Greenbriar Homes under $400,000

Greenbriar Homes under $400,000

Welcome to Greenbriar, a charming subdivision nestled in the heart of sunny Florida. This vibrant community offers a perfect blend of comfort, convenience, and affordability, making it an ideal choice for families, first-time homebuyers, and retirees alike. With homes available for under $400,000, Greenbriar provides an exceptional opportunity to enjoy the Florida lifestyle without breaking the bank.

As you explore this delightful neighborhood, you'll find a variety of well-maintained homes that cater to diverse tastes and preferences. From cozy single-family residences to modern townhomes, Greenbriar boasts a selection of properties designed to meet the needs of every homeowner. Many of these homes feature open floor plans, spacious backyards, and updated amenities, ensuring you have the perfect space to create lasting memories.

Greenbriar is not just about beautiful homes; it’s also about community. With friendly neighbors and a welcoming atmosphere, you’ll feel right at home from day one. The subdivision is conveniently located near shopping centers, parks, and recreational facilities, making it easy to enjoy outdoor activities and community events. Families will appreciate the proximity to highly-rated schools, ensuring a quality education for their children.

In addition to its charming homes and community spirit, Greenbriar is just a short drive from Florida's stunning beaches and vibrant attractions. Whether you’re looking for a weekend getaway or a place to call home, Greenbriar offers an unbeatable lifestyle that combines affordability with the best of Florida living. Come discover your dream home in this delightful subdivision today!

Newest Greenbriar Homes under $400,000

2318 Black Oak Lane, Clearwater
$359,900
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Some homes are renovated to sell. Others have been lovingly maintained for years, and the difference is evident the moment you arrive. Welcome to this charming, exceptionally well-cared-for residence nestled in the established Greenbriar neighborhood of Clearwater, where pride of ownership, thoughtful improvements, and an outstanding location come together to create a wonderful opportunity. Offering two bedrooms, one full bathroom, one half bathroom, an attached garage, versatile flex space, and a screened-in lanai, this inviting home delivers a comfortable and functional layout with the flexibility to accommodate a variety of lifestyles. From the moment you approach the property, you’ll appreciate its welcoming clean and classy look, enhanced by a BRAND-NEW ROOF INSTALLED IN 2026 and FRESH EXTERIOR PAINT COMPLETED IN 2026. These significant recent improvements, along with newer windows, reflect the care and attention this home has received over the years. Step inside to discover a warm and inviting interior where natural light and thoughtful design create an atmosphere that immediately feels like home. The kitchen features a beautiful vaulted ceiling, adding architectural character and a sense of openness to this important gathering space. The home’s practical floor plan makes excellent use of its living areas, offering comfortable everyday living without unnecessary maintenance or wasted space. For those who enjoy Florida’s indoor-outdoor lifestyle, the screened-in lanai provides a wonderful extension of the home. Imagine starting your morning with a cup of coffee, enjoying a quiet afternoon with a good book, or unwinding in the evening while taking advantage of Florida’s beautiful weather. The attached garage with half bath provides additional convenience, storage opportunities, and protection for your vehicle. LOCATION IS EVERYTHING, and this Clearwater address places you in a highly convenient area of northern Pinellas County. Located in the established Greenbriar neighborhood, the property offers easy access to the charming coastal community of Dunedin, known for its vibrant downtown district, locally owned boutiques, restaurants, breweries, waterfront parks, and year-round community events. Just a short drive away, you’ll find the popular Countryside shopping district, including Countryside Mall, grocery stores, dining, entertainment, and everyday conveniences. Outdoor enthusiasts will appreciate proximity to the Dunedin Causeway, Honeymoon Island State Park, local nature preserves, and recreational opportunities throughout the area. Convenient access to US Highway 19 and State Road 580 makes commuting and exploring the greater Tampa Bay area a breeze, while Clearwater’s beautiful Gulf Coast beaches, nearby golf courses, medical facilities, and recreational amenities add to the appeal of this centrally located residence. Whether you’re purchasing your first home, simplifying your lifestyle, seeking a seasonal Florida retreat, or simply looking for a property that has been genuinely cared for, 2318 Black Oak Lane offers a refreshing combination of charm, functionality, meaningful updates, and location. With a 2026 roof, 2026 exterior paint, newer windows, vaulted kitchen ceiling, flexible living space, screened lanai, and attached garage, this home presents an opportunity to enjoy the benefits of established neighborhood living with several significant improvements already completed.

