Winter Garden Single Family Homes For Rent - 91 homes

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. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.

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

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

Remarks: ... Available on July 1, 2026... ..... Fully Fence .... Rent includes Basic Cable & Internet... , ... EV Car Charger..., ... Washer, and Dryer.... No Carpet..... This house is located in the desirable Independence community. The Community features amazing amenities including 2 Community Pools, Play Grounds, Boat Ramp, Fishing Docks, Tennis courts, Basketball courts, 2 Clubhouses, 2 Gyms, Billiards, Arcades, Dog Parks, Bike & Walking Trails, onsite management office. This home features ceramic tile in the downstairs and carpet in all bedrooms. The master bedroom is located upstairs and there is one bedroom downstairs and a full bath. The kitchen has plenty of cabinet space. Detached garage with a cover porch going in through the kitchen. The home is close to the Horizon West, Hamlin Area and HWY 429 for an easy commute. It is zone for Keenes Crossing Elementary School, Bridgewater Middle School, and Windermere High School. It is minutes away to Foundation Academy as well. Rental Insurance is required before moving in. Tenant is responsible for the lawn maintenance. Accepting foreign applicant with 2 months security deposit.

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

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

Remarks: Beautifully FULLY FURNISHED upgraded 3-bedroom, 2.5-bath single-family home with a flex space ideal for a home office. Features include luxury vinyl flooring throughout, taller interior doors, a stylish accent wall with LED lighting, and an open-concept layout filled with natural light. The gourmet kitchen offers solid wood cabinetry, a center island, Samsung refrigerator, and water filtration system. Additional highlights include a whole-house water softener, covered 2-car garage, front balcony, and landscaped entrance. A *SUMMER KITCHEN* will be added, providing an ideal outdoor space for entertaining. Located in a desirable community with a pool, tennis court, walking paths, and two on-site GREAT SCHOOLS - walking distance, conveniently close to shopping, dining, and major roadways. A rare opportunity to enjoy elevated living in one of the area's most desirable communities!!!

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

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

Remarks: Welcome to this beautiful newer construction single-family home in the desirable Winding Bay community of Winter Garden. This spacious two-story residence features 4 bedrooms, 3.5 bathrooms, and a 2-car attached garage. The open-concept layout offers a modern kitchen connected to the family and dining areas, ideal for everyday living and entertaining. A private first-floor guest suite with its own full bathroom provides added flexibility, while the primary suite is located upstairs. Additional features include stone countertops, abundant natural light, and a fenced backyard. Winding Bay offers resort-style amenities including a community pool, clubhouse, playground, walking paths, and well-maintained common areas. The home is conveniently located near the community clubhouse and pool. Ideally situated in Horizon West/Winter Garden, this home provides easy access to FL-429, US-192, Publix, restaurants, shopping, Flamingo Crossings Town Center, Hamlin Town Center, Walt Disney World, Downtown Orlando, and Orlando International Airport. Enjoy comfort, convenience, and modern living in Winter Garden.

Listing is courtesy of: JC PREMIUM REALTY LLC (813-503-3372)

Listing Agent: David Liu (813-503-3372)

Remarks: Welcome to your dream home in Winter Garden, where elegance meets comfort in this stunning single-family executive home with a picturesque view of Lake Hancock. With 6 bedrooms, 6.5 bathrooms, and a host of impressive features, this residence offers a lifestyle of unparalleled grandeur and convenience. As you step inside, you'll be greeted by high ceilings and an open, modern floor plan that exudes a sense of space and sophistication. The expansive living areas seamlessly flow from room to room, creating an ideal setting for both family gatherings and formal entertaining. The home boasts not one, but two master bedroom suites, each with its own luxurious ensuite bathroom. Whether you prefer the convenience of a ground-floor master or the elevated serenity of the second-floor suite, you'll have a private oasis to call your own. You can enjoy breathtaking panoramic views of Lake Hancock from multiple vantage points throughout the house. Sip your morning coffee on the outdoor patio as you watch the sun rise over the tranquil waters, or unwind in the evening with a glass of wine and the mesmerizing lake as your backdrop. The gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, custom cabinetry, and an expansive island with seating. It's the perfect space for preparing culinary masterpieces and hosting culinary adventures. For car enthusiasts or those in need of ample storage, the three-car garages provide plenty of space for vehicles, equipment, or hobbies. The community offers a range of resort-style amenities, including a sparkling pool, tennis courts, and a playground. Whether you're looking for a relaxing day by the pool or an active game of tennis, there's something for everyone to enjoy. Families will appreciate the proximity to top-rated schools ensuring access to quality education. Winter Garden is known for its vibrant dining scene and cultural attractions. You'll be just moments away from a wide array of restaurants, shops, and entertainment options. Don't miss the opportunity to experience the epitome of luxury living in this executive home overlooking Lake Hancock. Contact us today to schedule a private tour and see for yourself the beauty and elegance that await you in this Winter Garden masterpiece. Your dream home is ready to welcome you!

