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 inviting subdivision nestled in the heart of Winter Garden, Florida. This charming community in Orange County perfectly blends suburban tranquility with modern amenities, making it an ideal haven 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 privilege of using golf carts to navigate the neighborhood, adding a fun and leisurely touch to everyday errands and outings. Imagine cruising down tree-lined streets, waving to neighbors, and effortlessly accessing nearby parks, shopping centers, and dining options—all while soaking in the Florida sunshine!

The homes in Oakland Park are designed with both comfort and style in mind. With a variety of architectural styles and layouts, there's something for everyone, whether you're seeking a cozy single-family home or a spacious abode for a growing family. Many properties feature open-concept living spaces, modern kitchens, and lush backyards—perfect for entertaining friends and family or simply enjoying a quiet evening under the stars.

Community features abound in Oakland Park, including beautifully landscaped parks, walking trails, and recreational areas that encourage an active lifestyle. Residents often gather for community events, fostering a strong sense of camaraderie and belonging.

Experience the charm and convenience of Oakland Park, where a golf cart ride away from your front door leads to a vibrant community filled with warmth and opportunity. Your dream home awaits in this delightful Winter Garden neighborhood!

Newest Oakland Park Homes with Golf Carts OK Community Features

939 Kylee Alley, Winter Garden
$659,900
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this gorgeous, exceptionally well-maintained home in the highly sought-after Oakland Park community of Winter Garden! Practically brand new, this beautiful residence features 9-foot ceilings, a charming front porch, and a bright, open-concept layout designed for both everyday living and entertaining. The first and second floors feature beautiful luxury vinyl plank flooring, with carpet reserved only for the bedrooms. The stunning kitchen is a true centerpiece of the home, offering beautiful finishes, ample cabinetry, and a functional layout perfect for gatherings. A new tankless water heater adds modern efficiency and convenience.Enjoy the best of the Winter Garden lifestyle, located within the Winter Garden Golf Cart District, with convenient access to nearby shopping, dining, parks, and entertainment. Oakland Park features beautiful tree-lined streets, green spaces, playgrounds, community amenities, and a charming neighborhood atmosphere. The home is just minutes from Downtown Winter Garden, Plant Street Market, the West Orange Trail, Winter Garden Village, and an array of restaurants, breweries, boutiques, and local events. With easy access to major roadways and Central Florida attractions, this beautifully cared-for home offers an exceptional combination of style, comfort, and location.

939 Kylee Alley, Winter Garden
1021 Huntspoint Street, Winter Garden
$859,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
$5,000 Buyer Closing Cost Credit/Rate Buy Down. Use how YOU choose! *** Seller MOTIVATED - Moving Out of State *** RARE opportunity in Oakland Park, a Parade of Homes-winning community: a 2018 home with approximately $145K in owner upgrades that YOU and your family can enjoy at the Seller’s expense, including a premium SOLAR plus whole-home battery system (paid off at closing). This home is PRICED to MOVE. Offering 4 bedrooms, 3.5 baths, and 2,445 square feet, with a flexible main-floor suite, loft, dining space, tile flooring, newer AC (2024), and a screened balcony, it is built for everyday living, entertaining, and working from home, and is fully fenced for privacy. The main-floor suite is framed by statement doors, with a built-in MURPHY BED and private patio. It works as a 4th bedroom, guest suite, or home office, ideal for multigenerational living. Upstairs, each bedroom enjoys its own en-suite bath, and one opens to the screened balcony. The PRIMARY SUITE includes dual sinks, ample counter space, a soaking TUB, tiled shower, and walk-in closet. The stylish, highly functional kitchen features QUARTZ counters, tile backsplash, custom wood-trim island, and a water filtration system, with APPLIANCES UPDATED in recent years (Bosch dishwasher, LG ThinQ refrigerator, built-in oven and microwave). Just off the kitchen are two pantries, a built-in desk, and extra under-stair storage. CUSTOM finishes add warmth throughout: an electric FIREPLACE with shiplap in the living area, board-and-batten in the primary bedroom, a shiplap accent wall in the secondary bedroom, custom staircase wall, plantation shutters, updated lighting, and a remodeled half bath. Custom closet systems in every bedroom, two linen closets, multiple pantry closets, and added laundry-room cabinetry with a drying rack keep everything organized. The standout garage offers a dedicated mini-split AC, EV charger, epoxy flooring, and abundant built-in storage with an overhead lift system, and connects to the home by a covered walkway, a rarity in the neighborhood. The crown jewel: a premium 12.64 kW solar and whole-home battery system (installed 2024, an approximately $86K value paid off at closing) with 32 Mission Solar panels and four Enphase IQ Battery 5P units (~20 kWh storage) that can power virtually the entire home during outages. Enjoy a monthly energy bill of about $35. A short GOLF-CART ride from Historic Downtown Winter Garden's award-winning restaurants, shopping, farmers market, and events. This golf-cart-friendly waterfront community offers two pools, a clubhouse, parks, playgrounds, a dog park, and access to the 22-mile West Orange Trail, with easy reach to interstates, golf, and world-renowned theme parks. More than a home, it is the Winter Garden lifestyle.

1021 Huntspoint Street, 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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