Apartments for Rent in Winter Garden 34787 - 193 homes

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: Welcome to this delightful 2-bedroom, 1-bathroom cottage located in the Historic District of Winter Garden. Just two blocks from Plant Street, you'll enjoy easy walking access to local restaurants, coffee shops, and boutique shopping. This home features beautiful hardwood flooring throughout, with tile in the kitchen and bathroom for added durability and style. Off the main living area is a spacious flex room—perfect for a home office, playroom, or additional living space to suit your needs. The kitchen has ample cabinet space. Please note the fireplace is non working, decoration only. The property includes a detached one-car garage off the kitchen, connected to the home by a covered walkway, with washer and dryer hooks ups, offering both convenience and charm. The large front and backyard are shaded by mature trees, creating a serene and inviting outdoor space. Don’t miss the opportunity to make this unique home yours! *RentSpree applications will not be accepted. Residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month. More details upon application.

Listing is courtesy of: WATSON REALTY CORP (407-359-2300)

Listing Agent: Gina Jenkins (407-588-2645)

Remarks: Amazing opportunity in the resort-style Southern Pines Condos in Winter Garden! Freshly painted 1-bedroom, 1-bath condo, ready for move-in. Laminate flooring in the dining area, living room, and bedroom, with ceramic tile in the kitchen and bathroom. The spacious bedroom features a walk-in closet and a dual-entry bathroom that also serves as a guest bath. The kitchen includes a separate dining area and a bonus/flex room. Additional features include a laundry closet, extra storage closets, and no carpet throughout. This gated community boasts a multi-million-dollar clubhouse with a resort-style pool, hot tub, private bar, grilling area, fitness center, indoor basketball and racquetball courts, a dog park, and more. The clubhouse also features a business center, game room, and theater. Enjoy tennis courts, centralized mailboxes, and a car wash area. Resort living at its finest! HOA application and background screening required. The HOA charges a $100 application fee per adult or married couple. Prior eviction or criminal history will be assessed as part of the screening process. Minimum 1-year lease. Renters insurance required. $54/month Spectrum high-speed internet and cable package (exclusive community rate valued at over $200/month). Pets allowed (maximum 2 pets, 30 lbs combined adult weight limit, $250 pet deposit, and $25/month pet fee per pet). A $125 lease processing fee is due after approval and lease signing.

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

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

Remarks: Be the first to live in this stunning, brand-new home in one of Winter Garden’s most desirable communities! This spacious two-story residence features a modern design, high-end finishes, and a functional floor plan ideal for today’s lifestyle. The gourmet kitchen showcases an oversized quartz island, shaker-style cabinetry, quartz countertops, and premium stainless steel appliances, including a built-in oven, microwave, and gas cooktop. The open-concept design seamlessly connects the kitchen, living, and dining areas, creating the perfect setting for everyday living and effortless entertaining. The luxurious primary suite features a tray ceiling and a spa-inspired bathroom with a double vanity, a large walk-in shower, and a spacious walk-in closet. The additional bedrooms are generously sized and filled with natural light. A spacious laundry room—equipped with a utility sink, washer, and dryer—is conveniently located on the upper floor. Please note that the apartment above the detached garage is not included in this lease. Ideally located just minutes from the Walt Disney World entrance, Flamingo Crossings, Horizon West, Hamlin Town Center, premier shopping, dining, major highways, and top-rated schools. Move-in ready. Schedule your private tour today!

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

Listing Agent: Danilo De Faria Alvim (407-520-2173)

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: 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: Welcome Home! Beautifully Refreshed End-Unit Townhome for Rent in Waterleigh – Winter Garden / Horizon West. Move into this beautifully refreshed 3-bedroom, 2.5-bath end-unit townhome in the highly desirable Waterleigh community. The entire interior has been freshly painted, giving the home a bright, clean, and like-new feel. This spacious home features an open-concept layout, an upstairs loft perfect for a second living area or home office, and the added privacy of an end unit with neighbors on only one side. The extended driveway offers ample parking in addition to the attached garage. Enjoy resort-style amenities including multiple pools, a clubhouse, fitness center, tennis and volleyball courts, dog park, playgrounds, and scenic walking trails. Located in the heart of Horizon West, you'll be just minutes from Publix, Hamlin Town Center, The Mark, Cinépolis, Target, Walmart, restaurants, medical facilities, and only about 17 minutes from Disney Springs. Families will also appreciate the A-rated schools, with the elementary and middle schools conveniently located within the community. Rental Requirements: Household income of at least 3x the monthly rent and a minimum 600+ credit score. Don't miss this opportunity to live in one of Central Florida's most sought-after communities. Schedule your private tour today!