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

Listing Agent: Esther Griller (407-580-9313)

Remarks: Welcome to 224 Faulkner St, a well-maintained 3-bedroom, 2-bathroom single-story home located within the golf cart district of desirable Winter Garden. As you enter the home, you're welcomed into a spacious living and dining area featuring vaulted ceilings, abundant natural light, and direct access to the backyard. The kitchen includes a breakfast bar, refrigerator, oven, and dishwasher, and flows conveniently into the dining space. The primary suite is privately positioned to the right side of the home and features an ensuite bathroom with dual vanities, a separate shower and toilet area, and a walk-in closet. Two additional bedrooms are generously sized and share a full family bathroom. Additional features include a dedicated laundry room with a washer and dryer, interior access to the two-car garage, and a driveway with ample parking. Outside, the home offers a spacious yard perfect for enjoying Florida living. Conveniently located approximately half a mile from Plant Street, this home offers easy access to downtown Winter Garden's shopping, dining, farmers market, and local events.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: **TENANT OCCUPIED UNTIL JUN 05, 2026** This Taylor Morrison single-family home in Horizon West features 4 bedrooms, 3 full bathrooms, and 1 half bath, including a convenient guest suite on the first floor. All appliances are included for added convenience. The main level offers a private bedroom with a full bathroom featuring a walk-in shower and closet, along with a half bath. The spacious gathering room showcases high ceilings and flows seamlessly into the kitchen and casual dining area, creating an inviting open-concept living space. Upstairs, the primary suite provides a generous retreat with a well-appointed en-suite bathroom, dual vanities, a walk-in shower, and a large walk-in closet. Two additional bedrooms, a shared bathroom, and a functional laundry room with a utility sink complete the second floor. Ideally located in the highly desirable Horizon West area, just minutes from Disney, this home is surrounded by top-rated schools, shopping centers, dining options, and offers easy access to FL-429 and US-192. Please note: Pest control ($25/month) and landscaping ($167/month) are not included in the rental price.

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

Listing Agent: Ricardo Castillo Molina (407-624-9270)

Remarks: Winter Garden area, mintues to the Horizon West Shopping Center. Closing to Disney Parks, Community amenities including 2 Pools, Green spaces & Park areas, Boat Ramp, Fishing Docks, Tennis & Basketball courts, 2 Clubhouse with Fitness, Billiards & arcade, Dog Park, Bike & walking paths. Excellent Shool District. The 429 entrance/exit for an easy commute, Hamlin Shopping Center, Supermarket, and Winter Garden Grove is also nearby. Open Floor Plan. Tenants responsible for Power, Water and Lawn Mowing, Phone, renter insurance. The application Fee is $75 per adult 18 years and older. The application fee is Non-refundable.

Listing is courtesy of: ORLANDO SUNSHINE REALTY (407-666-7448)

Listing Agent: Annie Kwan (321-948-0882)

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: What a beautiful community at Horizon West area which is called "Waterleigh" in Winter Garden of Central Florida. It's the most popular floor plan named "Cordale Elevation E". It is a great schools area. The community comes with a phenomenal clubhouse which are included resort style swimming pool, full equipment fitness center, beach volleyball, tennis courts, soccer field, banquet hall, cabanas, BBQ area, community parks, and play ground. Homeowners’ association take care the full services of landscape circumstances. A few minutes to the theme parks and a supermarket by the community entrance. You can't miss it, rent it for your sweet and lovely family.

Listing is courtesy of: SUNSTAR REALTY FL INC (407-350-8266)

Listing Agent: Zhe Wang (407-705-7288)

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: Discover this beautiful 4-bedroom, 3.5-bath single-family home located in the highly sought-after Storey Grove community of Winter Garden. This home features a spacious modern kitchen with a large center island, stainless steel appliances, and an open layout perfect for everyday living and entertaining. With two primary suites—one downstairs and one upstairs—this home offers excellent flexibility and comfort. The downstairs primary suite includes a huge walk-in closet and an en-suite bathroom with dual vanities. Upstairs, a loft provides additional space for family entertainment, a playroom, or a home office. Enjoy the convenience of a 2-car garage and included washer and dryer. The home is located directly across from a beautiful green space with an outdoor playground and park. Storey Grove offers wonderful amenities, including a clubhouse, fitness center, resort-style swimming pool, hedge maze, and dog park. Conveniently located near SR-429, US-192, and SR-545, with easy access to Walt Disney World, Orange County National Golf Center, Walmart, Publix, and nearby shopping and dining. The property is also close to an A-rated elementary school. Tenant is responsible for utilities, internet/cable, lawn care, and pest control. The home will be available for showings after June 1, 2026. Don’t miss this exceptional rental opportunity—call or text today to schedule a showing!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Take a look at this beautiful modern single family home in Winter Garden! All appliances included! The primary bedroom is downstairs with a full bathroom with a shower and walk in closet. There is a gathering room with a high ceiling integrated with the kitchen and dining area, a half bath and laundry with a sink is also downstairs. Upstairs, there's a huge loft, a second suite with a shower, and walk-in closet and two other bedrooms with a shared bath. There is a covered lanai great for your barbecue with family and friends or just relaxing moments. The landscaping and pest control are included in the rent. Close to Flamingo Crossings mall, Disney and easy access to FL-429 and US-192.

