Clearwater Homes with Courtyard Exterior Features

Clearwater Homes with Courtyard Exterior Features

Welcome to Clearwater, Florida – a vibrant coastal gem nestled in Pinellas County, renowned for its stunning beaches, rich history, and a warm, inviting community. Clearwater is not just a destination; it's a lifestyle that combines the beauty of the Gulf of Mexico with a plethora of recreational activities, cultural experiences, and a thriving local economy. With an average of 361 sunny days a year, residents enjoy an outdoor paradise, from sunbathing on the soft sands of Clearwater Beach to exploring the picturesque waterfront parks.

One of the standout features of Clearwater’s real estate market is the exquisite homes boasting charming courtyard exterior features. These properties are designed to create an enchanting first impression, with beautifully landscaped courtyards that serve as private retreats, perfect for relaxation and entertaining. Imagine sipping your morning coffee surrounded by vibrant flowers and lush greenery or hosting evening gatherings under the stars in your own secluded oasis.

These homes not only offer aesthetic appeal but also provide a sense of community and tranquility, making them ideal for families, retirees, or anyone looking to escape the hustle and bustle of city life. Clearwater’s real estate market is diverse, with options ranging from cozy bungalows to luxurious waterfront estates, ensuring there’s something for everyone.

With its unique blend of coastal charm and modern conveniences, Clearwater is the perfect place to call home. Explore the possibilities of living in a courtyard-style residence, and experience the warmth and beauty that this remarkable city has to offer. Your dream home in sunny Clearwater awaits!

Newest Clearwater Homes with Courtyard Exterior Features

$3,000,000
7 Beds ⋅ 8 Baths ⋅ Harbor Oaks SubDv. ⋅ 33756 Zip Code
Virtually Staged. This exceptional residence offers a rare opportunity to acquire one of Harbor Oaks' most storied addresses. Built between 1918 and 1925 within the coveted "Florida Heritage" district, 403 Magnolia Drive stands just blocks from downtown Clearwater — a seven bedroom, seven and a half bathroom estate of 7,223 square feet, gracefully arranged across three levels. Floor-to-ceiling windows trace the twin formal living rooms, allowing the day to unfold from room to room in a continuous wash of natural light. At the same time, rich original hardwood floors carry warmth throughout every level. A sun-filled solarium and an adjoining Florida room extend this openness further still, complemented by a private library and a spacious family room. Each of the home's seven bedrooms is appointed with its own full, private bathroom — Upstairs, two primary suites open onto a sweeping wraparound deck, each accompanied by a spa-inspired Restoration-style bath of exceptional finish. The entire third floor is reserved for the primary suite, complete with a full bath, fireplace, sun deck, and generous storage, offering a graceful degree of separation and privacy from the rest of the home. The kitchen is outfitted with commercial-grade stainless appliances, a Dacor gas range, crown molding, and a walk-in pantry of considerable scale — a room designed as much for the passionate cook as for the discerning host. A wet bar and tray ceilings polish the home's entertaining spaces, while French doors along the main level open onto a private courtyard and balcony, softening the boundary between interior and exterior life. Beyond its walls, the estate unfolds across a corner lot of over half an acre, anchored by a resort-caliber pool and spa deck. A circular drive welcomes you home, while Downtown shopping and dining are just minutes away, and the white sands of Clearwater Beach are a mere five-minute drive. Floor plans and a full tour are available upon request — 403 Magnolia Drive is a rare opportunity to own a true piece of Harbor Oaks history.

