Greenbriar Real Estate

Greenbriar Real Estate

Welcome to Greenbriar, a picturesque subdivision nestled in the heart of sunny Florida! This charming community offers an idyllic blend of tranquility and accessibility, making it the perfect place for families, retirees, and young professionals alike.

Greenbriar boasts beautifully landscaped streets lined with mature trees, creating a serene environment that invites you to take leisurely strolls or bike rides. The subdivision features a diverse selection of homes, from cozy single-family residences to spacious estates, ensuring that there’s something for everyone. With a focus on community, neighbors often gather for seasonal events, fostering a warm and welcoming atmosphere.

One of the standout features of Greenbriar is its proximity to a variety of amenities. Residents enjoy easy access to top-rated schools, shopping centers, and dining options, all just a short drive away. For those who love the outdoors, the community is conveniently located near several parks, nature trails, and recreational facilities, offering ample opportunities for hiking, picnicking, and enjoying the beautiful Florida sunshine.

Additionally, Greenbriar’s strategic location provides quick access to major highways, making commutes to nearby cities and attractions a breeze. Whether you’re looking to explore the vibrant culture of downtown Orlando or relax on the stunning beaches of the Atlantic coast, everything is within reach.

In Greenbriar, you’ll find not just a home, but a lifestyle filled with community spirit and the joys of Florida living. Come and discover why so many have chosen to call Greenbriar their home sweet home!

Newest Listings in Greenbriar

2066 Hillwood Drive, Clearwater
$439,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
A sparkling saltwater pool completed in 2025, a beautifully tiled patio, gleaming polished terrazzo floors, and a remodeled kitchen make this Greenbriar home anything but ordinary. Lovingly remodeled and maintained, this home has so many thoughtful details to appreciate. The tropical front landscaping sets a relaxed Florida tone, while the fully fenced backyard is absolute perfection—a private, low-maintenance retreat designed for enjoying the sunshine instead of spending every weekend on yardwork. Inside, the welcoming open floor plan features two bedrooms, one full bathroom, and a finished Florida room that provides additional flexible space. The original terrazzo floors have been professionally refinished and polished, and vinyl plank flooring complements the Florida room. The kitchen has been remodeled, and the main bathroom was remodeled in 2017, including associated plumbing updates. The attached one-car garage includes a remodeled bathroom with a toilet and shower, as well as a utility sink. The backyard is the showstopper. Completed in February 2025, the saltwater pool features a pebble-style finish and mother-of-pearl-style accent tile along the steps and pool edge. The tiled pool deck and patio provide plenty of room for lounging and entertaining, while artificial turf keeps maintenance simple. The yard also includes a new shed, a backyard sprinkler system installed in 2025, irrigation for the garden area, and pool equipment. The pool is not heated or screened, and its warranty is not transferable. Important improvements include a roof replaced in September 2019, HVAC replaced in April 2019, complete ductwork replacement in October 2026, a water heater replaced in March 2018, and exterior paint completed in 2020. The well and front-yard sprinkler system were installed in 2022, with the backyard sprinkler system added in 2025. Greenbriar offers a heated community pool, fitness room, clubhouse, and community activities with affordable annual fees. The home is in Flood Zone X and is convenient to Countryside Mall, shopping and dining along US 19 and State Road 580, downtown Dunedin, Clearwater Beach, and Gulf Coast recreation. Baseball fans can also enjoy spring training in Clearwater and Dunedin. There are so many details to appreciate in this beautifully maintained home, and the backyard truly must be experienced in person. Schedule your showing and come see the pool, patio, polished terrazzo floors, and inviting Florida lifestyle for yourself.

2066 Hillwood Drive, Clearwater
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
1908 Quintero Lane, Lehigh Acres
$25,000
Greenbriar SubDv. ⋅ 33972 Zip Code
Great vacant lot to build your dream home!

1908 Quintero Lane, Lehigh Acres
1903 Weller Avenue, Lehigh Acres
$22,000
Greenbriar SubDv. ⋅ 33972 Zip Code
Great vacant lot to build your dream home!

1903 Weller Avenue, Lehigh Acres
351 Ursula Lane, Lehigh Acres
$12,000
Greenbriar SubDv. ⋅ 33972 Zip Code
Opportunity to own a fantastic vacant 0.30-acre corner lot in Lehigh Acres, located in the Greenbriar subdivision. This parcel is situated at the corner of Lakeridge Boulevard and Ursula Lane, with paved road access. All information is deemed reliable but not guaranteed and should be independently verified by the buyer.

351 Ursula Lane, Lehigh Acres
635 Jeffries Street, Lehigh Acres
$29,750
Greenbriar SubDv. ⋅ 33972 Zip Code
Great opportunity to own a spacious 0.52-acre residential lot in the Greenbriar community of Lehigh Acres! Build your dream home or purchase as an investment to hold for the future. Enjoy the extra space and privacy of this oversized lot while remaining conveniently located near shopping, dining, schools, and major roadways. Seller has additional nearby properties available for a potential package deal! Great opportunity for builders, investors, or anyone looking to secure land in a growing area.

