Winter Garden Single Family Homes For Rent - 111 homes

Remarks: Virtually Staged. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom, 2500 sq ft ranch-style home, ideally located within a 5-minute walk to historic downtown Winter Garden in the heart of the Golf Cart District. Situated on a spacious corner lot, this home blends classic charm, thoughtful upgrades, and everyday functionality—perfect for families, snowbirds, or anyone seeking a relaxed yet connected lifestyle. Step inside to an open and airy floor plan featuring wood flooring in the main living areas and tile in the kitchen and bathrooms. The generously sized kitchen serves as the heart of the home, offering abundant counter space, ample storage, and natural light—ideal for cooking, entertaining, or casual dining. The fully fenced backyard provides privacy and space for outdoor living, pets, or play. A rare find, the 2-car garage includes a pass-through rear door that opens to an additional parking pad—perfect for a trailer, golf cart, or extra vehicle. You’ll also find a small air-conditioned room inside the garage, ideal for a home office, workout space, hobby room, or climate-controlled storage. Located in one of Winter Garden’s most desirable areas, you’re just a quick walk from local shops, yoga studios, restaurants, the farmers market, and community events. With no HOA and a layout built for both comfort and convenience, this home offers a unique opportunity to enjoy both peace and a vibrant, walkable lifestyle. Flexible Lease Term. Perfect if you are Building a home in Winter Garden. Yard care included.

Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)

Listing Agent: Lisa Pownall (407-927-1698)

Remarks: Available for a one-year lease at $3,850/month, this two-story, 5/3 home with a private screened pool sits in the gated Wintermere Pointe community of Winter Garden. The layout offers a downstairs bedroom plus four bedrooms up, an open family room with sliding doors to the covered lanai and pavered pool deck, formal living and dining rooms, and two upstairs loft spaces. Residents are minutes from Winter Garden Village, downtown Winter Garden and the West Orange Trail, with quick access to SR-429 and Florida's Turnpike. HOA/association dues are included in the monthly rent. Square footage and room sizes are approximate and should be independently verified.

Listing is courtesy of: GLOBAL KEY REALTY, LLC (305-707-1080)

Listing Agent: Kevin Escribano (321-333-2959)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath bungalow located in the highly desirable Silverleaf Reserve community in Winter Garden. This well-designed home offers an open-concept layout, a spacious kitchen, and comfortable living areas ideal for everyday living and entertaining. The property also features a 2-car garage and modern finishes throughout. Conveniently located near shopping, dining, top-rated schools, and major highways, this home offers the perfect combination of comfort, style, and convenience. Renters Insurance is Required. Tenant pays lawn care fee monthly. Schedule your appointment today.

Listing is courtesy of: ON ME REALTY (321-370-1474)

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

Remarks: Charming and Immaculate, Updated 5/3 in Winter Garden's Alexander Ridge This immaculate, meticulously maintained, spacious 5/3 home in Winter Garden’s sought-after Alexander Ridge is as easy to care for as it is charming. Updated tile flooring and louvered wood shutters throughout impart ease and elegance along with many updated, upgraded details. The gourmet kitchen with stainless appliances, convenient granite island, and tall cabinets leading into the large gathering area make cooking and entertaining a breeze. A private guest room/office with adjoining bathroom is on the first floor. The second floor is home to a large theater room, full-size laundry room, the remaining four bedrooms with walk-in closets. The primary bedroom has twin walk in closets, a cozy sitting area, and remodeled ensuite bathroom boasting a luxurious double shower. You’ll make good use of the 3-car garage with EV charging station, screened patio, and large fenced in backyard. Lawn care and pest control are included in the rent. The lovely neighborhood features a community pool, playground, fountain, gazebo, and fields of green. You’ll be close to the charming downtown, theme parks, restaurants, etc., with easy access to SR 50 and 420, Florida’s Turnpike, and connectors to I-4 and SR 408 and 528. You’ll be able to see yourself living life to the fullest in this beautiful home. Schedule your tour today!

Listing is courtesy of: CITRUS PROPERTY MGMT LLC (407-443-5850)

Listing Agent: Cathy Allain (407-341-4456)

Remarks: Beautiful 4-bedroom, 3.5-bath home available for immediate move-in! Home is unfurnished, easy application process with fast approval — move in right away! This spacious 3,020 sq ft residence features an open floor plan, updated kitchen with dual ovens and ample storage, and a bright living/dining area with pocket sliders leading to a large fenced backyard. The primary suite includes two walk-in closets. Located in a top-rated school zone with convenient access to shopping, dining, and major highways. Schedule your showing today!

