Clearwater Homes with Private Entrance Exterior Features

Clearwater Homes with Private Entrance Exterior Features

Welcome to Clearwater, Florida – a vibrant coastal gem nestled in Pinellas County, renowned for its stunning beaches, crystal-clear waters, and a lively community atmosphere. Clearwater is not just a destination; it’s a lifestyle. With its year-round sunny weather, residents enjoy outdoor activities ranging from beach volleyball to sailing, all while basking in the warm Florida sun.

As you explore Clearwater, you’ll discover an array of homes that embody the essence of coastal living. One of the standout features of many properties in this area is the private entrance exterior. Imagine stepping into your own sanctuary, where you can unwind in peace after a day spent enjoying the beach or the bustling downtown scene. Homes with private entrances offer an added layer of privacy and security, making them ideal for families and individuals alike.

These homes often boast charming architectural details, lush landscaping, and outdoor spaces perfect for entertaining or simply enjoying a quiet evening under the stars. Whether you’re seeking a cozy bungalow or a spacious family residence, Clearwater’s real estate market has something for everyone.

Living in Clearwater means being part of a community that values its rich history while embracing modern conveniences. With top-rated schools, a thriving arts scene, and an array of dining options, Clearwater is a place where you can truly live, work, and play. Come explore the beauty of Clearwater and discover your perfect home with a private entrance – your personal retreat awaits!

Newest Clearwater Homes with Private Entrance Exterior Features

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

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

4 Beds ⋅ 3 Baths ⋅ Sunset Grove Condo SubDv. ⋅ 33765 Zip Code

Rare 4-bedroom, 2.5-bathroom townhome in the heart of Clearwater! Located in desirable Sunset Grove near Belcher Road and Sunset Point Road, this spacious 1,456 sq. ft. home offers a flexible and functional layout, along with a one-car garage and designated parking spot. The first floor features a bedroom, half bathroom, living room, dining area, and kitchen—perfect for guests, a home office, or multigenerational living. Upstairs, you’ll find three additional bedrooms, including the primary suite with an en-suite bathroom, plus another full bathroom. Enjoy exceptional outdoor living with two large, fenced paver patios, including an impressive front patio offering nearly 460 sq. ft. of private outdoor space. Sunset Grove has no age restrictions, is pet friendly, and is located within a highly rated school district. The HOA includes water, sewer, trash, cable, exterior maintenance and insurance, and community amenity maintenance. Residents can also enjoy the community’s large swimming pool and two tennis courts. With its central Clearwater location, spacious floor plan, and rare four-bedroom configuration, this townhome offers a fantastic combination of space, convenience, and low-maintenance Florida living. And when you're ready to explore, you're just a 20-minute drive to Florida's award-winning Clearwater Beach or Honeymoon Island State Park, approximately 25 minutes to Tampa International Airport, and just 12 minutes to Downtown Dunedin. Shopping, restaurants, medical facilities, and so much more are also just a short drive away!

2095 Sunset Point Road Unit 2302, Clearwater

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

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

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

2 Beds ⋅ 2 Baths ⋅ Viewpoint-On-The-Bay Condo SubDv. ⋅ 33756 Zip Code

Viewpoint on the Bay: One of the jewels of Clearwater and home to this WATERFRONT, 2 bedroom/2 bath condo. Enjoy panoramic vistas of the intracoastal waterway revealed beyond the spacious living room/dining room combo. Three sparkling sets of hurricane glass sliders (master suite, living room, and family room) bring the scenic exterior…in. Luxuriate in the over 330 SF covered balcony space shared by the living room, family room and master bedroom…your new alfresco destination to clink celebratory champagne and watch one-of-a-kind sunsets providing backdrop to dolphins, manatees, and private vessel parades. A six-story building with only 35 units, this is one of the largest at 2,170 SF. Its split bedroom floor plan is the ideal layout, offering the best options for visitors and privacy for household members. The eat-in kitchen is beautifully appointed with lovely cabinetry and stainless appliances; recessed lighting shines down on the casual breakfast bar. The adjacent family room gives entry to the balcony courtesy of a triple slider -- it is also wonderfully expansive enough to accommodate all your recliners, couches, and club chairs. There’s even a wet bar boasting ample storage along with a wine rack and mirror-backed, glass shelving for stemware. As for the sunlit master suite, an exquisite set of French doors introduces this special retreat that presents a private balcony, two walk-in closets, ample space for a king size bed, and an ensuite showcasing a splendid jetted soaking tub, a separate shower room, and dual sinks framing a vanity. Besides an interior laundry room, every window in this special home is dressed in plantation shutters. A NEW A/C was added in 2024. The building and its landscaping have also been meticulously maintained with recent painting projects that included the exterior, lobby, stairwells, railings, balconies, and front doors. A community seawall was erected in 2022 and a NEW ROOF installed in 2025. The HOA reserves are funded. The SIRS and the Milestone Inspection are COMPLETE. As for the amenities, they include a glistening community pool and a multi-faceted party room. Additionally, there’s under-building reserved parking, extra storage in the garage area, a secure bicycle room, and a generator. You may just have found what you seek!

