Winter Garden Single Family Homes For Rent - 99 homes

Remarks: Welcome to your new home in the desirable Highland Ridge community! This beautifully built 4-bedroom, 2-bath residence by Meritage Homes offers the perfect blend of comfort, efficiency, and style. Step inside to find an open-concept layout filled with natural light and thoughtfully designed living spaces. The spacious kitchen features modern cabinetry, sleek countertops, and energy-efficient appliances—perfect for both everyday meals and entertaining. The living and dining areas flow effortlessly, creating a welcoming space for gatherings or cozy nights in. The primary suite is a private retreat with a walk-in closet and a well-appointed en suite bath. Three additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of in-home laundry, ample storage, and a two-car garage. Built with Meritage Homes’ commitment to energy efficiency, this home helps you save on utilities without sacrificing comfort. Located just minutes from shopping, dining, major highways, and world-famous attractions, Highland Ridge offers the best of Central Florida living in a quiet, friendly neighborhood.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Brynn Allen (407-617-8963)

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: 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: Available for a one-year lease at $3,850/month, this two-story, 5/3 home with a private screened pool sits in the gated Wintermere Pointe community of Winter Garden. The layout offers a downstairs bedroom plus four bedrooms up, an open family room with sliding doors to the covered lanai and pavered pool deck, formal living and dining rooms, and two upstairs loft spaces. Residents are minutes from Winter Garden Village, downtown Winter Garden and the West Orange Trail, with quick access to SR-429 and Florida's Turnpike. HOA/association dues are included in the monthly rent. Square footage and room sizes are approximate and should be independently verified.

Listing is courtesy of: GLOBAL KEY REALTY, LLC (305-707-1080)

Listing Agent: Kevin Escribano (321-333-2959)

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 brand new *SUMMER KITCHEN* was just 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: This 4 bedroom 3 bathroom open-floor concept home. Updated granite counters, and newly painted cabinets and stainless steel appliances. Stoneybrook West offers 24-hour manned, security-guarded and gated, golf-course community. Located, minutes from Downtown Plant Street & Florida Hospital. Community amenities are an Olympic sized swimming pool, Town Center includes the gym (Tennis, Basketball, Beach Volleyball and In-line Hockey Rink), and large playground. Cable, high-speed internet and electricity are included in the rent! Schedule a showing today, as this beautiful home will not last long!

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

Listing Agent: Amal Salama (321-279-7532)

Remarks: Amazing corner lot property located in the heart of Central, FL. Disney World and several major attractions are within a 6 mile drive. Hwy 429 is within a mile. Winter Garden Village, Hamlin Town Center and top rated schools are also only a few minutes away. Get to the happiest place on Earth and much more in minutes! The community has resort-like amenities that include a pool with splash pad, playground, club house, a viewing dock from which you can view the awesome fireworks from nearby attractions, fitness center, amphitheater, tennis court and more! Orange County National Golf Center and Lodge is only 1.5 miles away for the golf enthusiasts. The kitchen is large, open and boasts stainless appliances, granite counter tops, upgraded cabinets and back splash. Granite with squared sinks in the bathrooms. Lovely pendant lighting illuminates the breakfast bar. The living room is over looked by the kitchen. There is large loft upstairs for extra living space. This home has a large front porch on a corner lot.

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

Listing Agent: Vinny Apolinario (407-371-2227)

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

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

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

Remarks: Available AUGUST 1 2026!!!! Welcome to 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: An amazing opportunity has become available for you to become a resident of the guard-gated Stoneybrook West Golf Community. This pool home is located on a less travelled road to enjoy minimal traffic and peace and quiet. Get ready for the magic to begin with an amazing formal living room and dining room. The home then opens into the gourmet kitchen which will impress the chef of the family. A nice family room completes this area that leads to the pool. The backyard is a true highlight, featuring a spacious area, and screened private pool. Lush landscaping surrounds a generous green space, perfect for your enjoyment. An extended patio providing ample outdoor living space. When you’re ready to retire for the evening, this large, 4-bedroom split place allows everyone to have their privacy. Living in the Stoneybrook West community means enjoying resort-style amenities, including a community swimming pool, golf courses, a clubhouse with a fitness center, tennis courts, a pickle ball court, an inline skating rink, and basketball courts. Basic cable and internet are included in the HOA package. In addition to these amenities, the neighborhood is home to highly rated schools, with Whispering Oaks Elementary conveniently located just across the street from the main entry gate. Winter Garden offers excellent shopping and dining options at the Winter Garden Village Mall and nearby areas, with the trendy historic downtown Winter Garden and the West Orange bike trail just a short drive away. Make your private appointment today, while the opportunity still exists.

