishes, elegant furnishings, and a thoughtfully curated interior, this exceptional home offers a seamless blend of comfort, style, and convenience. From the moment you enter, you'll be welcomed by an expansive open-concept floor plan filled with natural light, creating an inviting atmosphere for both everyday living and elegant entertaining. The gourmet kitchen features premium finishes, ample cabinetry, and generous counter space, flowing effortlessly into the spacious dining and living areas. Every room has been professionally furnished with high-quality décor, providing a refined, turnkey living experience. The luxurious primary suite serves as a private retreat, offering a spa-inspired ensuite bath and generous closet space. Additional bedrooms are beautifully appointed to provide comfort and privacy for family members or guests. Thoughtful details throughout the home reflect quality craftsmanship and timeless design. Step outside to enjoy Florida's year-round lifestyle in the private outdoor living space, perfect for relaxing with your morning coffee, hosting friends, or unwinding after a long day. Every detail has been carefully considered to deliver a resort-inspired atmosphere that feels both elegant and welcoming. Ideally located just minutes from premier shopping, dining, golf, top-rated schools, major highways, and Orlando's world-renowned attractions, this exceptional home offers luxury living with unmatched convenience. Whether you're relocating, on an executive assignment, or seeking a high-end furnished residence, this turnkey home delivers an unparalleled rental opportunity. Simply bring your suitcase and enjoy the very best of luxury living.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Corey Cannon (407-615-0215)

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: Beautifully renovated 4-bedroom home located in one of the area’s most desirable communities. This bright and inviting residence features abundant natural light, modern finishes, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The private backyard overlooks a peaceful green space, offering extra privacy and a relaxing setting with no immediate rear neighbors. Conveniently located near the community clubhouse and within walking distance of Water Spring Elementary and Water Spring Middle School, this home provides an exceptional combination of comfort, convenience, and lifestyle. Residents enjoy access to a wide variety of resort-style amenities, including a community pool, clubhouse, playgrounds, recreational areas, walking trails, and beautifully maintained common spaces. Move-in ready and ideally situated near schools, shopping, dining, major roads, and everything the area has to offer. A wonderful opportunity to live in a highly sought-after community!

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

Listing Agent: Ana Thurman (321-310-6382)

Remarks: MOVE-IN READY! PERFECT location in desirable Winter Garden! Greate school zone. NO CARPET! Renovated kitchen, countertops, floorings, light fixtures, baths shower/vanities/mirrors/lights...Beautiful home featuring 3 bedrooms plus 1 loft/retreat/office/bonus upstairs and 2.5 baths, 2 car garage on front. Screened covered lanai, sizable back yard. All appliance included. Open floorplan with spacious living room and formal dinning room. Large master bedroom features walk-in closet, dual new sinks and new shower tub. Park with playground in the community. Just walking distance to top graded Whispering Oak Elementary School and Publix and Stoneybrook West Village shopping center, Walgreen, Ladybird Academy, Medical Clinics, Restaurants, etc. 5 mins drive to Winter Garden Village and Winter Garden Hospital, including Target, Lowes, Bestbuy, ROSS, Marshalls & HomeGoods, Party City, Staples, Restaurants, Banks, etc. Only Few minutes to SR429 and avalon road. Near to Walt Disney World. Only short drive to downtown Winter Garden and Windermere. Schedule a showing TODAY!

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

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

Remarks: AVAILABLE NOW – Beautiful 3-bedroom home with a fenced backyard, located in the sought-after Waterleigh community. Enjoy an open-concept layout featuring a stylish kitchen with Samsung stainless steel appliances, a walk-in pantry, and a large island—perfect for entertaining. The kitchen flows seamlessly into a spacious family room, ideal for modern living. Brick pavers highlight both the driveway and the covered lanai, where you can relax and take in views of the Magic Kingdom fireworks from your own backyard! Waterleigh offers resort-style amenities including two stunning clubhouses, multiple pools, a miniature putting green, three fitness centers, and tennis courts—all just minutes from Disney in Winter Garden/Horizons West. Note: No representations or warranties are made regarding school districts or school assignments. Please verify independently.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Roselyn Diaz Marcano (407-715-1719)

Remarks: Discover exceptional comfort, privacy, and versatility in this beautiful home located in the highly sought-after Harvest at Ovation community in Winter Garden. Situated on a premium homesite backing to a peaceful conservation area with no direct rear neighbors, this home offers beautiful natural views and added privacy. Inside, the bright open-concept floor plan features soaring ceilings, abundant natural light, and thoughtfully designed living spaces. The main level includes a private guest bedroom and full bathroom, while the spacious living area flows seamlessly into the well-appointed kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a large center island. Upstairs, the spacious primary suite offers a relaxing retreat with a large walk-in closet and a beautifully appointed en-suite bathroom. Additional bedrooms, a full bathroom, and a conveniently located laundry room complete the second floor. A standout feature of this home is the private suite above the detached garage, complete with its own separate entrance and full bathroom. This versatile space is perfect for guests, a home office, media room, fitness area, or additional personal space. Enjoy peaceful outdoor living on the covered lanai overlooking the conservation area. Residents of Harvest at Ovation enjoy resort-style amenities, including a community pool, clubhouse, fitness center, playgrounds, walking trails, dog park, and beautifully maintained common areas. Ideally located near Horizon West, Hamlin Town Center, shopping, dining, entertainment, major roadways, and area attractions, this home offers the perfect combination of comfort, privacy, space, and convenience. Schedule your private showing today and experience all this exceptional rental home has to offer!