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)

Listing Agent: Yesenia Barrios (321-276-1977)

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: Welcome to this stunning new construction home (2026) located in the desirable city of Winter Garden. This beautifully designed residence offers 5 bedrooms, 3 full bathrooms, and 1 half bath, providing ample space for comfortable living and entertaining. The home features a spacious open floor plan, modern finishes, and abundant natural light throughout. The kitchen flows seamlessly into the living and dining areas, creating the perfect setting for gatherings. Situated within a gated community, residents enjoy added privacy and a peaceful environment. Conveniently located near shopping, dining, top-rated schools, and major roadways, this property combines style, functionality, and an excellent location. A must-see opportunity!

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

Listing Agent: Paloma Eduar Andrade Froldi (407-360-5466)

Remarks: Furnished 3-bedroom, 2.5-bath townhome with a dedicated office available for lease in the gated Hickory Hammock community of Winter Garden. This well-appointed home includes the major furniture pieces throughout, offering a comfortable and convenient move-in experience. Spanning 2,444 square feet across two levels, the main floor features ceramic tile throughout the open-concept kitchen, family room, and living area. The kitchen is appointed with solid wood cabinetry, solid surface countertops, and a breakfast area. All three bedrooms are located upstairs, including a spacious primary suite with a walk-in closet. A private office/flex space provides the perfect workspace. The stairs and entire second floor feature luxury vinyl flooring—no carpet. The home includes a range, microwave, dishwasher, refrigerator, washer, and dryer. The laundry room also features a utility sink. Additional highlights include an attached two-car garage, an irrigation system, and HOA-maintained landscaping. Please note that while the home is furnished, kitchenware, dishes, cookware, and certain household items are not included, allowing residents the flexibility to add their own personal touches. Residents enjoy a gated entrance and outstanding resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, a sand court (for beach volleyball or beach tennis), a dog park, and scenic sidewalk-lined streets—all with no separate amenity fee. Zoned for top-rated schools: Whispering Oak Elementary, Hamlin Middle School, and West Orange High School. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and the West Orange Trail, with convenient access to SR-429 and SR-50, providing easy access to Walt Disney World, the attractions area, and downtown Orlando.

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

Listing Agent: Babi Hennemann (407-633-0777)

Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom single-story home offering 2,204 square feet of thoughtfully designed living space in the highly desirable Hamlin Reserve community of Winter Garden. This open-concept home features a spacious great room, a separate dining area, and a gourmet kitchen complete with quartz countertops, a large waterfall island, 42-inch cabinetry, stainless steel appliances, and a gas range—perfect for both everyday living and entertaining. The split-bedroom floor plan provides privacy, while the generous primary suite offers a walk-in closet, dual vanities, and a frameless glass shower. High ceilings, abundant natural light, and stylish finishes create a bright and welcoming atmosphere throughout. Enjoy relaxing on the covered lanai or take advantage of the community amenities, including a resort-style pool, clubhouse, parks, playgrounds, and scenic walking trails. Conveniently located in the heart of Horizon West, you’re just minutes from Hamlin Town Center, shopping, dining, entertainment, SR-429, Orlando Health Horizon West Hospital, and top-rated Orange County schools. Rent includes lawn care and HOA fees. This is a wonderful opportunity to enjoy low-maintenance living in one of Winter Garden’s most sought-after communities.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Rina Patel (561-376-0177)

