Winter Garden Real Estate for Rent by Neighborhood

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BLACK LAKE PARK PH 02 real estate for rent ENCORE/OVATION PH 1 real estate for rent
ENCORE/OVATION PH 4B real estate for rent ENCORE/OVATION-PH 3 real estate for rent
ENCORE/OVATION-PH 4B real estate for rent HAMILTON GARDENS real estate for rent
HAMLIN POINTE real estate for rent HAMLIN RDG real estate for rent
HAMLIN RESERVE real estate for rent HARVEST AT OVATION real estate for rent
HARVEST/OVATION real estate for rent HAWKSMOOR PH 1 real estate for rent
HAWKSMOOR-PH 1 real estate for rent HICKORY HAMMOCK PH 2B real estate for rent
HIGHLAND RDG real estate for rent HIGHLAND RIDGE real estate for rent
HIGHLANDS/SUMMERLAKE GRVS PH 1 real estate for rent HIGHLANDS/SUMMERLAKE GRVS PH 2 real estate for rent
ISLES/LK HANCOCK PH III real estate for rent LAKESHORE PRESERVE PH 2 real estate for rent
LAKESIDE AT HAMLIN real estate for rent LAKESIDE/HAMLIN real estate for rent
LAKESTAR AT OVATION real estate for rent LAKEVIEW POINTE/HORIZON WEST P real estate for rent
NORTHLAKE AT OVATION real estate for rent NORTHLAKE/OVATION PH 1 real estate for rent
ORANGE COVE real estate for rent ORCHARD HILLS PH 2 real estate for rent
OSPREY RANCH real estate for rent OSPREY RANCH PH 1 real estate for rent
OVERLOOK 2/HAMLIN PH 2 & 5 real estate for rent OVERLOOK AT HAMLIN real estate for rent
PARK PLACE real estate for rent PARKVIEW AT HAMLIN real estate for rent
PARKVIEW/HAMLIN real estate for rent SHADOW LAWN real estate for rent
SIGNATURE LAKES real estate for rent SIGNATURE LAKES - PARCEL 1C real estate for rent
SIGNATURE LAKES PH 3B-1 real estate for rent SIGNATURE LAKES PRCL 01C real estate for rent
SIGNATURE LAKES, INDEPENDENCE real estate for rent SILVERLEAF OAKS real estate for rent
SILVERLEAF OAKS AT HAMLIN PHASE 3A 115/63 LOT 514 real estate for rent SILVERLEAF OAKS/HAMLIN real estate for rent
SILVERLEAF OAKS/HAMLIN PH 3A real estate for rent SILVERLEAF RESERVE real estate for rent
SILVERLEAF RESERVE/HAMLIN PH 2 real estate for rent SOUTHERN PINES real estate for rent
SOUTHERN PINES CONDO real estate for rent STONE CRK A-1 & A-2 real estate for rent
STONEYBROOK WEST real estate for rent STONEYBROOK WEST 44/134 real estate for rent
STONEYBROOK WEST I real estate for rent STOREY GROVE real estate for rent
STOREY GROVE PH 1B-3 real estate for rent STOREY GROVE PH 2 real estate for rent
STOREY GROVE PH 5 real estate for rent STOREY GROVE PHASE 2 real estate for rent
SUMMERLAKE real estate for rent SUMMERLAKE GRVS real estate for rent
SUMMERLAKE PD PH 1 B real estate for rent SUMMERLAKE PD PH 1B real estate for rent
SUMMERLAKE PD PH 1B & 2A 2ND R real estate for rent SUMMERLAKE PD PH 2C 2D 2E real estate for rent
SUMMERLAKE PD PH 3A real estate for rent SUMMERLAKE PD PH 3B real estate for rent
TUCKER OAKS real estate for rent WATERLEIGH real estate for rent
WATERLEIGH PH 2A real estate for rent WATERLEIGH PH 2E real estate for rent
WATERLEIGH PH 3B 3C & 3D real estate for rent WATERLEIGH PH 4A real estate for rent
WATERLEIGH PH 4B & 4C real estate for rent WATERMARK real estate for rent
WATERMARK PH 1B real estate for rent

Newest Real Estate in Winter Garden by Neighborhood

View all Winter Garden Real Estate for Rent

  • 12097 BRACCO ST, WINTER GARDEN, FL - MLS# O6396212

    - O6396212 - 12097 BRACCO ST, WINTER GARDEN, FL 34787
    Just Added on 04/17/2026 3:59PM