2318 Black Oak Lane, 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
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
$345,000
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
2373 Forest Drive, Clearwater
$344,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Virtually Staged. $5,000 SELLER-PAID RATE BUYDOWN AVAILABLE! Big-ticket updates, classic Florida character, and Greenbriar community amenities! This solid block Clearwater home offers 2 bedrooms, 2 full bathrooms (including one in the garage), an oversized 1-car garage, and beautifully polished terrazzo floors that bring timeless character to the living spaces. A large picture window fills the living room with natural light, while fresh interior and exterior paint give the home a refreshed look. Major improvements include impact-resistant windows, a new HVAC system with all-new ductwork, and a tile roof installed in 2012 with a secondary water barrier. The updated kitchen features new Whirlpool appliances, and the interior bathroom has a new vanity.The home offers 904 square feet of heated living space and 1,410 total square feet. Inside are two bedrooms and one full bathroom, while a second full bathroom with a shower is conveniently located in the garage. It's a practical layout with a little extra flexibility, whether you're coming in from gardening or spending time outdoors. Step outside to a newly screened patio with a ceiling fan, a comfortable spot for morning coffee or relaxing at the end of the day. The fully fenced backyard features divided outdoor areas, tropical landscaping, and an additional concrete pad for grilling, outdoor seating, or storage. Well points are also in place for irrigation.Greenbriar offers a heated community pool, fitness room, clubhouse, and community activities, all with low HOA fees. The home is located in Flood Zone X and combines desirable updates with the appeal of an established Clearwater community. Conveniently situated near shopping, restaurants, golf courses, and Countryside Mall, with access to downtown Dunedin, Clearwater Beach, and the Gulf Coast. Baseball fans can also enjoy nearby spring training attractions for the Philadelphia Phillies and Toronto Blue Jays.With its polished terrazzo floors, substantial improvements, inviting outdoor spaces, and community amenities, this Greenbriar home is worth seeing in person. Schedule your showing today!

2373 Forest Drive, Clearwater
2133 Indigo Drive, Clearwater
$369,900
3 Beds ⋅ 1 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
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
1911 Richmond Avenue N, Lehigh Acres
$310,000
4 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33972 Zip Code
One or more photo(s) has been virtually staged. BRAND-NEW CUSTOM BUILT/NEVER LIVED IN | MOVE-IN READY | HUGE LOT JUST UNDER HALF AN ACRE! This 4-BEDROOM, 2-BATH home features an open floor plan with 10 ft high ceilings and natural light. Modern finishes, and completely TILE FLOORING throughout. The kitchen offers stainless steel appliances, solid wood cabinets, and ample counter space. The primary suite includes a walk-in closet, tiled walk-in shower, and split-bedroom layout. Three additional bedrooms provide flexible space. Additional features include FRENCH DOORS, indoor laundry, ceiling fans, HURRICANE SHUTTERS, a two-car garage. Located in X FLOOD ZONE so no flood insurance required.

1911 Richmond Avenue N, Lehigh Acres
240 E Glassboro Court Unit 4A, Hernando
$145,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 34442 Zip Code
Welcome to easy, maintenance-free living in one of Citrus County’s most established communities! This charming 2-bedroom, 2-bathroom condo in Citrus Hills includes a personal carport and is just steps from the community pool. Inside, tile flooring runs throughout, and the vaulted ceiling with skylight fills the main living area with natural light. The galley-style kitchen features stainless steel appliances, dark cabinetry, and generous counter space. The open living and dining areas create an airy feel, while the primary suite offers a walk-in closet and private bath. A dedicated laundry room adds everyday convenience, and the roof was replaced in 2022 for added peace of mind. Relax on the front patio with your morning coffee or unwind in the enclosed lanai overlooking the serene rear setting, perfect for quiet evenings or entertaining guests. Condo fees include cable, WiFi, water, sewer, and trash, making budgeting simple and stress-free. Whether you’re looking for a full-time residence, seasonal retreat, or smart investment, this home checks the boxes. Just minutes from the Shoppes at Black Diamond (Target, Aldi, Texas Roadhouse, Starbucks) with Sprouts, BJ’s, Planet Fitness, LongHorn Steakhouse, Dick’s Sporting Goods and more coming in 2026 — plus the future Tampa General Hospital. Quick access to the newly improved Hwy 589 puts Tampa International Airport within easy reach. Don’t miss your opportunity to own in the heart of Citrus Hills — schedule your showing today!

240 E Glassboro Court Unit 4A, Hernando
Start Your Search

How much is your home worth?

Get instant property value now!