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: 4 Bedroom 2.5 bath Winter Garden home in the Watermark Community located near the clubhouse and features stainless appliances. granite counter tops and lots of tile! The kitchen includes all appliance, walk-in pantry and a huge island for family gatherings! There is plenty of smart storage room downstairs as the living room includes a huge walk in closet under the stairs. Upstairs, you will enjoy your multi-purpose loft, 4 bedrooms and 2 full bathrooms. The spacious master bedroom includes one large walk-in closet and a second oversize walk-in closet! The master bathroom includes double sinks, a shower and a full-sized linen closet. Two of the upstairs bedrooms have walk-in closets and the 4th bedroom offers an extra-long closet with plenty of storage space. The 2nd bathroom also has 2 sinks and a full sized linen closet. The house has brand new AC installed in 2026 and is very well maintained, awaiting new tenants to move in. Call for an appointment to view.

Listing is courtesy of: PREMIUM PROPERTIES R.E. SERVICE (407-380-2800)

Listing Agent: Ozan Cifci (407-782-4866)

Remarks: Welcome to this sophisticated, modern and spacious, elegant two-story home in the beautiful neighborhood of Independence in the Horizon West area. Across the pond, this 2,524-square-foot home offers an open concept living space. As you enter through the front door, you are greeted with gorgeous tile floors. The kitchen features beautiful modern espresso cabinetry, a large pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This open floor plan provides a great space for entertaining and includes dual primary bedrooms on the main and second levels. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry, a soaking tub and a luxurious walk-in shower. Other features completing this exquisite home include three bedrooms and an upstairs loft on the second level, plus a two-car garage. Capturing some of the best living in Florida, the Independence neighborhood provides a resort-style swimming pool, walking trails, basketball courts, tennis courts, fitness center and a private community boat ramp. Conveniently minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Llin Lu, Pa (954-907-3868)

Remarks: Beautiful Clearden Floor Plan in the Highly Desirable Waterleigh Community! Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home located in the sought-after Waterleigh community in Winter Garden. Designed for both comfort and functionality, this spacious two-story home features an open-concept layout perfect for everyday living and entertaining. The first floor offers a private guest suite with a full bathroom, ideal for visitors, multigenerational living, or a home office. The gourmet kitchen showcases stainless steel appliances, quartz countertops, abundant cabinet space, and a large island overlooking the spacious dining and family room, creating the perfect space to gather with family and friends. Upstairs, the generous primary suite features a spacious walk-in closet and an en-suite bathroom with dual vanities. Two additional bedrooms, a full bathroom, a versatile loft, and a conveniently located laundry room complete the second floor. Additional features include a two-car attached garage, central air conditioning, and plenty of storage throughout. Residents of Waterleigh enjoy an exceptional resort-style lifestyle with multiple swimming pools, two clubhouse amenity centers, fitness centers, dog parks, playgrounds, mini-golf, beach volleyball courts, sports fields, walking trails, scenic lakes, and beautifully maintained green spaces. Waterleigh offers an exceptional lifestyle with the added convenience of having both an elementary school and a middle school located within the community, making it an ideal place for families. Residents also enjoy easy access to Publix, Hamlin Town Center, shopping, dining, medical facilities, and Walt Disney World.

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

Listing Agent: Daniela Gomes (305-965-4591)

Remarks: This beautiful 4-bedroom, 3.5-bath home for rent in the highly desirable area of Winter Garden offers a perfect blend of comfort, space, and style. Featuring a 2-car alley-load garage in the back and a welcoming front porch, this home boasts an impressive 2-story foyer and a private downstairs bedroom with a full bath—ideal for guests, in-laws, or a home office. The open-concept layout seamlessly connects the family room, kitchen, and dining area, all filled with natural light from large windows. Enjoy the Florida lifestyle on the angled covered lanai accessed through sliding glass doors. Wood-look tile flows throughout the first floor, which also includes a convenient powder bath near the garage entrance. Upstairs, a spacious loft offers a perfect spot for relaxing or entertaining, along with three more bedrooms, including a private owner’s suite located at the back of the home for added privacy.

