Apartments for Rent Near West Orange High in Winter Garden - 30 rentals

Remarks: Come enjoy a carefree lifestyle in this beautifully designed home offering nearly 3,000 square feet under roof, a versatile three-way split floor plan, sparkling pool, and spacious three-car garage. Ground care and pool maintenance services are included. There are high ceilings throughout the home. The kitchen boasts 42 inch wooden cabinets with plenty of counter space. A spacious closet is strategically located to store big items. There is a very generous loft space with plenty of windows upstairs. All bedrooms are very spacious too. The primary bedroom features a coffered ceiling and has direct access to the enclosed pool/jacuzzi area with two exits. The property is located in a desirable subdivision with two boat docks and tenis courts. It is just across the street from West Orange High School and minutes away from restaurants and shopping plazas. There is convenient access to 429 which connects this area to Orlando and Disney.

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

Listing Agent: Jordan Heidrich (407-223-3495)

Remarks: Beautiful Fully Furnished, French Country model Home. This gorgeous pool home features 5 Bedrooms (2 Master Suites 1st and 2nd floor) plus an office/study with 4.5 baths, Cinema (with top of the line equipment and sound system, over $30K) with 3 car garage on a prime location in Winter Garden, nearby shopping, highway, hospital and Disney Parks. Canopy Oaks is a gated community, home of 49 beautiful Estates just between the Winter Garden Village and the quaint historic downtown Winter Garden, Orlando's most popular suburb! Location is a privilege. The Mediterranean style property features a pavered driveway, tropical taylored landscape, iron banister railings, arched wooden entry door, soffit and coach lights, plenty of tall windows with beautiful plantation shutters throughout, lots of natural light, This open floor plan offers a huge great room for gathering with family and friends flows easily into the kitchen, dining area, and out to the amazing pool area to a beautiful and fully equiped Summer Kitchen through the 3-panel stackable sliding doors onto a covered lanai equiped with an automated screen, creating a bigger indoor-outdoor space. Kitchen features the large granite island which can easily seat 5 guests, stainless steel appliances, custom cabinetry, and pendant lights. The luxurious second floor features a large family room which opens through stackable sliding glass doors overlooking a lovely porch overlooking the pool area. Master suite is gorgeous with tray ceiling, wet bar with a kitchenAid Wine Cooler/coffee station, an expansive master closet, and an impressive curved dual walk-in shower and a free-standing soaking tub, Master also have a private entrance to the upstairs balcony. This community has a park and walking trail around a small pond. Easy access to 429, 408, Highway 50, turnpike, Disney World, and Universal. Schedule a showing quick, you don't want to miss this one!

Listing is courtesy of: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE (407-217-7573)

Listing Agent: Oscar Rodriguez (321-297-7264)

Remarks: WELCOME TO YOUR WINTER GARDEN OASIS! This completely updated 3-bedroom, 2.5-bathroom single-family home perfectly blends modern comfort with an unbeatable location. Inside, enjoy a bright, open floorplan featuring spacious bedrooms, ceiling fans, and a beautifully equipped kitchen with a built-in oven, cooktop, dishwasher, and even a convenient bar fridge. Set on a massive 0.34-acre lot with no HOA, the huge backyard is an absolute dream for hosting weekend cookouts or letting your pets play freely. Your furry friends are welcome, with cats and small dogs. A 1-car garage with washer hookups adds everyday convenience to this 1,026 square foot home. Beyond your front door, you are perfectly positioned to enjoy the best of the highly sought-after Winter Garden lifestyle. You will be close to top-rated schools, local parks, and the vibrant energy of Historic Downtown Winter Garden. Spend your weekends biking the scenic 22-mile West Orange Trail, shopping for fresh produce at the award-winning Farmers Market, or meeting friends for craft food and drinks at the famous Plant Street Market and Crooked Can Brewing Company. Offering space, freedom, and an incredible location. Schedule your showing today!

