Clearwater Homes with Private Entrance Exterior Features

Clearwater Homes with Private Entrance Exterior Features

Welcome to Clearwater, Florida – a stunning coastal gem nestled in the heart of Pinellas County. Known for its breathtaking beaches and vibrant community, Clearwater offers an idyllic lifestyle that perfectly blends relaxation with recreation. With its sun-kissed shores along the Gulf of Mexico, residents enjoy year-round access to sandy beaches, picturesque sunsets, and a plethora of outdoor activities. From boating and fishing to strolling along the famous Clearwater Beach Boardwalk, there’s no shortage of ways to soak up the sun and enjoy the great outdoors.

In Clearwater, you’ll find a diverse array of homes that cater to every taste and lifestyle. One of the standout features of many properties in this beautiful city is the private entrance exterior. Imagine coming home to your own secluded oasis, where you can unwind in peace after a long day. Homes with private entrances provide an added layer of privacy and security, making them perfect for families, professionals, or anyone looking to enjoy a little extra tranquility.

These properties often boast charming architectural designs, lush landscaping, and spacious outdoor areas, allowing you to create your own personal retreat. Whether you’re hosting a summer barbecue, enjoying a quiet evening under the stars, or simply relishing the beauty of your surroundings, a home with a private entrance enhances your Clearwater living experience.

Discover the perfect blend of coastal charm and modern convenience in Clearwater. With its stunning homes and inviting atmosphere, it’s no wonder this city is a sought-after destination for those looking to embrace the Florida lifestyle. Come explore Clearwater and find your dream home today!

Newest Clearwater Homes with Private Entrance Exterior Features

$324,000
2 Beds ⋅ 3 Baths ⋅ Whitney Lakes SubDv. ⋅ 33760 Zip Code
Virtually Staged. Welcome to this beautifully updated 2-bedroom, 2.5-bathroom townhome in the desirable Whitney Lakes Condominium community of Clearwater. From the moment you arrive, the inviting enclosed front patio entry, covered carport, and convenient private storage shed create a welcoming first impression. Step inside and discover a versatile bonus room behind elegant French doors—perfect for a home office, den, dining room, or additional living space. A convenient pass-through window connects the room to the beautifully updated kitchen, featuring granite countertops and ample cabinetry. The kitchen opens seamlessly to the dining and living areas, creating an inviting open-concept space for everyday living and entertaining. The living room features an electric fireplace and French doors leading to a spacious screened-in patio overlooking a tranquil pond surrounded by mature trees and lush greenery. Ceiling fans and lighting enhance the outdoor space, creating a comfortable setting for relaxing, entertaining, or enjoying peaceful Florida evenings while watching the visiting Florida birds. The first floor also offers a convenient half bath, a dedicated washer and dryer closet, and additional storage beneath the staircase. Upstairs, both generously sized bedrooms have their own generous size ensuite bathrooms, along with abundant closet storage. The spacious primary suite features a built in wall unit in between two closets, a French door with blinds leading into your private bathroom with dual sinks, a separate water closet, and French doors leading to its own private screened-in balcony. This additional outdoor retreat provides a peaceful place to enjoy your morning coffee or unwind at the end of the day. This upstairs balcony also features a ceiling fan and lighting and vinyl film windows for added comfort and convenience. Throughout the home, luxury vinyl flooring and granite countertops provide a clean, modern feel. The home is currently vacant and features virtually staged photos to showcase the possibilities of each thoughtfully designed space. With its flexible floor plan, updated finishes, two screened outdoor living spaces, front porch and backyard pond setting, two ensuite bedrooms, and convenient Clearwater location, this Whitney Lakes townhome offers a wonderful opportunity to enjoy comfortable and relaxed Florida living.

