Winter Garden/Oakland Homes with 2 Car Garage Garage Description

Winter Garden/Oakland Homes with 2 Car Garage Garage Description

Welcome to the charming communities of Winter Garden and Oakland, nestled in the heart of Orange County, Florida. Known for its picturesque landscapes, rich history, and vibrant downtown area, this region offers a unique blend of small-town charm and modern conveniences. With its lush parks, scenic lakes, and friendly neighborhoods, Winter Garden and Oakland are perfect for families, retirees, and everyone in between.

One of the highlights of living in this beautiful area is the availability of homes featuring two-car garages. These spacious garages not only provide ample storage for your vehicles but also offer extra space for hobbies, outdoor gear, or even a workshop. Imagine having the convenience of parking your cars out of the Florida sun while still having room for your bicycles, tools, or seasonal decorations.

The homes in Winter Garden and Oakland boast a variety of architectural styles, from charming bungalows to modern designs, all with the practicality of a two-car garage. This feature is especially appealing for those who value both functionality and comfort. With easy access to major highways, shopping, and dining options, you’ll find that these homes serve as the perfect base for exploring everything Central Florida has to offer.

Whether you’re enjoying a leisurely stroll through the historic downtown Winter Garden or taking in the scenic views of the nearby lakes, you’ll quickly discover that Winter Garden and Oakland are not just places to live; they are places to thrive. Come and experience the warmth and welcoming spirit of this delightful region today!

Newest Winter Garden/Oakland Homes with 2 Car Garage Garage Description

$599,000
4 Beds ⋅ 2 Baths ⋅ Lakeview Pointe/Horizon West Ph SubDv. ⋅ 34787 Zip Code
This inviting split floor plan gives everyone space to unwind in comfort. The gourmet kitchen—complete with a central island—makes cooking effortless and flows seamlessly into the café and gathering room, creating the perfect setting for everyday living and unforgettable moments. Enjoy peaceful Florida evenings on the front patio with scenic skyline views, or host a cookout on the spacious covered lanai accented with elegant brick pavers. This home is priced to sell and delivers the warm, welcoming feeling of truly finding “home.” Lakeview Pointe is a fully maintained community located just about a mile from Disney, offering quick access to the 429, Winter Garden Village, Hamlin Town Center, and top-rated schools. The reasonable monthly HOA includes Lawn Care along with access to the amenity center that includes a fitness facility, resort-style pool with splash pad, playground, cabana, and park. Residents can watch the sunset from the pier on Lake Huckleberry or enjoy nightly Disney fireworks from the pavilion. Come experience everything Lakeview Pointe has to offer!

7278 Twilight Bay Drive, Winter Garden
$560,000
3 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Close to Amenity | Flat Lot | Dedicated Home Office | Low HOA Dues. New Construction - November Completion! Welcome to the Ashwood at 14751 Field Daisy Drive in Harvest at Ovation! This thoughtfully designed three-story home offers flexible living with a private study near the entry, an open-concept great room, and a spacious kitchen with a large island that keeps everyone connected. Upstairs, the inviting primary suite provides a peaceful retreat, while two secondary bedrooms and a convenient laundry room add everyday comfort. The third-floor game room with a full bath creates the perfect space for entertaining, hobbies, or overnight guests. A covered lanai and charming front porch extend your living space outdoors, and the two-car garage provides plenty of room for storage and convenience. 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: French doors at study and quartz countertops at kitchen. Photos are for representative purposes only. MLS#O6436927

14751 Field Daisy Drive, Winter Garden
$530,000
3 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Flat Lot | 3 Full Baths | Bonus Room. New Construction – November Completion! Welcome to the Ashwood at 16050 Honey Harvest Street in Harvest at Ovation! This warm and inviting two-story home blends comfort, flexibility, and effortless everyday living. A charming front porch opens to a bright foyer with a private study, while the heart of the home features a spacious great room that flows into the beautifully designed kitchen with a large island, walk-in pantry, and inviting lanai for indoor-outdoor gatherings. Upstairs, the serene primary suite offers a relaxing retreat with a spa-inspired bath and generous walk-in closet, while two secondary bedrooms share a full bath. The top-floor game room with its own bath provides the perfect space for entertaining, hobbies, or cozy evenings at home. Thoughtfully designed and filled with natural flow, this home is made for connection and comfort. 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: Wet bar at game room, game room with full bath above garage, covered extended lanai, pre-plumb for future laundry tub, and whole house blinds. Photos are for representative purposes only. MLS#O6436917