403 Magnolia Drive, Clearwater
$289,900
3 Beds ⋅ 2 Baths ⋅ Winding Wood Condo SubDv. ⋅ 33761 Zip Code
This spacious, well-maintained 3-bedroom, 2-bath townhome offers comfortable living with a convenient first-floor primary suite and a nearby laundry closet. The kitchen was completely renovated in early 2022 with new cabinetry, countertops, sink, and appliances. Luxury vinyl plank flooring was also installed throughout the main living areas downstairs in 2022. Enjoy Florida living with a screened porch just off the dining area, a wraparound open patio, and a private fenced backyard—perfect for relaxing or entertaining. The low HOA fee of just $688 monthly provides exceptional value by covering virtually all exterior maintenance, including roof maintenance and replacement (with warranty), exterior painting and repairs, building insurance, cable, high-speed internet, pest control (including termite protection), drainage maintenance, hedge trimming, landscaping, and access to the community pool. The owner is only responsible for the screened enclosure, electricity, water, and sewer, making this a truly low-maintenance, worry-free home. Ideally located just off Countryside Boulevard with easy access to US Highway 19, Curlew Road, and McMullen Booth Road, you'll be minutes from Countryside Mall, Mease Countryside Hospital, top-rated schools, shopping, dining, and both Tampa International and St. Pete–Clearwater International airports. Outdoor enthusiasts will appreciate having the Duke Energy Trail just steps away, connecting directly to the 75-mile Pinellas Trail for walking, running, and biking. Beautiful Honeymoon Island State Park and its award-winning Gulf beaches are only 8 miles away, while vibrant Downtown Dunedin—with its waterfront, restaurants, breweries, and year-round events—is just 4 miles from your doorstep. Countryside Mall is less than a quarter-mile away, offering unmatched convenience. With its updated interior, exceptional HOA benefits, and unbeatable central Pinellas County location, this townhome offers the perfect blend of comfort, convenience, and low-maintenance Florida living.

2655 Barksdale Court, Clearwater
$2,200,000
4 Beds ⋅ 5 Baths ⋅ Overbrook Park SubDv. ⋅ 33756 Zip Code
Located in one of Belleair's most desirable neighborhoods, this remarkable residence offers a rare combination of luxury, flexibility, and peace of mind. More than a renovated home, it is a thoughtfully designed retreat created for generations to gather, celebrate, and create lasting memories. Tucked away at the end of a quiet road on a beautifully landscaped .39-acre homesite in the Town of Belleair, this exceptional residence welcomes you with a gracious brick paver circular driveway and brick paver entry, creating a striking first impression from the moment you arrive. Spanning 3,679 heated square feet, this extraordinary home has been completely reimagined with a perfect balance of timeless design, modern comfort, and exceptional functionality. Offering 4/5 bedrooms, 4 ensuite retreats (4.5 baths total) and thoughtfully designed for multigenerational living, the floor plan delivers a rare level of flexibility seldom found in today's market. Whether accommodating extended family, long-term guests, or creating private spaces for work and relaxation, each ensuite provides comfort, privacy, and independence while remaining connected to the heart of the home. The beautifully renovated interior showcases an inviting open flow with luxury vinyl flooring throughout, a stunning chef's kitchen featuring premium Café appliances, and refined finishes that create a sophisticated yet comfortable atmosphere. Just beyond the main living spaces, a dedicated wine and coffee bar room creates the perfect destination for entertaining and everyday enjoyment, complete with a large wine refrigerator and a full-size refrigerator with an ice maker. Each bathroom has been meticulously renovated with thoughtful details and quality craftsmanship, offering spa-like retreats throughout the home. A versatile second-level flex space further enhances the home's multigenerational appeal, offering endless possibilities as an in-law suite, guest quarters, private home office, media room, or recreation space. Complete with a kitchenette, private full bathroom with a walk-in shower, and a dedicated 2026 mini-split air conditioning system, it provides exceptional comfort and independence. The extensive transformation extends far beyond the visible finishes. Nearly every major component has been thoughtfully updated, including newer roof (2019 / 2024), hurricane-impact windows and doors, two high-efficiency HVAC systems (2023 and 2024) with whole-home air purification, three updated electrical panels, new insulation, updated lighting, ceiling fans, and countless additional improvements. The oversized two-car garage continues the home's exceptional attention to detail with a brick paver approach, epoxy flooring, and an energy-efficient 80-gallon hybrid heat pump water heater (2025) that also helps cool the insulated garage, creating a comfortable and versatile space. The outdoor living spaces provide a private sanctuary surrounded by exceptional landscaping and mature greenery. The beautifully resurfaced Pebble Sheen pool, complemented by new waterline tile and upgraded pool equipment, creates the perfect backdrop for relaxing afternoons, entertaining guests, and enjoying the Florida lifestyle year-round. Enjoy the video for a full tour of this amazing home.

