Winter Garden Single Family Homes For Rent - 96 homes

Remarks: Excellent Investment Opportunity! Income-producing property with a tenant already in place. Start generating rental income immediately and enjoy a hassle-free investment opportunity. Single Family bungalow, 4 bedrooms and 3 full bathrooms, with backyard is rare. Designed for comfort and modern living, this property offers no carpet throughout, creating a clean and elegant look with luxury vinyl plank flooring. All pictures are real, no virtual staging or AI. The home includes a dedicated office space, thoughtfully designed and decorated, perfect for working from home. Enjoy the stylish TV/family room with a stunning wood slat accent wall and LED lights, adding warmth and sophistication to the space. Additional upgrades include a whole-house water filtration system and solar panels with a payment of less than $99 per month, helping reduce energy costs and increase efficiency. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.

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

Listing Agent: Rodrigo Khoury Francisco (407-308-6489)

Remarks: Now available this lovely 3 bedroom 2 bath single family home in beautiful Summerlake Groves community in Winter Garden. This spacious home features an open concept and clean design kitchen. Beautiful subway tile backsplash, stainless steal kitchen appliances, granite counter tops in kitchen and master suite. Tile flooring throughout and newer carpet in bedrooms. There's brick pavers on your front porch and backyard lanai. Oversized two car garage driveway. Perfectly located across the street from community pool and recreational area. LAWN CARE & WASHER/DRYER IS INCLUDED!! APPLY TODAY and live in one of Central FL most desired areas, horizon West!!

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

Listing Agent: Andrea Munoz (321-442-7942)

Remarks: This 4 bedroom, 2 bathroom home in the Encore at Ovation community is located near local shops and restaurants, Hamlin Town Center, theme parks, Orange County National Golf course, SR429, and the Florida Turnpike. The open floor plan features luxury vinyl plank throughout with a large family room and kitchen with stainless steel appliances, quartz counter-tops, breakfast bar, and pantry. The expansive primary suite has a large walk-in closet, dual sinks, and a walk-in shower. The backyard has been transformed into an oasis with a jacuzzi tub, artificial turf, covered outdoor kitchen with grill, sink, and refrigerator. Additional features include a lovely front porch, 2 car garage, and community swimming pool, playground, and gym. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

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

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

Remarks: This fully furnished two-story home offers 4 bedrooms, 3 full bathrooms and a versatile flex room, ideal for a home office, playroom or additional living space. The kitchen has granite countertops, stainless steel appliances, a large center island with bar seating, and a spacious walk-in pantry. The kitchen flows seamlessly into the dining and family rooms, creating the perfect setting for entertaining. Large windows fill the home with natural light, while the covered lanai provides additional outdoor living space. Residents of Waterleigh have access to community pool, playground, fitness center and more. Within just minutes from top A schools, restaurants and major attractions.

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

Listing Agent: Silvia Fumagalli, Pa (407-535-5564)

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: Superb Home in desirable Waterleigh Community, Winter Garden. Beautiful home. This Seacliff model has an Open airy feel. On entering find the formal dining room. Walk through hallway to find The Gourmet Kitchen which has walk in pantry, Stainless appliances, Quartz countertop and Smooth Sleek cabinetry. Kitchen overlooks informal dining area and the Family room. Downstairs Utility room and Butlers niche. Downstairs guest bathroom. First floor Master bedroom tucked away at the rear of the home has private bathroom with double vanities a walk-in closet. Lovely views from the covered lanai in the back porch. Head upstairs find spacious loft area for further Living space, Three bedrooms with a shared bathroom. Home includes Smart Tehnology. Welcoming Front Porch to sit and enjoy the day go by. Paver Driveway The Community has so much to offer to enjoy Florida Living at its best.Water front access , private dock, Lovely nature walking trails, scenic Lakes and Ponds , Sports field, Community Garden, Mini Golf, Fitness center and Clubhouse, Enjoy the sparkiling community pool, Splash Pad ,Tot lot, and enjoy The resort style Clubhouse amenities . Excellent schools and close to new shopping centers and highways! Photos were taken of the vacant unit prior to occupancy.

