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- S5149388 - 7019 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 Just Added on 05/09/2026 8:21PM
$2,750 | Townhouse | 3 beds | 2.5 baths | 2 gar
LOCATION, LOCATION, LOCATION! Beautiful townhome, 3 bedrooms, 2 ½ bathrooms, two cars garage, located in the highly desired Horizons West area of Winter Garden. The first-floor open plan features ceramic tile throughout, kitchen with 42"cabinets, quartz countertops, stainless steel appliances. All bedrooms, two bathrooms and laudry room on second floor. The primary bedroom comes with a large walking closet, bathroom with double vanities The Mezzano community is a short drive away from downtown Winter Garden, shops, restaurants, close to Orlando and Advance Health and area with great schools.
Listing is courtesy of: RIVA REALTY GROUP LLC
WATERSIDE/JOHNS LAKE PH 2C - S5149601 - 1447 ROXY LN, WINTER GARDEN, FL 34787 1 Day 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 1 Day 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 1 Day 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 1 Day 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
DANIELS LNDG A-J - O6406385 - 13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787 2 Days on yellowkey
$2,159 | Townhouse | 2 beds | 2.5 baths | 1 gar
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
SILVERLEAF OAKS - O6406244 - 6331 BREEZE FILLED LN, WINTER GARDEN, FL 34787 2 Days on yellowkey
$2,650 | Townhouse | 3 beds | 2.5 baths | 2 gar
One or more photo(s) has been virtually staged. Welcome to Silverleaf Oaks, a thoughtfully planned community offering modern living just minutes from Orlando’s top attractions, shopping, dining, and entertainment. This beautifully designed home combines comfort, style, and convenience in one of the fastest-growing areas near Winter Garden. Featuring spacious living areas, gleaming countertops, and a 2-car garage, this home is designed for today’s lifestyle with functionality and modern finishes throughout. Enjoy resort-style community amenities including a sparkling pool, scenic walking trails, parks, and nearby retail and dining options. Conveniently located near SR-50, US-27, and FL-429, commuting throughout Central Florida is easy with quick access to DISNEY, UNIVERSAL, Hamlin Town Center, Lake Buena Vista, and DISNEY SPRINGS. Families will appreciate access to highly rated schools in a sought-after district. Whether you are commuting, entertaining, or simply relaxing at home, this property offers the ideal balance of location, lifestyle, and value. Silverleaf Oaks features thoughtfully designed 3- to 5-bedroom homes with contemporary floor plans and modern community design. Residents enjoy a worry-free leasing experience with the Lease Easy bundle, which includes Smart Home services, air filter delivery, and utilities management. These services are required and billed monthly in addition to rent. Additional monthly fees for pets and swimming pools may apply. One or more photos may have been virtually staged. Schedule your private showing today!
Listing is courtesy of: CFL REAL ESTATE LLC
- S5149540 - 16347 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 2 Days on yellowkey
$2,600 | Townhouse | 3 beds | 2.5 baths | 2 gar
Like New three bedroom, two and a half bath townhome in Hawksmoor. Stainless steel appliances, granite countertops and a two car garage. The community is just outside 429 in the actively growing Winter Garden area and includes playgrounds, pool area, zen garden, tot play pool and well equipped fitness center.
Listing is courtesy of: DEFINITIVE GROUP LLC
ENCORE/OVATION PH 1 - O6404074 - 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 2 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 3 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
HAMILTON GARDENS - O6405843 - 6149 ELFIN HERB WAY, WINTER GARDEN, FL 34787 3 Days on yellowkey
$2,800 | Townhouse | 3 beds | 2.5 baths | 2 gar
Beautiful 3-bedroom, 2.5-bath townhome now available in the highly sought-after Hamlin area of Winter Garden. Located in one of Central Florida’s most desirable communities, this home offers the perfect combination of comfort, convenience, and lifestyle. Residents can enjoy exceptional community amenities, including a resort-style pool, playgrounds, walking areas, and more. The property is conveniently located near major highways, top-rated schools, shopping centers, restaurants, supermarkets, gas stations, and entertainment options. Just minutes from Walt Disney World Resort and Orlando’s world-famous theme parks, Hamlin is a rapidly growing area known for its excellent schools, modern infrastructure, and prime location. This is a high-demand rental opportunity with an easy and fast approval process. Contact me today for more information.
