Winter Garden Real Estate

Winter Garden Real Estate

Winter Garden, located in Orange County, Florida, is a charming city known for its rich history, vibrant community, and picturesque surroundings. This family-friendly city offers a perfect blend of small-town charm and modern amenities, making it an ideal place to live.

With its historic downtown area filled with local shops, restaurants, and cultural attractions, Winter Garden provides residents with a unique and inviting atmosphere. The city is also home to beautiful parks, lakes, and nature trails, making it a haven for outdoor enthusiasts.

In addition to its natural beauty, Winter Garden boasts a strong sense of community, with a variety of events and activities that bring residents together throughout the year. From farmers' markets to festivals and concerts, there is always something happening in this lively city.

Whether you're looking to raise a family or enjoy a peaceful retirement, Winter Garden offers a high quality of life and a welcoming community that makes it a truly special place to call home.

Newest Listings in Winter Garden

$549,000
3 Beds 2.5 Baths Oakland Trls Ph 1 SubDv. 34787 Zip Code
Check out this STUNNING TURN-KEY Bungalow Style home just off the WEST ORANGE TRAIL!!!! Located in the desirable community of OAKLAND TRAILS, is this meticulously maintained home. Offering 3 Bedrooms, 2.5 Baths and 2,216 SqFt of living space. Relax and enjoy the tranquil setting from the front porch or second story balcony. From the moment you step inside the foyer you are greeted by a spacious open floor plan, laminate flooring throughout the first floor, upgraded light fixtures, expansive window treatments, vaulted ceilings, surround sound speakers and impressive kitchen. Just off the foyer is the den/office with bench built in window seat. The half bath separates the kitchen and the office. The chef style kitchen boasts solid wood cabinets, expanded quartz counter tops with large island, tile back splash, stainless steel appliances, under and upper mounted lighting and closet pantry. The spacious dining/living room just off the kitchen offers sliding glass doors that look out onto the rear courtyard covered patio. Making your way to the second floor you are greeted with custom wood staircase. The second floor features an oversized primary suite with tray ceilings. Impressive master bath features quartz countertops, dual sinks, standalone glass shower and large walk-in closet with custom built ins. The upstairs utility room is located just off the master closet with access from the closet or hallway. Two additional bedrooms with walk in closets are just down the hall with a large second bathroom and access onto the second floor balcony. Rear entry garage with paver driveway offers additional parking. Just steps away from the front door is the community pool, playground, dog park, walking trail and plenty of sidewalks to enjoy the outdoors. Easy access to turnpike, highway 50 and just minutes to downtown Oakland, Winter Garden or Clermont. The West Orange Trail is a short walk or bike ride away. Enjoy the best of what West Orange County or South Lake County has to offer with Farmer’s Market’s weekly in Oakland, Winter Garden and Clermont plus shopping, restaurants, boat on the Clermont Chain of Lakes or Lake Apopka to the Dora Chain. Don’t miss this opportunity to live in one of the most sought-after places in Central Florida.

1769 Standing Rock Circle, Oakland

$865,000
4 Beds 3.5 Baths Watermark Ph 2b SubDv. 34787 Zip Code
This fabulous 5bedroom home is in a Premiun locacation, in the very heart of the beautiful City of Winter Garden! It is loaded with a lot up grade. and all furniture are included! This extraordinary model includes a spacious master bedroom, with a lavish master bathroom on the first floor and additional bedrooms and full bathrooms on the second floor, offering great versatility. The expansive loft of this lovely home boasts a soaring picture window. The open floor design features a roomy kitchen with a large center island and direct access to the breakfast area, the great room, and the covered lanai. Other highlights include a covered entry, a two-story foyer, a formal dining room with a coffered ceiling, and a tucked-away laundry. Besides already been an ENERGY EFFICIENT Home, that naturally would save you 20 to 25% on energy bills, its is also equipped with Solar Panels throughout the roof. Monthly energy bill is just around $30, for it is producing more energy than it is used, and the Energy Provider buys back the surplus. There will be no extra cost for you for the Solar Panels are included in this sale. The Community Clubhouse is furnished with a resort style pool, Tenis couts , and a fitness center . Minutes away from major highways, shopping Plaza, service sores, and Cinema. Surely this property will not stay long on the market. Call or text to schedule a visit today.

