Winter Garden

Winter Garden Market Report
Homes for Sale on Map
What's My Home Worth?

A thriving and fast-growing city, Winter Garden is one of Central Florida's most popular destinations. Located in western Orange County, its population exceeds 100,000 residents. Having a rich history connected to citrus farming and later Disney, the area is well-known for having beautiful weather, friendly people, and a charming character. With its economy and housing market thriving, Winter Garden is indeed a great Central Florida city.

Real Estate Market

Offering residents plenty of wonderful new homes, Winter Garden has homes that will fit into any buyer's budget. While many homes currently fall within the $400,000-$500,000 price range, a growing number of homes cost more than $1 million. Winter Garden offers a variety of home types, ranging from condos and duplexes to waterfront homes boasting more than 4,000 square feet of living space.  They are the perfect properties for growing families as well as retired couples who plan on having plenty of visits from their children and grandchildren.

A Strong Economy

Winter Garden has a thriving economy, powered by theme parks, tourism, health care, and an increasing number of remote workers from all over the world.  It is also home to a broad variety of small businesses that integrate into the economy of greater Orlando.

Activities and Events

Along with having many wonderful homes, great schools, and excellent career opportunities, this Central Florida treasure also plays host to numerous family-friendly events. Some of the most popular include Light Up Winter Garden and the Winter Garden Farmers Market, where residents can find goods from local entrepreneurs then continue downtown to enjoy food from local restaurants, live music, and plenty of friendly camaraderie.

Call Winter Garden Home

If you are looking for a city that features great schools, beautiful and affordable homes, plenty of great career opportunities, and a wide variety of activities and events for the whole family, then look no further than the wonderful city of Winter Garden.

Winter Garden, FL is a fantastic city in which to live and work. Cindy Suazo & Drew Martin are committed to making the buying and selling of homes for sale in Winter Garden, FL a productive and enjoyable experience. Our website allows you to search all active homes for sale in Winter Garden, FL. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.


Homes for Sale in Winter Garden

3 Beds 2 Baths West Lake Hancock Estates SubDv. 34787 Zip Code
Welcome to your dream home... in one of Horizon Wests most premier communities, come live your Lake Life with private community access to the 475 acre fresh water spring fed Lake Hancock. This immaculate 3 bedroom 2 Full bathroom optional 4th bedroom/flex/office or den boasts upgrades galore and shows like a model home. Upgraded floor tiles, luxury custom cabinetry throughout, crown moulding, window trims, granite counter tops, stainless steel appliances, custom panelled walls, tvs and surround sound equipment; to the french doors leading onto the lanai with a stunning brand new pergola and patio area. Entering the home you are immediately greeted with the luxurious rich custom finishes and the entrance hall with high ceiling leads you to the second and third bedrooms with shared full bathroom, the optional 4th bedroom/office/den with a beautiful custom built in desk, and the laundry room with custom built in cabinetry. The kitchen boasting modern appliances and ample counter space features an upgraded decorative tile on the large kitchen island , and the spacious open floorplan creates a warm and inviting atmosphere to include the dining area and a stunning customised built in TV cabinet with window seat. The large master bedroom includes a full private bathroom, double vanity, bath tub, separate shower and has a large walk in closet that is fully customised with built in shelving and cupboard space. French doors leading out into the beautiful landscaped backyard with new patio area is perfect for those family gatherings and barbecues. This home is located in Overlook At Hamlin with exceptional community amenities featuring a private boat ramp and dock, resort style pool, splashpad, ,barbeque area, covered pavilion, fitness centre, large clubhouse, waterfront amphitheatre, sports lawn, fire pit, canoes, dog park, and playgrounds. Walking distance to Hamlin Town Centre with local restaurants, a brewery, movie theatre, walking and fitness trails, and shops. Don't miss out on the opportunity to make this your forever home - just a stones throw away from the magic of Disney!

