Winter Garden Single Family Homes For Rent - 99 homes

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: Virtually Staged. INDEPENDENCE POOL home with Carriage House / In law suite above garage (1 bedroom, 1 bath and kitchen area ) is what you have been waiting for. Situated on a large corner lot with lots of curb appeal. As you walk up to your future home you are greeted by your large front porch. Exquisite flooring and granite through out. Stainless steel applianced with gas stove. This is truly and AMAZING community 2 clubhouses, 2 COMMUNITY POOLS, 2 FITNESS CENTERS, business center, ARCADE, billiards room,10’ NATURE & BIKE TRAILS THROUGHOUT, 2 dog parks, tennis & basketball courts, 2 PRIVATE BOAT RAMPS (on one beautiful Lake Hancock w/ boat/ski waters), and hundreds of acres dedicated to parks & recreation. Plus, fantastic community events planned by full time community EVENT PLANNER. On-site community manager too. New stores, restaurants, movie theater, Publix grocery store within one mile. Minutes to theme parks, 30 minutes to downtown Orlando or International Airport.SIGNATURE LAKES literally tucked away but yet in the middle of all the beauty and fun that makes this area highly sought after.

Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)

Listing Agent: Sabah Rab (407-575-6599)

Remarks: SIGNATURE LAKES. BEAUTIFUL 5 BEDROOM, 3 BATH, TWO STORY, ELEGANT HOME IN RESIDENTIAL WINTER GARDEN NEIGHBORHOOD. Rent inlcudes basic cable and internet. Two club houses, two pools, gym, walking trails,community acitivities.This home offers a bright and airy atmosphere with abundant natural light throughout.The open-concept floor plan creates a seamless flow between the living,dining and kitchen areas, making it ideal for everyday living and entertaining. Spacious rooms and large living areas provide comfort and flexibility perfect for modern living. The oversized master suite on the second floor has great view to the backyard complemented by a large,elegant bathroom with plenty of space and comfort. Separate shower and hot tub. There is one bedroom on the first floor that may be used as an office. Tile on all first floor, carpet on the second floor. Great schools, conveniently located near restaurants, cinema, entertainment, banks and Publix grocery store. Two private car garages and good size backyard to spent time with the family.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Maura Ralicki, Pa (321-446-5410)

Remarks: Welcome to this stunning, nearly new residence in the highly desirable community of Silverleaf Reserve at Hamlin in Winter Garden. Built in 2023, this modern two-story home offers approximately 3,743 sq. ft. of thoughtfully designed living space filled with natural light and seamless indoor–outdoor flow. The flexible layout provides multiple options for a home office, game room, or media lounge—perfect for today’s lifestyle. Located in a vibrant, master-planned neighborhood, residents enjoy resort-style amenities, scenic walking trails, and convenient access to shopping and dining—all just a minutes away from downtown Winter Garden and the greater Orlando area. Elementary and middle schools are also located nearby, making this the perfect place to call home.

Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)

Listing Agent: Ron Biegelaar (407-421-6241)

Remarks: Set on a manicured corner lot in the desirable gated community of Windward Cay, the Southern plantation-style exterior — warm yellow stucco, black shutters, full-width upper balcony with black iron railings, and a charming front porch with columns — makes a statement most homes simply can't match. A paver driveway leads to a 3-car garage, and the beautifully maintained grounds set the tone for everything inside. Step through the front door into a soaring two-story foyer with an open railed staircase. Solid wood flooring flows through the main level, tying together an open floor plan designed for comfortable daily living and effortless entertaining. The first floor features a formal sitting room with rich dark hardwood floors, board-and-batten wainscoting and plantation shutters — equally suited as a home office, lounge, or formal living room. The open kitchen and family room is the true heart of the home: an oversized granite island with custom reclaimed wood paneling takes center stage, surrounded by white raised-panel cabinetry, subway tile backsplash, stainless steel appliances and a French door refrigerator. Three sets of sliding doors open directly onto the screened pool deck, seamlessly blending indoor and outdoor living. A dedicated guest bedroom and full bathroom on the first floor add flexibility for multi-generational families or frequent visitors. Step outside and you'll understand why this home commands a premium. A fully screened enclosure surrounds a beautiful freeform pool and expansive brick paver deck. The covered lanai with its tongue-and-groove wood plank ceiling and ceiling fan creates a true outdoor living room that stays comfortable year-round. A private side yard with mature privacy hedges provides seclusion and green space rarely found at this price point. Upstairs, four additional bedrooms and a large bonus room are connected by a gorgeous hardwood hallway with open railing and recessed lighting. The primary suite is a genuine retreat — featuring a spa-caliber bathroom with dual navy vanities, backlit LED mirrors, a freestanding soaking tub with gold floor-mount faucet, a frameless glass shower, and a walk-in closet. Secondary bedrooms are generously sized and well-appointed, including a with hardwood floors, crown molding, and plantation shutters throughout. The oversized bonus room is ready to become whatever your family needs — media room, playroom, home office, sixth bedroom, or additional lounge. Windward Cay is a quiet, secure, gated community in one of the most desirable corridors of Winter Garden — minutes from the 429 and Florida Turnpike, Winter Garden Village at Fowler's Grove, the vibrant Downtown Winter Garden dining and farmers market district, and the West Orange Trail. The airport is a 26-minute commute, and Disney and the attractions corridor are just 15 miles away. This property may be under audio/visual surveillance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: Robert Sullivan (407-221-2276)

