Oakland Parka Real Estate

Welcome to Oakland Park, a vibrant and inviting subdivision nestled in the heart of Winter Garden, Florida, within the scenic Orange County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and anyone looking to enjoy the sunny Florida lifestyle.

Oakland Park is characterized by its beautifully designed homes, tree-lined streets, and lush green spaces, creating a picturesque backdrop for everyday living. The subdivision boasts a variety of architectural styles, allowing residents to find the perfect home that suits their tastes and needs. Whether you’re looking for a cozy single-family home or a spacious property with modern amenities, Oakland Park has something for everyone.

One of the standout features of this community is its commitment to outdoor living. Residents can enjoy numerous parks, walking trails, and recreational facilities, encouraging an active lifestyle. The nearby West Orange Trail offers miles of scenic paths for biking, jogging, and leisurely strolls, making it easy to embrace the great Florida outdoors.

Conveniently located, Oakland Park is just a short drive from Winter Garden’s charming downtown area, where you can explore quaint shops, delightful restaurants, and vibrant farmer’s markets. Plus, with easy access to major highways and attractions, you’re never far from the excitement that Central Florida has to offer, including theme parks, shopping destinations, and cultural experiences.

Discover the warmth and community spirit of Oakland Park, where your dream home awaits amidst a backdrop of natural beauty and modern conveniences. Come experience the best of Winter Garden living today!

Newest Listings in Oakland Parka

$1,650,000

6 Beds ⋅ 5 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code

Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in the highly desirable Oakland Park neighborhood. Completely remodeled within the past two years, no detail was overlooked in creating a home that is as refined as it is comfortable. Beautiful new hardwood flooring, custom wood beams, designer wallpaper, upscale tile selections, custom cabinetry, premium appliances, and an antique barn wood fireplace treatment create distinctive character throughout. Custom automated blinds and a complete repaint add the finishing touches to this beautifully curated home. Designed for both everyday living and entertaining, the home features inviting screened front and side porches, with an outdoor kitchen. The premium lot faces a long green park with views of Lake Apopka, adjacent to the community clubhouse & amenities . Beyond the beautiful finishes are the exceptional behind-the-scenes upgrades that truly set this home apart, including a whole-home generator, spray foam insulation for impressive energy efficiency, an expansive climate-controlled attic offering valuable conditioned storage, and wiring in place for a future water treatment system. Enjoy all that Oakland Park has to offer, including two community pools and a prime location within the golf cart district. A complete list of upgrades and improvements is available upon request. This is a rare opportunity to own a meticulously remodeled custom residence where luxury, craftsmanship, comfort, and thoughtful design come together.

1032 Galston Alley, Winter Garden

$2,495,000

6 Beds ⋅ 6 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code

Virtually Staged. Lake Apopka view. Protected Conservation. Detached Guest apartment. Apartment over garage. In-Law suite. Multi-generational living describes 907 Celadon. Homesite is approximately 160 feet deep. A broad rear boundary of designated open space. No residential lot behind the home. The main home highlights include a massive open floor plan, oversized Chef's kitchen, first-floor primary en suite, outdoor summer kitchen, two rooms directly off the foyer offering flexibility for two home offices, or one room as the downstairs en suite for guests or aging family members. The nearly 41-foot screened porch, with built in summer kitchen. The Detached Guest House is 907 Sq Ft, and open studio layout, one bedroom, kitchenette, full bath. Provides flexibility as the in-law suite, mother-in-law suite. Chef's Kitchen, offers generous workspace for more than one cook. Kitchen-Aid ovens and built-in ice maker by Manitowoc. Expansive sliding glass doors open the great room to the green conservation and Lake Apopka views. A long back yard overlooking a deep conservation vista. Room for a pool. The first-floor primary en suite occupies its own wing at the rear and right side of the home. A door from the kitchen closes the wing from the rest of the first floor, while the bedroom opens directly to the lanai. The bathroom features frameless shower, free standing soak tub, and dual sinks across from each other. A custom walk-in closet dressing room —with extensive built-ins, a center island and chandelier complete the wing. Upstairs, three bedrooms and an oversized loft provide the flexibility for a home theater, gaming and homework stations. Daily routines are easier here. Bright blue built-in lockers off the mudroom keep backpacks, sports equipment, shoes and bags organized, while the large laundry room includes a specialty built-in dog wash station. Connected to the main residence by a covered breezeway, the 907 Sq ft detached guesthouse/ADU sits above a 3-car garage and includes a kitchenette, full bath and closet. The garage also includes a golf-cart bay, and EV charging station. The guest house is currently used as a private executive office. Oakland Park and Winter Garden's golf-cart approved community zones is one of the signature advantages, offering easy access to Historic Downtown Winter Garden—Plant Street, the Farmers Market, dining and Crooked Can—just a golf cart ride from home. Direct access to the West Orange Trail offers 22 miles for walking, jogging and biking, plus community pools and green spaces.

907 Celadon Street, Winter Garden

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