Oakland Park Homes with Golf Carts OK Community Features

Oakland Park Homes with Golf Carts OK Community Features

Welcome to Oakland Park, a vibrant and welcoming subdivision nestled in the heart of Winter Garden, Florida. This charming community, located within Orange County, offers an idyllic blend of modern living and small-town charm, making it the perfect place for families, retirees, and everyone in between.

One of the standout features of Oakland Park is its golf cart-friendly atmosphere. Residents enjoy the unique advantage of being able to traverse the neighborhood and nearby amenities in their golf carts, adding a fun and leisurely touch to everyday errands and outings. Imagine cruising through tree-lined streets, waving to neighbors, and soaking in the beautiful Florida sunshine—all from the comfort of your own golf cart!

The homes in Oakland Park are designed with both style and functionality in mind. From contemporary single-family homes to cozy townhouses, there’s something for everyone. Each residence reflects a commitment to quality and craftsmanship, providing spacious layouts and modern finishes that cater to today’s lifestyle.

Community features abound in Oakland Park, with parks, playgrounds, and walking trails that encourage outdoor activities and foster a sense of camaraderie among residents. The nearby Winter Garden Village offers a plethora of shopping, dining, and entertainment options, ensuring that you are never far from the action.

In Oakland Park, you’ll find more than just a place to live; you’ll discover a vibrant community where neighbors become friends, and every day feels like a vacation. Come and experience the charm of Oakland Park—your new home awaits!

Newest Oakland Park Homes with Golf Carts OK Community Features

939 Kylee Alley, Winter Garden
$648,500
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. GOLF CART ACCESS to Downtown Winter Garden! Welcome to this gorgeous, exceptionally well-maintained, MOVE-IN READY home in the highly sought-after Oakland Park community. Featuring modern finishes, a functional open-concept floor plan, and a cute, charming front porch, this beautiful home offers the perfect combination of comfort, style, and convenience in one of Central Florida’s most desirable communities. Step inside to discover 9-foot ceilings and a bright, spacious open-concept living area designed for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the first and second floors, with carpet reserved for the bedrooms. The stunning kitchen features beautiful finishes, ample cabinetry, and a functional layout perfect for hosting family and friends. A new tankless water heater adds modern efficiency and convenience. Enjoy the sought-after Winter Garden lifestyle in the WINTER GARDEN GOLF CART DISTRICT, with convenient access to Downtown Winter Garden, Plant Street Market, the West Orange Trail, and Winter Garden Village. Oakland Park is known for its tree-lined streets, green spaces, playgrounds, community amenities, and charming neighborhood atmosphere. Conveniently located near shopping, restaurants, local breweries, boutiques, parks, and entertainment, this home also offers easy access to major roadways and popular Central Florida attractions. Flexible showings available! Don’t miss your opportunity to see this beautifully cared-for home with its inviting front porch and desirable Winter Garden location. Schedule your private showing today!

939 Kylee Alley, Winter Garden
1101 Eagles Pass Way, Winter Garden
$1,625,000
6 Beds ⋅ 5 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.

1101 Eagles Pass Way, Winter Garden
907 Easley Avenue, Winter Garden
$840,000
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you with a spacious covered front porch where you can relax and enjoy nature and the peaceful surroundings. Thoughtfully designed with warmth and character throughout, the home features rich WOOD flooring, beautiful custom ACCENT WALLS, and a stunning staircase that adds style and sophistication to the inviting interior. Offering 3 bedrooms, 2.5 baths, a dedicated formal dining space, and a small bonus area upstairs suitable for an OFFICE—-a functional yet elegant layout, this home was designed with the homeowner in mind. The kitchen is beautifully appointed with stone countertops, tile backsplash, abundant cabinetry, and a built-in desk area that adds both charm and convenience. A dedicated COFFEE BAR creates the perfect morning retreat, while the walk-in pantry and additional secondary pantry provide exceptional storage space. The downstairs spacious laundry room is equally impressive, featuring a utility sink and extensive counter space ideal for organization and everyday functionality. The living room is embraced with natural light from an abundance of windows overlooking the backyard, while extended FRENCH DOORS create a seamless connection to the covered outdoor living space, enhancing the home’s warm and welcoming atmosphere. A convenient half bath and entry door are located adjacent to the covered porch, offering seamless indoor-outdoor living. The outdoor space is already enhanced with pavers, creating a polished and low-maintenance setting ideal for entertaining, relaxing, or future customization. With ample room to design and build a POOL, the backyard offers endless possibilities to create your dream oasis. The upstairs PRIMARY SUITE offers a relaxing retreat complete with dual sinks, an oversized walk-in shower, linen closet, a separate private water closet, and a generously sized walk-in closet. Two additional bedrooms and one full bath are located upstairs. Blending comfort, charm, and thoughtful design, this beautifully customized home offers an exceptional opportunity to enjoy cozy living spaces, stunning outdoor potential, and timeless character in a picturesque PARK setting. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

907 Easley Avenue, Winter Garden
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