Greenbriar Homes with Pool Amenities

Welcome to Greenbriar, a charming subdivision nestled in the heart of Clearwater, FL. This picturesque community is located in Pinellas County and offers a serene and family-friendly environment for residents to call home.

One of the standout features of Greenbriar is the abundance of homes with pool amenities. Imagine spending your days lounging by the pool, soaking up the Florida sunshine, and enjoying a refreshing swim whenever you please. Whether you're looking to host pool parties with friends and family or simply relax in your own private oasis, Greenbriar has you covered.

In addition to the fantastic pool amenities, Greenbriar boasts well-maintained streets, lush landscaping, and a strong sense of community. Residents enjoy easy access to local parks, shopping centers, dining options, and top-rated schools, making it an ideal place to live for families, professionals, and retirees alike.

If you're searching for a home that offers both comfort and luxury, look no further than Greenbriar. With its convenient location, beautiful homes, and desirable pool amenities, this subdivision has everything you need to live your best life in Clearwater, FL. Come discover the magic of Greenbriar and find your dream home in this idyllic community today.

Newest Greenbriar Homes with Pool Amenities

$353,990

2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code ⋅ TB8532885 MLS ⋅ Active Status

Virtually Staged. Welcome to Greenbriar, one of Clearwater's most desirable communities! This solid block 2-bedroom, 2-bathroom home with an oversized 1-car garage combines timeless charm with an impressive list of updates, making it an outstanding opportunity for homeowners, seasonal residents, or investors alike.Step inside and you'll immediately appreciate the beautifully polished terrazzo floors that flow throughout the home, adding character, durability, and easy maintenance. A large picture window fills the living room with natural light, creating a bright and inviting atmosphere. The home has been freshly painted inside and out, features new modern lighting and includes impact-resistant windows for added peace of mind. The newer HVAC system includes all new ductwork and installation, helping maximize comfort and efficiency year-round. The tile roof, installed in 2012, includes a secondary water barrier for added protection and lasting value. The plumbing is in good condition, making this home move-in ready with many of the major improvements already completed.The kitchen has been updated and has new Whirlpool appliances, while the bathroom inside the home features a modern vanity. The efficient floor plan offers two comfortable bedrooms and a full bathroom inside the home. An additional full bathroom with a shower is conveniently located in the garage, providing added flexibility for hobbies, projects, guests, or cleaning up after a day at the beach or working in the yard.Step outside to enjoy the screened patio with a ceiling fan and relax surrounded by the tropical landscaping. It's the perfect space for grilling, entertaining, or simply unwinding year-round. The fully fenced backyard includes a separate dog run and a divider, making it easy to create separate outdoor spaces while providing added privacy.Greenbriar residents enjoy a heated community pool, fitness room, clubhouse, and a variety of social activities—all with a low HOA fee. The location is hard to beat, just about 8 miles from the sugar-sand beaches of Clearwater and the Gulf of Mexico. You'll also be minutes from charming downtown Dunedin, golf courses, Countryside Mall, hospitals, shopping, dining, and the Philadelphia Phillies and Toronto Blue Jays Spring Training stadiums. Best of all, the home is located in Flood Zone X, meaning no lender-required flood insurance for most financed buyers. Whether you're searching for a primary residence, a seasonal getaway, or an investment opportunity, this Greenbriar home offers the perfect combination of comfort, convenience, and the Florida lifestyle. Schedule your private showing today!

2373 Forest Drive, Clearwater

$395,400

2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code ⋅ TB8526746 MLS ⋅ Active Status

Charming Greenbriar Home Minutes from Downtown Dunedin! Enjoy easy Florida living in the highly desirable Greenbriar neighborhood, just minutes from the heart of Downtown Dunedin. Surrounded by mature landscaping and majestic shade trees, this inviting home offers comfort, charm, and convenience in a location that’s hard to beat. Over the past nine months, the home has received a series of thoughtful updates. The remodeled eat in kitchen features modern cabinetry, granite countertops and backsplash, newer appliances, updated fixtures, and under cabinet lighting that adds both function and ambiance. Fresh interior paint, LVP flooring, modern lighting, updated ceiling fans, new window treatments, and an indoor laundry room all contribute to a clean, contemporary feel throughout. The dining area opens directly to the covered lanai, creating an easy indoor-outdoor flow perfect for relaxing or entertaining. Both bedrooms offer comfortable retreats, and the main bath has been refreshed with quality updates for added peace of mind. Out back, the fenced-in yard feels like a private sanctuary—lush & tranquil. It’s an ideal spot for gatherings, gardening, or quiet evenings under the trees. Greenbriar residents also enjoy access to a community Clubhouse with Pool and Gym, offering a welcoming place for cookouts, casual get togethers, and neighborhood connection. With close proximity to Downtown Dunedin, the Pinellas Trail, Honeymoon Island, and some of the Gulf Coast’s most beautiful beaches, this home delivers an appealing blend of lifestyle, location, and value. Don’t miss the chance to make this beautifully updated Greenbriar home your own.

2036 Forest Drive, Clearwater

$399,000

2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code ⋅ TB8517556 MLS ⋅ Active Status

This spaciously updated, freshly painted, two-bedroom, two-bathroom home features an open concept and could be ideal for a first-time homeowner, investor, or someone that is tired of paying too much rent. It is centrally located, just minutes from downtown Dunedin, Countryside Mall, and several of Pinellas County's premier beaches. The updated kitchen features newer appliances and a brand-new oven. The large living room flows into the family room, which recently had vinyl flooring installed, making it an ideal space for a social gathering or holiday get-together. Just off the kitchen is a breakfast nook, which could also be used as an office. With a spacious backyard, there is plenty of room to entertain and let the family pet roam free. Over the last several years, most of the 4-point inspection concerns have been updated: 2021 windows/doors; 2019 roof; A/C 2024; and in 2019, the hot-water heater was replaced. Additionally, when the A/C was installed, new insulation was added as well to ensure efficiency. This property is priced to sell, requires no flood insurance, and has a low yearly HOA fee.

2169 Pine Ridge Drive, Clearwater

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,