Winter Garden Single Family Homes For Rent - 92 homes

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 Waterleigh master planned community. This lovely home located within the peaceful Marina Bay section has a fenced yard, 2 car garage, no rear or across street neighbors. The Cleardon floorplan is very desirable for it's layout, loads of storage, 1st and 2nd floor ensuite bedrooms, 2nd floor bonus loft space, large covered front porch, balcony and rear screened porch. 2-car Garage is in the back of home with dedicated alley access. Plenty of guest parking. This home has luxury vinyl plank flooring throughout, no carpeting, upgrades to lighting and blinds and window treatments, washer dryer stay. Lawncare incuded. Enjoy quick access to Hamlin, Winter Garden and Disney! Neighborhood amenities include multiple resort style community pools, sidewalks and walking trails, beach volleyball, putt putt golf, gym. Available for minimum 12 month lease. *Owners are open to longer term lease.

Listing is courtesy of: IVRE ORLANDO (407-203-9595)

Listing Agent: Leslie Weeks (215-873-7674)

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

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

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

Remarks: Welcome to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable Winter Garden area! This charming rental property offers a bright and spacious open-concept floor plan, perfect for comfortable living and entertaining. The main floor features a welcoming living space, a fully equipped kitchen, and a convenient half bath for guests. Upstairs, you will find three cozy bedrooms, including a generous primary suite with a private en-suite bathroom. Located in prime Orange County, you are just minutes away from top-rated schools, fantastic shopping, dining, and major highways. Don't miss out on this incredible opportunity—schedule your private tour today!

Listing is courtesy of: BUILD 2 RENT DIRECT, LLC (305-684-2222)

Listing Agent: Marcelo Ortiz (407-627-9027)

Remarks: Beautiful 4 bedroom, 4 full bath home with a den/office available for rent in Signature Lakes, in the Independence area. This spacious two-story house features a bright, open layout with high ceilings, a welcoming front porch, and separate living, family, and dining rooms. The modern kitchen is large and well-equipped, with tile floors, stainless steel appliances, a gas stove, double ovens, fridge, and dishwasher—great for cooking and entertaining. The main bedroom has a custom California closet and a private bathroom. Outside, you can relax on the covered back porch or enjoy the big, fully fenced backyard—perfect for unwinding or hosting friends. Living in this community means access to great amenities like a clubhouse with a fitness center, resort-style pool, arcade room, billiards lounges, and a community room for events and classes. There are also well-maintained parks, green spaces, ponds, and bike trails. It’s just about 7 minutes (around 2.5 miles) from Summerport Publix shopping center, making grocery shopping and dining easy. You’ll find restaurants like Agave Azul right across from the shopping center, as well as Aldi and more. The Disney parks are less than 20 minutes away, and you can even see fireworks from the property. In under 10 minutes, you can get to Hamlin Town Center, with new restaurants, shops, a luxury movie theater, and fun spots like PopStroke mini-golf. Downtown Winter Garden is about 20 minutes away, offering charming streets and great dining options. Keene's Park is just 15 minutes away, where you can access the boat ramp for water sports, fishing, and exploring the Butler Chain of Lakes. This location offers a perfect mix of convenience, entertainment, and outdoor activities, all in a spacious home ready for you to move in.

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

Listing Agent: Michelle Dunkley (407-908-4477)