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

Listing Agent: Tatiana Shiz Nagamine De Almeida (407-520-6701)

Remarks: Lakefront Luxury Lease – Minutes to Historic Downtown Winter Garden Enjoy refined waterfront living on the shores of Lake Apopka in this beautifully updated 4-bedroom, 4.5-bath residence, ideally located just five minutes from the charm, dining, and boutiques of downtown Winter Garden and the vibrant scene along Plant Street. Positioned within the sought-after golf cart district, this property offers both privacy and prime accessibility. Inside, the home showcases rich hardwood flooring throughout and a warm, inviting living area anchored by an electric fireplace. The open layout seamlessly connects the main living spaces, creating an effortless flow for everyday living and entertaining. A dedicated wine and bourbon room adds character and sophistication—perfect for hosting gatherings or enjoying a quiet evening in. The primary suite captures tranquil lake views and features a spa-inspired bath and generous walk-in closet. Each additional bedroom includes its own private bath access, while a separate guest cottage offers versatile accommodations for visitors or extended stays. Outdoors, the property transforms into a true retreat. Lounge by the pool, unwind in the hot tub, or enjoy the serenity of your detached private sauna house for a spa-like escape just steps from home. The private dock invites boating, paddleboarding, or simply soaking in sweeping water views. Evenings are best spent gathered around the lakefront fire pit, where sunset skies reflect across the water for a stunning backdrop. The home is offered partially furnished, with flexibility to remove furnishings if preferred. A new golf cart may remain for an additional $200 per month. Tenants also have the option to add $500 per month to include WiFi, electricity, pool service, and lawn care for a simplified, all-inclusive living experience. Available for a 12-month lease, this exceptional lakefront residence delivers upscale amenities, privacy, and proximity to downtown—an uncommon opportunity to lease one of Winter Garden’s most desirable waterfront settings

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Nicole Rader (407-484-4743)

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: Stunning home located in the highly sought-after Waterleigh community in Winter Garden! This beautiful 4-bedroom, 4.5-bath residence offers over 3,400 square feet of elegant living space. From the moment you enter, you are welcomed by a formal dining room and a spacious flex room perfect for a home office, reading room, sitting area, or playroom. The gourmet kitchen features stone countertops, a large center island, abundant cabinet space, and a spacious pantry, opening seamlessly to the bright dining and living areas—ideal for entertaining or relaxing movie nights. Step outside to enjoy the cozy outdoor patio, perfect for peaceful evenings. Upstairs you will find a large loft/bonus room, spacious secondary bedrooms, and an impressive primary suite with a huge walk-in closet, dual vanities, walk-in shower, and separate soaking tub. The oversized laundry room also includes additional storage space. Enjoy resort-style amenities including a clubhouse, fitness center, pool, playgrounds, walking trails, water access, and a public dock. Conveniently located near Disney, shopping, dining, and major highways. Lease terms: 12-month minimum. No smoking. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Schedule your showing today!

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

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

Remarks: Complete application required with copy of applicant's driver's license. Complete credit reports for all adults required, proof of income (last two paystubs, last 2 months bank statements). Only 1 pet permitted. Located in Stoneybrook West community. Water view!

Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)

Listing Agent: Susana Stutsman (321-278-0334)

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: Beautiful 4-bedroom, 3-bath home available for rent in the highly desirable Waterleigh community of Winter Garden. This spacious residence features an open-concept floor plan, a modern kitchen with stainless steel appliances, generous living areas, and abundant natural light throughout. Enjoy access to resort-style community amenities including pools, fitness centers, playgrounds, walking trails, sports courts, and clubhouse facilities. Conveniently located near shopping, dining, top-rated schools, major highways, and Walt Disney World. Lawn care is included. Experience comfortable living in one of Central Florida's premier master-planned communities. Schedule your private showing today!

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Frederico Hexsel (407-745-8841)

Remarks: Welcome to this beautiful home located in a highly sought after gated community with 24 hour security. Residents enjoy a wide array of resort style amenities including a community pool, basked all courts, beach volleyball, clubhouse, tennis court, and a scenic golf course. This neighborhood also offers walking trails, playgrounds, and plenty of outdoor recreational spaces. Conveniently situated near shopping, dining, and major highways, this property provides easy access to everything Central Florida has to enjoy. Zoned for top-rated schools, this home is an ideal choice for those looking for comfort, convenience, and an active community lifestyle.

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

Listing Agent: Karina Bencomo (305-926-7690)