Winter Garden Real Estate for Rent by Neighborhood

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BLACK LAKE PARK PH 02 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
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
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 PHASE 3B-6 83/8 LOT 1807 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 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 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 01A 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 SUMMERLAKE PD PH 4A real estate for rent
SUNSET LAKES real estate for rent TRIBUTE/OVATION 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

  • 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL - MLS# S5147791

    WATERLEIGH PH 2A - S5147791 - 16067 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787
    Just Added on 04/14/2026 11:22AM

    $3,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Beautiful and freshly painted 2 story Luxury Home in Winter Garden! Over 2,000 SQ. FT, 3 Bedrooms and 2.5 bathrooms. Located in Waterleigh Community the heart of Horizon West. Featuring the Cordale floor plan with amazing curb appeal and open floor plan. Front covered porch, kitchen with rich 42" cabinets, Stainless steel appliances, Granite Counter Tops and large prep island. Downstairs master suite with large walk in shower and closet. Upstairs 2 bedrooms suites and loft/ flex room, 2 car garage in rear and covered lanai make this your dream home. Waterleigh boasts the nicest entrances and clubhouse in the area with resort level amenities including a massive pool with splash zone, numerous gazebos, full state of the art gym, meeting areas, ballroom, tennis courts, playground and large ball fields. Waterleigh is built around several spring fed lakes providing amazing views and wildlife. Conveniently located to 429, all theme parks, downtown Orlando and to the lakeside Hamlin Town Center with many trendy restaurants, movie theater and stores. Top-rated schools are nearby; new elementary school under construction. Pet friendly with $500 non-refundable pet deposit per pet. No aggressive breeds.

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    Listing is courtesy of: ACKLEY FLORIDA PROPERTY MANAGEMENT INC

  • 12548 ENCORE AT OVATION WAY, WINTER GARDEN, FL - MLS# S5147778

    ENCORE/OVATION-PH 3 - S5147778 - 12548 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
    Just Added on 04/14/2026 10:01AM

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

    This lovely bungalow home in Encore at Ovation, offering 3 bedrooms, 2 1/2 baths, and an alley-loaded garage. Beautiful Step inside and feel the openness, with the family room and the kitchen and dining area all flowing together. Lots of storage can be found in the walk-in pantry and closet under the stairs. The kitchen, with plenty of cabinetry, stainless steel appliances, a large island with seating area, and a dining room, small lanai with a courtyard with natural gas connection for your weekend’s BBQ, a powder bath completes the downstairs. Up the stairs, where you can find two bedrooms, a linen closet, a Continue down the hall and pass the destination laundry room(Washer an dryer included), conveniently located near all the bedrooms, and the owner's suite with its huge walk-in closet and bathroom. This home is Energy Star 3.1 certified, which means it will save you on the recurring utility costs. Encore at Ovation offers quick access to 429 via the 1.6-mile extension of Western Way, making it the most connected location in Village I, few miles from Disney, The community's stellar location to nearby 192, World Drive, I-4, and 417 means convenient access to the area's largest employment corridors and attractions in Orlando. Rent includes lawn care and all amenities access.

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    Listing is courtesy of: MY REALTY GROUP, LLC.

  • 7007 TWILIGHT BAY DR, WINTER GARDEN, FL - MLS# O6398823

    - O6398823 - 7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
    Just Added on 04/13/2026 7:40PM

    $2,700 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Beautiful rental home located in the desirable community of Mezzano in Winter Garden. This spacious residence features a modern open-concept layout with abundant natural light and stylish finishes throughout. The home offers 3 bedrooms, 2.5 bathrooms, plus a versatile flex space on the first floor—perfect for a home office, playroom, or even an additional bedroom. The main living areas are ideal for entertaining, complemented by a fully equipped kitchen with modern cabinetry and quality appliances. The primary suite provides comfort and privacy with an en-suite bathroom and ample storage. Enjoy a private backyard space, perfect for relaxing or spending time with family. Conveniently located near major highways, top-rated schools, shopping, dining, and just minutes from Orlando’s world-famous attractions. Move-in ready! Don’t miss this opportunity to live in one of Winter Garden’s fastest-growing areas.

