Winter Garden Single Family Homes For Rent - 88 homes

Remarks: Nice 4 bed 3 bath home with a . It yas a nice large fenced in yard. Dogs and cats welcome.

Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)

Listing Agent: Hans Welbergen (407-701-6814)

Remarks: Spectacular 5/4 with 3 car garage home. This home has all the bells and whistles for your enjoyment, Modern kitchen with open floor plan to family/living room and access to large screened in patio. Fenced backyard. Upstairs has a large Loft and 4 bedrooms including the spacious master bedroom/master bathroom. This home is a must see located in Watermark Sub-division with to many features to list. Disclosure: The property will be available for move-in after 05/15/2026. Property is currently occupied. An appointment to tour the property will be required.

Listing is courtesy of: HAMPTON & HAMPTON MGMT LEASING (407-219-3297)

Listing Agent: Jessica Martinez Cestero (407-219-3297)

Remarks: Welcome to your dream home in the heart of Winter Garden, Florida! This beautifully maintained 6 -bedrooms, 3-bathrooms residence in the Alexander Ridge community offers the perfect blend of comfort, style, and modern living. Step inside to an inviting open-concept floor plan filled with natural light and thoughtful upgrades. The spacious living area. The kitchen is a chef’s dream with stainless steel appliances, granite countertops, a large island, and ample cabinet space. The primary suite provides a peaceful retreat with a walk-in closet and a luxurious in-suite bath complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Five additional bedrooms offer flexibility for family, guests, or a home office. Enjoy outdoor living with a covered patio, perfect for morning coffee or weekend BBQs. Just steps away, the resort-style community pool offers a great place to cool off and connect with neighbors. Located in a vibrant, family-friendly neighborhood just minutes from historic Downtown Winter Garden, top-rated schools, local shops, dining, and major highways — this home has it all. Don’t miss your chance to live in this beautiful home — schedule your private showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Claudia Montes (407-484-5261)

Remarks: Beautiful two-story home located in the desirable Winding Bay community in Winter Garden. This residence offers 4 bedrooms and 3 bathrooms with a spacious and functional layout. The home is partially furnished and has an open-concept floor plan where the living room, dining area, and kitchen flow seamlessly together, providing an ideal space for everyday living and entertaining. The kitchen includes ample cabinetry, a countertop workspace, and all essential appliances. A fully equipped laundry room adds extra convenience. Ideally situated minutes from Disney and close to restaurants, shopping centers, and grocery stores. The community offers excellent amenities, including a swimming pool, playground, and dog park.***HOME HAVE A WATER FILTRATION SYSTEM AND ELECTRIC SOLAR PANELS***

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

Listing Agent: Caroline Carneiro De Camargo (407-795-8706)

Remarks: Rare opportunity to rent in an exclusive private gated and coveted water-skiing community of Isles of Lake Hancock. Amidst gorgeous views and private streets of beautiful estate homes you will find this stunning and spacious 4 bedroom, 3 bath pool home. Resting entirely on one story, this completely upgraded home is open, light and bright. Brilliantly laid out, the large rooms avail privacy, with the open kitchen and family room serving as the center. The outdoor area is perfect for entertaining with extended outdoor patio, heated saltwater pool with infinity spa and built-in summer kitchen in screened enclosure. This home sits at the end of a private cul-de-sac where you are able to enjoy Disney fireworks, the playground or the tennis courts which sit right next to the home that are private to Isles of Lake Hancock community. Zoned for "A" schools. The gourmet kitchen is open to the family room and boasts a huge island with enough space for seating six! Plenty of cabinet space, granite countertops, stainless steel appliances, a built-in cook top, large pantry, and a beautiful breakfast nook are some of the additional kitchen details. The luxurious master suite is very spacious and offers an extended area perfect for a gym, office space or just the perfect seating spot to enjoy the pool views! The Master bedroom features beautiful tray ceilings, a large walk-in closet and an amazing en-suite bathroom with dual vanities, soaking bathtub and separate walk-in shower with dual heads! This home features 10-14 ft ceilings throughout the entire home. Office has French doors for privacy. Oversized 3 car garage with charging station for your electric car. The community's private boat ramp to Lake Hancock accesses the chain of three lakes availing pristine waters with miles of shoreline for boating, and is a water sports paradise--famous for its clean water and ideal water skiing conditions. The Hamlin town center plans include docks for water access to restaurants, shops and a movie theater. Central Florida's golf jewel, Orange County National, is just a few minutes away. All while only ten minutes from Disney, and in close proximity to downtown Winter Garden (Central Florida's best farmer's market), West Orange Trail, Windermere, and the world famous attractions of Orlando. If you are looking to escape from your stress and plunge into your own infinity spa, enjoy the quietness and beauty of the private lakes, or like to exercise and enjoy water-sports, look no further as this is the perfect luxury home and neighborhood for you and your family! Pool service, lawn maintenance and HOA dues are included in the rent.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Kelly Zannini (407-970-6298)

