Clearwater Homes with Two Story Property Description

Clearwater Homes with Two Story Property Description

Welcome to Clearwater, Florida, a vibrant coastal city nestled in Pinellas County, renowned for its stunning beaches, thriving arts scene, and a delightful year-round climate. Clearwater boasts a rich tapestry of culture and recreation, making it an ideal destination for families, retirees, and anyone seeking a slice of paradise. With its beautiful waterfront parks and the iconic Clearwater Marine Aquarium, there’s no shortage of activities to enjoy.

As you explore the housing options in Clearwater, you'll find a charming selection of two-story homes that perfectly blend comfort and style. These properties often feature spacious living areas, multiple bedrooms, and ample outdoor spaces that are perfect for entertaining or enjoying the beautiful Florida sunshine. The two-story design not only maximizes square footage but also provides a sense of openness and privacy, with bedrooms typically situated on the upper level for a peaceful retreat.

Many of these homes are located in family-friendly neighborhoods, complete with excellent schools, nearby amenities, and easy access to Clearwater’s stunning beaches. Imagine waking up to the sound of waves crashing and spending your afternoons exploring the vibrant local dining scene or enjoying a sunset stroll along the famous Clearwater Beach.

Whether you’re looking for a cozy family home or a spacious retreat, Clearwater’s two-story properties offer the perfect blend of comfort, style, and location. Discover the beauty of Clearwater and find your dream home in this picturesque coastal city today!

Newest Clearwater Homes with Two Story Property Description

3 Beds ⋅ 2 Baths ⋅ Winding Wood Condo SubDv. ⋅ 33761 Zip Code

Welcome to Winding Wood, a peaceful, tree-lined community tucked into the heart of Clearwater’s highly desirable Countryside area. This spacious 3-bedroom, 2-bathroom end-unit townhome offers 1,405 square feet of living space, a flexible floor plan, two private screened patios, and an attached covered carport with additional storage. Inside, the oversized great room immediately draws your attention with its soaring cathedral ceiling, exposed wood beams, abundant natural light, and new flooring installed in 2022 (New interior closet doors and ceiling fans as well). Sliding glass doors extend the living space onto the first screened patio, creating a comfortable place to enjoy your morning coffee, unwind at the end of the day, or entertain friends. The adjoining dining area flows into the eat-in kitchen, which features white cabinetry, generous counter space, a decorative tile backsplash, and an exceptionally large walk-in pantry. New appliances, including the washer and dryer, were added in 2022. A second screened patio sits just beyond the kitchen and offers additional room for grilling, gardening, and enjoying Florida’s year-round outdoor lifestyle. One bedroom and a full bathroom are conveniently located on the first floor, providing an ideal setup for guests, a home office, or a private primary suite. Upstairs, you will find two generously sized bedrooms with walk-in closets, including one with an additional oversized storage closet, along with a spacious shared bathroom featuring a tiled tub and shower combination. Additional improvements include a new electrical panel installed in 2022 and a new AC motor added in 2025. With storage throughout the home, adjacent guest parking, and multiple indoor and outdoor living areas, this floor plan provides plenty of space without sacrificing comfort or functionality. Winding Wood is known for its mature trees, winding streets, abundant green space, and peaceful residential setting that feels surprisingly tucked away despite being close to nearly everything. Residents can cool off at the community pool, enjoy the recreation area, or simply take a walk beneath the neighborhood’s shady tree canopy. The home is positioned on a quiet cul-de-sac and is located just across US-19 from Countryside Mall, Whole Foods Market, Target, shopping, restaurants, and everyday conveniences. The nearby Countryside Recreation Center offers a fitness center, gymnasium, playground, sports fields, basketball courts, and picnic areas, while the adjoining Countryside Library provides study rooms, meeting spaces, and a convenient drive-through pickup area. From this central location, you can easily reach the locally loved restaurants, breweries, waterfront parks, and charming downtown districts of both Dunedin and Safety Harbor. Honeymoon Island State Park, Clearwater Beach, Philippe Park, medical facilities, and Tampa International Airport are also within an easy drive. Whether you are spending the afternoon along the Dunedin Causeway, meeting friends for dinner on Main Street in Safety Harbor, or simply running errands around Countryside, this location places the best of northern Pinellas County right at your fingertips. This is the kind of Clearwater location locals appreciate: peaceful and established, yet wonderfully connected to shopping, recreation, beaches, and everything Tampa Bay has to offer.

