Clearwater Homes with On Street Parking Features

Clearwater Homes with On Street Parking Features

Welcome to Clearwater, Florida—a vibrant coastal city nestled in the heart of Pinellas County. Renowned for its stunning white-sand beaches and crystal-clear waters, Clearwater offers a unique blend of relaxation and adventure. Whether you’re strolling along the picturesque waterfront or exploring the lively downtown area filled with shops, restaurants, and cultural attractions, Clearwater promises a lifestyle that’s both laid-back and engaging.

One of the many appealing aspects of Clearwater is its diverse real estate landscape, particularly homes with on-street parking. These charming residences provide the perfect blend of convenience and accessibility, allowing homeowners and guests to enjoy the ease of parking right outside their door. The homes in this area often feature spacious layouts and are surrounded by friendly neighborhoods, making them ideal for families, retirees, or anyone looking to enjoy the Florida lifestyle.

Clearwater is not just about beautiful beaches; it’s also a hub for outdoor activities. With an array of parks, golf courses, and recreational facilities, residents can indulge in everything from biking and hiking to fishing and boating. Plus, with year-round sunshine, outdoor enthusiasts will find endless opportunities for fun in the sun.

In Clearwater, you’re not just investing in a home; you’re embracing a lifestyle rich in community, culture, and natural beauty. If you’re ready to find your perfect home with the added convenience of on-street parking, Clearwater awaits you with open arms. Discover the charm of this coastal gem today!

Newest Clearwater Homes with On Street Parking Features

$569,900
4 Beds 2 Baths Countryside Tr 6 Rep SubDv. 33761 Zip Code
Virtually Staged. WELCOME HOME to 2520 Fawn Ct, where Florida living, space and location come together! Tucked away on a quiet cul-de-sac in the highly desirable Countryside area of Clearwater, this spacious 4-bedroom, 2-bath POOL HOME offers nearly 2,000 square feet of living space and sits on an oversized, fully fenced lot of more than a quarter acre. Step inside to a bright, comfortable floor plan designed for both everyday living and entertaining. The split-bedroom layout provides privacy, while multiple living and gathering spaces give everyone room to spread out. Whether you need four bedrooms, a dedicated home office, guest quarters or a flexible bonus space, this home gives you options. But the real Florida lifestyle begins outside! Step into your own private backyard retreat featuring an IN-GROUND POOL surrounded by paver decking, a covered pergola/patio area perfect for outdoor dining and entertaining, and an expansive fenced yard with plenty of room to play, garden or simply relax in the sunshine. Have a BOAT, RV, trailer or other toys? The convenient double-gate access makes this property even more appealing. Add an attached garage, generous storage, NO HOA and a location that puts shopping, dining, major roadways and everything the Countryside area has to offer within easy reach. When it's time for a day at the beach, Curlew Road provides a convenient route toward the Dunedin Causeway and beautiful Honeymoon Island. Homes offering FOUR BEDROOMS, a POOL, an oversized lot, NO HOA and this much outdoor flexibility don't come along every day. 2520 Fawn Ct isn't just another house - it's a place to enjoy the Florida lifestyle you've been looking for. Schedule your private showing and come see everything this Clearwater home has to offer!

2520 Fawn Court, Clearwater

$639,000
4 Beds 3 Baths Eastwood Terrace SubDv. 33765 Zip Code
Welcome to a property where space, flexibility, and Florida living come together beautifully! Located in unincorporated Clearwater, this impressive home sits on a huge corner lot framed by majestic oak trees and mature landscaping, offering privacy and plenty of room to enjoy the outdoors. Inside, the open and inviting floor plan is designed with entertaining in mind, with the formal living room flowing effortlessly into the main living spaces and centered around a dramatic two-sided fireplace that creates a warm focal point from multiple rooms. The family room opens directly to a stunning enclosed pool area and spacious, private fenced backyard, creating an ideal setting for year-round relaxation and gatherings. The kitchen features stainless steel appliances and abundant counter space, while two primary suites provide wonderful flexibility for family, guests, or multigenerational living. Additional bedrooms are generously sized and well appointed, sharing a spacious hall bath. A new roof in 2024 and a heated pool with a 2025 pump add valuable updates. Best of all, because this home is located in unincorporated Clearwater, short-term rentals are permitted, creating exciting income and investment potential. Conveniently located near dining, shopping, two airports, and a short drive to beautiful Gulf beaches, this is a rare opportunity to enjoy a private pool retreat with exceptional versatility and rental potential.

