Winter Garden Single Family Homes For Rent - 93 homes

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home located in the highly sought-after Silverleaf Reserve at Hamlin community in Winter Garden. Offering over 2,000 square feet of thoughtfully designed living space, this home features a modern open-concept floor plan ideal for both everyday living and entertaining. The spacious kitchen showcases solid-surface countertops, abundant cabinet space, and overlooks the bright living and dining areas, creating a seamless flow throughout the main level. Upstairs, the primary suite features a large walk-in closet and private bathroom, while three additional bedrooms provide flexibility for family, guests, or a home office. An upstairs laundry room with washer and dryer adds everyday convenience. Enjoy contemporary finishes, energy-efficient construction, and a two-car garage. Residents have access to exceptional community amenities, including a resort-style pool, clubhouse, fitness center, playgrounds, and walking trails. Ideally located in the heart of Hamlin, this home is just minutes from shopping, dining, entertainment, top-rated schools, Disney attractions, and major highways including SR-429. 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. Don’t miss this opportunity to live in one of Winter Garden’s most desirable communities. Schedule your private showing today!

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

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

Remarks: Virtually Staged. Luxury Pool Home for Lease in Wintermere | Winter Garden, Florida Experience elevated Florida living in this beautifully appointed 4-bedroom, 2-bath residence nestled within the sought-after gated community of Wintermere. Ideally positioned between Winter Garden, Windermere, and Clermont, this home has the perfect blend of comfort, convenience, and resort-style outdoor living. Situated on an oversized 0.31-acre homesite, this thoughtfully designed split-bedroom floor plan provides privacy and functionality for families and professionals alike. The spacious interior features ceramic tile throughout the main living areas and owner’s suite, while the secondary bedrooms have the warmth and comfort of carpeting. The heart of the home opens seamlessly to an incredible outdoor retreat where you’ll enjoy a sparkling saltwater pool, expansive patio space, and a private backyard setting designed for relaxation, entertaining, and enjoying Florida’s year-round sunshine. The generous owner’s suite serves as a peaceful sanctuary, complete with a spa-inspired bathroom featuring a soaking tub, separate walk-in shower, and ample closet space. Designed for both everyday living and entertaining, the open-concept layout creates an inviting atmosphere with abundant natural light and comfortable living spaces throughout. Property Highlights • 4 Spacious Bedrooms • 2 Full Bathrooms • Private Saltwater Pool • Gated Community Location • Split-Bedroom Design • Open Living & Dining Areas • Spacious Owner’s Retreat • Garden Tub & Separate Shower • Ceramic Tile Flooring in Main Areas • Large Backyard & Outdoor Living Space • Extended Driveway • Oversized 0.31-Acre Lot Prime Central Florida Location Conveniently located near: • Winter Garden Village • Hamlin Town Center • Walt Disney World Resort • Florida Turnpike & SR-429 • AdventHealth & Orlando Health Facilities • Valencia College • University of Central Florida Campuses • Shopping, Restaurants & Entertainment Enjoy the convenience of being minutes from major roadways, top-rated shopping, dining destinations, recreation, and Central Florida’s leading employers while coming home to your own private backyard oasis. Homes with private pools in Wintermere are rarely available. Schedule your private tour today and discover everything this exceptional rental home has to enjoy!

Listing is courtesy of: LANDLORD FINDERS BUILD REAL ESTATE LLC (407-697-4311)

Listing Agent: Heather Grooms (407-697-4311)

Remarks: Virtually Staged. INDEPENDENCE POOL home with Carriage House / In law suite above garage (1 bedroom, 1 bath and kitchen area ) is what you have been waiting for. Situated on a large corner lot with lots of curb appeal. As you walk up to your future home you are greeted by your large front porch. Exquisite flooring and granite through out. Stainless steel applianced with gas stove. This is truly and AMAZING community 2 clubhouses, 2 COMMUNITY POOLS, 2 FITNESS CENTERS, business center, ARCADE, billiards room,10’ NATURE & BIKE TRAILS THROUGHOUT, 2 dog parks, tennis & basketball courts, 2 PRIVATE BOAT RAMPS (on one beautiful Lake Hancock w/ boat/ski waters), and hundreds of acres dedicated to parks & recreation. Plus, fantastic community events planned by full time community EVENT PLANNER. On-site community manager too. New stores, restaurants, movie theater, Publix grocery store within one mile. Minutes to theme parks, 30 minutes to downtown Orlando or International Airport.SIGNATURE LAKES literally tucked away but yet in the middle of all the beauty and fun that makes this area highly sought after.

Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)

Listing Agent: Sabah Rab (407-575-6599)

Remarks: SIGNATURE LAKES. BEAUTIFUL 5 BEDROOM, 3 BATH, TWO STORY, ELEGANT HOME IN RESIDENTIAL WINTER GARDEN NEIGHBORHOOD. Rent inlcudes basic cable and internet. Two club houses, two pools, gym, walking trails,community acitivities.This home offers a bright and airy atmosphere with abundant natural light throughout.The open-concept floor plan creates a seamless flow between the living,dining and kitchen areas, making it ideal for everyday living and entertaining. Spacious rooms and large living areas provide comfort and flexibility perfect for modern living. The oversized master suite on the second floor has great view to the backyard complemented by a large,elegant bathroom with plenty of space and comfort. Separate shower and hot tub. There is one bedroom on the first floor that may be used as an office. Tile on all first floor, carpet on the second floor. Great schools, conveniently located near restaurants, cinema, entertainment, banks and Publix grocery store. Two private car garages and good size backyard to spent time with the family.

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

Listing Agent: Maura Ralicki, Pa (321-446-5410)

Remarks: Welcome to this stunning, nearly new residence in the highly desirable community of Silverleaf Reserve at Hamlin in Winter Garden. Built in 2023, this modern two-story home offers approximately 3,743 sq. ft. of thoughtfully designed living space filled with natural light and seamless indoor–outdoor flow. The flexible layout provides multiple options for a home office, game room, or media lounge—perfect for today’s lifestyle. Located in a vibrant, master-planned neighborhood, residents enjoy resort-style amenities, scenic walking trails, and convenient access to shopping and dining—all just a minutes away from downtown Winter Garden and the greater Orlando area. Elementary and middle schools are also located nearby, making this the perfect place to call home.

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

Listing Agent: Ron Biegelaar (407-421-6241)

Remarks: Welcome to this beautiful 4-bedroom, 3.5-bath single-family bungalow located in the highly desirable Harvest at Ovation community in Winter Garden. This spacious home offers a thoughtfully designed floor plan featuring a first-floor bedroom with a full bathroom, perfect for guests, multigenerational living, or a private home office. The second floor includes 3 bedrooms, 2 full baths and a conveniently located laundry room. All appliances included, making your move-in process seamless. A two-car garage and an extended driveway. Rent includes lawn maintenance and pest control, allowing for a low-maintenance lifestyle. Residents enjoy access to exceptional community amenities, including a resort-style pool, playground, and dog park. Ideally located just minutes from Flamingo Crossings, Walt Disney World, SR-429, shopping, dining, and entertainment. A new elementary school is currently under construction nearby, adding even more convenience to this growing area. Don't miss the opportunity to live in one of Winter Garden's most sought-after communities. Schedule your showing today!

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

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

Remarks: Set on a manicured corner lot in the desirable gated community of Windward Cay, the Southern plantation-style exterior — warm yellow stucco, black shutters, full-width upper balcony with black iron railings, and a charming front porch with columns — makes a statement most homes simply can't match. A paver driveway leads to a 3-car garage, and the beautifully maintained grounds set the tone for everything inside. Step through the front door into a soaring two-story foyer with an open railed staircase. Solid wood flooring flows through the main level, tying together an open floor plan designed for comfortable daily living and effortless entertaining. The first floor features a formal sitting room with rich dark hardwood floors, board-and-batten wainscoting and plantation shutters — equally suited as a home office, lounge, or formal living room. The open kitchen and family room is the true heart of the home: an oversized granite island with custom reclaimed wood paneling takes center stage, surrounded by white raised-panel cabinetry, subway tile backsplash, stainless steel appliances and a French door refrigerator. Three sets of sliding doors open directly onto the screened pool deck, seamlessly blending indoor and outdoor living. A dedicated guest bedroom and full bathroom on the first floor add flexibility for multi-generational families or frequent visitors. Step outside and you'll understand why this home commands a premium. A fully screened enclosure surrounds a beautiful freeform pool and expansive brick paver deck. The covered lanai with its tongue-and-groove wood plank ceiling and ceiling fan creates a true outdoor living room that stays comfortable year-round. A private side yard with mature privacy hedges provides seclusion and green space rarely found at this price point. Upstairs, four additional bedrooms and a large bonus room are connected by a gorgeous hardwood hallway with open railing and recessed lighting. The primary suite is a genuine retreat — featuring a spa-caliber bathroom with dual navy vanities, backlit LED mirrors, a freestanding soaking tub with gold floor-mount faucet, a frameless glass shower, and a walk-in closet. Secondary bedrooms are generously sized and well-appointed, including a with hardwood floors, crown molding, and plantation shutters throughout. The oversized bonus room is ready to become whatever your family needs — media room, playroom, home office, sixth bedroom, or additional lounge. Windward Cay is a quiet, secure, gated community in one of the most desirable corridors of Winter Garden — minutes from the 429 and Florida Turnpike, Winter Garden Village at Fowler's Grove, the vibrant Downtown Winter Garden dining and farmers market district, and the West Orange Trail. The airport is a 26-minute commute, and Disney and the attractions corridor are just 15 miles away. This property may be under audio/visual surveillance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Robert Sullivan (407-221-2276)

