Clearwater Homes with Private Entrance Exterior Features

Clearwater Homes with Private Entrance Exterior Features

Welcome to Clearwater, Florida – a picturesque paradise nestled along the stunning Gulf Coast. Known for its pristine beaches, vibrant arts scene, and year-round sunshine, Clearwater offers an idyllic setting for those seeking a perfect blend of relaxation and adventure. With its charming downtown, bustling waterfront, and an array of recreational activities, this coastal gem is a haven for families, retirees, and young professionals alike.

One of the standout features of Clearwater’s residential offerings is the availability of homes with private entrance exterior features. These homes provide an added layer of privacy and convenience, making them ideal for families or anyone who values their personal space. Imagine stepping through your own private entrance, leading you into a beautifully designed sanctuary that reflects your unique style. Whether it’s a cozy bungalow or a modern family home, these properties often boast lush landscaping, outdoor living spaces, and easy access to the vibrant Clearwater lifestyle.

Living in Clearwater means you’re never far from the stunning beaches that have earned this area its reputation as a top vacation destination. From the soft sands of Clearwater Beach to the serene beauty of Caladesi Island State Park, residents enjoy endless opportunities for sun-soaked days and sunset strolls. Moreover, with a thriving dining scene, eclectic shops, and an array of cultural events, Clearwater truly has something for everyone.

Don’t miss your chance to discover the perfect home with a private entrance in this beautiful coastal city. Clearwater is waiting to welcome you home!

Newest Clearwater Homes with Private Entrance Exterior Features

$79,000
1 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code
An easy Florida lifestyle doesn’t have to come with a big price tag. This freshly updated, first-floor condominium in On Top of the World offers a comfortable home base in one of Clearwater’s most active 55+ communities. --- Inside, the 800-square-foot one-bedroom residence has been freshened with new carpet and paint, creating a clean, move-in-ready feel. An additional bonus room adds flexible space for a home office, reading room, hobby area or simply a comfortable place to relax. Step outside to the rear patio overlooking green space, a peaceful extension of the living area and a great spot to enjoy your morning coffee or Florida’s beautiful winter weather. --- First-floor living means no stairs to navigate, while the smaller building offers a more intimate setting within this expansive community. --- And this is a community designed for doing more than staying home. On Top of the World offers two activity centers, two swimming pools, two golf courses, a fitness center, Nature’s Gym, tennis and pickleball courts, lawn bowling, shuffleboard, a dog park and an extensive selection of clubs, classes and activities. Approved resident owners with a valid Activity Card can even enjoy golf on the community’s 9-hole and 18-hole courses at no additional greens fee. --- When you’re ready to venture out, Clearwater’s shopping, dining, recreation and Gulf Coast destinations are within easy reach, with convenient access along Sunset Point Road toward Countryside and Edgewater Drive. --- Whether you’re looking for a full-time Florida home, a seasonal retreat or simply a manageable place to enjoy an active lifestyle, this is an opportunity to make Clearwater home without stretching the budget. --- Leasehold condominium. Cash purchase. Association approval required.

2100 World Parkway Boulevard Unit 20, Clearwater
$224,900
3 Beds ⋅ 2 Baths ⋅ Winding Wood Condo SubDv. ⋅ 33761 Zip Code
Welcome to 2705 Sand Hollow Court, a charming 3-bedroom, 2-bath, single-story home in Winding Wood. Offering 1,145 square feet of comfortable living space, this move-in-ready home features impact windows installed in 2022, fresh interior paint, brand-new carpet and freshly cleaned tile flooring. Step inside to a light and welcoming living and dining area with an easy-flowing floor plan that’s perfect for both everyday living and entertaining. The kitchen offers plenty of cabinetry and workspace and is ready to enjoy as-is or personalize over time to suit your own style. The home features three bedrooms and two full bathrooms, providing flexibility for family, guests, a home office or hobby space. The primary bedroom includes its own private bath, while the additional bedrooms offer plenty of possibilities. One of the home’s most enjoyable spaces is the screened lanai, an ideal spot for morning coffee, reading, entertaining friends or simply enjoying Florida’s indoor-outdoor lifestyle. Located in established Winding Wood, residents enjoy a community pool and a convenient Clearwater location close to shopping, dining, recreation and the many amenities of the Tampa Bay area. Fresh, clean and move-in ready, this home offers a wonderful opportunity to enjoy it immediately while making it your own over time. With three bedrooms, single-story living and 2022 impact windows, 2705 Sand Hollow Court is one you’ll want to see.

