Osceola Heights Homes with Rain Gutters Exterior Features

Osceola Heights Homes with Rain Gutters Exterior Features

Welcome to Osceola Heights, a charming subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. Known for its picturesque landscapes and welcoming community, Osceola Heights offers an idyllic setting for families, young professionals, and retirees alike. With its tree-lined streets and beautifully maintained homes, this neighborhood is a true gem that captures the essence of Florida living.

One of the standout features of the homes in Osceola Heights is their thoughtful exterior design, including the practical and stylish addition of rain gutters. These essential features not only enhance the visual appeal of the homes but also provide significant benefits by directing rainwater away from the foundation, thereby protecting your investment. Homeowners can rest easy knowing that their properties are equipped to handle Florida's seasonal rains, ensuring longevity and stability.

In addition to their well-designed exteriors, the homes in Osceola Heights boast spacious layouts, modern amenities, and lush landscaping, creating a warm and inviting atmosphere. Residents enjoy a strong sense of community, with local parks, top-rated schools, and a variety of shopping and dining options just a stone's throw away. Whether you're strolling through the neighborhood or enjoying a sunny afternoon at a nearby park, Osceola Heights offers the perfect blend of comfort and convenience.

Discover the charm of Osceola Heights today, and see why so many are proud to call this delightful Winter Park community home. Your dream home awaits in this serene enclave, where every detail is designed with your comfort in mind.

Newest Osceola Heights Homes with Rain Gutters Exterior Features

4 Beds ⋅ 3 Baths ⋅ Osceola Heights SubDv. ⋅ 34654 Zip Code

Virtually Staged. Welcome to 11302 Osceola Dr, a spacious 4-bedroom, 3-bath home offering 2,979 square feet of living space on 1.47 acres. From the moment you enter through the gated driveway, you'll see that this property offers plenty of space both inside and out. Inside, you'll find a split-bedroom floor plan, granite countertops in the kitchen and bathrooms, a gas fireplace, a spacious office, and an indoor laundry room with a utility sink. Three of the bedrooms feature walk-in closets, providing plenty of storage. Upstairs, a bonus room offers flexible space for a game room, media room, workout area, or additional living space. The home also features hurricane windows, owned solar panels, and a 3-car garage. The outdoor space is where this property truly stands out. Enjoy the fully screened pool/spa and outdoor kitchen with misters, outdoor sauna, full basketball court, putting green, open turf area, playground, fire pit, and garden. With 1.47 acres and 00AR zoning, there is plenty of room to enjoy the property and its many outdoor features. Owned solar panels add value with no solar lease to take over. Owner financing is available, offering buyers an additional option to make this property their own! Buyers also have the opportunity to purchase the two neighboring parcels, allowing for a combined total of approximately 11.89 acres if all three properties are purchased together. With generous indoor living space and an outdoor setup built for entertaining and recreation, this property is a MUST see!!

11302 Osceola Drive, New Port Richey

3 Beds ⋅ 3 Baths ⋅ Osceola Heights SubDv. ⋅ 34654 Zip Code

SELLER WILL CONTRIBUTE $10,000 TOWARDS BUYERS CLOSING COST AND PRE PAIDS. If you've been searching for a home with some land, storage, an outdoor kitchen and a saltwater pool then this is it. No HOA, no CDD fees, and not in a flood zone. Sitting on nearly 2 acres, this property features a new 30x50x20 metal building built in 2025 with a concrete floor and four roll-up doors — including a 14-foot door and three 12-foot doors — making it ideal for a contractor, car enthusiast, or anyone who needs serious space to work and store equipment. And when the workday is done, you've got a great 3-bedroom, 2.5-bath home with a saltwater pool waiting for you. Inside, you'll find no carpet anywhere. Ceramic tile runs through all the main living areas, kitchen, and bathrooms, with laminate flooring in each bedroom. The kitchen has been updated with newer cabinets and LG stainless steel appliances. All three bedrooms are well-sized with walk-in closets. The primary suite features a walk-in shower, while the secondary bath offers a tub/shower combo. The indoor laundry room is generously sized, and the home includes a whole-house water filtration system. Out back, a large, covered patio leads to an outdoor kitchen with a wood/charcoal pizza oven — great for entertaining. The screened, in-ground saltwater pool has a newly replaced saltwater cell and is enclosed by a pool cage. There's also an outdoor half-bath conveniently located poolside. For storage and workspace, the property really stands out. A 30x50x20 metal barn with a concrete floor and four roll-up doors — one 14-foot and three 12-foot — gives you room for equipment, RV, vehicles, or whatever your needs call for. A secondary outdoor workshop adds even more utility. The well and bladder tank were both replaced in 2025. This is a solid, move-in ready home with the kind of outdoor space and infrastructure that's hard to find.