1929 Whitney Way, Clearwater
$1,399,000
4 Beds ⋅ 4 Baths ⋅ Sharon Oaks Estates Rep SubDv. ⋅ 33764 Zip Code
Virtually Staged. Imagine waking up every morning in your own private Florida retreat, where more than 4,000 square feet of custom living space surrounds a tropical oasis hidden right in the center of your home. This incredible 4-bedroom, 3.5-bath Clearwater residence sits on just over half an acre and offers a lifestyle that is anything but ordinary. NO HOA!! Homes like this do not hit the market very often. Step into the heart of the home and you’re greeted by a completely private screened courtyard, where the pool, oversized spa and beautiful koi pond become part of your everyday view. Because the courtyard is surrounded by the home rather than sitting in the backyard, it creates an incredible sense of privacy and seclusion. Start your morning with coffee beside the koi pond, spend the afternoon floating in the pool, and end the evening relaxing in the spa—all without ever leaving your own private sanctuary. A full wraparound travertine patio provides plenty of room for outdoor dining, entertaining and simply enjoying Florida living year-round. Inside, more than 4,000 square feet gives you room to truly spread out. The freshly painted interior, high-end kitchen, spacious living areas and his-and-hers primary closets complement the home’s custom design. There’s also a versatile flex room ready to fit your lifestyle—create the ultimate home theater or media room, build the home gym you’ve always wanted, design a game room, home office or turn it into your own private man cave. The three-car garage provides even more exceptional space for vehicles, hobbies, storage and all the toys that come with the Florida lifestyle. Flood insurance policy is fully transferable. Owner is paying 3133 annually right now. Adding even more value and peace of mind, the roof and AC units were replaced in 2024, taking care of two of the biggest-ticket items Florida homeowners consider. Outside, fresh vibrant landscaping surrounds the oversized property, with irrigation supplied by a private well. A half-circle driveway welcomes you at the front of the home, while a private rear entrance provides additional access and convenience. The home has also been pre-plumbed for natural gas, giving the next owner additional options for future upgrades. And when you decide to leave your private oasis, you’re positioned to enjoy the best of Tampa Bay. Located between Tampa International Airport and the Gulf beaches, with Rocky Point nearby and countless restaurants, shopping, entertainment and everyday conveniences within easy reach, you can spend the morning by the water, meet friends for dinner in Tampa, catch a flight with ease, or head toward the beach to finish the day watching a Florida sunset. For those looking for even more flexibility, the home is located in an area that does allow short-term rentals, subject to buyer verification of current regulations and licensing requirements. Don't miss out. Brand new roof in 2024, and brand new AC units in 2024

1701 Allens Creek Drive, Clearwater
$160,000
2 Beds ⋅ 2 Baths ⋅ Winding Creek Condominiums SubDv. ⋅ 33761 Zip Code
Discover this delightful corner unit condo featuring a fully furnished featuring two bedrooms and two bathrooms. This condo is nestled in the serene countryside area of Clearwater. Ideally situated amidst a vibrant array of restaurants, shopping mall, theatre, grocery stores and so close to the beach. Step inside to find a bright and inviting interior complete with dining area and a large living room. There is also an enclosed lanai area that can easily serve as a workspace or cozy bonus area. Also, this unit has a full size washer and dryer adding to the convenience of living here. The community amenities are sure to impress with a large heated pool, hot tub and enjoy playing pickleball with your friends while cooking out on the barbecue grills and picnic area next to the pool. All of this is just minutes from the Honeymoon State Park and renowed beaches surrounding this area. Don't miss out on this incredible opportunity. Come see your Florida home today!

2400 Winding Creek Boulevard Unit 18A-110, Clearwater
$489,000
3 Beds ⋅ 2 Baths ⋅ Longbrooke Sub Unit Two SubDv. ⋅ 33760 Zip Code
Welcome to your RENOVATED WATERFRONT home in the HIGHLY-DESIRABLE Longbrooke subdivision in Clearwater! This home, which has NOT flooded in any of the recent storms, has a beautiful BRAND NEW DECK overlooking Long Branch Creek. The creek leads out to Tampa Bay, meaning you could kayak or paddleboard out to the bay and enjoy the stunning views in the spacious water! Your mind will be at ease knowing the ROOF is only four years old (2022) and the HVAC is less than a year old (2025). This renovation was completed with both style and functionality in mind. The house has been FRESHLY PAINTED, inside and out, and updated with NEW LUXURY VINYL FLOORING. The kitchen is fully equipped with BRAND NEW APPLIANCES and QUARTZ COUNTERTOPS. The DOUBLE-SIDED WOOD BURNING FIREPLACE adds an extra layer of charm and the VAULTED CEILINGS open up the entire living space. Unwind in the completely UPDATED BATHROOMS that feature both bathtubs and walk-in showers, the best of both worlds. The entire home is brought together with BRAND NEW fans, fixtures, and blinds. The SCREENED-IN PORCH is perfect for you to relax as the sun goes down. The exterior has been THOUGHTFULLY LANDSCAPED and the protected woodlands in the backyard add a special touch of privacy. Don’t wait to jump on this opportunity, schedule a showing and come see it today!

