Winter Garden Single Family Homes for rent by Neighborhood

Find Winter Garden Single Family Homes  by clicking on the relevant neighborhood.

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ADDITION TO MARY JEAN SUB homes for rent ALEXANDER RIDGE homes for rent
ANNIE L BERRY SUB homes for rent AVALON ESTATES homes for rent
BLACK LAKE PARK PH 02 homes for rent CANOPY OAKS PHASE 1 homes for rent
COVINGTON PARK A B D E F G & J homes for rent EMERALD ACRES homes for rent
EMERALD RDG H homes for rent ENCORE AT OVATION homes for rent
ENCORE/OVATION PH 1 homes for rent FULLERS CROSSING PH 01 44/14 homes for rent
HAMILTON GARDENS homes for rent HAMLIN PH 2 & 5 OVERLOOK 2 homes for rent
HAMLIN POINTE homes for rent HAMLIN RESERVE homes for rent
HARVEST AT OVATION homes for rent HARVEST AT OVATION 112/64 LOT 142 homes for rent
HARVEST/OVATION homes for rent HAWKSMOOR PH 1 homes for rent
HAWKSMOOR PH 4 homes for rent HICKORY LAKE ESTATES homes for rent
HIGHLAND RDG PH 2 homes for rent HIGHLAND RIDGE homes for rent
HIGHLANDS/SUMMERLAKE GRVS PH 2 homes for rent JOHNS LAKE POINTE homes for rent
LAKE AVALON GROVES homes for rent LAKE AVALON GROVES REP 02 homes for rent
LAKEVIEW POINTE/HORIZON WEST P homes for rent LATHAM PARK NORTH homes for rent
LOVELESS J S ADD 01 homes for rent NORTHLAKE AT OVATION homes for rent
ORANGE COVE homes for rent ORCHARD HILLS PH 3 homes for rent
OVERLOOK 2/HAMLIN PH 2 & 5 homes for rent OVERLOOK AT HAMLIN homes for rent
PANTHER VIEW homes for rent REGENCY OAKS PH 02 A-C homes for rent
REPLAT PT PLEASANT PARK SUB homes for rent SANCTUARY/HAMLIN homes for rent
SIGNATURE LAKES homes for rent SIGNATURE LAKES PH 3B-1 homes for rent
SILVERLEAF RESERVE homes for rent SILVERLEAF RESERVE/HAML PH 2A homes for rent
SILVERLEAF RESERVE/HAMLIN PH 2 homes for rent STONE CRK A-1 & A-2 homes for rent
STONEYBROOK WEST 44/134 homes for rent STONEYBROOK WEST 47/78 homes for rent
STOREY GROVE homes for rent STOREY GROVE PH 1B-2 homes for rent
STOREY GROVE PH 1B-4 homes for rent STOREY GROVE PH 2 homes for rent
STOREY GROVE PH 5 homes for rent STOREY GROVE PHASE 1B-2 94/53 LOT 209 homes for rent
SUMMERLAKE GRVS homes for rent SUMMERLAKE PD PH 01A homes for rent
SUMMERLAKE PD PH 1B REP homes for rent SUMMERLAKE PD PH 4A homes for rent
VERDE PARK PH 1 homes for rent WATERLEIGH homes for rent
WATERLEIGH PH 1C homes for rent WATERLEIGH PH 2A homes for rent
WATERLEIGH PH 3B 3C & 3D homes for rent WATERLEIGH PH 3B-3D homes for rent
WATERLEIGH PH 4A homes for rent WATERLEIGH PH 4B & 4C homes for rent
WATERLEIGH PHASES 4B AND 4C 109/34 LOT 295 homes for rent WATERMARK PH 1B homes for rent
WATERSIDE/JOHNS LAKE PH 2A homes for rent WATERSIDE/JOHNS LAKE PH 2C homes for rent
WESTHAVEN AT OVATION homes for rent WINDING BAY PH 1B homes for rent
WINDING BAY PH 2 homes for rent WINDING BAY PRESERVE homes for rent

Newest Single Family Homes for Rent in Winter Garden by Neighborhood

View all Winter Garden Single Family Homes for Rent

  • 16751 HAMLIN VISTA ALY, WINTER GARDEN, FL - MLS# O6409863

    HAMLIN POINTE - O6409863 - 16751 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787
    Just Added on 05/21/2026 12:41PM

    $3,150 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 3-bath home located in the highly sought-after Hamlin community of Winter Garden. Just over a year old, this home offers a modern open floor plan with thoughtful upgrades and stylish finishes throughout. The gourmet kitchen features sleek cabinetry, ample counter space, and flows seamlessly into the main living areas—perfect for both everyday living and entertaining. A convenient first-floor bedroom and full bath provide the ideal space for guests or a private home office. Upstairs, the spacious primary suite offers a spa-inspired bathroom and walk-in closet, along with additional bedrooms, a versatile flex space, and a dedicated laundry room. Enjoy your own private courtyard and the convenience of a 2-car garage. Ideally located near to top-rated schools and just minutes from Hamlin Town Center, Winter Garden Village, major highways, dining, shopping, and entertainment. Lawn care and basic internet are included for added convenience. This property offers the option of a security deposit-free lease through Obligo for qualified tenants, along with a mandatory Resident Benefit Package. Please note: An HOA application and approval process, along with applicable fees, may be required.