7813 Bostonian Drive, Winter Garden

4 Beds 3.5 Baths Winters Landing SubDv. 34787 Zip Code
Move in Ready and a Fresh Look... New exterior paint, interior wall, trim and door paint, new front, back and side yard tropical landscape and sod. Nestled amongst the majestic oaks of Downtown Oakland and Winter Garden & steps from the WEST ORANGE TRAIL, this home sits in one of the most popular areas of Central Florida. Just minutes away from highly sought after HISTORIC DOWNTOWN WINTER GARDEN, this David Weekly Custom Built Home, perfect for recreation & relaxation, is waiting for you. After your morning walk on the trail (right across the street) enjoy COMPLETE PRIVACY on your FULLY FENCED Corner Lot & take a dip in your private POOL & SPA. Inside, you will find 4 Bedrooms, 4 Bathrooms + BONUS ROOM!! SOARING ceilings provide unbelievable natural light in this updated and upgraded home, including: ~ NEW ROOF (2019) ~ SOLAR PANELS (2015) .. hello energy savings!! ~ a WHOLE HOUSE GENERATOR (2016) and a TRUE GOURMET CHEF's KITCHEN w/ Restaurant Style Refrigerator, gorgeous exotic granite, Convection Wall Oven, separate Cook Top w/ SS vent system & entertaining/prep island, large pantry & tons of cabinet space. The floor to ceiling STACKED STONE FIREPLACE w/ Custom Built-ins will make the Family Room your favorite room in the house. The DOWNSTAIRS MASTER SUITE offers a huge bedroom w/ Crown Molding & Plantation Shutters over looking the pool & backyard. Dual sinks, Large Walk -in Shower, corner soaker tub & CUSTOM BUILT-INs in the MASTER CLOSET make it the perfect retreat. The ext. driveway, OVERSIZED GARAGE & Lush Tropical Landscaping make it complete. Also enjoy preferred enrollment & walking distance to Oakland Charter School.

415 Macchi Avenue, Winter Garden

3 Beds 2 Baths Storey Grove Ph 3 SubDv. 34787 Zip Code
Come see this beautiful 2021 Newer Home located in the sought after Storey Grove Community in Winter Garden. This beauty is the 1st home in Phase 3 to have a Private Pool with both a Water and Conservation view. Entertain your guests in the open floor layout of the kitchen, dining room, and living room combo. The spacious kitchen boasts stainless steel appliances, quartz counters, and a chef's pantry with a big island that seats 4. The owner's retreat features a spacious master bedroom, walk-in closet, double vanity sinks, walk-in shower, and a garden tub. The other two bedrooms are organized in a split plan with a 2nd nice-sized bathroom. The home also features a bonus room near the front entry that can be made into a 4th bedroom or office. The home features tile floors throughout the common areas which add durability and style, while the bedrooms are carpeted for comfort. You are greeted by breathtaking views as you walk out the sliding glass doors onto your covered porch. The exquisite new private pool that overlooks a small freshwater pond with conservation views provides a spectacular oasis and beautiful entertainment venue. The community is family-friendly with plenty of amenities, which include a large community pool, playground, dog park, fitness center, walking trails, and a large club house. The A-Rated Water Spring Elementary is located inside the neighborhood, as well as Water Spring Middle School. You do not have to worry about the buses or car line; you can walk or golf cart to school every day! Additionally, this home is zoned for Horizon West High School. The neighborhood location is convenient to all of Orlando’s major attractions, 10 minutes to the 429, and in close proximity to excellent restaurants and shopping in Disney’s newly-built Flamingo Crossings shopping center. If living close to Disney sounds nice, you can’t get much closer than this neighborhood! If you don’t like mowing the lawn or weeding the shrubs? No problem, the low HOA takes care of that for you! Call today for a private tour.

11078 Robert Frost Dr, Winter Garden

4 Beds 2 Baths Orchard Pk/Stillwater Xing Ph SubDv. 34787 Zip Code
Welcome to the epitome of luxury living at 3191 Winesap Way, Winter Garden, FL! This stunning home is a true masterpiece, featuring a water softener and a gourmet chef's kitchen with top-of-the-line appliances, including a sleek cooktop and quartz countertops that will inspire your culinary creations. The meticulous attention to detail is evident throughout, with Closet by Design custom closets ensuring effortless organization in every room. Step into your personal oasis as you relax in the enclosed lanai, enjoying the perfect blend of indoor-outdoor living. The epoxy garage floor adds a touch of elegance, while the recently painted exterior (December 2022) and interior (May 2022) reflect contemporary style and sophistication. This exceptional home offers a harmonious blend of comfort and convenience. Say goodbye to carpets as you revel in the sleek and modern flooring that enhances the aesthetic appeal of every space. Plus, the inclusion of gutters ensures proper maintenance and protection for your investment. Location is everything, and this residence is ideally situated just minutes away from Winter Garden Village, where you can indulge in premier shopping, dining, and entertainment. Immerse yourself in the magic of Disney World, a mere 13-minute drive away, and enjoy the ease of access to Foundation Academy, a highly-regarded educational institution, just a short 3-minute commute. Embrace the lifestyle you've always dreamed of in this remarkable home. Your search for the perfect blend of luxury, comfort, and convenience ends here. Schedule a showing today to experience the extraordinary allure of 3191 Winesap Way!