2641 Cedar View Court, Clearwater

2 Beds ⋅ 3 Baths ⋅ Raintree Village Condo SubDv. ⋅ 33765 Zip Code

RAINTREE VILLAGE IS A 55+ COMMUNITY. THIS GORGEOUS CONDO IS LOCATED CLOSE TO THE SHOPPING CENTERS, MEDICAL CARE, RESTAURANTS, AND AWARD WIINNING BEACHES! THE CONDO IS WELL UPDATED FEAURING A BEUTUFUL KITCHEN WITH STONE COUNTERTOPS AND GORGEOUS CABINTRY, 2 VERY LARGE BEDROOMS WITH WALK-IN CLOSETS AND ATTACHED UPDATED BATHROOMS. ONE BEDROOM IS ON THE FIRST FLOOR AND ONE BEDROOM IS ON THE SECOND FLOOR, LUXURY VINYL PLANK FLOORING THROUGHOUT THE DOWNSTAIRS, FORMAL DINING ROOM, FIREPLACE, CATHEDRAL CEILINGS, AND A BONUS ROOM. CONDO IS AN END UNIT WITH GREAT VIEWS OF THE POOL AND GROUNDS. RAINTREE VILLAGE IS LOCATED IN A NON-EVACUATION ZONE AND NOT IN A FLOOD ZONE. THE MONTHLY FEE COVERS CABLE, INTERNET, WATER, SEWER, TRASH, ROOF, LAWN CARE, BUILDING MAINTANANCE, POOL, CLUBHOUSE AND EXTERIOR INSURANCE. A MUST SEE!

2101 Sunset Point Road Unit 2105, Clearwater

3 Beds ⋅ 2 Baths ⋅ Winding Wood Condo SubDv. ⋅ 33761 Zip Code

This spacious, well-maintained 3-bedroom, 2-bath townhome offers comfortable living with a convenient first-floor primary suite and a nearby laundry closet. The kitchen was completely renovated in early 2022 with new cabinetry, countertops, sink, and appliances. Luxury vinyl plank flooring was also installed throughout the main living areas downstairs in 2022. Enjoy Florida living with a screened porch just off the dining area, a wraparound open patio, and a private fenced backyard—perfect for relaxing or entertaining. The low HOA fee of just $688 monthly provides exceptional value by covering virtually all exterior maintenance, including roof maintenance and replacement (with warranty), exterior painting and repairs, building insurance, cable, high-speed internet, pest control (including termite protection), drainage maintenance, hedge trimming, landscaping, and access to the community pool. The owner is only responsible for the screened enclosure, electricity, water, and sewer, making this a truly low-maintenance, worry-free home. Ideally located just off Countryside Boulevard with easy access to US Highway 19, Curlew Road, and McMullen Booth Road, you'll be minutes from Countryside Mall, Mease Countryside Hospital, top-rated schools, shopping, dining, and both Tampa International and St. Pete–Clearwater International airports. Outdoor enthusiasts will appreciate having the Duke Energy Trail just steps away, connecting directly to the 75-mile Pinellas Trail for walking, running, and biking. Beautiful Honeymoon Island State Park and its award-winning Gulf beaches are only 8 miles away, while vibrant Downtown Dunedin—with its waterfront, restaurants, breweries, and year-round events—is just 4 miles from your doorstep. Countryside Mall is less than a quarter-mile away, offering unmatched convenience. With its updated interior, exceptional HOA benefits, and unbeatable central Pinellas County location, this townhome offers the perfect blend of comfort, convenience, and low-maintenance Florida living.