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    Listing is courtesy of: TRUSTHOME PROPERTIES INC

  • 12561 WESTFIELD LAKES CIRCLE, WINTER GARDEN, FL - MLS# O6409526

    - O6409526 - 12561 WESTFIELD LAKES CIRCLE, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $3,950 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Come enjoy a carefree lifestyle in this beautifully designed home offering nearly 3,000 square feet under roof, a versatile three-way split floor plan, sparkling pool, and spacious three-car garage. Ground care and pool maintenance services are included. There are high ceilings throughout the home. The kitchen boasts 42 inch wooden cabinets with plenty of counter space. A spacious closet is strategically located to store big items. There is a very generous loft space with plenty of windows upstairs. All bedrooms are very spacious too. The primary bedroom features a coffered ceiling and has direct access to the enclosed pool/jacuzzi area with two exits. The property is located in a desirable subdivision with two boat docks and tenis courts. It is just across the street from West Orange High School and minutes away from restaurants and shopping plazas. There is convenient access to 429 which connects this area to Orlando and Disney.

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    Listing is courtesy of: CORCORAN PREMIER REALTY

  • 10264 LOVE STORY ST, WINTER GARDEN, FL - MLS# O6409006

    STOREY GROVE PH 1B-2 - O6409006 - 10264 LOVE STORY ST, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $6,000 | Single Family Home | 5 beds | 3.0 baths | 3 gar

    Experience true Florida living in this stunning 5-bedroom, 3-bath home featuring a huge saltwater pool, expansive screened-in lanai, and a fully fenced backyard—perfect for entertaining and furry friends. Enjoy breathtaking west-facing sunsets and nightly Disney fireworks from your private pool oasis. The home offers a spacious three-car garage, a downstairs private office ideal for working from home, and a large upstairs bonus room for extra living or recreation space. A private downstairs bedroom with full bath adds convenience for guests or multi-generational living. Located on a conservation lot with no rear neighbors, this home offers exceptional privacy and peaceful views. The community features resort-style amenities including a pool, clubhouse, fitness center, playgrounds, dog park, and walking trails. Walking distance to great schools with convenient access to Disney, 429, and Flamingo Crossings.

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 16031 SILVER BROOK WAY, WINTER GARDEN, FL - MLS# O6409094

    SILVERLEAF RESERVE/HAML PH 2A - O6409094 - 16031 SILVER BROOK WAY, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $6,500 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Discover this stunning home featuring 5 spacious bedrooms and 5 bathrooms, designed for modern living and ultimate comfort. Filled with natural light, this elegant residence offers bright open spaces and a warm, inviting atmosphere throughout. Enjoy a beautiful private pool and a large backyard perfect for entertaining, relaxing, or outdoor activities. The oversized 2-car covered garage provides plenty of room for large vehicles and extra storage. Located in a highly desirable area with great schools within walking distance, this home offers both convenience and lifestyle. Residents also enjoy access to a clubhouse with a community pool, adding even more comfort and amenities. Combining contemporary style with functional living, this exceptional rental opportunity is perfect for those seeking luxury, location, and everyday convenience.

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 14286 BRAEMAR ST, WINTER GARDEN, FL - MLS# O6408832

    HIGHLAND RIDGE - O6408832 - 14286 BRAEMAR ST, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $2,850 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Located in the highly sought-after Highland Ridge community in Winter Garden, this stunning two-story home offers a spacious and modern open-concept design ideal for comfortable living and entertaining. Featuring 4 bedrooms and 2.5 bathrooms, the layout provides both functionality and style, with generous living spaces and an open floor plan that enhances natural light throughout. The home includes a large garage, ample storage, and all bedrooms located on the second floor for added privacy and convenience. The upstairs laundry room makes everyday living even easier. The primary suite is impressively sized, complete with a well-appointed bathroom designed for relaxation and comfort. Located in a vibrant community with top-rated schools and convenient access to major employment centers, shopping, and dining, this home delivers an exceptional modern Florida lifestyle with everyday convenience at its core.

