Greenbriar Homes for Sale

Greenbriar Homes for Sale

Welcome to Greenbriar, a picturesque subdivision nestled in the heart of Florida, where charm meets convenience. This vibrant community is designed for those who appreciate a serene lifestyle without sacrificing access to modern amenities. Greenbriar offers a delightful mix of beautifully crafted homes, each reflecting the unique character and warmth of the neighborhood.

As you explore the homes for sale in Greenbriar, you'll discover a variety of architectural styles, from cozy single-family residences to spacious two-story designs, all set against a backdrop of lush landscaping and inviting outdoor spaces. Each home is thoughtfully designed with open floor plans, modern kitchens, and comfortable living areas, perfect for both entertaining and family gatherings. Many properties also feature private backyards, ideal for enjoying Florida's sunny weather or hosting weekend barbecues.

Living in Greenbriar means being part of a close-knit community, where neighbors become friends and the spirit of togetherness flourishes. Residents enjoy access to nearby parks, walking trails, and recreational facilities, making it easy to embrace an active lifestyle. Plus, with shopping centers, restaurants, and top-rated schools just a stone's throw away, everything you need is within reach.

Greenbriar is not just a place to live; it's a place to thrive. Whether you're a first-time homebuyer or looking to settle into a welcoming community, the homes for sale in Greenbriar offer the perfect opportunity to create lasting memories in a beautiful setting. Come discover your new home today!

Newest Greenbriar Homes for Sale

$318,000
2 Beds ⋅ 2 Baths ⋅ TB8538966 MLS
This property is eligible for Special Renovation Financing for all conventional, FHA/VA eligible home buyers. Purchase this home using Special Renovation Financing to turn it into your dream home with a brand new roof with warranty. Design your own kitchen and bathrooms. Take advantage of this great opportunity to purchase and make all needed repairs all in one loan package. All work must be done by licensed and insured contractors. All repairs, permits and inspection costs are financed into the renovation loan. This home is in the non flood zone of Greenbriar. A HUD Consultant has already completed the HUD Specification of Repairs totaling $131,000 including contingency and the 4 point inspection form. Buyer to verify estimated measurements. Please provide proof of funds/applications if using FNMA Homestyle/VA Renovation/FHA 203 K Renovation Loan Program. This home belongs in Unit One of the Greenbriar Club, Inc. and has restrictive covenants. Membership dues are optional but must be paid to be able to use Greenbriar Club amenities which consist of pool, fitness center and clubhouse. This concrete block home sits on one of the larger lots with 8,660 sq. ft. Spacious living room, dining room, enclosed Florida room with large, eat in kitchen. Fenced back yard with long driveway with room for all of your vehicles. One car garage has bathroom and washer/dryer hook up. Close to Countryside Mall, Dunedin, shopping, beaches and entertainment. Come and check out the potential that this home offers!

2310 Indigo Drive, Clearwater
$449,900
3 Beds ⋅ 2 Baths ⋅ B26064256 MLS ⋅ Boca Chase BLDG.
WONDERFULLY RENOVATED 3-BEDROOM HOME WITH 2-CAR GARAGE & NEW ROOF in desirable 55+ community in West Boca Raton! Enjoy EXPANSIVE GARDEN VIEWS and a SPACIOUS, FLEXIBLE FLOOR PLAN. The BEAUTIFULLY RENOVATED KITCHEN is generously sized, features stainless steel appliances and opens to the dining room & family room. The primary suite features a walk-in closet & private bath with walk-in shower. Updated 2nd bath. Screened, covered patio overlooking a peaceful, park-like setting. Well-fed sprinkler system helps keep the water bill low. Roof 2024. Garage Door 2024. Water Heater 2021. A/C 2014. Walk to the clubhouse, pool, tennis, pickleball, & upscale Publix plaza. Two pets welcome. LOW HOA FEE! Convenient to shopping, dining, recreation, & Delray Marketplace. Community pool is under repair.

18102 104th Terrace S, Boca Raton
$439,900
3 Beds ⋅ 2 Baths ⋅ O6431993 MLS
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 ⋅ L4963827 MLS
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 ⋅ TB8532322 MLS
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 ⋅ TB8532885 MLS
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
$270,000
4 Beds ⋅ 3 Baths ⋅ TB8529862 MLS
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 ⋅ TB8526746 MLS
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 ⋅ O6423835 MLS
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
$249,000
3 Beds ⋅ 2 Baths ⋅ A12049257 MLS
Every successful homeowner remembers the day they found “the one.” For some, it’s the perfect place to start building memories. For others, it’s the opportunity to make a smart investment. This well-priced 3-bedroom, 2-bath home offers both. Situated on an oversized corner lot, it features tile flooring throughout, a spacious two-car garage, and a brand-new roof installed in May 2026, providing lasting value and added peace of mind. The kitchen includes a newer refrigerator, while the washer and dryer are also included for added convenience. Whether you’re buying your first home or expanding your investment portfolio, this property delivers the space, functionality, and affordability you’ve been searching for. Opportunities like this don’t come around often, make this the beginning of your next chapter.

446 Windermere Drive, Lehigh Acres
$465,000
4 Beds ⋅ 3 Baths ⋅ A11808425 MLS
NEW CONSTRUCTION.. Indulge and imagine you and your family residing in this one of a kind, custom dream home in Leigh Acres! This stunning single family home consists of 4 bedrooms, 3 Full bathrooms and a 2 car garage. The beautiful, spacious and modern kitchen features stainless steel appliances, quartz countertops, polished Porcelain flooring throughout with lots of cabinet space. There's no HOA restrictions. Whether you're looking to settle down or use this home as a short term rental or Airbnb, this property offers endless possibilities, with all hurricane impact windows and doors. Close to the beach and with an endless choice of stores and restaurants with a variety of things to do in this vibrant Greenbriar community with excellent schools nearby, vert close to Fort Myers, Naples.

676 Wentworth Drive 676 Wentworth Drive, Lehigh Acres
$324,900
3 Beds ⋅ 2 Baths ⋅ A4698299 MLS
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
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