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    Listing is courtesy of: EMPIRE NETWORK REALTY

  • 13170 BOUNTY AVE, WINTER GARDEN, FL - MLS# O6398807

    WATERLEIGH - O6398807 - 13170 BOUNTY AVE, WINTER GARDEN, FL 34787
    Just Added on 04/13/2026 7:29PM

    $2,550 | Townhouse | 3 beds | 2.5 baths | 1 gar

    ..... Available on May 1, 2026 ..... Welcome to this bright and spacious 3-bedroom/2.5-bathroom/1 car garage townhome located in the desirable Waterleigh community! This home features ceramic tile flooring throughout the first floor, white kitchen cabinet with granite countertops, stainless steel appliances, and a large walk-in pantry. The open-concept layout includes a spacious living area and a half bath on the main level. All three bedrooms are located upstairs. ... Washer and dryer are included... ... Waterleigh offers resort-style amenities including multiple community pools, fitness center, clubhouse, scenic walking trails, volleyball courts, and playgrounds. Landscaping is maintained by the HOA. Conveniently located near major theme parks, shopping, dining, supermarkets, and hospitals. It is zoned for Horizon High School, Water Spring Middle School, and Atwater Bay Elementary School.

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    Listing is courtesy of: MAY HO REALTY

  • 9469 MEADOW HUNT WAY, WINTER GARDEN, FL - MLS# O6398645

    - O6398645 - 9469 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,800 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    HOME AVAILABLE TO MOVE IN - This 4 bedroom 2.5 bath home is located in the highly desirable Hamlin Community has a GREAT SCHOOL ZONE in the Winter Garden Area!!! This recently built home features street front parking, open living space downstairs with plenty of room for entertaining, all bedrooms upstairs and is wired to charge your Tesla. The home is minutes from great schools, great eating at the Hamlin center and in walking distance to the new development "The Mark". The community features clubhouse, dog park, pool, a playground, tennis court. The local shops feature a variety of restaurants, banks, health offices, a Publix grocery store, Anytime fitness gym, and minutes from Disney!

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    Listing is courtesy of: HANG SENG REALTY , INC

  • 13323 PONTOON RD, WINTER GARDEN, FL - MLS# S5147574

    WATERLEIGH PH 4A - S5147574 - 13323 PONTOON RD, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,750 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Beautiful townhouse located in Waverleigh, one of the most desirable communities in Winter Garden, featuring A+ rated schools. Community amenities include a resort-style clubhouse, fitness center, playground, and dog park. Conveniently located just 15 minutes from Disney, with easy access to shopping, dining, and Highway 417. This property offers 3 bedrooms and 2.5 bathrooms, with granite countertops in the kitchen and bathrooms, and includes washer and dryer. All bedrooms and two full bathrooms are located upstairs, with a half bath on the first floor. Available May 15th.

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    Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L

  • 9906 SUNNY MEWS ALY, WINTER GARDEN, FL - MLS# S5147715

    WATERLEIGH PH 2B - S5147715 - 9906 SUNNY MEWS ALY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,800 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Beautiful 3 bedroom, 2.5 bath townhouse located in the hilly desirable Waterligh community in winter Garden. This home features a modern fully equipped kitchen with stainless steel appliances , elegant cabinetry and granite countertops perfect for both everyday living and entertaining. This first floor showcases stylish ceramic tile flooring, while the second level offers cozy carpeting throughout. the spacious primary suite includes a walk-in closet. dual vanities and the convenience of having the laundry room on the same floor. Enjoy resort-style living with access to multiple community pools, tennis courts, walking trails, playgrounds and dog parks. Waterligh is deally located near shopping, dining, top rated schools and major highways, making it a perfect place to call home.

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    Listing is courtesy of: MBT REALTY LLC

  • 2040 PORTCASTLE CIR, WINTER GARDEN, FL - MLS# O6397668

    STONE CRK A-1 & A-2 - O6397668 - 2040 PORTCASTLE CIR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,495 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    This 4 bedroom, 2.5 bathroom home is located on a quiet street in the Stone Creek community near local shops, restaurants, and schools. Features include a spacious floor plan with a large main living area, a lovely eat-in kitchen, a nice primary suite, upstairs loft area, fenced yard, and 2 car garage. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

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    Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY

  • WINTER GARDEN, FL - MLS# O6398448

    SIGNATURE LAKES - WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $3,400 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Winter Garden area, mintues to the Horizon West Shopping Center. Closing to Disney Parks, Community amenities including 2 Pools, Green spaces & Park areas, Boat Ramp, Fishing Docks, Tennis & Basketball courts, 2 Clubhouse with Fitness, Billiards & arcade, Dog Park, Bike & walking paths. Excellent Shool District. The 429 entrance/exit for an easy commute, Hamlin Shopping Center, Supermarket, and Winter Garden Grove is also nearby. Open Floor Plan. Tenants responsible for Power, Water and Lawn Mowing, Phone, renter insurance. The application Fee is $75 per adult 18 years and older. The application fee is Non-refundable.