411 Roebling Road S, Belleair
$149,900
2 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
This furnished condo is move in ready and a charming first floor unit in the heart of delightful Clearwater /Countryside area and the coastal destinations of Honeymoon Island State Park and other beloved coastal towns. The condo has many updates including new roof in 2025, HVAC system is 2022, new lanai windows 2024, new water heater and new flooring. The condo has two bedrooms and one bath with plenty of space for large furniture. The kitchen has plenty of cabinet space and countertops, pantry and has a breakfast bar overlooking the dining room. This unit is a cozy split floor plan with a fully enclosed lanai area with views of the courtyard and sidewalks leading to the pool area. There is an laundry room with washer and dryer included. This community is located in a non-evacuation zone, no flood zone and is conveniently located to shopping centers, grocery stores, restaurants and the St. Pete/Clearwater airport. The amenities include a heated pool, hot tub, pickleball, clubhouse and barbecue area. The HOA fee includes water, sewer, trash, cable, internet, the roof, building maintenance and landscaping so you can enjoy the freedom of maintenance fee living. Whether your seeking a primary residence, a vacation second home or investment opportunity this property checks all the boxes. Contact me today to schedule a showing or I can do a walkthrough of the property on video if your interested in this property and are out of state.

2400 Winding Creek Boulevard Unit 24-102, Clearwater
$415,000
4 Beds ⋅ 2 Baths ⋅ Sunset Point 2nd Add SubDv. ⋅ 33755 Zip Code
Location, flexibility, and value come together in this beautifully updated 4-bedroom, 2-bath, 1-car garage home nestled on a quiet street in one of Clearwater's most convenient locations. Whether you're looking for a primary residence, vacation home, or investment property, this home offers the features buyers are searching for—including NO HOA, a NON-FLOOD zone, non-evacuation zone, and paid-off solar panels (2023) for exceptional energy savings. Inside, you'll find a bright, inviting interior featuring a neutral color palette, durable laminate flooring, granite kitchen countertops, stainless steel appliances, a custom tile backsplash, updated bathrooms with tile flooring, and ceiling fans throughout. The flexible floor plan offers endless possibilities. Three of the four bedrooms are arranged in a railroad layout, allowing one to serve as a home office, den, nursery, or walk-in dressing room, or combine two rooms to create an expansive primary suite. Adding even more versatility is the oversized bonus room with a private entrance located behind the garage—ideal for an in-law suite, home office, fitness room, playroom, creative studio, or guest retreat. Outside, the fully fenced backyard is designed for relaxing and entertaining with low-maintenance white vinyl fencing, a charming courtyard, plenty of room for pets or play, and a storage shed for all your outdoor essentials. Enjoy peace of mind with major updates already completed, including a new ROOF (2016), HVAC system (2020), paid-off SOLAR panels (2023), and an attached one-car garage. This LOCATION is hard to beat! You're just minutes from the restaurants, breweries, shops, and waterfront of vibrant Downtown Dunedin, a stone's throw from the Pinellas Trail, and a short drive to award-winning Clearwater Beach, Honeymoon Island, golf courses, parks, shopping, and airports. Homes offering this combination of updates, versatility, energy efficiency, and an unbeatable location are hard to find. Schedule your private showing today and discover all the possibilities this Clearwater gem has to offer!

1929 Springtime Avenue, Clearwater
$225,000
2 Beds ⋅ 2 Baths ⋅ Bay Oaks Condo SubDv. ⋅ 33764 Zip Code
Move-in ready and beautifully updated! This exceptional 2-bedroom, 2-bath ground-floor condo offers the perfect blend of style, comfort, and convenience in the heart of Clearwater. Thoughtfully updated throughout, this home features new luxury vinyl plank flooring (2024), an updated A/C system (2024), newer water heater (2025), newer kitchen appliances, updated lighting, new light switches, modern barn doors, and smooth ceilings with the popcorn texture removed for a fresh, contemporary feel. The spacious split-bedroom floor plan provides privacy, while the open living and dining areas create a warm and inviting space for everyday living and entertaining. Enjoy the ease of ground-floor living with one assigned covered carport parking space just steps from your door. The low HOA fee includes water, sewer, trash, cable TV, high-speed internet, exterior building maintenance, and exterior building insurance, making for truly carefree Florida living. Small pets are welcome, and the property is located in a desirable X Flood Zone, offering added peace of mind. Residents can enjoy beautifully landscaped grounds and community amenities while being conveniently located just minutes from shopping, restaurants, grocery stores, parks, and the world-famous Gulf beaches. This move-in-ready home offers outstanding value and an unbeatable Clearwater location. Don't miss your opportunity to own this beautifully updated condo! Call now for your private showing and start packing!

