Winter Garden Single Family Homes For Rent - 89 homes

Remarks: Imagine starting your mornings beneath towering oak trees in the heart of the Winter Garden Historic District, where life moves just a little slower and neighbors still wave as they pass by in their golf carts. Tucked away on a quiet dead-end street in the sought-after Winter Garden Golf Cart District, this spectacular rental offers a rare opportunity to live in one of the most beloved pockets of town—on a street where homes seldom become available for rent. Set on a massive lot with an incredible backyard oasis, the property is surrounded by lush landscaping and mature fruit trees, creating a private retreat that feels worlds away while still being just minutes from the vibrant heart of downtown. Inside, the solid block home welcomes you with timeless charm, featuring pristine terrazzo floors and a dramatic wood-burning fireplace that anchors the spacious family room—perfect for cozy evenings or gathering with friends. The home offers generous living spaces with large formal living and dining rooms, ideal for entertaining or simply spreading out and enjoying the comfort of home. Step outside to an enormous covered and screened rear porch where you can relax with your morning coffee, host weekend barbecues, or unwind as the Florida breeze moves through the trees and across the expansive backyard. Beyond the main home, the property continues to impress with a full two-car garage, plus a separate backyard workshop complete with power and A/C—perfect for hobbies, projects, or additional workspace. A large secured wrap-around covered storage shed provides even more room for tools, equipment, or recreational gear. Living here means embracing the lifestyle that has made Winter Garden one of Central Florida’s most desirable communities. Just a quick golf cart ride away, you’ll find the brick-lined charm of Plant Street, where local restaurants, boutiques, and entertainment create a lively small-town atmosphere. Spend evenings enjoying live music and craft beer at Crooked Can Brewing Company, or start your Saturdays exploring the famous Winter Garden Farmers Market, consistently ranked among the best in the region. With year-round events, incredible dining, unique shops, and the charm of historic downtown just minutes away, this home offers more than a place to live—it offers a lifestyle. Opportunities like this rarely come along in the Historic District. Schedule your showing today and start living the authentic Winter Garden life.

Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)

Listing Agent: Joshua Brown (407-936-5344)

Remarks: Stunning modern single-family home located in the desirable at community in Horizon West with NEW Elementary School in the community, less than 20min for Disney's Parks. This property offers the perfect combination of elegance, efficiency, and comfort. This 3 bedroom, 2.5 bath home features a private office on the first floor. Designed with high-end finishes and a modern minimalist style, the home boasts an open-concept layout with abundant natural light. The gourmet kitchen showcases sleek cabinetry, premium energy-efficient appliances, natural gas supply, a large walk in pantry and a spacious island with quartz countertops. Ideal for entertaining. The family room offers a cozy yet contemporary atmosphere. Enjoy outdoor living with a good sized rear patio perfect for gatherings and a large balcony with community views. Additional features include a two-car garage with extra storage (closet), energy-efficient construction to keep electric costs low. Land maintenance and trash pick up is included.

Listing is courtesy of: FLORIDA REAL ESTATE PLACES, LLC (941-233-4646)

Listing Agent: Cathi Murphy (941-233-4646)

Remarks: Welcome home to this beautiful residence in the sought-after gated community of Black Lake Park, where every day feels like a retreat. This bright and spacious, move-in-ready home offers 3 bedrooms, 2 bathrooms, a 3-car garage, and a covered lanai perfect for Florida living. The open layout features tile flooring throughout and a newly remodeled kitchen that truly captures the heart of the home. Overlooking the family room, the kitchen showcases quartz countertops, custom cabinetry, a large center island, and stainless-steel appliances ideal for both entertaining and everyday living. The primary suite is your private retreat, complete with two large walk-in closets and a luxurious en-suite bath featuring a dual-sink vanity, garden tub, and separate walk-in shower. Residents of Black Lake Park enjoy an array of family-friendly amenities including a playground, fitness area, volleyball court, swimming pool, tennis and basketball courts, pickleball court, soccer field, private boat ramp and dock, and sidewalks throughout the neighborhood. It is conveniently located just minutes from Downtown Winter Garden and Winter Garden Village. Easy access to Downtown Orlando, Orlando major attractions, SR-429, SR-408, and the Florida Turnpike. Call for a private tour of this lovely home today.

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Nahid Moradi (407-864-4924)

Remarks: Welcome to this beautiful home in the popular Waterleigh neighborhood! This spacious Sea Cliff home features 4 bedrooms, 3.5 bathrooms, and a 2-car garage, designed for modern living. The open-plan layout seamlessly connects the living room, gourmet kitchen, casual dining area, and covered terrace, perfectly catering to everyday life and leisure needs. A spacious master suite is located on the ground floor, with a bright loft upstairs leading to a secondary bedroom and an additional bathroom. It offers comfortable and flexible living space for guests or multiple families. Enjoy the vibrant lifestyle of this community: abundant green spaces, a lakeside clubhouse with a fitness center, resort-style pool, playground, clubhouse, and tennis and beach volleyball courts. This home is definitely worth seeing!

