Greenbriar Real Estate

Greenbriar Real Estate

Welcome to Greenbriar, a hidden gem nestled in the heart of sunny Florida! This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and everyone in between.

Greenbriar is known for its picturesque tree-lined streets and beautifully landscaped homes, providing a warm and inviting atmosphere. Residents enjoy a strong sense of community, with friendly neighbors and a variety of social activities that foster connections and friendships. The subdivision is designed with a focus on outdoor living, featuring well-maintained parks and walking trails that encourage an active lifestyle.

Convenience is key in Greenbriar, as it is strategically located near major highways, allowing for easy access to nearby cities and attractions. Just a short drive away, you’ll find an array of shopping centers, dining options, and entertainment venues to suit every taste. Whether you’re in the mood for a cozy café, a fine dining experience, or a fun family outing, everything you need is just around the corner.

For families, Greenbriar is served by highly-rated schools, ensuring that children receive a quality education in a nurturing environment. The community is also pet-friendly, making it a great place for furry family members to thrive alongside their owners.

With its blend of comfort, convenience, and community spirit, Greenbriar is more than just a place to live; it’s a place to call home. Discover the warmth and charm of this delightful subdivision in Florida, and let it inspire your next chapter!

Newest Listings in Greenbriar

$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
$379,900
4 Beds ⋅ 3 Baths ⋅ Greenbriar SubDv. ⋅ 33813 Zip Code
Welcome to this well-maintained 4-bedroom, 2.5-bath home, ideally situated on a spacious .43-acre lot in a desirable in-town location with no HOA. Offering over-sized living spaces, an abundance of storage, and endless potential, this home provides the perfect opportunity to update at your own pace while enjoying a solid home with major improvements already completed. The floor plan features a formal living and dining room, perfect for entertaining or holiday gatherings, while the spacious family room offers a comfortable place to relax and opens through sliding glass doors to the 14' x 19' screened porch—an ideal spot to enjoy your morning coffee, unwind with a good book, or gather with family and friends while overlooking the expansive backyard. The kitchen offers warm wood cabinetry, generous cabinet and counter space, a casual dining area, and a convenient pass-through window overlooking the family room to keep everyone connected. The fourth bedroom is privately located just off the garage, making it an ideal space for guests, a home office, hobby room, or multigenerational living. A large laundry and utility room with a convenient half bath adds everyday functionality. The spacious primary suite features two closets and a private en-suite bath with a walk-in shower, while the additional bedrooms are all generously sized with ample closet space. Skylights brighten the bathrooms with natural light, and storage can be found throughout the home. Outside, you'll appreciate the side-entry two-car garage, oversized parking area, pull-down attic storage, mature landscaping, and attractive brick front exterior. Recent updates include a new roof (2024) and drainfield and septic system (2007). The A/C was replaced in 2010. Conveniently located near shopping, dining, medical facilities, parks, and major roadways, this home offers exceptional space, a fantastic location, and the opportunity to make it your own.