Remarks: This wonderful property is available ASAP. Finished to a high standard with tile throughout the down stairs, Gourmet kitchen with Double oven, gas range top and double oven and an office which could be used for a 4th bedroom. The master and 2 other bedrooms are upstairs along with the laundry room complete with washer and dryer. The second floor also benefits from a loft area. The attached 2 car garage is accessed from the rear alleyway and Hamilton Gardens benefits from a community pool and playground and close proximity to the 429 and new stores at Hamlin town center.

Listing is courtesy of: WENDY MORRIS REALTY (407-575-5392)

Listing Agent: Wendy Morris (407-575-5392)

Remarks: Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also includes a versatile den/office, powder room, and an additional flex space ideal for a wine cellar or extra storage. Upstairs, the home offers a generous primary suite with walk-in closet and en-suite bath, a private guest suite, and two additional bedrooms sharing a full bathroom. There is also a laundry room with utility sink and a small nook perfect for a study area or second office. Enjoy outdoor living with a covered lanai and a large backyard with no rear neighbors. Additional features include a 2-car garage and ample storage throughout. Prime location near shopping, dining, lakefront activities, top-rated schools, major highways, and just minutes from Disney and Winter Garden Village.

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

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

Remarks: One or more photo(s) has been virtually staged. Nestled in the highly desirable **Golf Cart District**, this charming home offers the perfect blend of character, culture, and convenience in the heart of **Downtown Winter Garden**. This beautifully maintained **5-bedroom, 3-bathroom** residence provides an ideal combination of space, style, and flexibility in one of Central Florida’s most walkable and sought-after communities. Inside, the **open-concept floor plan** creates a seamless flow between the living, dining, and kitchen areas, making the home perfect for both everyday living and entertaining. The kitchen is thoughtfully appointed with **granite countertops** and **stainless steel appliances**, offering a modern, functional space for cooking and gathering. Each bedroom is filled with natural light and features generous closet space, providing comfort and versatility throughout the home. A **two-car garage** adds convenience and extra storage. A standout feature of the home is the **private in-law suite** located on the right side of the property, offering an excellent setup for **extended family, elderly parents, or teens seeking their own space and privacy**. What truly makes this home special is its unbeatable location. Just steps away, **Downtown Winter Garden** offers a vibrant yet welcoming atmosphere filled with **locally owned boutiques, award-winning restaurants, cozy coffee shops, breweries, and the beloved Plant Street Market**. Spend your weekends exploring the renowned **Winter Garden Farmers Market**, enjoying live music and seasonal events, or taking relaxing evening strolls along the historic brick-lined streets. For outdoor enthusiasts, the home offers immediate access to the **West Orange Trail**, a scenic **22-mile paved trail** ideal for walking, jogging, and biking through beautiful Central Florida surroundings. With nearby parks, community events, and a strong sense of local charm, Winter Garden delivers a lifestyle that is both active and relaxed. Despite its quaint hometown feel, this location also offers **easy access to major highways**, making commutes to **Orlando, area theme parks, and surrounding communities** both quick and convenient. This is a rare opportunity to enjoy the excitement of downtown living while coming home to comfort, space, and modern amenities. **Resident Benefits Package (RBP) – $59/month** All residents are enrolled in the Resident Benefits Package, which includes: * Liability insurance * Credit building to help improve your credit score with on-time rent payments * Up to $1 million in identity theft protection * Move-in concierge service for easy utility and home service setup * Best-in-class resident rewards program * On-demand pest control * HVAC air filter delivery * And more (full details provided upon application) **Additional Details** * Security deposit-free option available for qualified tenants through **Obligo** * Application fee: **$80 per applicant** (18 years and older) * One-time admin fee: **$295 upon approval**

Listing is courtesy of: CANI PROPERTY MANAGEMENT (321-280-9065)

Listing Agent: Jeremy Porter (321-280-9065)

Remarks: Beautifully updated home in Winter Garden! This open floor plan 3 bedroom/2 bath home has newer flooring, kitchen cabinets/counters, bath vanities and more. The home also features a den/office/play room with the French doors, screened lanai and partially fenced backyard. Lawncare included. Located in the heart of Winter Garden just minutes to Downtown Winter Garden, West Orange Trail and easy access to 429 highway. Available for occupancy mid April. Contact today for a viewing!