    $2,950 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome home to the Magic - You can't get any closer to Walt Disney World Property! Built in 2023, this 3 Bedroom/3 Bathroom single family home is move-in ready. Inside, the spacious open-concept layout features an open Gourmet kitchen with a large island that overlooks the combo spacious dining area and family room. The second floor includes the bonus loft area for additional space. The Highland Ridge community includes resort-style pool, fun-filled playground, basketball courts, Tot Lots, park, pool and cabana. You'll enjoy an unobstructed view of Disney World's nightly fireworks!! If you want to explore the area, this home is just minutes from major highways, top-tier shopping and dining, and the enchantment of Walt Disney World. Available June 1. LOCATION, LOCATION, LOCATION!!!! This beautiful modern and contemporary look Home has very welcoming facade with nice light gray railing fence at the porch area. 4 bedrooms and 2.5 Bathrooms plus the loft area open Gourmet kitchen features a large island that overlooks the combo spacious dining area and family room , tons of upgrades , hardwood flooring , beautiful cabinets as well as custom built closets and custom built cabinets at the laundry room area. Inside, the spacious open-concept layout. The furniture does not convey and this beautiful home comes unfurnished so you can custom your own personal touch. This is a true dream home with cutting-edge technology new, energy-efficient home ready NOW. This home is located in great location, just 3 miles form the Walt Disney World , nearby restaurants, Shopping malls as well as easy access to all major highways. This brand new area as an expansion of city of Winter Garden, Highland Ridge community has: resort-style pool, fun-filled playground, and basketball courts , pickleball Tot Lots, park pool and cabana. If you want to explore the area, this home is just minutes from major highways, top-tier shopping and dining, and the enchantment of Walt Disney World.

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    Listing is courtesy of: LPT REALTY, LLC

  • 216 DEEPCOVE RD, WINTER GARDEN, FL - MLS# O6399926

    DANIELS LANDING A-J - O6399926 - 216 DEEPCOVE RD, WINTER GARDEN, FL 34787
    Just Added on 04/17/2026 3:24PM

    $2,300 | Townhouse | 2 beds | 2.5 baths | 1 gar

    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.

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    Listing is courtesy of: EMPIRE NETWORK REALTY

  • 10042 SALT POINT DR, WINTER GARDEN, FL - MLS# O6399835

    WATERLEIGH PH 2E - O6399835 - 10042 SALT POINT DR, WINTER GARDEN, FL 34787
    Just Added on 04/17/2026 11:03AM

    $2,600 | Townhouse | 3 beds | 2.5 baths | 1 gar

    This beautiful townhouse offers a comfortable and practical layout that’s great for everyday living. It features spacious, carpeted bedrooms, two full bathrooms upstairs with stone countertops, and a convenient half bath downstairs. The main floor has an open layout with ceramic tile throughout, connecting the living, dining, and kitchen areas. The kitchen includes stainless steel appliances, stone countertops, and a breakfast bar, and the laundry is located upstairs for added convenience. The community itself is peaceful and well-kept, with lakes, green spaces, a pool, and areas to gather—perfect for spending time with family and friends.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 12122 BRACCO ST, WINTER GARDEN, FL - MLS# O6400131

    HIGHLAND RIDGE - O6400131 - 12122 BRACCO ST, WINTER GARDEN, FL 34787
    Just Added on 04/17/2026 10:51AM

    $2,790 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Beautiful home in a prime location! This spacious 4-bedroom, 2.5-bath residence perfectly blends comfort, style, and functionality in an outstanding community. Enjoy professional lawn care included, for no maintenance worries. Ideally located in a sought-after Winter Garden community, close to major highways, shopping, dining, schools, Disney, and major Highways. A rare opportunity to lease a move-in-ready upgraded home

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    Listing is courtesy of: KICANTO REALTY

  • 16029 TOLLINGTON ALY, WINTER GARDEN, FL - MLS# P4938381

    ENCORE/OVATION PH 1 - P4938381 - 16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787
    Just Added on 04/17/2026 10:04AM