402 Aberdeen Court N, Lakeland
$240,216
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
AFFORDABLE HOUSING HOME..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
$349,000
2 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Virtually Staged. Welcome to Greenbriar, one of Clearwater's most desirable communities! This solid block 2-bedroom, 2-bathroom home with an oversized 1-car garage combines timeless charm with an impressive list of updates, making it an outstanding opportunity for homeowners, seasonal residents, or investors alike.Step inside and you'll immediately appreciate the beautifully polished terrazzo floors that flow throughout the home, adding character, durability, and easy maintenance. A large picture window fills the living room with natural light, creating a bright and inviting atmosphere. The home has been freshly painted inside and out, features new modern lighting and includes impact-resistant windows for added peace of mind. The newer HVAC system includes all new ductwork and installation, helping maximize comfort and efficiency year-round. The tile roof, installed in 2012, includes a secondary water barrier for added protection and lasting value. The plumbing is in good condition, making this home move-in ready with many of the major improvements already completed.The kitchen has been updated and has new Whirlpool appliances, while the bathroom inside the home features a modern vanity. The efficient floor plan offers two comfortable bedrooms and a full bathroom inside the home. An additional full bathroom with a shower is conveniently located in the garage, providing added flexibility for hobbies, projects, guests, or cleaning up after a day at the beach or working in the yard.Step outside to enjoy the screened patio with a ceiling fan and relax surrounded by the tropical landscaping. It's the perfect space for grilling, entertaining, or simply unwinding year-round. The fully fenced backyard includes a separate dog run and a divider, making it easy to create separate outdoor spaces while providing added privacy.Greenbriar residents enjoy a heated community pool, fitness room, clubhouse, and a variety of social activities—all with a low HOA fee. The location is hard to beat, just about 8 miles from the sugar-sand beaches of Clearwater and the Gulf of Mexico. You'll also be minutes from charming downtown Dunedin, golf courses, Countryside Mall, hospitals, shopping, dining, and the Philadelphia Phillies and Toronto Blue Jays Spring Training stadiums. Best of all, the home is located in Flood Zone X, meaning no lender-required flood insurance for most financed buyers. Whether you're searching for a primary residence, a seasonal getaway, or an investment opportunity, this Greenbriar home offers the perfect combination of comfort, convenience, and the Florida lifestyle. Schedule your private showing today!

2373 Forest Drive, Clearwater
$256,500
4 Beds ⋅ 3 Baths ⋅ Greenbriar SubDv. ⋅ 33809 Zip Code
Enjoy the freedom of no HOA or CDD with this Lakeland home! Offering 4 bedrooms, 2.5 bathrooms, 1,573 square feet of living space, and situated on a large ¾-acre lot, this property is ready for its next owner. Step inside to a spacious living room with wood burning fireplace that flows easily into the dining room and kitchen. The kitchen features plenty of cabinet and counter space, closet pantry, modern backsplash and two pass throughs to the living/dining area with eat up bar seating. French doors from the living room lead to a patio and your private backyard oasis. A spacious utility room is directly off the living. Just at the front of the home, find the primary suite with built in closet, full bathroom with step in shower and vanity. A hall off the kitchen leads to the secondary bedrooms sharing a full bathroom with a bonus 1/2 bathroom off one of the secondary bedrooms. Great central location with easy access to I-4, shopping, dining, and everyday essentials. It's good to be home. This property may qualify for Seller Financing (Vendee).

205 Tracy Way, Lakeland
$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
$565,000
4 Beds ⋅ 3 Baths ⋅ Greenbriar SubDv. ⋅ 32806 Zip Code
Virtually Staged. This charming 4 bedroom, 2.5 bath ranch style home is nestled on a quiet street in the Greenbriar neighborhood, just south of Downtown Orlando. Freshly painted exterior and interior, floor to ceiling. Home features a large open floor plan with a contiguous family room, kitchen, dining room area and a wood burning fireplace. Kitchen is built for entertaining with all stainless-steel appliances and 2 ovens, one in the island. There are ample cabinets and counter space in the kitchen and dining area. Recessed lighting in kitchen, dining and foyer. French doors lead out to a screened-in patio and there is a separate outdoor pavilion perfect for weekend BBQs with 3 ceiling fans, electric connectivity and all new exterior lights. Master bedroom has tile floors and a generous walk-in closet. The other 3 bedrooms have all new carpet and closet doors. The backyard is fenced with room for a boat, as the neighborhood is only 1.3 miles from public access to the Conway Chain of Lakes. Other exterior upgrades include a new garage ceiling with new interior lights, new septic tank and drainfield. This home is in the highly desirable Pershing K-8 and Boone High School district and is walking distance to Fort Gatlin Recreational Club with public pool, tennis courts and basketball courts. Proximity to SoDo, Downtown Orlando, fantastic hospitals, regional and international airports, plus quick access to I-4 and the East/West Expressway. Schedule your showing today.

