Winter Garden/Oakland Homes with 4 Car Garage Garage Description

Winter Garden/Oakland Homes with 4 Car Garage Garage Description

Welcome to the enchanting region of Winter Garden and Oakland, Florida, where picturesque landscapes meet modern living. Nestled just a short drive from the vibrant city of Orlando, this charming area is known for its rich history, beautiful parks, and a welcoming community atmosphere. Winter Garden boasts a delightful blend of small-town charm and urban convenience, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle with easy access to city amenities.

One of the standout features of homes in this region is the availability of properties with a true 4-car garage. Imagine the convenience and flexibility that comes with having ample space for your vehicles, recreational toys, or even a workshop. These homes are designed for those who appreciate the luxury of extra storage and the practicality of a spacious garage. Whether you’re a car enthusiast, a DIY aficionado, or simply in need of extra space, a 4-car garage can elevate your living experience.

In Winter Garden and Oakland, you’ll find a variety of stunning homes that not only cater to your parking needs but also reflect the area's unique charm. From modern designs to traditional styles, these properties are thoughtfully crafted to enhance your lifestyle. Enjoy the beautiful Florida weather by exploring the nearby West Orange Trail, or indulge in the vibrant local dining and shopping scene.

Discover the perfect blend of comfort, convenience, and community in Winter Garden and Oakland—where your dream home with a 4-car garage awaits!

Newest Winter Garden/Oakland Homes with 4 Car Garage Garage Description

$2,985,000
6 Beds ⋅ 8 Baths ⋅ Shorefront Cove At Horizon West SubDv. ⋅ 34787 Zip Code
SPECTACULAR LAKE FRONT BRAND NEW CUSTOM HOME BUILDING COMPLETED IN JULY 2026. EXPERIANCE THE BREATH TAKING LAKE VIEW FROM THE ENTIRE LIVING AREA. CUSTOM DESIGNED FOR BOTH LUXURY AND COMFORT, HIGH END FINISHES THRU OUT. OVERSIZED CHEF'S KITCHEN WITH EXTRA LARGE 12X6 QUARTZ ISLAND COUNTERTOP. EXTRA LARGE REFRIGERATOR with Built in ice maker. Matching cabinetry, 6 Burner GAS STOVE with natural gas. 6 Bedrooms + Huge entertainment room. 7th Bedroom can be theater room/office. 2 MASTER BEDROOMS. One down and one upstairs. Master bedroom and guest bedroom downstairs. Master Bedroom first floor has HIS & HERS CLOSETS. Family Room and Kitchen have great LAKEVIEWS! This house has 4 SIDE ENTRY GARAGE WITH ADDITIONAL TILED PARKING SPACE FOR MANY CARS. 54X12 Extra-large porch great for entertaining. SEA WALL, FENCED BACK YARD. Seller will give Builder’s Warranty. Boat dock and gazebo in progress to get permit and will give credit to buyer at time of closing. Conveniently located near schools, shopping, dining, Disney World, EPCOT, and major highways. Nice quiet neighborhood with Community pool, cabana, 2 dog parks and Playground.

14168 Larkspur Lake Drive, Winter Garden
$290,000
3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World! 3 Bedrooms / 3 Bathrooms | Fully Furnished |Ideal 1031 Exchange Property Discover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort &Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort and style, with stunning views ofthe meticulously maintained courtyard and beyond. The property is fully adapted for individuals with disabilities, ensuring accessibility andcomfort for all residents and guests. Key Features: Location: Just 5 minutes from Walt Disney World, one of the world’s top destinations.Accessibility: The condo and common areas are fully accessible for individuals with disabilities, ensuring ease of movement and comfort for all.Amenities: Enjoy multiple swimming pools, a full-service spa, water park, and a breathtaking 20-acre lake ideal for fishing, boating, and relaxing.The resort also offers a modern fitness center, conference rooms, and a wide variety of bars and restaurants. Investment Opportunity: When notin use, place your unit in the professionally managed turnkey hotel rental program to help offset ownership costs and enjoy hassle-free propertymanagement. Perfect for 1031 Exchange: Benefit from Orlando’s booming vacation rental market while owning a personal retreat. This propertyis more than just a vacation home—it’s a lifestyle choice. With the hotel rental program, owners can enjoy privacy, convenience, and the incomepotential of Orlando’s thriving vacation rental market.