3191 Winesap Way, Winter Garden

4 Beds 3 Baths Overlook 2/Hamlin Ph 1 & 6 SubDv. 34787 Zip Code
Great Opportunity to own a Horizon West Home on Premium Lot and Walking Distance to Shopping, Restaurants and Movie Theater!! Like new home with 4 bedrooms, 3 baths and 3 Car garage and Beautiful Lake views from the front porch and open common area in rear of the home! Rear lot is fenced and has space for your dream pool! This Taylor Morrison Emerson Model offers a formal Living and Dining area in the front of the home (can easily be used as a home office) with Engineered Hardwoods. Down the hall the Rotunda opens to the 22 X 20 Great room and the large open Kitchen with Breakfast Bar, Center Island, Farmhouse sink, Shaker White Cabinets, granite counter tops and Stainless-Steel Appliances. These areas have a wood look tile floor. The Main Bedroom is in the rear and overlooks the backyard. It has crown molding, ceiling fan and two walk-in closets. The en-suite has a large soaking tub, walk-in shower with frameless glass and dual sinks. The other three bedrooms are on the other side of the home. Two share a Jack and Jill bath with separate sink and tub area. The Fourth bedroom is the rear and has easy access to the hall (future pool) bath. The fenced rear yard is accessed through triple sliders and opens to the screened lanai, great area to relax and enjoy the Florida summer breeze! The Home is located in The Cove at Hamlin which offers water views from every turn and is walking distance to the Hamlin Town Center. The community offers a community pool, dog park, playground, clubhouse with fitness center and a boat dock and fishing pier. The area is surrounded by Florida landscaping and recreational areas. Top-rated schools are close by. Come see your NEXT HOME!

5317 Bowman Drive, Winter Garden

4 Beds 2.5 Baths Oakland Park SubDv. 34787 Zip Code
Prepare to be impressed with this NEWLY built PARK-FRONT home with partial WATER views! The Sunset model is a neighborhood favorite for its oversized kitchen and spacious master, and is no longer available to build. This is YOUR opportunity to own this rare to market CUSTOMIZED gem! The home features 4 bedrooms (one without a closet), 2.5 baths, QUARTZ counters, custom lighting, stunning easy to clean vinyl plank flooring, a built-in oven and microwave, 5 burner GAS cooktop, vented hood, tile backsplash, FRENCH doors leading to the back patio, room for a POOL and a parking pad for a third car or golf cart, ample storage, and a LOFT for the little ones. As you enter the home, you’ll find a large storage area to the left with two sets of double doors. The room downstairs overlooks the park and features french doors. This would be great space for an OFFICE or guest suite. A 3rd bath can easily be added, if needed. The kitchen, living, and dining area have ample lighting and are tied together beautifully. The kitchen in this model is one of the largest in the neighborhood for a production build. Enjoy the extended counter space and cabinetry, which leads to a walk-in pantry. This home was tastefully designed with YOU in mind. The gourmet feel of the appliances with a GAS cooktop, vented hood, and built-in oven are a dream come true. Under the stairs you’ll find additional storage for your summer and holiday fun. Venture upstairs to find 3 bedrooms, 2 baths, loft, and the laundry room. The MASTER SUITE is generous in size and is one of the largest for the David Weekley floorplans. It overlooks the park and the lake for added enjoyment. There’s ample room for a king size bed, nightstands, dressers, and a sitting area, if you desire. The master bath is enhanced with dual sinks, a quartz counter, large shower, and walk-in closet with a built in area for linens. The backyard is a blank slate with lots of opportunities. Build a pool or an outdoor oasis for you and your friends. The garage is oversized to allow for extra storage on the side. Cruise on your GOLF CART into infamous downtown historic Winter Garden where you can enjoy the Crooked Can brewery, theater, outdoor and rooftop dining, shopping, the splash park, Farmer’s Market, and so much more. If you’re up for exercising, venture onto the 22 mile long West Orange Trail, which is connected to the community. A host of events take place in the neighborhood, such as golf cart parades, a 5K run, book club gatherings, poker nights, and more. A dream come true neighborhood. The WATERFONT community is GOLF CART approved and features parks, playgrounds, two pools-one resort style, a clubhouse, and spectacular sunset views! Located near interstate travel, shops, restaurants, golf courses, and theme parks. Capture this RARE to market beauty TODAY!