Listing is courtesy of: MBA REALTY GROUP, INC (407-291-4665)

Listing Agent: Sharon O'Malley (407-291-4665)

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: Spacious and beautifully designed 5-bedroom, 3-bathroom home with a 3-car garage located in the heart of Winter Garden. Offering approximately 3,462 square feet of living space, this home features a versatile floor plan perfect for families of all sizes. The first floor includes a formal dining room, a spacious family room, a separate sitting room, and a well-appointed kitchen with granite countertops, ample cabinet space, and a breakfast nook. A full bedroom and bathroom are conveniently located downstairs, making it ideal for guests, extended family, or a home office. Upstairs, you'll find a large loft area, four additional bedrooms, and two full bathrooms. The oversized primary suite offers a spacious retreat complete with dual vanities, a garden tub, a separate shower, and generous closet space. Ideally located near top-rated schools, shopping, restaurants, major highways, and just minutes from downtown Winter Garden. Enjoy easy access to Walt Disney World, other world-famous Central Florida attractions, and all the conveniences the area has to offer. Don't miss the opportunity to make this spacious Winter Garden home your next residence. Schedule your showing today!

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

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

Remarks: Move-in ready 4-bedroom, 2.5-bath home located in a desirable Winter Garden/Oakland community. This spacious two-story residence features a functional floor plan with generous living areas, large bedrooms, and ample closet space throughout. Brand-new luxury vinyl flooring was installed on the entire second floor this month, while the main level offers easy-maintenance flooring and no carpet upstairs. The oversized bedrooms provide plenty of comfort and flexibility for families, guests, or a home office. Ideally situated in a well-maintained community, this home offers convenient access to shopping, dining, schools, major highways, and the many attractions of Winter Garden and Oakland. Clean, well-kept, and ready for occupancy, this is a wonderful opportunity to enjoy comfortable living in a great location.

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

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

Remarks: Quintessential Florida living! Located in the highly sought after subdivision of Watermark Community. Beautiful 3 bedroom, 2.5 bathrooms with loft. Full open concept floor plan. The light filled kitchen has amply storage with 42" cabinets, large pantry, granite countertops, and stainless steel appliances. The master suite features a large walk-in closet, duel sink vanity and oversized walk-in shower. The loft is perfect for entertaining or can be used as a playroom. Solar panels provide relief on electric bills, high-speed internet and pest control are included to the lease. The community amenities are amazing. Features a zero-entry pool with slide and dumping bucket, large clubhouse that can be rented for events, basketball court, playground, fitness center, observation deck. Beautiful views of Disney's Worlds Magic Kingdom fireworks from your front lawn every night! The MARK Shopping Center is just a quick walk.. NY Brewery, Huey Magoo's, Walgreens, Starbucks, and plenty more! Zoned for Panther Lake Elementary School. Live like your on vacation.

Listing is courtesy of: DOUGLAS ELLIMAN (727-698-5708)

Listing Agent: Mike Daquino (631-872-3855)

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: 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: Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nicole Mickle (407-353-0826)

Remarks: A+ rated schools. Located in a solar community, helping tenants save on electricity costs. This bright two-story home features two master bedrooms, including one conveniently located on the first floor. Upstairs offers three additional bedrooms, including a second master suite. With 9.5-foot ceilings on the first floor and 9-foot ceilings upstairs, the home feels much brighter and more spacious than many other two-story homes. The community offers a beautiful clubhouse, swimming pool, fitness center, and scenic lake views for residents to enjoy.

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: Rui Gao (407-222-7801)

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

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

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