Listing is courtesy of: RE REALTY (321-363-6345)

Listing Agent: Reeta Gulati (321-363-6345)

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: Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets, with plenty of bar stool seating. The kitchen flows into a dining/living room space, with lots of windows to let in natural light, a further step down leads into a second space which could be a second living space/home school/office. The Primary bedroom is spacious with a large walk in closet and ensuite. Three additional bedrooms and bathroom complete this unique home. Outside we have a carport, lockable oversized storage for bikes etc, in the backyard there is a smaller fenced area with a shed and patio area making it perfect for privacy and for pets to roam safely. Across the street we have the Tucker Ranch Recreational Park with playground and trails, close to shopping, Restaurants, turnpike and easy access to Orlando. This home is available August 1st, call today for your own private tour !!!

Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)

Listing Agent: Sarah Gholami (352-346-7857)

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. *Rent includes lawn care.*

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

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

Remarks: Stunning corner home located directly across from the feature clubhouse, community pool, and playground in the highly desirable Winter Garden area. This spacious two-story property features 4 bedrooms, 3 full bathrooms, and a thoughtfully designed open-concept floor plan with modern finishes throughout. The bright and inviting living area flows seamlessly into the modern kitchen featuring stainless steel appliances, a gas stove, convection oven, and ample cabinet and counter space perfect for entertaining. One full bedroom and bathroom are conveniently located on the first floor. Upstairs, you’ll find a spacious loft area perfect for a second living space, game room, media room, or home office. The primary suite provides comfort and privacy, while the additional bedrooms provides flexibility for family and guests. Enjoy a 2-car garage and an unbeatable location close to shopping, dining, Disney, major highways, and top-rated schools. This home combines modern style with everyday functionality in one of Winter Garden’s most desirable communities. Lease terms: 12-month minimum. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Small pets may be considered with owner approval and applicable fees. Schedule your private showing today!

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

Listing Agent: Alessandra Oliveira (305-788-0825)

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: 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: Welcome to this beautifully maintained 4-bedroom, 3-bath home located in the highly sought-after Hamlin community of Winter Garden. Just over a year old, this home offers a modern open floor plan with thoughtful upgrades and stylish finishes throughout. The gourmet kitchen features sleek cabinetry, ample counter space, and flows seamlessly into the main living areas—perfect for both everyday living and entertaining. A convenient first-floor bedroom and full bath provide the ideal space for guests or a private home office. Upstairs, the spacious primary suite offers a spa-inspired bathroom and walk-in closet, along with additional bedrooms, a versatile flex space, and a dedicated laundry room. Enjoy your own private courtyard and the convenience of a 2-car garage. Ideally located near to top-rated schools and just minutes from Hamlin Town Center, Winter Garden Village, major highways, dining, shopping, and entertainment. Lawn care and basic internet are included for added convenience. This property offers the option of a security deposit-free lease through Obligo for qualified tenants, along with a mandatory Resident Benefit Package. Please note: An HOA application and approval process, along with applicable fees, may be required.

Listing is courtesy of: TRUSTHOME PROPERTIES INC (407-250-4800)

Listing Agent: Glory Feliciano (407-209-7067)

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: ... Available on July 1, 2026... This rare find beautiful one story house offers 3 bedroom/2 bath/2 car garage... No carpet in the entire house... It features stainless steel appliances, tile flooring, and luxury vinyl plank in all bedrooms. It is located in Summerlake community which offers resort style pool, gym, tennis courts, basketball courts, zip liner, dog park, and many more. Lawn maintenance is included in the monthly rent. The school is zoned for Summerlake Elementary, Hamlin Middle, and Horizon High School. Minimum security deposit is 1.5 times of rent and 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: 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: 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)