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

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

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

Remarks: Luxury lease opportunity in the gated community of Canopy Oaks, offering an exceptional combination of space, privacy, and convenience in one of Winter Garden's most desirable locations. Ideally situated near major healthcare facilities, business centers, Downtown Winter Garden, Winter Garden Village, and Orlando's attractions and entertainment destinations, this A.R. Bailey Homes Delray model is designed for those seeking luxury living with easy access to everything Central Florida has to offer. Nestled within an intimate community of just 49 homesites, this impressive residence showcases timeless architecture and thoughtful design throughout. A striking exterior presentation features a paver driveway, concrete tile roof, stone-accented elevation, wood-look garage doors, and grand solid wood double-entry doors. Inside, expansive living spaces are filled with natural light and enhanced by architectural ceilings, elegant finishes, and a versatile floor plan designed for both everyday living and entertaining. The chef-inspired kitchen serves as the heart of the home, featuring a natural gas cooktop with exterior venting, built-in oven, upgraded appliances, pot filler, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, walk-in pantry, and an oversized island overlooking the spacious great room with coffered ceilings. A gated wine cellar adds a distinctive feature rarely found in comparable properties. The first-floor primary suite offers a private retreat complete with dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom-designed closet system. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, or a private office. Upstairs, the home continues to impress with a second primary suite, two additional en-suite bedrooms, a spacious loft, guest powder bath, and a covered balcony, creating multiple private living areas throughout the residence. Designed to embrace Florida's indoor-outdoor lifestyle, dramatic corner-opening glass walls and expansive stackable sliding doors create a seamless connection to the covered lanai, enhanced by a motorized retractable screen. The oversized backyard offers privacy and abundant space for outdoor enjoyment. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and extensive storage throughout. Residents enjoy access to community walking trails and a playground while benefiting from convenient access to healthcare facilities, shopping, dining, recreation, and major transportation corridors including the Florida Turnpike, SR 429, SR 408, and Interstate 4. Property is currently offered for sale (MLS# O6394059) and lease. Availability and terms are subject to change. Virtual pool rendering shown for illustrative purposes only. No pool currently exists on the property. Any depicted pool or outdoor improvements are conceptual and subject to design, permitting, and approval requirements.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Lisa Rutkowski (407-793-2416)

Remarks: Nestled along the southern shoreline of Lake Hancock amidst an enclave of custom-built lakefront homes, within the private gates of the exclusive Isles of Lake Hancock, this newly remodeled masterpiece offers the finest in materials and craftsmanship and is ideally situated on 110’ of pristine shoreline frontage with the lake’s most expansive water views. The entryway involves monumental scale and effortless, whisper-quiet operation with the spectacular custom-engineered pivot door--weighing 1500 pounds, it is a true architectural statement piece. Be greeted by captivating pool and long lake views that highlight the spacious great room, kitchen, and family dining areas. Fully reimagined with a recent complete makeover, tasteful styling and distinctive elements combine with worldly and contemporary details throughout. Bathrooms and Kitchen have been upgraded with only the finest selections, and brands including Hansgrohe and Toto. The light and bright custom kitchen includes oversized professional grade Wolf and Sub-Zero appliances, a Miele steam oven, a built-in Miele coffee maker and ice maker, dual dishwashers, dual kitchen islands, sleek Quartz countertops, plus an oversized pantry. Distinctive tiling and stone of light and natural hues in all five full baths, with rich exotic hickory wood floors in all large living areas, as well as two half baths. The large poolside lanai features an extraordinary outdoor kitchen complete with grill, smoker, hoods and sink, a generous dining area, uniquely dressed in ultra-premium Brazilian Ipe flooring (marine-grade hardwood used for luxury yacht decking, engineered by nature to be completely rot-resistant, moisture-proof and warp-resistant). The outdoor area is enclosed by retractable screens. The entire pool deck area is surfaced by natural stone and offers stunning lake views. The custom dock and boathouse avail the best opportunities to fully enjoy Florida lake life. Lake Hancock is a chain of three lakes, pristine waters with miles of shoreline for boating, and is paradise for fishing and all water sports. Many top golf courses are nearby, including Disney, Orange County National, The Four Seasons, Isleworth, and West Orange. Shopping conveniences at Hamlin are only minutes away, and the Hamlin town center plans include docks for water access to restaurants, shops and a movie theater. All only minutes from Disney, downtown Winter Garden, Windermere, and the world famous attractions of Orlando.

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

Listing Agent: Drew Ross (407-383-6497)

Remarks: Welcome to this beautiful home located in the highly sought-after Summerlake community in Winter Garden's vibrant Horizon West area. This spacious residence offers the perfect blend of comfort, style, and convenience, featuring an open-concept layout, generous living spaces, and a prime location just minutes from everything Central Florida is known for. Residents enjoy access to Summerlake's outstanding resort-style amenities, including a lakefront clubhouse, community pool, fitness center, tennis and basketball courts, playgrounds, dog park, and scenic walking and biking trails. Conveniently situated near Hamlin Town Center, Disney World, Orange County National Golf Center, major highways including SR-429, top-rated schools, and an abundance of shopping, dining, entertainment, and everyday conveniences, this home offers an exceptional lifestyle in one of Winter Garden's most desirable neighborhoods.