2705 Sand Hollow Ct Clearwater, Fl 33761-3732, Clearwater
$474,900
3 Beds ⋅ 2 Baths ⋅ University Park SubDv. ⋅ 33764 Zip Code
Virtually Staged. Set within Clearwater’s established University Park, this thoughtfully renovated pool residence pairs sophisticated interiors with effortless Florida living. With no HOA or CDD and a location in Flood Zone X, the property offers a compelling combination of privacy, flexibility, and long-term appeal. Renovated throughout in 2025, the home encompasses 1,366 square feet of heated living space and 2,078 total square feet, with three bedrooms, two full baths, a two-car attached garage, and beautifully considered indoor-outdoor spaces. Wide-plank wood-look luxury vinyl flooring creates continuity throughout the interiors, complemented by recessed lighting, charcoal two-panel doors, updated fixtures, and clean, contemporary finishes. At the heart of the home, the kitchen features solid wood espresso cabinetry, quartz countertops, a tumbled-stone backsplash, stainless steel Samsung appliances, and a breakfast bar opening naturally to the great room. The dining room makes a striking architectural statement with a dramatic floor-to-ceiling black grid accent wall, bronze chandelier, and black divided-light French doors. Beyond, a light-filled room framed by two walls of windows offers remarkable versatility as a third bedroom, private office, den, or creative space. Two bedrooms are designed as private en-suite retreats—an uncommon arrangement that lends itself beautifully to multigenerational living, guests, or those seeking additional privacy. The primary suite includes a walk-in closet with built-in organization and a quartz-appointed bath, while the second suite features a beautifully finished walk-in shower with full-height tile, pebble-stone flooring, and integrated niche shelving. Outdoors, the home transitions seamlessly to a private, fully fenced setting designed for year-round enjoyment. A 17-by-11 screened lanai opens to a travertine-look paver terrace surrounding the freeform, pebble-finish pool, complete with fiber-optic lighting for evening swims. Mature palms, established landscaping, and a raised paver planter create a relaxed sense of seclusion. Additional highlights include a finished two-car garage, interior laundry with washer and dryer, double-pane windows, and a dimensional shingle roof replaced in 2020. Set on a 7,632-square-foot homesite, this distinctive Clearwater residence brings together a private pool, renovated interiors, dual en-suite accommodations, Flood Zone X designation, and the freedom of no HOA or CDD—an inviting expression of Florida living, thoughtfully updated for today.

2172 University Drive S, Clearwater
$69,900
1 Beds ⋅ 1 Baths ⋅ Drew Ridge Apts Co-Op SubDv. ⋅ 33755 Zip Code
Turnkey and fully furnished, this sunny and bright first-floor 1-bedroom, 1-bath condo offers an easy, low-maintenance lifestyle in a well-established 55+ Clearwater community. Step inside through the bright sunroom, where multiple windows bring in natural light and create a comfortable spot for morning coffee, reading, or relaxing. From there, the home opens into the living and dining area with tile flooring and an easy flow for everyday living. The dining area is conveniently located just off the kitchen, which features stainless steel appliances, ample cabinetry, and generous counter space. The nicely sized bedroom includes a wall closet, a window with views of the backyard area, and a door providing direct access outside. Located in a non-flood /non-evacuation zone, this Clearwater community is less than 5 miles from Clearwater Beach and conveniently close to Clearwater Country Club, shopping, dining, Morton Plant Hospital, major roadways, local attractions, and area airports. An assigned parking space is included, along with ample guest parking. The monthly HOA fee includes water, sewer, trash, cable, internet, building insurance, exterior maintenance, groundskeeping, roof, exterior pest control, escrow reserves, and management. With a newer A/C, furnished, and in a convenient Clearwater location, this condo is ready to enjoy from day one.