14501 Grove Resort Avenue Unit 3642, Winter Garden
$190,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code
TOWER 3 LOCATION CLOSEST TO THE WATERPARK! Exceptional opportunity to own at The Grove Resort & Water Park, one of Central Florida’s premier vacation ownership destinations just minutes from Walt Disney World. This condo is a beautifully furnished Birch Plan residence offering a comfortable, turnkey layout designed for personal enjoyment and income-producing vacation rental use. The open living area, full kitchen, private bedrooms, and resort-style finishes create an inviting retreat for Owners and guests alike. The Grove offers an impressive amenity package including a water park, multiple pools, lazy river, restaurants, bars, spa, fitness center, lake activities, arcade, onsite market, and full-service onsite management. Owners may enjoy generous personal use while the onsite management team handles guest services, reservations, maintenance, and day-to-day rental operations. With its strong location, established resort setting, and continued appeal to Orlando visitors, this Birch Plan condo is a compelling choice for Buyers seeking lifestyle, convenience, and long-term Central Florida vacation ownership.

14501 Grove Resort Avenue Unit 3231, Winter Garden
$563,000
4 Beds ⋅ 3 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
BEST PRICE IN FLAMINGO CROSSING AREA IN WINTER GARDEN, THE SELLER WILL CONTRIBUTE UP TO $ 4000 TOWARD CLOSING COST OR BUYER RATE ON FINANCING. This is an amazing Bungalow style house with 4 bedrooms and 3 bathrooms, on second floor there are 3 bedrooms, two bathrooms and area that maybe use has work-office place or Tv place, on main floor there are a guest suite, bathroom and amazing open concept Kitchen, walking closet and spacious dining and living area that face a nice open space area with a lanai completely fenced...this house is located on the very beautiful Osprey Ranch Community and few feet away from the Community Pool and social areas..

12632 Clear Sapphire Drive, Winter Garden
$1,095,000
5 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code
Welcome to this exceptional pool home in the highly sought-after gated community of Hickory Hammock in Winter Garden. Recent enhancements showcase true pride of ownership and include fresh EXTERIOR (8/26) and INTERIOR (7/26) repaint, whole-home pressure washing (7/26), refreshed landscaping (7/26), and a professionally serviced and cleaned air conditioning system (7/26). Offering more than 3,600 square feet beautifully designed living space, this impressive five bedroom, four bathroom, 4 car garage residence blends timeless elegance with everyday functionality. From the moment you step inside, you'll be captivated by soaring ceilings, georgous formal dining space, elegant coffered and wainscoting details, custom built-ins, and an abundance of natural light. The open concept floor plan creates an effortless flow, making the home ideal for both intimate gatherings and grand entertaining. At the heart of the home, the gourmet kitchen overlooks the expansive living and dining areas, it features quartz counter tops, abundant cabinetry, generous prep space, and a layout designed for both entertaining and everyday living. A downstairs private home office offers a refined work from home setting, while the expansive upstairs loft is an entertainer's dream, complete with a projector and oversized movie screen, creating the perfect setting for cinematic experiences, game days, or a stylish media lounge. The luxurious primary suite serves as a peaceful retreat with a spacious walk-in closet and spa-inspired ensuite bath. Thoughtfully designed secondary bedrooms and bathrooms provide comfort and privacy for family and guests. Step outside to your own private outdoor oasis where a screened resort-style pool and covered lanai create the ultimate setting for year-round Florida living. Whether hosting guests or enjoying a quiet evening at home, this backyard is designed for relaxation and entertaining. Recent enhancements that showcase true pride of ownership, including a freshly repainted interior, whole home pressure washing, new landscape, and a professionally serviced and cleaned air conditioning system. Residents of the gated community of Hickory Hammock enjoy an exceptional lifestyle with resort-style amenities including a clubhouse, fitness center, community pool, playgrounds, dog park, scenic walking trails, fishing pier, and boat ramp access to the beauty of Johns Lake. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, top rated schools, shopping, dining, SR 429, Walt Disney World, and Orlando's world class attractions, this remarkable home offers the perfect balance of luxury, lifestyle, and convenience. Schedule your showing today!

