Gatehouse Woods Real Estate

Welcome to Gatehouse Woods, a hidden gem nestled in the heart of Clearwater, Florida, within the vibrant Pinellas County. This charming subdivision offers an idyllic blend of tranquility and convenience, making it the perfect place to call home.

Gatehouse Woods is characterized by its lush, tree-lined streets and beautifully maintained homes, providing a picturesque backdrop for families and individuals alike. The community is known for its friendly atmosphere, where neighbors become friends and a sense of belonging flourishes. Whether you're enjoying a leisurely stroll or hosting a backyard barbecue, the inviting ambiance of Gatehouse Woods sets the stage for a fulfilling lifestyle.

One of the standout features of this subdivision is its prime location. Just minutes away, residents can explore Clearwater’s stunning beaches, renowned for their soft white sands and crystal-clear waters. The area is also home to a plethora of shopping, dining, and entertainment options, ensuring that everything you need is within easy reach. For those who appreciate the outdoors, nearby parks and recreational facilities offer ample opportunities for hiking, biking, and enjoying Florida's beautiful weather.

Families will appreciate the highly-rated schools in the area, providing quality education and a nurturing environment for children. With a strong sense of community and a commitment to enhancing the quality of life, Gatehouse Woods stands out as a desirable neighborhood for anyone looking to experience the best of Clearwater living.

Discover your dream home in Gatehouse Woods, where comfort meets convenience in a picturesque setting. Your new beginning awaits!

Newest Listings in Gatehouse Woods

$1,995,000

4 Beds ⋅ 5 Baths ⋅ Gatehouse Woods SubDv. ⋅ 33756 Zip Code

Welcome to a home that doesn't just change your address — it changes your entire lifestyle. Nestled behind the prestigious gates of Belleair Country Club, this stunning 4-bedroom, 4.5-bathroom estate with a private executive office is the ultimate expression of refined Florida living. Built in 2000 and spanning just under 5,000 square feet, this masterfully designed residence greets you with soaring ceilings throughout, flooding every room with a sense of grandeur and openness that must be experienced in person. The thoughtfully planned split floorplan offers both privacy and flow, making it ideal for families, entertaining, and multi-generational living alike. Speaking of multi-generational — this home features a true in-law suite or au pair suite, a rarity in any market, let alone one this exclusive. Fully ADA wheelchair accessible, every detail has been considered so that this home truly works for everyone, at every stage of life. The oversized 3-car garage provides ample space for vehicles, golf carts, or a workshop, while the executive office ensures that even the most demanding professional never has to leave the comfort of home to get things done. Step outside and discover your own private paradise. The resort-style pool and spa, surrounded by a beautifully appointed entertaining area, set the stage for everything from lively gatherings to quiet Sunday mornings with a cup of coffee. Best of all, the property backs to a serene, private backdrop with no rear neighbors — just peace, privacy, and tranquility as far as the eye can see. In a neighborhood this sought-after, that kind of seclusion is truly priceless. But the crown jewel here isn't just the home itself — it's the unmatched lifestyle that comes with it. Imagine walking out your front door and strolling to the clubhouse for a casual lunch, a sunset dinner, or teeing off on one of the most iconic courses in the Tampa Bay area. No car needed. No hassle. Just pure, effortless access to world-class amenities right at your doorstep. Opportunities like this — a home of this caliber, in this location, with this level of accessibility and lifestyle — simply do not come along often. Whether you're looking for your forever home or your finest chapter yet, 280 Belleview Blvd delivers on every level. Schedule your private showing today — this one won't last.

280 Belleview Boulevard, Belleair

$2,988,000

5 Beds ⋅ 5 Baths ⋅ Gatehouse Woods SubDv. ⋅ 33756 Zip Code

Tucked away on one of Belleair’s best-kept streets—Alexander Road—this family estate blends privacy, nature, and generous living spaces. Begin your day with coffee on the back deck overlooking a lush, wildlife-rich backdrop. Inside, high ceilings, clean lines, and abundant natural light set a sophisticated tone. The open kitchen features custom cabinetry, stainless Thermador appliances, and a large granite island for casual meals and effortless food preparation. The kitchen flows into a warm family room with coffered ceilings and a fireplace—ideal for gatherings or movie night. The primary suite offers a spacious walk-in closet, a spa-style bath, and tranquil views of the yard and pool. With five bedrooms, the home comfortably serves a large or growing family. On the lower level, nearly 3,000 additional square feet expand your options with an entertainer’s kitchen, additional bedrooms, office space, and substantial storage. Outdoors, a stone patio frames the sparkling pool, with multiple areas for sun, shade, dining, and year-round entertaining. Notable upgrades include a 22-kW standby generator, Control4 home automation, and a whole-home water filtration system. The property spans a subdividable double lot, offering future flexibility. Just steps from Belleair Country Club, the location allows owners to apply for membership—and this homeowner qualifies for priority on any membership wait list. Social memberships include dining, a fitness center with pool, tennis, pickleball, croquet, and more; golf memberships add access to two championship, 18-hole, Donald Ross–designed courses. This rare offering delivers space, serenity, and convenience in the heart of Belleair.

1581 Alexander Road, Belleair

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