    $3,350 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Set within Encore at Ovation in Horizon West, this former Sebring model home blends lock-and-leave convenience with a polished, move-in-ready feel. The first floor is all about everyday living and entertaining, with an open family room flowing into a thoughtfully designed kitchen featuring 42” shaker-style linen cabinets with crown and light rail, glass-front display doors, soft-close drawer stack, and a double pull-out trash drawer on the island. Grey Silestone Quartz counters, a single-bowl undermount sink, chevron-patterned tile backsplash, and a GE stainless gas range, refrigerator, dishwasher, microwave, and under-counter beverage fridge create a cohesive, upgraded look, while LED under-cabinet lighting and added recessed cans keep the space bright and inviting. Tucked just beyond the main prep area, the walk-in pantry offers discreet, easily accessible storage for dry goods, bulky countertop appliances, and entertaining essentials, allowing the kitchen’s clean lines and upgraded finishes to take center stage. Upgraded tile carries through the foyer, powder bath, kitchen, and family room, complemented by designer paint, extensive trim work, upgraded interior hardware, and a stained handrail with painted spindles and wood treads on the staircase, giving the home a quietly upscale feel that is still practical to maintain. Upstairs, wood floors continue into the loft and hallway, where a built-in desk with storage offers a ready-made workspace or homework station. The primary suite sits privately at the rear of the home and includes a tray ceiling, wood flooring, sizable walk-in closet, and an en-suite bath with two raised-height vanities, Silestone counters, rectangular undermount sinks, chrome fixtures, and an oversized walk-in shower finished with vertically stacked 4x16 tile to the ceiling, glass listello detail, recessed niche, and semi-frameless enclosure. Two additional bedrooms share a well-appointed bath with tiled tub/shower surround to the 9-foot ceiling and upgraded vanity top, while the nearby laundry room—with cabinets and a utility sink—keeps everything organized and out of sight. A tankless gas water heater, enhanced low-voltage wiring to support today’s smart-home and streaming needs, and abundant recessed lighting throughout add everyday comfort. Outside, an alley-loaded 2-car garage preserves the home’s charming streetscape, and the community’s resort-style pool, fitness center, and playground make it easy to enjoy the Florida lifestyle. With quick access to 429, Horizon West town centers, Flamingo Crossings Village, and the major employment and entertainment hubs around Winter Garden and the attractions area, this home offers the finish level of a model with the practicality of a well-planned primary residence.

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    Listing is courtesy of: IAD FLORIDA LLC

  • 11153 GREEN CITRON ALY, WINTER GARDEN, FL - MLS# O6399918

    - O6399918 - 11153 GREEN CITRON ALY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $3,350 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome to this beautifully designed home located in the highly desirable community of Northlake at Ovation. This spacious residence offers comfort, style, and functionality, featuring modern finishes and an open-concept layout perfect for both everyday living and entertaining. The private backyard is definitely a private oasis! The home boasts generously sized bedrooms, a bright and airy living space, and a kitchen equipped with stainless steel appliances, sleek cabinetry, and ample counter space. Natural light flows throughout the property, enhancing its warm and inviting atmosphere. Situated in a prime location, residents enjoy convenient access to top-rated schools, shopping, dining, and major highways, as well as proximity to Orlando’s world-famous attractions. This is a perfect opportunity for those seeking a high-quality rental in one of Central Florida’s most sought-after areas.

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 16942 TRADEWIND PT, WINTER GARDEN, FL - MLS# O6399808

    WATERSIDE/JOHNS LK-PH 2A - O6399808 - 16942 TRADEWIND PT, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,500 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautiful Home for rent. The common area is ceramic tile. Open floor plan with a stylish kitchen. A tankless water heater. A washer and dryer are included. Close to Winter Garden's historic downtown, West Orange Bike Trail, restaurant, and live Theater. The delightful shops of the Winter Argend Village at Fowler Groves are down the road. You have access to a beautiful community pool, Waterside Pool, a playground , picnic area, and Gym.

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    Listing is courtesy of: PARK PLACE REAL ESTATE

  • 14971 APOLLO BOND DR, WINTER GARDEN, FL - MLS# O6399621

    WATERMARK PH 3 - O6399621 - 14971 APOLLO BOND DR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,550 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Great townhouse, built in 2019, sits in the Watermark Community in Horizon West, an area recognized for its highly rated A-level schools. The main level features an open-concept layout with tile floors, a kitchen with plenty of cabinet space, granite counters, and a pantry. Upstairs are three bedrooms, including a primary suite with double vanities, walk-in shower, and a spacious walk-in closet. A private brick-paved lanai and a two-car garage provide added comfort and functionality. Residents of Watermark enjoy a variety of amenities, including parks, swimming pool, spa/hot tub, BBQ area, basketball and tennis courts, gym, playground, clubhouse, and great views. Conveniently located close to restaurants, shopping, and major attractions such as Disney World.

