Greenbriar Homes with Pool Community Features

Greenbriar Homes with Pool Community Features

Welcome to Greenbriar, a picturesque subdivision nestled in the heart of Florida, where sunshine and serenity meet in perfect harmony. This vibrant community is designed for those who appreciate the finer things in life, offering a tranquil retreat just moments away from the excitement of city living.

Greenbriar is renowned for its stunning homes that come complete with private pools, allowing residents to enjoy the quintessential Florida lifestyle. Imagine stepping out of your beautifully appointed home into your own personal oasis, where you can bask in the sun, take refreshing dips, or host unforgettable gatherings with family and friends. The community’s emphasis on outdoor living ensures that your backyard becomes an extension of your home, perfect for relaxation and entertainment.

Beyond the allure of the homes, Greenbriar boasts a wealth of community features that cater to an active and engaged lifestyle. Residents can take advantage of well-maintained walking trails, lush green parks, and recreational facilities that encourage both fitness and fun. Friendly neighbors and a strong sense of community make Greenbriar not just a place to live, but a place to thrive.

With its prime location in Florida, Greenbriar offers easy access to nearby shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. Whether you’re seeking a peaceful retreat or an active lifestyle, Greenbriar is the perfect place to call home. Come discover the charm and comfort of this exceptional community, where your dream home awaits!

Newest Greenbriar Homes with Pool Community Features

2013 Forest Drive, Clearwater
$375,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Pride of Ownership Shines | Beautifully Maintained Clearwater Home | Impact Windows | Community Pool From the moment you arrive at 2013 Forest Drive, you’ll immediately notice the pride of ownership that has gone into this beautifully maintained 2-bedroom, 1.5-bath home. From the meticulously cared-for landscaping to the inviting interior, this is a home that has truly been loved. Step inside and enjoy a comfortable, welcoming floor plan highlighted by a remodeled kitchen featuring granite countertops, attractive cabinetry, and plenty of space for everyday living and entertaining. One of the home's major advantages is the addition of impact-resistant windows, providing extra protection, energy efficiency, and peace of mind. Outside, the beautifully maintained landscaping creates impressive curb appeal, while a deep well provides water for the landscaping, helping reduce the expense of keeping the property looking its best. In the rear of the home, the screened patio provides the perfect place to enjoy your morning coffee, relax with a good book, or unwind at the end of the day while enjoying Florida's year-round outdoor lifestyle. When it's time to cool off, take advantage of the community clubhouse and swimming pool—perfect for enjoying those warm Florida days, meeting neighbors, and taking advantage of the community lifestyle. Meticulous landscaping. Impact windows. Remodeled kitchen. Screened outdoor living. Community amenities. This is more than just a house—it's a home that reflects years of care and pride of ownership. Schedule your private showing and come see why 2013 Forest Drive deserves to be at the top of your list.

2013 Forest Drive, Clearwater
2069 Shadow Lane, Clearwater
$319,900
2 Beds ⋅ 1 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
BEAUTIFULLY RENOVATED CLEARWATER HOME WITH A BRAND-NEW KITCHEN, NEW LUXURY VINYL PLANK FLOORING, NEW ROOF, NEW HVAC, AND MORE! Welcome to easy Florida living in the desirable Greenbriar neighborhood, where extensive recent improvements, solid block construction, and a spacious corner lot combine to create an exceptional opportunity! Step inside to discover a bright, inviting interior featuring NEW LUXURY VINYL PLANK FLOORING THROUGHOUT (2026), abundant natural light, and a beautifully renovated kitchen designed for modern living. Completed in 2026, the kitchen features all-new cabinetry with convenient soft-close drawers, gorgeous granite countertops, and a full suite of BRAND-NEW STAINLESS STEEL APPLIANCES. Whether preparing everyday meals or entertaining friends and family, this thoughtfully updated space offers the perfect blend of style and functionality. And the improvements don’t stop there! The current owner has made substantial investments in the home’s major systems and infrastructure, including a NEW ROOF (2025), NEW HVAC SYSTEM (2025) WITH A 10-YEAR TRANSFERABLE PARTS AND LABOR WARRANTY, UPDATED ELECTRICAL PANEL (2026), UPDATED SPRINKLER SYSTEM (2026), AND AN IN-GROUND TERMITE CONTROL SYSTEM (2026). A new washer and dryer (2025) add even more convenience. Additional features include double-pane insulated windows, raised six-panel interior doors, vinyl soffits, and seamless commercial-grade gutters and downspouts. An oversized one-car garage offers valuable storage and accessible plumbing with potential for a future second bathroom, subject to applicable approvals. Situated on a generous corner lot along a quiet residential street, the property offers plenty of outdoor space to enjoy, whether you envision tropical landscaping, a garden, or your own private backyard retreat.

