Greenbriar, FL homes for sale & real estate

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ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Multiple offers highest due Sunday at 3 PM! Fantastic investment opportunity in an unbeatable Clearwater location. This home offers solid bones, dark wood-look flooring, and great potential for someone with vision. With a little imagination, it can become a strong rental, flip, or long-term hold. The exterior features low-maintenance rock landscaping, mature trees, and a neutral façade. Inside, the home offers plenty of natural light, updated bathrooms, and a 2017 water heater. Located in Flood Zone X with no flood insurance required, this property sits just minutes from Countryside Mall, Whole Foods, parks, and major commuter routes. A great chance for investors or buyers looking

$285,000

3 beds2 baths1,224 sq ft

2100 Timber Ln, Clearwater, FL 33763

Clearwater location • Natural light • Flood zone x

3D WALKTHROUGH

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
One or more photo(s) has been virtually staged. LOCATION. MOVE IN READY. NON FLOOD ZONE. Welcome home to this fully remodeled Dunedin retreat, a residence where every detail has been thoughtfully crafted for modern living and peace of mind. Tucked away in a NON-flood, NON-evacuation zone with no HOA, this property blends the charm of Dunedin living with the comfort of a completely updated home—leaving nothing for you to do but move right in and enjoy. From the moment you arrive, the curb appeal sets the tone: fresh landscaping, new vinyl fencing, and a clean, contemporary exterior welcome you inside. Step through the new impact-rated doors into a bright and airy interior fil

$675,000

4 beds2 baths1,949 sq ft

2520 Southpointe Dr, Dunedin, FL 34698

Fully remodeled • New vinyl fencing • Backyard oasis

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Welcome to this beautifully maintained 3-bedroom, 2-bathroom, 2-car garage pool home in desirable Dunedin. Built in 2001 with solid block construction, this home sits gracefully beneath the shade of mature oak trees on a spacious 120’ x 110’ corner lot. As you arrive, you’ll appreciate the home’s curb appeal, enhanced by thoughtful landscaping and ample yard space. Step through the French front doors into the main living area, where elevated ceilings, engineered hardwood floors, and an abundance of natural light flowing through the open-concept design create a warm, inviting atmosphere. The split floor plan offers privacy and functionality. The primary suite sets a s

$589,000

3 beds2 baths1,725 sq ft

2056 Bellhurst Dr, Dunedin, FL 34698

Mature oak trees • Natural light • Elevated ceilings

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Welcome to this charming Dunedin home offering a relaxed coastal vibe and comfortable everyday living. Featuring 3 bedrooms, 2 bathrooms, plus a versatile bonus room that can serve as a 4th bedroom, office, playroom, or hobby space—this layout provides flexibility to fit your needs. Freshly painted inside and out, the home feels bright, welcoming, and move-in ready. Step outside to enjoy the large, fully fenced backyard—perfect for pets, outdoor entertaining, gardening, or adding your own future oasis. Located in a lovely, well-established neighborhood with NO HOA, so feel free to bring your golf cart, toys, and lifestyle without restrictions. Just minutes from lively Downtown D

$475,000

3 beds2 baths1,687 sq ft

2540 Southpointe Dr, Dunedin, FL 34698

Brand new roof • Versatile bonus room • No hoa

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Discover this charming 2 bedroom, 2 bathroom pool home in the desirable Greenbriar Community, just minutes from vibrant Dunedin. This solid block home sits high and dry with no flood insurance required and offers both comfort and peace of mind with hurricane-impact windows, a 2022 Air Conditioner unit and 2023 Water heater. Inside, you will find spacious layout that includes an oversized flex room-perfect as a second living area, office, gym or bonus guest space. Step outside to your own backyard oasis, ideal for enjoying morning coffee, relaxing with an evening beverage, or taking a refreshing dip in the pool under the Florida sky. Greenbriar features an incredibly low annual HOA of just

