Greenbriar Homes with Pool Community Features

Greenbriar Homes with Pool Community Features

Welcome to Greenbriar, a charming subdivision nestled in the heart of Clearwater, Florida, where the sun shines bright and community spirit thrives. This vibrant neighborhood is a hidden gem in Pinellas County, offering a perfect blend of comfort, convenience, and community engagement.

Greenbriar is renowned for its inviting homes, many of which feature private pools, providing a refreshing oasis right in your backyard. Imagine basking in the warm Florida sun, enjoying leisurely afternoons by the pool, or hosting delightful barbecues with family and friends. The poolside lifestyle is not just a luxury here; it’s a way of life.

The community is designed with residents in mind, fostering a friendly atmosphere where neighbors become friends. With well-maintained streets, lush landscaping, and a variety of amenities, Greenbriar encourages an active lifestyle. Enjoy leisurely strolls through the neighborhood, or take advantage of the nearby parks and recreational facilities that cater to all ages.

Conveniently located, Greenbriar offers easy access to Clearwater’s beautiful beaches, shopping centers, and dining options. Whether you’re looking for a cozy café or a fine dining experience, you’ll find it just a short drive away. The community is also close to top-rated schools and healthcare facilities, making it an ideal choice for families and retirees alike.

In Greenbriar, you’re not just buying a home; you’re investing in a lifestyle filled with sunshine, community, and endless opportunities for fun. Come discover why this delightful subdivision is the perfect place to call home!

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. Clearwater living with the big-ticket updates already done! Located in the Greenbriar community, this solid block 2-bedroom, 2-bath home with an oversized 1-car garage offers classic Florida character paired with an impressive list of improvements. Step inside to beautifully polished terrazzo floors and a large picture window that fills the living room with natural light. The home has been freshly painted inside and out and features modern lighting, impact-resistant windows, a newer HVAC system with all new ductwork, and an updated kitchen with new Whirlpool appliances. The tile roof was installed in 2012 and includes a secondary water barrier. The floor plan includes two bedrooms and a full bathroom inside the home, plus a second full bathroom with a shower located in the garage. Out back, enjoy a screened patio with a ceiling fan surrounded by tropical landscaping. The fully fenced backyard includes a separate dog run and divided outdoor spaces, with plenty of room for grilling and relaxing. Greenbriar amenities include a heated community pool, fitness room, clubhouse and community activities, all with a low HOA fee. And the location delivers! Approximately 8 miles from Clearwater Beach and convenient to downtown Dunedin, shopping, dining, golf, Countryside Mall, and Phillies and Blue Jays Spring Training. Located in Flood Zone X, this Clearwater home brings together valuable updates, community amenities and a location that puts Gulf Coast living within easy reach. Come see why this Greenbriar home deserves a closer look!

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
$379,000
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
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