Winter Garden Single Family Homes for rent by Neighborhood

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

View all Winter Garden Single Family Homes for Rent

ALEXANDER RDG homes for rent ALEXANDER RIDGE homes for rent
ANNIE L BERRY SUB homes for rent AVALON ESTATES homes for rent
CANOPY OAKS PH 1 homes for rent CANOPY OAKS PHASE 1 homes for rent
EMERALD ACRES homes for rent EMERALD RIDGE homes for rent
ENCORE/OVATION PH 1 homes for rent ENCORE/OVATION PH 2 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
HIGHLAND RDG PH 2 homes for rent HIGHLAND RIDGE homes for rent
HIGHLANDS AT SUMMERLAKE GROVES PHASE 2 91/36 LOT 1 homes for rent ISLES OF LAKE HANCOCK homes for rent
ISLES/LK HANCOCK PH III homes for rent JOE LOUIS PARK homes for rent
LAKE AVALON GROVES homes for rent LAKE AVALON GROVES REP 02 homes for rent
LAKESHORE PRESERVE PH 5 homes for rent LATHAM PARK NORTH homes for rent
NORTHLAKE AT OVATION homes for rent NORTHLAKE AT OVATION PHASE 1 109/122 LOT 49 homes for rent
ORANGE COVE homes for rent OSPREY homes for rent
OVERLOOK AT HAMLIN homes for rent REPLAT PT PLEASANT PARK SUB homes for rent
SIGNATURE LAKES homes for rent SIGNATURE LAKES PH 3B homes for rent
SIGNATURE LAKES PH 3B-1 homes for rent SIGNATURE LAKES PH 3B-4, 3B-5 & homes for rent
SIGNATURE LAKES PRCL 01C homes for rent SILVERLEAF RESERVE homes for rent
SILVERLEAF RESERVE/HAML PH 2A homes for rent SILVERLEAF RESERVE/HAMLIN PH 2 homes for rent
STONEYBROOK WEST homes for rent STONEYBROOK WEST D homes for rent
STOREY GROVE homes for rent STOREY GROVE PH 2 homes for rent
STOREY GROVE PH 4 homes for rent STOREY GROVE PH 5 homes for rent
SUMMERLAKE GRVS homes for rent SUMMERLAKE PD PH 01A homes for rent
SUMMERLAKE PD PH 1A homes for rent SUMMERLAKE PD PH 1B-A REP homes for rent
SUMMERLAKE PD PH 3A homes for rent TRADITIONS SUB homes for rent
VERDE PARK PH 1 homes for rent WATERLEIGH homes for rent
WATERLEIGH PH 1B homes for rent WATERLEIGH PH 2C-1 homes for rent
WATERLEIGH PH 3B 3C & 3D homes for rent WATERLEIGH PH 4B & 4C homes for rent
WATERMARK PH 1B homes for rent WATERMARK PH 2B homes for rent
WATERSIDE/JOHNS LK PH 2C homes for rent WATERSIDE/JOHNS LK-PH 1 homes for rent
WESTHAVEN AT OVATION homes for rent WESTHAVEN AT OVATION 111/89 LOT 88 homes for rent
WESTSIDE TWNHMS PH 03 homes for rent WINDING BAY PH 1B homes for rent
WINDING BAY PH 2 homes for rent

Newest Single Family Homes for Rent in Winter Garden by Neighborhood

View all Winter Garden Single Family Homes for Rent

  • 12829 CHARMED DR, WINTER GARDEN, FL - MLS# O6415235

    WATERLEIGH PH 4B & 4C - O6415235 - 12829 CHARMED DR, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 11:33PM

    $5,500 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    This fully furnished two-story home offers 4 bedrooms, 3 full bathrooms and a versatile flex room, ideal for a home office, playroom or additional living space. The kitchen has granite countertops, stainless steel appliances, a large center island with bar seating, and a spacious walk-in pantry. The kitchen flows seamlessly into the dining and family rooms, creating the perfect setting for entertaining. Large windows fill the home with natural light, while the covered lanai provides additional outdoor living space. Residents of Waterleigh have access to community pool, playground, fitness center and more. Within just minutes from top A schools, restaurants and major attractions.

    Contact Yellowkey Agent

    Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC

  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL - MLS# O6417585

    STOREY GROVE PH 2 - O6417585 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 7:00PM

    $3,300 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Excellent Investment Opportunity! Income-producing property with a tenant already in place. Start generating rental income immediately and enjoy a hassle-free investment opportunity. Single Family bungalow, 4 bedrooms and 3 full bathrooms, with backyard is rare. Designed for comfort and modern living, this property offers no carpet throughout, creating a clean and elegant look with luxury vinyl plank flooring. All pictures are real, no virtual staging or AI. The home includes a dedicated office space, thoughtfully designed and decorated, perfect for working from home. Enjoy the stylish TV/family room with a stunning wood slat accent wall and LED lights, adding warmth and sophistication to the space. Additional upgrades include a whole-house water filtration system and solar panels with a payment of less than $99 per month, helping reduce energy costs and increase efficiency. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.