5265 E Bay Drive Unit 612, Clearwater
$230,000
2 Beds ⋅ 2 Baths ⋅ Brynnwood Condo 1 SubDv. ⋅ 33761 Zip Code
Welcome to Brynnwood Condos at Countryside, one of Clearwater's premier 55+ communities. This home offers a spacious floor plan with over 1,300 sq ft of living space, including a large living room and a separate dining area that opens to the kitchen, which features additional countertop seating. A split-bedroom plan with en-suite bathrooms, allowing the owner and guest additional privacy. Additional features include an oversized lanai to enjoy outside living, an inside laundry, and 2 storage areas, one adjacent to the front door and the other in the garage area, plus your assigned parking space in the covered garage area. This community is meticulously maintained, with lush tropical landscaping, meandering water features, and a heated community pool, all located just steps away from Countryside Golf and Country Club. If you're looking for convenience to mall shopping, restaurants, grocery stores, movie theaters, and just about everything else, this is the home for you. Perfectly suited for those wanting to escape the harsh northern winter weather or a full-time Florida resident, schedule your appointment today. This property is being sold furnished.

3035 Countryside Boulevard Unit 24B, Clearwater
$139,900
2 Beds ⋅ 2 Baths ⋅ Mission Hills Condo SubDv. ⋅ 33759 Zip Code
Experience the ultimate in maintenance-free living in the highly coveted, 55+ community of Mission Hills. This immaculate, move-in-ready 2-bedroom, 2-bathroom end-unit villa features a bright, open-concept layout that perfectly blends modern comfort with complete peace of mind. Modern Interiors & High-End Finishes Gourmet Kitchen: Fully equipped with a brand-new gas stove and stainless steel appliances, sleek granite countertops, elegant upper cabinet lighting, and a dedicated coffee bar. Premium Upgrades: Freshly painted interiors, durable tile flooring throughout, beautifully updated bathrooms, and a convenient in-unit vented washer/dryer. Prime Location Within the Community: Just steps away from the sparkling community pool, active clubhouse, and ample guest parking. Key Home Features Mechanicals & Safety: Features a newer HVAC system (installed in 2022) for excellent energy efficiency. Located in a coveted Non-Evacuation, Non-Flood Zone X—stay high and dry with ultimate peace of mind. Outdoor Living: Host sunset dinners or enjoy your morning coffee on the private back paver patio, nestled in a scenic courtyard with mature shade trees. Parking & Storage: Includes a dedicated covered carport and an individual, oversized utility shed for plenty of extra storage. Unbeatable Location & Convenience Everything you need is just minutes from your front door: Daily Errands: A short 5-minute walk to Bayside Bridge Plaza (Publix, Planet Fitness, dining, and shopping). Leisure & Culture: 5 minutes to historic Safety Harbor, Ruth Eckerd Hall, and the Phillies Spring Training complex. Travel Made Easy: Just 15 minutes to both Tampa International (TPA) and St. Pete-Clearwater (PIE) airports. Sun & City: Only 20 minutes to world-class beaches and 25 minutes to vibrant Downtown St. Pete. Resort-Style Community Amenities Mission Hills is renowned for its lush, mature landscaping and vibrant social scene. The active clubhouse serves as the community hub, offering: Large, heated community pool Fitness equipment, library, billiards, and shuffleboard Active social calendar including bingo, ice cream socials, and planned excursions. This villa offers the perfect Florida lifestyle!