Listing is courtesy of: BLUE CANVAS REALTY LLC (407-501-5590)

Listing Agent: Akiko Hunt (407-501-5590)

Remarks: Impressive residence with 3,821 square feet, designed to comfort, functionality, and practicality. The house features 4 spacious bedrooms, 3 full bathrooms, and an office ideal for a home office or study space. The highlight is the beautiful lake view in the back, offering tranquility and a perfect setting for relaxing or entertaining guests. Two-car garage with excellent storage space. A unique opportunity for those seeking quality of life, privacy, and a environment.

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

Listing Agent: Jean Dadam (407-961-2182)

Remarks: This beautifully maintained home offers the perfect blend of comfort, space, and resort-style living. Freshly painted and thoughtfully designed, it welcomes you with a bright, open layout ideal for both everyday living and entertaining. Conveniently located minutes from Winter Garden Village shopping and Entertainment, major hwys, and hospital. Step outside to your private backyard oasis, complete with a sparkling pool, fully fenced yard, and an expansive screened-in lanai that provides a peaceful, shaded space to relax while enjoying views of the water. Pool service and landscaping are included, so you can spend more time enjoying your surroundings and less time maintaining them. Inside, the main level features a dedicated private office—perfect for working from home—as well as a spacious kitchen designed to impress. With a large dining area, bar-style seating, and plenty of room to gather, this kitchen is truly the heart of the home. Upstairs, all bedrooms are thoughtfully situated for privacy, along with a versatile bonus living space that can serve as a media room, playroom, or additional lounge area. The primary suite is a true retreat, offering a cozy sitting area, a luxurious soaking tub, and a massive walk-in closet. Located within a gated community, residents enjoy access to exceptional amenities including a community pool, park, playground, and tennis courts, providing something for everyone right outside your door. This home combines style, functionality, and convenience in a setting that feels like a private getaway. There are items in Garage on shelving that will stay

Listing is courtesy of: BHM PROPERTIES II, LLC (407-376-2246)

Listing Agent: Lauraine Quintana (407-925-4282)

Remarks: 4 Bedroom, 3 Baths Single Family Home For Rent in Waterleigh Subdivision in Winter Garden, FL 34787; Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

Listing is courtesy of: REALSOURCE PROPERTY MANGNT LLC (407-298-9777)

Listing Agent: Rick Sein (407-716-0459)

Remarks: Beautiful 4-Bedroom Corner Unit in Prime Community Location! This spacious 4-bedroom, 2.5-bath home is ideally situated on a premium corner lot right next to the community clubhouse. All bedrooms are conveniently located upstairs, along with the laundry area for added ease.The home features a formal dining room and a versatile flex space upstairs, perfect for a home office, playroom, or additional living area. The first floor boasts a clean, modern look with no carpet and plenty of storage throughout. Enjoy access to excellent community amenities and a location with easy access to major roads, shopping, and dining.

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

Remarks: PRICE REDUCED – Now $3650 for immediate move-in! This well-maintained 2021-built home is located in the highly sought-after Waterleigh community in Winter Garden. The two-story layout includes 4 bedrooms and 3.5 bathrooms, including a private first-floor in-law suite with an attached full bath, providing a flexible layout for a variety of living arrangements. The open-concept main living area features a modern kitchen with stainless steel appliances and granite countertops, connected to spacious living and dining areas. Upstairs, the primary suite includes an ensuite bathroom, while two additional bedrooms share a full bath. A private balcony provides additional outdoor space with neighborhood views. The home also includes central air, in-unit laundry, and a two-car attached garage. Waterleigh residents have access to community amenities including multiple pools, parks, playgrounds, walking trails, and green spaces. The home is located near Disney World, Hamlin Town Center, and close to local schools, shopping, and dining, including a Publix within the community. HOA fees are included in rent. Pets considered with owner approval (breed and size restrictions may apply).

