Apartments for Rent Near West Orange High in Winter Garden - 26 rentals

Remarks: Charming two-story home for rent offering 3 bedrooms, 2.5 bathrooms, and a spacious loft, perfect for a home office, playroom, or additional living space. The main living area and upstairs loft feature durable bamboo flooring, while the kitchen offers appliances, tile flooring, a cozy eat-in dining area, and convenient access to the laundry room and two-car garage. All bedrooms are thoughtfully located on the second floor for added privacy. Step outside to enjoy a fully fenced backyard with no rear neighbors, providing a peaceful setting for relaxing or entertaining. Washer and dryer are included for added convenience. Ideally situated just minutes from Winter Garden Village and historic Downtown Winter Garden, you'll enjoy easy access to shopping, dining, entertainment, and one of the nation's top-rated farmers markets. Nearby AdventHealth Winter Garden and the Roper YMCA add to the home's exceptional location and everyday convenience.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Erica Sadelfeld (407-427-0398)

Remarks: Welcome to this extremely spacious 2-bedroom, 1 full-bathroom and 1 half-bath townhome, offering modern updates and a peaceful retreat in a quiet community. Step inside to find a bright and open floor plan with stylish finishes throughout. The fully updated kitchen features new cabinetry, sleek countertops, and stainless-steel appliances, making it a dream for cooking and entertaining. Enjoy the comfort and privacy of generously sized bedrooms, each having their own vanity the main bathroom upstairs, plus an additional half bath for guest's downstairs. The screened-in patio provides the perfect space to relax while overlooking the nicely sized fenced in backyard—ideal for outdoor gatherings or quiet moments of serenity. As a resident, you’ll have access to the community pool, offering a great place to unwind and enjoy the sunshine. With its prime location, modern updates, and tranquil setting, this townhome is a true gem. Don’t miss out on this incredible opportunity—schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Prentice Williams (321-438-8955)

Remarks: Welcome to 17051 Quicksilver Avenue, Winter Garden, where comfort, flexibility, and modern living come together. This beautifully maintained home features a highly desirable layout with two spacious owner’s suites, making it perfect for multigenerational living, guests, or anyone seeking extra privacy. The first-floor common areas are completely carpet-free, offering stylish, low-maintenance flooring that’s ideal for everyday living and easy cleaning. The open-concept design seamlessly connects the living, dining, and kitchen areas, creating a bright and inviting space for entertaining and family gatherings. Upstairs, you’ll find generously sized bedrooms, including the second owner’s suite, providing comfort and versatility for a variety of living arrangements. Conveniently located near top-rated schools, shopping, dining, major highways, and all that Winter Garden has to offer, this home combines an exceptional location with an outstanding floor plan. Don’t miss the opportunity to make this beautiful home your next residence—schedule your private showing today!

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Stunning, brand-new luxury home available for rent in the highly desirable Winter Grove community of Winter Garden! This magnificent two-story residence features 4 spacious bedrooms, 3.5 bathrooms, a massive 3-car garage, and over 4,272 sq. ft. of pristine living space. The open-concept gourmet kitchen is a chef’s dream, fully equipped with high-end stainless steel appliances including a built-in oven, cooktop, microwave, refrigerator, and a dedicated dual wine fridge. Designed with a seamless kitchen-to-family room combo and soaring high ceilings, this layout maximizes natural light. The sprawling primary suite is located upstairs for ultimate privacy and boasts an expansive walk-in closet and a spa-like bathroom. A dedicated laundry room includes a full-size washer and dryer. Rent includes grounds care and property management for a stress-free lifestyle. Exceptional schools, dining, and shopping are just minutes away. Schedule your private tour today!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Beautiful Home for Rent! This spacious 2-story home offers 4 bedrooms, 2.5 bathrooms, plus a bonus room upstairs. Located in a great neighborhood few miles from Disney World, you’ll enjoy great amenities like a pool, sports courts, playground, picnic areas, and even a boat ramp. Inside features include formal living and dining spaces, a separate family room, and a kitchen with plenty of cabinets, a breakfast bar, and a cozy dinette. The large primary bedroom offers a walk-in closet and ensuite bath. The backyard is fenced in and perfect for relaxing or entertaining. Contact me to schedule a tour!