Listing is courtesy of: AMERICAN HORIZONS REALTY
WATERLEIGH PHASES 4B AND 4C 109/34 LOT 295 - O6405193 - 17822 ADRIFT RD, WINTER GARDEN, FL 34787 3 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!
STONEYBROOK WEST - O6405739 - 14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787 3 Days on yellowkey
$3,200 | Single Family Home | 4 beds | 2.0 baths | 2 gar
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
JOHNS LAKE POINTE - O6405579 - 708 MARSH REED DR, WINTER GARDEN, FL 34787 3 Days on yellowkey
$3,100 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Beautiful home in Winter Garden — available July 1st! Open-concept layout with granite kitchen island, spacious primary suite with walk-in closet, screened patio. Community pool, fitness center & tennis courts. Lawn care and A/C filter service included. 2-car garage, paver driveway & modern finishes throughout. Move-in ready — won’t last!
Listing is courtesy of: KARDOSH REALTY
VERDE PARK PH 1 - O6405307 - 15002 OZZI ST, WINTER GARDEN, FL 34787 4 Days on yellowkey
$3,500 | Single Family Home | 4 beds | 3.0 baths | 3 gar
Great opportunity to live in this beautiful and well maintained Split 4 bedrooms / 3 bathrooms home in Verde Park. The home features an open floor plan with an open concept to the family room. Master bedroom consists of dual sinks, tub, and a separate shower stall and large walk in closet. Home has a large backyard and screened in porch that is great for entertaining for family gatherings and friends. It’s conveniently located near main roads and highways, Entertainment, Parks and lots to mention. Come view today!! Schedule your appointment. Available June 1st, 2026.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS
WESTHAVEN AT OVATION - O6405439 - 12899 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 4 Days on yellowkey
$3,249 | Single Family Home | 3 beds | 2.5 baths | 2 gar
MODERN SINGLE-FAMILY HOME • FENCED BACKYARD • DETACHED 2-CAR GARAGE • MOVE-IN READY Welcome to this beautifully maintained 3 BEDROOM, 2.5 BATH home built in 2025, located in the highly desirable Westhaven at Ovation community, offering a perfect blend of comfort, style, and functionality. This thoughtfully designed home features an OPEN-CONCEPT LAYOUT with a bright living and dining area that flows seamlessly into a MODERN KITCHEN with ample cabinetry and counter space, ideal for everyday living and entertaining. Upstairs, enjoy a PRIVATE PRIMARY SUITE with EN-SUITE BATH and WALK-IN CLOSET, along with well-sized secondary bedrooms offering flexibility for guests, family, or a home office. Step outside to your FENCED BACKYARD, perfect for relaxing or hosting, and enjoy the convenience of a DETACHED 2-CAR GARAGE. Ideally located in Winter Garden near SR-429, top-rated schools, shopping, dining, and major attractions, this home offers LOW-MAINTENANCE, MODERN LIVING in one of Central Florida’s most sought-after communities.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION
STOREY GROVE - O6405507 - 13047 INKWELL ALLEY, WINTER GARDEN, FL 34787 4 Days on yellowkey
$2,800 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Walking distance to Elementary school.4 bedrooms, beautiful home in Storey Grove community. Open concept kitchen with gorgeous quartz countertop, FIRST FLOOR ALL TILE. One bedroom and one full bathroom on the first floor, master bedroom on the second floor. Luxury community pool, a Gym, playground.