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Gabriella Massaro (689-280-9558)

Remarks: Say goodbye to sky-high electric bills! This stunning 4-bedroom, 3.5-bath home comes with SOLAR PANELS that keep your savings soaring! Imagine the possibilities: Located in a Premium CORNER LOT, the house features TWO MASTER SUITES, one on each floor, giving everyone their own private retreat, plus a BONUS ROOM upstairs ready for a home office, playroom, or gym. Step outside to your own private oasis: an OVERSIZED FENCED BACKYARD and a SCREENED SUMMER KITCHEN made for weekend barbecues, morning coffee, and unforgettable memories with family and friends. Inside, luxury meets convenience with ZERO CARPET anywhere! Gorgeous upgraded tile floors through the main living areas, and rich laminate flooring carries through the rest of the home, all flowing into a breathtaking open-concept kitchen, dining, and living space that's simply made for entertaining. This home isn't just beautiful; it's smart! Control your world with ALEXA AUTOMATION, keep an eye on things with a RING DOORBELL, and enjoy the peace of mind of ELECTRONIC LOCKS on the front and back doors. Even the garage impresses, with sleek EPOXY FLOORING, ceiling lights, and room for two cars. From the moment you walk in, you'll feel it! This isn't just a house; it's the home you've been dreaming of! Located in the master-planned Storey Grove community, this home offers residents access to a resort-style pool with splash pad, clubhouse, fitness center, basketball court, 3 dog parks, playgrounds, and scenic walking trails, all just minutes from Walt Disney World, A-rated schools, shops, and dining.

Listing is courtesy of: ALLIVE REALTY (407-308-8560)

Listing Agent: Renata Garcia Belardo (407-308-8560)

Remarks: Available for September move in! 4 Bedrooms, 3.5 Bathrooms plus an Office on ONE FLOOR with the most amazing view available in Horizon West, minutes away from the Hamlin Center! The gourmet Kitchen features Cooktop, Double Ovens, Custom Panel Refrigerator, Under Cabinet Lighting, and large walk-in pantry with Custom Built-Ins. Split floor plan with Primary Suite & Office overlooking the water. Guest Suite in front of the home with large walk-in closet, and 2 other additional decent sized bedrooms share the 3rd Bathroom. 3-Car tandem garage with epoxy floors. Oversized fully screened lanai with fully fenced backyard with gorgeous view and privacy! Waterleigh features resort style pools, mini-golf, fitness center, beach volleyball, nature walking trail, fishing, observation pier, dog Park and multiple playgrounds throughout the community. Call to schedule your showing TODAY.

Listing is courtesy of: UNIONE REALTY INC (407-808-9080)

Listing Agent: Kyle Li (407-808-9080)

Remarks: Brand-new 5-bedroom, 4.5-bath home with a private office in one of Winter Garden's most desirable communities! This spacious single-family residence features an open-concept layout, a designer kitchen with premium appliances, two A/C units, a luxurious primary suite, and a 2-car garage. Enjoy a private backyard with no rear neighbors, offering peaceful views and the perfect space to relax or entertain. Conveniently located near top-rated schools, parks, shopping, dining, and major highways. Move-in ready—don't miss this exceptional rental opportunity!

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Silvia Beltran Martinez, Llc (407-773-9991)

Remarks: Beautiful FULLY FURNISHED house in a gated community offers 4 bedrooms, 3 full bathrooms, separate office area and a bonus space! Recent upgrades are new flooring throughout and carpet in the bedrooms. Comes with furniture, rugs, TV's, full appliance package, outdoor furniture and table tennis. Ready to move in and live the Florida life! House has extra tall ceilings making the space seem even more spacious. Large outdoor space is half paved and half grass with some fruit trees (star fruit, peach, pear and more). No rear neighbors and fully fenced backyard is great for family gatherings and BBQ's. House has new windows and sliding doors that will help with energy efficiency. Garage has an additional fridge if needed. Conveniently located 2 mins from highway 429 and Winter Garden Villages with several shops and restaurants. Rent includes HOA fees, lawn care and pest control. Schedule your private showing today!

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

Listing Agent: Sevara Botirova Patel (407-242-9546)

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: Welcome to this beautiful 4-bedroom, 2.5-bath bungalow located in the highly desirable Silverleaf Reserve community in Winter Garden. This well-designed home offers an open-concept layout, a spacious kitchen, and comfortable living areas ideal for everyday living and entertaining. The property also features a 2-car garage and modern finishes throughout. Conveniently located near shopping, dining, top-rated schools, and major highways, this home offers the perfect combination of comfort, style, and convenience. Renters Insurance is Required. Tenant pays lawn care fee monthly. Schedule your appointment today.