Listing is courtesy of: NEXTHOME NEIGHBORHOOD REALTY (407-377-7735)

Listing Agent: Brenden Rendo (407-710-8720)

Remarks: Beautiful 2-bedroom, 2-bath condo in the desirable Southern Pines community of Winter Garden. This second-floor unit features a bright open floor plan with a spacious living area that flows into a light-filled solarium—ideal for a home office, reading nook, or additional sitting area. The kitchen is centrally located with ample cabinet and counter space, adjacent to a dedicated dining area. The split-bedroom layout offers privacy, with the primary suite featuring a walk-in closet and private bath, while the second bedroom is generously sized with easy access to a full bathroom. Enjoy low-maintenance living with access to community amenities including pool, fitness center, playground, and tennis courts. Conveniently located near shopping, dining, major highways, and top-rated schools. Unassigned common parking available with a maximum of 2 vehicles per unit. Unit currently tenant-occupied through 5/30. Carpets will be steam cleaned and interior paint will be professionally touched up prior to move-in.

Listing is courtesy of: AFT PROPERTY LLC (407-900-0056)

Listing Agent: Seyed Azimi (407-900-0056)

Remarks: Move-in Ready!! This is a very beautiful and spacious 2-bedroom/2.5-baths townhome with a 1-car garage in the lovely gated community of Daniels Landing. On the 1st Floor, the home features a very spacious living and dining room, a beautiful kitchen with upgraded cabinets, granite countertop, all brand-new Whirlpool stainless steel appliances and closet pantry. Open the rear door and step on to the beautiful enclosed patio with very nice pavers that gives the perfect ambiance for relaxing and entertaining. A guest bathroom is on the 1st floor. The entire home has new laminated floor, new light fixtures and ceiling fans throughout, new vanities in the bathrooms and blinds. The 2nd floor has two master bedroom suites with each having a large walk-in closet. The washer and dryer are also conveniently located on the 2nd floor. The community has a clubhouse with a pool, fitness center and a playground. Lawn care, basic cable TV, bulk alarm service, and exterior pest control are included in the rent. Just minutes from Downtown Winter Garden and Winter Garden Town Center with shopping, restaurants and entertainment. Close and easy access to major highways such as the turnpike, 408-Toll and 429-Toll, etc. This lovely home is just waiting for you to come home to!

Listing is courtesy of: EATON REALTY SERVICES (800-630-1990)

Listing Agent: Arlene Cowan (800-630-1990)

Remarks: Must see!! Welcome Home, beautiful property with a lots of upgrades, freshly painted. Four ample bedrooms, separated Living and Dining, kitchen with granite counter tops. All appliances are included. Master suite with a large walking closet, and separate upgraded master bathroom with skylights. Big patio fenced. Conveniently Gated Community with Security Guard 24 hrs, closed Shopping centers, restaurants, and Theme Parks. Golf Community with amenities such as Pool, Tennis court, Lakefront, Fitness Center, Boating, basketball, Fishing pier, hockey, beach volleyball, and playground. Call today to request your showing.

Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)

Listing Agent: Milena Nunez (407-247-1814)

Remarks: Beautifully maintained 2-bedroom, 2.5-bath townhome available for rent in a gated Winter Garden community. This home offers a smart, functional layout with an open-concept living and dining area on the main floor—perfect for everyday living and entertaining. A convenient half bath is located downstairs for guests. Upstairs, both bedrooms feature private en-suite bathrooms and spacious walk-in closets, creating two comfortable and well-appointed suites. The laundry room is also located upstairs and includes a linen closet for added storage and convenience. Enjoy your own private, fenced-in patio situated between the home and the rear-loading garage—an ideal space for relaxing outdoors or hosting small gatherings. Residents have access to fantastic community amenities, including a resort-style pool, fitness center, and playground. Rent includes cable, high-speed internet, phone service, and an alarm system, offering exceptional value and a truly move-in-ready experience. Located in highly desirable Winter Garden, this home is just minutes from Historic Downtown Winter Garden, shopping, dining, entertainment, and major roadways, including the Turnpike and SR-429. Easy commute to downtown Orlando and Disney. This townhome offers comfort, privacy, and convenience in a prime location—an excellent rental opportunity.