2069 Shadow Lane, Clearwater
2174 Scotland Drive, Clearwater
$478,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Welcome to Greenbriar! This 3BR/2BA Clearwater home offers a wonderful opportunity to enjoy an established neighborhood, a convenient location, and a true Florida lifestyle. With a comfortable floor plan and plenty of potential to make the space your own, this home is ready for its next chapter. One of the highlights of living in Greenbriar is the community itself. Residents have access to the Greenbriar Club and community center, featuring a heated swimming pool, fitness and recreation spaces, shuffleboard, and a variety of activities and gathering areas. It’s a great place to stay active, meet neighbors, or simply relax and enjoy the Florida sunshine. The location puts you close to so much of what makes this area desirable, including charming Downtown Dunedin, shopping, dining, parks, golf, and the beautiful Gulf beaches.

2174 Scotland Drive, Clearwater
2580 Windwood Drive, Clearwater
$379,900
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Well cared for and full of possibilities, this Greenbriar home is ready for your personal touch. Set on a corner lot in Clearwater’s established Greenbriar community, this well-cared-for 2-bedroom, 2-bath home pairs original character with room to make it your own. Built in 1974 with solid block construction, it offers 1,535 heated square feet and 2,154 total square feet, including a two-car garage—a hard-to-find bonus in Greenbriar...The original kitchen and bathrooms offer an opportunity to update to your taste, while the care this home has received is evident throughout. Settle in and plan improvements at your own pace, without feeling compelled to tackle every project at once. Both bathrooms are inside the home, and the air-conditioned Florida room provides a comfortable spot for reading, relaxing, or gathering. The two-car garage adds practical space for parking, storage, and projects, while the corner lot gives the property a distinctive presence. Bring your ideas—the next chapter is yours to design...Greenbriar residents enjoy a heated community pool, fitness room, and clubhouse with regular activities and events—all with a low HOA fee. Located approximately 8 miles from Clearwater Beach, this home puts white-sand beaches and spectacular sunsets within easy reach. Enjoy nearby Honeymoon Island State Park and the Dunedin Causeway for kayaking, fishing, and coastal recreation, or explore charming downtown Dunedin’s restaurants, boutiques, breweries, and community events. The Pinellas Trail, Clearwater Marine Aquarium, golf courses, Countryside Mall, hospitals, and a wide variety of dining options are also nearby. Baseball fans will appreciate access to Philadelphia Phillies and Toronto Blue Jays spring training games. Convenient access to both Tampa International Airport and St. Pete–Clearwater International Airport makes travel easy. Located in Flood Zone X, this Greenbriar home offers an inviting setting for a full-time residence or seasonal retreat, with plenty of ways to enjoy the Florida lifestyle…

2580 Windwood Drive, Clearwater
2040 Forest Drive, Clearwater
$434,970
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
LOCATION, LOCATION, LOCATION! Welcome to this beautifully renovated 2-bedroom, 2-bathroom BLOCK HOME featuring 1,207 square feet of heated living space and a spacious 1.5-car garage. Nestled on a quiet, peaceful street surrounded by mature oak trees in Clearwater, this move-in-ready home has been thoughtfully updated with quality, comfort, and style in mind. Major improvements include a 2022 roof, fully paid-off solar panels installed in 2022 that convey with the sale, a brand-new 2026 HVAC system, a 2021 water heater, newer windows and doors, and much more. Step inside to discover two beautifully renovated bathrooms featuring stylish Moen and Delta plumbing fixtures. The brand-new kitchen with soft-close doors and drawers showcase elegant quartz countertops, new Samsung stainless steel appliances, modern finishes, and new light fixtures throughout. These extensive renovations create a fresh, clean, and contemporary atmosphere while preserving the warmth and comfort of home. Step outside and discover your private backyard oasis—a peaceful setting perfect for relaxing, entertaining, grilling, or enjoying Florida’s year-round outdoor lifestyle beneath the surrounding mature trees. Even better, this solid block-construction home is located in Flood Zone X, where flood insurance is typically not required by lenders. Airbnb and short-term rentals are permitted in the community, providing added flexibility for homeowners and investors. With a newer roof, paid-off solar panels, a new HVAC system, updated major systems, newer windows and doors, and extensive interior renovations, this home provides an exceptional combination of style, energy efficiency, comfort, and peace of mind. Conveniently located near shopping, dining, parks, beaches, and the many amenities and attractions throughout Pinellas County. Turnkey, beautifully updated, and ready for its new owner—schedule your private showing today! One or more photos have been virtually staged.

2040 Forest Drive, Clearwater
998 White Springs Lane, Winter Springs
$429,900
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
2061 Fair Oak Drive, Clearwater
$399,900
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
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