Greenbriar Homes with Pool Community Features

Greenbriar Homes with Pool Community Features

Welcome to Greenbriar, a delightful subdivision nestled in the heart of Clearwater, Florida, within the picturesque Pinellas County. This charming community offers an inviting blend of comfort, convenience, and a vibrant lifestyle, making it an ideal choice for families, retirees, and everyone in between.

One of the standout features of Greenbriar is its collection of beautiful homes, many of which come with private pools. Imagine stepping out into your backyard oasis on a sunny Florida day, where you can relax by the water, host gatherings with friends, or simply unwind after a long day. The poolside lifestyle is not just a luxury here; it’s a way of life that promotes relaxation and enjoyment.

Greenbriar is more than just a collection of homes; it’s a community where neighbors become friends. Residents enjoy access to well-maintained amenities, including parks, walking trails, and recreational facilities, fostering an active and engaged lifestyle. The community is also conveniently located near shopping centers, dining options, and entertainment venues, ensuring that everything you need is just a short drive away.

With its prime location in Clearwater, residents of Greenbriar can take advantage of the stunning Gulf Coast beaches, vibrant cultural scene, and year-round sunshine that Florida is famous for. Whether you’re looking to soak up the sun or explore the local attractions, Greenbriar is the perfect place to call home. Discover the charm and allure of this exceptional community today!

Newest Greenbriar Homes with Pool Community Features

$439,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 32708 Zip Code
Welcome home to this beautiful, move-in ready single-story residence situated in the highly desirable Greenbriar community in Winter Springs! Nestled along the manicured grounds near Tuscawilla Golf and Country Club, this updated 3-bedroom, 2-bathroom home features 1,587 sq. ft. of comfortable, functional living space with a 2-car attached garage. Major big-ticket improvements offer complete peace of mind, including a brand-new roof, new energy-efficient windows, a new water heater, and a 5-year-young HVAC system. Step inside to an inviting open layout filled with natural light and stylish upgrades throughout. The kitchen and bathrooms feature stunning quartz countertops, creating a fresh, modern aesthetic that makes daily living and entertaining a joy. The primary bedroom serves as a peaceful retreat complete with an updated private en-suite bathroom, while two additional spacious bedrooms offer perfect flexibility for guest quarters, a nursery, or a dedicated home office. Outside, enjoy a low-maintenance lot with mature landscaping and beautiful community surroundings. The Greenbriar neighborhood features tree-lined streets, a community park, and a sparkling pool—all zoned for top-rated Seminole County schools (Rainbow Elementary, Indian Trails Middle, and Winter Springs High). Conveniently located near shopping, dining, parks, and major roadways, this turn-key property is completely ready for its new owners—schedule your private showing today!

998 White Springs Lane, Winter Springs
$349,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
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
$389,900
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
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
$409,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Welcome to this well-maintained 3-bedroom, 2-bathroom home in the Greenbriar community of Clearwater, offering a recently updated kitchen, a 2018 HVAC system, and a spacious driveway. This home is move-in ready and designed for everyday convenience. The open-concept living room and kitchen create an inviting space for gathering with family and friends. The beautifully updated kitchen features quartz countertops, stainless steel appliances, a farmhouse sink, floating shelves, a large peninsula with seating, and a brand-new dishwasher installed in 2026. Wood-look luxury vinyl plank flooring flows throughout the main living areas, adding warmth and durability. The spacious primary features a wall-to-wall closet and ceiling fan, while the third bedroom is equipped with a built-in Murphy bed and additional storage, making it an ideal guest room, home office, or flexible living space. The main bathroom features a tub/shower combination, and the enclosed Florida room with newer windows provides additional living space perfect for relaxing, entertaining, or enjoying the Florida sunshine year-round. For added peace of mind, the home includes a Ring Security system featuring a wired front spotlight camera, rechargeable backyard camera, rechargeable Ring video doorbell, and interior plug-in chime. A portion of the original garage had been previously converted into additional living space, providing increased flexibility. The remaining garage area still offers enough room for a golf cart, storage, tools, or convert back to a full garage, giving you the best of both worlds. Greenbriar residents enjoy a low HOA while taking advantage of outstanding community amenities, including a heated swimming pool, fitness room, active clubhouse, and a variety of social activities and events. Conveniently located just minutes from Countryside Mall, Whole Foods, popular restaurants, shopping centers, and everyday conveniences, this home also offers a quick drive to the beautiful Gulf beaches. Schedule your showing today!

2061 Fair Oak Drive, Clearwater
$399,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
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