$460,000

2 beds2 baths1,581 sq ft

2423 Rutland Ln, Clearwater, FL 33763

Oversized flex room • Backyard oasis • Low annual hoa

Property at 2087 Hillwood Dr, Clearwater, FL 33763, 2 beds, 2 baths

$423,000

2 beds2 baths1,607 sq ft

2087 Hillwood Dr, Clearwater, FL 33763

Property at 2015 Hillwood Dr, Clearwater, FL 33763, 2 beds, 1.5 baths

$359,900

2 beds1.5 baths1,148 sq ft

2015 Hillwood Dr, Clearwater, FL 33763

Property at 2186 Greenbriar Blvd, Clearwater, FL 33763, 3 beds, 2 baths

$370,000

3 beds2 baths1,720 sq ft

2186 Greenbriar Blvd, Clearwater, FL 33763

Property at 1073 Kenwood Dr, Dunedin, FL 34698, 3 beds, 2 baths

$459,000

3 beds2 baths1,710 sq ft

1073 Kenwood Dr, Dunedin, FL 34698

Property at 2031 Scotland Dr, Clearwater, FL 33763, 3 beds, 2 baths

$499,000

3 beds2 baths1,599 sq ft

2031 Scotland Dr, Clearwater, FL 33763

Property at 2369 Forest Dr, Clearwater, FL 33763, 2 beds, 2 baths

$345,000

2 beds2 baths1,164 sq ft

2369 Forest Dr, Clearwater, FL 33763

Property at 2019 High Ridge Dr, Clearwater, FL 33763, 2 beds, 2 baths

$365,000

2 beds2 baths1,226 sq ft

2019 High Ridge Dr, Clearwater, FL 33763

Property at 2121 Greenbriar Blvd, Clearwater, FL 33763, 3 beds, 2 baths

$470,000

3 beds2 baths1,577 sq ft

2121 Greenbriar Blvd, Clearwater, FL 33763

Property at 2190 Bramblewood Dr N, Clearwater, FL 33763, 2 beds, 2 baths

$449,900

2 beds2 baths1,255 sq ft

2190 Bramblewood Dr N, Clearwater, FL 33763

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ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Welcome to Village on the Green, one of Clearwater’s most desirable 55+ communities, where comfort, convenience, and serenity come together. This beautifully maintained 2-bedroom, 2-bath residence offers gorgeous, tranquil lake views and an inviting enclosed porch/Florida room, perfect for enjoying peaceful mornings and relaxing evenings. Move right in—available furnished or unfurnished, just bring your toothbrush! New electrical panel (2024), A/C installed in 2020, giving you peace of mind for years to come. Some of the many fine features this villa has to offer are, assigned carport parking just out your front door, assigned outdoor storage, new fans and light fixtures, new fa

$239,900

2 beds2 baths940 sq ft

2585 Bay Berry Dr Unit 43D, Clearwater, FL 33763

A/c installed • Lake views • Enclosed porch

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
This modern first floor, 2-bed 2 bath condo has been tastefully updated with new luxury vinyl plank flooring throughout, new impact-resistant windows, and a fresh coat of paint. The open kitchen/Great Room boasts all new stainless steel appliances. Both bedrooms are spacious with plenty of closet space, including a large walk in closet in the primary bedroom. A vented washer and dryer is a plus. Located in a vibrant 55+ community, you'll have access to a wide range of amenities designed to enhance your lifestyle. Enjoy two private golf courses (9 and 18 holes), two heated swimming pools, and two activity centers. Stay active in the remodeled cardio gym or engage in various community activit

$239,000

2 beds2 baths1,210 sq ft

2294 Belgian Ln #14, Clearwater, FL 33763

Large walk in closet • $527 HOA • Community pool

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Discover easy Florida living in this beautifully maintained 2-bedroom, 2-bath home with a 1-car garage, perfectly situated in the beautiful 55+ community of Village On The Green. The main house features a new roof (2025), offering peace of mind for years to come. Step inside to an inviting, updated interior boasting a modern kitchen and refreshed bath, designed for comfort and convenience. Enjoy extra living space in the bright enclosed porch, ideal for morning coffee, hobbies, or relaxing with a good book. Just outside, an open patio provides the perfect spot for grilling, sunbathing, or entertaining friends. Additional highlights include a tankless water heater, ensuring endless hot water

$299,000

2 beds2 baths1,309 sq ft

2459 Bay Berry Dr, Clearwater, FL 33763

Refreshed bath • Open patio • Enclosed porch

3D WALKTHROUGH

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Absolutely beautiful, updated, Lake Front, 2-Bedroom, 2-Bath Villa in the highly desired community of Village on the Green. Purchase with peace of mind! This property has an elevation of over 70'. It is in Flood Zone X and a Non Evacuation Zone. The reserves are fully funded! As a single-story building, it is exempt from Milestone Inspections, impacting condos three stories and higher. Dive into paradise with this two-bedroom, two-bath villa, perfectly nestled on the community lake in a vibrant 55+ community! You are going to love the serene lake view from your Living Room, Florida room and Primary Suite. The living area is large, with a view of the lake, and can include a dining area adjac

$275,000

2 beds2 baths980 sq ft

2529 Oakleaf Ln Unit 30A, Clearwater, FL 33763

Non evacuation zone • Lake front • Flood zone x

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Just when you thought the home you’ve been waiting for would never appear… great news — it’s here, and it will prove to have been worth the wait. Perfectly situated on a quiet cul-de-sac in wonderful Dunedin, FL, this beautifully renovated POOL home truly has it all — and then some. Nearly everything has been updated or replaced with no expense spared and every improvement done thoughtfully, thoroughly, and with exceptional quality. The expanded driveway welcomes you home, and the charming front porch offers the perfect spot for your morning coffee. The screened entry lets you enjoy fresh Florida breezes year-round. Step inside and prepare to fall in love &mda