3010 Longbrooke Way, Clearwater
$450,000
2 Beds ⋅ 3 Baths ⋅ Bayshore Twnhs SubDv. ⋅ 33759 Zip Code
Live the Florida you pictured. Tucked in a private enclave of 68 residences between Old Tampa Bay and downtown Safety Harbor, this three-story townhome frames a mangrove view from every level. Sip coffee on a screened balcony over the greenery, then hit the Bayshore Trail, linking the Ream Wilson and Courtney Campbell trails, for rides and paddleboarding. The middle level's open-concept kitchen, dining, and living add a workspace nook, half bath, and screened balcony over the mangroves. Above, a retreat under soaring ceilings offers a primary suite with private bath and screened balcony, a second bedroom, full bath, flexible office, and laundry. Below sits an oversized 4 car tandem garage and a screened lanai to a manicured lawn. Minutes to Safety Harbor's waterfront and dining; Tampa via the Courtney Campbell Causeway, St. Pete south, two airports close by. A carefree HOA covers roof, paint, landscaping, irrigation, termites, roads, pool, and entrances, with fire sprinklers on every floor.

38 Seagrape Circle, Clearwater
$271,225
3 Beds ⋅ 2 Baths ⋅ Winding Wood Condo Iii SubDv. ⋅ 33761 Zip Code
Virtually Staged. Experience refined Florida living in this beautifully updated 3-bedroom, 2-bath residence nestled in the popular Countryside area of Clearwater. Immaculate and move-in ready, this home showcases a tastefully remodeled kitchen featuring rich granite countertops, stainless steel appliances, and an elegant decorative range hood that anchors the space with sophistication. A separate den/office/family room adds an additional 300 heated square feet of flexible living space. New AC and patio roof recoated/sealed in 2024. Custom closet in primary bedroom and luxury vinyl plank flooring installed in 2025. New water heater just this month. Enjoy the ease of maintenance-free living with HOA services that include professional landscaping, exterior painting, roof maintenance, grounds care, and pest control. The heated community pool offers a serene escape, while the quiet cul-de-sac setting provides a rare blend of both privacy and tranquility. Ideally located near world-renowned Gulf beaches, premier shopping and dining, top medical facilities, public schools, cultural attractions and Tampa International Airport, this exceptional home delivers both luxury and convenience in one of Clearwater’s most desirable enclaves. Welcome Home!

2737 Haverhill Court, Clearwater
$429,900
3 Beds ⋅ 2 Baths ⋅ Clearview Heights SubDv. ⋅ 33756 Zip Code
Virtually Staged. Step inside and discover a home that blends thoughtful updates with comfortable everyday living. This beautifully maintained three bedroom, two bath home with an attached two car garage welcomes you with an open floor plan and attractive laminate flooring that flows throughout the living spaces. The heart of the home is the updated kitchen featuring custom designed cabinetry, quartz countertops, stainless steel appliances and LED recessed lighting that extends through the kitchen, living, and dining areas, creating a bright and inviting atmosphere. Both bathrooms have been tastefully remodeled with tile floors and quality finishes, while updated windows enhance energy efficiency and plenty of natural light. A brand new shingle roof has just been installed, providing added value and peace of mind. The spacious rear enclosed patio offers additional flexible living space, perfect for relaxing, entertaining or enjoying your morning coffee. Conveniently located near shopping, restaurants and schools with the Gulf Beaches just a short drive away. Come and see this amazing home today and make it yours tomorrow!

