Clearwater Homes with Private Entrance Exterior Features

Clearwater Homes with Private Entrance Exterior Features

Welcome to Clearwater, Florida—a stunning coastal gem nestled in Pinellas County, where sun-kissed beaches and vibrant culture come together to create the perfect paradise for families, retirees, and everyone in between. Known for its soft, white sandy shores and crystal-clear waters, Clearwater is more than just a beach destination; it’s a thriving community with a rich history, diverse dining options, and a plethora of recreational activities.

Imagine waking up to the sound of waves gently lapping at the shore, stepping outside your home to embrace the warm Florida sun. Clearwater offers a variety of homes featuring private entrance exterior features, providing an added layer of privacy and convenience. Whether you’re looking for a charming bungalow or a modern townhouse, these homes often come with beautifully landscaped yards and outdoor spaces perfect for entertaining or simply enjoying the tranquil surroundings.

The allure of Clearwater extends beyond its breathtaking beaches. Residents can indulge in a vibrant arts scene, explore local boutiques, or savor fresh seafood at waterfront restaurants. The nearby Clearwater Marine Aquarium and Caladesi Island State Park offer endless opportunities for adventure and exploration.

As you consider making Clearwater your home, you’ll find that the combination of stunning natural beauty, a welcoming community, and homes with private entrances creates an ideal environment for living your best life. Discover your slice of paradise in Clearwater, where every day feels like a vacation!

Newest Clearwater Homes with Private Entrance Exterior Features

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

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

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

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

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

2 Beds ⋅ 1 Baths ⋅ On Top Of The World SubDv. ⋅ 33763 Zip Code

Virtually Staged. Move-In Ready 2-Bedroom Condo in Desirable On Top of the World! Welcome home to this bright and inviting 2-bedroom, 1-bath condominium in Clearwater's sought-after On Top of the World 55+ community. Offering approximately 1,100 square feet of comfortable living space, this well-maintained residence is vacant and move-in ready, making it an excellent opportunity for year-round living or a seasonal Florida retreat. The thoughtful floor plan features spacious living and dining areas, generous bedroom sizes, and the convenience of both front and rear entrances. Window coverings are included, allowing you to settle in immediately and add your own personal touches over time. Residents of On Top of the World enjoy an active, resort-style lifestyle with an impressive array of amenities. The community offers multiple swimming pools, fitness facilities, tennis and pickleball courts, shuffleboard, lawn bowling, hobby studios, a woodworking shop, billiards, card rooms, library, and numerous clubs and social activities. Golf enthusiasts will appreciate access to the community's golf courses, while pet owners can enjoy the on-site dog park. Beautiful walking paths, scenic ponds, and mature landscaping create a peaceful setting throughout the neighborhood. Ideally located, you'll be just minutes from Clearwater's award-winning Gulf beaches, shopping, dining, medical facilities, cultural attractions, and both Tampa International and St. Pete-Clearwater International airports. The monthly HOA fee of $500.23 provides exceptional value and includes a wide range of community amenities, helping you enjoy a carefree Florida lifestyle. Whether you're looking for a full-time residence or a winter getaway, this inviting home offers comfort, convenience, and the vibrant lifestyle that has made On Top of the World one of Clearwater's most popular active adult communities.