613 Cheekwood Alley, Oakland

4 Beds 4 Baths Lift Station/Cobblestone/Winte SubDv. 34787 Zip Code
Welcome to this enchanting resort style oasis in Winter Garden! This beautifully remodeled home offers wide halls, lofty ceilings, and an open layout that exudes a captivating charm. With new luxury vinyl flooring, the living areas are infused with elegance. The oversized living room and kitchen seamlessly blend, creating a space for unforgettable moments. The four spacious bedrooms provide ample space for relaxation, while the upgraded bathrooms showcase impeccable attention to detail. Step into the master bathroom and be amazed by its impressive features, including an upgraded large walk-in shower and dual vanities. The walk-in master closet is simply amazing, offering ample storage and organization space. Situated on a large cul-de-sac within a gated community, this beautiful home ensures privacy and security. Just blocks away from Winter Garden Village, you'll have easy access to an array of stores, shopping options, restaurants, and even Florida Hospital. Commuting is a breeze with the nearby 429 Expressway, Hwy 50, FL Turnpike, and 408 Expressway. Within a short 5-minute drive, you'll find the historic downtown Winter Garden and the scenic West Orange Trail, ready to be explored and enjoyed. This is more than just a home; it's a luxurious retreat that will exceed your expectations. Schedule your appointment today and witness the splendor of this resort-style property in person. Welcome home to a life of relaxation, entertainment, and convenience.

201 Black Springs Lane, Winter Garden

4 Beds 3 Baths Oxford Chase SubDv. 34787 Zip Code
THIS is the home you have been searching for in this TIGHT market! Gorgeous, move-in ready 4-bedroom home in the desirable Oxford Chase community! WALK TO SCHOOL! The highly-rated Sunridge K-8 campus is less than a 5 minute walk from your front door! As you enter this beautiful home, the foyer leads into an open floor plan with lots of natural light! The chef in the family will love the open, well-equipped kitchen featuring a built in wall oven, natural gas cooktop and range hood, stainless steel appliances, solid wood 42” cabinets, quartz countertops, and a massive preparation island with storage and space for quick meals. The relaxing owner’s suite features a roomy master bathroom with dual sinks and stone counters, a relaxing garden bath and a large walk-in shower. Additionally, you’ll love the large walk-in closet that connects to the large interior laundry room with built-in cabinetry. Split 3-car garages (2+1) give you tons of storage and flexibility, perfect for parking multiple vehicles, a workshop and/or a workout space. As you step inside from the 2-car garage you’ll appreciate the beautiful and functional mudroom/drop zone with built-in storage and quartz shoe bench. The gated community of Oxford Chase offers a playground, dog park and walking trail. Imagine not spending hours in traffic and in the car-line everyday, and walking to/from school! Conveniently located just minutes from historic Downtown Winter Garden, Winter Garden Village at Fowler's Grove & Hamlin, there are numerous shopping, dining & entertainment options within minutes. Ride your bike to the 26-Mile West Orange Trail! Easy access to all major highways, this home is right in the center of it all! Schedule a showing today before this unique opportunity is gone.