1221 Drew Street Unit B7, Clearwater
$230,000
2 Beds ⋅ 2 Baths ⋅ Village On The Green SubDv. ⋅ 33763 Zip Code
Welcome to Village On The Green, a desirable 55+ community in the heart of Clearwater. This charming 2-bedroom, 2-bath villa offers the convenience of single-level living combined with solid block construction, an assigned covered carport, your own storage unit - and no upstairs neighbors? Priceless! The recently remodeled kitchen is a standout feature, thoughtfully designed with a fresh, contemporary coastal feel. Gorgeous quartz countertops provide a sophisticated contrast to shaker-style soft close cabinets; upper cabinets in crisp white and base cabinets in rich navy, creating a stylish and distinctive space that feels both current and timeless. Matching Whirlpool all stainless-steel appliances: range, refrigerator, dishwasher and microwave. This villa offers a comfortable and functional layout with two bedrooms and two full baths, making it ideal for full-time living or a seasonal Florida retreat. Inside laundry room with washer & dryer. The primary suite features a walk-in closet and true en-suite bath with a step-in shower. Second bedroom is the perfect home office or guest room. The covered carport provides convenient protected parking, while the separate storage unit offers valuable additional space for bicycles, beach gear and seasonal decorations. There are five guest parking spaces in front of this building. Village On The Green is known for its beautifully maintained grounds and active 55+ lifestyle, with amenities that include a clubhouse with a full kitchen, heated pool, shuffleboard, and recreational facilities. Its central Clearwater location offers convenient access to shopping, dining, downtown Dunedin, and Safety Harbor. Craft Breweries, Farmer's markets, wine-walks, seafood festivals and art shows - you'll wonder how (and why!) you ever lived anywhere else. Historic Tarpon Springs with it’s fabulous food and old world charm makes for a wonderful afternoon. Watch the skaters whirl by on the indoor ice-skating rink at nearby Countryside Mall. Consider joining Countryside Country Club, or play at any number of the areas great public golf courses. Catch the Blue Jays or the Phillies Spring Training games nearby. Enjoy major league soccer, baseball, NFL football and world class fishing, boating and America’s best beaches! If you are looking for adventure further afield, think Orlando: Disney, Universal Studios, Legoland and other great local events! And if you miss your family and friends “up North” Tampa International Airport is 17 miles away. Village on the Green allows two indoor cats; Property must be owned for two years before it may be rented. This property is not subject to the Milestone Inspection Requirements. There are no current Special Assessments in Village On the Green III.

2502 Royal Pines Circle Unit 5C, Clearwater
$449,000
3 Beds ⋅ 2 Baths ⋅ Druid Park SubDv. ⋅ 33764 Zip Code
Situated in Clearwater's desirable Druid Park neighborhood, 1009 Woodley Road is a single-story residence that perfectly balances modern refined living with classic suburban ranch-style appeal. Offering 3 bedrooms, 2 bathrooms, a 2-car garage, and 1,380 square feet of beautifully appointed living space on an expansive 80 x 106 lot, this property presents an exceptional Florida lifestyle. The exterior features a light sage stucco facade accented by crisp trim, a shaded front lawn framed by a mature oak tree, a paved walkway, and a covered entry porch with classic wrought-iron columns. Step inside to an inviting open-concept layout anchored by rich dark-toned wood-look flooring, neutral light gray walls, crown molding, and bright recessed LED lighting throughout. The main living space transitions seamlessly into a true culinary center dominated by a large kitchen island with polished dark waterfall stone countertops and overhead industrial pendant lighting. Gourmet features include crisp shaker cabinetry stretching to the ceiling, a classic subway tile backsplash, stainless steel appliances with a built-in double wall oven, a French-door refrigerator, and a professional glass-and-stainless island range hood over the cooktop. Outdoors, step through to a long screened-in back porch that provides an ideal space for relaxation year-round. The sprawling, flat backyard is fully enclosed by a clean vinyl privacy fence, offering endless room for outdoor recreation or future garden additions. Centrally located in Clearwater, this address puts pristine Gulf Coast beaches, local parks, dining, and convenient commute corridors just minutes away. Claim this unique opportunity and schedule your showing today!

1009 Woodley Road, Clearwater
$410,000
2 Beds ⋅ 2 Baths ⋅ Feather Cove SubDv. ⋅ 33762 Zip Code
Uniquely located on the edge of a lake in Feather Sound, this beautifully renovated 1315 sqft, 2-bedroom, 2-full bath home is move-in ready. Nestled on a quiet street, this delightful home radiates a soothing ambiance. From the open patio which greets guests to the screened-in patio at the end of the living room, this home exudes charm. An open floor plan with vaulted ceilings and ceramic tile floors gives this villa an expansive look and feel. The large open kitchen area with breakfast nook, leads to the spacious living room with unfettered views of the lake. The formal dining room, adjacent to the living room, also offers these lovely views. A large master bedroom suite features a modern expansive bathroom and walk-in closet. A second bedroom is adjacent to the living room. A large pantry and an in-unit laundry room are also part of the floor plan. A new A/C system keeps the interior cool and comfortable. The villa has a one-car garage with cabinetry and overhead storage. A community clubhouse is available to residents and features a heated and cooled pool for year-round swimming. This villa and the Feather Cove community are ideally located in Feather Sound near the golf course, both airports, beaches and downtown St. Petersburg, Tampa and Clearwater. Don't miss out on this truly beautiful villa and this rare opportunity. Make an appointment today and make this unique villa your new home.