1 Maplewood Avenue, Clearwater

$860,000
2 Beds 2 Baths Marina Bay Master Condo SubDv. 33755 Zip Code
Experience waterfront living at Marina Bay 880, where modern design, comfort, and beautiful bay views come together. This move-in-ready residence offers stunning views of the water and the Causeway, along with a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen features crisp white cabinetry, quartz-style countertops, stainless steel appliances, a statement range hood, generous storage, and a contrasting island with seating, flowing seamlessly into the dining and living areas. Large sliding glass doors fill the home with natural light and open to a private balcony where you can relax and enjoy the waterfront setting. The primary suite offers a peaceful retreat with beautiful wood flooring, balcony access, and a spa-inspired bathroom featuring an oversized walk-in shower with frameless glass and sleek modern finishes. A dedicated flex space is ideal for a home office, while the separate laundry room provides built-in cabinetry and additional countertop space. Marina Bay 880 offers resort-style amenities including a pool, spa, sauna, fitness center, 24-hour concierge, boat slips, gated security, and more. Ideally located just minutes from Clearwater Beach and major airports, this waterfront community offers the perfect combination of luxury, convenience, and Florida coastal living. Designer furniture is negotiable. Schedule your private showing today!

920 N Osceola Avenue Unit 605, Clearwater

$545,900
3 Beds 2 Baths Brookhill SubDv. 33756 Zip Code
NO AI-GENERATED PHOTOS. NO VIRTUAL STAGING. NO FILTERS. This is the real home—and it’s even better in person. The finishes are real. The upgrades are real. And the heated saltwater pool may just steal the show. Welcome to 1359 Howard Street, a beautifully upgraded three-bedroom, two-bath Clearwater pool home tucked away just off Belleair Road. You’ll be minutes from shopping, dining and Clearwater Beach—without living directly on a busy roadway. The home is located outside the designated flood zone, and the sellers report no damage from the recent hurricanes. Step inside to a bright, open layout designed for comfortable Florida living. Tile flooring, recessed lighting, generous closets and French doors overlooking the pool create an easy connection between the indoor and outdoor spaces. At the heart of the home is a beautifully appointed kitchen featuring handcrafted wood cabinetry, quartz countertops, soft-close doors, built-in waste bins, accent lighting, a spacious island and smart LG appliances. The stove, dishwasher, washer and dryer offer connectivity with your phone, Alexa and other compatible smart-home devices. Both bathrooms feature bidets and beautifully tiled finishes. The primary bath feels like a private retreat, with recessed lighting, a floating quartz-topped vanity and a floor-to-ceiling tiled shower with dual showerheads. Outside, your private Clearwater escape awaits. The screened backyard features new fencing, tropical landscaping, a new storage building and a heated saltwater pool. A new salt cell, pool heater and automated system let you control the temperature and pump remotely. Beach days, pool nights and complete backyard privacy—this is Florida living done right. Even the finished two-car garage has been elevated, with laundry facilities, separate air conditioning and an epoxy-coated floor. Additional improvements include hurricane-impact windows, a roof replaced in 2021, a new water heater, exterior paint completed approximately three years ago and a fully operational irrigation system. No manufactured fantasy. No computer-generated rooms. Just an authentic, move-in-ready Clearwater home filled with thoughtful upgrades inside and out. Call today to schedule a REAL tour with a REALTOR®!

1359 Howard Street, Clearwater

$189,900
2 Beds 2 Baths On Top Of The World SubDv. 33763 Zip Code
Welcome to this spacious 2-bedroom, 2-bathroom, 1400 sq ft condo, conveniently located next to the East community center, walking distance from pools, tennis courts, pickle ball and golf courses. This tastefully updated condo has it all. Featuring updated luxury vinyl flooring and paint throughout. Living room/ Dining room combo. Updated impact windows. Updated kitchen featuring granite countertops, tile back splash, updated Stainless Steel Refrigerator, Dishwasher, Microwave and Garbage Disposal. Added pantry for plenty of storage. The master bedroom has an updated en-suite bathroom featuring, updated vanity, tile and toilet. The A/C was replaced in 2019. Furniture is optional. Make a showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.

2401 Ecuadorian Way Unit 57, Clearwater

$610,000
4 Beds 2 Baths Oak Grove Estates SubDv. 33764 Zip Code
BEAUTIFULLY UPDATED 4-BEDROOM CLEARWATER HOME offering over 2,000 SQ. FT., a desirable SPLIT-BEDROOM FLOOR PLAN, 2-CAR GARAGE and exceptional INDOOR-OUTDOOR LIVING — all in FLOOD ZONE X with NO HOA and PAID-OFF SOLAR! Designed with both everyday living and entertaining in mind, this spacious home combines an updated interior with generous living spaces, four true bedrooms, high-end porcelain tile, no carpet, a corner lot and a backyard made for enjoying the Florida lifestyle. At the heart of the home is an open and inviting kitchen featuring rich wood cabinetry, granite countertops, stainless steel appliances, abundant storage and an oversized island with seating. The kitchen flows seamlessly into the expansive living and dining areas, creating a bright, connected space for gatherings and everyday life. Newer windows bring in plenty of natural light, while HIGH-END PORCELAIN TILE throughout the main living areas and updated flooring in the bedrooms mean NO CARPET anywhere in the home. The thoughtfully designed split floor plan provides privacy, with the primary suite positioned separately from three additional bedrooms on the opposite side of the home. A versatile bonus space adds even more flexibility for a home office, playroom, gym or lounge. Outside, discover a private backyard designed for year-round entertaining. A large paver patio connects multiple gathering spaces beneath mature trees, including an outdoor kitchen and grill area, pergola-covered OVERSIZED HOT TUB, and plenty of space for dining, relaxing and entertaining. An oversized gate provides convenient BOAT OR RV ACCESS, while the corner lot and oversized driveway provide plenty of additional parking. Additional highlights include PAID-OFF SOLAR PANELS, 2018 ROOF, UPDATED KITCHEN AND BATHROOMS, NEWER APPLIANCES, 2-CAR GARAGE, and more. For added peace of mind, a ONE-YEAR HOME WARRANTY will be provided to the buyer at closing, offering coverage for eligible major home systems and appliances, subject to the warranty plan. Ideally situated in central Clearwater with convenient access to shopping, dining, major roadways and the Gulf beaches, this move-in-ready home offers a hard-to-find combination of SPACE, UPDATES, FUNCTIONALITY AND FLORIDA LIFESTYLE — WITH NO HOA AND FLOOD ZONE X. Schedule your private showing and experience 2198 Oak Grove Drive for yourself.