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: 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: Live the Lifestyle You Deserve in Estates at Lakeview Preserve – Where Winter Garden Meets Clermont. Step into luxury and modern comfort with this immaculate 3,829 sq ft home, built in 2023 and situated in the sought-after gated community of Estates at Lakeview Preserve, located right on the border of Clermont and Winter Garden. Designed for both functionality and elegance, this spacious home features four generously sized bedrooms and three and a half upscale bathrooms, making it the perfect retreat for families or those who love to entertain. The expansive open-concept layout seamlessly integrates the grand great room with a chef’s dream kitchen, boasting a massive center island, sleek quartz countertops, and premium finishes that make every meal a delight. A dedicated home office on the first floor provides the perfect space for remote work or study. Upstairs, all bedrooms are thoughtfully designed for comfort and privacy, accompanied by a large versatile loft—ideal for a playroom, media room, or additional lounge space. The three-car garage offers ample storage and convenience, while the screened-in lanai provides a peaceful space to relax and enjoy the Florida breeze. As part of the vibrant Estates at Lakeview Preserve community, residents enjoy access to top-tier amenities including a resort-style pool, modern fitness center, clubhouse for gatherings, and a playground for family fun. This smoke-free home truly blends upscale design with an active, community-focused lifestyle. Rental Requirements: Minimum credit score: 630 - Income must be at least 3x the monthly rent - No prior evictions - No registered sex offenders - One or two medium, non-aggressive breed pets may be considered. Don’t miss this opportunity to make this beautifully crafted home your own in one of the most desirable locations straddling Clermont and Winter Garden!

Listing is courtesy of: SHINING OAK REALTY (407-399-2298)

Listing Agent: Paul Moscoso (321-210-2456)

Remarks: This spacious two-story home offers 4 bedrooms, 3 bathrooms, and approximately 2,042 sq ft of well-designed living space. The open-concept kitchen, complete with a large island, overlooks a bright and expansive family and dining area—perfect for everyday living and entertaining. The primary suite features an oversized bathroom with dual sinks and a generous walk-in closet. Additional highlights include a dedicated laundry room and a two-car garage. Located in the desirable Storey Grove community in Winter Garden, residents enjoy access to resort-style amenities including a clubhouse, fitness center, swimming pool, hedge maze, and dog park. Conveniently situated near SR-429, US-192, and SR-545, this home offers easy access to major roadways, shopping, dining, and attractions such as Walt Disney World and Orange County National Golf Center. A brand-new Walmart Supercenter is just 7 minutes away, and the home is close to a highly rated A-grade elementary school.

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

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

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: 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: 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: 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: 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: 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: !!!Special Move-In Incentive!!!Move in by July 1st and receive a $1,000 discount on your first month's rent! A great opportunity to enjoy immediate savings on this fantastic rental home. Beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Emerald Ridge community of Winter Garden. This spacious residence offers over 2,330 square feet of living space with an open and functional floor plan, generous living and dining areas, and abundant natural light throughout. The oversized primary suite features a large walk-in closet and a private en-suite bath, while the secondary bedrooms provide ample space and comfort. Enjoy a private backyard, attached garage, and a prime location with convenient access to major highways, shopping, dining, entertainment, and top-rated schools. Just minutes from Historic Downtown Winter Garden, Winter Garden Village, and local parks and recreation. Move-in ready. Easy to show! Schedule your private tour today—this exceptional rental opportunity will not last long. First month's rent, security deposit, and tenant screening required. Contact listing agent for application requirements and showing instructions.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Angela Millender (407-452-8271)