14837 Feather Cove Lane Unit 45, Clearwater
$499,000
4 Beds ⋅ 3 Baths ⋅ Cypress Point SubDv. ⋅ 33763 Zip Code
Great bones, a fantastic layout and plenty of potential make this Clearwater home one worth seeing! This 4-bedroom, 3-bath home offers two primary suites, each with a private en-suite bath and walk-in closet, along with a 2-car garage and inside laundry room. The spacious 0.16-acre lot features a large fenced backyard, covered lanai, and screened-in-ground pool, giving you plenty of room to enjoy the Florida lifestyle. The home could use some cosmetic updates, but the layout and space are already here. You can make it your own and watch it shine! Located in a non-flood zone and conveniently close to parks, shopping, dining and entertainment, with Clearwater Beach, Pier 60, Coachman Park and Honeymoon Island all within easy reach. Come take a look, bring your ideas and see the potential this home has to offer!

2179 Cypress Point Drive N, Clearwater
$1,495,000
2 Beds ⋅ 2 Baths ⋅ Serena By The Sea Condo SubDv. ⋅ 33755 Zip Code
Welcome to the pinnacle of waterfront luxury living at Serena by the Sea, Clearwater's premier boutique waterfront condominium community. This spectacular penthouse residence offers an extraordinary blend of sophisticated design, modern construction, and resort-inspired amenities, all perfectly positioned between vibrant Downtown Dunedin and Downtown Clearwater. Built to the latest luxury construction standards, Serena by the Sea was thoughtfully designed with a focus on wellness, sustainability, energy efficiency, and resident comfort, featuring solar-powered common-area systems, advanced air-quality technology, enhanced sound insulation, and high-performance building systems that elevate everyday living. Inside, you'll discover an elegant coastal retreat with expansive living spaces, designer finishes, and breathtaking water views that create the perfect backdrop for both entertaining and relaxation. Floor-to-ceiling glass invites abundant natural light while showcasing stunning sunsets and panoramic waterfront scenery. Residents enjoy over 23,000 square feet of world-class amenities, including a spectacular saltwater infinity pool, spa and wellness facilities, state-of-the-art fitness center and yoga studio, billiards room, poker and gaming lounge, stylish social gathering spaces, private party areas, outdoor entertaining venues with summer kitchens and fire pits, and dedicated concierge service designed to deliver a true lock-and-leave luxury lifestyle. The location is second to none—just minutes from Downtown Dunedin, Downtown Clearwater, Clearwater Beach, and Belleair, with convenient access to waterfront dining, private and public golf courses, marinas, boating, shopping, entertainment, and outdoor recreation. Tampa International Airport and Downtown Tampa are easily accessible, making travel effortless while keeping you connected to everything Tampa Bay has to offer. Experience the luxury, convenience, and coastal elegance that only Serena by the Sea can offer. Schedule your private showing today and discover why this exceptional penthouse is one of Clearwater's most coveted waterfront opportunities.

1020 Sunset Point Road Unit 601, 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
$131,000
1 Beds ⋅ 1 Baths ⋅ Fountain Square Condo SubDv. ⋅ 33755 Zip Code
Furnished First-Floor Condo Near Beaches, Shopping & More. Enjoy convenient Florida living in this furnished 1-bedroom, 1-bathroom first-floor condominium, offering an easy-to-maintain space in a location close to many of the area’s everyday conveniences and attractions. A private fenced patio entrance creates a welcoming outdoor space and adds a touch of privacy before stepping inside. The condominium is being offered furnished, making it an appealing option for buyers looking for a primary residence, seasonal getaway, or low-maintenance Florida property. Recent mechanical updates provide added value, including a new water heater installed in 2026 and HVAC system replaced in 2024. Community amenities are conveniently located nearby, with the community swimming pool just steps from the unit—perfect for enjoying Florida’s sunny days. A community laundry room is also available for residents as well as a clubhouse and exercise room. Parking is convenient with an assigned parking space, plus visitor parking for guests. The location puts you within easy reach of Florida’s Gulf Coast beaches, shopping, dining, entertainment, and everyday services, while area airports and major roadways are also accessible for travel throughout the Tampa Bay area and beyond. Whether you’re searching for a furnished Florida condo, seasonal residence, or low-maintenance first-floor condominium near the beaches, this property offers a combination of convenience, recent updates, community amenities, and location. Schedule your showing and discover the possibilities of easy Florida condo living!

1799 N Highland Avenue Unit 75, Clearwater
$479,000
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
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