Listing is courtesy of: U S GLORY REALTY
HAMLIN RESERVE - O6405378 - 6338 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 4 Days on yellowkey
$2,795 | Townhouse | 3 beds | 2.5 baths | 2 gar
Discover the perfect blend of comfort, style, and convenience in this stunning end-unit 3-bedroom, 2.5-bath townhome featuring a private courtyard and a two-car garage. Bright and open, this home welcomes you with a spacious, fully tiled first floor and a large living area ideal for relaxing or entertaining. The beautifully upgraded kitchen is a chef’s dream, complete with stainless steel appliances, a French-door refrigerator, quartz countertops, a large island, and abundant cabinet space. Upstairs, all three bedrooms offer comfort and privacy, including a generous primary suite with a walk-in closet and a luxurious ensuite bath featuring a dual-sink vanity and a large shower. The secondary bedrooms share a convenient Jack and Jill bathroom, and the laundry area includes a full-size washer and dryer. Enjoy resort-style living with access to community amenities including a sparkling pool, clubhouse, and dog park. The location is unbeatable—across the street from the new Health Central Hospital and surrounded by shopping, dining, and entertainment options, including Publix, a movie theater, Walmart, and the brand-new TJ Maxx. Major expressways and Disney World are just minutes away. This rapidly growing area has everything you could need right at your doorstep—don’t miss your chance to live in the heart of it all!
Listing is courtesy of: MARTI PURDY PROPERTIES INC
HAMLIN PH 2 & 5 OVERLOOK 2 - O6404928 - 15205 SHONAN GOLD DR, WINTER GARDEN, FL 34787 4 Days on yellowkey
$3,400 | Single Family Home | 3 beds | 3.5 baths | 2 gar
Beautiful two-story furnished home in Winter Garden, ideally located near the highly desirable Winter Garden area. Situated within a top-rated school district, this home offers the perfect blend of comfort, style, and functionality. Featuring 3 spacious bedrooms, 3 full bathrooms, and an additional half bath, the layout is designed for both everyday living and entertaining. The open-concept floor plan is enhanced by impressive double-height ceilings in the entryway and kitchen, creating a bright and airy atmosphere throughout. The kitchen showcases elegant stone countertops, wood cabinetry, and high-end appliances, all included. A charming front porch adds to the home’s curb appeal, while thoughtful design elements elevate the overall living experience. The primary suite serves as a private retreat, complete with a large walk-in closet and a beautifully designed, spa-inspired bathroom. Additional features include a covered lanai connecting the home to the two-car garage, providing both convenience and functionality. Ideally located near major highways, shopping, dining, and everyday essentials, this home offers easy access to everything you need within a short drive or walk. Don’t miss the opportunity to own a well-appointed home in one of Winter Garden’s most sought-after locations.
PARKVIEW AT HAMLIN - O6401971 - 6678 JUNEBERRY WAY, WINTER GARDEN, FL 34787 4 Days on yellowkey
$3,149 | Townhouse | 3 beds | 3.5 baths | 2 gar
LIVE WHERE LIFESTYLE MEETS LOCATION • MOVE-IN READY • HEART OF HAMLIN Experience elevated living in this stunning three-story townhome in Parkview at Hamlin featuring 3 BEDROOMS, 2.5 BATHROOMS, and over 1,850 SQ FT of bright, modern space designed to impress. From the moment you walk through the 8’ entry door, you’re welcomed by a versatile FLEX SPACE perfect for a home office or gym, leading upstairs to a sun-filled OPEN-CONCEPT living area with LUXURY VINYL PLANK FLOORING and a CHEF-INSPIRED KITCHEN complete with a LARGE ISLAND, QUARTZ COUNTERTOPS, 42” CABINETS WITH CROWN MOLDING, and SOFT-CLOSE DRAWERS, all framed by expansive windows that bring in incredible NATURAL LIGHT. Retreat to the PRIVATE PRIMARY SUITE with WALK-IN CLOSET, DUAL VANITIES, and a GLASS-ENCLOSED SHOWER, while two additional bedrooms and UPSTAIRS LAUNDRY offer comfort and convenience. Ideally located in Winter Garden just minutes from HAMLIN TOWN CENTER, top-rated RESTAURANTS, SHOPS, and everyday conveniences, with quick access to SR 429, FLORIDA TURNPIKE, and WALT DISNEY WORLD, making commuting and entertainment effortless. Enjoy MODERN, LOW-MAINTENANCE LIVING in one of Central Florida’s most sought-after communities—this is the one that feels like home the moment you walk in. *Furnishings not included*