Clearwater Homes with Key West Architectural style

Welcome to Clearwater, a vibrant city located in Pinellas County, Florida. Known for its stunning beaches, lively downtown area, and rich cultural scene, Clearwater offers residents a perfect blend of relaxation and excitement.

If you appreciate the charm of Key West architecture, you'll feel right at home in Clearwater. Homes with Key West architectural style are a popular choice in this area, featuring characteristics such as pastel-colored exteriors, metal roofs, large porches, and louvered shutters. These homes exude a tropical and laid-back vibe, perfect for enjoying the sunny Florida weather.

Imagine sipping your morning coffee on a breezy porch or hosting a barbecue in your backyard oasis - all within the unique and picturesque setting of a Key West-style home in Clearwater. Whether you're looking for a cozy bungalow or a spacious waterfront estate, Clearwater has a range of options to suit your preferences.

Don't miss the opportunity to explore the real estate offerings in Clearwater and discover your own piece of paradise in this charming city. With its beautiful homes, stunning beaches, and welcoming community, Clearwater is more than just a place to live - it's a lifestyle.

Newest Clearwater Homes with Key West Architectural style

$3,679,000

5 Beds ⋅ 7 Baths ⋅ Eagles Nest Point SubDv. ⋅ 33756 Zip Code ⋅ TB8507581 MLS ⋅ Active Status

Virtually Staged. Exceptional waterfront estate in Belleair’s coveted North Pine Circle, offering unobstructed open-water views of Clearwater and beyond. The soaring 21 feet high entry foyer and wraparound balconies introduce the home’s grand scale and elegant architectural design with breathtaking bay and intercoastal waterway sunsets. Designed for both everyday living and delightful entertainment, the interior features rich woodwork, custom details, and streaming natural light throughout. Highlights include waterfront living and dining areas. The family room boasts a custom coffered ceiling, gas fireplace, wet bar, wine refrigerator and custom built-in entertainment center. The gourmet kitchen is complete with Sub-Zero and Wolf appliances, Brazilian granite countertops, dual sinks, Bosch digital dishwasher, and center island with plenty of storage, a granite breakfast bar, solid Buttercream wood cabinets, and reach in pantries with stainless steel revolving shelves. The expansive pantry/laundry room provides its own sink and LG ThinQ Front Load Washer/Dryer. Additional luxury features include a fully appointed executive’s office with hand carved cherry wood built desk, filing and storage cabinets, oak wood herringbone floors and ensuite guest bathroom. The giant game room showcases a climate-controlled hand-crafted cherry wood wine storage. Four ensuite bedrooms with private balconies, including a stunning waterfront primary suite with fireplace, built-in entertainment center, spa-style bath with granite finishes, jetted tub, dual vanities, and two giant walk-in closets. A private elevator serves all 3 floors accessible from the 4 car garage. The upper level includes a spacious multipurpose bedroom, full whirlpool bath and separate shower, generous closet space, and a private balcony with panoramic water views. Enjoy the waterfront resort-style pool and spa, lush tropical landscaping, and a private dock equipped with a pontoon lift and 54,000-pound boat lift. - Centrally located minutes from Belleair Beach, Belleair Country Club, Pelican Golf Club, Clearwater Beach, and the Morton Plant Hospital/BayCare Medical Centers

24 N Pine Circle, Clearwater

$339,000

3 Beds ⋅ 2 Baths ⋅ Penthouse Groves SubDv. ⋅ 33756 Zip Code ⋅ W7885241 MLS ⋅ Active Status ⋅ J Building BLDG.

Welcome home to one of the rarest finds in all of Penthouse Groves, a true 3-bedroom, 2-bath CORNER UNIT on the first floor, boasting sweeping pond water views and NOT IN A FLOOD ZONE. At 1,600 square feet, this is one of the largest units in the community and one of very few offering a full third bedroom. And here's what makes this home truly special: THE MONTHLY HOA FEE OF ONLY $624 COVERS CABLE TV, WATER, SEWER, TRASH, PEST CONTROL, EXTERIOR MAINTENANCE, GROUNDS, POOL, INSURANCE, AND RECREATIONAL FACILITIES, TRUE LOCK-AND-LEAVE LIVING AT ITS FINEST. Step inside to discover luxury vinyl flooring throughout, soaring open-concept living and dining areas framed by serene pond views that greet you the moment you walk in. The beautifully updated kitchen is a true showpiece - featuring custom solid wood cabinets, Corian countertops, a glass tile backsplash, stainless steel appliances, a closet pantry, and a breathtaking custom shiplap ceiling with recessed crown molding lighting you won't find anywhere else in this community. The oversized primary suite is designed for comfort with his and hers walk-in closets and a fully updated private bath. The second bedroom accommodates a king-size bed with ease, and ALL THREE bedrooms enjoy their own private patio access via a $30,000+ Pella sliding glass door system - architectural-grade doors engineered for superior energy efficiency, acoustic privacy, and seamless indoor-outdoor living. These premium Pella doors flood every room with natural light while framing those breathtaking pond views like living artwork. Both bathrooms have been tastefully updated throughout. Your assigned covered carport is just steps from your front door, and with ground-level entry and a corner location, this unit offers unmatched convenience and natural light from multiple exposures. Penthouse Groves is an active and vibrant 55+ community featuring a magnificent clubhouse with full kitchen, billiard room, library, card room, fitness center, sauna, shuffleboard courts, a community fishing dock overlooking the pond, and a gorgeous pool with lounge seating and a grilling area. Ideally positioned in mid-county Clearwater - just 5 blocks to Publix and shopping, 15 minutes to the world-famous Gulf beaches, and 30 minutes to Tampa International Airport. Units of this size, floor plan, and condition in Building J are exceptionally rare. Don't let this one slip away!

1655 S Highland Avenue Unit J187, Clearwater

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,