Winter Garden Single Family Homes For Rent - 96 homes

Remarks: Beautiful, Water view home, Davis model, Awesome location in the heart of Horizon West right off the 429 at Independence and Avalon. This 4-2.5 with 2802sf sits right across the street from large pond so you can enjoy sitting on your front porch and take in the scenery. Inside has nice remodeled upgrades and ceiling fans through out. An open floor plan, great room and dining look into the gourmet kitchen, with built in oven, built in cooktop and stove hood. Sink island with breakfast bar. Beautiful tiled back splash, crown molding with white granite counters on white cabinets. First floor master bedroom, large walk-in closet, dual sinks, separate toilet, separate shower and stand alone tub. Second floor has bedrooms 2, 3, and 4 each have walk in closets. Laundry room upstairs with washer and dryer and hall bath. Front large loft through door is 14x20. Off the kitchen is back door to back covered porch and covered walk to garage. This home has 2 ac units for more efficiency, and fiber optic cable and lawn care is included. This community is right near the 429 exit at Independence, near the hospital and tons of new shops and restaurants. Information is deemed reliable but not guaranteed. pictures have virtual furnishings

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

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

Remarks: Welcome to 720 Parkmont Place, a charming 3-bedroom, 2-bathroom, single-story home located in the desirable Covington Chase community, nestled along the West Orange Trail in the heart of Winter Garden. Fully furnished and move-in ready, this home offers generous living space and well-sized rooms throughout. Upon entering, you'll find French doors leading to a flexible bonus room currently set up as a living area. This space would work equally well as a home office, playroom, or home gym. Continuing through, you're welcomed into the dining room, which flows seamlessly into the kitchen with additional dining options. The fully equipped kitchen includes a breakfast bar, ample cabinetry, and all major appliances. The main living room features a large, comfortable sofa, a television, and sliding glass doors that open to the rear of the home. The spacious primary suite includes its own sitting area, direct access to the covered porch, and an en-suite bathroom complete with a soaking tub, walk-in shower, oversized walk-in closet, and private water closet. Two additional bedrooms with built-in closets share a family bathroom with a shower-over-tub. A separate laundry room provides convenient access to the garage. Outside, the home offers driveway parking, a two-car garage, a covered rear porch, and a good-sized yard. Located within the golf cart district of Winter Garden, this home is ideally positioned just minutes from Historic Downtown Winter Garden, with easy access to the 429 and other major routes, plus an array of amenities including restaurants, bars, shops, and recreational options.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: 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.

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Samir Naim (818-268-9917)

Remarks: First floor 1 bedroom suite. Clean and spacious 1 bedroom, 1 bathroom, with seperate entrance, laundry shared. Unfurnished or can be furnished. Long or short term rental, This house sits on a huge lot with beautiful sunrise and sunset views. . parking spot on driveway. This apt is on the first floor, parking available

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Bibi Khan (407-463-9232)

Remarks: **Fully fenced 4-bedroom, 3.5-bath home with dual primary suites and an upstairs loft — one suite on each level — in Storey Grove, Winter Garden, Florida.** Two full en-suite retreats with oversized walk-in closets give this two-story home maximum flexibility for multi-generational living, remote work, or hosting extended family. The open-concept main level features a tile entry, granite island kitchen with large cabinetry, and stainless steel appliances. An upstairs loft adds bonus living space — ideal as a media room, playroom, or home office. A fully fenced yard, 2-car garage, and generous storage complete the layout. Storey Grove residents enjoy a clubhouse with cabana, picnic area, resort-style pool, and fitness center. Located near Avalon Road and Flamingo Crossings Boulevard, the community offers walkable access to shopping and dining, with minutes to Historic Downtown Winter Garden, Walt Disney World Resort, SR 429, and Florida's Turnpike.

Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP (407-873-8379)

Listing Agent: Angela Rodriguez (407-873-8379)

Remarks: Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Samir Naim (818-268-9917)

Remarks: Brand-new home available for rent in Winter Garden. The layout includes a first-floor guest suite and a bonus room above the garage that serves as the fifth bedroom, offering flexibility for a home office, playroom, media room, or guest space. Unlike many new construction rentals, this home was thoughtfully upgraded beyond the builder's standard finishes. Features include upgraded cabinetry and countertops, luxury vinyl flooring throughout the house, additional lighting, enhanced HVAC filtration, and extra windows that bring natural light into the primary suite. The home includes a Ring video doorbell, Govee leak detection system with multiple sensors, and a SoftPro Elite Smart HE Water Softener system. The kitchen features a premium appliance package, including a GE Profile™ Smart 4-Door French Door refrigerator with Kitchen Assistant™, water and ice dispenser, GE Café™ gas range, GE Café™ microwave, and GE Café™ dishwasher. A GE Profile™ Smart washer and dryer are also included. Select furnishings will remain with the property. The primary bedroom includes a king-size bed, while matching dressers and nightstands will be available in their original packaging for tenant use if desired. Located in a newly completed community, this home has never been occupied and includes a combination of upgrades, technology, and included features that are not commonly found in rental properties. *Locked storage cabinet located under the game room staircase in the garage is excluded from tenant use.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Paula Maestrini (407-728-2666)

Remarks: Beautiful 4-bedroom, 3-bath home available for rent in the highly desirable Waterleigh community of Winter Garden. This spacious residence features an open-concept floor plan, a modern kitchen with stainless steel appliances, generous living areas, and abundant natural light throughout. Enjoy access to resort-style community amenities including pools, fitness centers, playgrounds, walking trails, sports courts, and clubhouse facilities. Conveniently located near shopping, dining, top-rated schools, major highways, and Walt Disney World. Lawn care is included. Experience comfortable living in one of Central Florida's premier master-planned communities. Schedule your private showing today!

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

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

Remarks: 2 Bedroom Single Family Home in Wintergarden! Single Family Home, 2 Bedrm / 2 Bathroom, 4 Parking Spots, Plenty of Parking, Backyard Patio, Brand New Kitchen, Hardwood Flooring, Freshly Painted. The deposit amount is based upon the application results. Pets: OK- SMALL- Under 24LBS (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,650.00 for the first 4 months, $2,800.00 for the remaining 8 months (Average: $2,750.00/mo). AVAILABLE: July 15, 2026

Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)

Listing Agent: Jay Myers (407-641-5782)

Remarks: Welcome to 224 Faulkner St, a well-maintained 3-bedroom, 2-bathroom single-story home located within the golf cart district of desirable Winter Garden. As you enter the home, you're welcomed into a spacious living and dining area featuring vaulted ceilings, abundant natural light, and direct access to the backyard. The kitchen includes a breakfast bar, refrigerator, oven, and dishwasher, and flows conveniently into the dining space. The primary suite is privately positioned to the right side of the home and features an ensuite bathroom with dual vanities, a separate shower and toilet area, and a walk-in closet. Two additional bedrooms are generously sized and share a full family bathroom. Additional features include a dedicated laundry room with a washer and dryer, interior access to the two-car garage, and a driveway with ample parking. Outside, the home offers a spacious yard perfect for enjoying Florida living. Conveniently located approximately half a mile from Plant Street, this home offers easy access to downtown Winter Garden's shopping, dining, farmers market, and local events.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: Welcome to this beautifully maintained home in the highly desirable Summerlake community of Winter Garden! Perfectly situated directly across from a playground, offers comfort, style, and convenience for families and professionals alike. he home features an open-concept layout with a spacious kitchen, ample counter space, and seamless flow into the main living area, creating an ideal setting for everyday living and entertaining. A bright flex space/sunroom provides the perfect setting for a home office, reading area, or playroom. Step outside to enjoy a private fenced backyard featuring low-maintenance artificial turfand plenty of room for outdoor enjoyment, relaxation, and family gatherings. Residents enjoy access to outstanding community amenities, including a resort-style pool, tennis courts, a large dog park, and multiple playgrounds. Conveniently located near top-rated schools, shopping, dining, major highways, and the area's world-renowned attractions. *This home is offered unfurnished.

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

Listing Agent: Any Alves (407-455-0618)

Remarks: Beautiful spacious 4 bedroom, 3 bath pool home located in GATED community of Wintermere Pointe, Winter Garden. This home offers 3,000 square feet of living space. Enjoy the private screened in pool. Large bonus room. Great location! Just minutes from Winter Garden Village, SR 429 and the Florida Turnpike. Pool and Lawn included. Freshly painted. Must see!

