Winter Garden Homes For Sale & Real Estate - 938 homes

Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home in the highly desirable Winter Garden area. Built in 2013, this attractive two-story residence offers a thoughtful layout with spacious living areas, comfortable bedrooms, and well-appointed bathrooms. The home features durable concrete block construction with a stucco exterior and drywall interior finishes, providing lasting quality and a neutral backdrop for any décor style. The first floor includes inviting living and dining spaces ideal for everyday living and entertaining, while the second floor provides additional bedrooms and flexible-use areas to suit a variety of lifestyle needs. With five bedrooms, this property easily accommodates guests, home office needs, or multi-generational living. As part of the Independence community, residents enjoy a wide array of amenities including two clubhouses, two resort-style swimming pools, fitness centers, tennis and basketball courts, multiple playgrounds and parks, walking and biking paths, and private boat-ramp and water-access facilities. The neighborhood offers easy access to shopping, dining, schools, and major roadways, making this home a perfect blend of comfort, convenience, and community living. The property also features a beautiful and modern pool that enhances the backyard and creates a truly unique space for family and friends. The inviting front porch is the perfect spot to enjoy a relaxing weekend coffee.

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

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

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!

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

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in one of Winter Garden’s most desirable communities. This move-in ready residence features a functional open-concept layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen overlooks the main living and dining areas, creating an ideal space for both everyday living and entertaining. The primary suite offers a private retreat with ample closet space and an en-suite bathroom. Enjoy outdoor living without the maintenance—HOA dues include full lawn care, providing a true low-maintenance lifestyle. Community amenities include resort-style pools, fitness centers, and scenic walking trails, enhancing the overall living experience. Conveniently located just minutes from Downtown Winter Garden, with easy access to State Road 429 and Florida Turnpike, as well as nearby shopping, dining, and top-rated schools.

Listing is courtesy of: WATSON REALTY CORP (386-428-7355)

Listing Agent: Matthew Eads (804-651-6911)

Remarks: Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining guests or simply relaxing with your loved ones. Prepare to be dazzled by the gourmet kitchen, complete with sleek stainless steel appliances, granite countertops, stylish cabinetry, a convenient center island, refrigerator, washer and dryer. Upstairs, you'll find three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a spa-like ensuite bathroom featuring dual vanities, a soaking tub, and a separate shower. Additional highlights of this stunning townhome include a private outdoor patio, perfect for enjoying your morning coffee or hosting al fresco dinners, as well as a two-car garage for your convenience. Conveniently located near top-rated schools, shopping, dining, and entertainment options, this is truly an opportunity not to be missed. Schedule your showing today and experience the pinnacle of luxury living in Winter Garden!

Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)

Listing Agent: Anahi Rosario (407-721-9777)

Remarks: Under contract-accepting backup offers. Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matthew Mckee (407-948-0658)

Remarks: Under contract-accepting backup offers. Welcome to the highly sought-after Cresswell model in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and lakes, with beautifully maintained landscaping throughout the community — all included in the HOA — making it one of the most visually stunning neighborhoods in the area. Residents enjoy an impressive array of resort-style amenities, including multiple swimming pools, splash pads, a fully equipped fitness center, tennis courts, sand volleyball courts, fishing piers, scenic walking trails, dog parks, and a grand clubhouse with a full-service event hall. This community perfectly balances the feel of a private resort with a warm, welcoming neighborhood atmosphere. This move-in ready home features 4 spacious bedrooms, 4 full bathrooms, and approximately 2,840 square feet of living space, offering the perfect blend of comfort, style, and modern design to suit today’s lifestyle. Located in a golf cart-friendly community, the home is just minutes from Publix, top-rated schools, and the best shopping, dining, and entertainment that Horizon West has . Enjoy unbeatable convenience with Walt Disney World only 15 minutes away, Orlando International Airport just 30 minutes away, and quick access to Highway 429 for easy travel throughout Central Florida. Waterleigh also hosts weekly and monthly community events, fostering a strong sense of connection and pride among residents. Don’t miss this rare opportunity to own one of Winter Garden’s most desirable homes — where luxury, convenience, and resort-style living come together. Schedule your private showing today and experience the very best of Waterleigh living!

