Apartments for Rent Near West Orange High in Winter Garden - 33 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: 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: Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then there's the playground, barbecue areas and even a car wash. This is the LARGEST one-bedroom unit available with a BONUS/ SUNROOM. It is a two-story condo with your own private entrance. NEWLY REMODELED with NO CARPET. Tile floors in the kitchen & in the FULLY REDESIGNED LUXURY BATH. Large TILE WALK-IN SHOWER w/GLASS ENCLOSURE & NEW STONE counters. The main living/dining areas, stairs and the bedroom feature the NEW HYBRID Plank Flooring (better than Luxury Vinyl or laminate). Crown moldings throughout. Close to everything...Winter Garden Village shopping and restaurants, hospitals, easy access to downtown, Disney, or almost anywhere via SR 429, FL. Turnpike, I-4. Must see! All rentals include the Claire Schwartz & Associates Resident Benefits Package (RBP) which delivers savings and convenient, professional services that make taking care of your home second nature. All as a part of your cost of $35/month, payable with Rent. APPLY FOR THIS HOME ON OUR WEBSITE. LOOK FOR THE LINK TO "OUR RENTAL LISTINGS/APPLY HERE" & OPEN YOUR HOME BY CLICKING ON IT AND "APPLY HERE" OR CALL YOUR REALTOR TO VIEW.

Listing is courtesy of: CLAIRE SCHWARTZ & ASSOCIATES (407-352-5244)

Listing Agent: Claire Schwartz (321-439-6995)

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: 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: 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: 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)

Remarks: Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines. The community has a fully equipped state-of-the-art gym, indoor basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound and vibrating recliners.

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

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

Remarks: Location, Location, Location! Exceptional opportunity in Winter Garden, just 4 minutes from Hamlin Town Center, in one of the fastest-growing areas in Central Florida. This unique property features approximately 2.5 acres of land, delivering something increasingly rare in today’s market: space, privacy, and flexibility of use. The home includes 3 bedrooms, 2 bathrooms, and a bonus room, with a functional layout and spacious living areas ideal for comfort and versatility. The standout feature is the expansive lot—perfect for hosting family and friends, enjoying gatherings, and making the most of group living without the usual limitations of close neighbors. The property provides ample parking and vehicle circulation space, easily accommodating multiple guests. In addition, this is truly a “country-style setting within the city”—you get the benefits of a rural feel with space, tranquility, and privacy, while remaining just minutes from urban conveniences, including shopping, dining, and everyday services. Located in the Horizon West area, the property is near highly regarded schools such as Hamlin Elementary School, Hamlin Middle School, and West Orange High School, and is surrounded by modern infrastructure and ongoing growth. Whether for personal use, long-term value, or a lifestyle centered on space and freedom, this property stands out in a high-demand, appreciating area. Contact us for more information and to schedule a private showing.

Listing is courtesy of: REIS E SILVA REALTY GROUP LLC (407-274-8510)

Listing Agent: Mara Brasil (407-970-9935)

Remarks: Welcome to your dream home in the heart of Winter Garden, Florida! This beautifully maintained 6 -bedrooms, 3-bathrooms residence in the Alexander Ridge community offers the perfect blend of comfort, style, and modern living. Step inside to an inviting open-concept floor plan filled with natural light and thoughtful upgrades. The spacious living area. The kitchen is a chef’s dream with stainless steel appliances, granite countertops, a large island, and ample cabinet space. The primary suite provides a peaceful retreat with a walk-in closet and a luxurious in-suite bath complete with dual vanities, a soaking tub, and a separate glass-enclosed shower. Five additional bedrooms offer flexibility for family, guests, or a home office. Enjoy outdoor living with a covered patio, perfect for morning coffee or weekend BBQs. Just steps away, the resort-style community pool offers a great place to cool off and connect with neighbors. Located in a vibrant, family-friendly neighborhood just minutes from historic Downtown Winter Garden, top-rated schools, local shops, dining, and major highways — this home has it all. Don’t miss your chance to live in this beautiful home — schedule your private showing today!

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

Listing Agent: Claudia Montes (407-484-5261)

Remarks: Elegant Townhome in Gated Winter Garden Community – Resort-Style Living Awaits. Welcome to your next home in the charming and sought- after community of Hickory Hammock at Johns Lake, nestled in the heart of Winter Garden. This beautifully maintained townhome offers the perfect blend of comfort, convenience, and natural beauty — all within a secure, gated neighborhood just minutes from Plant Street’s historic charm and the shops and restaurants of Fowler’s Grove. Enjoy seamless access to major highways including 429, 408, and the Florida Turnpike, making commuting to Disney World, Universal Studios, or downtown Orlando effortless. A Lifestyle Surrounded by Nature and Resort-Style Amenities Hickory Hammock is known for its peaceful setting surrounded by three scenic lakes — the expansive Johns Lake, Lake Burnett, and Lake Claire. Enjoy daily strolls along the wooded nature trails and spot native wildlife like ospreys, bald eagles, and sandhill cranes. Residents have access to top-tier amenities, including: A resort-style zero-entry pool. Clubhouse with fitness center. Tennis and sand volleyball courts. Dog park, playgrounds, and scenic walking trails. A lakeside community pier perfect for relaxing or fishing. Inside the Townhome As you arrive, you’ll be welcomed by a charming paver driveway and an elegant foyer leading to a spacious open-concept living and dining area. The modern kitchen is fully equipped with granite countertops, stainless steel appliances, and ample cabinet space — a perfect setup for both casual meals and entertaining. Step outside to your private covered patio, which overlooks a peaceful green space with community benches — ideal for enjoying Florida’s sunshine or sipping your morning coffee. Upstairs Retreat The primary suite is a tranquil escape, featuring a luxurious ensuite bathroom, oversized shower, dual vanities, and a generous walk-in closet. Two additional bedrooms share a stylish full bathroom, and a conveniently located upstairs laundry area makes daily living a breeze. This home is move-in ready, thoughtfully cared for, and designed to accommodate a variety of lifestyles. The community of Hickory Hammock has three lakes: Johns Lake and Lake Burnett and Lake Clair. Don’t miss this opportunity to experience the best of Winter Garden living. Schedule your private showing today — this exceptional rental won’t last long!

Listing is courtesy of: REALTY ONE SPECIALISTS LLC (407-227-2647)

Listing Agent: Mary Heitz (407-227-2647)

Remarks: Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.

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

Listing Agent: Steve Healy (407-230-1441)

Remarks: Beautiful Fully Furnished end-unit townhome available now — move-in ready. • Premium lot with golf course views and no rear neighbors • End unit with extra privacy • Fully furnished – just bring your suitcase • Spacious layout with modern finishes • Saltwater pool • Playground • Walking distance to Publix, Walgreens & restaurants • Minutes to Fowler’s Grove shopping & dining • Easy access to Highway 429. This home offers the perfect blend of comfort, convenience, and scenic living. All measurements are approximate and should be verified.

Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)

Listing Agent: Subhas Sawh (407-402-1350)