2655 Barksdale Court, Clearwater

3 Beds ⋅ 3 Baths ⋅ Middlecreek SubDv. ⋅ 33760 Zip Code

This turnkey 3/2.5 townhome is move-in ready and boasts quiet privacy, with conservation views from the surrounding greenbelt and Long Branch Creek. The screened lanai runs close to 15 by 15 and opens from both the living room and the primary bedroom, and what you see through it is oak canopy, not a neighbor's slider. The expensive work is already done, starting with a roof that is only two years old. Inside, the remodeled kitchen has granite counters, stainless appliances, solid wood cabinets and a closet pantry, and it passes through to a dining room that accommodates a real table, with ceramic tile underneath for easy cleanup. The living room rises two full stories to a stacked stone fireplace with a reclaimed wood mantel. Plantation shutters throughout keep the afternoon light soft. The primary suite sits on the first floor, nearly 14 by 16 with volume ceilings, its own sliders to the lanai, a walk-in closet, and a bath with a double granite vanity and a separate walk-in tiled shower. Upstairs, two more bedrooms and a full bath with a tub share a loft that overlooks the great room below, right-sized for a desk or a reading chair. A half bath off the entry handles guests, and the entry porch is screened. The garage is clean and functional, featuring an epoxy floor, a full wall of cabinets, pegboard storage, and laundry tucked in where it stays out of the living space. For an owner that means storage that doesn't eat the closets. For an investor it's the kind of practical detail that keeps a tenant renewing. Middlecreek is pet friendly, and the community pool sits directly across from the home, close enough to be part of the routine rather than a destination. Across Whitney Road, Datsko Park has a shaded half-mile trail, a playground, sand volleyball, and outdoor exercise equipment. Position does the rest. The Bayside Bridge is minutes east, putting Westshore, downtown Tampa and TPA within a workable commute, while the Carillon and Gateway employment corridor sits just south. US-19 and Ulmerton handle daily errands, and St. Pete-Clearwater Airport is a short drive, which is what keeps rental demand steady in this pocket of Pinellas County.

1966 Plantation Boulevard, Clearwater

2 Beds ⋅ 2 Baths ⋅ Westchester Lake Condo SubDv. ⋅ 33761 Zip Code

Water views, sunset skies, and fresh interior updates make this two-level, townhome-style condo in Westchester Lake a must-see. Enjoy nightly sunsets over the sparkling lake, with the Countryside Recreation Center, Library, Countryside Country Club, shopping, dining, and the Pinellas Trail extension all nearby. Inside, the home features new luxury vinyl flooring, new baseboards, a new range, new refrigerator, and microwave. The spacious layout offers two primary suites, including an upper-level suite with an office nook, vaulted ceilings, plantation shutters, and a cozy wood-burning fireplace. A rare one-car garage adds valuable storage and convenience. Westchester Lake is a pet-friendly community offering a pool, hot tub, covered cabana, sundeck, and access to a walking path around the lake. With beautiful water views, fresh updates, and a prime Countryside location, this home is ready for its next owner to enjoy the best of Clearwater living.

2830 Countryside Boulevard Unit 223, Clearwater

3 Beds ⋅ 3 Baths ⋅ Sunset Pointe Twnhms SubDv. ⋅ 33763 Zip Code

Welcome home to this beautifully maintained END-UNIT townhome offering the perfect combination of comfort, convenience, and low-maintenance living! Ideally situated in a highly desirable location, you'll enjoy easy access to shopping, grocery stores, restaurants, major thoroughfares, and some of Pinellas County's most sought-after destinations, including charming Downtown Safety Harbor, vibrant Downtown Dunedin, and the award-winning white sand beaches of Clearwater. This bright and cheerful end unit is filled with natural light thanks to the additional windows that only an end-unit location can provide. Thoughtfully updated, this home offers peace of mind with a new ROOF (2022), AC (2021), and kitchen appliances (2023). Inside, you'll appreciate the functional floor plan with ample storage throughout, providing space for all your organizational needs. Relax year-round in the screened-enclosed porch, the perfect spot for your morning coffee or evening unwind, or step outside to enjoy the private patio—ideal for grilling, entertaining, or simply soaking up the Florida sunshine. The affordable monthly maintenance fee makes ownership easy by covering cable, lawn care, exterior maintenance, roof maintenance, trash service, and access to the community amenities, allowing you to spend more time enjoying life and less time worrying about upkeep. Residents enjoy a sparkling community pool, a playground, beautifully maintained grounds, and the convenience of two assigned parking spaces located just outside your door. Best of all, this property is in a NON-FLOOD ZONE, so flood insurance is not required, offering additional savings and peace of mind. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this exceptional townhome checks all the boxes with its updated features, unbeatable location, and carefree lifestyle. Don't miss your opportunity to make this wonderful home your own—schedule your private showing today!