Listing is courtesy of: ON ME REALTY (321-370-1474)

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

Remarks: Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nicole Mickle (407-353-0826)

Remarks: Welcome to this beautiful home located in a highly sought after gated community with 24 hour security. Residents enjoy a wide array of resort style amenities including a community pool, basked all courts, beach volleyball, clubhouse, tennis court, and a scenic golf course. This neighborhood also offers walking trails, playgrounds, and plenty of outdoor recreational spaces. Conveniently situated near shopping, dining, and major highways, this property provides easy access to everything Central Florida has to enjoy. Zoned for top-rated schools, this home is an ideal choice for those looking for comfort, convenience, and an active community lifestyle.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Karina Bencomo (305-926-7690)

Remarks: Be the first to live in this stunning, brand-new home in one of Winter Garden’s most desirable communities! This spacious two-story residence features a modern design, high-end finishes, and a functional floor plan ideal for today’s lifestyle. The gourmet kitchen showcases an oversized quartz island, shaker-style cabinetry, quartz countertops, and premium stainless steel appliances, including a built-in oven, microwave, and gas cooktop. The open-concept design seamlessly connects the kitchen, living, and dining areas, creating the perfect setting for everyday living and effortless entertaining. The luxurious primary suite features a tray ceiling and a spa-inspired bathroom with a double vanity, a large walk-in shower, and a spacious walk-in closet. The additional bedrooms are generously sized and filled with natural light. A spacious laundry room—equipped with a utility sink, washer, and dryer—is conveniently located on the upper floor. Please note that the apartment above the detached garage is not included in this lease. Ideally located just minutes from the Walt Disney World entrance, Flamingo Crossings, Horizon West, Hamlin Town Center, premier shopping, dining, major highways, and top-rated schools. Move-in ready. Schedule your private tour today!

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

Listing Agent: Danilo De Faria Alvim (407-520-2173)

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)

Remarks: Exceptional opportunity in Winter Garden for rent. This stunning 2024 home offers 4 bedrooms, 3.5 bathrooms, With over $60,000 in completed upgrades, with a comeplete 1 bedroom and 1 bathroom, kitchenente studio, completely independent. This property delivers exceptional value and a truly move-in-ready experience. Ideally located just minutes from Disney, Flamingo Crossings, Hamlin Town Center, top-rated schools, hospitals, shopping, dining, and entertainment, this home blends modern comfort with unbeatable convenience. The open-concept layout showcases high ceilings, a beautifully remodeled kitchen, porcelain tile flooring throughout the first floor, upgraded second-floor flooring, wood stairs, premium interior paint, a paver driveway and patio, epoxy-coated garage flooring, and numerous additional enhancements. A rare chance to own a nearly new, highly upgraded home in one of Winter Garden’s most desirable areas. This property is available for the program rent to own..

Listing is courtesy of: MOSAIC PARTNERS GROUP (407-989-2021)

Listing Agent: Andrea Munoz (407-989-2021)

Remarks: Beautiful Clearden Floor Plan in the Highly Desirable Waterleigh Community! Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home located in the sought-after Waterleigh community in Winter Garden. Designed for both comfort and functionality, this spacious two-story home features an open-concept layout perfect for everyday living and entertaining. The first floor offers a private guest suite with a full bathroom, ideal for visitors, multigenerational living, or a home office. The gourmet kitchen showcases stainless steel appliances, quartz countertops, abundant cabinet space, and a large island overlooking the spacious dining and family room, creating the perfect space to gather with family and friends. Upstairs, the generous primary suite features a spacious walk-in closet and an en-suite bathroom with dual vanities. Two additional bedrooms, a full bathroom, a versatile loft, and a conveniently located laundry room complete the second floor. Additional features include a two-car attached garage, central air conditioning, and plenty of storage throughout. Residents of Waterleigh enjoy an exceptional resort-style lifestyle with multiple swimming pools, two clubhouse amenity centers, fitness centers, dog parks, playgrounds, mini-golf, beach volleyball courts, sports fields, walking trails, scenic lakes, and beautifully maintained green spaces. Waterleigh offers an exceptional lifestyle with the added convenience of having both an elementary school and a middle school located within the community, making it an ideal place for families. Residents also enjoy easy access to Publix, Hamlin Town Center, shopping, dining, medical facilities, and Walt Disney World.

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

Listing Agent: Daniela Gomes (305-965-4591)

Remarks: Like-new 4-bedroom, 3-bath single-family home in desirable Waterleigh at Horizon West. Bright, open floor plan filled with natural light, featuring a formal dining room that flows into a spacious kitchen and living area—perfect for entertaining. One bedroom and full bath downstairs is an ideal space for guests or multigenerational living. Upstairs includes three additional bedrooms plus a versatile loft, perfect as a second living area, game room, or office. Enjoy a paved driveway, covered lanai, nicely sized backyard, and included washer and dryer. Located in a resort-style community near Hamlin Town Center, FL-429, Winter Garden Village, and just minutes to Disney. Zoned for highly rated schools. Move-in ready and beautifully maintained. The nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers. Community features clubhouses, three pools, fitness center, playgrounds, walking trails, dog parks, and more. Move-in ready and beautifully maintained.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)

Listing Agent: Nigina Ikromi, Llc (321-370-9696)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2.5 bathrooms, 2 car garage and approximately 1,606 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Laidy Mataushek (844-874-2661)

Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2.5 bathrooms, 2 car garage and approximately 1,651 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated.

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Laidy Mataushek (844-874-2661)