Greenbriar Homes for Sale

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

Listing courtesy of DALTON WADE INC. 888-668-8283

$350,000

2 Beds ⋅ 2 Baths ⋅ TB8549290 MLS

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

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR. 727-772-0772

$320,000

2 Beds ⋅ 2 Baths ⋅ TB8549493 MLS

NEW ROOF! MOVE-IN READY! TONS OF NATURAL LIGHT! Welcome to Florida living at its best! This charming 2-bedroom, 2-bath home offers a comfortable layout, a 1-car garage, and a large corner lot with plenty of outdoor space. A standout feature is the spacious Florida room, filled with natural light and offering a wonderful flex space for relaxing, entertaining, a home office, hobby area, or simply enjoying the Florida sunshine year-round. The newer roof provides added peace of mind, while the property is located outside of a flood zone. The generous corner-lot setting offers additional privacy and room to enjoy the outdoors. Nature lovers will especially appreciate the neighborhood's resident peacocks, adding a unique touch to the Florida lifestyle. Whether you're looking for an affordable starter home, downsizing for retirement, or simply wanting a comfortable home base in sunny Clearwater, this property offers versatility and the opportunity to enjoy the relaxed Florida lifestyle. Two full bathrooms, a 1-car garage, abundant natural light, a newer roof, and a spacious Florida room make this home a great opportunity. *Buyer to verify if new owner must join Greenbriar HOA* Come see why this Clearwater home is ready to welcome you home!

2400 Indigo Dr, Clearwater

Listing courtesy of ORCHARD BROKERAGE, LLC. 844-515-9880

$449,970

2 Beds ⋅ 2 Baths ⋅ TB8544402 MLS

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

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

$240,216

3 Beds ⋅ 2 Baths ⋅ TB8532322 MLS

AFFORDABLE HOUSING HOME.... NO INVESTORS. ONLY OWNER OCCUPIED ..SPECIAL REQUIREMENTS..Workforce housing property, land owned by Pinellas County Housing Authority, land lease contract required. Buyers must meet INCOME REQUIREMENTS of at or below a 120% of AMI based on household size. All income counts for anyone residing in the home. They must complete a Homebuyer Education course from the list. Mortgage must be for a leashold property. Spacious 3 bedroom, 2 bath, 1 car garage block home. Living area has a beautiful bay window, recessed lights and an area for a big tv screen. Updated baths. Double sinks in primary bath. Family room has french doors that lead to backyard with a shed for extra storage. Fenced yard. Property sold AS-IS. SOLAR PANELS ARE INCLUDED. OVER $20,000 Upgrade owner installed.

2050 High Ridge Drive, Clearwater

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

$344,000

2 Beds ⋅ 2 Baths ⋅ TB8532885 MLS

Virtually Staged. $5,000 SELLER-PAID RATE BUYDOWN AVAILABLE! Ask how you may be able to lower your first-year monthly mortgage payment... 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 combines classic Florida character with an impressive list of improvements. One of the home's standout features is the beautifully polished terrazzo flooring that flows throughout the living areas. Prized for its exceptional durability, longevity, and easy maintenance, terrazzo is a timeless feature found in many classic Florida homes. Recently polished to bring back its natural beauty and shine, these floors add character while offering a hard-wearing surface designed to last for decades. A large picture window fills the living room with natural light, creating a bright and inviting space. 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 kitchen cabinetry is approximately eight years old. The tile roof was installed in 2012 and includes a secondary water barrier. The floor plan offers two bedrooms and a full bathroom inside the home, plus a second full bathroom with a shower located in the oversized garage. Outside, enjoy a screened patio with a ceiling fan, tropical landscaping, and a fully fenced backyard with a separate dog run and divided outdoor spaces. Greenbriar amenities include a heated community pool, fitness room, clubhouse, and community activities, all with a low HOA fee. The home is located in Flood Zone X, approximately 8 miles from Clearwater Beach, and convenient to downtown Dunedin, shopping, dining, golf, Countryside Mall, and Phillies and Blue Jays Spring Training. Solid block construction, impact windows, tile roof, newer HVAC, updated kitchen, and beautifully restored terrazzo floors. Come see the value and character this Greenbriar home has to offer!

2373 Forest Drive, Clearwater

Listing courtesy of DALTON WADE INC. 888-668-8283

$409,900

3 Beds ⋅ 2 Baths ⋅ TB8522318 MLS

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

Listing courtesy of EXP REALTY LLC. 866-308-7109

$369,900

3 Beds ⋅ 1 Baths ⋅ TB8519060 MLS

Welcome home! Immaculately maintained and cared for 3-bedroom, 1-bath residence on a 60 x 115 lot in the popular Greenbriar neighborhood. The beautiful circular driveway and one-car garage allow for vehicles and toys. Move-in condition! Light and bright open floor plan with flexible living areas/options. A real wood fireplace for those holiday evenings when there is a nip in the air. The security system is owned; however, it is currently self-monitored. The back yard is massive with an oversized shed with power run to it and a 10 x 10 concrete pad for entertaining or erecting another storage shed. New well (2022) for the irrigation system. Water Heater 2024, A/C replaced 2017, Electrical panel replaced 2024 with a generator-ready junction box. Hurricane shudders in the garage for those pesky storms. The Greenbriar Clubhouse offers a large outdoor swimming pool, fitness center, shuffleboard courts, library, and meeting room...all for only $181-$271 annually, depending upon how many owners are on the warranty deed. This well-established and conveniently located community is located near shopping, golf, entertainment, hospitals, schools, beaches, parks, airports, and sporting events. Look no further...you are, indeed, home!

2133 Indigo Drive, Clearwater

Listing courtesy of KELLER WILLIAMS REALTY- PALM H. 727-772-0772

$369,000

2 Beds ⋅ 2 Baths ⋅ TB8517556 MLS

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

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.

Greenbriar - Clearwater Florida Homes for Sale

Search all homes for sale in Greenbriar, Clearwater Florida. View photos, prices, maps and more for Greenbriar in Clearwater FL.

Call or Text (239) 880-8873 to schedule a showing on any home in Greenbriar Today!