Skycrest Real Estate

Skycrest Real Estate

Welcome to Skycrest, a charming subdivision nestled in the heart of Clearwater, Florida, within picturesque Pinellas County. This delightful community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place to call home.

Skycrest is renowned for its lush landscapes and friendly atmosphere, where neighbors become friends and families thrive. The subdivision features a variety of well-maintained homes, each exuding unique character and charm, from classic ranch-style houses to modern two-story designs. With tree-lined streets and beautifully manicured lawns, Skycrest provides a serene environment for those seeking a peaceful retreat while still being close to the vibrant energy of Clearwater.

Residents of Skycrest enjoy easy access to some of the finest amenities that Clearwater has to offer. Just a short drive away, you’ll find the stunning beaches of the Gulf Coast, perfect for sunbathing, swimming, and enjoying breathtaking sunsets. The area is also home to top-notch schools, parks, and recreational facilities, ensuring that families have everything they need right at their fingertips.

In addition to its natural beauty, Skycrest boasts a strong sense of community with various events and gatherings throughout the year, fostering connections among neighbors. Whether you’re enjoying a leisurely stroll through the neighborhood or participating in local festivities, you’ll quickly feel the warmth and camaraderie that defines this wonderful subdivision.

Discover the charm of Skycrest, where a vibrant lifestyle meets the comfort of home. Your dream home awaits in this idyllic Clearwater community!

Newest Listings in Skycrest

$204,000
2 Beds ⋅ 2 Baths ⋅ G5115125 MLS
Completely renovated from top to bottom, this beautifully updated Fruitland Park home is truly move-in ready with nearly every major component replaced. Enjoy peace of mind with a new roof, vinyl siding, windows, exterior and interior doors, cabinets, drywall, lighting, flooring, and updated bathrooms featuring walk-in showers. Fresh, modern finishes create a bright and welcoming feel throughout the home, while the functional layout offers comfortable living for anyone seeking a low-maintenance property. Every detail has been carefully updated, giving you the look and feel of a new home without the wait. Conveniently located in Fruitland Park, the home offers easy access to shopping, dining, medical facilities, The Villages, parks, and major highways, all while maintaining the charm of a quiet neighborhood. If you are looking for a home where the hard work has already been done, this is the one. Just bring your furniture and start enjoying your new home.

36603 Skycrest Boulevard, Fruitland Park
$775,000
4 Beds ⋅ 4 Baths ⋅ TB8521103 MLS
405 S Orion Avenue | Beautifully Renovated 4-Unit Investment Property with Development Potential in the Heart of Clearwater Welcome to 405 S Orion Avenue, a beautifully renovated four-unit multifamily property offering immediate income, exceptional location, and exciting future possibilities in the heart of Clearwater, Florida. Thoughtfully updated with a refined European aesthetic, the property stands apart from typical investment properties. Inspired by the owner’s artistic education in Italy and lifelong passion for design, the interiors reflect a sophisticated European sensibility. The harmonious color palette and understated finishes were carefully selected to create bright, welcoming spaces with enduring appeal, offering residents a living environment that feels both relaxing and timeless. Each unit has been creating an attractive environment for long-term tenants and helping support strong occupancy. Adding to the property’s appeal is a spacious backyard that offers flexibility for outdoor enjoyment and potential future expansion. Subject to local approvals, the site may offer the opportunity for an ADU or other value-enhancing improvements. For investors and developers, 405 S Orion Avenue presents a particularly compelling opportunity. The property sits on commercially zoned land, and current zoning may allow the development of up to 10 residential units, making this an attractive acquisition for those seeking both immediate cash flow and long-term redevelopment potential. The location is one of the property’s strongest assets. Situated just minutes from Downtown Clearwater, residents enjoy convenient access to restaurants, shopping, entertainment, and the exciting transformation and revitalization currently underway throughout the downtown district. The renowned Delphi School is located on the same street, adding to the area’s desirability for families and professionals alike. For those seeking the Florida coastal lifestyle, Clearwater Beach, consistently ranked among the most beautiful beaches in the United States , is only a 10 to 15-minute drive away. Convenient public transportation is located nearby, including the Route 60 bus, providing direct access to Downtown Clearwater and the beach. As Clearwater continues to attract new investment, residents, and visitors, opportunities such as 405 S Orion Avenue become increasingly valuable. Whether you are seeking a stable income-producing asset, a value-add investment, or a future redevelopment project, this property offers a unique combination of location, character, flexibility, and growth potential. Investment. Lifestyle. Design. Opportunity. 405 S Orion Avenue is more than a multifamily property it is a thoughtfully designed investment opportunity positioned to benefit from the continued growth and evolution of one of Florida’s most desirable coastal communities.