Listing is courtesy of: ROBERT SLACK LLC (954-448-4287)

Listing Agent: Aparna Narla (703-867-3835)

Remarks: BRAND NEW townhome located in Waterleigh community in Winter Garden, FL. This 3-bedroom, 2.5-bath Ibis model offers 1,567 sq ft of modern living space, including a one-car garage. Enjoy an open-concept layout with a bright living area, spacious dining space, and a gourmet kitchen featuring stainless steel appliances, quartz countertops, and a large island. The first floor features ceramic tile throughout, while the second floor is fully carpeted for added comfort. Upstairs, the primary suite includes a walk-in closet and a private bath with dual sinks and a walk-in shower. Smart home technology adds comfort and convenience throughout. Waterleigh is a resort-style community offering pools, fitness centers, walking trails, playgrounds, mini golf, beach volleyball, and more. Lawn maintenance is included. Conveniently located near shopping, dining, major highways, and just minutes from theme parks. Families will appreciate the excellent school zoning: Water Spring Elementary School approximately 2.1 miles away (about 5 minutes) Water Spring Middle School approximately 1.4 miles away (about 4 minutes) Horizon High School approximately 1.4 miles away (about 4 minutes) Perfect blend of comfort, style, and location! Tenants are responsible for all utilities, including water, electricity, cable TV, internet, and any other applicable services

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Maria Perez (407-496-2336)

Remarks: Welcome to your single-family home in the highly sought-after community of Osprey Ranch! Located in the heart of charming Winter Garden, this beautiful 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of comfort, convenience, and community — an ideal place to raise a family. Enjoy living just minutes from world-class theme parks, top-rated local schools, major roadways, dining, shopping, parks, and vibrant farmers' markets. Families will appreciate the excellent educational opportunities nearby, making this location truly special. Inside, you'll find a spacious, gourmet-style kitchen with a large center island, flowing into the open-concept dining area and expansive family room — perfect for entertaining and everyday living. The first floor features a comfortable bedroom with a walk-in closet and a full bathroom, offering flexibility for guests or multi-generational living. Upstairs, the privately located owner’s suite includes a beautiful bathroom with dual sinks and a generous walk-in closet, creating a relaxing retreat. Step outside to enjoy your open-air patio — ideal for weekend barbecues, or relax on the welcoming front porch after a long day. Don't miss the opportunity to live in one of Winter Garden’s most desirable neighborhoods! Schedule your private tour today and experience the perfect place to call home.

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

Listing Agent: Alexandre Zapparoli Llc (321-444-8701)

Remarks: Welcome to this beautiful and home located in a desirable community with excellent amenities. This spacious residence offers a modern layout, comfortable living areas, and plenty of natural light, making it perfect for everyday living and entertaining. Conveniently located near shopping, dining, schools, major highways, and local attractions. Community amenities are available for residents to enjoy. Available after 09/05/2026. Don't miss this wonderful rental opportunity!

Listing is courtesy of: RE/MAX REX (561-220-1520)

Listing Agent: Beatrice Do Amaral (407-717-9495)

Remarks: AVAILABLE FOR RENT! Welcome to this exceptional corner-lot townhome in Winter Garden's highly desirable Storey Grove community. Built in 2023, this beautifully maintained 3-bedroom, 2.5-bathroom home stands out with premium owner upgrades designed for modern living. As a coveted corner unit, the home enjoys an abundance of extra side windows, filling the bright, open-concept living spaces with natural light. The fully equipped 2-car garage features a built-in EV charger and heavy-duty overhead storage racks. Inside, enjoy the luxury of a whole-house water softener and a massive custom walk-in closet in the primary suite. Step out back to a beautifully oversized, fully paved private backyard—perfect for relaxing and completely maintenance-free!The unparalleled location puts highly rated Water Spring Elementary and Water Spring Middle Schools directly inside the community within easy walking distance. Storey Grove offers resort-style amenities, including a luxury clubhouse, pool, fitness center, and parks. Minutes from Horizon West shopping, dining, and major highways (SR-429). Rent is $2,950/month. Schedule your tour today!

Listing is courtesy of: SOL INTERNATIONAL REALTY LLC (407-782-1919)

Listing Agent: Sekar Purushothaman (585-309-0644)