    Contact Yellowkey Agent

    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL - MLS# O6417532

    - O6417532 - 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 5:12PM

    $2,850 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Now available this lovely 3 bedroom 2 bath single family home in beautiful Summerlake Groves community in Winter Garden. This spacious home features an open concept and clean design kitchen. Beautiful subway tile backsplash, stainless steal kitchen appliances, granite counter tops in kitchen and master suite. Tile flooring throughout and newer carpet in bedrooms. There's brick pavers on your front porch and backyard lanai. Oversized two car garage driveway. Perfectly located across the street from community pool and recreational area. LAWN CARE & WASHER/DRYER IS INCLUDED!! APPLY TODAY and live in one of Central FL most desired areas, horizon West!!

    Contact Yellowkey Agent

    Listing is courtesy of: VESTI LLC

  • 13227 SPRING GROVE WAY, WINTER GARDEN, FL - MLS# O6417550

    ENCORE/OVATION PH 2 - O6417550 - 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 5:09PM

    $3,295 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    This 4 bedroom, 2 bathroom home in the Encore at Ovation community is located near local shops and restaurants, Hamlin Town Center, theme parks, Orange County National Golf course, SR429, and the Florida Turnpike. The open floor plan features luxury vinyl plank throughout with a large family room and kitchen with stainless steel appliances, quartz counter-tops, breakfast bar, and pantry. The expansive primary suite has a large walk-in closet, dual sinks, and a walk-in shower. The backyard has been transformed into an oasis with a jacuzzi tub, artificial turf, covered outdoor kitchen with grill, sink, and refrigerator. Additional features include a lovely front porch, 2 car garage, and community swimming pool, playground, and gym. 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.

    Contact Yellowkey Agent

    Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY

  • 273 AVALON RD, WINTER GARDEN, FL - MLS# G5113807

    - G5113807 - 273 AVALON RD, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,995 | Single Family Home | 4 beds | 2.0 baths | 1 car

    Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets, with plenty of bar stool seating. The kitchen flows into a dining/living room space, with lots of windows to let in natural light, a further step down leads into a second space which could be a second living space/home school/office. The Primary bedroom is spacious with a large walk in closet and ensuite. Three additional bedrooms and bathroom complete this unique home. Outside we have a carport, lockable oversized storage for bikes etc, in the backyard there is a smaller fenced area with a shed and patio area making it perfect for privacy and for pets to roam safely. Across the street we have the Tucker Ranch Recreational Park with playground and trails, close to shopping, Restaurants, turnpike and easy access to Orlando. This home is available August 1st, call today for your own private tour !!!

    Contact Yellowkey Agent

    Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE

  • 12079 BRACCO STREET, WINTER GARDEN, FL - MLS# O6417016

    HIGHLAND RIDGE - O6417016 - 12079 BRACCO STREET, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,600 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable Winter Garden area! This charming rental property offers a bright and spacious open-concept floor plan, perfect for comfortable living and entertaining. The main floor features a welcoming living space, a fully equipped kitchen, and a convenient half bath for guests. Upstairs, you will find three cozy bedrooms, including a generous primary suite with a private en-suite bathroom. Located in prime Orange County, you are just minutes away from top-rated schools, fantastic shopping, dining, and major highways. Don't miss out on this incredible opportunity—schedule your private tour today!

    Contact Yellowkey Agent

    Listing is courtesy of: BUILD 2 RENT DIRECT, LLC

  • 9586 MEADOW HUNT WAY, WINTER GARDEN, FL - MLS# S5151933

    WATERMARK PH 2B - S5151933 - 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $5,500 | Single Family Home | 6 beds | 5.0 baths | 2 gar

    Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, this exceptional home offers bright open-concept living spaces, a stylish kitchen, and spacious bedrooms that seamlessly blend comfort and sophistication. Enjoy a private backyard retreat featuring a resort-style pool and beautifully maintained outdoor living areas, perfect for relaxing, entertaining, and enjoying Florida living year-round. For added convenience, **pool maintenance and lawn care are included in the rent**. Ideally located just minutes from top-rated schools, Downtown Winter Garden, Hamlin Town Center, shopping, dining, major highways, Disney attractions, and Orlando, this home offers the perfect combination of luxury, convenience, and lifestyle. **Available August 1, 2026.** Don't miss this opportunity to lease a remarkable home in one of Central Florida's most sought-after locations.