2451 Canadian Way Unit 29, Clearwater

4 Beds ⋅ 3 Baths ⋅ Northwood Estates- Tr G SubDv. ⋅ 33759 Zip Code

Welcome to this exceptional 4-bedroom, 3-bath residence with den/office/private entrance offering 3,399 square feet of thoughtfully designed living space on an oversized ½-acre lot in one of Clearwater's most desirable neighborhoods. Blending luxury upgrades, flexible living spaces, and an extraordinary backyard retreat, this home offers an exceptional Florida lifestyle. Designed for both everyday living and effortless entertaining, the spacious floor plan is filled with natural light and enhanced by high-impact, energy-efficient windows installed in 2020, providing peace of mind, improved comfort, and long-term energy savings. A dual-zone HVAC system with two separate air conditioning units delivers efficient climate control throughout the home. At the heart of the residence is a spectacular chef's kitchen, completely remodeled in 2023 with premium custom cabinetry, luxury finishes, and high-end appliances. Natural gas powers the range, tankless water heater, and dryer, offering the performance and efficiency today's homeowners appreciate. One of the home's most distinctive features is the additional study/den with a private exterior entrance, creating the perfect space for a home office, remote work, client meetings, or homeschooling. This flexible room offers exceptional versatility while maintaining separation from the main living areas. The primary suite provides a peaceful retreat, while three additional bedrooms and beautifully appointed bathrooms with ample space for family and guests. Step outside to your own private resort featuring an extraordinary 50,000-gallon, 67-foot by 25-foot custom lap pool—a truly rare amenity seldom found in residential properties. Whether you're swimming laps, hosting gatherings, or simply relaxing poolside, this incredible outdoor space is designed to impress. Beyond the pool, the expansive half-acre homesite offers endless opportunities to enjoy the outdoors. Raised garden beds and a versatile garden shed/coop provide space for gardening, storage, hobbies, or even small-scale homesteading, while the sprawling yard leaves plenty of room for recreation, pets, or future additions. Ideally located just minutes from Clearwater's world-famous Gulf beaches, Tampa Airport, Safety Harbor, championship golf courses, shopping, dining, parks, and major commuter routes, this exceptional property combines luxury, functionality, and an unbeatable location. This is a rare opportunity to own a truly distinctive home that offers comfort, flexibility, and resort-style living. Please note only 1 bedroom is virtually staged.

2423 Foxhead Way, Clearwater

2 Beds ⋅ 2 Baths ⋅ Village On The Green Condo Iii SubDv. ⋅ 33763 Zip Code

Enjoy effortless Florida living in the desirable 55+ community of Village On The Green. This beautifully maintained, furnished 2-bedroom, 2-bath condominium offers a thoughtfully designed split-bedroom floor plan that provides comfort and privacy for both owners and guests. The spacious living and dining areas flow seamlessly into the eat-in kitchen, featuring solid wood cabinetry, stone countertops, ample storage, and generous workspace for everyday living. The primary suite includes an en-suite bath, walk-in closet, and peaceful separation from the guest bedroom, creating a true owner's retreat. Additional highlights include an inside laundry closet, built-in features, ceiling fans, window treatments, and a covered, screened rear porch—the perfect place to enjoy your morning coffee or unwind in the evening. This home also includes an assigned covered carport and private storage closet for added convenience. Village On The Green is a beautifully maintained community offering a clubhouse, community pool, sidewalks, and a welcoming, active lifestyle. The monthly association fee includes cable, internet, water, sewer, trash, exterior maintenance, grounds maintenance, pool maintenance, recreational facilities, and professional management. Ideally located near Countryside Mall, shopping, dining, medical facilities, golf courses, and everyday conveniences, you'll also enjoy easy access to Downtown Dunedin, Honeymoon Island State Park, and the award-winning white sands of Clearwater Beach, all just a short drive away. Discover the perfect combination of low-maintenance living, outstanding amenities, and one of Clearwater's most convenient locations.