14739 Glade Hill Park Way, Winter Garden

$950,000
6 Beds 4 Baths Lakeview Pointe/Horizon West P SubDv. 34787 Zip Code
Dreams do come true! Check out this stunning one of a kind home with Disney Fireworks view! Boasting 6 spacious bedrooms, a dedicated office area, mud room, loft and along with 4 bathrooms, this residence is designed for both relaxation and entertainment. The heart of this home is its expansive kitchen, complete with spacious cabinets, granite countertops, a large island, walk-in pantry and an open layout that seamlessly connects to the dining and living room. This space is perfect for entertaining and everyday living. Through the living room sliding glass doors is an outdoor oasis with a built-in Bar great for a relaxing place for a morning cup of coffee and a perfect area for entertaining guests. One thing this home is not lacking is storage. Besides extra shelving in the garage and extra-large closet near the dining area there is a walk-in storage closet from the washroom which also has shelving and a sorting area for laundry. From the garage is a mudroom equipped with storage for shoes, coats etc and an office area great for working from home or for schoolwork. One bedroom downstairs has a murphy bed and two bedrooms upstairs shar a jack and jill bathroom. The owner's retreat offers two walk-in closets and ensuite. Lavish in the walk-in shower or soaker tub with a double vanity and private water closet. HOA includes landscaping and lawn care. As if all of this wasn't enough, the community is full of amenities including a community pool, splash pad, playground and fitness center, all walking distance from this home! It's also minutes from Disney Parks, restaurants and shops. Make this your next move and experience the Florida lifestyle in a way that makes every day seem like you're living a vacation!

7331 Twilight Bay Drive, Winter Garden

$669,900
4 Beds 3 Baths Cypress Reserve Ph 1 SubDv. 34787 Zip Code
**Motivated Seller Seeks Motivated Buyer! Welcome to this beautiful home in the well desired Community of Cypress Reserve in Winter Garden, FL. The community is in a prime location close to highway access (429, 408, I4 and Turnpike) to downtown Orlando and other destinations. This elegant one story home provides all the comfort, convenience and ease with 4 bedrooms, 3 full bathrooms, a 3 car garage and a huge enclosed patio. As you enter the home you will be pleased to see the beautiful ceramic tile throughout most of the home, a separate formal living room/flex space with french doors a formal dining room along with a very inviting and airy family room. You will feel right at home in the kitchen with stainless steel appliances including gas stove, recessed lighting, adequate storage, an oversized counter with breakfast bar, granite countertops, and 42” solid cabinets. For your convenience you will also find a eat-in dining area adjacent to the kitchen. The luxurious master bedroom boasts his and hers walk-in closets and the master bath with separate vanities, a shower and tub. Imagine relaxing or entertaining family and friends on the very spacious patio. The beautifully manicured yard front and back gives you a tropical feel. The community is situated near top rated schools, provides quick access to entertainment including the Disney parks, Universal parks, state parks, golfing, restaurants, shopping at Winter Garden Village which now features a Macy's store and more. In addition, The Cypress Reserve community offers great amenities, including a stunning community pool and playground. Enjoy the Florida lifestyle with this lovely home. Schedule a private showing today!

14229 Sunridge Boulevard, Winter Garden

$465,000
3 Beds 2.5 Baths Storey Grove Ph 2 SubDv. 34787 Zip Code
Discover this beautifully upgraded 3-bedroom, 2.5-bath townhome, partially furnished and ideally situated right in front of the clubhouse. Perfectly located near Disney, dining, shopping, and just minutes away from brand-new A-rated elementary schools, feeding into top-rated districts. Step inside the open-concept living and dining areas that seamlessly flow into a fully equipped kitchen, featuring 42-inch cabinets with elegant crown molding, brand-new stainless steel appliances, a built-in microwave, extractor hood, quartz countertops, subway tile backsplash, and a large island with breakfast bar and extra storage. Additional upgrades include ceiling fans, laundry cabinets, and more. Outside, you’ll love the oversized, fully-paved courtyard, complete with enclosed vinyl fencing, artificial grass, a charming gazebo, and outdoor furniture – perfect for entertaining family and friends. Just beyond the courtyard is the detached two-car garage, equipped with epoxy flooring, extra refrigerator, freezer, office furniture, and storage shelves. Upstairs, enjoy the comfort of two spacious bedrooms and a full bath, along with the master suite, which boasts a double vanity with quartz countertops, a walk-in shower, and plenty of closet space. The home also features new laminate flooring throughout, a laundry room with a brand-new washer and dryer, blinds installed throughout, a Honeywell WiFi thermostat, and a Ring doorbell for added convenience and security. Storey Grove offers a fantastic array of amenities, including a resort-style pool, fitness center, playground, basketball court, and a neighborhood clubhouse. Plus, you’re just moments from the new Publix Shopping Plaza. This home is currently rented at $2,850 per month until August 31, 2025, providing a great investment opportunity. Don’t miss your chance to own this remarkable townhome in one of Winter Garden’s most desirable communities!

14029 Title Way, Winter Garden

Start Your Search