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

Listing Agent: Chun Cai (951-699-4983)

Remarks: Beautiful home offered fully furnished, move-in ready. All furniture and décor are included in the sale. New construction home in Summerlake Reserve, Winter Garden, offering 4 bedrooms, 3.5 baths, a loft, home office with barn doors, and a covered lanai on a private lot with no rear neighbors. The gourmet kitchen includes quartz countertops, soft-close cabinets, built-in oven, cooktop, vent hood, and Butler’s pantry. Interior features luxury vinyl plank flooring, open staircase, tray ceiling, freestanding tub, matte fixtures, pendant lighting, and EV charger. Community has only 41 homes and low HOA. Conveniently located near top-rated schools, dining, and shopping.

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

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

Remarks: Large Price Improvement. Downstair location, peace and ease with this updated 2/2 FIRST FLOOR condo in Winter Garden. You will love this condo placement in the rear of the community near the pond with fountain, community pool, rentable clubhouse, basketball courts and NO STAIRS. Enjoy the private setting while sitting on your screened porch with your favorite book or beverage and the frequent visits from the neighborhood ducks. The condo has been updated to include the cabinets, counters, updated bathrooms and tile floors throughout. Move in ready so just grab your things and come on. What's Nearby? ANYTHING you could need or want. Only 1.5 miles from downtown Winter Garden, 2.5 miles to Winter Garden Village, 15 miles to Walt Disney World® and other theme parks, 24 miles to MCO Orlando's International Airport/Brightline highspeed passenger train and just over an hour to dip your toes in salty water and sand on Florida's World Famous Beach in Daytona. Downstair units with perfect location do not come around often so book your private tour today and ask your REALTOR for the video walk through link.

Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)

Listing Agent: Mendy Bacon (407-383-7213)

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: ***This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.*** Discover the ideal blend of modern comfort and family-friendly living in this beautifully maintained 2016-built home in the highly desirable Latham Park North community of Winter Garden’s Horizon West. Offering 4 spacious bedrooms, 2 full bathrooms plus a convenient half bath, and 2,352 sq ft of well-designed living space on a corner lot, this residence is perfect for growing families or savvy investors seeking strong value in a booming area. Step inside to an inviting open-concept layout featuring high ceilings and abundant natural light. The heart of the home features a generous living area that flows seamlessly into the kitchen, complete with stainless steel appliances, ample cabinetry, and a casual eating space—ideal for everyday meals and entertaining. The first-floor primary suite provides a peaceful retreat with a walk-in closet and private en-suite bath, while upstairs you’ll find three additional well-proportioned bedrooms, a full bath, and flexible space perfect for a play area, home office, or teen hangout. Additional highlights include a 2-car garage and plenty of room on the expansive lot for outdoor play, gardening, or future personalization. Latham Park North residents enjoy fantastic community amenities, including a sparkling pool and playground—creating a true neighborhood feel. Conveniently located near top-rated schools, upscale shopping/dining at Hamlin Town Center, world-class theme parks (just minutes from Disney!), and major highways for easy Orlando access. Priced competitively in one of Central Florida’s fastest-growing areas, this move-in-ready home offers exceptional lifestyle appeal for families and excellent rental/investment potential in a high-demand market. Don’t miss out—schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Tyler Somers (561-713-8728)

Remarks: Under contract-accepting backup offers. MUST SEE IN PERSON! Incredible Upgrades! Welcome to this meticulously maintained home located in the desired ORCHARD HILLS community within the Winter Garden zip-code. This 3 bedroom home with the potential to become 4 bedrooms (currently an office), 2 full custom bathrooms and a screened-in patio blends thoughtful design with modern convenience. The welcoming front porch allows for relaxing moments within your personal sanctuary. The foyer features neutral tones, wood tile flooring which sets the stage for the rest of the home. The entire home features stylish chandeliers and unique architectural details that seamlessly flow into the spacious living area. The home layout is designed for comfort and entertaining. The gourmet kitchen is a chef's dream, complete with an island, abundant cabinetry, and premium finishes. The primary bedroom being located on the first floor provides easy access for the new owner of any age. The primary suite is a luxurious retreat, complete with a beautifully appointed en-suite bathroom that includes a double vanity, walk-in shower and a generous walk-in custom closet. In order to truly embrace how special this home is, you must see it in person. ORCHARD HILLS also offers the perfect balance of convenience, being close to the vibrant downtown Winter Garden, known for its cultural attractions, dining, and shopping. The home also provides quick access to local theme parks. Did we mention the home is located near some of the best schools in the county. COME SEE IT TODAY!

