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WATERLEIGH PH 4B & 4C - S5149719 - 16236 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 Just Added on 05/11/2026 8:04PM
$3,200 | Single Family Home | 3 beds | 2.0 baths | 2 gar
For Lease – Fully Furnished Home in Waterleigh Beautifully furnished 3-bedroom, 2-bathroom home located in the highly sought-after resort-style community of Waterleigh in Winter Garden. This charming home features an open-concept floor plan, a modern kitchen with stainless steel appliances, a large center island, a walk-in pantry, and a spacious covered lanai—perfect for relaxing or entertaining. The home also offers a stylish brick paver driveway for added curb appeal. Conveniently located, the middle school is directly across the street, the elementary school is diagonally across, and the community clubhouse is right next door, offering easy access to: Resort-style pools Fitness centers Tennis courts Walking trails and green spaces Clubhouse amenities All are located just minutes from Walt Disney World Resort, shopping, dining, and major highways. Schedule your private showing today! ???
Listing is courtesy of: MELIN REALTY LLC
SUMMERLAKE PD PH 1B REP - O6406661 - 14640 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787 1 Day on yellowkey
Available on Jun 1, 2026... This one story single family home is located in the desirable Summerlake community. It offers 3 bedroom/2 bath/1 office/2 car garage. The rent includes lawn maintenance. The community offer resort style pool, gym, basketball court, tennis court, walking/biking trail, zip liner, dog parks, and many more. Washer and Dryer are provided for convenient but they will not be replaced or repaired if they stop working.
Listing is courtesy of: MAY HO REALTY
- O6406618 - 7972 MINUTEMAN LOOP, WINTER GARDEN, FL 34787 2 Days on yellowkey
$2,950 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Welcome to your dream rental in the heart of Winter Garden! This stunning 4-bedroom, 2-bathroom home in the sought-after West Lake Hancock Estates offers the perfect blend of comfort, style, and convenience. Step inside to an open-concept layout filled with natural light, featuring a spacious living area that's perfect for entertaining or relaxing with family. The modern kitchen boasts granite countertops, stainless steel appliances, and a large island; ideal for hosting or meal prepping with ease. Retreat to the serene primary suite complete with a walk-in closet and an en-suite bath featuring dual sinks, a soaking tub, and a separate shower. The additional bedrooms provide versatility for a growing family, home office, or guest space. Enjoy Florida living at its finest in the beautifully landscaped backyard or take a short walk to enjoy the scenic lake views and walking trails nearby. Zoned for top-rated schools and just minutes from Hamlin Town Center, Disney attractions, shopping, dining, and major highways; this location can't be beat! With a two-car garage, smart home features, and access to a welcoming community, this home truly has it all. Don’t miss the opportunity to make this exceptional home your next rental; schedule your private tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
WATERSIDE/JOHNS LAKE PH 2C - S5149601 - 1447 ROXY LN, WINTER GARDEN, FL 34787 3 Days on yellowkey
$3,180 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Welcome to 1447 Roxy Lane in Winter Garden. This stunning modern 2 story single family home features 4 bedrooms and 3.5 bathrooms, making it the perfect space for comfort and style. The property includes a spacious 2-car garage and, ready for you to move in. With contemporary design and high quality finishes, this home is filled with natural light, creating a warm and inviting atmosphere. Solar panels installed comes with the house, community pool and fitness center. The open spaces and large windows give unobstructed views and the beauty of the surroundings. Rent is $3,180.00 a month. Don't miss the opportunity to live in a place that combines elegance and functionality in a prime location. Make your appointment today! This beautiful 4 bedroom home is available fully furnished for $3,500 monthly. Furniture is optional.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE
- O6406397 - 17342 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787 3 Days on yellowkey
$6,500 | Single Family Home | 5 beds | 5.5 baths | 3 gar
AMAZING AND BREND NEW HOME FOR RENT IN WINTER GARDEN - LAKE STAR - 17342 Glossy Pomelo Way, Winter Garden, FL 34787 Stunning luxury home available for rent in one of the most desirable and exclusive areas of Winter Garden. This gorgeous recently purchased home offers 5 bedrooms, 5 bathrooms, a spectacular open floor plan, and nearly 5,000 sqft of living space designed with elegance, comfort, and functionality. Surrounded by conservation and lake views, the property offers breathtaking scenery from both the backyard and second floor balcony. The master suite is absolutely stunning, featuring an extended private balcony that stretches across the home with incredible views of the reserve and lake, creating a peaceful and luxurious retreat. The home features a large private office at the front of the property, ideal for working from home, plus an incredible open concept layout with premium flooring throughout and a bright luxury kitchen equipped with gas cooking and gas water heating, helping keep electric costs lower and more efficient. One of the bedrooms downstairs is a completely independent suite, perfect for guests, in laws, or extended family. Upstairs, the home offers a massive loft area, a spacious laundry room filled with cabinets and a utility sink, and beautifully designed living spaces throughout. The oversized driveway and 3 car garage provide space for up to 4 vehicles comfortably. Some furniture may remain in the property for the tenant’s convenience. This is truly a one of a kind home for those seeking luxury, tranquility, space, and nature all combined in an unbeatable location. Opportunities like this are extremely rare in the area.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE
LATHAM PARK NORTH - O6406481 - 14154 SHOCKLACH DR, WINTER GARDEN, FL 34787 3 Days on yellowkey
$3,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to this beautifully designed two-story, energy-efficient home located in the highly desirable Latham Park community of Winter Garden, Florida. From the inviting covered front porch to the thoughtfully crafted interior, this residence blends elegance with everyday functionality. Step inside to find a dramatic grand staircase and a formal dining room—ideal for hosting memorable gatherings. A convenient butler’s pantry connects the dining space to the gourmet kitchen, which features stainless steel appliances, a gas cooktop, and a large center island perfect for meal prep and casual dining. A cozy breakfast nook opens to the spacious family room, all enhanced by 18x18 tile flooring for a seamless flow. The first floor also includes a guest powder room and additional storage. Upstairs, you'll discover two generously sized secondary bedrooms and a luxurious primary suite with abundant natural light, a walk-in closet, and a spa-like en-suite bath featuring dual vanities and an oversized shower. The upstairs laundry room—complete with Whirlpool washer and dryer—adds convenience to daily living. Enjoy private outdoor space between the rear of the home and the detached two-car garage, ideal for grilling, outdoor dining, and entertaining. A paved walkway connects the home to the garage for easy access. As a resident of Latham Park, you’ll enjoy a vibrant neighborhood with resort-style amenities, including a community pool and beautifully maintained green spaces. Lawn care is included, Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY
WATERLEIGH - O6406455 - 18066 ADRIFT RD, WINTER GARDEN, FL 34787 3 Days on yellowkey
$3,700 | Single Family Home | 4 beds | 3.0 baths | 2 gar
AMAZING 4 bd HOME, in one of the best communities of Winter Garden, located in Horizon West! A single-story house, in a perfect location, with no neighbors in the back. Waterleigh is a very complete community, with many amenities such as a resort style pool, playgrounds, mini-golf, walking and nature trails, sand court for volleyball or beach tennis, tennis courts and fitness center. Besides that, you will have excellent assigned schools, inside the community area or very close to it.
Listing is courtesy of: AMG INTERNATIONAL REALTY
ENCORE/OVATION PH 1 - O6404074 - 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 4 Days on yellowkey
$4,950 | Single Family Home | 5 beds | 4.0 baths | 3 gar
Stunning and beautifully upgraded home located in the highly desirable Winter Garden area, offering the perfect blend of luxury, space, and outdoor living. This impressive residence features a modern open-concept layout with expansive living areas, elegant tile flooring, and abundant natural light throughout. The gourmet kitchen is a true centerpiece, complete with a large quartz island, stainless steel appliances, custom cabinetry, and a gas cooktop, seamlessly flowing into the main living and dining spaces—ideal for both everyday living and entertaining. The home showcases designer finishes including tray ceilings, custom wall accents, and a built-in entertainment wall, along with a spacious owner’s suite featuring a spa-like bathroom with dual vanities and a walk-in shower. Step outside to your private backyard oasis with a covered lanai, resort-style pool, fire pit area, and pergola—perfect for relaxing or hosting gatherings. Located in a well-maintained community with a pool and amenities, and just minutes from major highways, shopping, dining, and top-rated schools, this home offers both convenience and an exceptional lifestyle in one of Central Florida’s most sought-after locations.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA
ANNIE L BERRY SUB - O6406066 - 203 S MAIN ST, WINTER GARDEN, FL 34787 5 Days on yellowkey
$2,800 | Single Family Home | 2 beds | 2.0 baths
2 Bedroom Single Family Home in Wintergarden! Single Family Home, 2 Bedrm / 2 Bathroom, 4 Parking Spots, Plenty of Parking, Backyard Patio, Brand New Kitchen, Hardwood Flooring, Freshly Painted. The deposit amount is based upon the application results. Pets: OK- SMALL- Under 24LBS (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,699.00 for the first 4 months, $2,850.00 for the remaining 8 months (Average: $2,800.00/mo). AVAILABLE: July 15, 2026
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT
WATERLEIGH PHASES 4B AND 4C 109/34 LOT 295 - O6405193 - 17822 ADRIFT RD, WINTER GARDEN, FL 34787 5 Days on yellowkey
$5,200 | Single Family Home | 5 beds | 4.0 baths | 2 gar
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!