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Xiaolin Su (272-208-9999)

Remarks: This spacious and beautifully maintained one-story home offers 3 bedrooms, 2 baths, and a 2-car garage with approximately 2,300 sq. ft. of living space. The thoughtfully designed floor plan features an open-concept layout perfect for both everyday living and entertaining. The large kitchen is a true centerpiece, complete with a generous granite island, stainless steel appliances, 42” cherry cabinets, a butler’s pantry, and a walk-in pantry, plus a bright breakfast nook. Granite countertops are featured throughout all bathrooms. The home also includes a formal dining room and an expansive family room that seamlessly connects to the kitchen for an airy, open feel. The primary suite boasts a large garden tub, creating a relaxing retreat. Tile flooring runs through all main living areas, with comfortable carpeting in the bedrooms. Additional highlights include an indoor utility room with washer and dryer included, and a private backyard with no rear neighbors. Enjoy resort-style community amenities, including a clubhouse, pool, fitness center, splash pad, boat dock, bike trails, picnic areas, and lake access. Lawn care is included for added convenience. Ideally located with easy access to the 429, Turnpike, and 408, providing a quick commute to Downtown Orlando, the airport, and surrounding attractions. Zoned for excellent schools and offering nightly views of Disney fireworks—this home truly has it all!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Courtney James (321-228-6181)

Remarks: Beautiful 5BD/3BA home in the desirable Summerlake community of Winter Garden. This spacious 3,295 sq ft home features an open floor plan, large kitchen overlooking the family room, loft/bonus area upstairs, and a 3-car garage. Enjoy resort-style amenities including pool, fitness center, parks, and walking trails. Conveniently located near Hamlin Town Center, top-rated schools, shopping, dining, and easy access to FL-429 and Disney. Playground will be removed from the backyard.

Listing is courtesy of: REALTY ONE GROUP ESTATES (954-947-2383)

Listing Agent: Ian Merino (954-806-4349)

Remarks: Welcome to this CUSTOMZIED and MODERN property! 2,084 square feet of living space featuring four bedrooms, including a CUSTOM HOME OFFICE, and two and a half bathrooms. The open-concept layout includes a bright and inviting living area, contemporary design elements, elegant PANEL WALLS, CUSTOM BUILT-IN FURNITURE, and LED LIGHTINNG upgrades on the main floor. The home is fully furnished with SMART TVs, STYLISH DECOR, and high-end finishes throughout. The dedicated office is ideal for remote work or study, while the KID´S BEDROOM is tastefully decorated with two MONTESSORI style beds. The primary suite provides a peaceful retreat, perfect for rest and relaxation. Enjoy the convenience of a two-car garage and a prime location just minutes from top-rated schools, shopping, restaurants, banks, and more. Families will especially appreciate being near excelent schools, making this an ideal choice for those prioritizing quality education and a family-friendly environment. Schedule your appointment today. Association approval is not required. Renters Insurance is required.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

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

Remarks: In the heart Of Waterleigh, right across the street from the Main park, pool, and clubhouse center. This home is a 3- 2.5 with a bonus room, small loft and HUGE family room. Tile floor throughout first floor. Architectural details, designer doors, and arches give this home a custom look. large bonus room in the front, and huge family room open to dining and kitchen. The Gourmet kitchen with brown tiered cabinets accented with crown molding, tan granite counters, all stainless steel appliances, large walk in pantry and island breakfast bar overlooking the family area and side covered exterior patio. Another arched walkway to the back drop off area from the garage with tons of storage. Powder room half bath by stair and more closet space. Upstairs leads to laundry room with washer and dryer included, bedroom 2 and 3 share large bath with wide vanity and dual sinks in granite counter. The Primary bedroom is large with bath attached having large walk in shower, separated toilet room, large walk-in closet, and dual sink vanity split with makeup counter in between. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle. Fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Please email for more information or to get started in making this incredible home, YOUR home. Rent includes lawn care and all amenities access!

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Bryce Rysewyk (407-340-1754)

Remarks: Beautiful 3 bedroom and 2 bath home for rent in the heart of Hamlin with private pool, solar panels and pool heater. Well maintained and ready to move in. This home offers comfort, convenience and a cozy atmosphere, just minutes from shopping, dining, and A+ rated schools.