1977 Searay Shore Drive, Clearwater

3 Beds ⋅ 3 Baths ⋅ Highland Glen SubDv. ⋅ 33755 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit townhome with a 1-car garage in the highly desirable Highland Glen community. Offering an abundance of natural light and a spacious open-concept design, this corner unit features a bright living and dining area that flows seamlessly into a well-appointed kitchen with rich wood cabinetry, granite countertops, stainless steel appliances, and reverse osmosis water filtration at both the sink and refrigerator. Elegant tile flooring extends throughout the first floor, while warm wood flooring continues upstairs. The generous primary suite offers a walk-in closet and a private en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Additional highlights include built-in surround sound speakers in the living room and primary bedroom, a whole-home water softener, an A/C system with UV germ control for enhanced comfort, and the added peace of mind of a new roof installed in 2024. Upstairs also features two additional bedrooms, a full bathroom, and a convenient laundry room complete with washer and dryer. Ideally located on the Clearwater/Dunedin border, Highland Glen offers easy access to Downtown Dunedin, Clearwater Beach, the Pinellas Trail, TD Ballpark, shopping, dining, and everyday conveniences. The low HOA fee includes exterior maintenance, making for easy, low-maintenance living in one of Clearwater's most convenient locations.

1515 Bowmore Drive, Clearwater

2 Beds ⋅ 3 Baths ⋅ Countryside Woods SubDv. ⋅ 33761 Zip Code

Rarely available and designed for effortless Florida living, this beautifully maintained two bedroom, two and a half bathroom townhome in the sought after Countryside Woods community offers a flexible layout with two private en suite bedrooms. This design is ideal for guests, roommates, or anyone who values additional privacy. Step inside to an inviting open concept living and dining area featuring durable wood look tile flooring throughout the main level. The kitchen is finished with granite countertops, crisp white cabinetry, stainless steel appliances, and plenty of workspace for everyday cooking and entertaining. A convenient half bathroom on the first floor adds comfort for guests. The true showstopper is the covered and enclosed lanai, complete with a wet bar, outdoor kitchen, and electric griddle. This private, year round entertaining space extends the living area and creates the perfect setting for hosting friends, enjoying casual meals, or relaxing after a long day. Upstairs, newly installed luxury vinyl flooring, completed in June 2026, adds a fresh and modern touch. Both generously sized bedrooms feature their own private full bathrooms, while one bedroom includes a spacious walk in closet. In unit laundry and additional storage provide everyday convenience. Residents of Countryside Woods enjoy resort style amenities, including a sparkling community pool and hot tub surrounded by lush tropical landscaping. This setting offers low maintenance Florida living at its best. Located in the heart of Clearwater’s highly desirable Countryside neighborhood, this home places shopping, dining, recreation, schools, golf, and Gulf Coast beaches within easy reach. Countryside Country Club is just up the road and offers golf, dining, and social membership opportunities. Countryside Mall is only minutes away and continues to evolve into one of the area’s most exciting shopping and entertainment destinations. The center features Whole Foods, a twelve screen CMX Cinema, an ice skating rink, popular restaurants, and a two story Target currently planned to open in 2027. A new Launch Entertainment center is also planned, featuring bowling, an arcade, laser tag, virtual reality games, a ninja obstacle course, and on site dining. Nearby schools include Curlew Creek Elementary, Safety Harbor Middle School, and Countryside High School. Clearwater Beach and other Gulf Coast destinations are approximately 15 to 20 minutes away, while Tampa International Airport is easily accessible via US 19 and State Road 580. Grocery stores, parks, restaurants, and additional shopping plazas along Countryside Boulevard and McMullen Booth Road are all just minutes from home. With its dual en suite bedroom layout, newly installed second floor flooring, exceptional indoor and outdoor entertaining space, resort style amenities, and prime Clearwater location, this Countryside Woods townhome offers a rare opportunity to enjoy comfort, convenience, and the Florida lifestyle.

