Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton33319 OR 33321 OR 33467
Find Winter Garden Real Estate for Rent by clicking on the relevant neighborhood.
View all Winter Garden Real Estate for Rent
ENCORE/OVATION PH 4B SEC 19 - O6401288 - 15883 TOLLINGTON ALY, WINTER GARDEN, FL 34787 Just Added on 04/23/2026 1:10PM
$2,950 | Townhouse | 3 beds | 2.5 baths | 2 gar
ALMOST NEW townhome available to lease in Winter Garden, Florida. This 2-story property offers a beautiful and spacious living space with 3 bedrooms, 2 bathrooms, and a 2-car garage. With a total size of 1,833 square feet, this house provides plenty of room for you and your family. This beautiful model open-concept layout creates a seamless flow between the living room, dining area, and kitchen, making it perfect for entertaining family and friends. Your kitchen is thoughtfully designed with high-end finishes and top-of-the-line appliances, providing a space where you can prepare delicious meals and create lasting memories. The bedrooms in this home are generously sized and offer ample natural light. Your owner's bedroom boasts an en-suite bathroom, providing a private sanctuary for relaxation. The additional 2 bedrooms are perfect for children or guests. The outdoor space of this property is equally impressive. Whether you're looking to create a cozy outdoor seating area or a vibrant garden, the possibilities are endless. Spend your evenings enjoying the Florida weather on the patio or create a barbecue area for outdoor gatherings with friends and loved ones. You'll have easy access to a variety of amenities, including shopping center
Listing is courtesy of: DALTON WADE INC
MANNS FIRST ADD - O6401722 - 508 VARSITY ST, WINTER GARDEN, FL 34787 Just Added on 04/23/2026 11:15AM
$1,695 | Half Duplex | 2 beds | 1.0 baths
Primo location. Hip patio villas situated on a quiet oak lined street featuring polished concrete flooring throughout, updated kitchen, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing Company. AMAZING!! For your fitness needs pick up West Orange Trail from downtown, walk, skate, jog or bike the best Florida has to offer.Walk downtown to the Saturday's Farmers market for your fresh produce home baked breads & more. Easy commute to major highways SR429, SR408, Florida Turnpike. Easy commute to Disney and attractions. Check out the Winter Garden events schedule always fun events happening within close proximity of your new home. Ready to move yet? Call today.
Listing is courtesy of: CAPITAL REALTY GROUP FLORIDA
WATERLEIGH PH 3A - O6401611 - 9330 MCLAREN ALY, WINTER GARDEN, FL 34787 Just Added on 04/22/2026 9:25PM
$3,150 | Single Family Home | 3 beds | 2.5 baths | 2 gar
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. 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
PARKVIEW/HAMLIN - O6401538 - 15363 HAMLIN PARK DR, WINTER GARDEN, FL 34787 1 Day on yellowkey
$3,500 | Townhouse | 3 beds | 3.5 baths | 2 gar
Welcome to Parkview at Hamlin in the heart of Horizon West! This beautifully maintained townhome by Ashton Woods offers modern design, an open-concept layout, and a spacious kitchen perfect for everyday living and entertaining. Enjoy low-maintenance living with a 2-car garage and stylish finishes throughout. Ideally located just minutes from Hamlin Town Center, 429, top-rated schools, and Walt Disney World. Don’t miss this opportunity to lease in one of Winter Garden’s most desirable communities!
Listing is courtesy of: REAL BROKER, LLC
WATERLEIGH PH 4A - O6401473 - 12032 HOLYSTONE ST, WINTER GARDEN, FL 34787 1 Day on yellowkey
$2,600 | Townhouse | 3 beds | 2.5 baths | 1 gar
Experience the charm of Waterleigh Community with this stunning 3 bedroom, 2.5 bathroom townhome available for rent. The open-concept main floor features a seamless living room, dining area, and kitchen with stainless steel appliances, including a modern refrigerator. Located in Waterleigh Phase 4 near both the Elementary and Middle School, this home welcomes you with granite countertops, a large kitchen island, ceramic tile floors, modern blinds, a covered and screened patio, and a half bath. The single-car garage has an epoxy floor and paved driveway. Upstairs, find all three bedrooms and a private laundry room with modern appliances. The master suite offers a double bowl vanity, walk-in closet, and spacious shower. Enjoy Waterleigh's exceptional amenities, including two clubhouses, resort-style pools, fitness centers, putt-putt golf, tennis, BBQ areas, a dog park, and more. --- Application Fee $75.00 Per Adult (18 & Older). --- Association approval not required --- No short-term lease (12 months lease only). --- Renters Insurance required. --- Washer and Dryer included. --- Small Dogs may be accepted with additional monthly fee of $25.00 per pet. --- Atwater Bay (Elementary), Water Springs (Middle School) and Horizon (High School).