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

Listing Agent: Geciane Centurion, Pa (321-525-1721)

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

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

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

Remarks: Welcome to this sophisticated, modern and elegant two-story home, in the beautiful neighborhood of Summerlake Groves in the Horizon West area. On a fenced corner lot, this 3,377-square-foot home offers an open concept living space with an abundance of natural lighting. As you enter through the front door, you are greeted with gorgeous tile floors and direct views of the backyard. The gourmet kitchen features beautiful modern cabinetry, a large walk-in pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This floor plan includes a great space for entertainment, high ceilings, a den/office space, the primary bedroom on the second level and a guest suite on the main level. Capturing some of the best living in Florida, the triple sliding glass door blends indoor and outdoor living space, where you can enjoy your tropical backyard oasis while enjoying stunning sunset views. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry and an oversized luxurious walk-in shower. Other features completing this exquisite home include three bedrooms, a formal dining space, a loft space and two-car garage. Conveniently within minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!

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

Listing Agent: Llin Lu, Pa (954-907-3868)

Remarks: Beautiful 4/3 Home in desirable Summerlake community. Home features include nicely designed open floor plan when you walk in, with tile in wet areas and main living space, which opens to large kitchen with generous island, granite countertops, 42 inch cabinetry, stainless steel appliances, and a walk in pantry. The kitchen opens to a lovely living and dining area with surround sound system installed for family entertaining and get togethers. There is a large storage area downstairs, and a master with on suite downstairs. Large laundry room with sink, and the entire home is alarm system ready. The upstairs features a huge loft for entertaining or office use, three oversized bedrooms, and two bathrooms which include a large master, with walk in closet, and an on suite with a garden tub, a glass enclosed shower, and double granite his/hers sinks. Summerlake community amenities include a fitness center, basketball and tennis courts, playgrounds, clubhouse, resort style swimming pool, dog park, and walking/running trails. This home is move in ready with freshly painted walls and brand plush new carpet. Come on home.

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

Listing Agent: Lisa Hamilton (407-924-3378)

Remarks: Almost NEW, 2.5 year old Gorgeous home, Arlington model with many upgrades, Awesome location in the heart of Horizon West right off the 429 at Independence and Avalon. This 4 bedroom, 4 bathroom and 3100sf. all 4 bedrooms downstairs, large loft 16x16 upstairs with separate walk in-closet and full bath could be used as another bedroom #5. The Great room, all with tall ceilings, triple panel slider to the covered lanai and fenced back yard, open to the dining area and the extended gourmet Kitchen. The extended kitchen wraps around adding 50% more, built in stove top, built in microwave and oven, HUGE extended island large enough to 6, and large walk in pantry. Behind the pantry is the laundry room with appliances, and the mud room next to the garage if you need a place to drop things and not bring in the house. The garage also has a large side area for hobbies/work/and more storage 9x20. The master bedroom is a large 15x18 with double door entry, two closets-one large walk-in, separate toilet room, dual sink vanities on granite, a free standing decor tub next to the large walk-in shower. the split floorplan has bed #2 #3 on the front side of the home to share a bath and bedroom 4 is opposite back corner giving good separation for more privacy, again with another full bath at its door. This home has 1 ac unit on a damper system for more efficiency, and fiber optic cable internet and lawn care is included. This community is right near the 429 exit at Independence, near the hospital and tons of new shops and restaurants. information deemed reliable but not guaranteed. Please email for more info.

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Bryce Rysewyk (407-340-1754)

Remarks: Furniture not included! Rent with purchase option available. This stunning two-story home, located in the desirable Storey Grove community in Winter Garden, offers the ideal combination of comfort, space, and modern design. With over 307 square meters of built area, this impressive 5-bedroom, 3-bathroom residence sits on a rare 0.13-acre lot, providing exceptional opportunities for both indoor and outdoor living. The open-concept floor plan is perfect for everyday living and entertaining, featuring a contemporary kitchen with stainless steel appliances, spacious living and dining rooms, and ample space for family and friends. The expansive backyard offers a serene environment for relaxing, playing, or hosting gatherings. Located in the heart of Winter Garden—one of Central Florida's most vibrant and rapidly growing areas—residents enjoy easy access to top-tier schools, shopping, restaurants, parks, and major highways. Don't miss this opportunity — schedule your visit today!

Listing is courtesy of: MANAGER PROP (689-240-5055)

Listing Agent: Tiago Ferreira (407-603-3350)