Listing is courtesy of: CLASSIC INTERNATIONAL REALTY LLC (407-876-8706)

Listing Agent: Barbara Schafer Holland (407-876-8706)

Remarks: Move in Ready! Come check out this Maintenance Free house! Rent includes Lawn care, Pest control and Solar Fee! This beautiful 4 bed/3 bath, two-story SOLAR energy-saving home is located in Winter Garden and the desirable Waterside community. The house has 1 guest suite downstairs, 1 Master suite, and two bedrooms upstairs with a built-in study nook. The kitchen includes quartz countertops and stainless steel appliances, and it opens up to the spacious living room. Upgraded wood plank tile throughout the first floor. The community offers a Club House with Pool, Gym Fitness, Party Hall, Playground, Lake, trails, BBQ/Picnic, etc. Located just a few minutes from Winter Garden Village, Publix, shopping, A-rated schools, restaurants, hospital, and Disney World!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: 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.

Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)

Listing Agent: Silvia Fumagalli, Pa (407-535-5564)

Remarks: Virtually Staged. Luxury Pool Home for Lease in Wintermere | Winter Garden, Florida Experience elevated Florida living in this beautifully appointed 4-bedroom, 2-bath residence nestled within the sought-after gated community of Wintermere. Ideally positioned between Winter Garden, Windermere, and Clermont, this home has the perfect blend of comfort, convenience, and resort-style outdoor living. Situated on an oversized 0.31-acre homesite, this thoughtfully designed split-bedroom floor plan provides privacy and functionality for families and professionals alike. The spacious interior features ceramic tile throughout the main living areas and owner’s suite, while the secondary bedrooms have the warmth and comfort of carpeting. The heart of the home opens seamlessly to an incredible outdoor retreat where you’ll enjoy a sparkling saltwater pool, expansive patio space, and a private backyard setting designed for relaxation, entertaining, and enjoying Florida’s year-round sunshine. The generous owner’s suite serves as a peaceful sanctuary, complete with a spa-inspired bathroom featuring a soaking tub, separate walk-in shower, and ample closet space. Designed for both everyday living and entertaining, the open-concept layout creates an inviting atmosphere with abundant natural light and comfortable living spaces throughout. Property Highlights • 4 Spacious Bedrooms • 2 Full Bathrooms • Private Saltwater Pool • Gated Community Location • Split-Bedroom Design • Open Living & Dining Areas • Spacious Owner’s Retreat • Garden Tub & Separate Shower • Ceramic Tile Flooring in Main Areas • Large Backyard & Outdoor Living Space • Extended Driveway • Oversized 0.31-Acre Lot Prime Central Florida Location Conveniently located near: • Winter Garden Village • Hamlin Town Center • Walt Disney World Resort • Florida Turnpike & SR-429 • AdventHealth & Orlando Health Facilities • Valencia College • University of Central Florida Campuses • Shopping, Restaurants & Entertainment Enjoy the convenience of being minutes from major roadways, top-rated shopping, dining destinations, recreation, and Central Florida’s leading employers while coming home to your own private backyard oasis. Homes with private pools in Wintermere are rarely available. Schedule your private tour today and discover everything this exceptional rental home has to enjoy!

Listing is courtesy of: LANDLORD FINDERS BUILD REAL ESTATE LLC (407-697-4311)

Listing Agent: Heather Grooms (407-697-4311)

Remarks: What a beautiful community at Horizon West area which is called "Waterleigh" in Winter Garden of Central Florida. It's the most popular floor plan named "Cordale Elevation E". It is a great schools area. The community comes with a phenomenal clubhouse which are included resort style swimming pool, full equipment fitness center, beach volleyball, tennis courts, soccer field, banquet hall, cabanas, BBQ area, community parks, and play ground. Homeowners’ association take care the full services of landscape circumstances. A few minutes to the theme parks and a supermarket by the community entrance. You can't miss it, rent it for your sweet and lovely family.

Listing is courtesy of: SUNSTAR REALTY FL INC (407-350-8266)

Listing Agent: Zhe Wang (407-705-7288)