10744 Osceola Drive, New Port Richey

3 Beds ⋅ 3 Baths ⋅ Osceola Heights SubDv. ⋅ 32789 Zip Code

This new residence, thoughtfully designed by Michael Wenrich, captures the timeless elegance and refined simplicity reminiscent of the iconic coastal architecture of Alys Beach. Clean architectural lines, graceful curves, and abundant natural light combine to create a home that feels sophisticated and inviting. Inside, gorgeous chevron-patterned wood floors flow throughout the main living areas, setting a warm and elegant tone. The open-concept floor plan is designed for everyday living and effortless entertaining, with expansive windows allowing natural sunlight to pour into every space. At the heart of the home is a beautifully designed kitchen that blends classic style with modern functionality. A stunning quartz waterfall island anchors the space, complemented by custom cabinetry and a suite of high-end appliances including an ILVE induction range with six elements and Café French door refrigerator, dishwasher and microwave. Designer-grade lighting and refined finishes elevate the kitchen into a centerpiece of the home. The dining room is filled with light and character, featuring three sets of French doors that open to a charming private front and side courtyard, an ideal setting for morning coffee or intimate outdoor dining. In the living room, a dramatic wall of sliding glass doors connects the interior to the brick patio and backyard, creating a seamless indoor-outdoor lifestyle. The first-floor primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub and dual vanities. Additional conveniences on the main level include a beautifully appointed powder bath, a dedicated laundry room and a generous storage room tucked neatly beneath the staircase. Upstairs, a versatile loft provides additional living space ideal for a media area, office or lounge. Two additional bedrooms are also on the second floor, each featuring custom built-in closets, beautiful designer lighting and abundant natural light. Built with quality and efficiency in mind, the home includes numerous upgrades such as a slate roof, Trane air-conditioning system, Rheem tankless water heater and a two-car attached garage. Ideally just minutes from the renowned shopping and dining of Park Avenue and charm of downtown Winter Park, this exceptional home also offers convenient access to major roadways, Orlando International Airport, leading hospitals, and top-rated public and private schools, bringing together style, comfort and location in one remarkable new construction opportunity.

1870 Walker Avenue, Winter Park

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Brian Scott Smith PA

Before launching his real estate career, Brian Smith spent over a decade in the construction industry, working hands-on with builders throughout Central Florida. That experience gave him an in-depth understanding of the homebuilding process—insight he now brings to his real estate clients, offering a level of expertise that sets him apart from most agents. In 2012, Brian joined his family’s firm, ERA Professional Realty. It was a “sink or swim” environment, and at the time, he wasn’t sure why his parents were so tough on him. Looking back, he’s grateful—they were preparing him for the challenges of a demanding industry, and that foundation shaped the dedicated, knowledgeable agent he is today. Since then, Brian has consistently ranked among the area’s top producers. His success is built on attention to detail, deep market knowledge, and a genuine commitment to client service. He stays current with real estate technology and prides himself on creating a smooth, informed experience for every buyer and seller. Brian has helped countless retirees transition to and from Florida, and he takes particular pride in assisting veterans and seniors through major life changes. In 2015, he was honored as REALTOR® of the Year at ERA Grizzard Real Estate. Today, he continues to list and sell millions of dollars in residential real estate annually and is expanding into commercial properties to serve an even broader range of client needs. A fifth-generation Floridian, Brian was born and raised in Central Florida. His local knowledge runs deep—something clients find to be a true asset when navigating the real estate market. Outside of work, Brian’s greatest pride is being a dad. He enjoys fishing with his son and watching his daughters grow into her own unique spirit. If you’re thinking about making a move, Brian Smith, REALTOR®, is a full-time agent ready to bring hard work, experience, and local expertise to your next real estate transaction.

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