$649,000

2 beds2 baths1,453 sq ft

1016 Vineyard Ct, Dunedin, FL 34698

Screened entry • Remodeled kitchen • Walk-in shower

ABOUT THIS HOME
Greenbriar, FL Homes for Sale
Bright & Spacious Condo in On Top of the World’s Newer West Side! Tucked away on the desirable newer west side of On Top of the World, this two-story building with an elevator offers the rare benefit of no upstairs neighbors for added peace and privacy. Step outside and enjoy two scenic waterfront walking trails, or take advantage of the community’s active social calendar, two private pools, and clubhouse with over 80 clubs and activities. Golf enthusiasts will love the 18- and 9-hole courses—owners play free! Inside, the living room’s rounded architectural walls and built-in display shelving add style and character. The eat-in kitchen includes a built-in cof

$199,000

2 beds2 baths1,210 sq ft

2292 Austrian Ln #26, Clearwater, FL 33763

Private pools • 18 hole course • Clubhouse with clubs

Property at 2388 Lake Heather Heights Ct #104, Dunedin, FL 34698, 2 beds, 2 baths

$169,900

2 beds2 baths840 sq ft

2388 Lake Heather Heights Ct #104, Dunedin, FL 34698

Property at 1888 Springbush Ln, Clearwater, FL 33763, 4 beds, 3.5 baths

$499,000

4 beds3.5 baths1,757 sq ft

1888 Springbush Ln, Clearwater, FL 33763

Property at 2229 Americus Blvd W #25, Clearwater, FL 33763, 2 beds, 2 baths

$269,999

2 beds2 baths1,725 sq ft

2229 Americus Blvd W #25, Clearwater, FL 33763

Property at 2188 Rivers Bend Ct, Clearwater, FL 33763, 3 beds, 2 baths

$569,000

3 beds2 baths1,504 sq ft

2188 Rivers Bend Ct, Clearwater, FL 33763

Property at 1007 Vineyard Ct, Dunedin, FL 34698, 3 beds, 2 baths

$499,000

3 beds2 baths1,508 sq ft

1007 Vineyard Ct, Dunedin, FL 34698

Property at 2003 Greenbriar Blvd #16, Clearwater, FL 33763, 1 bed, 1 bath

$105,000

1 bed1 bath605 sq ft

2003 Greenbriar Blvd #16, Clearwater, FL 33763

Property at 1876 Springbush Ln, Clearwater, FL 33763, 3 beds, 2 baths

$429,999

3 beds2 baths1,602 sq ft

1876 Springbush Ln, Clearwater, FL 33763

Property at 2001 Greenbriar Blvd #1, Clearwater, FL 33763, 2 beds, 2 baths

$110,000

2 beds2 baths930 sq ft

2001 Greenbriar Blvd #1, Clearwater, FL 33763

Property at 1137 King Arthur Ct #503, Dunedin, FL 34698, 2 beds, 1 bath

$165,900

2 beds1 bath725 sq ft

1137 King Arthur Ct #503, Dunedin, FL 34698

Property at 2001 Greenbriar Blvd #17, Clearwater, FL 33763, 2 beds, 1 bath

$95,000

2 beds1 bath790 sq ft

2001 Greenbriar Blvd #17, Clearwater, FL 33763

Property at 2567 Oakleaf Ln Unit 41B, Clearwater, FL 33763, 2 beds, 2 baths

$189,000

2 beds2 baths960 sq ft

2567 Oakleaf Ln Unit 41B, Clearwater, FL 33763

Property at 2291 Americus Blvd W #41, Clearwater, FL 33763, 2 beds, 2 baths

$274,900

2 beds2 baths1,325 sq ft

2291 Americus Blvd W #41, Clearwater, FL 33763

Property at 2292 Austrian Ln #34, Clearwater, FL 33763, 2 beds, 2 baths

$289,900

2 beds2 baths1,210 sq ft

2292 Austrian Ln #34, Clearwater, FL 33763

Property at 2341 Lake Heather Heights Ct #2341, Dunedin, FL 34698, 2 beds, 2 baths

$149,900

2 beds2 baths970 sq ft

2341 Lake Heather Heights Ct #2341, Dunedin, FL 34698

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Greenbriar, FL

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Barrington Hills homes for sale
$589,000

Greenbriar, FL real estate trends

All Home Types trends in Greenbriar, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$401,000

-19.0% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Greenbriar, FL

$401,000

-19.0%

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