3021 Brandywine Drive, Orlando
$324,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33972 Zip Code
Virtually Staged. Welcome to modern Florida living in the desirable Greenbriar area of Lehigh Acres. This beautifully crafted new construction home offers over 1,500 square feet of thoughtfully designed living space, featuring 3 bedrooms, 2 bathrooms, and a highly sought-after split-bedroom floor plan that perfectly balances privacy and functionality. Step inside to discover an open-concept layout enhanced by elegant tile flooring throughout, tray ceilings, and an abundance of natural light. The spacious living, dining, and kitchen areas seamlessly flow together, creating the ideal setting for both everyday living and entertaining. At the heart of the home, the chef-inspired kitchen showcases quartz countertops, soft-close cabinetry, a stylish tile backsplash, ample storage space, and modern finishes designed to impress. The oversized laundry room and abundant storage throughout the home provide both convenience and practicality. The private primary suite offers a relaxing retreat, while the generously sized guest bedrooms feature large closets rarely found in homes of this size. An epoxy-coated two-car garage adds durability and a polished finish to the home's impressive list of upgrades. Enjoy Florida's year-round outdoor lifestyle from both the welcoming front patio and the spacious rear patio overlooking the fully fenced backyard. A vacant lot to the left of the property provides additional privacy and open space, enhancing the home's peaceful setting. Combining quality craftsmanship, upscale finishes, and a desirable location, this move-in-ready new construction home delivers exceptional value and modern comfort in one of Lehigh Acres' growing neighborhoods.

1964 Leghorn Street, Lehigh Acres
$319,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 33972 Zip Code
Virtually Staged. Welcome to modern Florida living in the desirable Greenbriar area of Lehigh Acres. This brand-new construction home offers the perfect blend of thoughtful design, quality craftsmanship, and upscale finishes throughout. Featuring 3 bedrooms, 2 bathrooms, and just under 1,400 square feet of living space, the split-bedroom floor plan provides both privacy and functionality. From the moment you arrive, you'll appreciate the inviting front lanai and attractive curb appeal. Inside, elegant tile flooring flows seamlessly throughout the entire home, while soaring vaulted ceilings in the main living area create an open, airy atmosphere filled with natural light. The thoughtfully designed kitchen overlooks the spacious living and dining areas, making it ideal for both everyday living and entertaining. Showcasing modern cabinetry with soft-close doors and drawers, quartz countertops, a stylish tile backsplash, premium finishes, and ample prep space, this kitchen serves as the heart of the home. The private primary suite offers a true retreat, complete with a generous walk-in closet and a beautifully appointed en-suite bathroom featuring a large fully tiled walk-in shower designed with both style and functionality in mind. Designed for comfort and peace of mind, the home is equipped with hurricane-impact windows and doors throughout, providing enhanced security, energy efficiency, and storm protection. Step outside to the expansive under-truss rear lanai, offering the perfect space to enjoy Florida's year-round outdoor lifestyle, entertain guests, or simply unwind in your own backyard oasis. A privacy fence spans the rear property line, while the adjacent vacant lot to the right provides an added sense of openness and privacy rarely found in new construction communities. Additional highlights include a spacious 2-car garage with durable epoxy flooring, contemporary fixtures throughout, and all the advantages of brand-new construction with no updates or renovations needed. Move-in ready and built to impress, this exceptional Greenbriar residence combines modern design, premium finishes, and quality craftsmanship into a home that is as functional as it is beautiful. Whether you're searching for your first home, a seasonal Florida retreat, or an investment opportunity, this thoughtfully designed residence delivers style, comfort, and lasting value in one of Lehigh Acres' most desirable and rapidly growing neighborhoods.

1962 Leghorn Street, Lehigh Acres
$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
$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-$281 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
$399,000
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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