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

Listing Agent: Jennifer Olmeda (407-547-9242)

Remarks: Pet Friendly! MOVE-IN READY TODAY! Luxury unfurnished home for rent in Winter Garden/Horizon West! It features 3 MASTER SUITES—one conveniently located on the first floor and two on the second— a rare and versatile layout ideal for multigenerational living. Designer upgrades are found throughout, and recessed lighting in every room creates a warm, bright, and inviting atmosphere from the moment you enter. The home has been fully refreshed with new interior paint and welcomes you with soaring ceilings, abundant natural light, and 24x48 polished Coral Bay porcelain tile flooring throughout the entire first level. With NO CARPET anywhere in the home, it is easy to maintain, allergy-friendly, and ideal for pets. Freshly painted front and garage doors add to the home’s crisp curb appeal. Just off the entry, a spacious home office is enhanced with custom wallpaper and focused lighting. The formal dining room features dramatic designer lighting and flows seamlessly into a butler’s pantry with built-in cabinetry and an oversized walk-in pantry. The chef’s kitchen is a true showpiece, anchored by a massive Misterio Gold quartz island (3 cm thick, 127" x 63") and equipped with upgraded appliances, a built-in oven, custom vent hood, pot filler, designer pendant lighting, and ceiling-height cabinetry with 42-inch lower cabinets and glass-front 24-inch uppers. A day office and custom breakfast nook with built-in table and U-shaped booth seating provide additional flexible living and work space. The expansive living room is filled with natural light and offers an ideal setting for both entertaining and everyday living. The first-floor master suite is a private retreat featuring accent niches with focal lighting, generous closet space, and a spa-inspired bath with a freestanding tub, rainfall shower with floor-to-ceiling tile, and a smart bidet toilet. The powder room also includes designer niches and a smart bidet. The laundry room has been thoughtfully upgraded with floor-to-ceiling cabinetry, a coat closet, folding and ironing station, hanging space, and a dedicated dog shower with its own niche and electrical outlet. Upstairs, waterproof laminate flooring runs throughout, along with a spacious secondary living area filled with natural light. The second master suite features a large walk-in closet, freestanding tub, rainfall shower with full-height tile, and smart bidet toilet. The third master suite offers a private bath, walk-in closet, and luxury finishes. Two additional bedrooms also include large closets, accent walls, and abundant natural light. Step outside to a covered lanai overlooking a fully fenced backyard—perfect for outdoor living or a future pool or spa. Located in the highly sought-after Watermark community, residents enjoy resort-style amenities including a clubhouse, resort pool, water park, tennis courts, playgrounds, 24/7 fitness center, event lounge, and monthly community events such as food trucks. The home is directly across from The Mark, a nearby commercial plaza featuring Starbucks, Walgreens, 7-Eleven, Huey Magoo’s, Cocoon Nails, Papa John’s, and more. Just minutes from Disney parks, with nightly fireworks visible from the neighborhood.

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: Ashley Jimenez (914-230-2513)

Remarks: STUNNING, well-maintained Executive estate home with everything you've been looking for! This gorgeous GARDENIA model by TOLL BROTHERS features 4200 square feet of living space with AMAZING VIEWS of a tranquil pond in the front, retention space in back in the desirable LAKESHORE community in HORIZON WEST, providing the perfect ONE OF A KIND idyllic space you've been looking for! You will enjoy relaxed Florida living perfect for entertaining or a quiet day amongst the HIGH-END DETAIL throughout. You will feel the MAJESTY of this home upon entering the Welcoming Foyer & Dining Room! Attention to detail is observed throughout this home - from the window treatments, lighting features, built-ins, amongst many others. As you enter the WELL-APPOINTED open-concept kitchen/living room area you are greeted with the CHEF'S KITCHEN boasting Quartz countertops beautifully accenting the tall cabinets. Multiple pantries including a butler’s pantry, laundry room and an oversized Guest Bedroom and Bath complement the downstairs. The GRANDEUR of this home is evident in its back wall of windows which slide opens to a SPACIOUS EXTENDED COVERED PATIO to complete a truly blended indoor/outdoor living space. Outdoor comfort is accented by AUTOMATIC SCREENS which lead to a large, outdoor yard, perfect for enjoying sunrises and sunsets in a tranquil setting. Upstairs continues the warmth and high-end retreat you deserve. You will find the MASTER RETRAT, LARGE BATH with custom finishes and OVERSIZED WALK IN CLOSETS and a PRIVATE BALCONY, separated for privacy from the rest of the upstairs bedrooms. The middle of the second floor offers a LARGE FAMILY/GAME AREA. 3 additional bedrooms allow for a home office and enough room for family to complete the upstairs. Tankless GAS hot water heater, gas range and stove, and energy efficient windows provides for energy conservation peace of mind. Residents enjoy a MAGNIFICENT CLUBHOUSE with swimming pool, gym, volleyball court, grill area, canoes, lake access and fire pit for entertaining. Cable TV, Internet, Washer, Dryer, Pest Control and Ground Maintenance are included! The elementary and high school is in close proximity to the community! Located minutes from 429 with easy access to Disney, downtown Orlando, the beaches and theme parks. Note $1,000 of deposit will be non-refundableand due at signing contract to lease. Do not miss this opportunity, schedule a showing today!

Listing is courtesy of: CHASTAIN REAL ESTATE COMPANY LLC (407-491-7528)

Listing Agent: Jonathan Jankowski (407-791-1140)