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

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

Remarks: Gorgeous Townhome just west of Disney off the 429 located in the Highland Ridge subdivision, offers modern living at its finest! This spacious two-story, 4-bedrooms, 2.5 bathrooms, residence provides ample space for comfortable, energy efficient living under 2,114 sq ft. Enjoy the convenience of a fully equipped kitchen featuring brand new stainless steel appliances. The kitchen boasts beautiful white cabinetry with crown molding, a custom tiled backsplash, and gorgeous quartz counters with a large breakfast bar island. Wood look plank tile flooring throughout the first floor opens to the living and dining areas. A side half bath near the drop zone and a 2-car garage that faces the rear. Say goodbye to hauling laundry up and down stairs with the added luxury of a second-floor laundry room ready for hookups. Once up the stairs, you're greeted by a loft perfect for a reading nook or computer station. Enter into the primary bedroom through double doors with coffered ceiling detail, large walk-in closet, and into the stylish primary bath with stone floors, counters, a walk-in shower with custom wall inserts, and dual sinks. Energy efficient home. WHAT AN AMAZING LOCATION. Highland Ridge is a great new community right off the 429 at Hartzog road and Western way just west of Disney. This is a very fast-growing area with new stores, restaurants, and other commerce opening all the time. Fast access to the 429 and the 4 to get around quickly. Highland Ridge offers a zero edge walk in pool, a large covered lanai pool side, a half basketball court, and a playground. With its prime location and contemporary amenities, this property is ready for you. So don't miss out on the opportunity to make this house your next Home-Sweet-Home!

Listing is courtesy of: SCATES REALTY & INVESTMENT PRO (352-404-8960)

Listing Agent: Eileen Scates (321-229-2265)

Remarks: Discover this stunning home featuring 5 spacious bedrooms and 5 bathrooms, designed for modern living and ultimate comfort. Filled with natural light, this elegant residence offers bright open spaces and a warm, inviting atmosphere throughout. Enjoy a beautiful private pool and a large backyard perfect for entertaining, relaxing, or outdoor activities. The oversized 2-car covered garage provides plenty of room for large vehicles and extra storage. Located in a highly desirable area with great schools within walking distance, this home offers both convenience and lifestyle. Residents also enjoy access to a clubhouse with a community pool, adding even more comfort and amenities. Combining contemporary style with functional living, this exceptional rental opportunity is perfect for those seeking luxury, location, and everyday convenience.

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

Listing Agent: Camila Ricchetti (407-308-7484)

Remarks: 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)

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: TENANT OCCUPIED – Available August 1, 2026. Welcome to this beautiful 3-bedroom, 2.5-bath home in the sought-after Storey Grove community of Winter Garden. Featuring an open-concept floor plan, 42" cabinets, quartz countertops, and spacious living areas, this home offers both comfort and style. All bedrooms are located upstairs, providing added privacy. Enjoy the fully fenced backyard, perfect for outdoor living and added privacy. Conveniently situated near SR-429, Western Way, and Disney, with easy access to shopping, dining, hospitals, and entertainment. Rent includes access to community amenities. Driving Directions: From Avalon Road, turn onto Water Spring Boulevard, then turn right onto Syings Drive and left onto Great Rock Street.

Listing is courtesy of: JHY REALTY INVESTMENTS, LLC (407-435-0482)

Listing Agent: Haicui Yuan (407-435-0482)

Remarks: Available Immediately! Beautiful 4 BR/3.5BA Single Family Home in the desirable Storey Grove Community in Winter Garden. Spacious, modern kitchen with large center island, and stainless steel appliances. Two Master bedrooms, one downstairs and one upstairs. Master bedroom features HUGE walk-in closet and en suite bathroom with double vanity! 2 Car Garage! Washer/dryer included. The home was built in front of a beautiful green area with a outdoor playground and park. Community features a clubhouse with fitness center, resort-style swimming pool, hedge maze, Dog Park. Located close to SR-429, US-192 and SR-545 in the Winter Garden area. It is near Walt Disney World, Orange County National Golf Center. Brand New Walmart and Publix Shopping Center just 7 minutes away from home. Very close to A rated elementary school. CONTACT US FOR A SHOWING TODAY!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Huizi Li (407-353-1043)

Remarks: One story unit 3 bedroom 2 full bath in West side Townhomes. Fenced in backyard area. READY JUNE 1ST. Close to downtown Winter Garden within minutes to shopping, hospital, YMCA, and Winter Garden Village.

Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)

Listing Agent: Gabriella Philippone (407-902-4237)

Remarks: Nestled in the sought-after Harvest at Ovation community in Horizon West/Winter Garden, this beautifully appointed single-family home offers the perfect combination of comfort, style, and location. Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, the home includes a desirable first-floor suite—ideal for guests or multi-generational living. Enjoy the convenience of being just minutes from Walt Disney World, top-rated schools, shopping, dining, and everyday essentials. With easy access to FL-429 and US-192, as well as close proximity to Horizon West, Winter Garden Village, and Orlando, this home is perfectly positioned in one of Central Florida’s most rapidly growing and desirable areas. Please be aware that the garage apartment is currently rented until August 2026, after that date it will be part of the main house. Easy to show on lock box.

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

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

Remarks: Hamlin West – Silverleaf Community. Enjoy living in the desirable Silverleaf Community in Hamlin West! This beautiful single-family home, built in 2023, offers 4 bedrooms, 2.5 bathrooms, and just under 2,000 square feet of thoughtfully designed living space. The open-concept floor plan features durable luxury vinyl plank flooring throughout the first floor, making maintenance simple and convenient. The modern kitchen is equipped with tall upper cabinets, stone countertops, and a spacious breakfast bar, perfect for everyday living and entertaining. Upstairs, you'll find a convenient second-floor laundry room and generously sized bedrooms. The home also includes a two-car rear-entry attached garage with laneway access and a large covered front porch for relaxing outdoors. Ideally located directly across from both the elementary and middle schools, this home offers exceptional convenience. Residents will enjoy easy access to Orlando Health, shopping centers, restaurants, golf courses, Highway 429, and a variety of local entertainment and recreational options. Property Features: 4 Bedrooms, 2.5 Bathrooms, Just under 2,000 sq. ft, built in 2023, Open-concept layout, Stone countertops and breakfast bar, Large upper kitchen cabinets, Luxury vinyl plank flooring on first floor, Second-floor laundry room, Covered front porch, Rear-entry 2-car attached garage. Across from elementary and middle schools. Convenient access to Orlando Health, shopping, dining, golf, and Hwy 429. Community offers pool/cabana, walking trails, pickleball/basketball, park/playground. Landlord Requirements: No pets.

Listing is courtesy of: RIO HOMES AND INVESTMENTS LLC (352-409-3855)

Listing Agent: Alreyas Baksh (352-409-3855)

Remarks: ... Available on July 1, 2026... This is a rear find luxury house located in the GATED community of Waterside on Johns Lake. ... It offers 5 bedroom/4.5 bath/3 car garage and a loft... The loft has a separate living room and the bedroom. It can be used as a in law suite or home office. The club house offers pool, gym, playground, fishing dock, and more. Convenient location to Winter Garden Grove shopping mall, HWY 429, and Advent Hospital in Winter Garden. Easy access to Clermont. The tenant will be responsible for lawn maintenance, washer and dryer. Rental Insurance is required before moving in.

Listing is courtesy of: MAY HO REALTY (407-923-8903)

Listing Agent: Jennie Ho (407-923-8903)

Remarks: Welcome to this stunning and spacious 4-bedroom, 3-bathroom residence located in the highly sought-after Osprey Ranch community in Winter Garden. Offering approximately 2,500 square feet of thoughtfully designed living space, this home combines modern elegance with everyday comfort. The open-concept floor plan features a bright and inviting living area that seamlessly connects to a beautifully appointed kitchen complete with quartz countertops, stainless steel appliances, a large center island, and abundant cabinetry. The spacious primary suite provides a private retreat with a walk-in closet and a luxurious master suite bathroom. Additional highlights include generously sized secondary bedrooms, well-appointed bathrooms, ample storage space, and a covered lanai perfect for relaxing or entertaining outdoors. The home’s modern design, energy-efficient features, and functional layout make it ideal for families and professionals alike. Conveniently situated near major highways, shopping centers, restaurants, entertainment venues, and top-rated schools, this property offers the perfect balance of tranquility and accessibility. Don’t miss the opportunity to make this exceptional home your next residence. Schedule your private showing today.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Ayrys Torres (407-227-5046)