Winfield Real Estate

Winfield Real Estate

Welcome to Winfield, a charming subdivision nestled in the heart of Maitland, Florida, within the vibrant Orange County. This picturesque community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

As you wander through the tree-lined streets of Winfield, you'll be greeted by beautifully maintained homes that showcase a variety of architectural styles, each exuding its own unique charm. The community is known for its friendly atmosphere, where neighbors become friends and gatherings are a common delight. Residents enjoy the sense of belonging that comes with living in a close-knit neighborhood.

Winfield is conveniently located near some of Maitland's best amenities. Just a short drive away, you'll find an array of shopping options, dining establishments, and recreational parks. The nearby Maitland Center and the popular Winter Park Village provide ample opportunities for retail therapy and culinary adventures. Nature enthusiasts will appreciate the proximity to scenic parks and lakes, perfect for weekend picnics or leisurely strolls.

Families with children will be pleased to know that Winfield is served by highly-rated schools, ensuring a quality education for the younger generation. The community is also well-connected to major highways, making commutes to downtown Orlando and surrounding areas a breeze.

In Winfield, you’ll discover not just a place to live, but a vibrant community that feels like home. Whether you're looking to settle down or invest, Winfield offers an exceptional lifestyle in one of Florida’s most sought-after locales. Come and experience the warmth and charm of Winfield today!

Newest Listings in Winfield

$395,000
3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Welcome to the Winfield community in Maitland, where this 3-bedroom, 2-bathroom home with a 2-car garage offers both comfort and function. The foyer opens into a flexible dining area and flows into the kitchen, which features granite countertops, wood cabinetry, and newer appliances. The spacious living room with vaulted ceilings creates an open and inviting central gathering space. The split-bedroom floor plan provides privacy, with the primary suite located on one side of the home. The primary bedroom includes a walk-in closet and an en-suite bath. Two additional bedrooms and a full bath are located on the opposite side of the home, along with a convenient interior laundry room. French doors lead from the living room to a large screened-in pavered porch overlooking the fully fenced backyard. This versatile outdoor space is ideal for dining, relaxing, or hosting get-togethers in a low-maintenance setting. Reach out to schedule your tour today.

2115 Korat Lane, Maitland
$435,000
3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Welcome to this beautiful 3-bedroom, 2-bathroom home featuring a sparkling pool and exceptional curb appeal! Nestled among lush landscaping, the backyard is a true private oasis—perfect for relaxing or entertaining. Inside, you'll be greeted by vaulted ceilings, abundant natural light, upgraded flooring, high-end countertops, and a beautifully designed kitchen that's both stylish and functional. The thoughtfully designed split floor plan offers privacy, with the spacious primary suite situated in its own wing and two additional bedrooms on the opposite side of the home. Additional highlights include a charming breakfast nook, a large living room, a dedicated office area, and a convenient indoor laundry room with the washer and dryer included. The attached garage provides ample storage and parking. Ideally located near the thriving Maitland business district, this home is just minutes from shopping, dining, Altamonte Mall, Winter Park, and offers easy access to I-4 and SR 414, making commuting throughout Central Florida a breeze. Don't miss the opportunity to make this exceptional home your own—schedule your private showing today!

2180 Tortoise Shell Drive, Maitland
$519,999
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes… it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled, open-concept layout that feels expansive yet comfortable — the perfect balance of elegance and livability. Every space has been thoughtfully designed to flow effortlessly, creating an atmosphere that feels both elevated and inviting. The heart of the home is a beautifully positioned kitchen that seamlessly connects to the main living areas, making it ideal for entertaining, gathering, and everyday life. Whether hosting friends or enjoying a quiet night in, this home delivers the versatility today’s buyers demand. Generously sized living spaces and bedrooms provide comfort, privacy, and flexibility, while the overall layout offers a sense of ease and functionality that appeals to a broad range of buyers — from families to professionals to those simply looking to upgrade their lifestyle. Step outside and experience your own private Florida escape — a backyard setting that invites relaxation, weekend gatherings, and year-round enjoyment. It’s the kind of outdoor space that sells the lifestyle just as much as the home itself. Perfectly positioned in a highly desirable Maitland location, this property offers unbeatable convenience to top-rated dining, shopping, entertainment, and major highways — putting everything Central Florida has to offer right at your fingertips. This is not just another listing — it’s a high-impact, high-demand opportunity that shows beautifully, lives effortlessly, and is primed to sell quickly. Homes with this combination of appeal, location, and lifestyle don’t sit… they move. Bring your buyers with confidence — this is the one they’ve been waiting for.

1776 Bobtail Drive, Maitland
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