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES
HARVEST AT OVATION 112/64 LOT 142 - O6400523 - 15030 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 1 Day on yellowkey
$3,800 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Nestled in the sought-after Harvest at Ovation community in Horizon West/Winter Garden, this beautifully appointed single-family home offers the perfect combination of comfort, style, and location. Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, the home includes a desirable first-floor suite—ideal for guests or multi-generational living. Enjoy the convenience of being just minutes from Walt Disney World, top-rated schools, shopping, dining, and everyday essentials. With easy access to FL-429 and US-192, as well as close proximity to Horizon West, Winter Garden Village, and Orlando, this home is perfectly positioned in one of Central Florida’s most rapidly growing and desirable areas. Please be aware that the garage apartment is currently rented until August 2026. it will become available after for additional rent. Easy to show on lock box.
Listing is courtesy of: KICANTO REALTY
OSPREY RANCH PH 1 - S5148369 - 12506 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 1 Day on yellowkey
$1,600 | Townhouse | 1 beds | 1.0 baths | 1 gar
Welcome to this stunning 1-bedroom, 1-bathroom home located at 12506 Westhaven Oak Dr, Winter Garden, FL 34787, in the highly desirable area of Winter Garden. This spacious residence offers a perfect combination of elegance, comfort, and modern living. Featuring a thoughtfully designed floor plan, the home boasts expansive living areas filled with natural light—ideal for both everyday living and entertaining. The kitchen is well-appointed with ample cabinetry and counter space, seamlessly connecting to the dining and family areas for a true open-concept feel. The generously sized bedrooms provide comfort and privacy, including a luxurious primary suite with a private bathroom and ample closet space. With four full bathrooms, this home is perfect for larger households or hosting guests. Enjoy outdoor living with a private backyard space, ideal for relaxing or entertaining. Conveniently located near top-rated schools, shopping, dining, and major highways, this home offers easy access to everything the greater Orlando area has to gives. Don’t miss this incredible opportunity—schedule your private showing today! ??
Listing is courtesy of: LA ROSA REALTY LLC
TOWNHOMES WINTER GARDEN - O6401072 - 376 DOUGLAS WAY #73, WINTER GARDEN, FL 34787 2 Days on yellowkey
$1,650 | Condo | 3 beds | 2.0 baths
Available to rent in the heart of Winter Garden! This 3-bedroom, 2-bathroom condo is located in the Townhomes of Winter Garden community that features a community pool, quick access to major roadways, minutes from the charm and dining of Downtown Winter Garden and the scenic West Orange Trail, perfect for biking, walking, and outdoor recreation.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC
SOUTHERN PINES CONDO - O6401124 - 430 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787 2 Days on yellowkey
$2,000 | Townhouse | 2 beds | 2.0 baths
Available Now | First-Floor Condo in Gated Winter Garden Community Welcome to 430 Southern Pecan Cir, Unit 101, a bright and well-maintained first-floor condo located in the highly desirable Southern Pines community in Winter Garden. This inviting home features an open-concept layout filled with natural light, creating a comfortable and functional space perfect for both relaxing and entertaining. The kitchen offers ample cabinet storage and flows seamlessly into the living and dining areas, giving the home a spacious feel. Enjoy the convenience of an in-unit washer and dryer and ground-floor access—no stairs to climb. Step outside and take advantage of resort-style amenities, including: Swimming pool Fully equipped fitness center Tennis courts Indoor basketball court Sand volleyball court Private movie theater Located just minutes from Downtown Winter Garden, you’ll have quick access to popular dining, shopping, local parks, and major highways—making commuting and weekend plans effortless. Highlights: • First-floor unit – easy access • Washer & dryer included • Bright, open living space • Gated, amenity-rich community • Prime location near downtown, shopping & highways This home is ideal for tenants seeking low-maintenance living with resort-style perks in one of Central Florida’s most convenient and growing areas.