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    Listing is courtesy of: ORLANDO SUNSHINE REALTY

  • 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL - MLS# O6398414

    SIGNATURE LAKES PH 3B-1 - O6398414 - 6148 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $3,500 | Single Family Home | 5 beds | 3.5 baths | 2 gar

    Beautiful and spacious two-story home located in the highly desirable Independence/Signature Lakes community in Winter Garden. This well-maintained residence features tile flooring throughout the main living areas and comfortable carpeting in all bedrooms. Enjoy a large family room, a generous loft space perfect for a home office or media room, and a screened patio—ideal for relaxing or entertaining—overlooking a large backyard. Residents of Independence enjoy resort-style amenities, including two community pools, scenic green spaces and parks, a private boat ramp, fishing docks, tennis and basketball courts, and clubhouses equipped with fitness centers, billiards, and arcade rooms. The community also offers a dog park, as well as biking and walking trails. Conveniently located just minutes from Winter Garden Village, offering a variety of shopping, dining, and banking options. Easy access to major attractions including Walt Disney World, Orange County National Golf Center, and Universal Studios. Rent includes basic cable TV, internet, and access to community fitness facilities.

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    Listing is courtesy of: JHY REALTY INVESTMENTS, LLC

  • 530 SETTING SUN DR, WINTER GARDEN, FL - MLS# O6398374

    BLACK LAKE PARK PH 01 - O6398374 - 530 SETTING SUN DR, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $3,450 | Single Family Home | 3 beds | 2.0 baths | 3 gar

    Welcome home to this beautiful residence in the sought-after gated community of Black Lake Park, where every day feels like a retreat. This bright and spacious, move-in-ready home offers 3 bedrooms, 2 bathrooms, a 3-car garage, and a covered lanai perfect for Florida living. The open layout features tile flooring throughout and a newly remodeled kitchen that truly captures the heart of the home. Overlooking the family room, the kitchen showcases quartz countertops, custom cabinetry, a large center island, and stainless-steel appliances ideal for both entertaining and everyday living. The primary suite is your private retreat, complete with two large walk-in closets and a luxurious en-suite bath featuring a dual-sink vanity, garden tub, and separate walk-in shower. Residents of Black Lake Park enjoy an array of family-friendly amenities including a playground, fitness area, volleyball court, swimming pool, tennis and basketball courts, pickleball court, soccer field, private boat ramp and dock, and sidewalks throughout the neighborhood. It is conveniently located just minutes from Downtown Winter Garden and Winter Garden Village. Easy access to Downtown Orlando, Orlando major attractions, SR-429, SR-408, and the Florida Turnpike. Call for a private tour of this lovely home today.

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    Listing is courtesy of: WEMERT GROUP REALTY LLC

  • 7564 BISHOP SQUARE DR, WINTER GARDEN, FL - MLS# O6398382

    OVERLOOK AT HAMLIN - O6398382 - 7564 BISHOP SQUARE DR, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $3,999 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This spacious and beautifully maintained one-story home offers 3 bedrooms, 2 baths, and a 2-car garage with approximately 2,300 sq. ft. of living space. The thoughtfully designed floor plan features an open-concept layout perfect for both everyday living and entertaining. The large kitchen is a true centerpiece, complete with a generous granite island, stainless steel appliances, 42” cherry cabinets, a butler’s pantry, and a walk-in pantry, plus a bright breakfast nook. Granite countertops are featured throughout all bathrooms. The home also includes a formal dining room and an expansive family room that seamlessly connects to the kitchen for an airy, open feel. The primary suite boasts a large garden tub, creating a relaxing retreat. Tile flooring runs through all main living areas, with comfortable carpeting in the bedrooms. Additional highlights include an indoor utility room with washer and dryer included, and a private backyard with no rear neighbors. Enjoy resort-style community amenities, including a clubhouse, pool, fitness center, splash pad, boat dock, bike trails, picnic areas, and lake access. Lawn care is included for added convenience. Ideally located with easy access to the 429, Turnpike, and 408, providing a quick commute to Downtown Orlando, the airport, and surrounding attractions. Zoned for excellent schools and offering nightly views of Disney fireworks—this home truly has it all!

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    Listing is courtesy of: LA ROSA REALTY ORLANDO LLC





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.