16050 Honey Harvest Street, Winter Garden
$419,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Affordable luxury in Winter garden! Welcome to one of Central Florida's premier 55+ communities. This beautifully appointed Ellenwood villa offers 2 bedrooms, 2 baths each with walk-in showers, a versatile flex room and a bright, open layout designed for easy Florida living. It has a pretty view with no homes behind it. Gorgeous luxury vinyl plank flooring flows throughout the home with no carpet, creating a clean, modern look and low-maintenance lifestyle. Ceiling fans have been added in both bedrooms and the living room for added comfort. The stylish kitchen features a gas range, while the home also includes an electric washer and gas dryer. The extended lanai is already plumbed for water and gas; perfect for an outdoor kitchen. Epoxy garage floors and sealed pavers ensure years of maintenance-free driveway. Del Webb Oasis delivers an exceptional resort-style lifestyle with an impressive pool, inviting fire pits, sun cabanas, a well-equipped fitness center, dedicated yoga and movement studio, plus both pickleball and tennis courts. Whether your ideal day includes staying active, relaxing poolside, or spending time with neighbors, the amenities offer something for nearly every lifestyle. The location is equally impressive. Enjoy convenient access to Walt Disney World and Hamlin Town Center, both less than 15 minutes away, along with nearby shopping, dining, entertainment, and everything Winter Garden has to offer. Beautiful finishes, thoughtful upgrades, outstanding amenities, and an unbeatable Central Florida location make this Del Webb Oasis villa an exceptional place to call home.

15873 Gem View Street, Winter Garden
$600,000
3 Beds ⋅ 3 Baths ⋅ Amberleigh SubDv. ⋅ 34787 Zip Code
Welcome to a home that feels as inviting as it is impressive, tucked into the quaint gated community of Amberleigh, just minutes from the charm of historic Downtown Winter Garden and the West Orange Trail. With more than 2,600 square feet of thoughtfully designed living space, this home blends warmth, character, and room to gather. Step inside and the story begins with soaring ceilings that draw your eye toward the upstairs landing, while graceful architectural details, rounded corners, decorative niches, and beautifully appointed engineered hardwood floors bring warmth and character throughout the home. The generous family room creates a natural heart of the home, while a dedicated downstairs office offers a comfortable space for working from home, reading, or tackling the day's to-do list. At the center of it all is a kitchen designed for both everyday moments and memorable gatherings. Granite countertops pair beautifully with abundant cherry cabinetry and a custom cherry wood bar top, while generous prep space, upgraded appliances, double ovens with convection, a built-in desk, and an oversized pantry make the space as functional as it is welcoming. The first-floor owner's suite offers a peaceful retreat with a tray ceiling, dual closets, dual marble vanities, a dual-head shower, and a relaxing Roman tub. Upstairs, the home continues to unfold with spacious secondary bedrooms and a generous bonus room, creating a wonderfully flexible second living space for movie nights, games, hobbies, or simply relaxing at the end of the day. Thoughtful details continue throughout with marble vanities in the secondary baths, ceramic tile in the foyer, laundry room, and secondary bath, convenient under-stair storage, and a four-zone irrigation system. Behind the scenes, meaningful updates bring added comfort and efficiency to everyday living. New HVAC systems provide refreshed climate control, with the system serving the upstairs featuring advanced air filtration. A new energy-efficient hot water heater and whole-home water softener add to the home's thoughtful improvements, while energy-efficient insulated windows along the rear of the home help enhance year-round comfort. Move-in ready and wonderfully located, this is a home made for comfortable mornings, lively gatherings, movie nights upstairs, and evenings spent enjoying everything Winter Garden has to offer. Downtown dining, local shops, community events, and miles of recreation along the West Orange Trail are all just minutes away. A charming gated setting, generous living spaces, thoughtful updates, and the Winter Garden lifestyle come together in a home ready for its next chapter.