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 8056 JOHN HANCOCK DR, WINTER GARDEN, FL - MLS# O6399522

    SUMMERLAKE PD PH 3B - O6399522 - 8056 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $3,195 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Gorgeous two story home in beautiful Summerlake community in Winter Garden. This 3 BED, 2.5 BATH home features an open floor plan, separate formal dining and kitchen dining areas. Luxurious kitchen and master bathroom. The kitchen features 42 inch upgraded cabinets, granite counter tops, upgraded stainless steel appliances and breakfast seating area. It is an extra large corner lot already fenced, extended brick driveway and walkway around the garage. Laundry room is located upstairs for additional convenience. Covered front and back porches in addition to the landscaped yard make it easy to enjoy the natural Florida surroundings. Community amenities include a resort style pool, fitness center, clubhouse, dog park, soccer fields, basketball and tennis courts. Minutes from the New Hamlin Town Center (includes Publix, Walmart, Starbucks, gyms, Chase Bank, luxury cinema etc.), Winter Garden Village (includes Target, BestBuy, Bed bath and beyond etc.) and Disney. Easy access to major express ways like 429. Close to Downtown Windermere. Great location and excellent schools!

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    Listing is courtesy of: BAHIA INTERNATIONAL REALTY

  • 456 SILVERDALE AVE, WINTER GARDEN, FL - MLS# O6398638

    COVINGTON PARK A B D E F G & J - O6398638 - 456 SILVERDALE AVE, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $3,100 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    FOR RENT!!!!! Located in the GOLF CART DISTRICT of HISTORIC Downtown Winter Garden, in COVINGTON CHASE. This beautiful 4-bedroom, 2 bath home offers a split floor plan and easy accessibility onto the WEST ORANGE TRAIL. Enjoy the breathtaking nightly sunset views from the screened porch overlooking the pond. Spacious kitchen/family room combo with a wood burning fireplace. Kitchen features island, dark wood cabinets and stainless-steel appliances. Oversized Primary Suite includes spa style bathroom with garden tub, standalone shower and dual sinks. Three more bedrooms off the family room and guest bath. Located within minutes to Downtown Winter Garden Plant Street, The Market Place, City of Winter Garden Splash Pad, Restaurants, Shopping, Saturday's Farmer's Market and Major Highways. Public Boat Ramp within minutes at Newton Park with access to Lake Apopka and Dora Chain of Lakes. Rent includes monthly lawn maintenance.

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    Listing is courtesy of: THE REAL ESTATE COLLECTION LLC

  • 149 S PARK AVE, WINTER GARDEN, FL - MLS# O6397983

    PARK PLACE - O6397983 - 149 S PARK AVE, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $5,200 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Unbeatable location in the heart of historic Downtown Winter Garden! This bright and airy luxury 3 bedroom townhome features an open concept design and high end upgrades throughout. Beautiful dark wood floors span the main living areas, and main level of home features a gourmet kitchen with custom inlay ceilings, granite countertops, glass front cabinetry, stainless steel appliances, a gas range, and an oversized center island with an open dining area. The kitchen flows seamlessly into a spacious family room featuring large glass doors with plantation shutters that open to a private balcony. The ground level features an en-suite bedroom with walk-in closet and full bath as well as a rear entry two car garage and separate golf cart garage. The third floor offers a private retreat featuring a spacious primary suite and an additional bedroom, each with full en suite bathrooms, along with a convenient laundry area. The primary suite boasts two enormous walk in closets and a spa inspired bath complete with a double vanity, tiled walls, a luxurious soaking tub, and a large glass enclosed walk in shower. Additional features include crown molding, recessed lighting, ceiling fans, custom plantation shutters, built in closet organizers in all bedroom closets, and an on demand hot water heater. This home exudes luxury and offers a carefree lifestyle with a short two minute walk to restaurants and shops, the West Orange Trail and the endless charm of historic Downtown Winter Garden.

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    Listing is courtesy of: GECKO REALTY, INC





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