2556 Royal Pines Circle Unit 13-C, Clearwater

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

3 Beds ⋅ 2 Baths ⋅ Curlew City SubDv. ⋅ 33761 Zip Code

Charming Clearwater home with a private in-law suite and no rear neighbors! This home has been meticulously maintained and thoughtfully updated over the years. Recent improvements include new windows, a beautifully remodeled kitchen with updated cabinetry, countertops, and appliances, luxury vinyl plank flooring, fresh exterior paint, and a renovated bathroom featuring a walk-in shower and new vanity. The roof was replaced in 2016, the A/C in 2017, and solar panels installed in 2020 help keep energy costs exceptionally low. The main home features 2 bedrooms and 1 bathroom, while the in-law suite offers 1 bedroom, 1 bathroom, a kitchenette, two mini splits, and its own private entrance—ideal for guests, extended family, or potential rental income. An oversized driveway provides plenty of parking. The backyard offers endless possibilities. An RV hookup with electric, water, and sewer connections adds flexibility for RV owners or visitors. A spacious double-barn shed with electricity and two remote-controlled air conditioning units provides the perfect space for a workshop, home office, gym, hobby room, or additional storage, and can easily be divided into two separate areas. The outdoor living space also includes a screened porch, patio areas, additional storage, and plenty of room to add a pool. With no immediate rear neighbors, the backyard enjoys peaceful green views and a private setting that's perfect for relaxing or entertaining. Located in unincorporated Clearwater with no HOA, this home is nestled in a well-maintained neighborhood close to highly rated schools, shopping, dining, parks, and everyday conveniences. You're just 10 minutes from Honeymoon Island State Park and the Dunedin Causeway, and approximately 25 minutes from Tampa International Airport. Don't miss this unique opportunity—schedule your private showing today!

29861 69th Street N, Clearwater

3 Beds ⋅ 2 Baths ⋅ Floridena SubDv. ⋅ 33755 Zip Code

Rare opportunity to own a unique property offering incredible flexibility for homeowners, investors, or those seeking multi-generational living. The main residence features 2 bedrooms and 1 bathroom with numerous updates, including a new roof (2021) and new A/C system (2023) for added peace of mind. The detached building expands the possibilities with a private 1-bedroom, 1-bath apartment upstairs, ideal for guests, extended family, or potential rental income. Downstairs, the space has been thoughtfully converted into a custom bar and entertainment area, creating the perfect spot for hosting friends and family or enjoying your own private retreat. The detached building also features a brand-new roof (2025). Whether you’re looking for a primary residence with additional living space, an income-producing opportunity, or a property designed for entertaining, this one offers endless potential. Conveniently located near shopping, dining, schools, and major roadways, this is a truly versatile property you won’t want to miss.

1249 Sedeeva Circle S, Clearwater

3 Beds ⋅ 3 Baths ⋅ Audubon Condo At Feather Sound SubDv. ⋅ 33762 Zip Code

PRICE CUT!!! RARE opportunity to own the LARGEST and ONLY two-story townhome-style condominium in the GATED Audubon Community at Feather Sound. This spacious 3-bedroom, 3-bath residence offers the privacy and feel of a townhome, with stunning golf course views, and access to full resort-style amenities in one of Tampa Bay's most desirable locations. Enjoy sweeping golf course views from two screened-in lanais overlooking the beautiful Feather Sound Golf Course, creating the perfect setting for morning coffee, evening sunsets, or entertaining guests. The spacious floor plan features three bedrooms, each with its own walk-in closet and bathroom, including a primary suite with an en-suite bath. Granite countertops enhance both the kitchen and bathrooms, while inside laundry adds everyday convenience. Recent updates include: roof (2021), carpet (2023), upstairs A/C (2025), downstairs A/C (2026), new lanai screens (2024), and dishwasher (2024). The Unit comes with 2 assigned parking spots plus a 1 car detached garage located right in front of the building. Ground floor entry, no elevator needed. The home also offers valuable peace of mind, having experienced NO water intrusion during the 2024 hurricanes. Beyond the home itself, Audubon offers a true resort-style lifestyle with numerous amenities including heated pool and spa, fitness center, sauna, clubhouse, Cyber Café, tennis and pickleball courts, and an indoor air-conditioned half basketball court. Located in the heart of Feather Sound, you'll enjoy one of Tampa Bay's most convenient and picturesque communities, featuring a safe and scenic 5K walking loop around the golf course, quick access to downtown St. Petersburg and Award-winning Gulf beaches, and easy commutes throughout the Tampa Bay area. St. Pete-Clearwater International Airport (PIE) is just 5 minutes away, while Tampa International Airport (TPA) is only 15 minutes away. Whether you're seeking a primary residence, seasonal retreat, or low-maintenance Florida lifestyle, this one-of-a-kind home offers a rare combination of space, views, amenities, and location. OFFERS WELCOME!

2400 Feather Sound Drive Unit 313, Clearwater

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