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Location, location, location. This luxury FULLY FURNISHED HOME is located in one of the most sought-after subdivisions of Winter Garden, Lakeshore Preserve. It has a relaxing pool and spa/jacuzzi, over 4,000 sqft, 5 bedrooms, 4.5 bathrooms, bonus room upstairs, and 2 car garage. Rare double master bedrooms one on the first level and another on the second floor. The kitchen is a chef's delight with a fully gas cooktop, an oversized island, and plenty of cabinet space. Upstairs you will find the upstairs owner's retreat along with 3 additional large bedrooms and the huge bonus room. Fully fenced in backyard, tile Roof, 2 AC Units, sliding glass doors, move in ready. Lakeshore neighborhood is a luxurious resort style community with many amenities including a clubhouse with pool, fitness center, multiple playgrounds, sand volleyball courts, kayak access and a dog park. The home is close to shopping and dining, and about 10 minutes drive to the Walt Disney World attraction area. Make yours this gorgeous, sophisticated, and professionally decorated home!!!

Listing is courtesy of: ALL CENTRAL FLORIDA REALTY LLC (407-468-9096)

Listing Agent: Neyla Fernandes (407-468-9096)

Remarks: Welcome to 17609 Japonica Bloom Drive—a brand new home designed for modern living and effortless entertaining. Soaring 8-foot doors throughout the first floor create an impressive, open atmosphere. The gourmet kitchen flows seamlessly into the dining area, making it easy to host while you cook. Step outside to the extended lanai, perfect for outdoor gatherings and relaxation. Upstairs, you'll find all bedrooms plus a spacious loft—ideal for a home office, playroom, or media room—along with convenient upstairs laundry. This home combines style, function, and comfort in every detail. Conveniently located near the 429, Disney, and the new Flamingo Crossings shopping center.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. No Carpets!!! Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport. Schedule your showing today!

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

Listing Agent: Shirley Botansky (407-704-0874)

Remarks: Still Tenant occupied available April 30th . Beautiful One Story 4/2 Home with a 2 Car Garage in the beautiful Gated Community of B Lake Park - Winter Garden! This desirable gated community offers residents a community pool, tennis court, playground, basketball court, sand volleyball court, soccer field, walking trails and gazebo. Additionally, this home is conveniently located near all major employers, hospital, across the street from the Winter Garden Village . Spacious living room and dining room area. Plenty of natural light flows-in throughout the home, making it feel very welcoming. The well equipped kitchen has a lot of countertop and storage space, and features a kitchen island with a breakfast bar. The master bedroom with bathroom , plus a spacious closet space. The additional bedrooms also have plenty of closet space and share a full bathroom. This home comes with laundry room (washer and dryer included) and a spacious 2 car garage. Don't miss it. Near restaurants and entertainment with easy access to major highways. Pets allowed according to community guidelines. Trailers- or U Haul type not allowed in this community

Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)

Listing Agent: Daniel Sanchez (407-952-5066)

Remarks: Welcome to this spacious and inviting 4-bedroom, 3-bath home perfectly positioned on a desirable corner lot—just a short walk to West Orange High School! Step inside and you’ll immediately appreciate the open, flowing layout designed for both comfortable living and effortless entertaining. The home features laminate flooring and tile throughout, offering both style and low-maintenance convenience. A formal living room and dining room greet you at the entry, creating the perfect setting for gatherings and special occasions. At the heart of the home, the expansive family room is filled with natural light and features elegant French doors that open to a tiled, screened lanai—ideal for relaxing or enjoying Florida’s beautiful weather year-round. The kitchen is thoughtfully designed with a breakfast nook, breakfast bar, and two generously sized pantries, providing plenty of space for storage and casual dining. The private primary suite offers laminate flooring, a tray ceiling, and an oversized closet, creating a peaceful retreat at the end of the day. This home also features a triple split floor plan, ensuring privacy for everyone. The 4th bedroom includes its own en-suite bath—perfect for guests, in-laws, or a home office setup. Step outside to enjoy the fully fenced yard, offering both privacy and space for pets, play, or future outdoor enhancements.

Listing is courtesy of: ENGEL & VOLKERS CLERMONT (352-242-3939)

Listing Agent: Doreen Landi (352-636-0362)

Remarks: Beautiful Home for Rent in Winter Garde Fl. Looking for the perfect place to call home? This spacious and modern property in Winter Garden, Fl has everything you need! Features: 3 comfortable bedrooms, 2 full bathrooms plus 1 half bath. Bright and open living spaces, fully equipped kitchen, private back yard perfect for relaxing or entertaining. Enjoy Florida living at its best in peaceful and family-friendly neighborhood.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Luis Montoya Tua (407-954-1985)