405 S Orion Avenue, Clearwater
$874,900
3 Beds ⋅ 2 Baths ⋅ O6404678 MLS
One or more photo(s) has been virtually staged. Nestled along the tranquil shores of Lake Pineloch in one of Orlando’s most beloved established neighborhoods, this exceptional waterfront Tuscan style residence offers a rare opportunity to experience timeless charm, privacy, and the very best of Central Florida living. Welcome to 3108 Troy Drive, located in the highly sought-after Skycrest community within Orlando’s coveted 32806 zip code. Skycrest is treasured for its quiet, tree-lined streets, beautifully maintained mid-century homes, and strong sense of community. Many homes here are lovingly held for generations, making opportunities to purchase within the neighborhood exceptionally rare. Residents enjoy exclusive access to private lakefront amenities including a community boat ramp, dock, picnic grounds, and playground, all set against the scenic backdrop of Lake Pineloch. Positioned on nearly half an acre, this stunning three-bedroom, two-bathroom home blends classic architectural character with modern comfort. A beautiful tile roof and manicured landscaping create unforgettable curb appeal, while the spacious interior is filled with warmth, natural light, and captivating lake views throughout. Step through the welcoming foyer where a striking decorative stone wall sets the tone for the home’s inviting design. The cozy living room offers the perfect place to relax, while the thoughtfully designed kitchen serves as the heart of the home with custom cabinetry, generous workspace, and a stylish bar area ideal for entertaining family and friends. The kitchen opens seamlessly into an expansive family room where oversized windows frame breathtaking water views and create a bright, airy atmosphere. The private primary suite serves as a peaceful retreat, complete with serene backyard and lake views, a spacious walk-in closet, and the perfect setting to enjoy quiet mornings overlooking the water. Every bedroom features walk-in closets, providing abundant storage, while one guest bedroom offers its own private exterior access for added flexibility and convenience. Outside, the property transforms into a true waterfront oasis. The sprawling backyard leads to a substantial dock and a charming tile-roofed pavilion designed for unforgettable evenings by the lake. Spend your days boating, kayaking, paddleboarding, or fishing directly from your backyard, then unwind with spectacular sunset views reflecting across the water each evening. Beyond the property itself, the location is simply unmatched. Skycrest offers the rare balance of peaceful residential living while remaining just minutes from Downtown Orlando, Orlando Health, Wadeview Park, Delaney Park, Lake Eola, and the vibrant dining and shopping districts along South Orange Avenue. The home is also zoned for highly regarded Pershing K-8 School and Boone High School — home of the Braves. With convenient access to major roadways, Orlando International Airport, and world-renowned destinations including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando, this extraordinary property offers an unmatched lifestyle where tranquility, recreation, and city convenience come together beautifully. Experience elegant lakefront living in one of Orlando’s most treasured neighborhoods — a rare and timeless place to call home.

3108 Troy Drive, Orlando
$679,900
4 Beds ⋅ 4 Baths ⋅ O6406022 MLS
Welcome to SkyCrest, one of Orlando’s most sought-after neighborhoods, where community, charm, and lifestyle come together. This beautifully redesigned mid-century modern home offers 4 bedrooms, dual primary suites, 3.5 bathrooms, and 2,344 square feet of thoughtfully curated living space. Wickersham brings peace of mind with major upgrades such as a 2026 roof, 2026 New Windows, New 8ft Privacy fence, 2026 Serviced Septic tank and 2025 Electrical Panel. At the heart of the home is a stunning designer kitchen featuring custom wood cabinetry, Taj Mahal countertops, a 42” refrigerator, and an open layout built for both entertaining and everyday living. Every space has been intentionally designed to be functional as well as beautiful. The oversized primary suite is truly a rare find — from the closet to the en-suite itself a spacious retreat you have to see to appreciate. Situated on an oversized lot, the backyard is designed for making memories, complete with a large deck, rock patio, fire pit, swing, and expansive yard space perfect for family gatherings and outdoor living. SkyCrest is more than a neighborhood, it’s a lifestyle. Zoned for A-rated schools including Pershing K-8 , Boone High School and offering private access to Lake Pineloch, this is a community where families plant roots for generations. Homes here have been a rare occurrence over the years, often passed between friends and family, making this a truly special place. From kids playing outside to neighbors who know each other by name, SkyCrest captures the feeling of classic Orlando living at its best. This is more than just a house, its a place you can call Home. Centrally located near everything Orlando has to offer, this is one you won’t want to miss.

3256 Wickersham Court, Orlando
$1,200,000
TB8472934 MLS
ATTENTION INVESTORS!! Turnkey 6-Plex INCOME MACHINE in Clearwater – Solid Upside & Strategic Location in Central Clearwater!! This property features 6 (ONE 2bed/2bath,ONE 1 bed/2bath,FOUR 1 bed/1bath) units. ALL units have been updated and always occupied! The building’s concrete block construction ensures durability and low immediate maintenance. Located in a high-demand area, this property is minutes from US-19, offering easy access to Tampa and St. Pete, making it ideal for commuters. This meticulously maintained multifamily property offers an unbeatable combination of central location and immediate ROI. Situated just minutes from the newly revitalized Downtown Clearwater, The Sound at Coachman Park, and the award-winning Clearwater Beach. Featuring a desirable unit mix, this property boasts consistent high occupancy rates and reliable rental income. Tenants love the convenient access to local dining, shopping, and major employment hubs like Morton Plant Hospital. Do not miss this rare chance to own a fully functional asset in one of Florida's most desirable rental markets. Low vacancies and high rental demand in Pinellas County, this is a secure, high income opportunity that will not last long. Ideal for investor portfolio expansion. Contact for rent roll and financials. Laundry room is equipped with washers and dryers on user friendly application on cell phone. Electric is separately metered.

400 S Meteor Avenue, Clearwater
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