Listing is courtesy of: ORLANDO REAL ESTATE LLC
HAMLIN RESERVE - S5148254 - 15465 HONEYBELL DR, WINTER GARDEN, FL 34787 3 Days on yellowkey
$2,700 | Townhouse | 3 beds | 2.5 baths | 2 gar
Live in style and comfort in this beautiful 3-bedroom, 2.5-bathroom townhome located in the highly desirable Hamlin Reserve community in Winter Garden. This modern home features an open-concept layout with a spacious living and dining area, complemented by a stunning kitchen with 42” upper cabinets, granite countertops, stainless steel appliances, and a large island—perfect for entertaining. Upstairs, you’ll find three generously sized bedrooms filled with natural light, including a primary suite with a walk-in closet and dual-sink vanity. The laundry room is conveniently located on the second floor. Enjoy a private fenced patio and a rear-entry 2-car garage, offering both comfort and convenience. Located in Horizons West, residents enjoy access to resort-style amenities including a pool, clubhouse, playground, dog park, and scenic green spaces. Just minutes from major highways, shopping, restaurants, and top-rated schools. Only minutes from Winter Garden Village and a short drive to Disney. Available starting May 30, 2026. Don’t miss this incredible opportunity—schedule your showing today!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION
- O6400898 - 16350 HAMLIN VIEW ST, WINTER GARDEN, FL 34787 3 Days on yellowkey
$3,000 | Townhouse | 3 beds | 2.5 baths | 2 gar
Introducing the Harbor Townhome at Hamlin Ridge Step into the Harbor Townhome, an inviting end unit located on a prime corner lot with no side neighbor to the right. This thoughtfully designed residence features 3 Bedrooms and 2.5 Baths, complemented by a spacious open first floor perfect for modern living and entertaining. Hamlin Ridge enjoys a superb location just off SR 429, placing you a mere 7 miles north of Walt Disney World's western entrance and only 10 miles from Orlando's bustling tourist area along US 192. The community offers exceptional accessibility, with a quick 20-minute drive to downtown Orlando, where you can immerse yourself in the city’s vibrant cultural scene. The strategic placement of Hamlin Ridge ensures seamless connectivity to major roadways, including the Florida Turnpike/SR 429, East/West Expressway (SR 408), and SR 429/I-4 interchange. Whether you're commuting within Central Florida or exploring further afield, Hamlin Ridge serves as the ideal central hub. Additionally, families will appreciate the convenience of having Hamlin Elementary School and Hamlin Middle School right next to the community, making education easily accessible. Experience the comfort and convenience of the Harbor Townhome at Hamlin Ridge, where a perfect blend of location, style, and practicality awaits.
Listing is courtesy of: WEBB FLORIDA REALTY LLC
HERITAGE/PLANT STREET - G5111272 - 619 E PLANT ST, WINTER GARDEN, FL 34787 3 Days on yellowkey
$2,800 | Townhouse | 3 beds | 2.5 baths | 2 gar
Welcome to this charming and well-located rental in the heart of Winter Garden! Situated on historic Plant Street, this inviting property offers the perfect blend of character, convenience, and lifestyle. This home features a bright and functional layout with comfortable living spaces, ideal for relaxing or entertaining. Large windows bring in plenty of natural light, creating a warm and welcoming atmosphere throughout. The kitchen is thoughtfully designed with ample cabinet space, making everyday living easy and efficient. Step outside and enjoy being just moments from the vibrant downtown Winter Garden district. You’ll have easy access to local shops, dining, the popular farmers market, and the scenic West Orange Trail—perfect for biking, walking, or enjoying Florida’s beautiful weather. Additional highlights include convenient parking, quick access to major roadways for commuting to Orlando and surrounding areas, and enrollment in a Residents Benefits Package offering HVAC filter delivery, renters insurance, and more for $39.95/month. Whether you’re looking for a cozy place to call home or a location that keeps you connected to everything, this rental offers the best of both comfort and convenience. Don’t miss your chance to live in one of Winter Garden’s most sought-after areas—schedule your showing today!
Listing is courtesy of: WATSON REALTY CORP., REALTORS
TOWNHOMES WINTER GARDEN - O6394510 - 344 ERON WAY #12, WINTER GARDEN, FL 34787 4 Days on yellowkey
$1,695 | Condo | 2 beds | 2.0 baths
This two bed, two bath villa home offers low maintenance living near downtown Winter Garden. TWO PARKING SPACES! Walk into an open concept living area with two large windows giving plenty of natural light. The kitchen offers solid wood cabinets, granite, and stainless steel appliances. The primary bedroom offers two closets and an ensuite bathroom. A second bathroom is down the hall going to the second bedroom. Exterior Maintainance and landscaping offers low maintenance for this beautiful villa. The community offers a pool to relax in or take your laps. The kids can enjoy the pool or the large community yard right outside your doorstep. Just a short distance to Plant Street where you can enjoy the farmer’s market, dining, shops, and access to West Orange Trail downtown has to offer. Just off major highways for commuting anywhere in the Orlando area (Hwy 50, Turnpike, 429, 408, 414). Everything else you could need is right along Colonial Drive.
Listing is courtesy of: MOFFATT