1628 S Highland Avenue, 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 GE 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/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 cools 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
$449,000
3 Beds ⋅ 3 Baths ⋅ Bidwells Oak Wood Add SubDv. ⋅ 33755 Zip Code
Live in one unit and rent the other. Updated in 2017 (including roof), the property features a foyer entry dividing two separate units: a 2BR/2BA and a 1BR/1BA, each with secondary private entrances. Shared laundry room onsite. Long driveway provides ample off-street parking, plus additional street parking. Walk to downtown Clearwater events and dining, steps to the Pinellas Trail, and a short bike ride to Clearwater Beach. Excellent rental and vacation-use potential in a central, highly walkable location.

601 N Osceola Avenue, Clearwater
$487,000
4 Beds ⋅ 3 Baths ⋅ Belmont Sub 1st Add SubDv. ⋅ 33756 Zip Code
Exceptional investment opportunity with immediate upside and located just minutes from the gulf beaches! This fully leased triplex is currently generating $4,425 each month with the opportunity to increase rental income immediately. A new roof was installed in 2023 on the 1/1 building. In addition to the existing income upside, the two 1/1 units provide an excellent value-add opportunity with cosmetic updates that can further increase rents and overall property value. The property features one updated 2/1 unit (rented below market at 1,500 but could rent for 1,600) and two 1/1 units (rented at 1,425 and 1,500), offering an ideal opportunity for both seasoned investors and buyers looking to house hack/ live in one unit while the rental income from the other two helps offset their mortgage and living expenses. The updated 2/1 unit features newer windows, appliances, and flooring providing a move-in-ready option. The 2/1 unit will be vacant upon closing.Whether you're looking to expand your investment portfolio or purchase your first income-producing property, this triplex offers immediate cash flow, multiple avenues for increased returns, or the opportunity to significantly reduce your housing costs by living on-site.

725 New York St, Clearwater
$173,000
2 Beds ⋅ 2 Baths ⋅ Woodland Villas Condo 1 SubDv. ⋅ 33761 Zip Code
Active 55 and over community Villa – condo 2 bedroom with walk in closets, 2 updated bathrooms, open dining living room area. Carport right in front with additional storage area also attic has storage space. Ramp to building. There are ceiling fans in each bedroom and the Florida room. Included are a refrigerator, microwave, cooktop range, dishwasher garbage disposal. Villa has double pane windows, central air and heat, electric water heater and smoke detectors. HOA covers water, trash, cable, Internet, reserves, insurance, and exterior maintenance. Amenities are a heated pool, active clubhouse with a kitchen, social hall with many activities,and a grilling area. There is a nearby shopping area 10 minutes to countryside mall also Mease hospital with other medical facilities close by. There are many enjoyable places to go to honeymoon Island, Clearwater Beach.

2465 Northside Drive Unit 1502, Clearwater
$1,499,999
3 Beds ⋅ 2 Baths ⋅ Sunnybrook Farms SubDv. ⋅ 33764 Zip Code
Welcome to Paradise on Sunnybrook Lane!! Experience a truly one-of-a-kind Frank Lloyd Wright inspired home set on 1.5 private acres with water on two sides. Completely remodeled in 2020, this extraordinary 3bedroom, 2-bath residence was thoughtfully designed to capture natural light year-round, with expansive windows showcasing panoramic views of tranquil ponds, lush landscaping, and the resort-style backyard. As you enter the property, a beautiful fountain welcomes you at the main pond, while an elegant three-tiered fountain creates a stunning entrance to the home. Inside, distinctive angles, authentic limestone stacked stone, and dramatic architectural details reflect the timeless Prairie-style design. The centrally located kitchen overlooks the living spaces and picturesque grounds, making it the true heart of the home. The spacious primary suite features a private loft overlooking the pond, while the impressive 21’ x 26’ flex space, highlighted by soaring beams and walls of glass, offers endless possibilities as a guest suite, additional primary bedroom, studio, office, or recreation room. Step outside to your own tropical retreat featuring a spectacular 20’ x 40’ resort-style pool, two gazebos, low maintenance AstroTurf, mature coconut palms, and a private basketball/pickleball court. As evening falls, the magnificent century-old oak comes alive with thousands of twinkling lights, creating an unforgettable setting for entertaining or relaxing under the stars. This is more than a home—it’s a private waterfront sanctuary where exceptional architecture, nature, and resort-style living come together in a setting unlike any other.

1653 Sunnybrook Lane, Clearwater
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