Remarks: Move in Ready! Come check out this Maintenance Free house! Rent includes Lawn care, Pest control and Solar Fee! This beautiful 4 bed/3 bath, two-story SOLAR energy-saving home is located in Winter Garden and the desirable Waterside community. The house has 1 guest suite downstairs, 1 Master suite, and two bedrooms upstairs with a built-in study nook. The kitchen includes quartz countertops and stainless steel appliances, and it opens up to the spacious living room. Upgraded wood plank tile throughout the first floor. The community offers a Club House with Pool, Gym Fitness, Party Hall, Playground, Lake, trails, BBQ/Picnic, etc. Located just a few minutes from Winter Garden Village, Publix, shopping, A-rated schools, restaurants, hospital, and Disney World!

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

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

Remarks: Welcome to 720 Parkmont Place, a charming 3-bedroom, 2-bathroom, single-story home located in the desirable Covington Chase community, nestled along the West Orange Trail in the heart of Winter Garden. Fully furnished and move-in ready, this home offers generous living space and well-sized rooms throughout. Upon entering, you'll find French doors leading to a flexible bonus room currently set up as a living area. This space would work equally well as a home office, playroom, or home gym. Continuing through, you're welcomed into the dining room, which flows seamlessly into the kitchen with additional dining options. The fully equipped kitchen includes a breakfast bar, ample cabinetry, and all major appliances. The main living room features a large, comfortable sofa, a television, and sliding glass doors that open to the rear of the home. The spacious primary suite includes its own sitting area, direct access to the covered porch, and an en-suite bathroom complete with a soaking tub, walk-in shower, oversized walk-in closet, and private water closet. Two additional bedrooms with built-in closets share a family bathroom with a shower-over-tub. A separate laundry room provides convenient access to the garage. Outside, the home offers driveway parking, a two-car garage, a covered rear porch, and a good-sized yard. Located within the golf cart district of Winter Garden, this home is ideally positioned just minutes from Historic Downtown Winter Garden, with easy access to the 429 and other major routes, plus an array of amenities including restaurants, bars, shops, and recreational options.

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

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

Remarks: Live the Lifestyle You Deserve in Estates at Lakeview Preserve – Where Winter Garden Meets Clermont. Step into luxury and modern comfort with this immaculate 3,829 sq ft home, built in 2023 and situated in the sought-after gated community of Estates at Lakeview Preserve, located right on the border of Clermont and Winter Garden. Designed for both functionality and elegance, this spacious home features four generously sized bedrooms and three and a half upscale bathrooms, making it the perfect retreat for families or those who love to entertain. The expansive open-concept layout seamlessly integrates the grand great room with a chef’s dream kitchen, boasting a massive center island, sleek quartz countertops, and premium finishes that make every meal a delight. A dedicated home office on the first floor provides the perfect space for remote work or study. Upstairs, all bedrooms are thoughtfully designed for comfort and privacy, accompanied by a large versatile loft—ideal for a playroom, media room, or additional lounge space. The three-car garage offers ample storage and convenience, while the screened-in lanai provides a peaceful space to relax and enjoy the Florida breeze. As part of the vibrant Estates at Lakeview Preserve community, residents enjoy access to top-tier amenities including a resort-style pool, modern fitness center, clubhouse for gatherings, and a playground for family fun. This smoke-free home truly blends upscale design with an active, community-focused lifestyle. Rental Requirements: Minimum credit score: 630 - Income must be at least 3x the monthly rent - No prior evictions - No registered sex offenders - One or two medium, non-aggressive breed pets may be considered. Don’t miss this opportunity to make this beautifully crafted home your own in one of the most desirable locations straddling Clermont and Winter Garden!

