Oakland Trls Ph 2 Homes for Sale

Welcome to Oakland Trails Phase 2, a delightful subdivision nestled in the heart of Winter Garden, Florida. This charming community is perfectly situated in Orange County, offering the ideal blend of suburban tranquility and urban convenience. With its picturesque landscapes and friendly atmosphere, Oakland Trails Phase 2 is a place where families can thrive and create lasting memories.

The homes for sale in Oakland Trails Phase 2 are a testament to modern design and comfort. Each residence boasts spacious layouts, contemporary finishes, and energy-efficient features that cater to today’s lifestyle. Whether you’re searching for a cozy single-family home or a more expansive property for your growing family, this subdivision has something for everyone. Many homes offer beautiful outdoor spaces perfect for entertaining or simply enjoying the serene Florida weather.

Residents of Oakland Trails Phase 2 enjoy an array of community amenities, including scenic walking trails, playgrounds, and picnic areas that invite both relaxation and recreation. The community is also conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

Winter Garden itself is a vibrant city known for its rich history and charming downtown area, featuring quaint boutiques and delightful eateries. With its blend of small-town charm and modern conveniences, Oakland Trails Phase 2 is the perfect place to call home. Don’t miss the opportunity to explore the homes for sale in this thriving community—your dream home awaits!

Newest Oakland Trls Ph 2 Homes for Sale

$539,900

3 Beds ⋅ 3 Baths ⋅ Oakland Trls Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to the highly desirable Oakland Trails, where this 2019 Meritage Home combines modern style, energy efficiency, and a thoughtfully designed layout for everyday comfort. Ideally situated approximately 30 minutes from Walt Disney World, Universal Orlando, and Downtown Orlando, the home provides convenient access to Central Florida's most popular destinations while preserving the peaceful atmosphere of an established neighborhood. Designed with functionality and flexibility in mind, this residence offers 3 bedrooms, 2.5 bathrooms, a two-car garage, and over 3,200 square feet of total living space. The open floor plan connects the living area, dining space, and gourmet kitchen, creating an inviting setting for daily living and entertaining. A spacious first-floor flex room offers endless possibilities as a home office, media room, formal living room, playroom, fitness space, guest room, or potential fourth bedroom. The gourmet kitchen features KitchenAid stainless steel appliances, quartz countertops, a custom tiled island, abundant cabinetry, and generous workspace while overlooking the main living and dining areas. High ceilings and oversized interior doors enhance the bright, open feel throughout the home. Upstairs, the primary suite includes a custom walk-in closet system and an ensuite bathroom. Additional bedrooms are generously sized, with ample storage throughout. Built with Meritage Homes' renowned energy-efficient construction, the home includes spray foam insulation, an advanced HVAC system with fresh-air intake and enhanced air purification, a combination metal and shingle roof, and a full gutter system. Enjoy the private courtyard, perfect for relaxing or entertaining. Oakland Trails offers scenic walking and biking trails, a community pool, clubhouse, dog park, beautifully maintained common areas, and top-rated schools. Historic Downtown Winter Garden, with its restaurants, breweries, boutiques, farmers market, and year-round events, is just minutes away. The property is well suited for long-term rental investment. For buyers with pet-related allergies or sensitivities, it may be helpful to know that no pets have lived in the home during the current ownership. A detailed list of builder upgrades and owner improvements will be provided to prospective buyers. Quality construction, flexible living, and an exceptional location make this move-in-ready home an outstanding opportunity in one of Winter Garden's most sought-after communities.

2065 White Feather Loop, Oakland

$796,000

5 Beds ⋅ 3 Baths ⋅ Oakland Trls Ph 2 SubDv. ⋅ 34787 Zip Code

Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a Spacious, Peaceful backyard in the highly desirable Oakland Trails community, minutes from the West Orange Trail and the Winter Garden Plant Street Market. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfort with UPSCALE UPGRADES—creating a home that truly feels “better than new.” Step inside to an inviting OPEN-CONCEPT LAYOUT, where the chef’s kitchen overlooks the spacious living area. Recessed lighting, NEW TILE FLOORING on the main level (2023), and ceiling fans throughout (2020) elevate the home’s comfort and style. The entire home is also PREWIRED WITH CAT 6, ideal for high-speed connectivity. The DREAM KITCHEN is a showstopper with stylish cabinetry, stone countertops, a breakfast bar, built-in oven, cooktop stove with POT FILLER, tile backsplash, walk-in pantry, and a GALLEY-STYLE COFFEE BAR AREA—perfect for morning routines or entertaining. A spacious Kitchen dinette area overlooks the backyard, adding a warm and functional touch to the heart of the home. In the Living room, enjoy a CUSTOM ACCENT WALL (2023) and views of the large backyard through dual sliding glass doors. A separate Dining room offers flexibility for family gatherings or can easily serve as a formal living room. The first floor also includes a VERSATILE OFFICE/PLAYROOM, convenient under-stair storage, and ONE OF THE FIVE BEDROOMS—complete with laminate wood flooring—located next to a full bathroom, providing a perfect space for guests or multigenerational living. Upstairs, a GENEROUS LOFT creates a perfect secondary living area. The UPDATED PRIMARY SUITE (2025) features a beautiful tray ceiling, a LUXURIOUS EN SUITE BATH with dual vanities, a step-in shower, and a huge walk-in closet. Three additional bedrooms and another full bath offer plenty of comfortable space for family and guests. A paver driveway leads to the generous 3-CAR GARAGE featuring epoxy flooring, additional kitchen-style cabinetry, and PREWIRING for an electric vehicle. Outside, enjoy a large covered patio and an EXPANSIVE BACKYARD, ideal for future customization, gatherings, or play. Oakland Trails is loved for its peaceful setting and small-town charm, offering access to the West Orange Trail, playgrounds, green spaces, and TOP-RATED SCHOOLS. Ideally positioned near DOWNTOWN WINTER GARDEN, residents enjoy quaint dining and gatherings spots, PLANT STREET MARKET, charming shops, and easy access to SR 429 for seamless commuting. Every detail has been thoughtfully crafted for ELEVATED LIVING—come experience the exceptional quality and SOPHISTICATION this home offers. Schedule your showing today!

1970 Standing Rock Circle, Oakland

Start Your Search