393 Lake Amberleigh Drive, Winter Garden
$475,000
5 Beds ⋅ 3 Baths ⋅ Regal Pointe Ph 01 43/129 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated 5-bedroom, 2.5-bathroom block-and-stucco home with a peaceful pond view. Extensively updated from top to bottom, this home offers the look and feel of a brand-new home without the wait for new construction. Inside, the popcorn ceilings have been removed and replaced with fresh, modern texture throughout, creating a clean, contemporary feel. The home also features fresh interior and exterior paint, new luxury vinyl plank flooring throughout, new baseboards, and all-new light fixtures, ceiling fans, switches, hinges, and door hardware. The spacious floor plan offers exceptional flexibility, with a convenient bedroom and bathroom located downstairs. The additional bedrooms provide plenty of room for family, guests, an office, or other living needs. The beautifully redesigned kitchen is a true centerpiece, featuring new 42-inch cabinets with light rail molding, full quartz countertops and backsplash, and a stunning waterfall edge. New stainless steel appliances include a slide-in range and counter-depth refrigerator, creating a stylish and functional kitchen perfect for everyday living and entertaining. The bathrooms have been completely updated with custom tile work and modern finishes. The primary suite features a beautifully renovated bathroom with double sinks and the added luxury of two walk-in closets. Major systems provide added peace of mind, with a 2020 roof and a 2021 AC system that has been cleaned and serviced. The home also features durable block-and-stucco construction. For added peace of mind, a four-point inspection, energy report, and wind mitigation report are available for review and may help with insurance discounts. Enjoy the peaceful pond view while being ideally located just minutes from downtown Winter Garden, with convenient access to the 408 and Florida's Turnpike. Shopping, dining, entertainment, major roadways, and Orlando's many attractions are all within easy reach. With extensive renovations, modern finishes, flexible living space, and a tranquil setting, this move-in-ready home is an exceptional opportunity.

427 Regal Downs Circle, Winter Garden
$565,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in the desirable Hawksmoor community of Winter Garden! Built in 2019, this bright and inviting residence offers modern style, thoughtful design, and comfortable living in one of the area’s sought-after communities. From the moment you arrive, the charming curb appeal and beautifully landscaped front yard create a warm welcome. Inside, you’ll find an open and airy layout filled with natural light, recessed lighting, and stylish finishes throughout. The spacious living area features a modern fireplace and large windows with elegant window treatments, creating the perfect space to relax or entertain. A thoughtfully enclosed flex space features beautiful sliding glass doors, creating a private and beautifully finished home office that is perfect for working from home, studying, or a variety of lifestyle needs. The contemporary kitchen offers modern cabinetry, stainless steel appliances, a generous island with seating, and plenty of workspace, flowing seamlessly into the dining and living areas. Sliding glass doors extend the living space to a screened-in lanai, providing a wonderful indoor-outdoor setting for morning coffee, dining, or entertaining while enjoying the Florida lifestyle. The home's neutral finishes, beautiful tile flooring, and well-maintained interiors make it truly move-inready. Located in Hawksmoore, this home offers the perfect combination of modern comfort, community living, and the highly desirable Winter Garden lifestyle. Don't miss the opportunity to make this beautiful home your own!

