Winter Garden Single Family Homes For Rent - 93 homes

Remarks: Freshly Painted!!! Now available for lease is this gorgeous 5-bedroom, 3-bathroom residence situated in one of Central Florida's most coveted neighborhoods! This exceptional home boasts an attached rear load 2-car garage and a charming front porch. Inside, you'll find an inviting open-concept layout with tile flooring adorning the living spaces. The airy kitchen features 42" cabinets, stone countertops, stainless steel appliances, a closet pantry, and an island sink with a delightful breakfast bar. The expansive master bedroom showcases a tray ceiling, a generous walk-in closet, and a master bath with dual sinks, a garden tub, and a separate shower. Innovation at Panther is enveloped by natural beauty and offers convenient access to highways, with Disney World and other popular theme parks, shopping centers, dining options, golf courses, and hospitals just minutes away! With top-rated schools and an unbeatable location, this opportunity is not to be missed! ***All Blue Chip Property Managers residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.

Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)

Listing Agent: Zane Place (407-663-9129)

Remarks: Welcome to the spectacular neighborhood of Regency Oaks in Winter Garden! This home has just been renovated with a quartz countertop, new stainless steel appliances, and beautiful laminate flooring. It is zoned for all A-rated schools and is close to the Groves Shopping Center, great restaurants, and has easy access to the 429. As you enter, the home opens up to a long formal dining room and sitting room combo, with the informal family room to the rear, both separated by the spacious kitchen. The Master Suite is situated on the right side of the home, making this a great split floor plan. The Master Bath includes a Roman tub, standalone shower, double vanity, and walk-in closet Well planned 4 bedroom 2 Bath, . Kitchen opens to the family room. Pets allowed. Close to Winter Garden Village and Historical Downtown Winter Garden, Restaurants and shopping

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)

Remarks: Located in the desirable Northlake at Ovation community, this well-maintained 4-bedroom, 3-bath single-story home offers a bright, open-concept layout designed for comfortable everyday living. The kitchen features 42” cabinets, quartz countertops, and a large island overlooking the living and dining areas, creating a great flow for both daily use and entertaining. The home includes luxury vinyl flooring throughout the main areas, a spacious primary suite with walk-in closet, a covered lanai for outdoor enjoyment, and a 2-car garage. Conveniently located in Winter Garden with easy access to shopping, dining, major roadways, and top-rated schools. Community amenities include a pool, clubhouse, playgrounds, and dog park. Available for rent. Showings by appointment only.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Mariana Nossa (407-455-9565)

Remarks: Beautiful and well maintained 3bedroom, 2.5 bath townhouse located in the highly sought-after WaterLeigh community in Winter Garden. This property offers an open-concept layout with abundant natural light, a modern kitchen with all appliances included, and spacious living and dining areas ideal for comfortable everyday living. All bedrooms are located upstairs, including a generous primary suite with a private bathroom. Additional features include a private garage and attic storage, providing valuable extra space. Waterleigh is a master planned community known for its strong rental demand, resort style amenities, and family friendly environment. Residents enjoy multiple pools, clubhouse, fitness center, playgrounds, and scenic walking and biking trails surrounded by lakes and fountains. The community offers a safe and peaceful setting, ideal for both families and tenants seeking quality of life. Located in an area with top rated schools and continued growth, this property presents an excellent opportunity for long term rental stability and consistent demand. Its prime location near Disney, major highways, shopping, and dining further enhances its appeal for residents and investors alike. An exceptional opportunity to secure a property that combines lifestyle, location, and strong rental potential in one of Central Florida’s most desirable communities. Avaible May 15 th

Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)

Listing Agent: Monica Paz (903-787-0819)