635 Jeffries Street, Lehigh Acres
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
374 Urbana Street, Lehigh Acres
$399,900
4 Beds ⋅ 4 Baths ⋅ Greenbriar SubDv. ⋅ 33972 Zip Code
Virtually Staged. INCOME-PRODUCING DUPLEX IN LEHIGH ACRES! Welcome to 372/374 Urbana Street, an attractive multifamily investment opportunity offering two separate residences with tenants already in place. The property features a well-maintained exterior, attractive landscaping, separate driveways, and an attached garage for each residence. Inside, each unit offers a bright, modern and functional layout with wood-look flooring, neutral finishes, recessed lighting, and open-concept living and dining areas. The kitchens are a standout feature, showcasing granite countertops, rich wood cabinetry, stainless-steel appliances, abundant cabinet and counter space, and a large island with a double-basin sink and additional seating space. The open design allows the kitchen to flow naturally into the main living areas, creating a spacious feel. Large windows provide plenty of natural light, while sliding glass doors open to covered rear patios and backyard space, extending the living area outdoors. The combination of modern finishes, practical layouts, private entrances, garages, and outdoor living space makes each side appealing for long-term rental use.

374 Urbana Street, Lehigh Acres
2580 Windwood Drive, Clearwater
$369,900
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
1822 Yoakum Street, Lehigh Acres
$279,995
4 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33972 Zip Code
Welcome to 1822 Yoakum Street in Lehigh Acres! This spacious 4-bedroom, 2-bathroom home offers an open-concept floor plan with plenty of room for comfortable everyday living and entertaining. Built in 2019, this home offers the peace of mind of newer major systems, including a newer roof, A/C, and water heater. The home also features a convenient two-car garage, screened-in patio, and pest control tubes built into the walls for easy ongoing pest management. One of the biggest advantages is the freedom of **no HOA**, giving you more flexibility without monthly association fees or the restrictions that can come with a planned community. Located in Lehigh Acres, this home offers a balance of space, convenience, and accessibility. The surrounding area is primarily residential, with nearby shopping, restaurants, parks, and everyday amenities throughout Lehigh Acres. Lehigh Acres Park and Veterans Park provide opportunities for recreation and outdoor activities, while shopping centers such as Lehigh Plaza are available for everyday errands. With its newer construction, spacious layout, no HOA, and convenient Lehigh Acres location, 1822 Yoakum Street is a great opportunity for anyone looking for a comfortable Florida home with room to make it their own.

1822 Yoakum Street, Lehigh Acres
2019 High Ridge Drive, Clearwater
$350,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Welcome home to this charming 2-bedroom plus bonus room, 2-bath residence in the sought-after Greenbriar community! Offering a comfortable layout, abundant natural light, a one-car garage, and a beautifully fenced backyard, this home is designed for easy Florida living, relaxing, and entertaining. A new flat roof was installed in 2026, adding valuable peace of mind to this inviting home. Step inside and the kitchen greets you to the right, featuring abundant cabinetry, generous workspace, and room for a cozy breakfast table. The kitchen comes equipped with a full suite of appliances, including a built-in oven, stovetop, dishwasher, refrigerator, and convenient countertop microwave. A door from the kitchen provides easy access to the attached garage, where the washer and dryer are thoughtfully located for everyday convenience. The kitchen flows seamlessly into the spacious living and dining area, creating an inviting gathering space for both everyday living and entertaining. From here, step into the generously sized bonus room, where walls of windows showcase peaceful backyard views and bathe the space in natural light. Whether used as a family room, home office, hobby space, reading room, or entertaining area, this versatile room offers endless possibilities and a wonderful connection to the outdoors. Tucked away on the opposite side of the home, the bedrooms provide a sense of privacy and tranquility. The light and airy secondary bedroom features a well-sized wall closet and easy access to the nearby hall bath, complete with a classic tub and shower combination. A hallway linen closet with built-in shelving provides additional storage. The spacious primary bedroom offers a true retreat, with plenty of room to create your own private sanctuary. Enjoy the convenience of a private en suite bath and a generous walk-in closet with ample storage. Outside, the beautifully fenced backyard provides a private setting for morning coffee, weekend gatherings, gardening, or simply enjoying Florida's year-round sunshine. The home's thoughtful layout and bright living spaces make it easy to feel right at home. Located in the desirable Greenbriar community, residents enjoy access to a sparkling community pool and a welcoming neighborhood atmosphere. The central location puts shopping, dining, recreation, and everyday conveniences close at hand, while providing easy access for beach days and airport travel. With its versatile floor plan, abundant natural light, private backyard, community amenities, and new 2026 flat roof, this delightful Greenbriar home offers a wonderful opportunity to enjoy comfortable Florida living in a convenient location.

2019 High Ridge Drive, Clearwater
719 Tunney Street, Lehigh Acres
$24,000
Greenbriar SubDv. ⋅ 33972 Zip Code
Build your Florida dream home on this spacious residential lot in Lehigh Acres! Enjoy a peaceful setting with convenient access to shopping, dining, schools, parks, and major roads. This property offers an excellent opportunity to build a custom home or hold as an investment. Buyer and buyer’s agent to verify zoning, utilities, lot dimensions, and all property information with the appropriate county authorities.

719 Tunney Street, Lehigh Acres
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