1510 Flint Drive W Unit 10-F, Clearwater
$259,000
4 Beds ⋅ 2 Baths ⋅ Woodlake 1 Condo SubDv. ⋅ 33765 Zip Code
Wow! Incredibly well-maintained 4 bedroom 2 full bath, over 1,500 sq ft super spacious unit for this price! Move right in, because this home is OFFERED FURNISHED! And the water filtration system is included! All bedrooms are large, and there is a fenced huge patio in the back! A good sized laundry room inside also. New granite countertops will be installed in the kitchen soon, and it will be so beautiful! Just minutes to the world famous Clearwater Beach, Downtown Clearwater with the upcoming EVO Entertainment with the world's largest movie screen, in a different direction, also minutes away to super popular Downtown Dunedin! Close to shops, restaurants, gold courses and bus stop. This home is Florida living at its finest - live every day as if it is a vacation! NO FLOOD ZONE, NO EVACUATION ZONE. Dog friendly community.

2052 Sunset Point Road Unit 45, Clearwater
$239,900
2 Beds ⋅ 2 Baths ⋅ Hammock Pine Village SubDv. ⋅ 33761 Zip Code
PRICE REDUCTION! Some furnishings will convey with the sale! Welcome to Hammock Pine Village, a hidden gem nestled among lush palms and mature Florida landscaping in a beautifully maintained gated community. This move-in-ready 2-bedroom, 2-bath corner-unit condo in desirable Building 13 offers comfort, convenience, and low-maintenance Florida living. The well-appointed kitchen features granite countertops, while tile flooring throughout provides easy care. Meticulously maintained and truly spotless, this home also includes all window treatments, with some furnishings conveying with the sale. Ideally located just minutes from Westfield Countryside Mall, BayCare Ballpark, Honeymoon Island State Park, and the white sands of Clearwater Beach, you'll enjoy easy access to shopping, dining, entertainment, and recreation. Hammock Pine Village offers wonderful amenities, including a heated pool and spa, tennis courts, a car wash station, and a pet-friendly community, making it the perfect place to call home. Whether you're a first-time buyer, seasonal resident, or looking to downsize, this immaculate condo is an exceptional opportunity in a prime Clearwater location. With a recent price reduction and select furnishings included, this is an opportunity you won't want to miss!

1309 Hammock Pine Boulevard Unit 1309, Clearwater
$749,000
3 Beds ⋅ 3 Baths ⋅ Harbor Vista SubDv. ⋅ 33755 Zip Code
**Investor Special!** This is your opportunity to acquire three prime buildable lots situated on a corner, just minutes from downtown Clearwater, the renowned Clearwater Beach, and other beautiful beaches. You’ll also benefit from proximity to downtown Dunedin and the Tampa International Airport, along with quick access to top-notch shopping, dining, and world-class sports arenas. These properties present an excellent chance for you to either rehabilitate or demolish existing structures and create the vision you desire. **Important Note:** These lots fall within an R4 zoning area, allowing for multi-family dwellings with up to 7.5 units. Interested parties must consult with the City of Clearwater to fully understand the R4 zoning regulations and the possibilities it offers. Don’t miss out on this exceptional investment opportunity! The in-law suite is in the beginning stages of rehab.

1769 Overbrook Avenue, Clearwater
$210,000
2 Beds ⋅ 1 Baths ⋅ Belmont Sub 2nd Add SubDv. ⋅ 33756 Zip Code
Perfect Starter Home! This solid block construction home is located in a non-flood zone and is truly move-in ready. Well maintained with numerous updates throughout, including newer windows, doors, plumbing, hot water heater, and an updated bathroom featuring a large walk-in shower. The spacious eat-in kitchen offers updated appliances and plenty of room for family meals. Tile flooring, blinds, and ceiling fans throughout provide comfort and easy maintenance. Enjoy the large corner courtyard with attractive pavers and a convenient utility shed for extra storage. Ideally located with easy access to major highways and public transportation, and just minutes from downtown, beautiful Gulf beaches, restaurants, shopping, medical facilities, and airports. This is an excellent opportunity for first-time buyers, downsizers, or anyone looking for a low-maintenance home in a convenient location.

1500 S Martin Luther King Jr Avenue, Clearwater
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