Remarks: Luxury Living Meets Historic Charm: Brand New Custom Home Steps from Downtown Winter GardenExperience the perfect blend of modern luxury and small-town enchantment in this brand-new, custom-built masterpiece. Located just a half-mile stroll from the vibrant heart of historic downtown Winter Garden, this 3-bedroom, 3.5-bathroom home offers an unparalleled lifestyle in one of Florida’s most sought-after neighborhoods.The Space:Every inch of this home features a meticulously thought-out floor plan designed for both high-end entertaining and quiet relaxation.Chef’s Dream Kitchen: Unleash your inner culinary artist in a kitchen equipped with premium finishes, custom cabinetry, and professional-grade appliances.Spa-Inspired Retreats: Each of the 3.5 bathrooms is a sanctuary of its own, featuring luxury tile work and high-end fixtures that evoke the feeling of a world-class resort.Storybook Curb Appeal: Start your mornings or wind down your evenings on the expansive, wrap-around front porch—the perfect spot to enjoy the friendly atmosphere of Winter Garden.The Location:Nature and adventure are literally at your doorstep. This property sits directly adjacent to the West Orange Trail, allowing you to hop on your bike or take a scenic jog at a moment’s notice. When you aren't on the trail, you’re just minutes away from the award-winning Saturday Farmers Market, boutique shopping, and the celebrated dining scene of Plant Street.Key Features:3 Spacious Bedrooms / 3.5 Designer BathroomsBrand new, custom constructionOpen-concept living with abundant natural lightDirect access to the West Orange TrailWalking distance to downtown shops and restaurantsLive the lifestyle you’ve been dreaming of. Schedule your private tour today! Minimum Requirements: 650+ Credit Score No Evictions No Bankruptcies Pass of background check Verifiable Income of at least 3 times the amount of monthly rent per month. All ERA Grizzard Real Estate residents are enrolled in the Resident Benefits Package (RBP) which includes renters insurance, HVAC air filter delivery (for applicable properties), credit building to help boost your credit score with timely rent payments, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. $59.00/month.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)

Listing Agent: Jessica Stahlman (407-276-2594)

Remarks: SPECIAL $300 OFF THE 1ST MO RENT - terms apply This Beautiful home is located in the Highland Ridge community in Winter Garden. The house features a family and dining room with a mix of laminate and carpet flooring, as well as stunning fixtures throughout. The open kitchen is equipped with stainless steel appliances, a breakfast bar, and a large pantry. The spacious master bedroom includes both a regular closet and a walk-in closet, along with a private bathroom featuring a stand-up shower and dual sinks. Additionally, the home offers a large bonus room upstairs and a separate laundry room. For convenience, there is a half bathroom downstairs for guests, a 2-car garage, and a driveway situated in the back. The neighborhood provides easy access to major employment centers and boasts excellent schools. Resident Benefit Package: $49.00-month. Includes HVAC air filter delivery, Tenant Liability Insurance, Credit Reporting, Tenant Rewards Program, and much more! This property is eligible for deposit alternative coverage in lieu of a security deposit. For information and enrollment, please contact our leasing team and enjoy a deposit-free renting experience.

Listing is courtesy of: SPECIALIZED PROPERTY MANAGEMENT (407-682-3355)

Listing Agent: Nancy Guadagnino (407-705-8559)

Remarks: Fantastic 3 bedroom 2 home in Stoneybrook West! INTERNET and CABLE TV INCLUDED!!! TOP RATED SCHOOLS!!! This wonderful home is located less than 3 miles from the popular Winter Garden Fowlers Grove shopping mall, numerous restaurants and is just minutes from the Turnpike, 408, and 429. The community of Stoneybrook West features resort style amenities such as 24 hour guarded gates for maximum security, large community pool with views of SPRING FED Lake, fitness center/gym, in-line skating rink, large playground area, basketball courts and a dock for fishing

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Frederico Hexsel (407-745-8841)

Remarks: In the heart Of Waterleigh, right across the street from the Main park, pool, and clubhouse center. This home is a 3- 2.5 with a bonus room, small loft and HUGE family room. Tile floor throughout first floor. Architectural details, designer doors, and arches give this home a custom look. large bonus room in the front, and huge family room open to dining and kitchen. The Gourmet kitchen with brown tiered cabinets accented with crown molding, tan granite counters, all stainless steel appliances, large walk in pantry and island breakfast bar overlooking the family area and side covered exterior patio. Another arched walkway to the back drop off area from the garage with tons of storage. Powder room half bath by stair and more closet space. Upstairs leads to laundry room with washer and dryer included, bedroom 2 and 3 share large bath with wide vanity and dual sinks in granite counter. The Primary bedroom is large with bath attached having large walk in shower, separated toilet room, large walk-in closet, and dual sink vanity split with makeup counter in between. 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, lake view 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!