16044 Citrus Knoll Drive, Winter Garden
$834,999
7 Beds ⋅ 4 Baths ⋅ Verde Park Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to 16004 Ollivet, an exceptional residence where thoughtful design, high-end upgrades, and everyday functionality come together in one of Winter Garden's most desirable communities. Meticulously maintained and beautifully appointed, this move-in-ready home offers the perfect balance of elegant living, modern convenience, and timeless style. From the moment you enter, you'll appreciate the bright, open floor plan, soaring ceilings, and abundance of natural light that create an inviting and spacious atmosphere. Designed for both entertaining and everyday living, the expansive main living area flows seamlessly into the dining space and gourmet kitchen, making it easy to host family gatherings or enjoy quiet evenings at home. The chef-inspired kitchen is the heart of the home, featuring abundant cabinetry, generous countertop space, a large center island, quality appliances, and ample storage. Whether you're preparing a weeknight dinner or entertaining guests, this space offers both beauty and functionality. The spacious primary suite serves as a private retreat, offering a relaxing escape at the end of the day. One of its standout features is the professionally designed custom walk-in closet, providing exceptional organization, premium built-ins, and a luxurious boutique-style feel. The en-suite bathroom complements the space with modern finishes. A versatile flex room adds even more value to the home and has been enhanced with custom built-in cabinetry, making it an ideal home office, executive workspace, library, study, craft room, or media room. The custom storage solutions maximize functionality while adding a design element that sets this home apart. The additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family members or guests. Every room reflects the pride of ownership found throughout the home. One of the home's rare and highly desirable features is the four-car tandem garage, offering exceptional flexibility and abundant space for multiple vehicles, a golf cart, recreational equipment, a workshop, fitness area, or additional storage. The tandem configuration provides even more usable garage space while maintaining a clean and organized feel. Step outside to the covered lanai, where you can enjoy your morning coffee, unwind after a long day, or entertain family and friends while overlooking the backyard. The outdoor living space provides the perfect extension of the home's interior. Conveniently located near Historic Downtown Winter Garden, Horizon West, shopping, dining, entertainment, parks, walking trails, major highways, and Central Florida's world-famous attractions, this home offers both convenience and an exceptional lifestyle. With its designer upgrades, custom built-in features, spacious open floor plan, rare four-car tandem garage, and outstanding location, this home truly stands out. Every detail has been thoughtfully curated to create a residence that is as functional as it is beautiful. Schedule your private showing today and experience everything this remarkable property has.

16004 Ollivett Street, Winter Garden
$550,000
4 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code
SPECIAL FINANCING AVAILABLE! The seller is offering a promotional 3.875 interest rate through a rate buy-down program, plus ALL closing costs paid when using the preferred lender—creating an incredible opportunity for qualified buyers to significantly reduce their monthly payment and cash needed at closing. Welcome to this stunning newer construction home located in the highly desirable Horizon West area of Winter Garden! Nestled in one of Central Florida’s most sought-after communities, this beautiful two-story residence offers spacious open-concept living, soaring ceilings, and an abundance of natural light throughout. Designed for modern living, the home features expansive living and dining areas, generously sized bedrooms, and a functional floor plan perfect for entertaining or everyday comfort. Enjoy outdoor living with a semi-private fenced backyard, providing the perfect balance of privacy and open space. Ideally situated just minutes from Flamingo Crossings, Walt Disney World, shopping, dining, entertainment, and major highways, this location offers unmatched convenience and lifestyle. Residents also benefit from access to highly rated A+ schools, making this an excellent choice for families. Don’t miss this incredible opportunity to own a beautiful home in one of Winter Garden’s fastest-growing and most desirable neighborhoods. Schedule your private showing today!