3460 Countryside Boulevard Unit 60, Clearwater

5 Beds ⋅ 3 Baths ⋅ Country Club Add SubDv. ⋅ 33755 Zip Code

Virtually Staged. Step into the charm of Old Florida in this beautifully maintained 1925 home located in Clearwater's highly sought-after Presidential neighborhood within the historic Clearwater Country Club community. Offering 4 bedrooms, 3 bathrooms, plus a flexible office that could serve as a 5th bedroom, this 1,980-square-foot residence blends timeless character with modern updates. Original hardwood floors ( need TLC), built-ins, and a cozy wood-burning fireplace preserve the home's historic appeal, while the renovated kitchen features tile flooring, subway tile backsplash, pot filler, center island, and stainless-steel appliances. The spacious primary suite is conveniently located on the main floor with a private ensuite bath and walk-in shower. Upstairs are three additional bedrooms and an updated full bath. French doors open to a large backyard with a patio and firepit, perfect for entertaining. A detached oversized two-car garage offers abundant storage and potential for a workshop or future guest suite. Ideally situated just minutes from award-winning Gulf beaches, shopping, dining, downtown Clearwater, Tampa, and St. Petersburg, this rare historic gem offers the perfect combination of classic craftsmanship, modern comfort, and an unbeatable location.

310 N Lincoln Avenue, Clearwater

4 Beds ⋅ 3 Baths ⋅ Oak Acres SubDv. ⋅ 33756 Zip Code

Welcome to 809 Woodcrest Ave, a rare opportunity offering over 2,000 square feet of flexible living space designed for comfort, functionality, and future potential. This unique 4-bedroom, 3-bathroom home features a private in-law suite, making it ideal for multigenerational living, extended family, guests, or even potential rental income. With two separate living areas under one roof, this property provides the versatility today's buyers are looking for. Situated on a spacious lot, the *expansive backyard*offers endless possibilities. Whether you envision creating your own outdoor oasis, adding a pool, or exploring the potential for future development (buyer to verify zoning and permitted uses), this property presents exceptional investment potential. The home has been thoughtfully updated with a *2018 roof*,*new HVAC system*, and * new impact-resistant windows**, and new LP siding providing peace of mind for years to come. Mature **mango trees and lychee tree** add beauty, shade, and fresh fruit to enjoy right from your own backyard. Conveniently located near Clearwater's beaches, shopping, dining, parks, and major roadways, this one-of-a-kind property combines space, flexibility, and opportunity. Whether you're searching for a forever home, a multigenerational setup, or an investment with room to grow, **809 Woodcrest Ave is a must-see.

809 Woodcrest Avenue, Clearwater

4 Beds ⋅ 4 Baths ⋅ Montclair Lake Twnhms -Phase 2 SubDv. ⋅ 33763 Zip Code

PRICE DROP! *MOTIVATED SELLER – Offering $5,000 Toward's Buyer Closing Costs!* Welcome to this stunning lakefront end-unit townhome in the gated Montclair Lake Townhomes community, ideally located in Clearwater near the Dunedin border. Offering nearly 2,300 square feet of living space, this spacious 4-bedroom, 3.5-bath residence features a first-floor primary suite, soaring ceilings, abundant natural light, and tranquil views of Beckett Lake. The well-appointed kitchen is designed for both everyday living and entertaining, featuring quartz countertops, stainless steel appliances, a subway tile backsplash, and convenient bar seating. The open-concept living and dining areas flow seamlessly to the screened lanai, where you can relax and enjoy peaceful waterfront views. Recent updates provide added value and peace of mind, including a new A/C (2026), roof (2019), water heater (2019), and electrical system (2019). Enjoy the ease of low-maintenance living with HOA dues that include high-speed internet, roof maintenance, exterior maintenance, landscaping, trash service, and access to the community pool. Ideally situated just minutes from Downtown Dunedin, the Pinellas Trail, Honeymoon Island, Clearwater Beach, TD Ballpark, Countryside Mall, shopping, dining, medical facilities, and US-19, this home offers exceptional convenience to everything the Tampa Bay area has to offer.

1934 Lake Ridge Boulevard, Clearwater

3 Beds ⋅ 3 Baths ⋅ Eagles Landing Condo SubDv. ⋅ 33761 Zip Code

Beautiful 2271 square floor condo in a prime Clearwater Florida location. This spacious home features soaring high ceilings, open floor plan double faced fireplace a bonus loft area ton of storage with multiple walks in closets. Large master on the first floor with on suite double sink and shower with large soaking tub which opens to a large, screened lanai with views of a pond yet your feet from the golf course, minutes to clearwater beach and honeymoon island. Location location location

3053 Eagles Landing Circle W Unit 3053, Clearwater

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