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Raymond Glenn (407-285-1936)

Remarks: Under contract-accepting backup offers. Beautifully updated POOL home in the desirable Tuscany community! Major updates include a new water heater (2020), whole house re-plumed (2021), new saltwater pool/spa with panoramic screen (2022), and new HVAC (2024). Pool features include Heat pump/chiller combo, iAquaLink (an intelligent pool control-turn on filter, lights, spa through app), auto fill/auto drain, bubbler, and Eco pool feature (circulation). Kitchen features quartz counters, 42” cabinets, stone backsplash, and stainless appliances, opening to a cozy family room with fireplace and French doors to the pool. Enjoy a private primary suite with pool access and a luxurious bath. Additional highlights include crown molding, 10-ft ceilings, bamboo/slate/travertine flooring, smart thermostat, and a fully fenced backyard. Excellent location near the West Orange Trail, downtown Winter Garden, and SR 429. This home truly shines!

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Marlon Vega (407-791-0572)

Remarks: Welcome to this stunning and spacious 7-bedroom home, located in one of Winter Garden’s most desirable areas, just minutes from Historic Downtown Winter Garden. Recently painted and thoughtfully updated, this property offers the perfect blend of comfort, style, and convenience. The expansive layout features generous living spaces, ideal for both everyday living and entertaining. Step outside to your private backyard oasis, complete with a beautiful pool—perfect for relaxing, hosting gatherings, or enjoying sunny days year-round. Recent updates enhance the home’s bright, fresh feel while preserving its timeless appeal. Ideally situated close to Winter Garden Village, as well as shopping, popular restaurants, top-rated schools, hospitals, and everyday essentials, this home delivers exceptional lifestyle convenience without sacrificing privacy or space. A rare opportunity to own a move-in-ready home in a prime location—this one truly has it all.

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

Listing Agent: Marcus Correa, Pa (407-952-4470)

Remarks: Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Welcome to 11 Windtree Ln #B in Winter Garden — a location that quietly checks all the right boxes for comfort, convenience, and everyday livability in one of Central Florida’s most desirable areas. Set within an established community, this FULLY RENOVATED residence brings together a practical layout and an easy-flow design that supports real life, from slow mornings with coffee to evenings that wind down in total comfort. The interior spaces are designed to feel welcoming and functional, with a natural rhythm that makes daily living feel effortless. Rooms connect in a way that maximizes usability while still maintaining a sense of openness and privacy where it matters most. Step outside and enjoy your own private screened-in patio, that's perfect for morning coffee, evening wine, or a cozy outdoor seating area. Location is where this property truly stands out. Winter Garden continues to shine as one of the most sought-after areas in Central Florida, known for its historic downtown charm, weekend farmers markets, and an ever-growing selection of dining and shopping options. Just minutes away, Hamlin’s modern town center adds even more convenience, while major highways keep Orlando’s world-class entertainment, employment hubs, and attractions within easy reach. Whether you are looking for your first home, a peaceful retreat, or the perfect place to downsize, this one checks all the boxes. Your next chapter starts here-don't wait to make this beautiful home your own!

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

Listing Agent: Michele Rueff (321-948-4332)

Remarks: Under Construction. Waterleigh presents the Bellmore. This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has upgraded stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

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

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.

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

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

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

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Lot | Popular Plan | Covered Extended Lanai. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that will make this bungalow their dream home. Enter through the foyer into the expansive gathering room, as you pass by one of the secondary bedrooms and baths. The marvelous designer kitchen overlooks the first-floor space, complementing it with the sunny lanai that sits parallel to it. Upstairs, you'll find your striking owner's suite, matched with a spacious owner's bath with a dual-sink vanity and sizeable shower! The third bedroom and bathroom, and laundry room all share the second floor with your private haven, overlooking the first floor through the overlook. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Shower at bath 2, covered extended lanai with pavers, 8' interior doors, laundry sink. Photos are for representative purposes only. MLS#O6391435

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)