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

Listing Agent: Olga Recean (253-285-2595)

Remarks: Enjoy this Gorgeous home in the beautiful Waterside Community. This home features 3 Bedrooms, 3 Full bathrooms, a Den, a second floor loft, a Screened Patio and Two-car Garage. High Ceiling, upgraded tile flooring throughout the first level. BRAND NEW CARPETS! Spacious, modern kitchen with large center island over looking the living room. Master bedroom and the 2nd bedroom downstairs with 2 full baths. Upstairs you will find a loft area with the 3rd bedroom and it's own full bath. Large laundry room with cabinets, plenty of room for storage. The Waterside Clubhouse offer a Resort-style swimming pool, a Fully-equipped fitness center includes state-of-the-art cardio and weight equipment. Natural lakes, ponds and walking trails throughout the community, perfect for outdoor activities. Location is excellent. Just minutes from Publix, shops, restaurants, Winter Garden Villages and major highways. A rated schools! All of this and only about 15-20 minutes to Disney World. Tenant is responsible for utilities, internet, lawn care and pest control. Text Listing Agent today for a showing today!

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

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

Remarks: Located in the exclusive Waterside at Johns Lake community, this stunning 4-bedroom, 3.5-bathroom home offers the perfect blend of modern comfort, energy efficiency, and convenience. The open floor plan is designed for functionality and style, featuring a spacious first-floor primary suite with a walk-in closet, dual vanity with quartz countertops, and a shower. The gourmet kitchen boasts wood cabinetry, stainless steel appliances, quartz countertops, and a large island/breakfast bar, seamlessly connecting to the great room—perfect for entertaining. A convenient half bath is located near the kitchen for guests. Upstairs, a versatile loft provides additional living space alongside three bedrooms and two full bathrooms. Additional highlights include a two-car garage and a nice back patio. Residents of Waterside at Johns Lake enjoy resort-style amenities, including a clubhouse, fitness center, resort pool, playground, walking trails, and a fishing dock on Johns Lake. Prime location—just 20 minutes from Disney and major attractions and 10 minutes from Winter Garden’s Historic Downtown District, with easy access to shopping, dining, and top-rated A+ schools. *Rent includes lawn care! Tenant is responsible for lutilties, internet and cable, pest control. *

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

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

Remarks: One or more photo(s) has been virtually staged. 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 process and fees apply. Call today for your private showing.

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

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

Remarks: Completely Remodeled Townhouse - Available for rent. This charming townhouse has been completely renovated and is ready for you to move in! Located in a gated community, it offers security and tranquility for your family. The residence has 3 bright bedrooms, with carpet on the second floor, providing comfort and coziness. The kitchen has granite countertops and a dedicated dining area, ideal for everyday use. The bathrooms were designed and also feature granite countertops. The laundry room is fully equipped to meet your needs. The outdoor area is perfect for moments of relaxation and leisure, with space to enjoy the outdoors. The house also has a private garage for one car. Don't miss the opportunity to live in a renovated and welcoming environment. Schedule your visit and come see this incredible property!

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

Listing Agent: Fernanda Pupo, Llc (239-823-0667)

Remarks: Welcome to this charming 2-bedroom, 2.5-bath townhome in the gated Daniels Landing community of Winter Garden! Both bedrooms feature private en-suite bathrooms and walk-in closets. Enjoy a private courtyard, attached two car garage, and all major appliances included. Community amenities include a pool, clubhouse, playground, and walking trails. Basic internet and cable are included in the rent! Located minutes from Historic Downtown Winter Garden, Highway 50, SR-429, and the Florida Turnpike, with easy access to top-rated Orange County schools. Shopping, dining, and entertainment are all right at your doorstep. This one will not last — schedule your showing today! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Steven Simpson (407-545-2594)

Remarks: One or more photo(s) has been virtually staged. one or more photos have been digitally edited. WHERE MODERN MEETS ELEGANCE. AMAZING TOWNHOUSE in Winter Garden, FL. 3 BEDS, 2.5 BATHS, 2 CAR GARAGE, WITH LOFT. The LARGEST FLOOR PLAN in The Westbrook Community . GRANITE AND STAINLESS STEEL in the kitchen. Gorgeous Farm style sink. Very spacious bedrooms. Oversized master bedroom with 2 walk in closets and the master bath features double sinks and a walk in shower. The unit also features a loft or bonus room on the second floor which can be used as an office or a second living room. LOTS OF STORAGE. COMMUNITY POOL. From your rear porch, you can access the pool just crossing the street. WATCH VIDEO LINK below the pictures

