Oakland Trls Ph 2 Homes for Sale

Welcome to Oakland Trails Phase 2, a picturesque subdivision nestled in the heart of Winter Garden, Orange County, Florida. This charming community offers a peaceful retreat from the hustle and bustle of city life while still being conveniently located near all the amenities you could need.

Oakland Trails Phase 2 is a sought-after neighborhood known for its well-maintained homes and friendly atmosphere. With a variety of architectural styles and spacious layouts, there is something for everyone in this community. Whether you are looking for a cozy bungalow or a spacious family home, Oakland Trails Phase 2 has it all.

Homes for sale in Oakland Trails Phase 2 are in high demand due to their prime location and excellent value. From modern amenities to beautiful landscaping, these properties are sure to impress even the most discerning buyers. Whether you are a first-time homebuyer or looking to upgrade to your dream home, Oakland Trails Phase 2 has the perfect option for you.

Don't miss out on the opportunity to be a part of this vibrant community. Contact us today to learn more about homes for sale in Oakland Trails Phase 2 and start your journey to finding your forever home in Winter Garden, Florida.

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

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