    Contact Yellowkey Agent

    Listing is courtesy of: NAIM REAL ESTATE LLC

  • 17876 ADRIFT RD, WINTER GARDEN, FL - MLS# O6415044

    WATERLEIGH PH 4B & 4C - O6415044 - 17876 ADRIFT RD, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $3,999 | Single Family Home | 5 beds | 4.0 baths | 2 gar

    Virtually Staged. One or more photo(s) has been virtually staged. Experience refined Florida living in this exceptional 2023-built lakefront home in the highly sought-after Waterleigh community of Winter Garden. Set on a premium lot with serene natural lake views, this residence offers a perfect blend of modern design, smart technology, and everyday convenience. The bright, open-concept layout is filled with natural light and seamlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining, all enhanced by tranquil water views. The gourmet kitchen features sleek countertops, ample cabinetry, and a large island designed for gathering. Upstairs, upgraded hardwood flooring throughout adds elegance and durability. The spacious primary suite offers a spa-inspired bath and walk-in closet, while additional bedrooms provide flexibility for family, guests, or a home office. Enjoy breathtaking lake views and Florida sunsets from your private outdoor space. A smart home system with integrated security enhances comfort and peace of mind. Prime location: Resort-style community amenities, top-rated schools within the neighborhood, Publix nearby, ~17 minutes to Disney, and easy access to highways, dining, shopping center.

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 16137 WIND VIEW LN, WINTER GARDEN, FL - MLS# O6416733

    WATERLEIGH PH 1B - O6416733 - 16137 WIND VIEW LN, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $3,500 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to Waterleigh master planned community. This lovely home located within the peaceful Marina Bay section has a fenced yard, 2 car garage, no rear or across street neighbors. The Cleardon floorplan is very desirable for it's layout, loads of storage, 1st and 2nd floor ensuite bedrooms, 2nd floor bonus loft space, large covered front porch, balcony and rear screened porch. 2-car Garage is in the back of home with dedicated alley access. Plenty of guest parking. This home has luxury vinyl plank flooring throughout, no carpeting, upgrades to lighting and blinds and window treatments, washer dryer stay. Lawncare incuded. Enjoy quick access to Hamlin, Winter Garden and Disney! Neighborhood amenities include multiple resort style community pools, sidewalks and walking trails, beach volleyball, putt putt golf, gym. Available for minimum 12 month lease. *Owners are open to longer term lease.

    Contact Yellowkey Agent

    Listing is courtesy of: IVRE ORLANDO

  • 8222 TOPSAIL PL, WINTER GARDEN, FL - MLS# O6416728

    LAKESHORE PRESERVE PH 5 - O6416728 - 8222 TOPSAIL PL, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $6,250 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    STUNNING, well-maintained Executive estate home with everything you've been looking for! This gorgeous GARDENIA model by TOLL BROTHERS features 4200 square feet of living space with AMAZING VIEWS of a tranquil pond in the front, retention space in back in the desirable LAKESHORE community in HORIZON WEST, providing the perfect ONE OF A KIND idyllic space you've been looking for! You will enjoy relaxed Florida living perfect for entertaining or a quiet day amongst the HIGH-END DETAIL throughout. You will feel the MAJESTY of this home upon entering the Welcoming Foyer & Dining Room! Attention to detail is observed throughout this home - from the window treatments, lighting features, built-ins, amongst many others. As you enter the WELL-APPOINTED open-concept kitchen/living room area you are greeted with the CHEF'S KITCHEN boasting Quartz countertops beautifully accenting the tall cabinets. Multiple pantries including a butler’s pantry, laundry room and an oversized Guest Bedroom and Bath complement the downstairs. The GRANDEUR of this home is evident in its back wall of windows which slide opens to a SPACIOUS EXTENDED COVERED PATIO to complete a truly blended indoor/outdoor living space. Outdoor comfort is accented by AUTOMATIC SCREENS which lead to a large, outdoor yard, perfect for enjoying sunrises and sunsets in a tranquil setting. Upstairs continues the warmth and high-end retreat you deserve. You will find the MASTER RETRAT, LARGE BATH with custom finishes and OVERSIZED WALK IN CLOSETS and a PRIVATE BALCONY, separated for privacy from the rest of the upstairs bedrooms. The middle of the second floor offers a LARGE FAMILY/GAME AREA. 3 additional bedrooms allow for a home office and enough room for family to complete the upstairs. Tankless GAS hot water heater, gas range and stove, and energy efficient windows provides for energy conservation peace of mind. Residents enjoy a MAGNIFICENT CLUBHOUSE with swimming pool, gym, volleyball court, grill area, canoes, lake access and fire pit for entertaining. Cable TV, Internet, Washer, Dryer, Pest Control and Ground Maintenance are included! The elementary and high school is in close proximity to the community! Located minutes from 429 with easy access to Disney, downtown Orlando, the beaches and theme parks. Note $1,000 of deposit will be non-refundableand due at signing contract to lease. Do not miss this opportunity, schedule a showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: CHASTAIN REAL ESTATE COMPANY 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.