16273 Taliesin Street, Winter Garden
$475,000
4 Beds ⋅ 3 Baths ⋅ Mezzano SubDv. ⋅ 34787 Zip Code
Welcome to 6982 Twilight Bay Drive, a beautifully maintained two-story townhome located in the Mezzano community of Winter Garden. Completed in late 2023, this newer home offers approximately 1,860 square feet of thoughtfully designed living space featuring 4 bedrooms, 2.5 bathrooms, and a spacious 2-car garage. Step inside to a bright and inviting open-concept floor plan filled with natural light and complemented by stylish accent walls and modern finishes throughout. The kitchen flows seamlessly into the main living and dining areas, creating a functional layout for everyday living and entertaining. A first-floor bedroom adds flexibility for use as a guest room, home office, fitness space, or additional living area. Upstairs, the spacious primary suite provides a comfortable retreat alongside two additional bedrooms and well-appointed living spaces. Smart switches throughout much of the home add convenience, while the rear-entry 2-car garage provides additional storage and is equipped with a 240V outlet for electric vehicle charging. The private outdoor patio offers additional space to enjoy the Florida lifestyle. Residents of Mezzano enjoy access to community amenities including a resort-style pool, cabana, recreation areas, playground, and sidewalks. Location is a standout feature of this Winter Garden property. Enjoy convenient access to the Horizon West area, with Hamlin Town Center approximately 10 minutes away for shopping, dining, entertainment, and everyday conveniences. Walt Disney World Resort is approximately 15–20 minutes away, while Disney Springs, Universal Orlando Resort, SeaWorld Orlando, and ICON Park are all within approximately 20–35 minutes, depending on destination, route, and traffic. Historic Downtown Winter Garden is approximately 20–25 minutes away, offering access to Plant Street, local restaurants, shopping, entertainment, community events, and the West Orange Trail. Outdoor recreation is also nearby, including Tibet-Butler Nature Preserve, Orange County National Golf Center, local parks, trails, lakes, and numerous golf and recreation options throughout Winter Garden and Horizon West. Convenient access to SR-429, Florida's Turnpike, and I-4 makes traveling throughout Central Florida easily accessible. Orlando International Airport is approximately 35–40 minutes away, depending on traffic and route. Looking for a Florida beach day? Central Florida's location provides access to both coasts. Cocoa Beach and the Space Coast are approximately 85–90 minutes away, providing access to the Atlantic Ocean, Cape Canaveral, and nearby Space Coast attractions. Gulf Coast destinations such as Clearwater Beach are approximately 1 hour and 55 minutes to 2 hours away, depending on traffic and route. With newer construction, a flexible four-bedroom floor plan, smart-home features, EV charging capability, community amenities, and convenient access to Central Florida's theme parks, shopping, dining, recreation, airports, beaches, and major roadways, 6982 Twilight Bay Drive offers an excellent opportunity to enjoy the Winter Garden and Horizon West area.

6982 Twilight Bay Drive, Winter Garden
$558,000
3 Beds ⋅ 3 Baths ⋅ Lake Hancock Preserve SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed home in the heart of Winter Garden’s highly sought-after Horizons West area, offering nearly 2,500 square feet of thoughtfully designed living space with a fenced backyard and an upgraded elevation featuring a charming front porch. Located just minutes from Historic Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, and Disney, this home offers an exceptional combination of convenience and lifestyle. You may even enjoy views of Disney fireworks from the home! The spacious open-concept floor plan is designed for comfortable everyday living and entertaining. The main level features a large great room filled with natural light, along with a versatile 3 Bedrooms PLUS **DOWNSTAIRS OFFICE/FLEX room with double-door entry**, perfect for a home office, study, or additional living space. The gourmet kitchen features espresso 42-inch cabinetry, granite countertops, a large center island, and stainless-steel appliances, opening directly to the great room. Tile flooring throughout the main living areas adds both style and easy maintenance. Large sliding glass doors provide seamless access to the **covered lanai and FULLY FENCED backyard**, bringing plenty of Florida sunshine indoors. Upstairs, a spacious loft provides additional flexible living space. The generous primary suite offers a large walk-in closet and a well-appointed ensuite bathroom with an oversized walk-in shower and beautiful tile accents. Two additional bedrooms and a full bathroom complete the second floor. Energy-efficient, spacious, and exceptionally well located, this home is zoned for the **highly desirable Horizon West school district** and offers easy access to Disney, State Road 429, shopping, restaurants, and entertainment. Best of all, the **HOA INCLUDES lawn care**, making this home even easier to maintain. A rare opportunity to enjoy space, convenience, and the Horizon West lifestyle at an exceptional value—this home is a must-see!