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Bryce Rysewyk (407-340-1754)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. No Carpets!!! Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport. Schedule your showing today!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Shirley Botansky (407-704-0874)

Remarks: Must see!! Welcome Home, beautiful property with a lots of upgrades, freshly painted. Four ample bedrooms, separated Living and Dining, kitchen with granite counter tops. All appliances are included. Master suite with a large walking closet, and separate upgraded master bathroom with skylights. Big patio fenced. Conveniently Gated Community with Security Guard 24 hrs, closed Shopping centers, restaurants, and Theme Parks. Golf Community with amenities such as Pool, Tennis court, Lakefront, Fitness Center, Boating, basketball, Fishing pier, hockey, beach volleyball, and playground. Call today to request your showing.

Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)

Listing Agent: Milena Nunez (407-247-1814)

Remarks: s a beautiful 3 bedroom, 3 bathroom home offering the perfect blend of space and comfort. With a thoughtfully designed layout and inviting living areas, this home is ideal for both everyday living and entertaining. Nestled in a peaceful, well maintained community and just minutes from top-rated schools, shopping, and dining, it delivers both convenience and a relaxed Florida lifestyle.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Elaine Garcia (407-920-3616)

Remarks: AVAILABLE NOW! Location, location, location*HISTORIC WINTER GARDEN. 3br/1bath mid-century single family home. Short walk or golf-cart ride to Plant Street. Completely remodeled.

Listing is courtesy of: NEW SOLUTIONS REALTY INC (407-451-5473)

Listing Agent: Arletis Delarm (407-451-5473)

Remarks: Discover the perfect rental home at 16435 Parable Way in Winter Garden, where comfort meets convenience in one of the area’s most desirable locations. Nestled in a highly sought-after school zone, this home is ideal for families looking to combine quality education with a vibrant community lifestyle. Enjoy easy access to nearby shopping, dining, parks, and major roadways, making daily commutes and weekend outings effortless. Inside, the home features stylish, low-maintenance flooring throughout—no carpet anywhere—offering a clean, modern feel that’s both practical and elegant. Residents also benefit from fantastic community amenities, creating a welcoming environment you’ll love coming home to every day.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Spectacular three bedrooms, two bathrooms single family located in the beautiful Hawksmoor community. Generous living space, beautiful bright kitchen with granite countertops and stainless-steel appliances, washer and dryer included.. Private courtyard and 2 car garage. Spacious bedrooms, masters with a walk-in closet, and bathroom with double skins! Property located just minutes from shops, restaurants, and nearby parks! The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)

Remarks: Welcome to this beautiful 4 bedroom, 3 bathroom home with 2 car garage. The kitchen features quartz countertops, stainless steel appliances, a large island with bar seating (three chairs included), making it perfect for cooking and entertaining. This spacious single family home also offers a screened lanai and covered furnished patio along with a fully fenced backyard. From the backyard you can enjoy beautiful lake view and stunning Florida sunsets. Located in one of the most desirable communities in Winter Garden, the resort style neighborhood offers multiple pools, fitness centers, playgrounds, a clubhouse, and plenty of walking paths and nature trails. Waterleigh is conveniently located near Downtown Winter Garden, Winter Garden Village, Hamlin Town Center, and Florida State Road 429.

Listing is courtesy of: 7 BLUE LLC (813-842-1000)

Listing Agent: Giovanni Caballero (813-842-1000)

Remarks: Welcome to this CUSTOMZIED and MODERN property! 2,084 square feet of living space featuring four bedrooms, including a CUSTOM HOME OFFICE, and two and a half bathrooms. The open-concept layout includes a bright and inviting living area, contemporary design elements, elegant PANEL WALLS, CUSTOM BUILT-IN FURNITURE, and LED LIGHTINNG upgrades on the main floor. The home is fully furnished with SMART TVs, STYLISH DECOR, and high-end finishes throughout. The dedicated office is ideal for remote work or study, while the KID´S BEDROOM is tastefully decorated with two MONTESSORI style beds. The primary suite provides a peaceful retreat, perfect for rest and relaxation. Enjoy the convenience of a two-car garage and a prime location just minutes from top-rated schools, shopping, restaurants, banks, and more. Families will especially appreciate being near excelent schools, making this an ideal choice for those prioritizing quality education and a family-friendly environment. Schedule your appointment today. Association approval is not required. Renters Insurance is required.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Eduardo Pavone (407-232-1241)