14891 Ellingsworth Lane, Winter Garden

4 Beds 2.5 Baths West Lake Hancock Estates SubDv. 34787 Zip Code
Look no Further as Luxury meets TRUE TURN KEY Located in Hamlin at the Overlook Estates, the number 1 most desirable community to live in. This resort style marvelous smart home is situated on one of the best lots in the community, and in Winter Garden, as it offers a lake front view in which you can watch with the Disney Fireworks, wildlife, and the cardinals while sipping on a coffee or tea from your upscale landscaping, flood lights and palm trees surrounding the entire house and lanai/pool area. That's only the beginning, as when you enter the house from the driveway pavers through the custom made double French doors you will see that this house is fully loaded with tons of luxury upgrade, ranging from. The upscale light fixtures, California blinds and closets throughout, crown molding and upgraded baseboards throughout, California, Mohawk engineered hardwood floors throughout the entire first floor and stairs, upgraded quartz countertops and level 5 Timberlake cabinetry, upscale GE Cafe appliances, trey ceilings in the Family and Master Bedrooms with elegant upgraded modern fans, pre-wired surround sound in the family room, and dualing sliding glass doors with the automatic blinds on both sets of sliders existing out to the ambiance of the resort style 1200 sqft lanai and heated pool for your enjoyment and relaxation including: upgraded pavers, panorama screen enclosure, custom wood ceiling with fans, smart lights integrated by Alexa, PebbleTec pool surfacing, and best of all the waterfall and bubbler with IAqualink (as you can choose from 15 different colors). The private downstairs master suite and bathroom is equipped with a barn door, upgraded quartz and tile, jacuzzi style tub, his and hers sinks, California closets, as well as upgraded walk in shower with a rock style styleetto decor The second story entails 3 bedroom, a loft/entertainment room, nook area for a second office, full bath with his and her sinks, fans, attic/ storage space, and priceless views of the Disney Fireworks and the lake from the 2 front facing bedroom windows. The elongated garage floor is sealed, along with custom shelves and cabinets to store your every daily needs and toys, as well allocated space for an extra refrigerator. The resort style home and community is minutes from Disney, and right in the epicenter of everything. The Overlook community boasts a clubhouse (resort style pool, fitness center, barbecue, and splash pad for the family) kayaks, community boat dock, amphitheater, multiple playgrounds, a fire pit, picnic sport and so much more.

7528 Bishop Square Drive, Winter Garden

4 Beds 3 Baths Island Pointe Sub SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome home to this stunning four-bedroom, three-bath home in proximity to the highly desirable downtown Winter Garden golf cart district. Completely renovated within the last three years, including laminate wood flooring throughout, this beautiful home is sure to impress and shows like a model home. Boasting over 2,600 square feet of living space, the open concept living area is sure to please and the high ceilings make for an airy and bright atmosphere. You will be enamored with the spectacular gourmet kitchen featuring a large kitchen island, custom maple wood cabinetry, double wall ovens, cooktop, quartz countertops, walk-in pantry and stainless steel appliances. A built-in bench seat complete with hidden storage in the kitchen nook adds an elegant touch to the home, while the custom wall decor with electric fireplace in the great room provides a cozy space for relaxing or watching your favorite show. A true split plan, the primary bedroom is near the front of the home and is spacious and inviting. You will pass two walk-in closets as you head to the primary bath which includes dual sinks, tiled shower and jetted garden tub. Located off the primary bedroom is a wonderful flex space with its own air conditioning unit that was once an outdoor storage space but was converted into a splendid private office. The two guest bedrooms share one of the renovated baths, while the fourth bedroom, with its own sitting area and en-suite bath, makes for a great in-law suite. Also found nearby is the large laundry room offering lots of built-in cabinets for extra storage. Adjacent to the great room is another flex area with tons of natural light that can be used as an office, library, workout area, cozy reading nook and so much more! A beautiful set of French doors will lead you out to the private, screened pool and spa giving you the ideal spot to relax and soak up plenty of Florida sunshine or enjoy al fresco dining while taking in a sunset! For added privacy, the entire yard is surrounded by white vinyl fencing. This spectacularly designed home is move-in ready and waiting for you. Don’t miss the opportunity to make it yours!

1072 Island Pointe Drive, Winter Garden

5 Beds 4.5 Baths Orchard Pk/Stillwater Xing Ph SubDv. 34787 Zip Code
Now available in the highly desirable community of Orchard Park in Winter Garden. This 5 bed, 4.5 bath home is situated on a large corner lot, completely fenced in for privacy. You wont be short on space with over 3650 sq ft of living space throughout. Upon entering, you will find a bedroom with private bath that can be closed off to create an in law suite, or private guest suite. The spacious dining room can accommodate a large family and holiday gatherings. The gourmet kitchen features custom cabinets, granite tops, stainless appliances and an oversized island. Each bedroom is a great size and all feature walk in closets. Once upstairs, you will find the loft that's perfect for an extra TV or game room. The primary suite boasts tray ceilings, massive walk in closet and spa like bath with double sinks, large glass shower, granite tops and plenty of storage. Enjoy your coffee outback in the screened in lanai, which was just added in the last couple of years. The fenced in yard is large enough to add a private pool oasis or playground area. This community is centrally located to all the popular shopping and dining options in the area. You're close enough to even see Disney fireworks from the community! Finding a large corner lot home is hard to come by in this area. Don't delay on this one, call today for your private showing. Realtors, read remarks*

14036 Pecan Orchard Drive, Winter Garden

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