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    Listing is courtesy of: POINTON REALTY INC

  • 15602 COMPASS ROSE ST, WINTER GARDEN, FL - MLS# O6408929

    WATERLEIGH - O6408929 - 15602 COMPASS ROSE ST, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $3,900 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Built in 2021 in highly desirable Waterliegh. Large 3227sf home 5 bedroom, 4 ½ bath with one full bath and bedroom on first floor. This wonderful home has plenty of architectural features and well designed. Starting with brick pavers for the driveway, the large front covered porch, and very large back lanai. From the moment you walk in the door, you are greeted with arched openings, formal front dining room, a butler's pantry workstation between the dining and kitchen. The gourmet kitchen features built in microwave and oven, Separate cooktop, large pantry, granite counters, sink island with breakfast bar, stepped up cabinetry with crown molding for a custom look and all stainless-steel appliances. Overlooking the café “second dining area” and large living-room with many windows and slider to back covered lanai. Elegant tile throughout the first floor up to the downstairs bedroom. Bedroom is carpeted and next to a full bath. First floor also has a half bath and drop zone next to the two-car garage. The upstairs loft and bedrooms are carpeted and tile in bathrooms. The Large open loft connects to the laundry room with washer and dryer included, Primary bedroom and bedrooms 3,4,5. The Primary bedroom has coffered ceiling and many windows. Bath has dual sinks, walk in shower, separate tub, large closet, and separate toilet room. Hall bath has dual sinks and lots of space. The 4th bath is a private bath to bedroom 5. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney. This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle. Fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Please email for more information or to get started in making this incredible home, YOUR home. Rent includes lawn care and all amenities access!

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    Listing is courtesy of: SPRING REALTY ONE LLC

  • 15086 LEBEAU LOOP, WINTER GARDEN, FL - MLS# O6408906

    WINDING BAY PRESERVE - O6408906 - 15086 LEBEAU LOOP, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $3,275 | Single Family Home | 4 beds | 4.0 baths | 2 gar

    Amazing newer home built in 2021 with 4 bedrooms, 4 baths waiting for you to call it Home. Separated semi-mother-in-law quarters with separate entrance. This beautiful almost 3000 sf home, less than 2 miles South of Waterleigh, is as gorgeous as it is spacious. From the covered and paved front porch where you can lounge and see the park at the corner, take a walk inside to enjoy the tall ceilings and vinyl wood planks throughout the first floor. First floor bedroom and first floor full bath with tiled shower to ceiling and gorgeous vanity granite counter. Walk around the corner to an open concept living area, starting with the large kitchen. The beautiful granite counters are a perfect match to the moca colored tall cabinets. Plenty of cabinet storage space with soft close feature and additional large walk-in pantry, Upgraded stainless steel gas stove with Microwave and Dishwasher, Large island with sink and breakfast bar. The island looks over the dining and family room area. The family room has plenty of windows for light and view of the huge back covered back paved patio. The stairs up open into an airy loft, bonus room that separates the bedrooms from the master. The large master bath has dual-sinks and large Shower with seat and beautifully tiled to ceiling with glass enclosure. The toilet has a sperate door as well as the large walk-in closet that’s 10 feet wide. Once you go out to the back patio, you choose to go into the 2-car garage, or upstairs to a very cool separated loft from the main house. This spacious loft can be used for so many things. It has its own café cabinets and sink separated from the fully usable bathroom and space to hookup a stackable washer and dryer. This amazing home is just a few hundred feet away from a cute park with playground, picnic pavilion and huge field overlooking a small pond. The home is in a great location a few miles west of Disney near the 429 to give you fast and easy access anywhere. Hospitals, restaurants and shopping are all pretty close and many more are being built nearby. Winter Springs Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Please email for more information or to get started in making this incredible home, YOUR home

    Contact Yellowkey Agent

    Listing is courtesy of: SPRING REALTY ONE LLC

  • 11965 BRACCO ST, WINTER GARDEN, FL - MLS# O6407048

    HIGHLAND RIDGE - O6407048 - 11965 BRACCO ST, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $3,600 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Step into this stunning and move-in ready home, completed in April 2025 and loaded with modern upgrades and designer touches throughout! Featuring a bright open-concept layout, the chef-inspired kitchen showcases elegant gold fixtures and flows seamlessly into the spacious dining and living areas, perfect for entertaining or enjoying everyday family life. Need extra flexibility? The private study tucked at the back of the home offers the ideal space for a home office, reading room, or guest retreat, while the expansive second-floor loft creates the perfect additional living space for movie nights, a playroom, or family gatherings. Located in the highly desirable Highland Ridge community in Winter Garden, this home offers easy access to top-rated schools, shopping, dining, major employment centers, and all that Central Florida has to offer. Built with smart energy-efficient features, this beautiful home delivers comfort, style, and lower utility costs year-round.