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

Listing Agent: Sherley Paul (321-662-4922)

Remarks: Beautiful 1 bedroom 1 bath condo on second floor in gated community of Southern Pines. Features additional office/solarium room. Open floor plan concept with carpeted living areas and tiled wet areas. Kitchen and bathroom both have granite counter tops. Master bedroom with walk in closet. Community features pool, tennis, basketball, fitness room, playground and more. Great location close to shopping restaurants, major roadways and just minutes from Disney. Easy move in terms first month rent plus one month security. Call today to schedule a viewing.

Listing is courtesy of: BANNER INT'L REAL ESTATE (407-574-5741)

Listing Agent: Nick Horton (407-733-7197)

Remarks: Welcome home to this bright and spacious 2-bedroom, 2-bath condominium in the desirable gated Southern Pines community. This second-floor residence offers approximately 1,276 square feet of comfortable living space with an open-concept floor plan, abundant natural light, and a functional split-bedroom layout that provides added privacy. The well-appointed kitchen features granite countertops, ample cabinetry, and a full appliance package, opening seamlessly to the living and dining areas—perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and a private en-suite bath, while the second bedroom and full bath flexibility for guests, family, or a home office. Residents enjoy resort-style amenities including a swimming pool, fitness center, indoor basketball and racquetball courts, tennis courts, playground, clubhouse, and beautifully maintained grounds. Conveniently located just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways including SR-429 and the Florida Turnpike, shopping, dining, and entertainment, this home offers the perfect blend of comfort, convenience, and lifestyle. Don't miss this opportunity to enjoy low-maintenance living in one of Winter Garden's most desirable communities.

Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)

Listing Agent: Hans Tank (407-982-7224)

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: 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: Virtually Staged. Application in process. AMAZING LOCATION - GREAT PRICE - VERY NICELY UPDATED UNIT! SCREENED IN BALCONY PATIO! 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room combo and each has their own bathroom. Community has private pool area, basketball courts, and plenty of green space for outdoor activities. Application in process.

Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)

Listing Agent: Brian Lemay (321-314-5412)

Remarks: Modern Comfort Meets Effortless Living! BRAND NEW KITCHEN APPLIANCES INCLUDING DISHWASHER!!! Welcome to this beautifully maintained and spacious 2-story townhome featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage—designed for both comfort and functionality. Step inside to an inviting open-concept layout filled with natural light, high ceilings, and seamless flow between the living, dining, and kitchen areas—perfect for entertaining or everyday living. The neutral tones and bright spaces create a warm, modern ambiance you’ll love. House was recently painted (all interior) and brand new carpet. Upstairs, retreat to your private primary suite, complemented by two additional well-sized bedrooms and a full bath—ideal for family, guests, or even a home office setup. Come check it out! Please use the following RentSpree link for application: https://apply.link/_ZzvQXU

Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)

Listing Agent: Emilia Rivero (412-944-3471)

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: For rent: Spacious 2-bedroom, 2-bath, fully renovated corner unit 1264 sq.ft. Featuring fresh paint, modern vinyl flooring, and a peaceful wooded view. Located in a resort-style subdivision with top-notch amenities: indoor basketball and racquet ball courts, a full gym, and a barbecue pavilion. Available now for a quick move-in.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

Remarks: Nicely maintained, 3 bedroom 2.5 bathroom upgraded townhome in the excellent location of Daniels Landing in Winter Garden. This Community is beautiful, pool, fitness center, playground, clubhouse and gated. Located within a minutes walk or car ride to Fowlers Grove shopping, Hospital, Dr's offices and Downtown Winter Garden with its famous Farmers Market, West Orange Trail, Cafe's, Resturant's and Boutiques. Spacious living area with all three bedrooms having en-suite bathroom access. Grainte and hardwood cabinets, Laminite flooring downstairs and attached garage. This unit benefits from no rear neighbors and a fantastic view from your screened back porch. Added bonus basic cable and internet are included in the rent.