Remarks: Luxury lease opportunity in the gated community of Canopy Oaks, offering an exceptional combination of space, privacy, and convenience in one of Winter Garden's most desirable locations. Ideally situated near major healthcare facilities, business centers, Downtown Winter Garden, Winter Garden Village, and Orlando's attractions and entertainment destinations, this A.R. Bailey Homes Delray model is designed for those seeking luxury living with easy access to everything Central Florida has to offer. Nestled within an intimate community of just 49 homesites, this impressive residence showcases timeless architecture and thoughtful design throughout. A striking exterior presentation features a paver driveway, concrete tile roof, stone-accented elevation, wood-look garage doors, and grand solid wood double-entry doors. Inside, expansive living spaces are filled with natural light and enhanced by architectural ceilings, elegant finishes, and a versatile floor plan designed for both everyday living and entertaining. The chef-inspired kitchen serves as the heart of the home, featuring a natural gas cooktop with exterior venting, built-in oven, upgraded appliances, pot filler, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, walk-in pantry, and an oversized island overlooking the spacious great room with coffered ceilings. A gated wine cellar adds a distinctive feature rarely found in comparable properties. The first-floor primary suite offers a private retreat complete with dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom-designed closet system. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, or a private office. Upstairs, the home continues to impress with a second primary suite, two additional en-suite bedrooms, a spacious loft, guest powder bath, and a covered balcony, creating multiple private living areas throughout the residence. Designed to embrace Florida's indoor-outdoor lifestyle, dramatic corner-opening glass walls and expansive stackable sliding doors create a seamless connection to the covered lanai, enhanced by a motorized retractable screen. The oversized backyard offers privacy and abundant space for outdoor enjoyment. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and extensive storage throughout. Residents enjoy access to community walking trails and a playground while benefiting from convenient access to healthcare facilities, shopping, dining, recreation, and major transportation corridors including the Florida Turnpike, SR 429, SR 408, and Interstate 4. Property is currently offered for sale (MLS# O6394059) and lease. Availability and terms are subject to change. Virtual pool rendering shown for illustrative purposes only. No pool currently exists on the property. Any depicted pool or outdoor improvements are conceptual and subject to design, permitting, and approval requirements.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Lisa Rutkowski (407-793-2416)

Remarks: Located directly across from the Orange County National Golf Course, and in the heart of Hamlin Groves. This home features an open floor plan, and gorgeous island kitchen. As you step into the foyer you are immediately drawn by the warm light grey color palette, as you flow past the home office, and formal dining room into the open great room and kitchen. The immense quartz island is perfect for family gatherings or busy mornings. The gas stove and ample counter space will satisfy every chef. A Butlers Pantry connects the Kitchen with the Formal Dining Room and will make every holiday special. Large Great Room with triple sliders leads onto the lanai and large corner lot, located on a secluded cul de sac. Upstairs is a large open loft and all bedrooms. The Master Suite is spacious with an elegant Master Bath. Double, split vanities make the morning rush more efficient. This community is just minutes from the new high end Hamlin Shopping/Dining/Entertainment complex. Less than 30 minutes to downtown Orlando or 45 minutes to Tampa. Community Pool, Tennis Courts, Soccer Field, Dog Park, Picnic / BBQ pavilions and walking trails complete this gem. Book your private showing today! This home will not last long.

Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)

Listing Agent: Ed Sloniker (352-217-0284)

Remarks: Beautiful 4-bedroom, 2.5-bath home located in the desirable Highland Ridge community! This spacious home features an open floor plan, a versatile loft, modern finishes, and all appliances included. Ideally situated directly across from the community clubhouse and recreational amenities, offering unmatched convenience and great views. Pet-friendly property with owner approval. Excellent location near top-rated schools, shopping, dining, and major highways. One of the best rental values in the area—don't miss this opportunity!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Ana Sampaio Pereira Willeman Moura (312-523-7720)

Remarks: Spacious and beautifully designed 5-bedroom, 3-bathroom home with a 3-car garage located in the heart of Winter Garden. Offering approximately 3,462 square feet of living space, this home features a versatile floor plan perfect for families of all sizes. The first floor includes a formal dining room, a spacious family room, a separate sitting room, and a well-appointed kitchen with granite countertops, ample cabinet space, and a breakfast nook. A full bedroom and bathroom are conveniently located downstairs, making it ideal for guests, extended family, or a home office. Upstairs, you'll find a large loft area, four additional bedrooms, and two full bathrooms. The oversized primary suite offers a spacious retreat complete with dual vanities, a garden tub, a separate shower, and generous closet space. Ideally located near top-rated schools, shopping, restaurants, major highways, and just minutes from downtown Winter Garden. Enjoy easy access to Walt Disney World, other world-famous Central Florida attractions, and all the conveniences the area has to offer. Don't miss the opportunity to make this spacious Winter Garden home your next residence. Schedule your showing today!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Amanda Yuan (407-353-2867)