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. Known for its picturesque streets and lush greenery, this community offers a perfect blend of suburban tranquility and urban convenience. Osceola Heights boasts an array of beautifully designed homes that cater to a variety of lifestyles, making it an ideal choice for families, professionals, and retirees alike.

One of the standout features of the homes in Osceola Heights is their thoughtful exterior design, including the essential addition of rain gutters. These functional elements not only enhance the aesthetic appeal of each residence but also provide practical benefits. By efficiently directing rainwater away from the foundation, rain gutters help protect your investment from potential water damage, ensuring your home remains in excellent condition for years to come.

Living in Osceola Heights means being part of a vibrant community that values both comfort and convenience. Residents enjoy easy access to Winter Park's renowned shopping, dining, and cultural attractions, including the beautiful parks and scenic lakes that define this enchanting city. Whether you’re taking a leisurely stroll along Park Avenue or indulging in a delightful meal at one of the local eateries, there’s always something new to discover.

With its inviting atmosphere and well-maintained homes, Osceola Heights stands out as a desirable neighborhood for those seeking a serene yet connected lifestyle. Experience the charm of Winter Park living—where your dream home awaits in Osceola Heights!

Newest Osceola Heights Homes with Rain Gutters Exterior Features

$589,900
3 Beds 3 Baths Osceola Heights SubDv. 34654 Zip Code
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

$1,225,000
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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