Remarks: Stunning Corner-Lot Home in Waterleigh | Horizon West Experience the perfect blend of elegance and comfort in this beautiful Laurel model home, located in the highly sought-after Waterleigh community in Winter Garden. Situated on an expansive corner lot, this residence offers 1,689 sq. ft. of thoughtfully designed living space featuring 3 bedrooms, 2 bathrooms, and a 2-car garage. Home Highlights: Designer Upgrades: Enjoy a modern aesthetic with an extraordinary upgrade package, including laminate flooring and smooth-finish faux wood blinds throughout. Gourmet Kitchen: Equipped with a stainless steel appliance gallery, ivory eased-edge cabinetry, and a vented-out microwave. Owner's Suite: Features a luxurious bathroom with gaily ornamental eased-edge wall tiling. Convenience Included: Full-size washer and dryer are provided for your comfort. Resort-Style Living: Waterleigh offers an unparalleled lifestyle with world-class amenities: 3 resort-style swimming pools & fitness centers. Sport courts (Tennis, Soccer, Beach Volleyball). Dog parks, playgrounds, walking trails, and a fishing pier. Clubhouse with a banquet hall, BBQ outdoor kitchen, and pavilion. Location & Maintenance: Prime Location: Minutes from Disney World, Hamlin Shopping Plaza, Flamingo Crossings, and Winter Garden Village with easy access to Highway 429. Daily Essentials: A brand-new Publix Supermarket is conveniently located at the community entrance. Worry-Free: Full landscaping services are included in the rent, provided by the HOA. Don’t miss this incredible opportunity to live in one of Horizon West’s premier communities. Schedule your showing today!

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

Listing Agent: Luciana Amorim Panajotti (917-853-0353)

Remarks: Welcome to Waterleigh in Horizon West, just minutes from Winter Garden. This popular Cordale bungalow offers 3 bedrooms, 2.5 bathrooms, an attached 2-car garage, and a loft converted into an additional bedroom. Enjoy peaceful water views from the front porch and an open concept layout with granite countertops and stainless steel appliances. The primary bedroom is located on the first floor, with additional bedrooms upstairs. Built with all-block construction and equipped with solar panels for lower electricity costs, this home offers comfort and energy efficiency. Residents enjoy access to resort style amenities including clubhouses, fitness centers, trails, playgrounds, and dog parks. Top rated schools are nearby, and Disney, Hamlin shopping, dining, and Orlando Health hospital are all just minutes away.

Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)

Listing Agent: Teresa Valdes (407-925-1567)

Remarks: Welcome to this beautiful home in the highly desirable Lakeside at Hamlin community in Winter Garden. This modern residence features energy-saving solar panels that significantly reduce monthly electricity costs, giving you more savings each month. The home offers an open floor plan with spacious living areas, comfortable bedrooms, and upgraded finishes throughout. The HOA includes high-speed fiber internet, and lawn maintenance is covered by the owner, adding convenience and value to your rental experience. Ideally located near Hamlin Town Center, shopping, dining, and major roadways, this property combines comfort, efficiency, and an excellent lifestyle. Some appliances will be replaced for the new tenant; details on which items will be provided at the time of application. Schedule your showing today!

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

Listing Agent: Any Alves (407-455-0618)

Remarks: This beautifully furnished 4-bedroom, 3-bathroom home at 8138 Soldierwood St is perfectly situated in the heart of Winter Garden, FL, one of Central Florida's most sought-after communities. With 3,075 square feet of living space, this spacious rental has everything you need to feel right at home. Step inside and you'll love the open floor plan with high ceilings that make the whole place feel bright and airy. The kitchen features gorgeous granite counters, perfect for cooking up your favorite meals or entertaining friends. Main living areas have sleek tiled floors, while the bedrooms have cozy carpet for those barefoot mornings. Head upstairs to find a versatile loft space that works great as a home office, playroom, or extra hangout spot. The oversized primary bedroom suite is a true retreat where you can unwind after a long day. Out back, enjoy a covered porch overlooking a fenced-in yard. Location is everything, and this home delivers. Summerlake Park is just steps away for outdoor fun. Publix at Hamlin Cove makes grocery runs a breeze. Horizon High School is nearby for families with teens. Plus, you're conveniently close to shopping, restaurants, theme parks, the airport, and major roads. Whether you're commuting to work or heading out for a fun-filled weekend, this Winter Garden gem puts you right where you want to be. Don't wait — schedule your showing today before this one is gone!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Jessica Otero, Pa (407-780-1663)

Remarks: FOR RENT – LIKE NEW! Move-in ready and ideal for those seeking comfort, convenience, and an exceptional lifestyle in one of Winter Garden’s most desirable communities. Beautiful 3-bedroom, 2.5-bath home with a spacious loft and attached 2-car garage, located in the final phase of the highly sought-after Watermark community. This energy-efficient, Energy Star certified property offers excellent insulation, helping to reduce utility costs while maximizing comfort. The home features a functional and well-designed layout, perfect for both everyday living and entertaining. The loft provides additional flexible space ideal for a home office, media room, or play area. Enjoy resort-style living with access to outstanding community amenities, including two tennis courts, clubhouse, fitness center, playground, splash pad, park, scenic lake, outdoor amphitheater, and a resort-style pool. Prime location just minutes from top-rated schools, parks, and Lakeside Village Shopping Center, with Publix conveniently nearby. Property is vacant and ready for immediate occupancy. Don’t miss this opportunity to live in one of Winter Garden’s premier communities—schedule your showing today!

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

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

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)