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    Listing is courtesy of: ALLUX REAL ESTATE LLC

  • 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL - MLS# O6408572

    HICKORY LAKE ESTATES - O6408572 - 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $4,750 | Single Family Home | 3 beds | 3.5 baths | 2 gar

    Rare find on a tucked away street in the heart of it all. This lakefront home on Lake Hickory Nut, a 403-acre skiable and bass fishing lake in Winter Garden, offers approximately 100 feet of direct waterfront with no HOA and Disney Firework Views. Situated on an oversized lot with the ability to park boats or RVs, the property is set within a peaceful community surrounded by mature landscaping and spacious homesites. Enjoy breathtaking sunrise views over Lake Hickory Nut, with expansive water views visible throughout the house and on your private balcony. The lake is routinely tested by Orange County and is recognized as a high-quality lake in the area, offering exceptional water clarity and cleanliness providing year-round recreational enjoyment. The home is completely upgraded and renovated. Featuring new lighting, flooring, windows, doors, AC, well, plumbing, interior/exterior paint, epoxy garage flooring, kitchen, bathrooms, appliances, garage door, soffits, gutters, and a paver driveway, walkway, and patio. The living areas of this home bask in natural light, making it feel airy and bright. A wood-burning fireplace in the living room and oversized windows overlooking the lake create a warm and inviting space. The kitchen features an eat-in area that flows into a formal dining room and formal living room, providing flexibility for both entertaining and everyday living. A Florida room is lined with oversized windows and trim detail that maximize natural light and panoramic water views, with French doors leading to a paver patio along the shoreline. The private dock, built in 2018, includes covered and open seating areas ideal for relaxing, boating, or fishing. The first floor includes a bedroom with en-suite bath. Upstairs, double doors lead to an oversized primary suite with a private balcony overlooking the lake. The primary bath offers dual separate sinks and a spacious closet. A secondary upstairs bedroom features a window seat, and an additional full bathroom serves the second level. The upstairs is also prepped for a stackable laundry unit (in addition to the garage hookup) for added convenience. Ideally located near Horizon West, Hamlin Town Center, Downtown Winter Garden, and Orange County National Golf Center, this property offers a rare opportunity to own fully updated, skiable lakefront frontage in one of Central Florida’s most desirable locations.

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    Listing is courtesy of: THE REAL ESTATE COLLECTION LLC

  • 8119 LAUGHING GULL ST, WINTER GARDEN, FL - MLS# O6408656

    SUMMERLAKE PD PH 01A - O6408656 - 8119 LAUGHING GULL ST, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $3,400 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Congratulations , and welcome to beautiful Summerlakes! This spacious 4-bedroom, 2-bath home offers plenty of comfort and convenience. Beautiful wood-style ceramic tiling welcome you upon entry into the home! The kitchen is a culinary oasis, equipped with a reverse osmosis filtration system, stainless steel appliances, a brand new Whirlpool refrigerator, gas stove, 42” eggshell cabinetry with crown molding, porcelain tile backsplash, and a built-in wine rack. Entertainment or relaxation are just a set of French doors away, as you step into the fully tiled and screened Florida room. You'll find plantation shutters throughout the home for added privacy and style, along with a MyQ wireless garage door operating system. Every room is equipped with a ceiling fan for year-round comfort. Wide hallways and a split floor plan add to the home's spacious and functional layout. Call and schedule your private tour today!

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    Listing is courtesy of: RC REALTY GROUP INC

  • 17077 HARBOR OAK PKWY, WINTER GARDEN, FL - MLS# O6407976

    WATERSIDE/JOHNS LAKE PH 2A - O6407976 - 17077 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $2,900 | Single Family Home | 3 beds | 3.0 baths | 2 gar

    Enjoy this Gorgeous home in the beautiful Waterside Community. This home features 3 Bedrooms, 3 Full bathrooms, a Den, a second floor loft, a Screened Patio and Two-car Garage. High Ceiling, upgraded tile flooring throughout the first level. BRAND NEW CARPETS! Spacious, modern kitchen with large center island over looking the living room. Master bedroom and the 2nd bedroom downstairs with 2 full baths. Upstairs you will find a loft area with the 3rd bedroom and it's own full bath. Large laundry room with cabinets, plenty of room for storage. The Waterside Clubhouse offer a Resort-style swimming pool, a Fully-equipped fitness center includes state-of-the-art cardio and weight equipment. Natural lakes, ponds and walking trails throughout the community, perfect for outdoor activities. Location is excellent. Just minutes from Publix, shops, restaurants, Winter Garden Villages and major highways. A rated schools! All of this and only about 15-20 minutes to Disney World. Tenant is responsible for utilities, internet, lawn care and pest control. Text Listing Agent today for a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: RATIO REAL ESTATE, 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.