Listing is courtesy of: SHINING OAK REALTY (407-399-2298)

Listing Agent: Paul Moscoso (321-210-2456)

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: This spacious two-story home offers 4 bedrooms, 3 bathrooms, and approximately 2,042 sq ft of well-designed living space. The open-concept kitchen, complete with a large island, overlooks a bright and expansive family and dining area—perfect for everyday living and entertaining. The primary suite features an oversized bathroom with dual sinks and a generous walk-in closet. Additional highlights include a dedicated laundry room and a two-car garage. Located in the desirable Storey Grove community in Winter Garden, residents enjoy access to resort-style amenities including a clubhouse, fitness center, swimming pool, hedge maze, and dog park. Conveniently situated near SR-429, US-192, and SR-545, this home offers easy access to major roadways, shopping, dining, and attractions such as Walt Disney World and Orange County National Golf Center. A brand-new Walmart Supercenter is just 7 minutes away, and the home is close to a highly rated A-grade elementary school.

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

Listing Agent: Amanda Yuan (407-353-2867)

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: 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: Beautiful, Water view home, Davis model, Awesome location in the heart of Horizon West right off the 429 at Independence and Avalon. This 4-2.5 with 2802sf sits right across the street from large pond so you can enjoy sitting on your front porch and take in the scenery. Inside has nice remodeled upgrades and ceiling fans through out. An open floor plan, great room and dining look into the gourmet kitchen, with built in oven, built in cooktop and stove hood. Sink island with breakfast bar. Beautiful tiled back splash, crown molding with white granite counters on white cabinets. First floor master bedroom, large walk-in closet, dual sinks, separate toilet, separate shower and stand alone tub. Second floor has bedrooms 2, 3, and 4 each have walk in closets. Laundry room upstairs with washer and dryer and hall bath. Front large loft through door is 14x20. Off the kitchen is back door to back covered porch and covered walk to garage. This home has 2 ac units for more efficiency, and fiber optic cable and lawn care is included. This community is right near the 429 exit at Independence, near the hospital and tons of new shops and restaurants. Information is deemed reliable but not guaranteed. pictures have virtual furnishings

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

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

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: 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: **Fully fenced 4-bedroom, 3.5-bath home with dual primary suites and an upstairs loft — one suite on each level — in Storey Grove, Winter Garden, Florida.** Two full en-suite retreats with oversized walk-in closets give this two-story home maximum flexibility for multi-generational living, remote work, or hosting extended family. The open-concept main level features a tile entry, granite island kitchen with large cabinetry, and stainless steel appliances. An upstairs loft adds bonus living space — ideal as a media room, playroom, or home office. A fully fenced yard, 2-car garage, and generous storage complete the layout. Storey Grove residents enjoy a clubhouse with cabana, picnic area, resort-style pool, and fitness center. Located near Avalon Road and Flamingo Crossings Boulevard, the community offers walkable access to shopping and dining, with minutes to Historic Downtown Winter Garden, Walt Disney World Resort, SR 429, and Florida's Turnpike.

Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)

Listing Agent: Angela Rodriguez (407-873-8379)

Remarks: Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.

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

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

Remarks: Brand-new home available for rent in Winter Garden. The layout includes a first-floor guest suite and a bonus room above the garage that serves as the fifth bedroom, offering flexibility for a home office, playroom, media room, or guest space. Unlike many new construction rentals, this home was thoughtfully upgraded beyond the builder's standard finishes. Features include upgraded cabinetry and countertops, luxury vinyl flooring throughout the house, additional lighting, enhanced HVAC filtration, and extra windows that bring natural light into the primary suite. The home includes a Ring video doorbell, Govee leak detection system with multiple sensors, and a SoftPro Elite Smart HE Water Softener system. The kitchen features a premium appliance package, including a GE Profile™ Smart 4-Door French Door refrigerator with Kitchen Assistant™, water and ice dispenser, GE Café™ gas range, GE Café™ microwave, and GE Café™ dishwasher. A GE Profile™ Smart washer and dryer are also included. Select furnishings will remain with the property. The primary bedroom includes a king-size bed, while matching dressers and nightstands will be available in their original packaging for tenant use if desired. Located in a newly completed community, this home has never been occupied and includes a combination of upgrades, technology, and included features that are not commonly found in rental properties. *Locked storage cabinet located under the game room staircase in the garage is excluded from tenant use.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Paula Maestrini (407-728-2666)