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

Listing Agent: Max Parsons Llc (407-325-0206)

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 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: Luxury lease opportunity in the gated community of Canopy Oaks, offering an exceptional combination of space, privacy, and convenience in one of Winter Garden's most desirable locations. Ideally situated near major healthcare facilities, business centers, Downtown Winter Garden, Winter Garden Village, and Orlando's attractions and entertainment destinations, this A.R. Bailey Homes Delray model is designed for those seeking luxury living with easy access to everything Central Florida has to offer. Nestled within an intimate community of just 49 homesites, this impressive residence showcases timeless architecture and thoughtful design throughout. A striking exterior presentation features a paver driveway, concrete tile roof, stone-accented elevation, wood-look garage doors, and grand solid wood double-entry doors. Inside, expansive living spaces are filled with natural light and enhanced by architectural ceilings, elegant finishes, and a versatile floor plan designed for both everyday living and entertaining. The chef-inspired kitchen serves as the heart of the home, featuring a natural gas cooktop with exterior venting, built-in oven, upgraded appliances, pot filler, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, walk-in pantry, and an oversized island overlooking the spacious great room with coffered ceilings. A gated wine cellar adds a distinctive feature rarely found in comparable properties. The first-floor primary suite offers a private retreat complete with dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom-designed closet system. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, or a private office. Upstairs, the home continues to impress with a second primary suite, two additional en-suite bedrooms, a spacious loft, guest powder bath, and a covered balcony, creating multiple private living areas throughout the residence. Designed to embrace Florida's indoor-outdoor lifestyle, dramatic corner-opening glass walls and expansive stackable sliding doors create a seamless connection to the covered lanai, enhanced by a motorized retractable screen. The oversized backyard offers privacy and abundant space for outdoor enjoyment. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and extensive storage throughout. Residents enjoy access to community walking trails and a playground while benefiting from convenient access to healthcare facilities, shopping, dining, recreation, and major transportation corridors including the Florida Turnpike, SR 429, SR 408, and Interstate 4. Property is currently offered for sale (MLS# O6394059) and lease. Availability and terms are subject to change. Virtual pool rendering shown for illustrative purposes only. No pool currently exists on the property. Any depicted pool or outdoor improvements are conceptual and subject to design, permitting, and approval requirements.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Lisa Rutkowski (407-793-2416)

Remarks: !!!Special Move-In Incentive!!!Move in by July 1st and receive a $1,000 discount on your first month's rent! A great opportunity to enjoy immediate savings on this fantastic rental home. Beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Emerald Ridge community of Winter Garden. This spacious residence offers over 2,330 square feet of living space with an open and functional floor plan, generous living and dining areas, and abundant natural light throughout. The oversized primary suite features a large walk-in closet and a private en-suite bath, while the secondary bedrooms provide ample space and comfort. Enjoy a private backyard, attached garage, and a prime location with convenient access to major highways, shopping, dining, entertainment, and top-rated schools. Just minutes from Historic Downtown Winter Garden, Winter Garden Village, and local parks and recreation. Move-in ready. Easy to show! Schedule your private tour today—this exceptional rental opportunity will not last long. First month's rent, security deposit, and tenant screening required. Contact listing agent for application requirements and showing instructions.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Angela Millender (407-452-8271)

Remarks: Ready to move-in One-bedroom, one Jack-n-Jill bath. Fully renovated with fresh paint from top to bottom. Luxury Vinyl floors from stairs thru out the unit. the Bathroom has ceramic tile. The unit features a study/den perfect if you have a home office or need a craft room.

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)