55 Rogers Street Unit 204, Clearwater

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

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

3 Beds ⋅ 1 Baths ⋅ Oakland Heights SubDv. ⋅ 33756 Zip Code

The shady oak on this corner lot was here long before the 1925 bungalow behind it, and by late afternoon the whole yard sits in its shade. This three bedroom, one bath Clearwater home in Oakland Heights is sold as-is to a buyer who would rather build the value themselves and bring every finish in line with their own vision. Inside is a spacious, well appointed open floor plan, with the living area running into the kitchen and family room combination and a separate dining room alongside it, all on one level and with a brand new HVAC replaced in 2024. The spacious and fully fenced corner lot does more work than most at this price. A gate in the fence gives you drive-in access for a boat, an RV, or work equipment, which is not easy to find this close to downtown. Behind the house there is a wide wood deck under the oaks, a storage shed, and a second detached building with its own private entrance. It serves as an office or studio as it stands, and with the right permitting through the City of Clearwater it is a natural candidate for a separate suite, whether that means rental income or room for family. The rest of the yard is open ground for a garden, a playground, or pets, and with no HOA, no minimum lease period, and a Flood Zone X designation, the carrying costs stay predictable whether you hold it or renovate and resell. Clearwater Plaza and Publix sit a few blocks away, close enough that the weekly errands never involve a main road. Ross Norton Recreation Center and Park is a short walk, Belleair Country Club is just south, and Morton Plant Hospital is minutes north. Coachman Park and the BayCare Sound are under three miles, and Clearwater Beach is a straight run west over the Memorial Causeway

1250 Lakeview Road, Clearwater

3 Beds ⋅ 2 Baths ⋅ Penthouse Groves SubDv. ⋅ 33756 Zip Code

RARE 1,600 SF PENTHOUSE CONDO WITH POND VIEW! Discover the most spacious and beautifully updated 3 bedroom, 2 bath condo in Penthouse Groves, a desirable 55+ community. This top floor, west end unit residence offers incredible south and west facing windows, providing tons of natural light, yet super private with no one above you, and a peaceful pond view. The freshly, fully remodeled and updated kitchen is a showstopper, featuring an open concept design, two tone cabinetry with soft close drawers, glass front display cabinets, expansive marble styled quartz countertops, a deep farmhouse sink, stainless steel appliances, and abundant recessed LED lighting. New windows, beautiful LVP flooring, updated bathrooms and updated ceilings complete the modern feel. The oversized 12' x 18' primary suite offers plenty of room for a king bed, dressers, lounger or even a desk, plus a massive 10' x 8' walk-in closet. The primary bath features a dual sink vanity with marble top, while the spacious guest bedrooms provide plenty of flexibility for guests, hobby rooms, or even an office. The guest bath includes a walk-in shower. A convenient laundry room is centrally located just off the kitchen, with additional pantry/storage space with the HVAC and water heater. The HVAC was replaced in 2017 and the water heater in 2012. Why you'll love this place. Top floor, elevator, assigned parking, no upstairs neighbors, gorgeous pond view, abundant natural light, approximately 1,600 SF of living space, low monthly condo fees, and not located in a flood zone. Community pool and recreation center. The building has completed its Milestone and SIRS engineering requirements, with reports available in the attachments. These large 3-bedroom, 2-bath units rarely come available. Fully furnished is an option for buyers who want a truly move in ready home. Penthouse Groves is centrally located high and dry in Pinellas County. The world famous sugar sand beaches, vibrant downtown St Pete, international airport, VA and regional hospitals are all within 25 minutes drive. Come see why this exceptional Penthouse Groves condo is one of the best values in the community! All measurements are to the nearest foot and not guaranteed. No known special assessments.

1655 S Highland Avenue Unit I379, Clearwater

2 Beds ⋅ 2 Baths ⋅ Lakeside Crossing Condo SubDv. ⋅ 33756 Zip Code

Available September 10 - October 10, 2026! Enjoy stylish, fully furnished living in this contemporary European-inspired 2BR/2BA Clearwater condo, available for a minimum one-month rental or up to the full four-month period at $1,750/month. Features include bamboo flooring, walk-in closets, tile shower, in-unit washer/dryer, dishwasher, and all existing furnishings and appliances. Recent HVAC and hot water heater add comfort and convenience. Community amenities include a pool and secure entry, with water, sewer and trash included. Ideally located approximately 15 minutes from Clearwater Beach and convenient to downtown Clearwater, The Sound Amphitheater, Clearwater Marine Aquarium, shopping and dining. Tampa International and St. Pete-Clearwater International airports are approximately 30 minutes away.

701 S Madison Avenue Unit 515, Clearwater

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