Remarks: *****Brand-New Home with Premium Upgrades and Lake View in Silverleaf – Be the First Resident! ***** . Welcome to this stunning brand-new residence and be the first resident on the main streets of the highly desirable Silverleaf community. This exceptional home offers modern design, premium upgrades, and a prime location, making it the perfect choice for those seeking comfort, style, and quality living. The upgraded first floor features custom wood paneling, decorative LED light panels, designer chandeliers, decorative mirrors, and a built-in wine refrigerator, creating elegant living spaces. The open-concept layout provides seamless flow between areas and abundant natural light, enhancing the home’s modern and inviting atmosphere. Also on the first floor, you’ll find a customized and modern suite, ideal for use as a home office, guest accommodation, or a comfortable space for individuals with mobility needs—adding versatility and functionality to the home. The primary suite is a private retreat, offering comfort and privacy, with a beautifully designed en-suite bathroom perfect for relaxation and everyday convenience. Step outside to a backyard with direct lake views, offering a peaceful and scenic outdoor setting. ***For added privacy and comfort, a Fence and Screening will be installed in the backyard. As a unique bonus, you can enjoy Disney fireworks views right from the comfort of your home.*** A rare opportunity to live in a brand-new home with premium upgrades, lake views, and an exceptional location. Schedule your showing today! *Note: Renters insurance is required. Grounds care fee is additional.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Eduardo Pavone (407-232-1241)

Remarks: 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!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Courtney James (321-228-6181)

Remarks: Enjoy The Resort Style Community Of Waterleigh In Winter Garden! Built in 2020, This 3 Bed/2.5 Bath Single Family Home Offers Over 2000 Square Feet Of Luxury Living. Open Floor Plan Includes Spacious Kitchen With Dining/Living Room Combo. Kitchen Offers All White Cabinets, Stainless Steel Appliances And Large Island/Breakfast Bar. Half Bath Downstairs For Your Guests. Flex Space That Can Be Used As An Office. **NEW INTERIOR PAINT COMING.** Master Suite On Second Floor. Master Bath Features His And Her Sink, Large Vanity, Standing Shower, Separate Toilet Room, Linen Closet, And Spacious Walk-In Closet. Upper Floor Includes 2 Additional Spacious Bedrooms, Full Bath, and Loft Area. Tile Downstairs For Easy Maintenance And Upkeep, Carpet Upstairs. Laundry Room W/Washer Dryer Included. 2 Car Garage In Rear Off McLaren Aly. HOA responsible for all yard care - Easy Living! Amazing Community Amenities Include: Pool - Club House - Fitness Center - Bark Park - Playground - Beach Volleyball - Water Front Pier On Large Lake. Several Small Parks throughout Community Great For Stretching Your Legs. New Publix Shopping Plaza Scheduled to Open Soon! Easy Access to 429 Highway. Do Not Miss This Gem! Submit Your Applications Today! *Renters Insurance Required. Must Obtain and Show Proof Prior to Move In Date. By applying for this eligible property, Resident understands and agrees to auto-enrollment in the Utility & Maintenance Reduction Program, which includes AC filters being shipped to the property. Additional Fees Apply: Administration Fee $250 Pet Privilege Application Fee: $30 Pet Privilege Fee: $250 (non refundable) Pet Privilege Rent: $25 Utilities & Maint Program: $15/month (All Fees are subject to change without prior notice) Please Note: Applicant(s) maybe subject to HOA application fees, deposits, rules, policies, procedures, and processes. All County does not accept responsibility for HOA rental fees and/or board approval process. *Security deposit listed is the standard deposit amount. Final deposit amount may vary based on screening results and rental criteria.

Listing is courtesy of: ALL COUNTY CFL PROPERTY MGMT (407-802-2379)

Listing Agent: Vicky Ramos (689-231-6171)

Remarks: 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.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Jenny Carrer Carrero Vargas (321-216-6091)