2198 Oak Grove Drive, Clearwater

$3,500,000
7 Beds 8 Baths Harbor Oaks SubDv. 33756 Zip Code
Virtually Staged. A rare opportunity to own one of Harbor Oaks’ most distinguished estates. Built between 1918 and 1925, 403 Magnolia Drive pairs nearly a century of architectural character with the scale and presence of a true estate—all just one block from the water, minutes from Downtown Clearwater, and located in desirable Flood Zone X. Spanning 7,223 square feet across three levels, the seven-bedroom, seven-and-a-half-bath estate is defined by soaring natural light, original hardwood floors, beautifully preserved architectural details, and an exceptional sense of space. Floor-to-ceiling windows line the dual formal living rooms, while a sun-filled solarium with NEW windows and an adjoining Florida room create effortless transitions throughout the main level. A private library and expansive family room offer additional spaces for both intimate everyday living and large-scale entertaining. Each of the home’s seven bedrooms features its own private full bathroom, an extraordinary level of comfort and privacy for family and guests. Upstairs, two generous suites open onto a sweeping wraparound deck and feature beautifully appointed, spa-inspired baths. The entire third floor offers another private retreat with a full bath, fireplace, sun deck, and abundant storage—creating exceptional flexibility for a primary suite, guest quarters, or private living level. At the heart of the home, the kitchen is designed for both serious cooking and entertaining, featuring commercial-grade stainless steel appliances, a Dacor gas range, custom millwork, and an oversized walk-in pantry. A wet bar, tray ceilings, and French doors opening to the courtyard and outdoor living spaces further enhance the home’s ability to host with ease. Outside, the estate unfolds across a prominent corner lot of more than half an acre—an increasingly rare offering in this location. Mature surroundings create a private setting for the resort-style pool and spa, expansive deck, and outdoor entertaining areas, while a circular drive provides an impressive sense of arrival. Moments from Downtown Clearwater’s dining and entertainment, minutes from Clearwater Beach, and surrounded by some of the area’s most notable residences, 403 Magnolia Drive offers a combination of history, scale, land, and lifestyle that is truly one of a kind.

403 Magnolia Drive, Clearwater

$299,000
3 Beds 3 Baths Overlook SubDv. 33760 Zip Code
Sellers are motivated! Assumable mortgage available with a 3.125% interest rate! This beautifully updated 3-bedroom, 2.5-bath home in the desirable Overlook community is sure to impress. MANY UPDATES IN 2022! Recent improvements include a newer A/C, a fully remodeled primary bathroom, an updated kitchen, an enclosed screened in porch off the primary bedroom, and luxury vinyl plank flooring throughout, offering both style and durability. Step inside to a bright and inviting floor plan designed for comfortable living and effortless entertaining. The updated kitchen features a convenient breakfast bar, perfect for casual dining or gathering with family and friends. The spacious primary suite serves as a private retreat with an oversized walk-in dressing closet and a beautifully renovated en-suite bathroom complete with a separate shower and relaxing soaking tub. Sliding glass doors lead to the enclosed screened in porch, creating the perfect space to enjoy your morning coffee while overlooking the peaceful estuary. The HOA offers outstanding value by covering flood insurance for the building's exterior, the roof, exterior building maintenance, lawn care, water, sewer and trash service. Residents also enjoy access to the community's geothermally heated pool, providing comfortable swimming and relaxation throughout the year. Offering added peace of mind, this home remained high and dry during Hurricane Helene with no flooding and no claims, making it an exceptional choice for buyers seeking the Florida lifestyle without the worry. Residents also enjoy access to the community seawall, where you can conveniently launch a kayak or paddleboard and explore the surrounding waterways. Just minutes away, Largo Datsko Park offers walking trails, open green space, a playground, tennis and pickleball courts, basketball courts, and recreational amenities for all ages, adding even more to this home's outstanding location. Ideally located just minutes from TPA and PIE Airports, shopping, dining, major roadways, and some of Florida's most beautiful Gulf beaches, this move-in-ready home combines modern updates, an unbeatable location, and exceptional comfort. Don't miss your opportunity to make it yours!

3073 Branch Drive, Clearwater

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