14123 Frasier Street, Winter Garden
$1,699,900
5 Beds ⋅ 6 Baths ⋅ Lake Star/Ovation Ph 1b SubDv. ⋅ 34787 Zip Code
Price Improvement | One of Horizon West's Most Exclusive Luxury Lakefront Homes Luxury lakefront living at its absolute finest in the heart of Horizon West Ovation. This is a rare opportunity to own one of the most impressive homes in the entire community, now offered at a newly improved price. If you have been waiting for a home that combines luxury, space, privacy, breathtaking views, and exceptional value, this is the opportunity you have been looking for. Built with the builder's largest and most prestigious floor plan, this nearly new residence offers 5 spacious bedrooms, 5 full bathrooms, 1 powder room, and nearly 5,000 square feet of beautifully designed living space where elegance and comfort come together effortlessly. Situated on an oversized premium homesite with exceptional distance from neighboring homes, this property provides a level of privacy rarely found in Central Florida. From the moment you walk through the front door, you are welcomed by stunning lake and conservation views that create an atmosphere of peace, beauty, and exclusivity. What truly makes this home special is something that very few properties in Ovation can offer. This is one of the only homes in the community with direct access to a navigable lake, allowing you to enjoy a true waterfront lifestyle right from your own backyard. Imagine launching a kayak or paddleboard whenever you want, relaxing by the water at sunset, or enjoying Disney fireworks from your private balcony. It is a lifestyle that simply cannot be replicated. To help you visualize the incredible possibilities, two professionally designed 3D renderings are included with the listing, showcasing the potential for a spectacular custom pool and private lakefront deck. This property offers the perfect setting to create one of the most beautiful outdoor living spaces in Horizon West. Inside, every detail reflects quality and thoughtful design. The finishes are comparable to the builder's model home and include expansive open living areas, soaring ceilings filled with natural light, premium flooring, designer finishes, and a stunning gourmet kitchen that is perfect for entertaining or everyday living. The bedrooms are exceptionally spacious, providing comfort for family and guests alike. The oversized laundry room offers abundant cabinetry and a utility sink for added convenience. The owner's suite is a true private retreat, featuring an extended balcony overlooking the lake and conservation area, where you can enjoy breathtaking sunsets and Disney fireworks from the comfort of your own home. Located in the highly desirable Horizon West Ovation community, this home is only minutes from Walt Disney World, top rated schools, shopping, restaurants, entertainment, and major highways, while still offering the tranquility of a luxury waterfront setting. With its recent price improvement, this home represents one of the finest luxury values currently available in Horizon West. Opportunities like this rarely come to market, especially a home offering nearly 5,000 square feet, one of the community's premier floor plans, direct access to a navigable lake, breathtaking views, and the opportunity to build your dream pool and private waterfront deck. Do not miss your chance to own one of the most exclusive waterfront homes in Horizon West. Schedule your private showing today and experience everything this extraordinary property has to offer before someone else does.

17372 Glossy Pomelo Way, Winter Garden
$1,349,000
7 Beds ⋅ 4 Baths ⋅ Mcallister Lndg SubDv. ⋅ 34787 Zip Code
Welcome to an extraordinary Winter Garden retreat where luxury, flexibility, and resort-style living come together in one remarkable residence. Situated on a premium corner lot, this expansive 7-bedroom, 4-bath home offers over-the-top living spaces designed for entertaining, multi-generational living, and creating unforgettable memories. Step inside to soaring ceilings, abundant natural light, and an open-concept floor plan that effortlessly blends elegance with everyday comfort. The chef-inspired kitchen serves as the heart of the home, featuring an oversized island, breakfast bar, abundant cabinetry, and seamless flow into the spacious family room and café dining area. The thoughtfully designed layout includes both the owner's suite and a guest bedroom on the main level, providing ideal accommodations for extended family or visitors. Upstairs, a sprawling game room, dedicated home theater, and additional bedrooms create the ultimate entertainment hub for family and guests alike. Outside, your private backyard oasis awaits. Relax by the sparkling in-ground pool, entertain under the covered lanai, or host gatherings in the fully equipped summer kitchen. The fully fenced yard provides privacy while maximizing enjoyment of Florida's year-round sunshine. Perfectly positioned just minutes from Historic Downtown Winter Garden, Orlando's world-famous attractions, premier dining, shopping, and entertainment, this exceptional home offers the lifestyle today's buyers are seeking—space to gather, room to grow, and amenities that make every day feel like a vacation.

1698 Juniper Hammock Street, Winter Garden
$2,050,000
4 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.

9940 Black Bear Lane, Winter Garden
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house!

13377 Lake Butler Boulevard, Winter Garden
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