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

Listing Agent: Maria Ubillus (954-242-7900)

Remarks: Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A washer and dryer are conveniently located inside the unit for everyday convenience. The community is ideally positioned just off Park Avenue and SR 50 (E Colonial Drive), placing residents within close proximity to a wide selection of shopping centers, grocery stores, restaurants, and daily services. With quick access to the Florida Turnpike, SR 429, SR 408, and US 27, this location provides excellent connectivity to Downtown Orlando, Clermont, and surrounding areas, making it a great option for commuters and those looking to stay close to Winter Garden’s growing amenities and attractions.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Melquisedec Martins (407-952-6948)

Remarks: Beautiful and well-maintained rental home located in the highly desirable Waterleigh community in Winter Garden! This spacious home features a bright and modern interior with light-tone cabinetry in the kitchen and bathrooms, creating a clean and elegant atmosphere throughout. The first floor offers durable ceramic tile flooring, while the second floor provides the comfort of carpeting in all bedrooms and additional living areas upstairs. Enjoy an open-concept layout perfect for everyday living and entertaining. Residents will have access to Waterleigh’s outstanding resort-style amenities, including pool, fitness center, playgrounds, walking trails, parks, and beautifully maintained recreational areas designed for relaxation and an active lifestyle. Conveniently located near shopping, dining, major highways, and world-famous attractions, this home offers the perfect combination of comfort, convenience, and community living. Don’t miss this opportunity to lease a home in one of Winter Garden’s most sought-after communities!

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

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

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: AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts bright, open living spaces with a functional layout ideal for everyday living and entertaining. Screen room is tiled with artificial turf in the fenced backyard. Enjoy a prime location just minutes from Historic Downtown Winter Garden, where you’ll find the popular Plant Street Market, a weekly farmers market, boutique shopping, and local dining. Winter Garden offers a charming small-town atmosphere with convenient access to major highways and top-rated schools. Plus, you’re just a short drive from Walt Disney World and other Central Florida attractions—making this an ideal place to call home.

Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)

Listing Agent: Gabriella Philippone (407-902-4237)

Remarks: Available to rent in the heart of Winter Garden! This 3-bedroom, 2-bathroom condo is located in the Townhomes of Winter Garden community that features a community pool, quick access to major roadways, minutes from the charm and dining of Downtown Winter Garden and the scenic West Orange Trail, perfect for biking, walking, and outdoor recreation.

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Kevin Sullivan (321-663-3457)

Remarks: Welcome to the spectacular neighborhood of Regency Oaks in Winter Garden! This home has just been renovated with a quartz countertop, new stainless steel appliances, and beautiful laminate flooring. It is zoned for all A-rated schools and is close to the Groves Shopping Center, great restaurants, and has easy access to the 429. As you enter, the home opens up to a long formal dining room and sitting room combo, with the informal family room to the rear, both separated by the spacious kitchen. The Master Suite is situated on the right side of the home, making this a great split floor plan. The Master Bath includes a Roman tub, standalone shower, double vanity, and walk-in closet Well planned 4 bedroom 2 Bath, . Kitchen opens to the family room. Pets allowed. Close to Winter Garden Village and Historical Downtown Winter Garden, Restaurants and shopping

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)

Remarks: Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features granite countertops, and the home includes an in-unit washer and dryer for added convenience. Relax year-round in the bright solarium just off the living room—perfect for morning coffee or unwinding after a long day. Water, sewage, basic cable, and internet are all included, making this home as practical as it is comfortable. Enjoy resort-style amenities right outside your door, including a community pool, fitness center, indoor basketball court, tennis court, sand volleyball, playground, business center, game room with pool table, gas grilling area, and a private movie theater. Ideally located close to everything, but tucked away from the hustle and bustle. Located just minutes from the Florida Turnpike, SR-408, Winter Garden Village, and historic downtown Winter Garden, this condo offers the perfect blend of convenience, comfort, and community living.

Listing is courtesy of: MARTI PURDY PROPERTIES INC (407-614-6177)

Listing Agent: Marti Purdy (407-761-0848)