14373 Breda Center Loop, Winter Garden
$614,999
4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
**** STUNNING 4 BEDROOM + LOFT | 3.5 BATH HOME IN HARVEST AT OVATION | MODERN LIVING IN WINTER GARDEN **** Welcome to this beautifully maintained 4-bedroom + loft, 3.5-bath single-family home located in the highly sought-after Harvest at Ovation community in Winter Garden. Thoughtfully designed with an open-concept floor plan, stylish finishes, and generous living spaces, this exceptional residence offers the perfect combination of elegance, comfort, and everyday functionality. Step inside to an inviting foyer that leads into a bright and expansive living and dining area, seamlessly connected to the gourmet kitchen—creating the ideal setting for entertaining, family gatherings, or simply enjoying day-to-day living. The versatile flex space on the main level can easily be used as a home office, playroom, fitness room, or additional sitting area to suit your needs. Upstairs, you'll find a spacious loft that serves as the perfect second living room, media room, or workspace. The luxurious primary suite provides a private retreat featuring a spa-inspired ensuite bathroom with dual vanities, an oversized walk-in shower, and generous closet space. Three additional bedrooms and well-appointed bathrooms offer flexibility for family, guests, or multigenerational living. Located in one of Winter Garden's most desirable communities, Harvest at Ovation offers outstanding amenities and an unbeatable location just minutes from SR-429, Walt Disney World, Hamlin Town Center, top-rated schools, shopping, dining, and countless entertainment options. Meticulously cared for and move-in ready, this home provides the opportunity to enjoy the benefits of newer construction without the wait. Whether you're searching for your primary residence or your next Central Florida home, this property offers the perfect balance of location, space, and modern design. Schedule your private showing today and experience everything this exceptional Winter Garden home has to offer!

16319 Honey Harvest Street, Winter Garden
$660,000
3 Beds ⋅ 2 Baths ⋅ Waterside/Johns Lake Ph 2b SubDv. ⋅ 34787 Zip Code
Stone-and-stucco Mediterranean elevation on a paver driveway welcomes you into this beautifully maintained home in Waterside on Johns Lake. The open-concept great room flows into a chef's kitchen with white cabinetry, quartz counters, gas cooktop, double wall oven, and a large island — all overlooking a bright breakfast nook. A dedicated home office and separate den/flex space offer room to work or unwind. The primary suite features a tray ceiling, walk-in closet, and a spa-style bath with dual vanities and a frameless glass walk-in shower. Secondary bedrooms are generously sized, and the laundry room includes a utility sink and storage nook. Step outside to an extended, screened and covered lanai with an outdoor TV mount, overlooking a fenced backyard framed by mature hedges. Plantation shutters throughout, epoxy-coated garage floor, and thoughtful upgrades at every turn. Schedule your private showing today.

17307 Bal Harbour Drive, Winter Garden
$436,739
2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Close to Amenities | Covered Lanai | Dedicated Study. New Construction - November Completion! Welcome to the Caicos at 11234 Silver Trumpet Loop in Esplanade at McKinnon Groves! This charming new home offers a bright, open-concept layout that brings the kitchen, dining area, and great room together at the heart of the home. Sliding glass doors open to the covered lanai, extending the living space outdoors for relaxing mornings or evening gatherings. Tucked at the back, the primary suite serves as a private retreat with a spacious bathroom and generous walk-in closet. A secondary bedroom, full bathroom, and versatile study provide comfortable accommodations for guests and the flexibility to create a home office, hobby room, or additional living space. Additional Highlights Include: tray ceiling pkg, double pocket doors at study, and single pocket door at bed 2 into bath. Photos are for representative purposes only. MLS#O6436550 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11234 Silver Trumpet Loop, Winter Garden
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